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$969,000
4 Beds 3 Baths Druid Isle SubDv. 32751 Zip Code
Welcome to your private lakefront retreat on one of Maitland's most coveted streets—Druid Isle. Tucked away on a quiet peninsula surrounded by water on every side, this exclusive one-way-in, one-way-out street offers an unmatched sense of privacy and tranquility. Situated at the end of the cul-de-sac, this beautifully updated 4-bedroom, 3-bathroom pool home combines modern finishes with an incredible waterfront lifestyle. Inside, you'll find a bright, open floor plan featuring brand-new luxury vinyl flooring throughout, fresh interior paint, and thoughtfully updated spaces designed for both everyday living and entertaining. Every detail has been carefully refreshed, making this home completely move-in ready. Step outside to your own private oasis where a sparkling pool overlooks the water, creating the perfect setting for relaxing or hosting family and friends. The exterior has been transformed with all-new professional landscaping, a brand-new paver driveway, and a newly paved walkway leading to a dedicated fire pit area—an ideal place to gather and enjoy breathtaking sunsets over the lake. Whether you're looking for peaceful waterfront living, exceptional privacy, or a home that's been completely updated from top to bottom, this Druid Isle gem offers a rare opportunity to own one of Maitland's most desirable lakefront properties. Experience the beauty, serenity, and lifestyle that only Druid Isle can provide. ROOF - 2017 HOT WATER HEATER - 2026 AC - 2012 PLUMBING - Updated 2018 ELECTRICAL - Updated 2018

1301 Druid Isle Road, Maitland

$825,000
4 Beds 2 Baths Dommerich Estates 2nd Add SubDv. 32751 Zip Code
Under contract-accepting backup offers. Beautifully updated pool home in the highly sought-after Dommerich Estates! This spacious 4 bedroom, 2 bath residence offers 2,061 square feet of thoughtfully designed living space and located one block from deeded lake access to the Winter Park Chain of Lakes. The lake lot includes a boat ramp, pier for relaxing or fishing and a storage rack for kayaks and canoes! Recent updates include a New Roof (2026), New HVAC system (2026), Water Heater (2022), Newly updated bathrooms, New interior doors, frames and baseboards, beautiful luxury vinyl plank flooring, New gutters, New pool screen enclosure and updated landscaping! The versatile floor plan includes formal living and dining areas, along with a generous family room complete with custom built-in shelving and picturesque views of the sparkling pool. French doors open to a screened lanai with a private pool, heated spa, and outdoor shower, perfect for relaxing or entertaining year-round. The stunning kitchen is a true centerpiece, featuring quartzite countertops, a farmhouse sink, marble backsplash, GE profile stainless steel appliances, and abundant cabinetry for exceptional storage. The oversized laundry room includes a washer, dryer, extra refrigerator, and even more storage. The split-bedroom layout provides added privacy. The primary bedroom is complete with an updated ensuite bath with a stunning glassed shower with designer tile. The guest bedrooms share an updated bath with dual sinks and tub with stunning tile. The 4th bedroom is ideal for a home office with built in cabinetry. Gorgeous light fixtures and windows adorned with wooden shutters add to the beauty of the home. Ideally located a few blocks to top-rated Dommerich Elementary and Maitland Middle School, as well as Maitland Community Park, where you'll enjoy tennis courts, basketball courts, playgrounds, and scenic walking and jogging trails. This exceptional home combines an unbeatable location, outstanding updates, and access to one of Central Florida's most desirable neighborhoods.

1633 Choctaw Trail, 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

$970,000
4 Beds 3 Baths Dommerich Estates 3rd Add Maitland SubDv. 32751 Zip Code
Beautifully updated four-bedroom, 2.5-bath home in the heart of Dommerich Estates, one of Maitland’s loved neighborhoods known for its top-rated schools, tree-lined streets and access to the Winter Park Chain of Lakes. Just steps from the neighborhood lake lot and nearby Maitland Community Park, this home offers over 2,300 square feet with warm wood flooring, crisp light walls and thoughtful designer updates throughout. Formal living and dining spaces flow into an open kitchen and gathering area, with large sliding doors leading to the backyard for effortless indoor-outdoor entertaining. The kitchen features custom 42-inch cabinetry, quartz countertops, stainless steel appliances, peninsula seating and generous pantry and laundry space. The living room centers around a charming brick, wood-burning fireplace with expansive backyard views. Outside, enjoy a screened porch, a PebbleTec pool, a paver deck and additional green space perfect for relaxing or entertaining. The spacious primary suite includes double vanities, a walk-in shower and ample closet space. Major updates include a roof (2022), Trane XV19 variable-speed HVAC (2024), updated kitchen finishes (2022), a Pentair pool heater, a new pool pump, a Jandy iAquaLink automation system, recessed lighting, a Google Nest doorbell and Lutron Caseta smart home controls. Enjoy close proximity to Dommerich Elementary and Maitland Middle, zoned for Winter Park High, plus easy access to parks, Lake Lily, the Enzian Theater, restaurants and more.

1851 Huron Trail, 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

$769,000
4 Beds 2 Baths Maitland Isle SubDv. 32751 Zip Code
Welcome to an exceptional residence in the Maitland Isle subdivision, where timeless elegance meets modern comfort. This beautifully updated four-bedroom, two-bath home spans 2,413 square feet and offers exclusive private lake access to Lake Maitland on the prestigious Winter Park Chain of Lakes. Designed for refined living and effortless entertaining, the home features a thoughtfully curated interior with upgraded finishes, including laminate flooring, enhanced baseboards, wet bar in family room and a seamless, light-filled layout. The kitchen, enhanced with quality wood cabinetry, flows seamlessly into the main living areas, while generously sized split bedroom plan provides flexibility for family, guests or a home office. A comprehensive list of upgrades reflects pride of ownership such as a newer roof (2020), resurfaced pool (2020), advanced air-conditioning system with Enviracare Elite air purification (2019), updated electrical panels (2012), replumbing (2006) and a water heater (2022). More recent enhancements include full interior and exterior painting (2025), a newly installed wooden fence and a serviced sprinkler system with a new impeller (2026). Outdoors, enjoy a private retreat with a sparkling pool and covered deck with an outdoor entertainment area, ideal for year-round Florida living. Residents of Maitland Isle benefit from exclusive access to Lake Maitland, offering a rare opportunity for boating and waterfront recreation within one of Central Florida’s desirable communities. Ideally in a top-rated school district and just a short distance to the charm of downtown Maitland, this home delivers a lifestyle of convenience, prestige and tranquility. A rare offering where location, quality and lifestyle converge.

101 Mariner Way, Maitland

$299,000
2 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.

1000 Winderley Place Unit 239, Maitland

$329,900
3 Beds 3 Baths Villas Lake Destiny SubDv. 32751 Zip Code
Under contract-accepting backup offers. Back on the market through no fault of the property. Recently appraised at $340,000 and inspections were completed without issue. A great opportunity for a qualified buyer seeking a smooth transaction and quick closing. Tucked into one of Maitland's most coveted lakefront enclaves, this beautifully updated townhome sits within a quietly maintained, tree-lined setting with direct access to Lake Destiny, a private community boat ramp, resort-style pool, and tennis courts, all just minutes from I-4, the 414, RDV Sportsplex, and the dining and shopping corridors of Maitland Center. First impressions set a private and secluded tone with a wrought-iron gated courtyard leads to a covered entry porch before you reach the front door. Inside, soaring vaulted ceilings and a dramatic arched transom window above the sliding glass doors flood the main level with natural light, creating an airy, open feel that far exceeds the square footage on paper. Wide-plank tile flooring runs throughout the main living areas, connecting the open living and dining spaces to a thoughtfully updated kitchen featuring white shaker cabinetry with crown accents, solid stone countertops, stainless steel appliances including a French door refrigerator and built-in microwave, pendant lighting above the breakfast bar peninsula, and a subway tile backsplash. The sliding doors open directly to a private screened patio framed by mature landscaping, creating the kind of indoor-outdoor flow that defines Florida living at its best. Upstairs, three generously sized bedrooms each offer ceiling fans, ample closet space, and brand new carpet and paint. The primary suite stands out with a 26ft footprint, two closets including a walk-in, and an ensuite bath featuring dual vanities, a full-wall vanity mirror, and a walk-in shower. Two additional bedrooms and a full bath complete the upper level, with the layout providing genuine separation and privacy between spaces. Back on the main floor, a versatile 9x9 bonus room with indoor laundry handles the day-to-day, and the full-size washer and dryer convey. The big-ticket items are handled: 30-year tile roof replaced in 2023, HVAC installed in 2020, and brushed nickel fixtures updated throughout. The one-car garage with additional driveway parking and the gated courtyard entry give this unit a sense of privacy and security rare in townhome living. Whether you are looking for a low-maintenance primary residence, a lock-and-leave second home, or a smart investment in a well-managed community with real amenities and a lakefront address, this one makes an easy case.

1010 Winderley Place Unit 127, Maitland

$599,000
2 Beds 2 Baths West Cove Condo SubDv. 32751 Zip Code
TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views. The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland. This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services. This property may be under audio/visual surveillance.

1100 S Orlando Avenue Unit 306, Maitland

$324,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.

1000 S Orlando Avenue Unit B25, Maitland

$988,000
4 Beds 3 Baths Wellington SubDv. 32751 Zip Code
Welcome to this stunning home in Maitland, located at 1817 Braeloch Ct. A welcoming foyer opens to elegant formal living and dining rooms featuring gorgeous fixtures, plantation shutters throughout, 5½-inch baseboards, and beautiful manufactured wood flooring. Vaulted ceilings and skylights fill the home with natural light, while a cozy wood-burning fireplace and stylish wet bar create the perfect setting for entertaining. The completely renovated kitchen by Braden Kitchens offers abundant cabinetry and storage, with even more storage available in the spacious laundry room. The luxurious primary suite has been fully updated and features a beautifully redone bathroom and a custom built-in closet system. Step outside to a private screened pool and an impressive redesigned porch with pavers, vaulted ceilings, and skylights—perfect for relaxing or hosting guests. The home also includes a convenient half bath, two additional bedrooms with walk-in closets, a second bathroom that serves as a pool bath with a shower and linen closet, and a third bedroom with French doors leading directly to the pool area. Additional highlights include a central vacuum system, an oversized two-car garage, a shingle roof installed in 2021, A/C (2018), and a newer water heater for peace of mind. Residents also enjoy HOA community access to a private boat ramp and dock on the lake, which features a private skiing and slalom course. Boat storage at the private dock may also be available for an additional $100 per year, offering even more convenience for enjoying the Florida waterfront lifestyle.

1817 Braeloch Court, Maitland

$885,000
4 Beds 3 Baths Dommerich Estates 1st Add SubDv. 32751 Zip Code
Welcome to your dream home! This beautifully updated 4-bedroom, 3 bath residence is in one of the area's most desirable neighborhoods. Enjoy a perfect blend of comfort, style, and functionality, complete with modern renovations and exceptional outdoor living spaces. This corner lot home with multiple picturesque windows provides an abundance of natural light! Generously sized bedrooms provide ample space for family, guests, or a home office and include 2 master suites, both with 2 closets. Enjoy cooking and entertaining in the stunning, updated kitchen featuring modern appliances, sleek countertops, and plenty of storage. Luxury vinyl flooring throughout but still the charm of original wood floors in 3 of the bedrooms. Step outside to your own backyard oasis with a sparkling pool with a waterfall feature and paver patio, perfect for relaxing or hosting gatherings. Eco-friendly and convenient, the property includes an electric vehicle charging station. Tucked away yet ready in a moment’s notice is space for your boat, camper, or recreational vehicles. The attached one car garage offers secure storage for tools, bikes, toys, golf cart, hobbies or projects. You are just steps from the neighborhood lake lot where members can enjoy incredible sunsets, fishing, or launch your watercraft and enjoy a day on the lake. Dommerich Estates has a strong sense of community and was designed and built around A rated schools so walking and biking to school is safe and easy. The City of Maitland, despite its close proximity to Orlando, is vibrant with a small-town feel providing events designed to foster connections among residents with walkable neighborhoods, multiple parks and downtown street parties and concerts!

535 Pawnee Trail, Maitland

$504,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
LAKEFRONT PARADISE ON LAKE MAITLAND AND THE WINTER PARK CHAIN OF LAKES. Cue the Jimmy Buffett music as you arrive home to your own serene tropical lakefront paradise here at The Moorings on Lake Maitland. The pace feels a bit more relaxed here on the water! This beautiful, move-in ready FULL lakefront condo is located on the third floor of building 3 which is closest to the water. Imagine every day feeling like a tropical vacation in this coveted community with no outside maintenance for you to tend to. Step onto the elevator and effortlessly arrive at your front door. Step inside to find breathtaking panoramic views of sparkling Lake Maitland through oversized glass doors leading to your own private balcony. Enjoy lake views from every single room, even from both bathtubs! Start your mornings with quiet reflections on your peaceful balcony with the soothing sounds of nature and the lake waters gently lapping on the shoreline. Wind down your evenings visiting with friends on the community lawn or expansive dock under painted skies with cool lake breezes. Launch a kayak from the community dock and explore the wonders and natural beauty found throughout the coveted Chain of Lakes. Have your own boat? Newly renovated Fort Maitland Park is next door with day parking and a convenient boat launch. And from time to time, it’s possible that a private boat slip at The Moorings could come available for private purchase or lease. The spacious interior of this condo offers a pleasing neutral color palette with luxury vinyl wood flooring in the living area and primary suite. Attractive oversized tile graces the foyer, kitchen, dining alcove, bathrooms, and balcony. The current décor leans into a vintage Florida tropical vibe allowing you to easily envision the vacation-every-day-feeling! The spacious foyer includes a walk-in storage closet. The well-appointed kitchen is outfitted with custom wood cabinetry, gorgeous granite counters, stainless appliances, a closet pantry in the hall, and glorious water views from the large pass-through opening with breakfast bar. Dine with friends surrounded by water views from the dinette, from the main dining area (currently used as additional living area), or from your balcony. No worries about lugging laundry to a community space--enjoy a double door laundry closet. The combo living dining area is currently set up as all living space providing wonderful entertaining and lounging opportunities. Wake up every morning to serene water views in this private primary suite with double windows for unobstructed views and French door access to the balcony. The beautiful en-suite has a granite dual sink vanity, walk-in closet, and a garden soaking tub and shower with water views as well! Imagine the relaxing baths you could have here! BR two has cozy carpet and a double door closet with easy access to the hall bath with granite sink vanity and a tub/shower. This is a tranquil community with abundant privacy, but opportunities abound for connection if you’d like. The clubhouse has regular gatherings and events, and the recently refurbished pool and spa are ideal for total relaxation or for connecting with friends. Popular restaurants such as Luke’s, Antonio’s, and Athena’s are found just outside the community and a stone’s throw will land you at Enzian Theater with Eden Bar, the Maitland Art Center, all of the wonderful cultural venues and retail establishments of Winter Park and Orlando, and so much more. Welcome home!

206 Quayside Circle Unit 302, Maitland

$690,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes. Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy flooring throughout the main living areas and luxury statement lighting that elevates the space with warmth and style. The living room invites relaxation with a sleek electric fireplace and expansive glass sliders that open to an extra-large lanai overlooking Lake Maitland—an ideal setting for morning coffee, evening sunsets, or effortless entertaining. The state-of-the-art chef’s kitchen is a true showpiece, thoughtfully designed for both beauty and function. It includes modern quartz countertops, a smart refrigerator with TV, with AI vision that updates your shopping list, planning and interactive features, a wine refrigerator, new stainless steel appliances, a vented hood, cooktop with pot filler, Bosch dishwasher, and a double oven with convection microwave combination and convection oven—perfect for hosting and everyday luxury. A discreet pantry closet houses a stackable washer and dryer, seamlessly integrating convenience into the design. The primary suite is a tranquil retreat with stunning lake views and a custom walk-in closet system complete with jewelry drawer, laundry bins, and generous storage. The spa-inspired primary bath features dual quartz vanities, a frameless glass shower, and a luxurious rain shower head, while the high-end bidet toilet automatically opens upon entry for an added touch of modern indulgence. The guest suite is equally impressive, featuring a custom Murphy bed with integrated storage and desk, dresser, television, and elegant glass closet doors. The adjacent guest bath has been fully reimagined as a spa sanctuary with a jetted soaking tub, designer tile, a custom light-up mirror, and new quartz top vanity. Storage is abundant throughout the home, including a coat closet, a hidden hideaway closet concealed behind a custom bookcase, and thoughtfully designed built-ins that maximize space without sacrificing style. Residents of "The Moorings" enjoy exceptional community amenities, including a resort-style pool with spa and a clubhouse ideal for private parties and social gatherings. The community is impeccably maintained, featuring new exterior paint and seal, a newer roof, and beautifully maintained landscaping, reflecting true pride of ownership. Additional features include a security system, smart thermostat, newer AC, and newer appliances, offering peace of mind and energy efficiency. For outdoor enthusiasts, the community allows storage for kayaks and paddleboards, with boat slip #16 available for rent, providing direct access to the Chain of Lakes lifestyle. Ideally located near Lake Lily’s Farmers Market, popular restaurants, extensive shopping, bus routes, and with easy access to I-4, this home is also zoned for top-rated A+ schools—blending luxury, convenience, and lifestyle into one exceptional offering. This is more than a home—it’s a refined lakeside retreat where comfort, design, and location come together beautifully.

206 Quayside Circle Unit 103, Maitland

$815,000
4 Beds 3 Baths Lakewood Shores 1st Add SubDv. 32751 Zip Code
Welcome to 185 Birchwood Drive, a rare Maitland SKIABLE LAKEFRONT retreat offering the perfect combination of privacy, elevation, and effortless Florida luxury. Positioned high above the waterline with sweeping lake views, this property delivers true lake living without the typical flood insurance requirement. Inside, the home is bright and inviting with luxury vinyl plank flooring throughout and a functional layout designed for both everyday comfort and entertaining. The open-concept main living space is highlighted by vaulted ceilings and a dramatic wall of glass framing the water, flowing seamlessly into the kitchen with generous cabinetry, stainless appliances, and a large center island ideal for gathering. The home also features beautifully updated bathrooms, and a split floor plan that provides ideal separation for guests, a home office, or multi-generational living. Outdoors, enjoy a private waterfront oasis complete with a resort-style pool, expansive entertaining space, and fully fenced yard perfect for dogs, and a updated 2019 roof. And because the lake is private, you can enjoy boating without the hassle of registering your boat—a rare convenience for waterfront owners. Perfectly located near I-4 with express lane access, 17-92, and just minutes to Park Avenue / Winter Park, this home offers the lifestyle buyers want most: stunning views, privacy, convenience, and true lakefront enjoyment.

185 Birchwood Drive, Maitland

$735,000
3 Beds 3 Baths Minnehaha Shores SubDv. 32751 Zip Code
RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha AND the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers an oversized .34-acre homesite that is thoughtfully landscaped with rare tropical plants, rose gardens, and a peaceful front courtyard complete with a bubbling fountain. Ample driveway and garage space accommodate boat or vehicle storage, ideal for enjoying skiable Lake Minnehaha. Inside, this 3 bedroom, 2.5 bath home offers 2,249 square feet of living space in a split floorplan. A unique highlight of the floorplan is the dual primary suites, each with private access to the screened pool, making the home ideal for multi-generational living. Equally beautiful pool views are also visible from the kitchen, breakfast nook, and spacious family room. If you are staying inside, the family room features a large fireplace that creates a cozy focal point. Just off the family room is the remodeled kitchen that is both bright and functional with abundant cabinetry, granite counters, stainless steel appliances, breakfast bar seating, a built-in desk, and a breakfast nook with patio access. Beauty abounds from the patio with a resort-style screened pool, complete with decorative palms surrounding the pool. Steps from the pool begin the meandering gardens with colorful blooms. To aid the avid gardener is a covered and secure garden shed. With such an expansive homesite - more than 15,000 square feet - possibilities for adding a full workshop or even an Accessory Dwelling Unit/ADU could be explored. Adjacent to this estate is Minnehaha Park, a 7.5-acre City of Maitland park offering multiple tennis courts, pickleball courts, walking trails, picnic pavilions, and playgrounds. While the setting of this property is quiet and serene, the home is minutes from Winter Park shopping and dining; downtown Maitland and Maitland City Centre; I-4 access; and zoned Winter Park High School. Additional home updates include a full roof replacement and AC replacement in 2021, making move-in and insurance smooth and easy. Don't miss this chance to get Winter Park Chain of Lakes access for yourself at this exceptional price!

109 Minnehaha Circle, 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

$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

$625,000
4 Beds 3 Baths Minnehaha Shores SubDv. 32751 Zip Code
Welcome to this beautifully refined 4-bedroom, 3-bath POOL HOME in the highly sought-after Minnehaha Shores community of Maitland. Situated on a prominent corner lot with picturesque views of Minnehaha Park, this residence offers thoughtful enhancements, generous indoor–outdoor living, and exclusive neighborhood lake access to the Winter Park Chain of Lakes. Step inside to an airy, open layout filled with natural light, complemented by luxury vinyl plank flooring and plantation shutters throughout. The chef’s kitchen is the heart of the home, featuring granite countertops, subway tile backsplash, butcher-block accents, premium stainless steel appliances, and abundant cabinetry. The kitchen flows seamlessly into the dining and family rooms, ideal for daily living or effortless entertaining. A separate formal living room with pocket doors provides flexible space for work, relaxation, or hosting guests. Four well-appointed bedrooms provide comfort and versatility, including a spacious primary suite with a thoughtfully designed ensuite bath. The fourth bedroom can serve as a home office, guest room, or creative space. A rare dedicated pool bath adds convenience, and all bathrooms showcase modern tile work and stylish finishes. An indoor laundry/utility room enhances day-to-day functionality. Step outdoors to a quintessential Florida oasis with a sparkling private pool, expansive patio, and fully fenced green space, perfect for entertaining, quiet mornings, or recreation. Major improvements completed in 2013 include enhanced electrical and HVAC systems, providing peace of mind and long-term ease. Located at 10 Minnehaha Cir, Maitland, FL 32751, this home rests on a tranquil cul-de-sac surrounded by beautifully maintained homes and a friendly neighborhood atmosphere. Residents enjoy private lake access, a community boat ramp, and a dock—amenities rarely found at this price point. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, this location is among Central Florida’s most desirable. More than move-in ready, this home blends timeless character with modern comfort in one of Maitland’s premier neighborhoods. Every room has a story, every space invites possibility, and each day feels like the start of something special. The best journeys always lead home—and this one begins here.

10 Minnehaha 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

$899,000
4 Beds 3 Baths Maitland Isle SubDv. 32751 Zip Code
This beautifully updated residence, nestled on a desirable corner lot in the tranquil Maitland Isle Subdivision, offers nearly 2,900 square feet of refined living with four bedrooms and two and a half baths. The home enjoys private lake access to Lake Maitland on the Winter Park Chain of Lakes, combining natural beauty with everyday convenience. Designed with a split, open floor plan filled with abundant natural light, it showcases a completely renovated kitchen (2020) featuring a large island with granite countertops, wood cabinetry and stainless steel appliances. Upstairs, the spacious primary suite is a private retreat with its own balcony overlooking the pool and backyard, while the lushly landscaped grounds include mango, avocado and tangerine trees, creating a serene tropical escape. Recent updates elevate this home’s appeal, including new carpet (2025), a pool cleaner (2025), one A/C unit (2025), plantation shutters (2025), dishwasher (2025), new windows (2024), a car charger installation (2024), washing machine (2024) and attic insulation (2022). Additional enhancements include renovated baths, luxury vinyl plank flooring, updated exterior doors, outdoor fencing and energy-efficient solar panels (2018) that provide approximately $250 per month in electricity savings. The roof, pool equipment, and more have also been thoughtfully upgraded for peace of mind. Perfectly positioned within an excellent school district—Lake Sybelia Elementary, Maitland Middle and Winter Park High—this home is close to Maitland City Center, Park Avenue, and local dining, parks and recreation. Combining comfort, modern updates and an exceptional location, this Maitland Isle property is an outstanding opportunity in one of the area’s most sought-after neighborhoods.

121 Mariner Way, 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

$569,000
3 Beds 2 Baths Dommerich Estates 1st Add SubDv. 32751 Zip Code
***PRIVATE COMMUNITY BOAT RAMP with Access to the Maitland & Winter Park CHAIN-OF-LAKES!*** Don’t miss this opportunity to own this beautifully renovated 3-bedroom, 2-bath home in highly desirable DOMMERICH ESTATES. Enjoy the waterfront lifestyle just steps away from your front door offering a private community boat ramp, fishing pier, picnic tables, built-in grills, social events and endless sunset views from the shoreline of Lake Minneola. Just outside the community amenities you are sure to enjoy and explore the multiple resident parks with canopied tree walking/biking trails, playgrounds, tennis courts, lush gardens and so much more. As you step into the foyer, you’re welcomed by a bright, open-concept floor plan with a tranquil ambiance. Expansive NEW WINDOWS and SLIDING GLASS DOORS throughout the main living areas flood the home with natural light and offer stunning panoramic views. Seamless indoor/outdoor living is made easy with direct access to the private patio from both the dining room and Florida room—perfect for entertaining family and friends. The bedroom quarters are tucked away down a private hallway off the living room. Newly renovated bathroom features timeless white subway tile, a quartz countertop vanity, and an oversized storage closet of the hallway. The owner’s suite, located at the end of the hall, offers a peaceful retreat with a walk-in closet and private patio access through sliding glass doors—creating your own personal oasis. ***UPGRADES INCLUDE: New Roof & Gutters 2025, Water Heater 2025, Interior & Exterior Paint 2025, Updated Landscaping 2025, Windows & Doors 2025, Newly Renovated Kitchen with New Appliances, Underground Public Utilities and so much more!*** Come experience the active lifestyle and charm of one of Maitland’s most sought-after neighborhoods!

555 Arapaho Trail, 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

$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

$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

$323,000
3 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
RARE and RENOVATED 3-BED / 2-BATH FIRST FLOOR Condo in GATED SUNBAY CLUB! Convenient and easy access from parking directly in front of the dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Living and Dining Area flank your path to the 2025 RENOVATED KITCHEN with eating nook with separate pantry and interior laundry closets. <br><br> KITCHEN/LIVING/DINING: Remodel includes SLEEK WOOD CABINETRY, GRANITE countertops, matching STAINLESS LG APPLIANCE package, an under-mount sink with high neck chrome faucet and balcony access are luxury features that make this cooking area a joy for every meal’s preparation. A NEW sheik dining room CHANDLIER hangs above an eating space and the mirrored wall doubles the feel of the room. The wood burning fireplace topped with opposing mirrors, and a sliding door leading to your large private balcony sets a mood you’ll love settling into every evening. <br><br> ENTIRE DWELLING: LUXURY VINYL PLANK flooring runs throughout the condo making cleaning and maintenance a breeze. Owner’s suite shares access to the private balcony overlooking the POND with FOUNTAIN. Primary bath features upgraded DUAL SINK VANITY topped with granite and a shower with retro glass block wall. WHITE PLANTATION SHUTTERS adorn every window and sliding door for privacy and elegance. The home has been FRESHLY PAINTED in a calming palette will perfectly compliment your own taste of décor and furnishing. Ample guest-bedrooms flank a JACK’N’JILL guest bathroom with DUAL REACH-IN CLOSETS providing all the storage you’ll ever need! HVAC (2021) with UV LIGHT will provide peace of mind. <br><br> SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. CONDO FEE INCLUDES: CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Gated Entry, Exterior Maintenance (building/roof), Common-Areas, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep, Master Insurance Policy (buildings). Combined, these community services reduce your ownership costs tremendously!!<br><br> LOCATION: Access within minutes World-Class “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME !!

1000 Winderley Place Unit 140, 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

$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

$267,500
2 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
RARE and RENOVATED 2-BED / 2-BATH Condo in GATED SUNBAY CLUB! Fall in love with the secluded placement of this remodeled condominium with its own staircase leading to a dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Volume ceilings, two large transom windows, open floorplan adjoining the living room, dining room and kitchen make this the most functional floorplan in the entire community. <br><br> DINING/LIVING: Remodel includes granite countertops, hardwood cabinetry with crown detailing, an under-mount sink, built-in trash receptacle and large window make this cooking area a joy for every meal’s preparation. A dining room large window creates an eating space where every meal will feel like a five-star experience. A wood burning fireplace flanked by built-in shelving, and a sliding door leading to your large private balcony sets a mood you’ll love settling into every evening. <br><br> ENTIRE DWELLING: Owner’s suite shares access to the private balcony. Additional upgrades include two renovated bathrooms, upgraded storage in owner’s walk-in closet, gorgeous shower with glass door and glass block wall. The entire home has been freshly carpeted and painted in a neutral palette will perfectly compliment your own taste of décor and furnishing. Ample guest-bedroom with dual reach-in closet provides all the storage you’ll ever need! HVAC (2023), WATER HEATER (2017) provide peace of mind. <br><br> SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. CONDO FEE INCLUDES: CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Gated Entry, Exterior Maintenance (building/roof), Common-Areas, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep, Master Insurance Policy (buildings). Combined, these community services reduce your ownership costs tremendously!!<br><br> LOCATION: Access within minutes World-Class “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME !!

1000 Winderley Place Unit 237, Maitland

$387,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
Sunny and bright 5th floor condo in the coveted Moorings on Lake Maitland is now available! With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an elegant, recently remodeled en suite bath featuring a walk in rain shower and custom vanity. Wood floors and a roomy walk in closet completes the suite. A secondary bedroom also has its own updated bath for plenty of privacy for your guests. A spacious and welcoming great room has a view of Lake Maitland from the tree tops. Open to the kitchen, the great room has plenty of room for both a living and dining room. One of the best features of this condo is the expansive lanai to sit and read, entertain or simply relax. Additional recent additions and updates include sunny new windows, a new stove and microwave. The association recently installed a new roof as well in 2023. The washer and dryer are conveniently tucked in the unit. This condo also includes a large storage closet in the hall across from the unit for all the extras! The Moorings is one of the favorite condo developments in the area with beautiful landscaped grounds and direct access to Lake Maitland with 150 feet of waterfront, an easy access walking path, a large dock and boat slips. A recently renovated, community pool adds to the luxury of Florida living. The Moorings is directly across from Lake Lily and a quick walk to many delicious Maitland restaurants. Stroll over to Lake Lily for the Maitland Art Festival, the Maitland library and Sundays at the Farmer’s Market. In addition, Winter Park is just 10 minutes away with golfing, shopping and dining on Park Ave. Some furniture is available for purchase as well. Cats only on upper floors. Move in ready for a quick close! This peaceful, private and serene condo is just what you are looking for! Please schedule your appointment today!

206 Quayside Circle Unit 504, 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

$315,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
Welcome to Maitland Harbour, a hidden gem where timeless Mid-Century Modern design meets the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, this boutique condominium was built in 1964 and embodies the unique Central Florida Mid-Century Modern architectural style. Inspired by a cruise ship, its design features wraparound balconies, sleek lines, and a seamless connection between nature and community. This ground-floor, two-bedroom, two-bath condo offers a rare opportunity to experience tranquil waterfront living with stunning views of Lake Maitland and the heated lakeside pool. Inside, beautiful hardwood flooring flows throughout, enhancing the warmth and character of this inviting home. The open kitchen seamlessly connects to the living area, creating a bright and welcoming atmosphere, while the screened rear porch invites you to unwind and soak in the breathtaking sunrises, moonrises, and swaying palms. Step outside your door to enjoy lakefront amenities, including boat docks, fishing piers, and picnic areas. Watch kayakers glide across the water, feed the turtles from the dock, or host a cookout by the pool with serene lake views as your backdrop. Mail and packages are delivered directly to your unit, adding to the convenience of this well-maintained community. Beyond the beauty of its setting, Maitland Harbour offers an unbeatable location. Walk across the street to Lake Lily Parkfor peaceful strolls, art festivals, fireworks, and the Sunday farmers market. Stroll to local restaurants or the Enzian Theater, home of the Florida Film Festival, and enjoy an evening at Eden Bar under the stars. With easy access to Winter Park, I-4, shopping, and dining, this condo is more than just a home—it’s a lifestyle of elegance, history, and waterfront charm. Community Features: ? Heated lakefront pool ? Boat dock & slips for residents ? Fishing pier & kayak access ? Community room ? Internet + basic cable + water + trash included ? 1 assigned covered carport space Experience the magic of lakefront living in a Mid-Century Modern treasure—schedule your private showing today!

1000 S Orlando Avenue Unit 5, 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

$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

$407,000
3 Beds 2 Baths Sun Bay Club SubDv. 32751 Zip Code
LAKEFRONT 3-BED / 2-BATH / 2-CAR GARAGE Condo in GATED COMMUNITY of SUNBAY CLUB! This condominium is by far the finest in the entire Sun Bay Community and feels/functions more like a townhouse: SINGLE-STORY / END-UNIT FLOORPLAN with volume ceilings and only one attached neighbor! The home’s layout offers PRISTINE VIEWS of LAKE DESTINY, a private 29-acre lake, from the living areas, owner’s suite and screen/covered porch. HOME HAS BEEN FULLY-RENOVATED with the finest choices possible.<br><br> THE KITCHEN: Re-envisioned as a smart open-plan remodel with a large center island, built-in pantry, recessed refrigerator & microwave and a coffee-bar / butler’s station with cushioned seating/bench storage. TIMELESS & BEAUTIFUL LEVEL-II GRANITE exceeds your highest expectation. Upgraded cabinetry, shiplap detailing, crown molding, stainless steel apron sink, modern hardware and matching slate-finish LG appliance package.<br><br> ENTIRE DWELLING: Neutral & modern laminate flooring reaches every corner of the home (no "transition strips” between rooms!). Every window includes remote-operated SOMFY SMART SHADE window coverings throughout the entire home, controlled with the touch of a button! Stone accent walls in the living & dining areas create a perfectly intimate mood, day or night. Vaulted ceilings with 7 skylights fill the home with beautiful daylight (NEW-2024). Corner set fireplace with stone and shiplap detailing. Large owner’s suite connects to screened & covered patio all with peaceful LAKE VIEWS. Extensive renovations continue in the owner’s bath, guest bath, dedicated laundry area, and brick paved entry walk. HIGH-END UPGRADES INCLUDE: lighting, ceiling fans, door hardware, 5¼” baseboards, outlets & rocker panel switches all which make this modern & immaculate home your MOVE-IN READY choice.<br><br> SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. Monthly condo fee includes CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Exterior Maintenance (building/roof), Common-Area/Gate, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep. Combined, these community services reduce your ownership costs tremendously!!<br><br> LOCATION: Access within minutes Worldclass “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME!

1000 Winderley Place Unit 152, 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

$312,000
2 Beds 2 Baths Sun Bay Club Condo SubDv. 32751 Zip Code
Totally updated gorgeous condo. Once inside you will see a designer inspired beautiful home! This light and bright home is ready to move into with too many upgrades to list. The Kitchen is a gourmet's delight featuring 42-inch cabinets, a center island, built in oven, built in cook top and stone counters. Don't worry when you entertain as this kitchen opens up to the dining and family room, making it perfect for entertaining. The family room features a vaulted ceiling, a wood burning fireplace, wood floors and plenty of light! The enclosed patio gives you even more space for entertaining and has a beautiful view of the fountain and water. The guest bedroom (currently being used as a den) Is large and spacious featuring a large closet as well. The adjoining guest bath is totally updated in beautiful neutral colors. The primary bedroom is just off from the family room and is large and spacious. Once you enter into the primary ensuite you will feel as though you have walked into a spa. Double vanities and the Shower has got to be seen to be believed Imagine a large walk-in shower with a skylight? You may never want to leave the peace and tranquility of this ensuite bath. A very large walk-in closet will give you plenty of space. Sun Bay club located in the heart of Maitland and has got to be one of the best kept secrets in Maitland. The HOA fee includes all the exterior maintenance, roof, common areas, pool, cable as well as high speed internet and wi-fi. Conveniently located near Maitland Center, I-4, the 414 and is close to medical, shopping, restaurants and much more. Make your appointment today to see this gorgeous home!

1000 Winderley Place Unit 241, Maitland

$475,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
Stunning multi-million $$$ lake front property. Maitland Harbour is a tiny, private 38-unit resort style community nestled on Lake Maitland with the best views and breezes on the entire lake. This 1st floor end-unit is lake front & may be the last one of the six end-units to be for sale for a long time to come. Don't miss out! A gorgeous home, tastefully decorated with elegant southern charm. Upgrades include: "real" hardwood floors, custom cabinetry, granite counters, crown molding, beautiful paint colors, fabulous fixtures & window treatments, rounded walls, newer windows/sliding door, & updated bathrooms. Private back patio deck surrounded by lush tropical landscaping mixed with swaying oak trees, and the gentle breeze of the lake! Enjoy your screened front porch with pool & lake views. Watch the sun & moon rise from inside/outside your home. Maitland Harbour features a lovely courtyard, pool, kayak racks, multiple boat slips and a boat dock with benches, plus covered parking. New roof, milestone inspection and structural integrity reserve study completed. Located next to historic Fort Maitland Park, across from Lake Lily, the heart of Maitland's Culture Corridor with festivals, farmers market, & fireworks. Walk to Enzian’s Florida Film Festival & local restaurants. Only minutes to Park Avenue shopping, restaurants, museums, farmers market, hometown holiday parades, Rollins College and the famous Winter Park art festival. Some light fixtures do not convey.

1000 S Orlando Avenue Unit 6, Maitland

$735,000
3 Beds 2 Baths Hollieanna Shores 1st Add SubDv. 32751 Zip Code
Tucked back in the quiet and highly sought-after Hollieanna Shores neighborhood surrounded by multi-million dollar homes, 113 Whitecaps Circle is the one you’ve been waiting for. The meticulously maintained curb appeal of this single-story 3 bedroom, 2 bath home just steps from Lake Maitland will draw you in the minute you approach. The updated wood columns and freshly painted front porch give the house a fresh feel to match the ranch style of the exterior. Walking through the front door gives an immediate sense of familiarity, with the rich terrazzo floors that were recently refinished reflecting the abundant natural light from numerous large windows throughout the living area. The kitchen has a bright feel with white cabinets and quartz countertops, stainless steel appliances - including a new induction oven with convection/air fry features - and room for an eat-in dinette table. The three bedrooms are adequately sized, each with its own closet and tons of natural light. The Florida room serves as a great flex space, currently used as a playroom but with the potential to be used in many other capacities. It also has access to the screened-in patio leading out to the rear of the house where you will find the resurfaced pool, a recently constructed area for a firepit and three fully irrigated raised garden beds that boast tons of established vegetables and herbs. The beautifully landscaped back yard will become your oasis, bursting with a plethora of native Florida-conscious species that attract all kinds of different wildlife. As if the home itself wasn’t enough to convince you, the location of the neighborhood can’t be beat. Hollieanna Shores is one of the only neighborhoods with deeded access to a private boat ramp on Lake Maitland where you can launch small watercrafts, kayaks, paddleboards, etc. and watch the renowned fireworks shows put on annually by the Winter Park Racquet Club. There is also a quiet cul-de-sac directly behind the property. The city of Maitland is exploding with restaurants and other trendy establishments, and all local thoroughfares are just minutes down the road. The Dommerich, Maitland, Winter Park school district is just the cherry on top. Opportunities like this one don’t come around every day, so don’t wait to take advantage of this one!

113 Whitecaps Circle, Maitland

$675,000
4 Beds 3 Baths Floridahaven 1st Add SubDv. 32751 Zip Code
Winter Park is right next door. This location is the BEST of both worlds! Looking for a Micro Ranch? This fits the bill. Plenty of land for your garden, chickens, and pool if you want. Be the architect of your dream yard that will provide all that is needed for you to survive any economy. Don’t miss this updated 4/3 + office with dual masters or mother-in-law suite, originally built for Reverend Woody, located on almost an acre corner lot. You can see beautiful Lake Seminary across the street from the huge family room window. The new custom kitchen features beautiful light cabinets with quartz countertops, new Whirlpool appliances including a separate beverage cooler, huge island, and detailed moldings. The owner's bedroom wing boasts a sitting room and a huge closet with custom built-ins. This home has been meticulously maintained with a new roof (2016), plumbing, A/C, electrical panel, and Anderson double-pane windows. New over capacity septic system, and whole house water filtration system. The open floor plan is an entertainer's dream, complemented by full-house wood-look plank tile flooring. Additionally, there's a fifth room off the open great room that is currently used as an office. The .91-acre yard is a family oasis front and back. Expansive front yard beckons a family to play tag, soccer, or croque! Walk out the back sliders and face beautiful trees, fenced in yard, and Bar-B-Que patio. There is room for a pool. Purchase of this property includes deeded access to skiable Lake Seminary !and use of the recreational area. This lake is the deemed to be the most pristine in central Florida! Plus, there's a commercial grade Scag zero turn riding mower in the garage that's negotiable, so if your significant other doesn’t think you're sexy, maybe they'll think your tractor is.

245 Lake Seminary Circle, Maitland

$799,000
3 Beds 3 Baths Maitland Isle SubDv. 32751 Zip Code
Price improvement by $51,000. Motivated seller. In the Maitland Isle subdivision, this exquisite 2,718-square-foot residence offers the epitome of luxury living with access to Lake Maitland on the Winter Park Chain of Lakes. Renovated to perfection, this stunning home boasts a spacious layout featuring three generously sized bedrooms, including a large primary bedroom suite designed for comfort and style. The primary bath showcases Restoration Hardware dual vanities and accessories, complemented by dual closets for ample storage, separate shower stall and a soaking tub. Two beautifully appointed baths, each renovated with modern fixtures and finishes. A dedicated office space, ideal for remote work or as a private study area. A gourmet kitchen adorned with granite countertops, wood cabinets and equipped with newer appliances, refrigerator in 2022, double oven in 2017, microwave in 2017, dishwasher in 2017 and cooktop in 2017 ensuring functionality and elegance. A split-plan layout that enhances privacy, with separate areas for living and sleeping quarters. The living room and dining room combination is spacious and inviting, ideal for relaxing evenings or gatherings with family and friends. The family room is light, bright and happy, looking out to the large backyard. Enjoy a resort-style paver pool surrounded by lush landscaping and enhanced by outdoor lighting in 2022, plus a separate gazebo in 2021, creating a serene ambiance for relaxation or entertaining. Many upgrades such as salt cell for pool system in 2024, additional parking area-paver in 2022, variable speed pump in 2022, two-vehicle carport in 2019, wood fence in 2019, exterior of home painted in 2018, plumbing re-piped in 2017, water heater with circulation pump and timer in 2017, electrical panel in 2017, three-ton Carrier SEER 15 air-conditioning unit in 2016 and two-ton Carrier SEER 15 air-conditioning unit, pool resurfaced and converted to salt system in 2013, windows and sliding glass doors with a lifetime transferable warranty, seven blink cameras, built-in kegerator and wine refrigerator. The addition of a whole-house water softener ensures water quality throughout. In the sought-after Maitland Isle subdivision, offering exclusive lake access to Lake Maitland on the Winter Park Chain of Lakes. Residents can indulge in water activities such as boating, canoeing, kayaking, paddle boarding and more. This meticulously maintained home combines classic charm with contemporary upgrades, making it the ideal blend of luxury and functionality. This sought-after community is known for its tranquility, yet it is conveniently near Maitland City Centre, Enzian Theater, Lake Lily, Maitland Art Center, Minnehaha Park and tennis court, SunRail, Winter Park Racquet Club, Interlachen Country Club and charming Park Avenue. Zoned for highly sought-after Maitland Middle School and Winter Park High School.

130 Mariner Way, 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

$650,000
3 Beds 2 Baths Dommerich Estates 1st Add SubDv. 32751 Zip Code
Wonderful opportunity to own a quality Clayton built home in the highly sought-after Dommerich Estates! With its distinct architectural beauty, integration of classic home design and timeless charm, this residence has been completely updated and features a fantastic open floor plan. This home is located just two blocks from A-rated Dommerich Elementary and Maitland Middle School and known for its tightly-knit neighborhood. Also a private community boat dock with access to the Winter Park chain of lakes and a short walking distance to Maitland Community Park, with bike trails and playgrounds. The brick paver walkway leads to a charming covered front porch surrounded by meticulously maintained landscaping. This singe-story home with renovations offers 3 bedrooms, 2 bathrooms. The primary bath includes dual sink vanity and frameless glass enclosed shower. Natural light floods in through skylights and the newer insulated double-pane windows with plantation shutters. The open floor plan seamlessly connects the kitchen to an inviting cozy living area with an additional dining area, large great room and wood burning fireplace. The kitchen boasts GRANITE COUNTERTOPS, CUSTOM CABINETS, STAINLESS STEEL APPLIANCES with high end cabinets, designer finishes and huge island. The lot features are 1/4 of an acre, mature lush landscaping complete irrigation system and views of the tranquil outdoor private space making this a perfect venue for entertaining. A hot tub hook up is already in place. Has newer roof (2021) with luxury vinyl flooring throughout. Experience the vibrant community of Maitland, with its shops, restaurants, cafes, Sunday farmers market, art festivals, and the upcoming Maitland Public Library expansion. Enjoy easy access to Central Florida's attractions, pristine beaches, SunRail, and major roadways. This well-established and friendly neighborhood is ready to welcome you home. Schedule your showing today and discover the perfect blend of classic charm and modern convenience!

1761 Tonto Trail, Maitland

$659,000
3 Beds 2 Baths Dommerich Estates 3rd Add SubDv. 32751 Zip Code
This charming Maitland home is located in the highly sought after Dommerich Estates neighborhood, known for its tightly-knit community, walkable A-rated schools, private community boat dock with access to the Winter Park chain of Lakes and short walking distance to Maitland Park, with trails and playgrounds. As you walk into the home, you’ll immediately appreciate its unique, open, and welcoming floor plan that’s perfect to enjoy the double-sided fireplace and view of the pool from many rooms. Many features serve to add value to this home, like the newer roof (2022), crown molding, enchanting pool, new oven, microwave and cooktop, 2 kitchen pantries and Saltillo floor tiles, new sliders, plantation shutters, newer AC (2019), new electric panel (2024), water heater (2010) and most importantly - the LOCATION! The irrigation system helps maintain the curb appeal, lush landscaping, and 2 mango trees that bears delicious fruit! The primary suite offers a private bathroom and walk-in closet, with French doors that open to the spacious back yard. There’s also an additional patio area off the kitchen for grilling or to enjoy your morning coffee. For those who love to shop and dine, Maitland has everything you need. The town is home to a variety of shops, restaurants, and cafes, Sunday morning farmers market, Art Festivals and concerts. This well established and desirable neighborhood is just the place you want to call home!

1870 Chinook Trail, 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

$725,000
3 Beds 3 Baths Dommerich Estates SubDv. 32751 Zip Code
Don't miss the opportunity to own this magnificent, beautiful home you have been searching for! A Paul Pizner built home on a secluded half-acre lot. This amazing single-story in the desired Dommerich Estates Community is a must see! A several minute walk to the community access of Lake Minnehaha; part of the Winter Park Chain of Lakes. Complete with private dock, picnic tables, grills and bring your kayak! This incredibly well-maintained home with renovations has 3 large bedrooms with custom built features, two full baths, a private Florida Room with a 1/2 bath. Three outdoor entertaining areas and enough room to add an in-law home and a pool if desired on this large lot. As you walk through the front door you are swept away with the stunning views, custom features, and luxury vinyl throughout. A spacious coat closet as you enter the hallway towards the large, cozy living area with incredible custom windows & wainscoting and a grand wood-burning fireplace for those occasional chilly Florida nights. As you make your way to the renovated kitchen with Bosch Appliances, custom cabinetry, stone quartz counters you are welcomed by an oversized eat in kitchen area with spectacular views for nature lovers. Tucked away you have a Florida Room with cedar ceilings & a half bath that could easily be used a fourth bedroom when needed. All bedrooms have large closets and the primary bedroom offers 2 closets. A laundry room is fitted with custom built-ins. Plantation shutters and custom blinds throughout. Backyard is huge. One area with three oak trees is great for blocking the afternoon sun and is a haven on hot days. The second area is off of the Florida Room and is a paved patio perfect for grilling and entertaining. The third area is a large wood deck that you step out onto from the living room or primary bedroom. A hot tub hook up is already in place. Expansive driveway with 2 car carport. RING doorbells on front doors. NEW ROOF to be installed before closing. NEW Exterior & Interior Paint. NEW luxury wood vinyl flooring. Updated ELECTRICAL & PLUMBING. Half bath is updated. Full baths have new fixtures and commercial grade toilets. The original tile is so well maintained and loved by many the decision was made to keep for its' mid-century modern appeal. This home is highly unique and will not last. Just around the corner walking trails, shopping and restaurants. Excellent A-Rated Schools. WELCOME HOME!

130 Wigwam Place, Maitland

$610,000
4 Beds 3 Baths Replat Blk B Poors Add SubDv. 32751 Zip Code
When searching for a family home, location is paramount. This property in the heart of Maitland, Central Florida, offers old-world charm alongside modern conveniences. Situated near an array of social amenities, the home is just steps away from Maitland City Center, known for its lively block parties, movie nights, and family-oriented events. Nearby Lake Lily hosts a farmers market on weekends, and the annual Maitland Art Festival is a local highlight. Also within walking distance are the Maitland Library and the Maitland Art and History Museum. A short drive away, the Enzian Theater, renowned for independent films and the annual Florida Film Festival, offers magical outdoor dining and a neighborhood bar. The area boasts numerous dining options, from the elegant upstairs experience at Antonio’s to casual fare at Teak Neighborhood Grill and live music at Jazz Tastings. Daily conveniences like Publix and Starbucks are just a block and a half away, and the Winter Park Sunrail station is nearby, offering quick access to Park Avenue. For outdoor enthusiasts, the property is close to 17 miles of hiking and biking trails, and Lake Sybelia—ideal for canoeing, kayaking, and paddle-boarding—is just half a block away. More aquatic adventures await on the Winter Park Chain of Lakes, and tennis courts and multiple parks are available for sports and gatherings. The Audubon Center for Birds of Prey also offers a unique opportunity to connect with local wildlife. Educational options are plentiful with Lake Sybelia Elementary, The Jewish Academy of Central Florida, St. Mary Magdalen Catholic Academy, and Park Maitland Private School all nearby. Commuting is convenient with I-4 accessible, placing Disney, Universal, Downtown Orlando, and more within a 30-minute drive. Further excursions to Daytona or Cocoa Beach are equally feasible, and rocket launches can be viewed from the comfort of your backyard. Sunsets are a local spectacle, particularly enjoyed by the lakeside community. This home is surrounded by million-dollar properties and someone’s chance to own and live in a great investment, PLEASE SEE ATTACHED APPPRAISAL! It features numerous upgrades including a lighted pool, a modern kitchen, double-pane windows, and updated electrical, plumbing, and insulation systems. It offers four bedrooms, three full bathrooms, expansive living areas, two primary suites, an inside laundry room, and numerous built-ins not commonly found in modern homes. This classic Florida home is a true gem, so don't hesitate to schedule your viewing and seize the opportunity to reside in this distinguished community.

245 W George Avenue, 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

$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

$815,000
3 Beds 2 Baths Dommerich Estates 2nd Add SubDv. 32751 Zip Code
Don't miss the opportunity to own this magnificent, beautiful home you have been searching for! A Charles Clayton built home. This amazing single-story in the desired Dommerick Estates Community is a must see! A minute walk to the community access of Lake Minnehaha; part of the Winter Park Chain of Lakes. Complete with dock, picnic tables, grills and bring your kayak! This incredibly well-maintained home has 3 bedrooms, a private sunroom or great room, and 2 full bathrooms. Home is tastefully, impeccably renovated. As you walk through the door you are swept away with the stunning foyer and real oat hard wood flooring throughout. Spacious coat closet as you enter the hallway. Wonderful floor plan so bright and airy. Large, cozy living area with an incredible floor to ceiling Pella window and wood-burning fireplace for those occasional chilly Florida nights. As you make your way to the breath-taking gourmet kitchen you are welcomed by an oversized dining area with custom Wainscoting that opens to double leaded glass French Doors to the mature landscaped large, mostly fenced backyard. Tucked away you have beautiful room with floor to ceiling windows with a spectacular view while you enjoy your morning coffee. Stunning kitchen with a plethora of custom cabinetry, stone quartzite countertops, an induction cooktop, GE Monogram Advantium speed cooker, full size convection oven and fully integrated GE Monogram refrigerator with bottom freezer. Large breakfast bar for the entire family and friends. As you enter the hallway that takes you to the amazing updated full bathroom. All bedrooms with custom closets and primary bedroom offers 2 closets. Elegant window treatments in every room. Oversized back yard over 1/4 acre of plush land. Paved patio perfect for grilling and entertaining. Expansive 2 car garage with storage and workbench. Extended paved driveway. Owned security system with RING doorbell. NEW ROOF 2022 and NEW Exterior Paint. This home is highly unique and will not last. Just around the corner walking trails, shopping and restaurants. Excellent A-Rated Schools. WELCOME HOME!

1640 Choctaw Trail, Maitland

$2,150,000
4 Beds 4 Baths Oaks Of Maitland SubDv. 32751 Zip Code
Presenting a magnificent lakefront retreat boasting timeless elegance, captivating sunset views, and glorious water vistas, perched along the pristine shores of Lake Minnehaha and the Winter Park Chain of Lakes. This classic home is a showplace of lakefront living with open water views from almost every room. Tucked within The Oaks section of Dommerich Estates, where peaceful mornings and tranquil nights offer a haven from the hustle and bustle, this grand home exudes style and class. Enter through a rich mahogany door to a foyer with beautiful rich wood flooring. The eye is instantly drawn to the picturesque windows lining the Great Room-style Living Room with cathedral ceilings and an expansive Florida room beyond, bathed in sunshine and showcasing sweeping lake views. A sparkling lap pool is perfectly suited to provide a refreshing break. The chef’s kitchen with center island cooktop, breakfast nook, custom cabinetry, beverage cooler, and stainless appliances is generous in size and serves as a gathering place for all. A wood-paneled Family Room is easily accessible and offers a cozy escape. On the opposite side of the house on the first floor sits the primary bedroom and den lined with bookshelves. The master suite features sliding glass doors, a large walk-in closet, double vanities, garden tub, and separate shower. Upstairs are three additional bedrooms including one ensuite and two bedrooms with lakefront balconies. A boathouse with pier stands ready to host watersport toys of all kinds. The cleared lakefront provides direct sandy beach access to the lake. Neighborhood features boardwalk access to Maitland Community Park with a playground and tennis courts. Zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High. Come experience living on the Winter Park Chain of Lakes from one of the most desirable locations in Central Florida.

771 Dommerich Drive, Maitland

$10,300,000
6 Beds 10 Baths Lake Maitland Manor SubDv. 32751 Zip Code
Welcome to Maison Du Lac, nestled within the sought after Winter Park chain of lakes, this magnificent 11,668 sq ft estate presents an unparalleled living experience on 2.73 lush acres. With meticulous attention to detail and an expansive layout, this home offers 5 suites plus an opulent master wing, complete with its own office, sauna, and gym, ensuring privacy and luxury at every turn. Enter through the 14-foot custom iron front door, a statement piece valued over $50K, to discover a world of refined elegance. The main great room, illuminated by a "luxury hotel" crystal chandelier worth over $100K, sets the tone for an interior professionally designed with custom artwork. State-of-the-art energy-saving windows bathe the space in natural light, highlighting the exquisite craftsmanship and state-of-the-art appliances that adorn the home. The master wing is a sanctuary of tranquility, featuring a secret safe room within the master bathroom for ultimate privacy. His and hers massive walk-in closets offer lavish conveniences, including a built-in watch winder and a special shoe closet for her, catering to the most discerning tastes. This estate is an entertainer’s paradise, boasting a summer kitchen, a bar, and entertainment areas designed for hosting memorable gatherings. The brand new, completely rebuilt dock invites leisurely days by the lake, while the 6-car garage accommodates any automotive enthusiast. This residence combines modern convenience with peace of mind, equipped with a state-of-the-art smart home system and an alarm monitoring system. The privacy gates ensure a secluded retreat, making this home a secure haven of luxury. Over $3 million in renovations, including a brand new $350K roof and landscaping exceeding $400K, have transformed this estate into a masterpiece of design and comfort. The enormous walk-in butler pantry and professional interior design elevate the home’s functionality and aesthetic appeal. This estate is more than a home; it’s a lifestyle offering, professional interior designed by MAX Home Design crafted for those who seek the ultimate in luxury, privacy, and lakeside living. Welcome to your exclusive retreat on Lake Maitland, where every detail reflects your desire for the extraordinary. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

570 Manor Road, Maitland

$1,725,000
4 Beds 4 Baths Dommerich Estates SubDv. 32751 Zip Code
Welcome to your mid-century modern oasis in the heart of Dommerich Estates on Lake Minnehaha part of the Winter Park Chain of Lakes. This distinguished 4-bedroom, 4-bath, 3,780-square-foot, split-level home is a harmonious blend of timeless design and modern amenities, creating an atmosphere of sophistication and comfort. As you approach, the property welcomes you with mature landscaping featuring native live oaks and palms that provide both shade and a tropical ambiance. The carefully manicured grounds set the stage for the distinctive architectural features that define this residence. Step inside, and you'll discover an open floor plan that seamlessly connects the various living spaces. The 10-foot window in the living room frames an expansive lakefront view, inviting natural light to dance across the sleek mid-century modern lines. French doors open onto the covered patio, where an electronic roll-up screen enclosure allows you to enjoy the outdoors while maintaining a comfortable, bug-free environment. The split plan design ensures privacy and convenience, with a large primary suite, an office, and a second bedroom and bath on the upper level. The primary suite boasts tall ceilings and panoramic views of the lake, leading to a natural wood deck where you can unwind and appreciate the serene surroundings. The lower level offers two additional bedrooms and a bathroom, providing ample space for family and guests. The office and library space showcase custom-built solid wood bookcases with a closed cabinet beneath, creating a refined and functional workspace. The heart of the home, the spacious kitchen, is equipped with a pass-through to the great room, a generous eat-in breakfast space, and an under-sink reverse-osmosis filter for both the sink and fridge. Whether you're a culinary enthusiast or prefer casual dining, this kitchen is designed to meet your needs. The outdoor living spaces are just as impressive, with a large fenced-in backyard providing a private retreat. Cascading 1,100-square-foot deck overlooks Lake Minnehaha, offering spectacular, west-facing sunset views framed by towering palms. A single-slip dock with a boat house and a new lift motor completes the waterfront experience, offering a perfect spot to enjoy the Florida sunshine and lakefront lifestyle. This mid-century modern masterpiece in Maitland is not just a home, it's a lifestyle. Immerse yourself in the charm of Dommerich, where sophistication meets the tranquility of lakeside living. Welcome home to a residence where every detail has been thoughtfully curated to create a timeless and comfortable retreat. Located in Dommerich Estates with an easy, 3 blocks to Dommerich Elementary and Maitland Middle School, also zoned for Winter Park High School. Right down the street is boardwalk access to Maitland Community Park with a playground and tennis courts. Maitland is one of the greatest communities and offers amazing restaurants, easy access to expressway and roadways, downtown Maitland, Lake Lily Park, Enzian Theater, Sunday Farmers Market and lots more. Schedule your private tour today!

751 Dommerich Drive, Maitland

$1,880,000
5 Beds 6 Baths Stonehill SubDv. 32751 Zip Code
*LAKEFRONT MAITLAND GEM* Welcome to your new home, 131 Stone Hill Drive offered at $1,999,999. This beautiful and meticulously maintained lakefront pool home sits on an oversized lot with private access to stunning Lake Seminary in the heart of desirable Maitland. Tucked away on a quiet circle of 30 homes, only 4 of which are lakefront lies this unforgettable gem. A brick cobblestone paved oversized driveway with a 3 car separate bay garage are just a few features to this stunning 5 bedroom 4/2 bathroom custom home. Upon entry you will be greeted by soaring 20 foot ceilings boasting incredible lake views and tons natural light from your oversized windows and french doors which offer picturesque views of the pool, spa and lake area. The kitchen and breakfast nook are open to the family room which also features built-ins, french doors, and a half bath all with access to your outdoor grill/eating area. The custom built pool is perfect for emphasizing seamless indoor/outdoor Florida living, creating a perfect backdrop of relaxation and entertainment. Your renovated kitchen features fresh paint, stainless steel Viking appliances, granite counter tops and warm accent lighting, separate walk in pantry and tons of storage space. In addition, your first floor also features private access to your in-law or nanny suite with full bath, and laundry area. Your primary suite which has been renovated into a luxurious retreat that features porcelain tile and direct access to pool and outdoor living space. This stunning suite featuring an opulent porcelain bath which boasts a freestanding jetted tub, huge walk in shower with dual shower heads and heated bidet in water closet. An oversize LED light anti fog vanity mirror, wall mounted tv, surround sound speakers and mini frig complete this elegant collaboration of style and grace in this resort type oasis. But no primary suite is complete without your very own oversized custom walk in closet featuring his and her sides with secured locked access. Upstairs are 4 well appointed bedrooms one of which opens up to a fantastic rear balcony with breathtaking views of Lake Seminary, huge walk in closets and 2 full bathrooms. Tons of closet and storage space, ceiling fans and recessed lighting throughout. Other amenities include 24-hour community security, private home security system, private dock with electric lift, BRAND NEW (JANUARY 2024) TILE ROOF, two tankless hot water heaters and NEW POOL PUMP. This extraordinary home blends luxury, breathtaking views and Florida living at its finest. Just minutes away some of Orlando's most distinguished shops and dining experiences of the Winter Park Village, Park Avenue and Lake Lilly. Easy access to the 429, I-4, and Sunrail allow for hassle free daily commuting. JCC, Park Maitland School and Lake Highland Prep are also right at your fingertips to complete your family living destination. Come see for yourself the beauty this home has to offer, come make 131 Stone Hill Drive your NEW HOME!

131 Stone Hill Drive, Maitland

$385,000
2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
Welcome to the allure of Maitland Harbour – a timeless retreat, where every day feels like a waterfront getaway. Built in 1964, this boutique condo complex captures the essence of Central Florida Mid Century Modern Architectural Style, offering a rare blend of charm and sophistication. The ground floor two-bedroom, two-bath unit invites you into a world of tranquility and comfort, freshly painted with laminate flooring throughout. Enjoy the epitome of lakeside living with breathtaking views of the pool and beautiful Lake Maitland. Immerse yourself in the vibrant sunrises and moonrises over the lake, framed by palm trees dancing in the wind. Indulge in a cookout by the lakeside pool, watch kayakers, boaters, and feed the turtles from the dock, creating a serene retreat at your doorstep. This condo is not just a home; it's an invitation to a lifestyle surrounded by cultural gems. Take a leisurely stroll across the street to Lake Lily for peaceful walks or to partake in art festivals, fireworks, and Sunday farmers market. Savor the convenience of walking to local restaurants or the iconic Enzian theater, host to the Florida Film Festival and other entertainment extravaganzas. Inside, the kitchen seamlessly opens to the living area, creating a bright and welcoming atmosphere. The screened rear porch beckons you to unwind and relish the beauty that surrounds you. The immaculate grounds and landscape of Maitland Harbour make every day a scenic escape, while mail/packages come directly to your unit for added convenience. The complex offers an array of amenities, including a community room, a heated pool, a boat dock for fishing, boat slips, internet, and basic cable. With 1 assigned covered carport space, easy access to shopping, eateries, Lake Lily, Enzian Theater/Eden's Bar, downtown Winter Park, I-4, and more, this condo provides not just a residence but a gateway to a lifestyle of unparalleled beauty and convenience.

1000 S Orlando Avenue Unit A-4, Maitland

$2,200,000
5 Beds 4 Baths Maitland Isle SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Nestled on a meticulously landscaped canal-front property with direct access to Lake Maitland and the Winter Park Chain of lakes, this renovated five-bedroom, four-bath home by Parkland Homes offers a perfect blend of sophistication and comfort. Boasting a thoughtful design with many recent updates, this residence presents a warm and inviting ambiance, complete with private boat house. The open and expansive living spaces create an ideal setting for seamless entertaining, with a chef-inspired open kitchen serving as the heart of the home. Revel in culinary delights with updated cabinets, stainless steel appliances, gas range, warming drawer, granite countertops, and reverse osmosis. The adjacent dining area sets the stage for both formal and informal gatherings, while a new gas fireplace with added mantel in the family room provides a tranquil retreat. The newly painted stairway and railings lead to a spacious and versatile game room complete with bar that opens up a world of possibilities. Step outside onto the new open deck for stunning views of the backyard, pool area, and waterfront. Two bedroom suites grace the first floor, including a main primary suite with generous walk-in closet and luxurious master bath featuring a large soaking tub, separate shower, and dual vanities with granite countertops. Another first-floor suite caters to in-law accommodations or visiting guests. The second floor hosts three bedrooms and two full baths, one of which is en-suite. Your outdoor entertaining begins as you step out onto a breathtaking 600-square foot lanai through pocket sliding doors. This private oasis features retractable screens, a saltwater pool, heated spa (2018), and ample space for hosting family and friends. The meticulously landscaped backyard provides a serene setting, complemented by mature landscaping, lower firepit area, and lush artificial turf. This home boasts a plethora of updated features including: fresh exterior paint, new front door, landscaping, landscape lighting, wood plantation shutters, custom built-ins, closet storage systems, and two new Trane 4-ton 19.5 seer units (2020) air conditioners, and new roof (2021). The 2016/17 remodel saw the entire house replumbed, upgraded flooring, replacement of door hardware, and additional canned lights. All baths underwent a complete overhaul with new showers, tubs, sinks, fixtures, and granite countertops. Electrical outlets and switches were upgraded, and three custom built-ins were incorporated. Outdoor enhancements include a new cement driveway, revamped pool area with new heater, plaster, coping, and pavers, conversion to a saltwater pool with a continuous monitoring system, and the addition of a child safety fence in 2019. The side yard was fenced, and a carport was added to the driveway. The newly improved boat house boasts new siding, painted and sealed roof, lift hardware, new straps, and the lift motor was replaced in 2020. With access to Lake Maitland and the Winter Park Chain of Lakes, this residence offers an exceptional waterfront lifestyle in a very sought after neighborhood. Zoned for A-rated Maitland Middle School and Winter Park High School, this home exemplifies the epitome of luxury living.

180 Shell Point W, Maitland

$2,550,000
6 Beds 6 Baths Versailles SubDv. 32751 Zip Code
Exquisite Estate on Lake Minnehaha! This stunning residence features over 5,000 square feet of living space and is perfectly positioned along the shores of Lake Minnehaha on the famed Winter Park Chain of Lakes. This 6 bedroom, 5 full bath plus 1 half-bath home offers the perfect setting for relaxation and enjoying the sunshine. As you enter, you are greeted by the grand staircase and the soaring two-story ceilings. Off the foyer, there is a den/office, half bath for guests, and a large dining room to host all the holiday gatherings. The main living areas and the owner's retreat offer breathtaking views of the lake from the oversize lot, providing added privacy. The home is beautifully appointed with a spacious kitchen featuring stainless steel appliances, granite countertops, large island, a vegetable sink, and a walk-in pantry. The kitchen overlooks the family room which includes a tranquil gas fireplace. The open floor plan, with vaulted ceilings, includes wood floors downstairs and wood flooring throughout most of the home. The master bedroom, located on the 1st floor, overlooks pool and lake to watch the sunrises. There are 4 bedrooms upstairs with 2 Jack & Jill bathrooms. Additionally upstairs, there is a loft area and a bonus/play room. Ample storage and closets throughout the house. 3-car oversized garage with ample space for a workbench and toy storage. The property features a lovely pool, spa and a dock, where you can soak in the beautiful views. Cook meals in the summer kitchen and enjoy breakfast the lanai watching the most amazing sunrises. With over 170 feet of shoreline and a private boat dock with a boat lift, there is sure to be endless hours of fun on the water. Circle driveway and ample onsite parking. Note* APROX. 1 acre of dry land.

928 Versailles Circle, Maitland

$699,000
4 Beds 3 Baths Wellington SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome home to this exceptional property nestled in a highly sought-after Maitland neighborhood, ideally situated on a serene cul-de-sac. From the moment you step inside, you'll be captivated by the charm and elegance of this stunning pool home. As you enter through the foyer, the formal living room and dining room greet you with warmth and sophistication. The formal living room features a cozy wood-burning fireplace, perfect for those chilly Florida winter evenings. To your left, a set of inviting French doors leads to a versatile multipurpose room that can easily serve as a home office or den, providing flexibility for your lifestyle. A well-designed hallway leads you to the heart of the home, where you'll discover the kitchen and family room. The kitchen is a chef's dream, boasting granite countertops, a convenient breakfast bar, and sleek soft-close cabinets. All appliances, including the LP gas cooktop, are top-of-the-line stainless steel, featuring high-end brands such as Electrolux and a commercial-grade Subzero refrigerator and freezer. The kitchen effortlessly flows into the formal dining room, making it convenient for entertaining and family gatherings. Step down from the kitchen into the family room, which boasts a vaulted ceiling and yet another inviting wood-burning fireplace. Sliding glass doors open to the covered lanai, where you can relax and enjoy the view of the sparkling pool—a perfect spot for outdoor entertaining. Venture upstairs to the second floor, where all the bedrooms are located. The spacious master bedroom offers a private retreat with its own en suite bath. Your updated master bath is a spa-like oasis, featuring a granite-topped vanity, a walk-in shower, and ample storage space. Three additional bedrooms provide plenty of space for family and guests, with one of them offering a unique bonus loft space overlooking the family room. The full hall bath completes the second-floor layout with a tub/shower combo. Outside, the large fenced backyard is ideal for enjoying the fantastic Florida weather. The sparkling pool takes center stage in this incredible outdoor entertaining space. Additionally, this sought-after neighborhood provides PRIVATE LAKE ACCESS to SKIABLE Lake of the Woods, with a small annual fee includes a boat pass for convenient boat storage in the community ramp area. This fantastic property is not only a beautiful place to call home but also boasts an unbeatable location, offering easy access to major roadways and a plethora of shopping and dining options. Don't miss the opportunity to make this remarkable Maitland residence your very own. Welcome to your new home! <iframe width='853' height='480' src='https://my.matterport.com/show/?m=4buC72py96u' frameborder='0' allowfullscreen allow='xr-spatial-tracking'></iframe>

1812 Braeloch Court, Maitland

$1,425,000
5 Beds 5 Baths Stonehill SubDv. 32751 Zip Code
Luxurious lakefront living at its finest in this Mediterranean style pool home in the desirable & exclusive Stonehill enclave. With only 30 homes in the community and only 4 of them being lakefront, this home is everything you’ve been searching for and more! This home offers 5-bedrooms, 4.5-bathrooms and sits on Lake Seminary providing only the most serene views all day long from this spring-fed skiable lake. Feel how grand this home is as you walk through the double door entry into the open and airy family room with direct views outside to the water. On the right side you’ll find the open concept kitchen and living room with sliding glass doors lining the room drawing in the natural light. This beautiful kitchen features quartz countertops, Thermador appliances, and an oversized middle prep island. On the other side of the home is the primary bedroom with immaculate windows overlooking the lake and private pool with an expansive ensuite attached. As you make your way upstairs, you’ll find a full bedroom and bathroom with an additional family room featuring vaulted ceilings and a beautiful and intricate window to elevate the space. This home will have you entertaining year-round with the amazing back patio; your private pool and spa are the perfect spa to lounge in or enjoy weekends out on the lake! Recent upgrades include: brand new carpet on the stairs and 2nd floor from 2023, garage door replaced 2023, the boat dock is new from 2021 with new electric lifts plus 2 jet ski’s and trailer, and new Trane AC units 2022. Location is everything being on a private lake near downtown Maitland & Winter Park/Altamonte area with amazing community amenities. Stonehill is conveniently located to some of the best shopping and dining nearby at the new downtown Maitland with weekly events at Lake Lily Park. Schedule your private showing today!

127 Stone Hill Drive, Maitland

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