Above $1 Million 32751 Zip Code FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ Maitland Park South SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome to 1460 Lyndale Boulevard, a beautifully renovated 4-bedroom, 2.5-bath pool home where timeless design meets everyday functionality. Perfectly situated just minutes from Park Avenue, the Enzian Theater, top-rated schools, and everything that makes this area one of Central Florida's most desirable places to call home, this move-in-ready residence has been thoughtfully updated with quality finishes throughout. Completely renovated, the home offers multiple living spaces designed for both entertaining and everyday living. A welcoming formal living room features wall paneling and a cozy wood-burning fireplace, while the formal dining room provides the perfect setting for gatherings. A dedicated office or flex space offers endless possibilities for working from home, a playroom, or additional living space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a beautiful ceramic tile backsplash, Bosch stainless steel appliances, an induction cooktop, deep sink, pantry, and a refrigerator with filtered water. The kitchen opens seamlessly to the spacious family room, where abundant natural light pours in through large windows and sliding glass doors leading to the screened lanai and pool. The private primary suite is a true retreat, complete with French doors opening directly to the screened in porch, an oversized custom walk-in closet, and a beautifully renovated ensuite bathroom featuring dual vanities and a spacious walk-in shower. Three additional bedrooms each offer built-in closet systems, while the updated hall bath includes a tub/shower combination. A stylish powder bath is conveniently located for guests. Outside, enjoy Florida living year-round from the screened patio overlooking the sparkling pool and spacious backyard. Whether relaxing with family or entertaining friends, this outdoor space was designed to be enjoyed. Beyond its beautiful finishes, this home offers exceptional peace of mind with extensive updates including a 2023 roof, updated electrical, replumbed, new ductwork, Wi-Fi-enabled irrigation system, 220-volt EV charging, AT&T Fiber, and wood-look porcelain tile flooring throughout. Plantation shutters, blackout Roman shades in the secondary bedrooms, Schumacher wallpaper in the entry, and thoughtful custom details complete this truly turnkey home. Offering timeless style, quality updates, and an unbeatable location just moments from Park Avenue, the Enzian Theater, and Downtown Winter Park, this exceptional home is ready to welcome its next owners.

1460 Lyndale Boulevard, Maitland

$1,150,000

5 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Move-In Ready. Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning fireplace with built-in shelving and an open floor plan. The 1st Floor Master has a Large Walk-in closet and master bathroom. Separate shower and Granite countertops. Upstairs boasts a Bonus Room, ample built-in storage, and a 5th Bedroom with a large Walk-in closet. Vaulted Ceilings throughout. The Screened Pool, Covered Lanai, and Large Fenced yard are great for entertaining. The community offers tennis and basketball courts and a 24-hour guard gated community. New roof in 2024 ($80,000 value). The carpet in the home was replaced in 2020.New A/C replacement in 2024.Termite bond which is transferable. TV's convey with the home in the living room. Pool has been resurfaced. The master bath and kitchen have been updated. Move-In Ready. This home is located within minutes of downtown Winter Park, Maitland Town Center, shopping, restaurants, hospitals, Genesis Health Club and easy access to I-4.

900 Brightwater Circle, Maitland

$1,360,000

4 Beds ⋅ 3 Baths ⋅ Kings Row SubDv. ⋅ 32751 Zip Code

New Price!! Beautifully updated pool home in the sought-after King's Row, Maitland community. This home blends timeless character with modern finishes. The corner lot residence features a three wide driveway, freshly updated landscaping and a commercial grade in ground basketball goal. Exterior paint (2026) creates warm curb appeal. Inside, new wood floors throughout lead to an open living space anchored by an updated kitchen and a classic painted brick wall. The renovated kitchen features quartz countertops, custom cabinetry, pendent lighting, stainless appliances and an updated Fisher Paykel refrigerator. A large island provides seating for four makes entertaining quick and simple. An updated hall pool bath provides easy access for guests both inside and out. Steps away the multi tasked laundry/utility drop/zone is conveniently located off the rear double garage entrance. A commercial grade Speed Queen washer in the laundry/utility room assures your clothes will be clean. Also, an adjacent wall of cabinetry increases the incredible storage in the home. Not only in the front but in the back the corner lot offers an ample spaced backyard retreat. Added is a screened and covered lanai perfect for outdoor parties and gatherings as does the oversized in-ground pool. Zoysia grass/lush landscaping and lighting continue the resort feel. A newer, horizontal stained wood fence adds privacy while maintaining charm. Back inside the living room, a rattan light fixture adds to the ambiance of this bright natural light space. Next to the living space, an office that features a set of French doors lends a place for quiet conversation. The generously sized family room with the afore mentioned painted brick wall is complete with large windows overlooking the sparkling pool and views of three whimsical palms. Down the hallway the newly installed designer wood flooring continues to all bedrooms. Every bedroom just received fresh paint, as well as the newly installed wood floors. All closets feature custom built-ins that add to the level of sophistication/quality in this home. The primary bedroom features another custom painted brick wall with updated sconce lighting. Still another set of French doors lead out to the pool and lanai. The owner's bath features a double vanity with stone counter-tops and updated lighting and faucets. A Mitered frameless glass shower is a great addition to the richness of the space. Zoned for Dommerich Elementary, Maitland Middle, Ninth Grade Center and Winter Park High the schools are highly desirable. A quick and easy close can be the start of your next chapter. This Move-in ready home awaits......

1615 King Arthur Circle, Maitland

$1,095,000

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

This elegant Mediterranean-inspired one-story residence is in the gated community of Maitland Club overlooking a tranquil pond. A well maintained 4 bedroom, 4 bath Plus home office with recent updates that include a new roof, hot water heater, pool heater, and a re-pipe. The home features a soft neutral interior palette throughout with an elegant formal living room filled with natural light featuring soaring ceilings and a dramatic wall of arched windows and French doors overlooking the outdoor living area. The dining room and home office are just off the entry foyer. The home office offers a warm workspace with hard wood flooring, custom bookcases and cabinetry. This room could be a temporary guest room it features a closet and is adjacent to the pool bath. The kitchen offers generous workspaces with extensive cabinetry, solid surface countertops, a center island, and a breakfast bar overlooking the family room. The open concept includes a planning desk and a casual dining space overlooking the pool. The spacious family room is designed for comfortable everyday living and effortless entertaining, featuring high ceilings, recessed lighting, and a fireplace framed by custom built-in audio-visual cabinetry. An oversized primary suite with a dramatic tray ceiling and expansive sitting area creates a true retreat-like atmosphere with an en-suite attached that features a large double vanity with dressing table, a relaxing garden tub and a large walk-in shower. On the opposite side of the home find three generous sized guest rooms and two full baths, laundry and hall to three car garage. The sparkling pool with tiered entry steps is surrounded by an expansive covered patio offering multiple seating and dining areas, all overlooking a lovely pond. Roof, Garage Floor and Pool heater warranties are available upon request.

1911 Belford Court, Maitland

$1,199,000

5 Beds ⋅ 4 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code

Completely reimagined and renovated, this artfully crafted stunning 5-bedroom, 4-bath residence offers approximately 2,695 square feet of on a spacious corner lot in one of Maitland's most desirable established neighborhoods. The home features an exceptional blend of modern design, luxury finishes, and functional living spaces, including a sparkling pool and expansive outdoor entertaining areas. Step inside to discover an impressive open-concept floor plan highlighted by wide-plank luxury flooring, designer lighting, oversized windows, and a dramatic double-sided tiled fireplace that serves as the centerpiece of the main living areas. The gourmet kitchen has been thoughtfully designed with Kitchen-aid "Black-Ore" Professional series applainces, custom shaker cabinetry, quartz countertops, a large center island, designer backsplash, butlers pantry with wine fridge, and abundant storage, creating the perfect space for everyday living and entertaining. The spacious primary suite offers a private retreat with generous proportions, elegant finishes, and a beautifully appointed spa-inspired bathroom featuring dual vanities, custom cabinetry, a frameless glass walk-in shower, and designer fixtures. Additional bedrooms provide flexibility for family, guests, home offices, or multi-generational living. Outdoor living is equally impressive with a screened covered lanai overlooking the newly resurfaced pool and expansive paver deck, creating a resort-style setting ideal for entertaining year-round. The large fenced backyard offers plenty of room for recreation, pets, and outdoor enjoyment. Located just minutes from Park Avenue, Winter Park, Maitland City Centre, top-rated schools, dining, shopping, and major roadways, this turnkey residence offers luxury living in a prime Central Florida location. A rare opportunity to own a fully renovated pool home that combines timeless architecture with today's most sought-after finishes and amenities.

2491 Lauder Drive, Maitland

$1,499,000

5 Beds ⋅ 4 Baths ⋅ Replat Blk B Poors Add SubDv. ⋅ 32751 Zip Code

A premier street offering an accessible lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. Five bedrooms, four baths, stretching across 4,814 square feet with bonus space, there are many ways to make it your own. Inspired by classic Charleston architecture with Florida influences, the exterior features French doors across the front and rear elevations, lantern-style lighting and a metal roof that enhance the home's charm while filling the interiors with natural light. Shutters and upper-level balconies at both sides of home complete the design. Enter inside to a sweeping staircase with elegant iron details, with neutral travertine flooring that flows throughout the main level and finished with volume ceilings. The kitchen, living and dining spaces blend seamlessly together, complemented by an additional sitting room with privacy doors that provide flexible living options. The kitchen features 42-inch custom cabinetry with glass-paneled doors, granite countertops, a farmhouse sink and high-end stainless-steel appliances. Generous laundry and pantry storage are bonus. The dining area showcases rich hardwood flooring, plantation shutters, built-in surround-sound speakers and direct access to outdoor living spaces. The first floor includes two bedrooms with a shared bath, along with an additional hallway guest bath. Upstairs, beautiful wood floors anchor the rooms, and the spacious primary retreat opens to a private balcony spanning across the back of home and with pool views. An expansive walk-in closet provides exceptional organization, while the primary bath features dual vanities, a rain shower with bench seating and a classic clawfoot tub. Additional upstairs laundry stack for convenience. Secondary bedrooms are spacious and full of light, and great closet storage and additional loft are a bonus. Outdoor living centers around a covered porch overlooking the pool, complete with travertine decking and dramatic fountain features. An additional pool house enhances the backyard and offers endless possibilities for guests, entertaining or a private workspace. Outdoor speaker system adds to the ambience. Additional improvements and features include a newer metal roof (2020), two HVACs (2021), water heater (tankless Rinnai installed by Maitland/Winter Park plumbing), plantation shutters throughout, a freshly painted interior, an extensive interior and exterior lighting package, and thoughtfully designed low-maintenance landscaping featuring front-yard turf, mature plantings and clean rock-bed borders. Exterior ceramic paint has a lifetime warranty. Main floor and primary suite have ceiling-installed concert speakers and outdoor speakers. Lower-floor speakers have individual room controls and are served by a pantry stereo system. This exceptional home offers a desirable location with convenient access to major roadways. Zoned for sought-after schools including Lake Sybelia Elementary, Maitland Middle School and Edgewater High School, a designated magnet school, Park Maitland elementary school, and JCC community center and school. A rare opportunity, this home is a standout in one of Maitland’s special neighborhoods.

255 W George Avenue, Maitland

$1,995,000

4 Beds ⋅ 4 Baths ⋅ Kings Row SubDv. ⋅ 32751 Zip Code

Welcome to 220 Adams Drive — a breathtaking, completely remodeled single-story masterpiece nestled in the heart of Maitland's coveted Kings Row neighborhood. Thoughtfully reimagined from the studs out with exquisite craftsmanship and elevated design, this stunning home offers 4 bedrooms, a dedicated private office, 3.5 baths, and over 3,000 square feet of refined living on a fully fenced, oversized lot. The renovation is truly comprehensive — all-new plumbing, electrical, ductwork, and three separate AC units provide complete peace of mind. Spray foam insulation delivers exceptional energy efficiency, propane gas powers the chef's kitchen cooktop and tankless hot water heater, and Lutron touch-slide dimmers indoors plus automated Lutron outdoor lighting give the home a level of sophistication and control that is rarely found at any price. French drains round out a property that has been engineered as thoughtfully as it has been finished. Step through a charming covered front porch and into a bright, open-concept interior where elevated ceilings, rich wood floors, and designer recessed lighting create an effortlessly elegant atmosphere. The chef's kitchen is a showstopper — outfitted with high-end appliances including a gas cooktop, custom white cabinetry, clever appliance garages, and bespoke built-ins that marry beauty with function. The warm and inviting living room anchors the home with a wood-burning fireplace and seamless sliding doors to the pool beyond. The split-bedroom layout offers exceptional privacy for every member of the household. The oversized primary suite features a spa-inspired en suite with a double-sink vanity, walk-in glass shower, and soaking tub — plus a large walk-in closet with custom built-ins. The second bedroom enjoys its own private en suite with a walk-in shower, perfect for guests or multi-generational living. Bedrooms three and four share a well-appointed hall bath with a tub/shower combination. Outside, your private resort awaits. The saltwater pool with sunshelf is the perfect centerpiece, framed by a covered cabana with fireplace and a fully equipped outdoor kitchen. The Lutron automated lighting system extends seamlessly to the exterior, creating effortless ambiance day and night. The fully fenced yard offers privacy and room to breathe. The property features a two-car garage and a separate one-car garage — both finished with epoxy floors. The one-car garage is currently appointed as a private home gym with an adjacent storage room, offering flexible utility from day one. Located in a quiet, tucked-away neighborhood with a community park and playground, this home is just minutes from Winter Park, Park Avenue, the Winter Park Racquet Club, and scenic parks and trails. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High School. Homes of this caliber — fully rebuilt, impeccably finished, with every system new — are extraordinarily rare. Schedule your private showing today.

220 Adams Drive, Maitland

$1,065,000

4 Beds ⋅ 5 Baths ⋅ Terra Place SubDv. ⋅ 32751 Zip Code

Virtually Staged. Private Pool Retreat with Two Primary Suites in Terra Place. Nestled in Terra Place, one of Maitland’s best-kept-secret neighborhoods, where every street ends in a cul-de-sac and a community park is just steps away, this custom one-story pool home offers space, privacy, and functionality—with no mandatory HOA. Soaring cathedral ceilings, including in the kitchen, and an abundance of windows fill the home with natural light. The open-concept layout flows seamlessly between the kitchen, dining, and living spaces, making everyday living and entertaining effortless. At the center of the home, the spacious kitchen offers casual bar-top seating, stainless steel appliances including a GAS RANGE, and an abundance of storage and workspace for effortless everyday living and entertaining. The kitchen also enjoys direct views of the backyard, covered patio, and saltwater pool, offering the kind of sight lines families love and making hosting feel effortless. With TWO PRIMARY SUITES and a highly-desirable THREE-WAY SPLIT floor plan allowing for maximum privacy, EACH BEDROOM features its own ENSUITE BATH. The spacious primary retreat offers a spa-like bath experience with dual sinks, private water closet, a large shower and soaking tub under a perfectly placed window. Large-format tile and wood flooring throughout (no carpet), generous room sizes, and thoughtfully designed spaces provide a clean, timeless backdrop ready for your personal style. This north-facing property provides soft, steady natural light year-round to enjoy whether you're under the covered patio, playing with the pets in the fully fenced backyard, or posting up on the sun shelf in the saltwater pool. An oversized two-car garage with an epoxy floor and mini split AC unit, NEW ROOF (2026) and SMART HOME (All Lutron light switches/fans, smart thermostats, door locks, alarm, and cameras) features add even more value and peace of mind. Boat Parking on the right side of the home through the double gate can accommodate all of your recreational vehicles. Enjoy walking or biking to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball courts, playgrounds, trails, and pavilions. Conveniently located just minutes from downtown Maitland, Park Avenue in Winter Park, downtown Orlando, major roadways, area hospitals, and both executive and international airports. Zoned for highly regarded Lake Sybelia Elementary, Maitland Middle, and Winter Park High School, this exceptional home is a rare opportunity in one of Maitland’s most secluded and desirable neighborhoods. Call today for your private showing.

766 Terra Place, Maitland

$2,999,000

6 Beds ⋅ 5 Baths ⋅ Lake Sybelia Shores SubDv. ⋅ 32751 Zip Code

Welcome to luxury lakefront living at its absolute finest in the heart of Maitland, Florida. Nestled along the pristine shores of Lake Sybelia, this extraordinary three-story estate offers an unparalleled combination of elegance, comfort, and breathtaking waterfront views. Boasting 5,355 square feet of thoughtfully designed living space, this stunning residence features six spacious bedrooms, four and a half bathrooms, and an open-concept floor plan perfectly crafted for both entertaining and everyday living. Expansive walls of glass fill the home with natural light while showcasing panoramic lake views from nearly every room. The main living area seamlessly connects the gourmet kitchen, dining room, living room, and family room, all overlooking the sparkling waters of skiable Lake Sybelia. Designed with indoor-outdoor living in mind, each floor features a balcony spanning the entire width of the rear of the home, creating multiple spaces to relax and enjoy Florida’s spectacular sunsets. Step outside to your private resort-style oasis complete with a gorgeous pool, lush landscaping, and direct lake access with your own private boat dock and lift, perfect for boating, skiing, and waterfront recreation year-round. The upstairs retreat is anchored by an impressive primary suite featuring serene lake views and private balcony access. The upper level also includes a dedicated private office, ideal for working from home while enjoying stunning lakefront views. Two additional bedrooms share a beautifully designed Jack-and-Jill bathroom, while another flexible bedroom space can easily serve as a nursery, fitness room, or additional guest bedroom. Every level of the home has been carefully designed to maximize comfort, privacy, and functionality while maintaining a sophisticated and timeless aesthetic throughout. The lower level offers endless entertainment possibilities with a spacious game room, a full movie theatre, an additional guest bedroom, and a full bathroom ideal for visitors or multi-generational living. Completing this exceptional property is a beautiful temperature controlled wine cellar holding almost 2,000 wine bottles, a two-car garage with additional storage space, a large home generator, and countless luxury details throughout. This one-of-a-kind Lake Sybelia estate delivers the perfect balance of upscale living, modern convenience, and the ultimate waterfront lifestyle in one of Central Florida’s most desirable locations.

1166 N Lake Sybelia, Maitland

$1,499,000

5 Beds ⋅ 3 Baths ⋅ Ravndals Rep SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Tucked between the shores of Lake Nina and Lake Maitland, this beautifully reimagined California ranch blends modern design with effortless everyday living in one of Maitland’s most desirable locations. Completely remodeled in 2022, the home showcases a fresh, sophisticated aesthetic with thoughtfully curated finishes throughout. The light-filled interior offers seamless flow between living spaces, combining clean modern lines with warm, inviting character. The renovated kitchen features a brand-new range, oven, and microwave, creating a stylish and functional centerpiece for both entertaining and daily life. Custom closets throughout the home provide elevated organization and exceptional storage. In addition to the main living areas, a spacious bonus room offers incredible flexibility and can easily function as a second family room, home office, fitness studio, playroom, or media space to fit your lifestyle needs. Step outside to a private backyard retreat designed for entertaining, complete with a sparkling pool, expansive outdoor living space, and plenty of room for gatherings, dining, and relaxing under the Florida sunshine. The indoor-outdoor flow perfectly captures the essence of California-inspired living. Ideally positioned in a picturesque pocket of Maitland between two beautiful lakes, this home also benefits from zoning for top-rated schools while offering convenient access to dining, shopping, parks, and major roadways. A rare opportunity to enjoy modern California-inspired living in an exceptional location.

541 Manor Road, Maitland

$1,795,000

3 Beds ⋅ 3 Baths ⋅ Sheridan Place SubDv. ⋅ 32751 Zip Code

Welcome to an extraordinary lakefront sanctuary at 631 Lake Catherine Drive, where sophisticated luxury meets serene waterfront living in one of Maitland's most coveted locations. This meticulously renovated residence, rebuilt down to the studs, represents the pinnacle of modern Florida elegance and is offered at $1,795,000. Positioned on an elevated lot overlooking the sparkling waters of Lake Catherine, this stunning home captures breathtaking lake views from nearly every room while offering the privacy and tranquility of a gated rear driveway accessible from a peaceful cul-de-sac. The heart of this home is the chef's kitchen, appointed with premium Cafe appliances, a Miele dishwasher, gleaming quartz countertops, and the convenience of a pot filler faucet. Expansive glass sliders seamlessly connect the kitchen to an inviting deck, creating the perfect setting for alfresco dining while drinking in panoramic lake vistas. The adjacent laundry room elevates everyday living with a built-in coffee bar and sink, transforming a functional space into a stylish amenity. Throughout the home, rich wood flooring flows beneath soaring vaulted ceilings accented by architectural beams, while recessed lighting and all-new windows bathe every corner in natural light. The luxurious primary suite offers a private retreat with its own mini-split system for personalized climate control, a spacious dressing room within the walk-in closet, and a spa-inspired ensuite bathroom featuring double vanities and a generous walk-in shower. Two additional well-appointed bedrooms provide flexibility, with the second bedroom boasting its own private ensuite with walk-in shower, while the third bedroom offers versatility as either a guest room or sophisticated home office. A third full bathroom in the hallway ensures comfort and convenience for family and guests alike. The attached garage has been thoughtfully enhanced with a dedicated gym area, while the exterior showcases fresh landscaping and a newer roof. Beyond the walls of this exceptional residence lies an equally impressive lifestyle. Zoned for the highly regarded Lake Sybelia Elementary and Maitland Middle Schools, this walkable community places you in close proximity to neighboring lakes and the charming ambiance of Lake Lily. Just ten minutes from Winter Park's iconic Park Avenue, residents enjoy effortless access to world-class shopping, dining, and cultural experiences. This is more than a home; it is a lifestyle of refined waterfront living where every detail has been carefully considered to create an absolutely stunning residence that must be experienced to be truly appreciated.

631 Lake Catherine Drive, Maitland

$1,495,000

4 Beds ⋅ 3 Baths ⋅ Packwood Sub SubDv. ⋅ 32751 Zip Code

A rare opportunity on one of Maitland’s most coveted cul-de-sac streets, where custom estates line a quiet neighborhood bordering the Winter Park Chain of Lakes, this stunning Mediterranean estate offers the privacy of a secluded retreat while placing you just moments from Maitland City Centre, Publix & the area’s vibrant dining and shopping scene. Completely reimagined in 2007 w/ a 2,000+ SF addition, including a new façade, expansive covered front porch & 2-car garage, this 4-bedroom, 3-bath home offers 3,797 SF of beautifully renovated living space on a fully fenced 0.35-acre lot. A paver circular drive welcomes guests, while the arched covered entry sets the tone for the character found throughout. Inside, the foyer offers a gracious arrival w/ a custom built-in library, wood floors & a wood-burning fireplace w/ brick surround. The dining room flows seamlessly to a well-appointed butler’s pantry & wet bar with second dishwasher, beverage refrigerator & sink. Both the dining room and kitchen open to the spacious and comfortable family room, creating exceptional flow for everyday living & entertaining. The kitchen features a Dacor 6-burner professional gas cooktop, GE Monogram double wall ovens with warming drawer, honed oversized black granite countertops, 42” wood cabinetry, travertine floors, designer lighting & an oversized island with seating for four or more. A generously sized eat-in area provides comfortable casual dining, while the adjacent family room features tall ceilings, extensive millwork, decorative wood beams & French doors overlooking the backyard oasis. Privately positioned on the opposite side of the home, the primary suite is a true sanctuary w/ two organized walk-in closets, back porch access & a renovated spa bath featuring a freestanding soaking tub, frameless glass shower & beautifully appointed vanity. Located near the primary suite on the main level, a versatile second bedroom sits across the hall from a full bath and works well as a guest suite, office, nursery or fitness room. The first floor is further enhanced by an exceptional media room with platform theater-style seating & surround sound set up, along w/ a large laundry room featuring exceptional storage & a second-floor laundry chute. Upstairs, two generous bedrooms w/ decorative beamed ceilings & ample closets share a Jack-and-Jill bath w/ jetted tub, while the rear bedroom opens to a deep balcony overlooking the grounds. Outside, the fully fenced lot delivers a resort-like setting with sparkling pool, covered porch w/ a tongue and groove ceiling, open entertaining deck & mature landscaping designed for both privacy and enjoyment. A rear gate offers direct access to Maitland City Centre, the farmers market, restaurants, retail & grocery just three blocks away. New roof w/ skylight 2021. Three upgraded HVAC systems 2021–2023. Twenty-five new double-pane, Low-E, argon-filled window, double-strength glass currently in progress & expected to be completed by the end of May. Satisfactory 4-Point Inspection and professional measurement completed May 2026. Offering exceptional privacy, generous living spaces & a remarkably walkable location, this is your opportunity to own a beautifully updated home in one of Maitland’s most desirable neighborhoods, zoned for highly regarded Winter Park High School & convenient to Orlando Avenue, Minnehaha Park, Lake Lily, Fort Maitland, and less than ten minutes from the shops and restaurants of Winter Park's Park Avenue.

221 Minnehaha Road, Maitland

$1,199,000

4 Beds ⋅ 4 Baths ⋅ Lake Sybelia Cove Ph 01 SubDv. ⋅ 32751 Zip Code

Now offered below recent appraised value, this exceptional residence combines luxury, location, and outstanding value in one of Maitland's most sought-after enclaves. Pride of ownership shines throughout this beautifully maintained original-owner home tucked away on a quiet cul-de-sac in the gated community of Sybelia Cove. Offering 4 bedrooms, 4 bathrooms, a side-entry 3-car garage, and 3,902 square feet, this spacious residence blends timeless design with thoughtful updates in one of Maitland’s most desirable locations. Inside, soaring ceilings and expansive windows fill the home with natural light, while the family room fireplace and wood flooring throughout the main entertaining spaces adds warmth and character. The functional floor plan features a private downstairs primary suite along with a dedicated office, creating flexibility for both everyday living and working from home. Upstairs, a spacious loft is accompanied by three additional bedrooms and bathrooms. Fresh carpeting in select areas enhances comfort throughout the home. The kitchen has been updated with refreshed cabinetry, countertops, and GE Café stainless steel appliances, flowing seamlessly into the main living spaces designed for entertaining and gathering. Step outside to a screened-in pool and outdoor living area designed for year-round enjoyment while taking advantage of breezes from nearby Lake Sybelia located just behind the home. A brand-new roof (2024) provides additional peace of mind. Located just moments from downtown Maitland’s shops, dining, and parks, this home offers the privacy of gated living with exceptional walkability and convenience. Call today for your private showing.

873 Cranes Court, Maitland

$1,695,000

4 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 02 SubDv. ⋅ 32751 Zip Code

Priced for quick sale! Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown Maitland and Park Avenue, Winter Park. Lake Colony Estates is conveniently located across the street from Orangewood School. The home was custom built by Keith Groninger, a 10-time Parade of Homes winner. A tree-lined drive leads to a paved driveway and a welcoming entry with imported hand-crafted 8-foot wood doors and tile roof. Inside, the foyer opens to a dramatic great room with 20-foot cathedral ceilings, clerestory windows and a floor-to-ceiling wood burning fireplace, butlers pantry and wet bar. The home has been refreshed with white interior paint, enhancing the natural light and giving the interiors a timeless backdrop. The gourmet kitchen is designed for both function and gathering, featuring 3cm granite countertops, a large island, 5-burner gas cooktop with custom stone and mortar arch detail, tumbled marble backsplash and vaulted ceilings with exposed wood beams sourced from Pennsylvania. Expansive lake-facing pocketing windows frame Lake Jackson and open the chef’s kitchen to the screened porch for effortless outdoor dining and entertaining The first-floor primary suite features engineered hardwood floors, direct access to the outdoor pool and a spacious bath finished in tumbled marble with a soaking tub, dual vanities and walk-in shower. A large custom walk-in closet provides generous storage. Upstairs, three oversized bedrooms each offer ensuite baths and a large bonus room overlooking the lake. Outdoor living is centered around the covered, screened porch, lakefront setting and gated pool. The private and expansive lawn -179 feet of shoreline, complemented by a private boathouse (newer lift) with direct access to Lake Jackson for boating, skiing, jet skis, canoes, paddleboards and more! Also, enjoy sunrise views over Lake Jackson! Additional features include two new ACs, oversized three-car garage, amazing storage and closet spaces, mature and new landscaping and carefully maintained architectural detailing throughout. Four point, roof certification and wind mitigation reports will be provided by the sellers. Seawall maintained by HOA. No flood insurance required on the home.

1244 E Lake Colony Drive, Maitland

$1,100,000

5 Beds ⋅ 4 Baths ⋅ Maitland Club SubDv. ⋅ 32751 Zip Code

Your dream home awaits. Welcome to this exquisitely Renovated 4/4 PLUS OFFICE PLUS BONUS ROOM POOL HOME. Located in the gorgeous guard gated enclave of Maitland Club. From the moment you enter, soaring ceilings and an elegant 3-way split floor plan create a sense of openness and refined comfort. At the heart of the home lies a beautiful updated kitchen, complete with a spacious center island, induction cooktop, and newer appliances - seamlessly flowing in to the sunlit breakfast nook and invitation family room, where a gas fireplace adds warmth and charm. All of these living spaces overlook a breathtaking outdoor retreat featuring a sparkling oversized swimming pool, perfect for both quiet relaxation and lively entertaining. Designed with versatility in mind this 3 way split plan has an upstairs bonus room with a full bath, - ideal as a playroom, home theater, exercise room or even a combination of spaces due to it's large size. Set on a generous one-third acre lot, the property offers ample room for outdoor enjoyment, from a potential playground to a thoughtfully designed lanai with dedicated areas for dining and lounging. Every corner of this home invites you to linger and enjoy. Ideally located near everything you love, this home offers easy access to premier grocery destinations, vibrant shopping and dining, major roadways, perfectly blending luxury with everyday convenience. Just minutes from Whole Foods, Trader Joe’s, Altamonte Mall, and the renowned shops and restaurants along Park Avenue in Winter Park, you’ll enjoy the best of Central Florida living right at your doorstep. Well-maintained home with A/C replaced in 2017. Interior upgrades completed in 2020, including a updated kitchen, newer appliances, new flooring, and three beautifully renovated bathrooms. No pool heater. Homes of this caliber do not last long.... come experience it for yourself.

987 Brightwater Circle, Maitland

$1,100,000

5 Beds ⋅ 3 Baths ⋅ Kings Row SubDv. ⋅ 32751 Zip Code

1665 King Arthur Circle

1665 King Arthur Circle, Maitland

$1,075,000

4 Beds ⋅ 4 Baths ⋅ Oakleigh Third Add SubDv. ⋅ 32751 Zip Code

Come see 51 Oakleigh Ln, a functional residence arranged for everyday practicality. A comfortable living space features a fireplace. The kitchen includes an accent backsplash and all stainless steel appliances. The primary bedroom has a walk in closet, and its bathroom features double sinks and a separate tub and shower. Outside, a patio connects to an in ground pool within a fenced in backyard. This property is a must-see for comfort and outdoor living. Included 100-Day Home Warranty with buyer activation

51 Oakleigh Lane, Maitland

$1,010,000

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience. Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting. The spacious kitchen is designed for both everyday living and entertaining, showcasing a large quartz island and seamlessly overlooking the inviting family room, highlighted by a stunning fireplace. Step outside to a private backyard retreat complete with a spacious deck and covered patio—ideal for enjoying Florida’s outdoor lifestyle and hosting gatherings year-round. The primary suite, located on the second floor, offers a peaceful escape with its own private balcony—perfect for morning coffee or evening relaxation. The spa-like primary bathroom has been fully updated with a large walk-in shower, freestanding soaking tub, and modern finishes, along with an expansive walk-in closet featuring custom built-ins. Additional highlights include a freshly painted interior, a newer roof (2023), a fully fenced yard, large shed and beautifully landscaped grounds with irrigation and mature fruit trees. The extended driveway leads to a detached 2-car garage equipped with an electric vehicle charging station for modern convenience. Home is zoned for Winter Park Highs school and Dommerich Elementary. It is also conveniently located just minutes from Enzian Theater, Park Maitland School and the top shopping and dining destinations Winter Park has to offer, this move-in ready home delivers exceptional living in one of Central Florida’s most sought-after locations.

1610 Lyndale Boulevard, Maitland

$1,196,200

4 Beds ⋅ 5 Baths ⋅ Oakleigh Third Add SubDv. ⋅ 32751 Zip Code

WELCOME TO THIS FULLY RENOVATED LUXURY RESIDENCE IN THE HIGHLY DESIRABLE OAKLEIGH SUBDIVISION IN MAITLAND, offering OVER 4,149 SQ FT OF BEAUTIFULLY UPDATED LIVING SPACE on a 0.36-ACRE LOT WITH A PRIVATE POOL, designed for both elegance and everyday comfort. Originally built in 1972 and COMPLETELY MODERNIZED, this SINGLE-STORY ESTATE FEATURES 4 BEDROOMS AND 5 FULL BATHROOMS, including TWO EXPANSIVE PRIMARY SUITES—perfect for MULTIGENERATIONAL LIVING, MOTHER-IN-LAW OR LUXURY GUEST ACCOMMODATIONS. A welcoming FIREPLACE ANCHORS THE MAIN LIVING AREA, creating warmth and architectural charm. The home has been THOUGHTFULLY UPGRADED THROUGHOUT with a BRAND-NEW ROOF, NEW WINDOWS, NEW GARAGE DOOR, AND FRESH INTERIOR AND EXTERIOR PAINT. WIDE-PLANK LUXURY VINYL FLOORING flows seamlessly throughout the living spaces, leading to a FULLY REDESIGNED CHEF’S KITCHEN featuring CUSTOM CABINETRY, QUARTZ COUNTERTOPS, DESIGNER BACKSPLASH, AND UNDER-CABINET LIGHTING. EVERY BATHROOM HAS BEEN COMPLETELY TRANSFORMED with NEW TILE, MODERN VANITIES, LED MIRRORS, AND SMART HEATED AUTO-LID TOILETS. The MAIN PRIMARY SUITE OFFERS A SPA-LIKE RETREAT with a SOAKING TUB AND DUAL SHOWERS. Step outside to enjoy the RESURFACED PRIVATE POOL, along with ENCLOSED AND OPEN PORCH AREAS PERFECT FOR ENTERTAINING OR RELAXING YEAR-ROUND. Additional features include CENTRAL AIR, FORCED-AIR ELECTRIC HEATING, DURABLE CONCRETE BLOCK CONSTRUCTION, AND A SPACIOUS SINGLE-LEVEL FLOOR PLAN designed for comfort and long-term durability. PROPERTY FEATURES: LIVING AREA: 4,149 SQ FT TOTAL BUILDING: 4,413 SQ FT BEDROOMS / BATHROOMS: 4 BED / 5 FULL BATH LOT SIZE: 15,852 SQ FT (0.364 ACRES) POOL: YES STORIES: SINGLE-STORY A RARE FULLY TURNKEY LUXURY OPPORTUNITY IN ONE OF MAITLAND’S MOST SOUGHT-AFTER NEIGHBORHOODS.

51 Oakleigh Lane, Maitland

$2,000,000

5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Under Construction. A striking blend of refined luxury and sleek contemporary architecture, this exceptional new construction residence is set to be completed in July 2026. Designed for effortless living and elevated entertaining, the home showcases 5 well-proportioned bedrooms, 4.5 designer bathrooms, and approximately 3,695 square feet of thoughtfully curated interiors. From the moment you enter, you’ll experience a bright, open layout that flows seamlessly from one space to the next. At the heart of the home is a culinary-inspired kitchen, complete with premium appliances, custom cabinetry, quartz surfaces, and a generous island that invites gathering and conversation. The living and dining areas are ideal for hosting, framed by expansive windows that capture views of the outdoor retreat. The private primary suite feels like a personal spa, featuring a serene bath with dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious wardrobe closet. Each additional bedroom offers comfort, style, and ample storage—perfect for family, guests, or a dedicated office. Outside, the property transforms into an outdoor sanctuary with a shimmering pool, a covered lanai designed for year-round enjoyment, and a fully equipped summer kitchen ready for unforgettable weekends. A rare opportunity to own a remarkable residence where modern design meets everyday livability—a home you’ll never want to leave.

103 Whitecaps Circle, Maitland

$1,825,000

4 Beds ⋅ 4 Baths ⋅ Maitland Cove SubDv. ⋅ 32751 Zip Code

Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the living and family rooms, two fireplaces, and custom built-ins showcase quality rarely found today. The spacious layout features four bedrooms and 3.5 baths, including two primary suites ideal for multi-generational living. Generous walk-in closets and a blend of wood, tile, and carpet add comfort and function. A new A/C (Oct 2025) and a 6.5-year-old roof provide peace of mind. Living areas open to a bright rear sunroom with tranquil lake views. Whether you’re entertaining by the fire, enjoying coffee on the porch, or heading out onto the lake, this property delivers the Florida lifestyle at its finest.

1111 Audubon Way, Maitland

$1,090,000

5 Beds ⋅ 5 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to sip coffee and bird watch! Inviting family room with fireplace and custom built in surrounds. First level guest suite and full bath; elevator serves to 2nd level huge Master suite, with open deck and lake views; Master bath, dual vanities, Jacuzzi tub and shower, walk in closet. 2 additional large sunny bedrooms share Jack & Jill bath, 3rd upstairs bedroom is ensuite with a large walk in closet. Lovely landscape provides privacy and beauty. New boathouse and dock are ready for action! Super side entry 3 car garage, storage, huge utility room. Survey, pool plan available. Seminole County Schools PLUS excellent Private Schools within a few miles. Neutral colors, tile roof. Bring your water skis, knee boards, fishing poles & kayaks! Sold As-is; seller may consider decor credit with acceptable offer!

1256 Wellington Terrace, Maitland

$1,000,000

5 Beds ⋅ 4 Baths ⋅ Maitland Club SubDv. ⋅ 32751 Zip Code

Discover this beautifully staged expansive Florida residence offering timeless architecture and more than 3,500 square feet of thoughtfully designed living space. This exceptional 5-bedroom, 4-bath POOL home includes a spacious 3-car garage and is perfectly positioned on over a third-acre cul-de-sac lot. Designed for both comfort and flexibility, the 1st floor contains the primary bdrm, 3 additional bdrms plus kitchen, family room, formal living room and dining room. Upstairs features a private in-law, teen or guest suite complete with its own bonus/sitting room, bedroom, and full bath—an ideal private retreat for extended family or visitors. The split floor plan provides privacy for everyone, while the expansive living areas create a warm and inviting atmosphere for gathering and entertaining. The newer open kitchen flows seamlessly into the family room, making it the heart of the home. Downstairs, you’ll also find a dedicated home office, as well as an exercise room and full bath, perfect for an active lifestyle. Major updates include HVAC systems replaced in 2015 and 2016, and the entire home was fully replumbed in 2026 for added peace of mind. Enjoy Florida living at its best with your oversized private pool/spa and generous lanai and outdoor space. (Pool heater and pool light are being sold as-is.) This elegant home combines classic charm, thoughtful updates, and incredible space—ready to welcome its next owner. The Maitland Club is a 24 hour upscale guard gated community- Only 10 minutes to Winter Park, Whole Foods, Trader Joe’s, the Altamonte mall and easy access to I-4.

984 Brightwater Circle, Maitland

$2,150,000

5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic and refined. An impressive foyer sets the stage for the elegant interiors beyond, where high ceilings, natural light, and thoughtfully curated finishes create an atmosphere of sophistication and comfort. Designed for both effortless daily living and elevated entertaining, the open-concept layout flows beautifully from the expansive living room into the formal dining space, framed by a striking wall of oversized sliders that open up to the spacious backyard/pool area. The heart of the home is the show-stopping chef’s kitchen featuring stunning Chantilly quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry. The primary suite is designed to feel like a five-star retreat, featuring a spa-inspired bath offering a freestanding soaking tub, dual vanities, a glass-enclosed walk-in shower, and an expansive closet. Adding to the home’s rarity and versatility, the main level also features a true guest suite perfect for hosting in comfort, as well as a dedicated office. Outside, the backyard is the definition of resort-style living. The sparkling pool and spa anchor the space, surrounded by a generous covered lanai with a summer kitchen and abundant room for lounge seating and al fresco dining. And beyond the home itself, the lifestyle is exceptional. Residents of Hollieanna Shores enjoy access to a shared boat slip giving you access to the Winter Park Chain of Lakes, offering a level of exclusivity and lake-life convenience that takes this property to another level. All of this is just minutes from Maitland City Centre, beloved local parks, the iconic Enzian Theater, and the upscale dining, shopping, and charm of Park Avenue. This home redefines what luxury living looks like in Maitland, where location, design, and lifestyle come together in a home that feels truly unforgettable.

101 Whitecaps Circle, Maitland

$1,800,000

4 Beds ⋅ 5 Baths ⋅ Woodbridge SubDv. ⋅ 32751 Zip Code

Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland. This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre cleared lot surrounded by majestic oak trees, the home offers a rare sense of privacy and tranquility while still enjoying all the conveniences of city living. Designed for both comfort and entertaining, the home will include spacious living and dining areas, a gourmet kitchen, and generously sized bedrooms, plus a luxurious primary suite retreat. The outdoor space provides ample room to create your ideal backyard oasis, perfectly complementing the home’s modern design. Located less than a mile from Maitland Community Park, you’ll enjoy nearby sports courts, scenic trails, picnic pavilions, and playgrounds. Just a short walk away are Seminary Lake and the SunRail Maitland station, offering effortless access to recreation and commuting alike. This pre-construction opportunity is a rare chance to own a brand-new custom-style home in one of Maitland’s most desirable and well-connected neighborhoods.

1130 Mechanic Street, Maitland

$2,850,000

5 Beds ⋅ 5 Baths ⋅ Lake Maitland Owl Preserve SubDv. ⋅ 32751 Zip Code

Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.

350 Northwind Road, Maitland

$1,199,500

5 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

Welcome home to one of the best-kept Maitland secrets, the neighborhood of Wellington. This lakefront home enjoys over 125 feet of linear frontage on Lake of Woods, a spring-fed skiable lake. Home is nearly 3,200 square feet, four bedrooms, three baths with incredible sunset views. Home is spacious with a first-floor primary suite and other bedrooms upstairs with generous flex space. Living space features a wood-burning fireplace with a vaulted ceiling and wood beam architectural accents. Two separate covered porches and screened pool make entertaining a breeze. Other features include solar power energy system (paid in full), newer roof, 2024 air conditioner, updated Hardie board siding, new windows, leaf guard gutter system, replumbed and more. This location is pristine close to many amenities and major roadways. This is a unique opportunity to enjoy lake life at its best.

1232 Wellington Terrace, Maitland

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Lake Sybelia Cove Ph 01 SubDv. ⋅ 32751 Zip Code

Nestled in the QUIET, oak tree lined and GATED community of LAKE SYBELIA COVE, this CUSTOM-built TUSCAN-style home offers a respite from the outside world and over 3,000 sq. ft of incredibly beautiful and tranquil living space along with the convenience of daily walks around Lake Sybelia. This IMMACULATE 4-bedroom, 3.5-bath residence features thoughtful design and QUALITY CRAFTSMANSHIP throughout. The GOURMET KITCHEN is equipped with custom cabinetry, granite countertops, an onyx backsplash, a GAS cooktop, and stainless steel appliances, including premium additions like a Viking FRENCH DOOR wall oven, Wolf steam oven, and Bosch dishwasher. On the main floor, the primary suite provides convenience and privacy, along with a second bedroom and full bath. Upstairs, two additional bedrooms each open to private BALCONIES—one offering an impressive VIEW of LAKE SYBELIA. Elegant tray ceilings with crown molding accent the living room, dining room, and primary bedroom. Marble tile flooring flow seamlessly throughout the home, complemented by red oak stairs with wrought iron railings and wide 7.5-inch baseboards. Built for comfort and efficiency, the home includes a RADIANT BARRIER for energy savings, foam-insulated masonry walls on the first floor for better insulation and sound reduction, a whole-house water filtration system, and a GAS water heater. Outdoor spaces include a screened back patio, updated balconies with new drains and flooring, front porch pavers, French drains, and gutters on both the front and back.Recent updates ensure the home is move-in ready. Here are a few of the most recent improvements. NEW tile roof (2023), Exterior painting (2023), Marble flooring installation (2023), Interior painting (2024), Upstairs and downstairs Carrier heat pump HVAC systems (2024 and 2025). Additional enhancements from prior years include CUSTOM front doors and Plantation Shutters on all windows. Located in an excellent school district and just 3 miles from the RDV Sportsplex, this home is conveniently close to the dining, shopping, and all the cultural amenities of MAITLAND and nearby WINTER PARK. Make sure to see the attached video and 3D VIRTUAL Walk Through.

890 Cranes Court, Maitland

$3,000,000

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

A rare opportunity to secure a Lake Maitland homesite on the desired Maitland–Winter Park Chain of Lakes, an increasingly limited offering as quality lakefront parcels continue to disappear. Along a quiet street with an exceptional sense of privacy, this property lends itself beautifully to a gated approach and captures expansive southern-facing water views, offering breathtaking light throughout the day, from early morning glow to sunset skies. With approximately 27,472 square feet of uplands, the site has been cleared and is poised for new construction. Preliminary estimates suggest the potential for a residence in the approximately 10,000-square-foot range (approximately 40% of the lot size), though all building parameters should be verified through the City of Maitland and your architect/builder during due diligence. Existing improvements include a seawall plus a covered boat lift and dock, delivering immediate enjoyment of the Chain-of-Lakes lifestyle with boating, fishing and watersports right from your backyard. Envision a multi-generational estate designed for life on the water including morning paddle rides, afternoons on the dock and evenings spent poolside watching boats drift by. From here, it’s easy to embrace the local lake culture, whether cruising across the water or heading into Winter Park for boutiques, dining and energy of Park Avenue, while enjoying convenient access to downtown Maitland amenities and major roadways. Additional opportunity of the neighboring lakefront parcel at 125 Whitecaps Circle (approximately 18,500 square feet/.42 acres) is also available, presenting an exceptional option to combine two side-by-side properties for a larger estate footprint or a shared family-and-friends compound. All measurements and development assumptions are provided as estimates and must be confirmed by appropriate governing authorities and your design/construction team.

127 Whitecaps Circle, Maitland

$1,025,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

On a quiet street in one of Maitland's desirable neighborhoods, this home blends timeless elegance with modern comfort. This stunning residence offers a combination of sophistication and functionality, making it the ideal place to call home. Boasting four bedrooms, 3.5 baths and plenty of flex space, this residence spans over 2,600 square feet and sits on a generous .33-acre lot. Natural light draws you into the entry with views of the backyard oasis. The abundance of outdoor living that includes a covered porch with vaulted ceilings, private pool, two separate sitting areas with composite decking and garden areas, provide the backdrop for hosting family and friends. The kitchen is outfitted with stainless appliances (2025), ample cabinetry, a large walk-in pantry and granite/butcher block countertops. This split plan offers three bedrooms and two baths on the second level, one bedroom is complete with an en-suite bath. The peaceful owner's retreat is on the lower ground floor and is completely private from the rest of the living areas. It features a flex space/office as you enter the primary bedroom with a set of solid double doors. Once inside, you will notice two walk-in closets, an en-suite bath with a jacuzzi tub and separate shower, along with a walkout to a private courtyard area. Updates include roof in 2025, exterior paint in 2025, new wood fence in 2024, one HVAC in 2024 and solid wood doors with Baldwin hardware. Other features of the home include optional access to the Lake Minnehaha boat ramp, which leads to the exclusive Chain of Lakes. With easy access to downtown Maitland, Interstate 4, Maitland Community Park, Dommerich Elementary and Maitland Middle Schools, this home is a must-see!

798 Sequoia Trail, Maitland

$1,165,000

5 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

Built in 2014 and set within the highly sought-after Dommerich Estates neighborhood of Maitland, this thoughtfully maintained two-story home offers a rare blend of space, function, and location. With five bedrooms, three full bathrooms, and a flexible bonus room, the layout is designed to adapt easily to modern living. The entry opens to a formal dining space, while an additional room just off the foyer provides an ideal spot for a home office, den, or reading lounge. Dark hardwood floors anchor the main living areas and create a warm, cohesive feel throughout. At the heart of the home, the open kitchen and family room flow seamlessly together and look out over the backyard—perfect for both relaxed evenings and hosting gatherings. The kitchen features Bosch stainless steel appliances, granite countertops, a generous island with seating, and custom maple cabinetry, offering both style and practicality. The primary suite is privately positioned on the main level and includes two walk-in closets. Its en-suite bath is finished with double vanities, a soaking tub, a separate shower, and ceramic tile throughout. Two additional bedrooms on the first floor share a full bathroom with ceramic tile and a granite-topped vanity. Upstairs, a spacious bonus room creates endless possibilities, accompanied by two more bedrooms connected by a Jack-and-Jill bathroom with matching granite and tile finishes. Notable extras include an interior laundry room with washer and dryer, dual HVAC systems, and a fully fenced backyard with a lovely patio and plenty of room to add a pool or play area. Ideally located just moments from the new boardwalk leading to Maitland Community Park, residents enjoy easy access to walking paths, green space, playgrounds, and nearby tennis courts, enhancing the neighborhood’s active and outdoor lifestyle. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School, the home also grants access to Lake Minnehaha, where residents enjoy a private boat ramp and fishing dock. A standout opportunity in one of Maitland’s most established and beloved lakefront communities. This home is back on the market after the previous buyer experienced a personal change in plans. No issues with the property.

1750 Cheyenne Trail, Maitland

$1,798,999

5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and outdoor living, creating a seamless transition to the lanai and resort-style backyard. At the heart of the home, a chef’s kitchen designed for both performance and beauty exceeds every expectation. Sleek quartz countertops, a full Thermador appliance suite, custom cabinetry, and an oversized walk-in pantry elevate culinary experiences to a professional standard. The primary suite is a private sanctuary intentionally crafted to evoke a spa-like retreat. A stunning bathroom showcases a freestanding tub, an expansive walk-in shower, dual vanities, and exquisite finishes, while a large boutique-style closet with custom built-ins ensures every piece has its place. The upstairs level offers a generous loft and beautifully appointed secondary bedrooms, creating the ideal separation of space for family or guests. Outdoor living is nothing short of extraordinary, featuring a huge covered lanai with a full summer kitchen overlooking a shimmering pool and expansive, fully fenced backyard. Situated in the sought-after Hollieanna Shores neighborhood, this residence places you moments from Maitland City Centre, local parks, the iconic Enzian Theatre, and Park Ave. shopping and dining. If you’re seeking a home that feels both artful and effortless, this is where elevated living becomes reality.

105 Tangelo Court, Maitland

$4,999,000

5 Beds ⋅ 8 Baths ⋅ Floridahaven SubDv. ⋅ 32751 Zip Code

Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering water beyond. The chef’s kitchen, anchored by a remarkable 20-foot island, features premier appliances, exceptional storage and a concealed full-service scullery, creating an environment for hosting with grace and ease. The great room continues the home’s celebration of light and space with walls of glass that welcome breathtaking lake views at every turn. The primary suite is a serene retreat, showcasing a spa-inspired bath with floating vanities, a freestanding soaking tub, an expansive glass-enclosed shower and extravagant walk-in closets designed for the discerning owner. A secondary bedroom suite and oversized laundry enrich the main level, while an expansive lanai with an extraordinary summer kitchen invites effortless alfresco living, an experience only genuine lakefront living can provide. The second floor unfolds into a generous game room, complete with a wet bar and kitchenette. Three beautifully appointed bedroom suites, two scenic balconies, and a purpose-built home theater create an environment tailor-made for indulgence and entertainment. A new boathouse, soon to be constructed, further elevates the lakefront lifestyle. With three garages, a contemporary parking court, and meticulously executed architectural detail, this residence embodies modern luxury at its most refined. Lake Seminary, home to just 35 exclusive residences, offers coveted privacy while remaining moments from boutique shopping, celebrated dining and best of Winter Park. Immediate access to Interstate 4 and surrounding beltways ensures effortless connectivity throughout Central Florida.

360 Lake Seminary Circle, Maitland

$1,425,000

3 Beds ⋅ 3 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Sophisticated and timeless, this stunning one-story home was completely reimagined in 2019 by multi-award-winning builder and design through Z-Properties. Taken down to the studs and rebuilt with the finest materials, this split-plan three-bedroom, three-bath residence blends modern design with an inviting, incredible design feel. Gorgeous high grade wood flooring throughout along with expansive windows and walls of glass flood the interiors with natural light, taking advantage of picturesque views! The backyard is a sanctuary setting with Signature Landscape mature landscaping and sparkling pool and separate spa. The open concept design is ideal for daily living and entertaining, with a seamless flow extremely well thought-out living areas. A designer-inspired gas fireplace in the dining area creates a sophisticated and welcoming ambiance, while two sets of glass doors in the living room open to the inviting outdoor living spaces. The stately kitchen is a showpiece, featuring Thermador Pro Series appliances, a Sub-Zero wine tower, and elegant counters that elevate form and function. The primary suite offers a private retreat with a generous walk-in closet and a spa like well-appointed bath. Two additional bedroom suites are equally refined, each with custom closets for optimal storage and organization. Outside, every detail has been thoughtfully curated. The private front courtyard, centered around a tranquil Zen fountain private courtyard, sets the tone for the home's refined elegance. The rear outdoor living area features Brazilian IPE wood decking surrounding the heated saltwater pool, alongside lush landscaping, complete with sculpted hedges and tropical palms, creates a resort-like ambiance. A built-in summer kitchen includes a gas grill and green egg off the kitchen, and flex space is framed by a beautiful bougainvillea hedge for added serenity, ideal for effortless outdoor entertaining. Lastly there is a fully finished garage with indoor/outdoor carpeting and is temperature controlled with its mini-split AC unit. Residents of Hollieanna Shores enjoy deeded lake access to Lake Maitland, part of the prestigious Winter Park Chain-of-Lakes, via a private community boat ramp. Ideally with convenient access to major roadways, this exceptional home offers easy commutes to downtown Winter Park, Orlando and area airports, a sophisticated retreat in one of Central Florida's desirable Maitland/Winter Park hidden gem neighborhoods!

123 Hollie Court, Maitland

$2,550,000

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Wonderful lakefront lot opportunity to create a custom legacy estate on Lake Maitland, part of the Maitland-Winter Park Chain of Lakes. Lakefront homesites are becoming increasingly rare, and this offering is truly special. Tucked away on a quiet street, the property enjoys a very private setting with the ability to be gated, along with sweeping southern lake views that capture both sunrise and sunset in equal measure. Photos #9–#14 illustrate a thoughtfully conceived design concept created specifically to complement the lot’s dimensions and orientation, while maximizing panoramic lake views and indoor-outdoor living. With approximately 18,500 square feet of upland to be developed, there is potential to build a residence of approximately 7,500 square feet (roughly 40% of the lot size). The site has already been cleared and is ready for construction, allowing a future owner to move seamlessly from vision to reality. Property enhancements include a seawall, gated front entry drive, and a covered boat lift with dock—offering immediate access to boating, fishing, and water sports. This is a rare canvas for a multi-generational lakefront estate, where architectural distinction meets a lifestyle centered on the water. Days may be spent wakeboarding, casting a fishing line, or relaxing poolside as boats glide across the lake, while evenings invite effortless cruises across the water to the Winter Park Racquet Club for dinner, cocktails, and social gatherings. Nestled in a secluded enclave of Maitland, the property is just minutes from the boutiques and dining of Park Avenue, with convenient access to downtown Maitland, major roadways, and the greater Orlando area. Note: The adjacent lakefront property, 127 Whitecaps Circle (24,472 square feet, approximately 0.56 acres) is also listed for sale, presenting a rare opportunity to combine two neighboring lakefront parcels and create a private compound for family or friends. All building calculations and development potential to be confirmed with the City of Maitland and the buyer’s builder and architect during due diligence, as any referenced figures are preliminary and not officially verified.

125 Whitecaps Circle, Maitland

$995,000

3 Beds ⋅ 3 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

BACK ON THE MARKET!! Welcome to 1630 Chinook Trail, a fully renovated custom patio-style home making its market debut. Designed by builder Phil Kerr and architect Alan Berman, this home features French doors from nearly every room opening to a sparkling pool. Inside you’ll find 3 bedrooms plus a den, guest suite with walk-in closet and ensuite bath, and a 4th bedroom converted into a spacious master closet that can easily be re-converted. The open floor plan boasts a chef’s kitchen with a 10-ft island, 2 dishwashers, double-wide fridge, double ovens with convection, pot filler, and gas range. Additional highlights include a gas fireplace, Nuvo sound system, tankless water heater, energy-efficient windows, and a 2-car garage with workshop space. Outdoors enjoy a travertine front patio, fenced backyard with deck and tree fort, and a resort-style pool with travertine decking and water feature. This home has deeded lake access and a private boat ramp into Lake Minnehaha and walking distance to top-rated schools and Maitland Community Park.

1630 Chinook Trail, Maitland

$1,655,000

5 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

Showpiece Charles Clayton Home in Gated Lake Colony Estates Every detail of this 5-bedroom, 4.5-bath plus office residence was designed to impress, including a full in-law apartment and an outdoor living space that feels like a private resort. Set on a prime corner lot, this home combines timeless craftsmanship with modern finishes: tile roof, travertine downstairs, hardwood upstairs, sleek wrought iron staircase, coffered ceilings, plantation shutters, and designer lighting. The chef’s kitchen is built for both cooking and entertaining—gas stove, double ovens, custom cabinetry, granite counters, oversized breakfast bar, and sunny dining nook. A two-sided stone fireplace connects the office and family room, adding warmth and character. The primary suite is a retreat of its own: spa-style shower with six body sprayers and dual rain heads, a private tankless water heater, and a two-story custom closet built for a true collection. Guests enjoy privacy with a separate stairway leading to a full in-law apartment complete with family room. Step outside to the ultimate backyard: screened, gas-heated pool, tongue-and-groove ceiling patio, outdoor kitchen with grill, sink, granite workspace, storage, TV, and built-in keg fridge. Additional highlights: spotless 3-car epoxy garage with workshop, built-in office cabinetry, 12-foot ceilings, beadboard accents, and a dog run. And the best part? All of this is in close proximity to Orangewood Christian School and just minutes from Winter Park, top-rated dining, and shopping. A rare opportunity to own a true Maitland showpiece.

104 E Lake Colony Drive, Maitland

$1,035,000

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

A truly unique opportunity in the Maitland / Winter Park area, the Maitland Club community features a 24/7 guard-gated entrance for this executive home! This 4 BR, 3.5 BA home has all the features of a dream home, including a downstairs guest/in-law suite with private entry, a large front den for a home office, and a versatile bonus room ideal for a second office, gym, wine room, or hobby space. The renovated chef’s kitchen boasts wood cabinetry, granite counters, stainless steel appliances, an above-range pot filler, island seating, and a 6' x 6' walk-in pantry with custom shelving. Elegant finishes include wood floors throughout, plantation shutters, crown molding, and upgraded millwork. The family room features a cozy fireplace and offers beautiful views of the pool and mature backyard landscaping. The large primary suite showcases a seating area, custom walk-in closet, and remodeled bath with double vanities, beautiful tile work, new cabinetry, and even a window seat. The guest bedrooms on the second floor are generously sized with an updated Jack-and-Jill bath and custom storage solutions built into the closets. Enjoy a private backyard retreat with a resurfaced and heated pool featuring custom lighting, decorative tile, and a relaxing water feature, plus a covered patio and no rear neighbors. Upgrades are countless in this loved home, including ceiling storage and tool cabinets in the oversized 3-car garage, a new roof (2023), replumbed (2022), HVAC replacement (2022), new wood floors, custom closet built-ins, and even fresh paint. Community amenities include tennis, basketball, playground, and proximity to Orangewood PreK-12th grade School with quick access to Winter Park, I-4 Express, and all of Central Florida! Don't miss your chance to claim this dream custom home as your own!

904 Brightwater Circle, Maitland

$2,475,000

6 Beds ⋅ 6 Baths ⋅ Packwoods Plan/Maitland SubDv. ⋅ 32751 Zip Code

The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright and airy—sunlight does the work here. A direct foyer sightline leads you to a rear wall of French doors that draw in a calm, even glow of natural light across heart-of-pine floors and disciplined millwork: raised-panel wainscot, multi-step crown molding, and architectural beams. Those doors open to a full-length covered lanai; beyond, a heated saltwater pool and spa step down to a deep backyard and a private dock with a covered boat slip and adjoining lounge deck. The kitchen is built to perform so life feels easy. Morning coffee, weeknight pasta, Saturday crowds, it handles all of it. Sub-Zero refrigeration with additional refrigerator drawers, a Thermador six-burner gas range, two dishwashers, and a warming drawer. Granite counters surround a prep island with rinse sink; the peninsula takes the laptops and late plates. A dry bar with wine cooler ties to the dining room for effortless pours and keeps glassware close at hand. Just off the family room, the primary suite claims a quiet corner and opens to the lanai; coffee at sunrise, warm light at day’s end. A large custom walk-in closet answers storage; the bath finishes the suite with tumbled marble, Kohler fixtures, and a cast-iron vintage tub. At the center of the first floor, a deliberate service run keeps daily life organized: powder bath, temperature-controlled wine cellar, a straight sightline to the first of two laundry rooms and the garage entry ending at a private interior stair to a secluded in-law/guest suite with its own full bath. It’s independent, quiet, and ideal for long stays or live-in support. The main stair brings you to a second level arranged with intent. One wing holds three bedrooms around a shared bath. An office corridor carries you to the lake-view great room under a coffered ceiling; triple French doors open to the full-length upper veranda. Another bedroom on this wing enjoys its own veranda access with a full bath close by. Above it all, the third floor is a generous, flexible loft fit for a screening room, billiards or game lounge, studio, gym, or a collector’s library with practical storage tucked to the edges. Quiet systems match the craft: Cat-5 wiring, surround sound, central vacuum, and two laundry rooms. Recent updates keep the essentials current: new HVACs (2020, 2021) and a new dock (2024). Zoned for Maitland Middle and Winter Park High, this home is tuned to everyday rhythm: water out back, light throughout, spaces that work the way you live. From lanai shade to the last light on the lake, it delivers on its promise—an honest, crafted place where the architecture serves the life it keeps.

604 Minnehaha Lane, Maitland

$2,770,000

5 Beds ⋅ 6 Baths ⋅ Poors Add SubDv. ⋅ 32751 Zip Code

Exquisite Lakeview pool home, built in 2021, combines modern elegance and timeless style. Located in the heart of Maitland, with front-row seats to unforgettable sunsets over Lake Sybelia! This Five bedroom, Five and a half bath residence boasts 4,697 square feet of tastefully designed living space. Inside you’re met by a grand foyer and airy layout flooded with natural light, soaring ceilings, wide-plank hardwood floors, custom window treatments, and designer finishes throughout. The gourmet kitchen is an entertainer's delight-equipped with top-of-the-line Wolf and Sub-zero appliances, Taj Mahal quartzite, stunning 12-foot waterfall island, 48” 8 burner gas range with pot filler, large walk-in pantry, with butler’s pantry adjoining the kitchen and dining— the open concept design is perfect for both entertaining and every day living. The living room’s quartz-accented fireplace and sleek glass folding doors provide a seamless flow between indoor and outdoor living. Retreat to the primary suite's spa-inspired bathroom with custom designed walk-in closet, dual vanities, soaking tub and double walk-through shower. A sleek cable railing staircase leads to four generously sized Bedrooms-three with ensuite baths, four bathrooms, a designated Office and versatile Loft/Flex space. Enjoy breathtaking lake views whether working or unwinding! Equally impressive is the beautifully landscaped outdoor living space, with expansive covered lanai, multiple lounge areas, fully equipped summer kitchen, gas fire pit and luxurious salt-water pool and spa. Property features smart home technology, custom closets systems, remote controlled window treatments, surround sound, full-house generator, 500 lb propane tank, 3 car garage with epoxy flooring and so much more! A short walk to Lake Lily and the Maitland Farmers Market, and minutes to Winter Park and I-4. This exceptional home combines refined luxury with an unbeatable location. Don’t miss out on this rare find!

216 N Lake Sybelia Drive, Maitland

$1,153,000

4 Beds ⋅ 3 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

Welcome to this custom-built 4 bedroom, 3 bathroom home located in the gated community of Lake Colony Estates. This beautifully remodeled property includes an enclosed private mother-in-law suite or office, perfect for extended family, guests, or remote work. Enjoy a breathtaking courtyard view from the expansive formal living area, featuring an open and airy layout surrounded by manicured landscaping for total privacy and tranquility. This meticulously maintained home includes numerous recent upgrades which include a newer tile roof (2019), two replaced AC units, two replaced water heaters, newer double pane windows, triple-stranded bamboo flooring, newer screened in pool enclosure, brand-new above ground spa, a private putting course and more. The gourmet kitchen is outfitted with updated GE Monogram appliances, a new Bosch dishwasher, and opens seamlessly to a brand-new outdoor kitchen and grilling area. A new Samsung washer and dryer are also included for added convenience. This home is being offered furnished aside from a few personal items and a couple items with sentimental value —just bring your suitcase and move right in. This home is rare find in one of the area’s most exclusive communities. Schedule your private showing today!

1353 W Lake Colony Drive, Maitland

$1,920,000

4 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code

Experience the ultimate in lake lifestyle living with this beautifully renovated four-bedroom, three-bath home located on the canal to Lake Maitland — one of the most desirable lakes on the Winter Park Chain-of-Lakes. Tucked away on a quiet cul-de-sac just one house from open water, this home offers the perfect blend of waterfront serenity and access to vibrant city amenities. Inside, the residence has been thoughtfully updated over the past six years, preserving its character while incorporating modern finishes. Refinished original hardwood floors flow through the main living areas, and the remodeled kitchen features quartz countertops, a glass backsplash, a Wolf gas cooktop, and opens to a bright, sunlit family room with three sets of French doors that lead to the pool, side deck, and expansive outdoor living areas. The spacious living room and a stylish media/den with a striking marble accent wall provide comfortable spaces to relax or entertain. The primary suite features French doors to the pool and a luxurious en-suite bath with a soaking tub, large glass shower, dual sinks, and a showstopping glass walk-in closet. Two additional bedrooms share a Jack-and-Jill bath, and a fourth bedroom with a full bath adds flexibility. Outdoor living takes center stage with a completely renovated pool featuring a HeatWave heating and cooling system and a sand-blasted marble deck. A generous covered lanai offers plenty of space to relax, grill, and entertain, and includes a 20x15-foot SunSetter motorized awning with LED lighting for shade and ambiance. Enjoy canal-front lounging on the WearDeck composite deck, or hop on your boat or Jet Ski from the covered boathouse with hoist lift and floating dock. Recent upgrades include a new Bosch A/C system (2024) with 10-year warranty and a new roof (2019) with transferrable warranty. Located minutes from Park Avenue in downtown Winter Park, this home also offers quick access to Maitland’s cultural corridor with its growing list of restaurants, Lake Lily Park, the Maitland Public Library, and the popular Lake Lily Farmers’ Market. This is a rare opportunity to enjoy the best of waterfront living in an unbeatable Central Florida location.

210 Shell Point W, Maitland

$2,650,000

5 Beds ⋅ 5 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code

Stunning waterfront residence on Lake Minnehaha, part of the celebrated Winter Park Chain of Lakes! This spacious 5-bedroom, 4.5-bath home is designed for luxurious lakefront living and effortless entertaining. The gourmet kitchen is a chef’s dream, featuring a Thermador 6-burner gas range, GE Monogram side-by-side refrigerator and freezer, Bosch dishwasher, wine refrigerator, and a separate prep area with additional GE oven and dishwasher. The expansive first-floor primary suite offers lake views, a spa-style bath with custom cabinetry, an oversized shower, and a dedicated shoe closet. An additional first-floor bedroom with a private ensuite bath is ideal for guests or in-laws. Upstairs, you’ll find three additional bedrooms, two full baths, and a private office with serene views. Enjoy Florida living year-round with a resort-style outdoor space that includes a covered lanai, sparkling pool and spa, fire pit, and a covered boat dock. Bring your ski boat and jet skis — your backyard is a waterfront playground. Plantation shutters throughout add a classic touch to the interior. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Rare opportunity to live on the water in one of Central Florida’s most sought-after communities!

591 Dommerich Drive, Maitland

$1,110,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

This Is It – The Dommerich Gem You've Been Waiting For! Nestled on a beautiful corner lot in one of Maitland's most desirable neighborhoods, this completely renovated 4-bedroom, 3.5-bath pool home is truly a showstopper! From the moment you enter the foyer, you’ll be captivated by gorgeous hardwood floors, plantation shutters throughout, and an abundance of natural light that fills every corner of the home. The open-concept layout is perfect for every day living, featuring custom built-ins and a welcoming family room that flows seamlessly into a cozy bench-style dining area. The heart of the home is the chef-inspired kitchen, boasting a large island with seating for six, gas range, farmhouse sink, ample storage with a built-in desk space. Adjacent to the kitchen is a flexible formal living space—ideal for a home office, playroom, or second entertainment area. Step outside to your private backyard oasis, complete with a covered porch with tongue-and-groove ceilings, sparkling pool, lush tropical landscaping, and your very own putting green! Inside, two secondary bedrooms share a full bath, while a third features a private ensuite that was added during the renovation. The primary suite is a retreat in itself, offering dual custom closets, French doors leading to the backyard, and a luxurious bathroom with a massive marble shower, freestanding soaking tub, and double vanities. As a bonus, a small, climate-controlled office space was added in the garage—perfect for working from home. Located in the heart of Dommerich, you’re just minutes from Park Avenue’s renowned shopping and dining, top-rated schools, and everything that makes this community so special. Don’t miss this rare opportunity to make this home yours!

791 Arapaho Trail, Maitland

$1,399,900

4 Beds ⋅ 5 Baths ⋅ Beg 635 Ft E & 430 Ft N Of Sw Cor Of Sw1/4 Of Ne1/ SubDv. ⋅ 32751 Zip Code

Under Construction. Exquisite One-Story Pool Home with Summer Kitchen | Over 3,200 SF of Luxury Living in beautiful Maitland on an oversized lot! Impeccably designed and ideally located, this stunning single-story estate offers luxurious and refined living space with 4 bedrooms, 3 full baths, 2 half baths, and a private study. The open floor plan showcases rich wood flooring throughout, soaring ceilings, and quartz countertops for a seamless blend of comfort and sophistication. The gourmet kitchen boasts Bosch appliances and quartz counters and flows effortlessly into the spacious great room and dining area—perfect for entertaining. The luxurious owner’s suite features a spa-like bath and generous, dual walk-in closets. Step outside to a true Florida oasis: a resort-style pool and spa, covered lanai, and a fully equipped summer kitchen designed for indoor-outdoor living year-round. Additional highlights include: Designer-appointed finishes Oversized 2-car garage Prime location near top restaurants, shopping, and I-4 access This rare, one-level luxury residence offers timeless design and modern convenience in one of Central Florida’s most desirable locations. Close to endless dining and shopping options, come see this and make it yours today. rendering is an artist's conception and may be subject to change

850 Hillcrest Avenue, Maitland

$3,500,000

Coopers Sub SubDv. ⋅ 32751 Zip Code

Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. West St —offering incredible potential for future development, expansion, or mixed-use revitalization. Whether you’re an investor or developer, this is a rare opportunity to be part of a growing community with active revitalization efforts. New roof installed in 2023.

421 E Kennedy Boulevard, Maitland

$1,350,000

4 Beds ⋅ 2 Baths ⋅ Maitland Point SubDv. ⋅ 32751 Zip Code

The home you’ve been searching for has officially hit the market! Welcome to 2047 Howell Branch Road, the four bedroom, two bath home offering 2960 square feet of pure comfort. The beautiful exterior with its striking curb appeal will immediately draw you in before you even set foot inside. Entering through the foyer, you will feel a welcoming ambiance being flanked by a home office on one side and a multi purpose room on the other, flowing right into the wide open living spaces straight ahead. The family room features a brick fireplace, high cathedral ceilings and so much natural light seamlessly connecting to the kitchen, which has been updated to perfection. The large island has a beautiful stainless farmhouse sink and the cooktop encompassed inside the whitewashed brick nook will tempt even the most novice chef into whipping up an extravagant meal. The abundant natural light reflects off the stunning countertops and decorative mirrored backsplash adorning additional countertop space and even more cabinet storage for all of your culinary supplies. The dining area sits right next to the kitchen, centered around a beautiful bay window and wooden beamed ceiling with an artistically designed chandelier. The split floor plan is tastefully done with the master off to one side featuring a large ensuite bathroom with dual closets, a seating area, a large tub and walk in shower. To the other side of the living space is a hallway with the additional three bedrooms, a bathroom, the indoor laundry room with garage access and a flight of stairs leading up to the loft overlooking the downstairs that can be used in a number of creative ways. Exiting through either the main living area or the dining room, you will walk out onto a beautifully redone patio featuring marble tile under cover with a large ceiling fan. The backyard of this home is something out of your imagination, fully encompassed by a newer wood fence and featuring a fire pit and a hand constructed tree house with ninja warrior vibes, not to mention the newly installed heated pool featuring a sizeable sun shelf and color-changing lights to keep the fun going well into the evening hours. The sheer size of the backyard alone will have you continuously coming up with ways to take the fun outdoors. With neighborhood lake access, zoning for top rated schools and close proximity to everything the cities of Maitland and Winter Park have to offer, this is the one you won’t want to miss. Schedule your life-changing showing today!

2047 Howell Branch Road, Maitland

$1,100,000

4 Beds ⋅ 3 Baths ⋅ Versailles SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer & this property qualifies for a credit up to $17,250 through the seller's preferred lender | Welcome to Versailles, where timeless style meets a top to bottom 2025 RENOVATION that redefines luxury living! Taken down to the studs and rebuilt with intention, this private POOL HOME is the one you have been waiting for. Major mechanical updates include: FULL REWIRE & ELECTRICAL (2025) | ALL NEW PLUMBING (2025) | WATER HEATER (2025) | Most windows replaced with HIGH END SLIDING GLASS DOORS (2025) | FRESH EXTERIOR PAINT (2025) | NEW ROOF (2023) | A/C (2014). Inside, the layout is bright, open and effortlessly liveable evidenced in the soaring ceilings and architectural details – including wood beam accents, a dramatic floor to ceiling fireplace, and a catwalk style second floor that creates an elevated yet inviting vibe. The great room connects the family room, kitchen, and dining areas, all with views to the pool and backyard thanks to an entire back wall of windows and sliding doors. OPTIONAL 4TH BEDROOM IS THE FORMAL LIVING ROOM AND CAN BE ENCLOSED AS THE BUYER DESIRES FOR OFFICE/ 4TH BEDROOM NEEDS. The magazine worthy kitchen is equal parts chic and functional featuring solid wood two-tone cabinetry, an OVERSIZED ISLAND WITH BAR SEATING, high end appliances (including an INDUCTION COOKTOP!), and a CUSTOM WALK-IN PANTRY for all your storage needs. Just off the dining area, a cozy sunken living room adds additional versatile space for everyday living or entertaining. Your MAIN FLOOR OWNER’S SUITE is a spectacular retreat; light filled and spacious with a CUSTOM DESIGNED WALK-IN CLOSET and spa-caliber bathroom delivering ZERO ENTRY DUAL MOEN SHOWERS with digital temperature and pressure controls, and sleek finishes throughout. Upstairs, two generous bedrooms and a large guest bath with a free standing acrylic soaking tub and separate shower offer comfort and style for family or guests. Also noteworthy; your laundry room is outfitted with smart, space saving solutions that include a state of the art combination washer/dryer and abundant storage. Outside, your PRIVATE BACKYARD OASIS awaits – a large open air pool with brand new pavers and lush landscaping, all fully fenced on a .30 ACRE LOT with a covered lanai – plus mature trees, a convenient circular driveway and endless curb appeal to round out the exterior. Additional highlights; light-toned ENGINEERED HARDWARD FLOORS and UPGRADED TILE THROUGHOUT, ideal split bedroom layout, attic storage in the garage, an optional HOA and you are ZONED FOR TOP-RATED SCHOOLS. Lake Minnehaha is visible just across the street and you are only minutes from Maitland Blvd, I-4, 436 and the area’s best shopping, dining, several parks and tons of recreation. Style, substance and location, this home is the total package. Schedule your tour today and come experience quiet luxury with a modern edge in your new Maitland pool home!

941 Versailles Circle, Maitland

$6,650,000

4 Beds ⋅ 6 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Sold data entry.

119 Whitecaps Circle, Maitland

$1,075,000

5 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Accepted offer with home sale contingency. Seller will consider backup offers. Nestled in the heart of gated, sought-after Lake Colony Estates, this luxurious 5-bedroom, 5-bathroom pool home offers unparalleled elegance, space, and resort-style living. Meticulously crafted with custom designer details, this property boasts soaring 14’ ceilings, coffered and crown molding, wainscoting, and maple cabinetry—blending timeless sophistication with modern comfort. Exquisite Interior Features: Sprawling open floor plan with oversized rooms, perfect for grand-scale entertaining and everyday living. Gourmet kitchen with solid-surface counters, premium appliances, and abundant custom cabinetry. Grand family room with custom built-ins and a fireplace, bathed in natural light. Downstairs primary retreat featuring dual vanities, a soaking tub, walk-in closets, and a lavish shower. First-floor guest suite plus three additional bedrooms upstairs, including a huge bonus room ideal for a media lounge or playroom. Elegant office/den with custom built-in shelving, perfect for remote work or a private library. Outdoor Oasis & Location Perks: Sparkling pool surrounded by a paver deck and lush, mature landscaping—your private sanctuary for relaxation. Tree-lined streets with sidewalks in a premier gated community, just minutes to top-rated schools, shopping, and dining. Unbeatable convenience: Close to everything that you would need including restaurants, shops, highways and minutes to Park Avenue. Walkable to Orangewood School, 5 min to Maitland Blvd & I-4 Express Lanes (20 min to downtown Orlando, 30 min to airports) <1 hour to Florida’s beaches. Why This Home Stands Out: Lowest-priced estate in Lake Colony Estates—offering exceptional value for a custom-built luxury home. Prime interior lot on a quiet, desirable street in the middle of the block. Don’t miss this rare opportunity to own one of Lake Colony’s finest properties—a perfect blend of luxury, location, and lifestyle.

307 Running Wind Lane, Maitland

$1,525,000

4 Beds ⋅ 6 Baths ⋅ Maitland Forest SubDv. ⋅ 32751 Zip Code

Private Maitland Estate | Grand Living on 1.47 Acres. Welcome to 685 Mayo Avenue—an exceptional private estate nestled in one of Maitland’s most coveted neighborhoods. Set on expansive, lush, well-maintained grounds, this 4-bedroom, 4-bathroom, and 2 half bath home offers the perfect blend of refined elegance, modern comfort, and resort-style amenities across nearly 4,000 square feet of living space. From the moment you arrive, the long, private 375-foot paver driveway, mature oak trees, and tropical landscaping create an unforgettable sense of arrival. Inside, a gracious foyer welcomes you into an open-concept layout, thoughtfully designed for both everyday living and upscale entertaining. The gourmet kitchen is a chef’s dream—granite countertops, stainless steel appliances, gas cooktop, and custom cabinetry—all overlooking the spacious family room. French doors on all the first-floor living areas leading directly to a resort-style pool and patio, offering the perfect indoor-outdoor flow for relaxing or hosting guests. The primary suite is a serene escape with dual walk-in closets and a spa-like bath featuring travertine floors, dual vanities, a Jacuzzi tub, and a walk-in shower. Upstairs, three generously sized bedrooms include a Jack-and-Jill bath and a private bath off the third bedroom. A built-in desk area and laundry room complete the second floor. Need space for guests or extended family? The third floor of the home offers a unique flex space for movies, a pool table or a man cave. Plus, nearly 1,100 sqft of living space boasting a one-bedroom, one-bath, guest apartment above the garage that has been beautifully updated and offers complete privacy. Additional highlights include: Dedicated home office on the main level | Third-floor bonus room | Two half-baths, including a dedicated pool bath | Resort sized patio & pool | Three newer HVAC systems | Oversized 3-car garage | 1 bed/ 1 bath, 1000sqft, ADU above the garage that is not included in MLS. Perfectly positioned just minutes from top-rated schools, Lake Maitland, Park Avenue, and downtown Orlando, this estate offers the rare opportunity to own a one-of-a-kind property in an unbeatable location. Schedule your private tour today and discover what makes this Maitland estate truly exceptional.

685 Mayo Avenue, Maitland

$1,220,000

6 Beds ⋅ 4 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes. The interior offers an inviting layout, including a large primary suite with dual walk-in closets, a soaking tub, double vanity, separate shower, and an attached study that adjoins another bedroom—perfect for a nursery or home office. The open-concept living room flows seamlessly into a gourmet kitchen, creating an ideal space for entertaining. Additional highlights include a gas fireplace, wood floors, crown molding, a wine cellar for the enthusiast, and thoughtful bedroom arrangements including a Jack and Jill bath and another ensuite. The home also features a convenient laundry room with direct access to the pool deck, as well as an upstairs bonus room with ample storage. Above the garage, you’ll find a secondary primary ensuite with a walk-in closet—ideal for guests, in-laws, or older children seeking privacy. Situated on an oversized, fenced lot, the backyard is a tranquil retreat with a saltwater pool, pavered lanai, fire pit, outdoor shower, and space for a dog run or additional storage for a boat, golf cart, or other recreational vehicles. There's also extra parking available next to the driveway. Located in the highly sought-after Dommerich Elementary and Winter Park High school zone, and with no HOA, this home offers comfort, convenience, and community in one of Maitland’s most established neighborhoods.

1653 Cheyenne Trail, Maitland

$3,950,000

5 Beds ⋅ 5 Baths ⋅ Maitland Shores SubDv. ⋅ 32751 Zip Code

Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into a soaring foyer where a floating wood and glass staircase sets a dramatic tone. The expansive great room boasts a two-story ceiling and a wall of glass doors that seamlessly blend indoor and outdoor living. Go outside to your private oasis featuring a covered lanai with remote-controlled screens, a summer kitchen, gas fireplace, resort-style pool and spa, putting green, and a covered boat dock with a lift and jet ski platform, all overlooking tranquil Howell Branch Creek with direct access to Lake Maitland. The heart of the home is the chef-inspired kitchen, complete with dual oversized islands, sleek high-gloss custom cabinetry, integrated refrigerator and freezer columns, a wine refrigerator, built-in coffee maker, and a striking hood vent above a six-burner gas range. Adjacent is a stylish dining room framed by a floor-to-ceiling glass wall offering captivating water views. The main-level primary suite is a sanctuary with a private sitting area, dual walk-in closets, and a spa-style marble wet room with combined soaking tub and rainfall shower. A home office with lush front yard views, an elegant guest suite, a full bath, and the first of two laundry rooms complete the first floor. Take the elevator or statement staircase to the second level, where you'll find two additional bedrooms with en suites and walk-in closets, a fifth bedroom, a full bath, a second laundry room, and a 24-by-14-foot game room with wet bar, ideal for entertaining. Additional highlights include a three-car side-entry garage, an outdoor shower, a storage room, and verdant landscaping adorned with majestic cypress and oak trees draped in Spanish moss. Just minutes from the boutiques and fine dining of Winter Park’s Park Avenue, with easy access to major highways, hospitals, and both international and executive airports. This is Florida luxury redefined, private, peaceful and perfectly appointed.

33 Eastwind Lane, Maitland

$3,500,000

Adams Grove SubDv. ⋅ 32751 Zip Code

An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought-after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate site boasts over 100 waterfront feet, offering unmatched views, serenity, and potential for a truly custom dream home. Positioned on the northern banks of Lake Maitland in the heart of Adams Grove, this estate site is a rare jewel. Enjoy proximity to downtown Winter Park's Park Avenue, renowned for its boutiques, galleries, fine dining and cultural experiences. With direct frontage on Lake Maitland, your future home can enjoy luxury boating, sunset cruises, paddle boarding and kayaking. The tranquil waters create a captivating backdrop for everyday living and grand entertaining as well as postcard-worthy sunsets. This expansive lot invites architectural brilliance, design your custom sanctuary that reflects your personal lifestyle and aesthetic. Whether you're seeking an extraordinary primary residence or a signature second home, 1770 East Adams Drive presents a rare blend of privacy, elegance and natural splendor in one of Central Florida's desirable settings.

1770 E Adams Drive, Maitland

$1,200,000

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with fireplace, and a modern kitchen that showcases high-end black appliances, contrasting cabinets and bright white Quartz countertops, brass hardware, and a herringbone backsplash. French doors off the living, family, and primary bedroom open to the covered lanai and provide pool views from every angle within the home. The first-floor primary bedrooms is generously sized and has a gorgeous en suite that's been updated with a new double-sink vanity, new lighting, new soaking tub, and new walk-in shower with elevated subway tiling. Upstairs are 3 additional bedrooms each with ample closet space and a hall bath. You'll enjoy spending time underneath the covered lanai and taking advantage of the beautiful pool during Florida's summer months. This home offers a quiet backyard wtih a brick wall for extra privacy. Located in Maitland Club residents of this community enjoy 24-hour guard gate access, quiet streets with sidewalks for walkability, and community tennis courts. Zoned for Lake Sybelia Elementary, Maitland Middle, and Edgewater High and within minutes of highly-rated private schools there are plenty of A-rated schools just around the corner. Showings are by appointment only, schedule yours today.

960 Brightwater Circle, Maitland

$2,250,000

6 Beds ⋅ 8 Baths ⋅ Terra Place SubDv. ⋅ 32751 Zip Code

Presenting a stunning new construction residence located on a quiet cul-de-sac offering a seamless blend of luxury, functionality and modern design. The main home features four spacious bedroom suites, a dedicated office and a bonus/flex area, 4 full baths and 2 half baths, while the property also includes a rare-to-find one-level detached 1,143 sf 2BE/2BA guest house that includes a kitchen and a living area... *** ideal for for multi-generational living, spacious home office, live-ins or long term guests… Beautiful wood floors extend throughout the main house living spaces, complemented by designer porcelain tile in all baths. The open floor plan showcases soaring 21-foot ceilings in the great room and dining area, anchored by a beautiful chef’s kitchen complete with a dual-fuel range, quartz waterfall island, custom blended cabinetry and an adjacent walk-in pantry. A wall of sliding glass doors in the great room opens to the expansive covered lanai and new Pebble Tec pool with autofill and auto-drain features, all surrounded by travertine decking and a masonry and aluminum privacy fence. The first-floor primary suite offers a serene retreat with private pool courtyard views, a custom walk-in closet and a spa-inspired bath with marble floors, a spacious walk-in shower and a separate soaking tub. Upstairs, there are three additional bedroom suites and a versatile loft to provide ideal space for relaxation lounge area. The side-entry two-car garage includes epoxy floors, EV charging readiness and direct access to the mudroom, laundry, pantry and kitchen for everyday convenience. Designed for year-round entertainment, the covered lanai is stubbed and ready for a summer kitchen, with additional outdoor space available for expanded amenities. Both main and guest houses are bathed in natural light thanks to generous architecturally enhancing windows and glass doors. Modern comforts include smart lighting, exterior security cameras and a built-in audio system. On a quiet cul-de-sac, this property is within visiting or biking distance to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball, playgrounds, trails and pavilions! Enjoy easy access to other downtown Maitland amenities, 7-10 minute drive to Park Avenue in downtown Winter Park, quick access to major roadways & I-4, downtown Orlando, area hospitals, and both executive and international airports... Zoned for regarded Lake Sybelia Elementary, Maitland Middle and Winter Park High School, this exceptional home is a rare offering in a secluded, wonderful neighborhood.

734 Terra Place, Maitland

$8,925,000

5 Beds ⋅ 8 Baths ⋅ Adams Grove SubDv. ⋅ 32751 Zip Code

Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

1640 E Adams Drive, Maitland

$2,535,000

5 Beds ⋅ 4 Baths ⋅ Sybelia Shores Second Add SubDv. ⋅ 32751 Zip Code

Completed New Construction 2024 | Lakefront Luxury | Below Appraised Value: This extraordinary custom lakefront residence was built by Dave Konkol & is elevated on a 0.56-acre corner lot w/ approximately 112’ of lake frontage. Featuring a crisp stucco exterior, impact windows & remote-operated screened porches, the home is surrounded by professionally designed native landscaping & butterfly gardens which set the stage for a lifestyle defined by natural beauty, enduring materials, timeless design & everyday comfort. Once inside, the open floor plan showcases wide-plank, white oak engineered wood flooring & is filled w/ natural light from the large format windows that frame views of the backyard pool & serene Lake Sybelia out front. A formal dining space connects to a wet bar & opens to a functional yet casually elegant kitchen. Quartz countertops, custom soft-close cabinetry with pull-outs & a full suite of premium appliances lend functionality & refinement to the kitchen. A large walk-in pantry & adjacent drop zone add quality of life to the beautifully tailored design. The main-level primary suite is a sanctuary w/ lake views, remote-controlled blackout shades, decorative wood ceiling beams, a customized walk-in closet & a spa-like bathroom featuring Frank Lloyd Wright Brizo plumbing fixtures, a long vanity stained to match the fixtures, dual sinks, an oversized glass-enclosed shower with 21” rainhead, soaking tub & private water closet. A guest bedroom w/ adjacent full bath also functions as a pool and powder bath. The large laundry room w/ quartz countertops, GE Profile front-loading washer and dryer & a Laundry Jet Swift pneumatic laundry chute—connected to the primary suite & upstairs bedrooms and complete the main floor. Upstairs, two additional bedrooms with wide water views include customized closets & designer baths. The cozy loft and Bonus spaces flex easily for work, wellness, or play. Other interior features include built-in speakers, custom millwork, motorized blinds & smart-home wiring to enhance comfort and livability. Seamless indoor-outdoor transitions define the rear living experience, where a deep covered lanai includes recessed lighting, fans, speakers & motorized screens opening to a 7’ deep, heated, saltwater pool w/ sunshelf, outdoor shower & direct access to a full bathroom. The fenced backyard offers ample space for play, relaxation & a dog run. A custom dock w/ composite decking & covered boat lift sits on Lake Sybelia—offering year-round opportunities for boating, paddle-boarding, swimming & fishing on waters with no public access. Efficiency abounds thanks to a PES Solar system featuring 58 REC panels, four Enphase battery backups & real-time energy monitoring. Additional features include Trane HVAC systems, a commercial-grade water heater w/ recirculating pump & a new irrigation system w/ pump fed by lake water. The three-car garage includes modern paneled doors w/ openers and extra storage. Now unexpectedly available due to a change in the owners’ plans, this is a rare opportunity to purchase an almost-new custom home—combining advanced systems with timeless design—in one of Maitland’s most beloved neighborhoods, just minutes from Lake Lily Park, downtown Maitland, major thoroughfares and Winter Park’s shops and restaurants.

705 N Lake Sybelia Drive, Maitland

$1,089,000

4 Beds ⋅ 4 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Maitland Mediterranean home with lake access to Lake Maitland and the WP chain of lakes. This well maintained home has 4 bedrooms and 3.5 baths with over 3000 square feet of living area. Spacious gourmet kitchen with separate eat-in area. Stainless appliances, granite countertops with bar seating opening out to the family room. French doors lead out to a covered patio overlooking the private backyard complete with a relaxing spa. Butlers pantry equipped with a wine refrigerator leads to the formal dining room. First floor primary bedroom with a large bath complete with soaker tub, separate shower, and 2 separate vanities. Second floor consists of 3 bedrooms, 2 baths, and a large gathering room perfect for kids and entertaining. This fabulous location in a sought after neighborhood, great schools, and easy access to eating and shopping.

123 Tangelo Court, Maitland

$3,000,000

Maitland Forest SubDv. ⋅ 32751 Zip Code

Sold data only

656 Bentley Lane, Maitland

$1,820,000

4 Beds ⋅ 3 Baths ⋅ Delroy Park SubDv. ⋅ 32751 Zip Code

Stunning Lakefront Pool Home on the Winter Park Chain of Lakes Welcome to your private oasis on the highly sought-after Winter Park Chain of Lakes. This beautifully updated home is nestled on a full acre along the tranquil shores of Lake Nina, ideally located between Lake Maitland and Lake Minnehaha. Nearly every room in the home offers panoramic lake views and spectacular sunsets, creating a peaceful and luxurious waterfront lifestyle. The light-filled interior features four bedrooms, two and one-half baths, a formal living room, a cozy breakfast room, and a spacious family room that opens into a separate game or playroom complete with a wet bar—perfect for entertaining. The recently updated kitchen is both elegant and functional, with a large granite island, farmhouse sink, classic subway tile backsplash, a gas range, and an LG stainless steel refrigerator. The master suite is a serene retreat with a tastefully remodeled bathroom that boasts marble countertops, dual sinks, and an impressive wet room that combines a soaking tub and walk-in shower. Throughout the home, you'll find rich hardwood and slate flooring, plantation shutters, insulated casement windows, and cathedral ceilings. Practical upgrades include a new HVAC system and roof installed in 2016, along with a tankless water heater. Step outside to enjoy the stunning backyard, complete with a resort-style pool area and two expansive decks—one just off the kitchen and another directly on the lake. The lush landscape includes four mature fruit trees: avocado, mango, lemon, and lime, adding to the tropical charm. For those who love the water, the refurbished boathouse and dock deck are ready for all your boating and waterfront activities. This home is a rare opportunity to live on the Winter Park Chain of Lakes with all the modern amenities and timeless style you could hope for. Located in a quiet, welcoming neighborhood, yet just minutes from downtown Winter Park’s boutique shops, top-rated restaurants, and highly regarded schools. Bonus: Be sure to ask about the owners’ expansion plans—an exceptional chance to personalize and enhance this already stunning lakefront gem.

251 W Trotters Drive, Maitland

$1,395,500

5 Beds ⋅ 5 Baths ⋅ Lake Sybelia Cove SubDv. ⋅ 32751 Zip Code

Virtually Staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. The Saltwater pool has a brand new sparkling finish! Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family’s needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the luxurious owner’s retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park’s Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience, and endless possibilities to create a space that truly reflects your lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida’s most sought after communities. Schedule your private showing today and experience the extraordinary lifestyle this Maitland home provides.

755 Cranes Court, Maitland

$12,500,000

6 Beds ⋅ 10 Baths ⋅ Lake Maitland Manor SubDv. ⋅ 32751 Zip Code

Welcome to Maison du Lac – a breathtaking lakefront estate that epitomizes unrivaled luxury, timeless elegance, and an extraordinary lifestyle. Situated on an expansive 2.7-acre lot along the prestigious Winter Park Chain of Lakes, this extraordinary residence showcases over 120 feet of pristine lakefront with sweeping panoramic views of the longest stretch of Lake Maitland. Blending classic Mediterranean architecture with state-of-the-art modern enhancements, Maison du Lac is a stunning fusion of enduring charm and contemporary sophistication. Originally constructed with timeless materials – including stucco exteriors and expansive windows – the home has been meticulously transformed into an 11,668-square-foot architectural masterpiece. Clean lines and open-concept living harmonize with rich textures and refined details, resulting in an environment that is both stately and smart. Upon entering through the grand 14-foot custom iron door, you are greeted by soaring dual staircases and exquisite finishes in marble, granite, and intricate moldings that reflect the home’s bespoke craftsmanship. A showstopping, $250,000 crystal chandelier—custom-designed and operable at the touch of a button—crowns the expansive great room, setting a dazzling tone for the professionally curated interiors. A private elevator adds convenience and accessibility across all levels of the home. The fully reimagined kitchen is a culinary showpiece, featuring top-of-the-line Wolf appliances, gleaming Cambria countertops, a large walk-in pantry, and expansive prep space ideal for entertaining at any scale. Whether hosting a lavish dinner or a relaxed brunch, the kitchen delivers both impeccable style and everyday functionality. The private master wing is an indulgent retreat, complete with a cozy fireplace, executive office, sauna, fitness room, and dual custom walk-in closets. Five additional en-suite bedrooms are thoughtfully positioned for maximum privacy, offering luxurious accommodations for family and guests. With seven full bathrooms and three half baths, the residence is ideally equipped for both refined daily living and grand-scale entertaining. For effortless indoor-outdoor living, multiple entertainment spaces flow seamlessly onto a sprawling lakefront patio. The outdoor summer kitchen, complete with a powered screen enclosure, provides the perfect setting for alfresco dining while enjoying sunset views over the water. A brand-new dock with a boat lift invites leisurely days spent boating, fishing, or simply relaxing on the lake. Outside, the estate continues to impress. Two serene fishponds with fountains create a tranquil sense of arrival, while the fully fenced and gated grounds ensure ultimate privacy. The residence is equipped with a full-home LUTRON smart system, offering intuitive control of lighting, ambiance, and automation. Additional features include a six-car garage, a resort-style swimming pool, newly updated landscaping, and custom exterior lighting. Maison du Lac is more than a home, it’s a lifestyle of distinction, privacy, and effortless sophistication. This is the lakefront living at its finest.

570 Manor Road, Maitland

$3,385,000

4 Beds ⋅ 5 Baths ⋅ Ravndals Rep SubDv. ⋅ 32751 Zip Code

Tucked away at the end of a quiet cul-de-sac, this serene lakefront retreat is sited on a lush 1.21-acre lot w/ 187 feet of shoreline on tranquil Lake Nina—part of the Winter Park Chain of Lakes—this 4-bedroom, 4.5-bathroom, 4,997-square-foot estate blends Santa Barbara-style charm w/ modern sophistication in one of Central Florida’s most desirable settings. A meandering drive leads you to a semi-circular paver driveway that welcomes you home. A deep, covered front porch provides a gracious entry, setting the tone for the calm, understated elegance found throughout. Once inside, nearly floor-to-ceiling windows span the entire rear elevation, offering breathtaking lake views from every angle & filling the home w/ natural light. To the right of the foyer, a cozy formal living room w/ a wood-burning fireplace invites quiet conversations or evening relaxation. To the left, the spacious dining room features a built-in buffet designed to preserve unobstructed views of the water. Just beyond, the newly renovated kitchen is a standout including a La Cornue French gas range, Monogram appliances, a concrete farmhouse sink, wide-plank oak flooring, luxury lighting & striking marble counters. A hidden scullery/laundry area offers practical overflow, connecting the kitchen to the oversized, air-conditioned 2-car, side-facing garage w/ built-in storage & a dedicated gym or flex room. Moving through the heart of the home, a large family room awaits—framed by soaring ceilings with cedar beam accents & outfitted w/ automated shades for comfort & privacy. The primary suite occupies its own wing & features a gas fireplace, dual walk-in closets, a spa-style bath, & 2 separate flex rooms currently used as an office & art studio. On the opposite side of the home, a tucked-away powder bath conveniently serves both guests & the pool area, while an additional en-suite bedroom downstairs offers privacy for guests or multi-generational living. Upstairs, two more bedrooms w/ en suite baths flank a generous loft w/ amazing lake views. Step outside & the setting is nothing short of spectacular. The resort-style backyard was designed for entertaining & unwinding alike, w/ multiple fire pits, a sparkling pool & raised spa & an outdoor kitchen complete with grill, pizza oven, built-in space for Green Egg, sink & refrigerator. The expansive lawn gently slopes toward the lake, leading to a rare, fully outfitted dock w/ a covered boathouse, lift, dual jet ski slips & utilities for water & electric—perfect for sunset cocktails or launching into the larger chain of lakes. Architectural details throughout the home include Mexican tile, natural wood & stone finishes, vaulted ceilings, metal accents, & custom lighting—thoughtfully layered to create a warm & inviting atmosphere. Major improvements include a home repipe (2020), updated electrical (2019), 3 new HVAC systems (2022), new garage doors (2021), & recently installed paver hardscape designed to accommodate ample parking for family & guests. In a sought-after Maitland lakefront enclave, this home pairs top schools w/ rare privacy & convenience. Lake Nina provides a quiet, scenic backdrop, yet a short, easily navigable canal offers direct access to the expansive waters of Lake Maitland & the greater Winter Park Chain—making it as ideal for tranquil mornings as it is for adventurous afternoons on the water. More than a home, this property is a lifestyle, a legacy & a front-row seat to the best of lakefront living.

645 Manor Road, Maitland

$1,200,000

4 Beds ⋅ 4 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. This meticulously maintained home in the desirable Stonehill community offers an exceptional layout with thoughtful upgrades throughout. The freshly painted exterior and recently replaced tile roof give it standout curb appeal. Inside, the grand foyer, with soaring ceilings, leads into a formal living room with French doors overlooking the sparkling screened-in pool and covered patio. To the left, the formal dining room showcases elegant coffered ceilings, while the adjacent kitchen is a chef’s dream—featuring custom-built cabinetry, stunning granite countertops, a Viking double oven, built-in Sub-Zero refrigerator with a cabinet-matching front, Miele built-in coffee maker, built-in microwave, cooktop with a pot filler, and even two additional refrigerator drawers for extra storage. The kitchen opens to a spacious dinette and family room with a wood-burning fireplace and additional French doors leading outside. On the main floor, the primary suite offers high ceilings, French doors opening to the back patio, and a spa-like bath with dual walk-in closets, two vanities, a large walk-in shower with dual showerheads, and ample storage. A versatile additional room on this level, complete with a closet, is located across from a fully renovated pool bath, making it perfect for a home office or guest space. The large laundry room, featuring built-in cabinets and a sink, sits just off the kitchen near the entrance to the two-car garage. Upstairs, a spacious bonus room with a huge storage closet provides extra living space. Two generously sized bedrooms share a Jack-and-Jill bathroom with double vanities and a tub/shower combo, while another well-sized bedroom and an additional full bath complete the upper level. Beautiful wood floors run throughout the home, complemented by high baseboards and crown molding for a polished look. Outside, the screened-in patio and sparkling pool with a water feature offer a private retreat, while the fenced backyard adds both security and privacy. Located between Maitland Ave and 17-92, this home provides easy access to top dining, shopping, and entertainment in Maitland and Winter Park. Major roads including I-4, 17-92, and SR 436 are just minutes away, and the nearby SunRail station makes commuting downtown a breeze. Call today for a private showing!

142 Stone Hill Drive, Maitland

$3,193,000

5 Beds ⋅ 5 Baths ⋅ Northshore Estates SubDv. ⋅ 32751 Zip Code

Welcome to this charming stately lakefront estate, a true gem straight from the pages of Southern Living—just minutes from Winter Park and the finest dining in Maitland, all on the serene shores of Lake Sybelia. From the moment you arrive, the large, inviting porch with it's charming swing beckons you into a home flooded with natural light and warm wood floors and a thoughtfully designed layout. The heart of this home is the expansive kitchen, seamlessly flowing into the family room and offering French doors that lead to a picturesque backyard. The downstairs primary suite provides a luxurious retreat, featuring large walk-in closets and a beautifully remodeled bathroom with a soaking tub and dual vanities. A private guest suite is conveniently located off the family room, offering its own entrance and separation from the rest of the home. Upstairs, you'll discover three generously-sized secondary bedrooms, a dedicated theater room, a private study, and a spacious bonus room complete with custom built-ins—perfect for play, work, or relaxation. Move right in as this home has not only been freshly repainted but all bathrooms have been remodeled and refreshed. Step outside to your personal private oasis, with no rear neighbors, where a newly remodeled pool with a sun shelf, stunning decking, and fire bowls set the perfect ambiance for both relaxation and entertaining. The lush side yard enhances the home's charm, while the boat dock provides the perfect spot to watch breathtaking sunsets or enjoy water sports on Lake Sybelia. This exceptional property offers the perfect blend of comfort, style, and lakeside living. Don’t miss the opportunity to make it your own!

571 N Lake Sybelia Drive, Maitland

$2,850,000

5 Beds ⋅ 4 Baths ⋅ Long Branch Sub SubDv. ⋅ 32751 Zip Code

PRICE IMPROVEMENT!! New Construction with Winter Park Chain of Lakes Access!! You'll be stunned by this gorgeous coastal style home on a private canal that leads to Lake Maitland. This magnificent residence features 5 bedrooms, a bonus room, pool with a relaxing spa and brand new covered boat dock. Your journey begins in the grand two-story foyer featuring elegant lighting choices which are sure to impress. On the left is your study or flex space which can be used as a an additional bedroom as well. As you step into the generous and open grand room to your left is the elegant wine room. The open kitchen is a chef's dream featuring GE Cafe appliances , including a 36" freestanding range as well an Advantium oven and convection wall oven. Elegant slim shaker cabinetry and a large gathering island for entertaining complete this wonderful space. Off the kitchen is a scullery and laundry area with additional dishwasher and refrigerator for preparing grand holiday spreads. The dining room features an additional bar area with beverage refrigeration and overlooks the pool and canal so you can enjoy the views as you share a meal. Summers by the pool will be filled with grilling on the porch as you enjoy the lanai and days on the famed chain of lakes to beat the heat. The primary suite is off the living area and includes a sizable custom closet with everything you could need along with a spa-like bathroom to enjoy a relaxing evening before bed. Upstairs are the additional bedrooms which are generously sized for all of your occupants needs including a large bonus room. There's also a second laundry up to for extra convenience! This wonderful home also included a 12 x 30 Boat dock and sling style lift as well as landscape lighting. Energy savings will be yours with LED Lighting, tankless hot water heaters and spray foam insulation. You also have top rated schools and access to all the shopping, dining and entertainment this wonderful neighborhood offers. This beautiful home is completed and ready to move in- so make an appointment today to view this stunning new home and make it yours.

640 Old Horatio Avenue, Maitland

$1,575,000

5 Beds ⋅ 5 Baths ⋅ Maddon Cove 47/24 SubDv. ⋅ 32751 Zip Code

ACTIVE on the Market – Enhanced and Priced to Sell! Custom built in 2003 and secluded in an exclusive enclave of only six exquisite luxury homes, this 5-bedroom, 4.5-bath Mediterranean-style residence offers privacy, elegance, and an exceptional indoor-outdoor lifestyle. Designed around a stunning courtyard with sparkling pool, tropical landscaping, and outdoor lighting, almost every room on the main level has a door opening directly to this stunning outdoor space. The home delivers resort-style living every day. The main level features the primary suite with an extraordinary custom-built walk-thru closet, a separate nanny/in-law bedroom, a dedicated library/office with custom built-in bookcase, & an expansive laundry and storage room. Upstairs, you’ll find two more bedrooms connected by a jack-and-jill bath, and a separate bath ensuite bedroom, plus a versatile loft/flex space perfect for games, study hub, or media. Rich wood floors, a tile roof, owned solar panels, whole-house generator, irrigation well, and privacy fencing add comfort and efficiency to this remarkable home. The open gourmet kitchen and family room living spaces flow effortlessly to the pool and patio, ideal for both relaxed evenings and festive gatherings. Located on a quiet cul-de-sac with no through traffic, this home offers seclusion yet remains close to premier shopping, dining, and top-rated schools. Don't miss the chance to own this distinctive Central Florida retreat! Call today for your private showing.

135 James Place, Maitland

$1,000,000

4 Beds ⋅ 4 Baths ⋅ Oaks Maitland SubDv. ⋅ 32751 Zip Code

Reduced $200K to help with remodeling if desired!! One owner custom built modern contemporary nestled in a secluded area in The Oaks of Maitland! Spacious home offers a soaring vaulted cedar beamed ceiling in family room with wet bar and floor to ceiling wood burning stone fireplace. Located on a cul-de-sac lot with a circular paved driveway and oversized side entry garage, the backyard includes a putting green and creek running 170ft. along back boundary. 1/2 acre + lot includes azaleas, camelias, lilies, hibiscus, staghorn ferns, copper plants, magnolia tree, tabebuia trees, fig tree, etc. Deeded access to the Winter Park chain of lakes thru the neighborhood HOA boat ramp with access to Lake Minnehaha available with a yearly fee. Walking distance to Maitland Community Park with playground, exercise paths, tennis courts, picnic grounds and more! New roof and newer front double hung insulated windows! Cherry kitchen cabinets, granite countertops, sink hot water dispenser and beautiful 8 panel interior wood doors throughout home! The entire 2nd floor is a primary suite including a large walk-thru closet, bathroom, and den/study/exercise room! Three bedrooms on first floor with one that could be a primary bedroom if steps cause a problem. Two other 1st floor bedrooms share a tub-shower with each having their own toilet and vanity.

1606 The Oaks Drive, Maitland

$1,725,000

4 Beds ⋅ 3 Baths ⋅ Landings 02 SubDv. ⋅ 32751 Zip Code

This stunning modern Mediterranean designed one-level home offers a spacious and open floorplan with vaulted ceilings, situated on a quiet street yet conveniently close to all that Maitland and Winter Park have to offer. The property features a generous 0.42 acre lot (109 wide x 170 deep) and boasts a 3-way split floorplan, a spacious foyer with views straight through to the pool. The kitchen has been beautifully remodeled through Phil Kean Design Group, featuring double islands overlooking the main family room with a fireplace and wine room. Additionally, there is a game room or media room adjacent to the family room. The floor plan is thoughtfully designed with ample space between the primary suite and two secondary bedrooms, as well as a fourth bedroom on the opposite side of the home. Natural light floods the home through large windows and glass doors, showcasing Brazilian hardwood floors throughout. Other notable features include an office off the primary bedroom, an expansive 3-car garage, and plenty of parking with a circular driveway. The landscaping has recently been redone, enhancing the curb appeal of the property. Residents will enjoy being within walking distance to famous local restaurants and shopping, as well as Maitland Lake Lily Park which hosts farmers markets and festivals. Easy access to Winter Park, I-4, and Downtown Orlando make this location highly desirable. Additionally, the home is zoned for A-rated schools, making it an ideal choice for families seeking both luxury and convenience in their next home.

470 Manor Road, Maitland

$2,150,000

5 Beds ⋅ 6 Baths ⋅ Sheridan Place SubDv. ⋅ 32751 Zip Code

This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass windows/doors that frame the serene waterfront setting. The main level features sleek porcelain tile flooring, soaring ceilings, and sun-drenched interiors. Two separate back-to-back fireplaces connect the formal dining area and living room, while the spacious family room is bathed in natural light. The modern kitchen boasts a large island, high-end appliances, a hidden pantry and laundry room, and a built-in coffee maker. The first-floor primary suite offers lake views, a custom walk-in closet and a spa-like bath with dual sinks, a walk-in shower and a jetted soaking tub. A versatile flex space adjacent to the suite is ideal for a fitness area, office or private retreat. A floating staircase leads to the second level, where a generous bonus room/game room, two additional bedroom suites with walk-in closets and en-suite baths, and another flex room await. The expansive second-floor balcony overlooks the sleek glass-railed pool and provides uninterrupted lake views. A separate parcel across the street includes a private covered dock on the 21-acre Lake Catherine, ideal for kayaking and paddleboarding. The two-car garage, accessed through a gated rear entry, adds convenience and security. In a tranquil, private setting, yet minutes from Maitland’s cultural corridor as well as the vibrant shopping and dining of Park Avenue, this exceptional property seamlessly blends contemporary luxury with lakeside tranquility.

641 Lake Catherine Drive, Maitland

$1,150,000

4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Experience unparalleled luxury in this stunning Mediterranean home, custom-built by Dave Cahill on a prime corner lot. The entrance exudes Old World charm, greeting you with a unique solid wood door and archways true to style. The MAIN home (2,820 sqft) features 3 spacious bedrooms, all with en-suite bathrooms and walk-in closets. Above the 2-car garage, accessible from a private entrance off the driveway, sits a guest/in-law apartment (1 bed/1bath with 448sqft) complete with a spacious bedroom suite, separate living space with a kitchenette, and a laundry closet. Inside the main house, the modern space is anchored by rich, timeless hardwood floors, with luxury finishes throughout including crown molding, Anderson windows and doors, elegant lighting, and custom cabinetry. The open floorplan is ideal for entertaining, with an expansive family/dining/kitchen combo accented by tall windows and high ceilings. Wooden beams and a custom brick wall add style and charm. The gourmet kitchen is well-equipped, boasting a 6-burner gas range with a pot filler and double ovens, a dry bar with a wine fridge, an expansive island with breakfast bar seating, and even a hidden pantry. Just past the kitchen sits a cozy living space with a gas fireplace for warmth, and a first-floor bedroom suite with a full bathroom that is perfect for guests. Upstairs you’ll find the oversized primary suite, where a separate sitting area with pocket doors makes a great private office or lounge. A 3rd bedroom suite, bonus living area, large laundry room with a sink and storage cabinets, and powder room complete the 2nd floor. Downstairs, French doors off the family room open to a covered brick patio for lounging and dining outdoors, with a grill, beverage fridge, and remote-powered phantom screens to keep bugs away, plus a private courtyard beyond offers open space and a small putting green for practice. Situated just 2 blocks from the upscale shops and eateries of Park Avenue, and zoned for great schools including Dommerich Elementary, discover the optimal blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, Maitland

$1,920,000

5 Beds ⋅ 4 Baths ⋅ Maitland Club SubDv. ⋅ 32751 Zip Code

Lake Sybelia is calling. This gracious home is on a private spring-fed skiable lake and tucked away on a tree-lined brick street, offering a lifestyle that is unparalleled. On about three quarters of an acre and almost 120 feet of linear lake frontage, it is a wide view of this pristine waterway. A covered boat dock is updated with an electronic lift and new cradle cabling. An open deck with all-weather planks runs along the waterfront and sandy shore to capture all the lake offers. Abundant lakeside green space makes entertaining simple. This one-story home features five bedrooms and four baths with an additional guest house and has been completely reimagined while keeping the charm of vintage Maitland. The main house includes a split four-bedroom plan for privacy with open living spaces that seamlessly blend into one another. Gorgeous warm European white oak wood floors that ground the spaces and walls are crisp and clean with level five drywall finish. Handcrafted European white oak custom built-ins in dining and living spaces add to the style of this comfortable California-inspired ranch. Dining room custom bar adds function and flair with reflecting mirror back that elegantly finishes this appointment. Tumbled limestone floors in the kitchen, front entry and dining area are neutral toned and add character to the timeless finishes. Custom kitchen is renovated with 42-inch cabinetry, Bosch appliances, Rohl faucets, RH hardware, two porcelain farmhouse sinks with European white oak center island all adorned with imported Dolomite counters and backsplash. The kitchen window above the farmhouse sink brings in the lush greenery of the back courtyard. Loads of storage in the utility, pantry and laundry combination, finished with imported handmade Italian tiles, all designed to make daily functions a breeze and beautiful! An independent guest house completes the home with vaulted ceilings with wood beams, original wood floors, spacious living, efficiency kitchen, full bath and bedroom nook. This multi-functional space is versatile and includes an office area but certainly can be used for what fits your lifestyle. Other enhancements include fully renovated baths consistent with the elevated finishes and selections of overall home, and features European white oak built-in cabinets, imported Spanish and Moroccan tile, in common with architectural lighting. Also, all trim, doors, hardware and moldings were replaced, new roofs on all three structures in 2025, RH linen drapes in living and primary, serviced and operational fireplaces and fresh landscaping. Every detail is accounted for and in pristine location. Visit downtown Maitland, enjoy Lake Lily, community events and weekly farmers market, award-winning restaurants and great community parks. Don’t miss the opportunity of a lifetime to own a lakefront in Florida which continues to be a growing investment.

1100 S Lake Sybelia Drive, Maitland

$2,800,000

Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Once-in-a-lifetime opportunity to own over 1.5 acres with .5 acre high and dry with approximately 110 ft waterfront on the Whitecaps Circle peninsula on the north shore of Lake Maitland! The property has southern exposure enjoying sunrise, sunsets and view of Dog Island. The lot includes front entrance gate, east side masonry wall, seawall, boathouse and dock, and all are all sold as-is. Adjacent property on 127 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula on Lake Maitland on the famed Winter Park Chain of Lakes! Having water frontage on three sides provides complete panoramic views. The new owner could renovate the current home or build their dream home! See MLS# O620214

125 Whitecaps Circle, Maitland

$3,200,000

4 Beds ⋅ 3 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and representative of Frank Lloyd Wright in Central Florida. Was later renovated adding a pitched roof and screened lanai with a pool/spa overlooking the lake! The 4 bedroom, 2.5 bath and 3 car-garage home with workshop has an abundance of windows and viewing areas to capture the beauty of central Florida lakes. This unmatched property has sunrise and sunset views looking out to Dog Island, Summerland Avenue tip, and the Isle of Sicily. The paver-drive and walkway lined with crepe myrtles, plumeria trees and hanging stag horn ferns welcome guests to the covered front porch and the dramatic foyer. Steps lead to the upper living room with wood floors, fireplace and 3 walls of glass and a balcony for breathtaking views of Lake Maitland. Nearby is an office with built-ins, ceiling fans and French doors opening to the immaculate landscape. The east wing leads to the primary bedroom having gorgeous views of sunsets, built-ins, fireplace and spacious contemporary bath: oversized walk-in shower, whirlpool tub, dual vanities and closets. Nearby is the dining room and custom kitchen. The dining room has built-ins and glass sliders to covered pool lanai - perfect for al fresco dining with pool and lake views. The kitchen has designer cabinets, granite counters, butcher block island and pass-through window to the pool wet bar. The kitchen sitting bar opens to the family room with wood floors, a breakfast nook and sliders to the screened pool lanai with 270 degree views of water! The north wing has 3 additional bedrooms and a full bath. The bonus room with vaulted ceilings, fans and glass sliders is ideal for a personal gym, theatre, or large den: it opens to either the 3-car garage or paver walkway to the workshop and backyard. A year-round personal resort with noteworthy plants for the gardener, dedicated workshop, hot tub and large pool overlooking the lake The partially enclosed boat house with a sitting deck is a special spot to enjoy sunrises and sunsets! Home’s generator and 250 gallon propane tank assure you of power! Renovate the current home or start fresh to build your dream home! This property is being sold as-is. The adjacent cleared lot on 125 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula parcel on Lake Maitland on the famed Winter Park Chain of Lakes! See MLS#O6279215

127 Whitecaps Circle, Maitland

$1,700,000

9 Beds ⋅ 7 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Short Sale. This home needs love ...Located on the private 57-acre ski lake, Lake Seminary, this 8-bedroom, 7-bathroom home offers breathtaking views and quick access to Winter Park, I-4, and Maitland Town Center. Featuring two master suites and a flexible use suite with a separate entrance, the home boasts a grand entry with double staircases and soaring 24-foot ceilings. The chef’s kitchen is designed for entertaining, complete with granite counters, three dishwashers, double ovens, a warming drawer, and a hidden butler’s pantry. The living room showcases coffered ceilings, a gas fireplace, and sliding glass doors that open to the screened outdoor space. Built with foam-insulated concrete tilt-wall construction, this home includes Smart House technology, a Cat-5E LAN system, audio-visual wiring, a four-zoned TRANE HVAC system. Additional highlights include a theater room with a wet bar, designed as a hurricane-safe room, and multiple laundry rooms for convenience. Outside, the covered pool area features a 30x39 ft pool and heated spa all overlooking the lake.

125 Stone Hill Drive, Maitland

$1,575,000

5 Beds ⋅ 4 Baths ⋅ Dommerich Brook SubDv. ⋅ 32751 Zip Code

Tucked away in a quiet cul-de-sac in the heart of Dommerich, this breathtaking modern farmhouse, built by Keith Groninger in 2014, is set on a serene nature-preserve lot just blocks from A-rated Dommerich Elementary. With over 3,900 square feet of thoughtfully designed living space, this home offers 5 bedrooms (including a spacious oversized loft), 4 bathrooms, an office, a bonus room, and an open-concept great room with stunning views of the surrounding greenery. Designer details such as shiplap accent walls, vaulted ceilings, and wood plank tile floors complement luxurious upgrades throughout. Oversized sliding doors fill the home with natural light and open to a covered patio with motorized screens and a composite-wood deck, perfectly positioned to overlook the saltwater pool and preserve. An outdoor shower adds a touch of resort-style convenience, perfect for rinsing off after a swim or enjoying a refreshing start to the day. Home recently This lifestyle-focused home is ideally located near top-rated schools, major transportation routes, charming Maitland downtown, vibrant Winter Park, and an array of parks, restaurants, and shopping destinations. Energy efficiency and smart living take center stage with features like a 22kW whole-house backup generator (warranty through Q1 2026), radon mitigation and UV systems for the HVAC, Nest smart smoke/carbon monoxide detectors, high-voltage EV charging, solar panels for the water heater, and a solar-heated saltwater pool, and a Florida Green Certified 56 HERS rating. Additional conveniences include French drains, gutter guards, a backyard shed, smart thermostats, and a security system wired for both ADP and Central Alarm. With expansive storage, a dedicated organization hub for a drop zone or study area, and a seamless blend of style, functionality, and sustainability, this home is an exceptional offering that truly stands out.

2131 Dyan Way, Maitland

$2,150,000

3 Beds ⋅ 3 Baths ⋅ Lake Maitland Point X/8 Lot 1 SubDv. ⋅ 32751 Zip Code

Discover a once-in-a-lifetime chance to own nearly a half acre of prime lakefront property on Lake Maitland, the largest of the Winter Park Chain of Lakes. Nestled in a serene alcove, this secluded setting is surrounded by multimillion-dollar homes and new custom construction, offering endless possibilities for creating your dream estate. The value of this property lies in the land, making it the perfect canvas for designing the ultimate lakefront retreat. Renovate the existing home or start fresh to craft a residence that meets your every desire. A covered boat dock with lift ensures easy access to the Chain of Lakes, where you can enjoy boating, waterskiing, wakeboarding, paddleboarding, and fishing. The property also features a lakeside pool with spa and a concrete seawall to protect and enhance your waterfront experience. This tranquil neighborhood is graced with towering oak trees and winding roads that create a picturesque setting. Located just minutes from downtown Winter Park, you’ll enjoy fine dining, boutique shopping, and cultural experiences along Park Avenue. The property is zoned for top-rated public schools and conveniently close to everyday necessities. Lake Maitland is not just a home — it’s a lifestyle. A short boat ride takes you to the Winter Park Racquet Club, a premier destination for dining and social events. Don’t miss this extraordinary opportunity to embrace the luxury and leisure of lakefront living on the prestigious Winter Park Chain of Lakes.

451 Northwind Road, Maitland

$1,520,000

6 Beds ⋅ 6 Baths ⋅ Metes & Bounds SubDv. ⋅ 32751 Zip Code

Tucked away on over half an acre, this beautifully maintained lakefront home on Lake Sybelia blends modern updates with timeless charm, making it an ideal retreat for those seeking space, comfort, and privacy. Available for the first time in over 45 years, the home has been thoughtfully renovated and expanded over time, resulting in a highly functional layout featuring 6 bedrooms + an office, an elevator, and spacious, sun-filled entertainment areas. The floor plan includes several rooms with lake views, such as the formal dining room, a separate living room, the upstairs owner's suite, and a screened-in front porch. A 2006 addition to the back of the house introduced a new kitchen complete with an island, wood floors, double ovens, two dishwashers, a natural gas cooktop, and a walk-in pantry, which flows into a bright, open-concept great room with a two-story ceiling, large windows overlooking the pool, and custom built-ins. The addition also houses a sizable laundry room and a full pool bath. The other wing of the downstairs features three bedrooms, including the original primary bedroom, along with two bathrooms. Access to the second floor is available via one of two staircases or the elevator, and it consists of three large bedroom suites, including the owner's suite addition with sweeping lake views, as well as an office. Features include beautiful wood floors, crown molding, and custom built-ins, including library bookshelves along the second-story loft. The front exterior offers a picturesque view of the lake and private boat dock, while the backyard features a covered patio with a brick deck, a pool, and a grassy area perfect for outdoor entertaining. Modern systems include three A/C units (less than 10 years old), a brand-new roof installed in 2023, and instant hot tankless water heaters. Additional amenities include a two-car garage and a long circular driveway with extra parking. Located within walking distance of Maitland Farmers Market, Lake Lily, fine restaurants, and just a short drive to Park Avenue, shopping, I-4, and Downtown Orlando. See the neighboring parcel with 0.23 acre lot for sale at 294 Macarthur Place, MLS # O6255723 . Both properties can be purchased together for combined dry land lot size of approximately 0.83 acres.

400 S Lake Sybelia Drive, Maitland

$1,802,500

5 Beds ⋅ 5 Baths ⋅ Fries Park House Prop SubDv. ⋅ 32751 Zip Code

Welcome to a slice of paradise tucked away among the trees in the heart of Maitland! Thoughtfully designed and CUSTOM BUILT in 2017, this David Konkel home has every luxury you could dream of while still having all the quiet comforts of a home. No detail was missed and every inch crafted to the highest standards, this spacious home sits on a sprawling 1.35 ACRES of land next to Lake Lily surrounded by mature trees for a WOODED VIEW. The ideal split bedroom floor plan delivers a tranquil retreat in the MAIN FLOOR PRIMARY SUITE complete with an OVERSIZED WALK-IN CLOSET with dual sides, a spa-like en-suite bath boasting ITALIAN MARBLE FLOORS, dual sink vanity, large SOAKING TUB in front of a stone feature wall and a massive WALK-IN SHOWER with a rain shower head, body jets and bench seating. You will also find a junior suite on the second floor if you prefer. The living room offers a custom experience with beautiful coffered ceilings, two sets of Pella French doors out to the lanai and a DOUBLE-SIDED GAS FIREPLACE that serves at the center piece with built-in shelving on either side. A formal dining room allows you to host family or entertain friends with ease overlooking the luxurious eat-in kitchen. Gourmet doesn’t begin to cover the high end items designed into this kitchen; there is a gas CAPITAL GAS COOKTOP with 4-burners and a flat-top griddle, stainless hood, side by side LIEBHERR fridge/freezer that blends into the cabinetry and a large GALLEY STAINLESS STEEL SINK with a full prep system to make any chef’s life a dream with a standard sink on the opposite site. The BUILT-IN OVENS are a top of the line Italian manufacturer - BERTAZZONI with the top being a STEAM OVEN and the bottom a full CONVECTION OVEN. Off the kitchen there is also an OVERSIZED PANTRY with custom built-ins for all your storage needs! The half bath features a custom copper sink and the laundry room is a must see with all the cabinet storage and counter space you could ask for. We’re not done yet - this home also boasts a side entrance and hall where you will find a step down WINE CELLAR, perfect for the wine connoisseur! Also noteworthy; all of the HARDWOOD FLOORS you will see throughout the home are WALNUT, the movie room on the second floor can easily be used as a 5th bedroom or third en-suite as the expansive closet is already plumbed for a bathroom should you need it. The attention to detail continues outside where the expansive lanai offers electric roller shades, gas coach lights and an outdoor BLAZE KITCHEN. The detached garage has 3 oversized bays, 1 of which is built to accommodate a full car lift system with 25’ ceilings - there is a full attic and it is equipped with 100 amp service for the car enthusiasts or your workshop needs! This home has a FULL SOLAR SYSTEM to keep energy costs low or at zero and there are 2 TANKLESS GAS WATER HEATERS, a 100-gallon buried propane tank and full irrigation throughout the property. Take a stroll on the boardwalk to Lake Lily and the shops and restaurants beyond, plus you are zoned for sought-after Orange County schools. Don’t let this stunning home slip through your fingers, call today for more information and fall in love with the GEM of Cottontail Lane!

1041 Cottontail Lane, Maitland

$1,390,000

5 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

This gorgeous custom-built, bright and light modern Mediterranean home is in a desirable gated community with tree-lined streets, minutes to Winter Park, Downtown Orlando, Altamonte Mall, I-4, excellent schools, and all the best shops and restaurants. Entertain in the beautiful, completely private backyard, with recently resurfaced lap pool, with pretty Spanish tile. Large master suite with gorgeous brand new spa-like master bath, complete with chandelier. Have fun customizing your brand new his & her closets from the Container Store This home has brand new closet systems in the Jack and Jill upstairs and a new kitchen pantry. Engineered hardwood and tile throughout makes this home perfect for families with allergies. This house has a spacious nanny suite with full kitchen, living room, and bedroom with private bath. It also has its own entrance that can be locked off to turn this area into a two-bedroom two-bathroom apartment. Move in your adult child and grandkids, or treat your out of town guests to their own luxurious place to stay. Come see everything this gorgeous home has to offer before it's gone!

103 W Lake Colony Drive, Maitland

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Lake Colony Ph 02 SubDv. ⋅ 32751 Zip Code

Exquisite Two-Story Executive Home in Maitland. New tile roof installed in 2023. Nestled in the heart of Maitland, this stunning two-story executive home is the epitome of luxury living. As you step inside, you'll be greeted by a grand foyer that leads into the spacious and inviting living spaces, perfect for both everyday living and entertaining. The chef's kitchen is a culinary masterpiece, featuring top-of-the-line Thermador appliances, a gas range, an expansive granite island, and a butler's pantry complete with a wine fridge. A large wine rack provides ample storage for your favorite vintages. The master suite is a true retreat, conveniently located on the first floor. It boasts a 20x10 custom closet and dressing room. Adjacent to the master suite is a private office, perfect for working from home. Upstairs, you'll find three generously sized bedrooms and two bathrooms, along with a media room and a game room, offering endless possibilities for relaxation and entertainment. Outside, the screened lanai is a private oasis, featuring a sparkling swimming pool with a rock waterfall, a cozy sitting area, and a bar for hosting guests. Completing this exquisite property is a spacious 3-car side-entry garage, measuring 24x40, offering ample space for your vehicles and storage needs. This home is a rare find in Maitland, combining luxury, functionality, and style in one perfect package. Don’t miss your opportunity to make this exceptional property your own!

1356 W Lake Colony Drive, Maitland

$1,435,000

5 Beds ⋅ 5 Baths ⋅ Lake Colony Estates SubDv. ⋅ 32751 Zip Code

Nestled in a perfect setting your opportunity awaits to own this gorgeous, updated home that truly epitomizes the perfect blend of understated elegance while being warm and welcoming. This pristine 4,517 square foot pool and spa home has five bedrooms, four and a half baths, separate living and dining rooms, a spacious family room, a beautiful bright kitchen, and two offices, one on each level. As you walk up the front entry, past the fountain through the double front doors, you know you are in a great home with many architectural details including high ceilings, archways, niches, and coffered ceilings. The stunning owner’s suite is truly that! This enormous inviting bedroom has two spacious, separate walk-in closets, ceiling detail, new carpet, and French doors leading to the pool and spa. The newly renovated bath has dual sinks, a vanity area with quartz countertops, a wow walk-in shower, a soothing soaking tub, and a separate water closet. This beautiful kitchen is a joyful place to gather together by the spacious breakfast bar or the island with a prep sink all topped with granite countertops and ample cabinetry. Adjacent to the kitchen is the best spot for the family to share everyday meals. The convenient butler's pantry with a built-in bar area has great counter space and storage cabinets which also serves as the laundry room and is just across from the pantry. The huge family room with a decorative fireplace is open to and flows into the kitchen area or through an expansive set of sliding doors to your outdoor oasis. The bedrooms are perfectly placed in four separate retreats throughout the home. Both of the office spaces could be adapted to your family's needs such as a baby's room, a gym, a playroom or craft room. Follow the staircase leading you to the second level where you will find the fifth huge bedroom and bath suite that includes a large walk-in closet and one of the flex rooms. Step outside to an incredibly private lush backyard oasis for a dip in the pool or lounge under the expansive covered area that includes a sink and beverage refrigerator that is all screened-in. Your backyard also has the perfect area for other outdoor activities along with a charming wall fountain and sitting area. This exquisite custom home has an abundance of natural light with an open floor plan showcasing both form and function built. This home is complete with an oversized three-car garage, two water fountains on an interior professionally landscaped oversized lot. The private gated community of Lake Colony Estates is surrounded by a lush canopy of trees where rarely is a home available, further demonstrating that this is a great place to live! Close to everything that you would need including restaurants, shops, highways and minutes to Park Avenue. Call to schedule your private showing, you will love living here! Recent 4 pt inspection report.

205 Colony Springs Lane, Maitland

$3,990,900

Woodbridge SubDv. ⋅ 32751 Zip Code

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering includes approximately ±8 acres of usable land comprising multiple contiguous parcels and rights-of-way. The property is designated as a Traditional Neighborhood and zoned RS-2. A previously submitted Planned Development application proposed a gated community with 28 single-family homes—featuring 13 conjoined duplex-style units and 9 lakeview single-family lots. A future buyer may choose to revive or revise this plan, offering a valuable head start on entitlements. This flexible property supports a variety of development options and may be subdivided for separate sale, presenting multiple investment paths. As one of the last remaining large infill tracts in the area, it offers approximately 766 feet of direct frontage on Lake Seminary. Don't miss this rare chance to acquire a high-potential property in a sought-after location.

1250 N Maitland Avenue, Maitland

$1,300,000

5 Beds ⋅ 5 Baths ⋅ Maitland Forest SubDv. ⋅ 32751 Zip Code

Nature lover's paradise! Custom built home has all the quality finishes you expect. At the end of a quiet street in the rarely available Maitland Forest, this five-bedroom, 4.5-bath home exemplifies casual luxury with two-level outdoors with a private pool strategically set to overlook lush conservation. Every detail went into designing, planning and building this home. Walk through the front door, and you’ll notice a wide-open floor plan with a view of the pool and secluded conservation area. Spacious and bright living areas with large windows add plenty of natural light, bringing the outside in. This energy-efficient home features a 10-foot ceiling upstairs and downstairs, tile, travertine and solid wood flooring. The first floor has two of the five bedrooms and the living areas. The extra-large kitchen has new granite countertops, backsplash and lights. Adjacent to the family room and overlooking the outdoor serenity, this kitchen makes you want to cook and entertain. The primary suite is upstairs, with a beautiful view of Lake Minnehaha and the neighborhood. The second floor also has a second family room and two significantly sized bedrooms. This meticulously updated residence allows you to move worry-free. Significant upgrades include a new roof in 2022, new windows in 2022 and new air-conditioning units in 2022/2024. The property also features a beautiful new brick paver driveway, gutters lavish landscaping, a lawn and an irrigation system. Updated pool equipment, new fencing, and screens so you can enjoy your outdoors from day one. New window shutters, pergola, interior plaster and paint. Prime location. Conveniently close to Interstate 4, U.S. 17/92 and top-rated schools such as Lake Sybelia, Maitland Middle and Winter Park High, and all that Central Florida has to offer. Relax and enjoy this peaceful, private setting in the heart of Maitland. Schedule your private viewing today.

645 Bentley Lane, Maitland

$1,550,000

4 Beds ⋅ 4 Baths ⋅ Oaks Maitland SubDv. ⋅ 32751 Zip Code

An Undeniable Gem in The Oaks of Maitland! 4 Bedrooms, 3.5 Bathrooms, 3,602 sf split level floor plan, screen enclosed saltwater pool, .52-acre creek-front lot, meticulously maintained landscaping, fenced yard, and full renovation completed in 2020. This home is the perfect blend of convenience and tranquility. Breathtaking entry with custom glass front door. The floor to ceiling stone fireplace is the focal point of the inviting living and dining room spaces that feature stained whiteoak flooring and are filled with natural light from the clerestory windows, skylights, and soaring 26-foot tongue and groove ceilings. The gorgeous kitchen has a substantial island with cooktop and built in storage, double ovens, quartz countertops, solid wood cabinetry, natural Limestone hexagon tile flooring, custom built in window bench with storage, spacious breakfast nook, and walk in pantry. The large primary suite has a sitting room, three walk in closets with built ins, stained whiteoak flooring, and oversized primary bathroom with separate shower and soaking tub. Renovations and updates include: new roof, new skylights, stained whiteoak flooring (living, dining, primary, and on stairs), natural Limestone flooring (kitchen, laundry, bathrooms), two new air conditioners, insulation replaced with spray foam insulation, whole house re-plumbed, air ducts replaced, custom front door, solid wood cabinets (kitchen, bathrooms and laundry room), new insulated garage doors, tesla charging port, new sprinkler system, new landscaping, new fencing, new pool heater, pool converted to saltwater, new cooktop, screens replaced on pool enclosure. Zoned for top-rated schools, community boat ramp access to Lake Minnehaha, close to the shopping, dining, and entertainment in Winter Park Village and Downtown Winter Park. Don’t miss your chance to own this remarkable property. Schedule a private showing today! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=oxKM4CvutGc&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

770 Dommerich Drive, Maitland

$1,350,000

5 Beds ⋅ 4 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

This stunning 5-bedroom, 4-bath pool home is located in the Stone Hill enclave. Upon entering, you will notice the abundance of natural light. The home features a three-way split plan with separate formal dining and living rooms. The primary bedroom includes walk-in closets, a separate bath and shower with dual sinks, as well as an additional private room ideal for a home office. The newly remodeled kitchen, open to the family room, boasts quartz countertops and stainless-steel appliances. Two fireplaces, one in the family room and one in the living room, add to the cozy atmosphere. Downstairs, there are three additional bedrooms and two full bathrooms. Upstairs, there is another bedroom and a full bathroom, along with a large gathering area suitable for a home gym, theater room or playroom. The home's outdoor space includes an enclosed pool and lanai, offering a perfect spot for morning coffee. The property features lush landscaping and pavers in the driveway, enhancing its curb appeal. Situated between Maitland Ave and 17-92, the Stone Hill community provides easy access to popular dining, shopping, and entertainment in Maitland and Winter Park. Major roads such as I-4, 17-92, and SR 436 are easily reachable, and the Sun Rail station is just half a mile away, offering convenient access for trips downtown.

138 Stone Hill Drive, Maitland

$1,730,000

4 Beds ⋅ 4 Baths ⋅ The Oaks Of Maitland SubDv. ⋅ 32751 Zip Code

Nestled in a serene cul-de-sac, this traditional brick home offers an oasis of tranquility and elegance. With four spacious bedrooms each with large walk-in closets and three and a half bathrooms, this residence is perfect for families of all sizes. The mature landscaping and meticulously maintained yard enhance the home’s charm, while the expansive .76-acre lot provides ample space for outdoor activities.The property features stunning landscape lighting that highlights the beauty of the grounds. The large master suite on the first floor boasts separate his and her sink areas, make-up vanity and four closets including two walk-in closets providing plenty of storage space. The spacious living room offers picturesque views of the beautiful pool with a tranquil two-level fountain and the private, tree-lined lot along the creek. Upstairs, you’ll find a second master suite, along with two additional bedrooms, offering plenty of room for family or guests. The eat-in kitchen overlooks the back patio and pool, making it a perfect spot for casual dining. The home features an elegant formal dining room while the family room is casual and multifunctional with plenty of room for the whole family to relax together. Snuggle around the fireplace or gather around the piano on holidays or year round in the large living room. Both living- and family- rooms French doors open offering easy access and stunning views of the salt water pool and private yard, ideal for entertaining. The oversized three-car garage includes a workbench, providing ample space for storage and projects. A circular driveway adds a touch of elegance and convenience. The laundry room, equipped with a second refrigerator, adds to the home’s functionality. A quick walk or bike ride to Dommerich Elementary or Maitland Middle schools and just .3 miles from the Maitland Community Park, this home offers easy access to trails, sports courts, and playgrounds, making it perfect for an active lifestyle. This exquisite home is a rare find, combining comfort, convenience, and beauty in a sought-after location.

1604 The Oaks Drive, Maitland

$1,025,000

4 Beds ⋅ 4 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

Welcome home to 105 Stone Hill Dr. This beauty offers 4 bedrooms, 3 ½ bathrooms and bonus room/flex space, perfect for an office. With only 30 homes in the community, you will enjoy the private setting and mature landscaping for luxury living. NEW TILE ROOF!!! Step into the soaring foyer featuring hard wood flooring and a grand staircase that is sure to impress all. Two story great room with wood burning fireplace is a wonderful place to gather, adding warmth and ambiance. The gourmet kitchen is equipped with wall oven, stainless appliances, large center island, granite counters, spacious eating area and butler’s pantry which adjoins to fabulous formal dining room, perfect for hosting dinner parties. The Owner’s Retreat is located on the first floor with access to wrap around front porch. 2 walk-in closets, updated primary bathroom with dual vanities, garden tub, walk in shower and lovely updated lighting and accessories. Secondary Primary bedroom with en-suite is located on the second floor, perfect for multi-generational living or guests. 2 additional bedrooms and updated bathroom have updated luxury vinyl flooring, and fresh paint. The home's layout includes a side entry oversized garage, extra driveway space, and a HUGE laundry room, ensuring practical functionality. This home has been replumbed (2023). You will love the location of this home with easy access to SR 429, I-4, Sun Rail, Maitland Town Center and Winter Park Village. Do not miss a chance to own this exceptional home that combines modern updates with classic appeal in a picturesque setting. See it today!

105 Stone Hill Drive, Maitland

$1,055,000

4 Beds ⋅ 3 Baths ⋅ Maitland Club Replat SubDv. ⋅ 32751 Zip Code

Nestled within the beautiful guard-gated community of Maitland Club, this stunning residence offers the epitome of comfort, convenience, and luxury living. Boasting four bedrooms, three baths, and a wonderful three-way split floor plan on the first floor. This home provides ample space for relaxation and entertainment. As you enter, you'll be greeted by an inviting ambiance highlighted by the spacious ground-level living areas adorned with tasteful interior paint and enhanced by the elegance of recent renovations. The ground floor features four bedrooms, ensuring privacy and tranquility for every member of the household. Upstairs, discover a versatile bonus room, perfect for a home office, media room, or additional living space to suit your lifestyle needs. Step outside to your private oasis, complete with a sparkling pool and rejuvenating spa, surrounded by lush landscaping installed in 2023, creating a serene retreat for outdoor gatherings and relaxation. Experience the best of community amenities, including a guarded gate community, tennis and pickleball courts, tetherball, a playground, and a basketball court, providing endless opportunities for recreation and socialization. Updates include the guest bath (2023), interior paint (2023), resealed pavers (2023), the primary bath (2022), hall bath (2022), the primary bedroom carpet (2022), exterior paint (2019), pebble pool surface (2018), pool deck and lanai paver (2018), pool pump (2018), termite bond and much more. Conveniently located near the I-4 expressway, this residence offers easy access to major thoroughfares, allowing for seamless commutes to Orlando's finest attractions, shopping, dining, and entertainment destinations. Don't miss this rare opportunity to own a piece of luxury in the coveted Maitland Club community. Schedule your showing today and start living the lifestyle you deserve!

862 Creston Drive, Maitland

$1,400,000

5 Beds ⋅ 5 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

MOVE-IN READY/NEW TILE ROOF. Luxurious custom built 5-bedroom, 4.5 bathroom home with oversized 3-car garage on large corner lot in the highly desirable Stonehill subdivision. The home and pool have been renovated by the current owners with high-end finishes throughout, including quartz countertops, wood and tile flooring, glass shower/tub enclosures, designer light fixtures and ceiling fans, LED ceiling lights, and more. The large kitchen, with Thermador appliances (including a gas cooktop), and a sizeable walk-in pantry, has an open floor plan that is great for hosting parties and special events. The master bedroom is on the first floor with direct access to the saltwater, heated pool and spa. The master bathroom includes two walk-in closets, two separate sinks, a freestanding soaking tub, and a separate glass enclosed shower. The large covered rear porch with built-in BBQ grill and sink is perfect for entertaining by the pool. The first floor office with glass French doors provides a convenient place to work at home. There are two bonus rooms that can be used for an additional bedroom, gym, game room, media room, yoga room, etc. The 10' ceilings on the first floor provide a spacious and airy feel with an abundance of natural light. Two separate fireplaces provide a cozy ambience in the living room and the family room. Fenced in yard with new exterior landscape lighting and pavers. Just minutes from a vast array of shopping and dining options located at Winter Park's famed Park Avenue, Winter Park Village, and Maitland City Center. The Maitland Sunrail station, Maitland Center office park, Genesis Health Club, and I-4 are only a short distance from the home. Lake Lily Park, Minnehaha Park, and Maitland Community Park are within walking/biking distance.

122 Stone Hill Drive, Maitland

$1,600,000

5 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

This one-of-a-kind custom home was crafted by Meridian Homes in 2017 and includes five bedrooms, downstairs primary and four full baths with upstairs bonus space all sprawling over 3,560 square feet with flexible function for ease of living. A front entrance surrounded in washed brick welcomes you into foyer with volume ceilings and views to the backyard entertaining area and pool. Dining space or formal living at front of the house with views to the front yard with designer chandelier feature and built-in storage wall. Light and bright kitchen with 42-inch cabinetry, granite with leather finish island, stainless appliances, farmhouse sink and bar seating as well as large pantry. Gathering room is framed by French doors and custom bookcases for plenty of storage. An additional den is off open living space and could function as dining, home office or any flexible space you need. Backyard enjoys a covered porch with summer kitchen, tongue and groove ceiling, deck with pavers on about a quarter acre. A sparkling pool to cool off in and enjoy our incredible Florida weather with plenty of green space to enjoy. Upstairs features four bedrooms and a generous bonus space retreat. Two of the bedrooms are oversized, adding to the character of the home and allowing for additional seating and lounging. Other features include custom designer wallpaper, designer fixtures, custom built-in cabinetry, circle drive for ample parking, plantation shutters and other window coverings, inside laundry upstairs and downstairs and more. Dommerich Estates is a place everyone comes home to and continues to be one of the best Maitland Communities. Enjoy a short distance to the park, the lake lot and schools, and enjoy Lake Lily, the weekend farmers market, fantastic restaurants and shops and close to all major roadways. Absolutely some of the best Orange County schools, zoned for Dommerich Elementary, Maitland Middle and Winter Park High. Enjoy the simplicity of moving straight into this home, totally turnkey and well-appointed

1630 Mohawk Trail, Maitland

$960,000

2 Beds ⋅ 3 Baths ⋅ Vanderpools Isaac Add To Maitland SubDv. ⋅ 32751 Zip Code

TOUR & OWN ONE OF MAITLAND'S ARCHITECTURAL MARVELS! *NEW RE-SCREEN FRONT PORCH Oct. 2024 *NEW ROOF Installed in FEB. 2024 * NEW BOSCH 5 TON,15 Seer, HVAC ADDED AUG. 2024! *NEW GAS METER IN MAY 2024 & ALL NEW GAS LINES INSTALLED JUNE 2024 * NEW GAS TANKLESS WATER HEATER Installed June 2024 * NEW ELECTRICAL PANEL!* 2- NEW SURGE PROTECTORS INSTALLED! NEW 36-Stations added around the home with TRANSFERABLE, PREVENTATIVE TERMIT BOND for Added Protection in March 2024 * ALL FRESH WATER LINES RE-PLUMBED 2023 THROUGHOUT THE HOME * Installed NEW ORKIN-THERM INSULATION 2023 * This HARDIE PLANK Cement Siding, ABOUT 900 SQ FT of Framed VICTORIAN Home, additions are CONCRETE BLOCK. THIS BEAUTY is the #31 Residence of the MAITLAND HISTORIC TRAIL!! DESIGNER STAINED GLASS Windows & Doors, Built-in SHELVING in the Library & Office! The Library has a 1/2 bathroom too! * New Exterior Door added to Office June 2024! FIRST Floor GUEST SUITE offers a Full Bathroom Tub/Shower Combo with a Private ENTRANCE! Large WET BAR Room & Living Room FIREPLACE! This 1901 Beauty added a GREATROOM in 1999/2000 with DESIGNER CATHEDRAL Ceilings! The Formal Dining Room has MAGNOLIA AND CYPRESS WOOD Walls & Ceilings. Cozy EAT-IN Kitchen with BAR TOP! Three NEW Disposals! GAS Stove Top, DOUBLE OVEN surrounded with GRANITE COUNTERS and Custom Wood Trim. PERFECT for ENTERTAINMENT or Holding BUSINESS Meetings! THERE IS MORE! The 2ND Floor MAIN SUITE has a FIREPLACE with a Large DRESSING and MAKE-UP Room sporting 2 Walk-In Closets! Upstairs Hall has a WINDOW BENCH/NOOK for Private relaxing time! ECLECTIC ARTWORK & FURNISHINGS throughout the home are Negotiable! Enjoy the Newly rescreened ENCLOSED FRONT PORCH with 42" Bombay Style PADDLE Ceiling Fan! Show Off the BRICK-LAID, Louisana-Style-Courtyard with the MOSAIC Designer WATERFALL FOUNTAIN that is surrounded by LUSH LANDSCAPING with RIVER ROCKS! A Large, TRANQUIL SPACES FOR OUTDOOR Gatherings! The Electric Washer and GAS Dryer hookups are in the 1-CAR Garage, with a WORKBENCH. Plenty of STORAGE SHELVING SPACE! Additional PARKING SPACE on W. Ventris with SIDEWALKS! Near the ART & HISTORY MUSEUM, Maitland PUBLIC LIBRARY, and More! Enjoy Florida WILD LIFE while taking a relaxing stroll to LAKE SYBELIA Park & LAKE Lilly GAZEBO! UNIQUENESS like no other! QUIET LOCATION, and NEAR EVERYTHING! The City installed ALL NEW UNDERGROUND GAS LINES in MAY 2024! Spectrum updated the underground utility lines for this City Block community in June 2024!

251 W Ventris Avenue, Maitland

$3,150,000

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code

Welcome home to your recently remodeled lakefront oasis located on approximately 119’ of waterfront on the shores of Lake Minnehaha on the Winter Park Chain of Lakes. Everything you have been looking for is finally here. In late 2021, this home went through an extensive renovation from the ground up, the entire interior was completely gutted with all new drywall, electric, plumbing, lighting new 3 zone AC, home automation and so much more. Tucked away off a quiet street, this home features incredible panoramic views of the lake, meticulous landscaping and large oaks that create a canopy-like entrance. Entering the house, you immediately take in the picturesque views of Lake Minnehaha- the views from the living room and kitchen are simply incredible. The interior layout was thoughtfully changed to make the spaces open and grand. The completely brand-new kitchen has custom cabinets and all new appliances, as well as a butler’s pantry that features an ice maker and plenty of room for all the extra appliances. The Calcutta gold quartz counter tops accent the solid wood cabinets and the amount of light that comes in the home is simply stunning. The redesigned master bedroom and bath has everything you need, including sliding doors that lead out to the deck and salt water pool that was put in late 2022. On the opposite side of the home, you will find two nicely appointed bedrooms that share a brand new bathroom. The den/office is the perfect spot to kick back and enjoy views of the backyard. As you walk outside to your large screened-in back porch, you will notice how quiet and serene this location really is. The new heated salt water pool is elevated and provides a great spot to hang out with family and friends. When it’s time to get out on the boat, simply walk down your private path to your very own boat dock. If taking out the jet ski is more your thing, simply hop on and cruise the 6 lakes that make up the Winter Park Chain of lakes. With landscape lighting throughout, this property is unique and will be hard to replicate. If you need garage space this has it too- with 3 air conditioned spaces you will have plenty of space to park your toys. Current owner has drawings to recreate the garage and have space above that can be additional bedrooms or home gym - providing an additional 1500+ square feet of living space. Home is zoned for A-rated public schools, and you are just minutes from award-winning restaurants and boutique shops along Winter Park’s famed Park Avenue, the Racquet Club and Interlachen Golf & Country Club.

644 Bentley Ln, Maitland

$1,020,000

4 Beds ⋅ 3 Baths ⋅ Kings Row SubDv. ⋅ 32751 Zip Code

**MOTIVATED SELLER FINANCING TERMS AVAILABLE**: 25% Down Payment with 5.99% Interest Rate. Seller is negotiable on terms. Discover this stunning turnkey 4-bedroom, 3-bathroom pool home in the prestigious Kings Row a desirable community known for its tranquility, friendly neighbors, and convenient access to local amenities. Recently renovated, this executive residence offers over 3,000 square feet of luxurious living space on a generous corner lot. Be immediately welcome by the lovely paved front walkway leading to the entrance (2014). Enjoy the spacious open kitchen featuring pristine white shaker cabinets, state-of-the-art stainless steel appliances, an induction stove (2021), imported designer fixtures, and beautiful butcher block countertops freshly touched up and re-stained (2024). The living room is a showstopper with its vaulted wood-beamed ceiling, custom built-ins, a cozy gas fireplace, and four charming French doors that seamlessly connect the indoor space to the screened pool area. All throughout the home includes luxury vinyl plank flooring along with imported Italian cabinetry and shelving. The home boasts two primary bedroom suites with recently renovated, spa-like bathrooms equipped with luxurious rainfall showerheads and imported designer fixtures. One suite includes a versatile bonus room with its own AC splitter, perfect as a sitting area, office, or workout space. The other suite features French doors opening directly to the pool, providing a private entrance. Additional Bedrooms provide a large and comfortable space with Bahama shutters on all windows, ensuring privacy and style. Enjoy a recently resurfaced (2016) private pool floor along with deck (2024) and screened enclosure offering a perfect retreat for relaxation and entertainment. Enjoy a clear peace of mind with the secondary primary suite being precisely and meticulously cleared of all geopathic stress, electrical pollution and negative energies along with the incoming water supply and electric panel. A brand new roof (2021), a new AC motor (2023), a 72-gallon pro-line commercial grade water heater (2022),and comprehensive replumbing (2010). The property also benefits from a deep water well for irrigation and a complete sprinkler system, a 200-amp electrical service, R-30 insulation (2010), and energy-efficient Therma Tru French and front doors with double-glazed, nitrogen-filled windows. Benefit from education excellence with A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Combining light and airy design, an open concept layout, and positive energy, 1800 King Arthur Circle offers an exceptional living experience with spacious interiors, modern comforts, and a perfect blend of indoor and outdoor living spaces. Don’t miss the opportunity to make this exquisite property your new home.

1800 King Arthur Circle, Maitland

$1,340,000

4 Beds ⋅ 5 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

MODERN MEDITERRANEAN MASTERPIECE in premier Old Maitland neighborhood with deeded access to Chain of Lakes and zoned for Dommerich Elementary. The 3 Bed, each with en suite bathrooms, 3.5 Bath split floor plan main house, has been completely updated! Renovations include - new roof, new Anderson windows, re-wire, re-plumb, custom kitchen with hidden walk-in pantry, high-end built in appliances, and beautifully appointed bathrooms. The 1 bed 1 bath guest/pool house was also completely remodeled with the same level finishes. Lush mature landscaping creates a private oasis surrounding the residence which features a courtyard with covered outdoor living spaces and a newly resurfaced pool with fountain. This home also offers a rear side-entry oversized 2 car garage and circular drive. This property enjoys a prime location, near shopping, dining and close to downtown Winter Park! Don't miss seeing this uniquely beautiful home designed by Sant'Anna Associates, santannadesign.com

115 Hollie Court, Maitland

$6,000,000

4 Beds ⋅ 6 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Truly magnificent estate on Lake Maitland — part of the Chain of Lakes with 100 feet of water frontage. Tastefully designed interior with over 6,400 square feet of living space, four bedrooms, five-and-a-half baths, a bonus room, a home office, a kitchen, and a wine cellar. Elegant formal living room with fireplace and formal dining room. Spacious gourmet kitchen comes with Sub-Zero appliances, gas range, granite countertops, access to the back patio, and water views. The formal dining area is just off the living room, which features a beautiful fireplace and built-in cabinetry. Beautiful travertine flooring, vaulted ceilings, crown molding, and custom built-ins. The most spectacular view of the lake was assigned to the primary suite upstairs. The home office or additional bedroom connects to the primary suite for added convenience for working or infant care. Three additional bedrooms with en-suites and plenty of closet space are upstairs. Private backyard, screened-in patio, gorgeous swimming pool, and a hot tub — all overlooking the lake. Meticulous landscaping where every inch is accounted for. Elegant details, natural stone flooring, 12-foot wood-beamed ceilings, and recessed lighting throughout. Three-car garage and a private gate for extra privacy. Home includes a covered boat dock with a lift. New roof, AC units, and copper gutters. Enjoy lake living on the Winter Park Chain of Lakes with amazing sunrise and sunset views.

119 Whitecaps Circle, Maitland

$1,050,000

5 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

New Price!! New Exterior Paint!! Welcome to this beautiful traditional/transitional home that has warm and inviting spaces with upgraded designer touches througout. The open concept floor plan features soaring 13-foot ceilings and great natural lighting. This home has undergone extensive updates while sparing no expense that is reflected in the stunning appointments throughout. Entering the home, you will be embraced by the stately open foyer, living room with great views of the sparkling pool and lushly landscaped backyard, along with the dining /great room area that has tray ceilings and distinguished wainscoting and crown moldings. The chef’s kitchen boasts quartz counter tops and new appliances that include stainless-steel refrigerator, double oven, cook top, microwave and quiet touch dishwasher. This beautiful kitchen connects seamlessly with the large yet cozy family room with gas fireplace, desk, built in shelves, and glass doors that lead to an oversized covered lanai perfect for entertianing overlooking the heated pool and spa. The primary retreat wing of the house has a separate study or nursery room with large closet and also offers tranquil views of the backyard oasis. The spa like bathroom comes with porcelain tile floors, a free-standing garden tub, separate walk-in shower, walk-in closet, two separate vanities with quartz counter tops, and private lavatory. Heading upstairs you will find the oversized bonus room (27 x 22) that provides plenty of room for all your needs and comes with a full bath that features a tub and shower combo and additonal storage closet. The 3 car garage has ample space for cars and toys, and very large/ oversized corner lot which can be fenced is perfect for pets or children to play in! Other notable upgrades include new pool heater, fresh interior paint, light fixtures and child safety pool fence. Maitland Club is a highly sought after guard gated subdivision that provides community tennis court and playground and is conveniently located near great dining, shopping, medical offices with easy I-4 access.

858 Creston Drive, Maitland

$4,075,000

4 Beds ⋅ 7 Baths ⋅ Lake Maitland Manor SubDv. ⋅ 32751 Zip Code

Embrace the epitome of luxury living with this extraordinary lakefront estate located in the heart of Maitland, where endless possibilities await. This expansive custom-built residence, spanning nearly 6,000 square feet, presents the rarest of opportunities. Whether you envision moving right in, updating the existing custom residence, or building anew on this coveted 2-acre high-and-dry lakefront lot, the potential is limitless. The maturely landscaped driveway meanders to a circular paver roundabout leading you to the custom leaded glass entry doors. The foyer makes way to the expansive light filled formal living room boasting high ceilings, a wall of windows, a gas fireplace, and spectacular views of the lush backyard rolling gently down to unobstructed views of Lake Maitland. The chef’s kitchen, equipped with custom cabinetry, a stunning copper stove hood, double ovens, and spacious countertops, makes way to the open glass breakfast nook inviting you to create a culinary haven tailored to your every desire. Adjacent to the kitchen, lies the formal dining room, complete with slate tile and majestic front garden vistas! The first-floor primary bedroom, with its panoramic water views, dual walk-in closets, and spa-inspired bathroom, presents an opportunity to enjoy a luxurious retreat that exceeds your expectations. Just outside the primary bedroom is a stately office with custom wood paneling, a morning bar, and two-story bookshelves complete with a sliding ladder and French doors that lead to the covered porch with stunning lake views. Downstairs, two additional bedrooms and a Jack and Jill bathroom offers ample space for family and guests, while the upstairs in-law suite, complete with a private balcony overlooking the lake provides a spacious family room area, and full kitchenette, making it the perfect retreat for your most coveted guests, they'll never want to leave their very own sanctuary! The media and game room is second to none boasting an oversized wet bar with counter seating, an additional full bath and a generous closet behind hidden glass doors. The oversized 4-car garage with a spacious storage room ensures that your vehicle and hobby needs will all be met. The nearby oversized laundry area and mudroom, complete with an additional full bathroom is beyond practical. Relish in early morning sunrises and daily duck visits from your massive screened-in rear patio, and private composite dock with a covered boat lift assures you appreciate the extraordinary views of Dog Island, Isle of Sicily, and the Winter Park Racquet Club. The original regulation-size tennis court, partly shaded by an abundance of Florida citrus trees, has the potential for pickleball courts, basketball or multi-sports court, offering a blank slate for creating your ultimate recreational space. Situated walking distance from famed Luke's Kitchen and Bar, Antonio’s, and other fine restaurants, and with Winter Park’s--Park Avenue Boutiques and restaurants only 2.5 miles away, this extraordinary lakefront estate presents a once-in-a-lifetime opportunity to build or update your dream home in one of Central Florida’s most sought-after locations. Seize this chance to make your mark on luxury waterfront living and create a legacy that will endure for generations to come!

580 Manor Road, Maitland

$1,010,000

5 Beds ⋅ 4 Baths ⋅ Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code

Rare find in Dommerich Estates with your very own detached guest house for all relatives and friends who come visit you! Welcome to 1020 Tuckaseegee Trail where your mailman still delivers the mail on foot to your doorstep. Tucked away in the back of sought-after Dommerich Estates. You are footsteps away from the boardwalk to Maitland Community park and to the neighborhood boat ramp. Launch your boat or kayak at Lake Minnehaha and tour the Chain of Lakes. You will be walking distance to school and the baseball fields that will have you feeling like you are living in The Sandlot days. This home was completely renovated in 2018. 2,114 sq ft in the main home with 4 bedrooms and 3 baths. The inviting kitchen is open concept with a large island and wood-burning fireplace perfect for entertaining your guests. All new duct work in 2020 and electrical was updated in 2019. Two sets of French doors lead you to the back lanai and a heated pool with a spa. Large spacious backyard with a fire pit and garden bed. Overlooking the pool is a brand new 489 sq ft detached guest home that overlooks the pool and was built in February 2023 with all you need for your in-laws or out of town guests. There is a private entrance and driveway for the guest home. Whole home water filtration system and whole home generator with 2 propane tanks. You can swim year-round with a pool heater purchased in 2020. Large oversized corner lot with the perfect view to catch the sunsets from your front porch. Come see for yourself and fall in love with Dommerich Estates. There are countless events that happen right outside your door including neighborhood 5ks, a massive Halloween celebration, neighborhood gatherings at the lake lot, Farmer’s markets, and First Fridays in downtown Maitland just to name a few. Take a quick bike ride to the SunRail station where you can hop on the train to Park Ave. in Winter Park or catch a Magic game in downtown Orlando. Top rated schools- Dommerich Elementary, Maitland Middle, and Winter Park High. So much to offer and ready for a new owner!

1020 Tuckaseegee Trail, Maitland

32751 Zip Code Real Estate & Homes - Above $1 Million

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