32751 Zip Code FL Real Estate, Homes with Rain Gutters for Sale

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances, and a stylish backsplash, with views of the covered back porch overlooking a peaceful green space. A convenient half bath is also located downstairs. Upstairs, the primary suite offers a private balcony, walk-in closet, and en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms, a full bathroom, and a conveniently located laundry closet with washer and dryer complete the second level. Recent updates include new laminate flooring downstairs, along with a new microwave and refrigerator. The home also includes a one-car garage. Residents enjoy truly maintenance-free living, with the HOA fee covering internet, cable TV, exterior pest/termite control, roof repair and/or replacement, and exterior upkeep, as well as access to a resort-style pool, beautifully landscaped grounds, and lakeside sidewalks perfect for a stroll. A transferable home warranty is also available for added peace of mind. Ideally located near I-4, Winter Park, and Downtown Orlando, this home offers the perfect balance of a peaceful retreat and city convenience.

1291 Blessing Street, Maitland

$545,000

3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code

Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light. The heart of the home is the stunning kitchen, showcasing white cabinetry, quartz countertops, stainless steel appliances, a decorative hood above the cooktop, and a classic subway tile backsplash. A charming bay window creates the perfect breakfast nook, while the open-concept living and dining areas provide ideal space for entertaining and everyday living. A wood-burning fireplace adds warmth and ambiance to the living room, creating a cozy focal point. Step through French doors into a sun-drenched sunroom with walls of windows overlooking tranquil community green space – your own private retreat for morning coffee or evening relaxation. Luxury vinyl plank flooring flows throughout the main level, complemented by plantation shutters and fresh paint. The second floor houses all three generously sized bedrooms, including a serene primary suite with a completely renovated en suite bathroom featuring a double sink vanity, walk-in shower, and spacious walk-in closet with custom built-ins. The updated hall bath offers a tub/shower combo and single-sink vanity. The second bedroom also features custom built-in closet organizers for added storage and convenience. Additional features include ceiling fans, interior laundry, and an attached one-car garage. Living in The Moorings means enjoying exclusive amenities, including a community dock on Lake Maitland, sparkling pool, and clubhouse. The location is unbeatable – just moments from Maitland's charming Lake Lily Park and its popular weekly farmer's market, five minutes from the upscale shops and dining of Park Avenue, and surrounded by the best of Central Florida's shopping, restaurants, and entertainment.

225 Quayside Circle, Maitland

$490,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking the fully fenced backyard. Upgrades include NEW energy-efficient windows, built-in closets, smart lighting and cameras, and fresh, modern paint colors. The chef’s kitchen offers stainless appliances, farmhouse sink, and ample cabinetry. Perfect for entertaining—dine al fresco on the large patio under shade trees or gather inside the Florida Room. No HOA. Just minutes from Maitland City Centre, the 414 for easy travel and 10 minutes to Park Avenue. Call today for your private showing.

515 W Faith Terrace, Maitland

$475,000

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

Charming and Spacious Townhome in Maitland! Welcome to 1938 Michael Tiago a beautifully maintained 4-bedroom, 2.5 bathroom home located in the desirable Maitland Village Community with a POND VIEW and END UNIT. This stunning property offers a perfect blend of classic charm and modern convenience, making it an ideal place to call home. As you approach this inviting residence, you’ll notice the lush landscaping and curb appeal that instantly sets the tone for what’s inside. Step into the spacious living area, where natural light pours in through large windows, creating a warm and inviting atmosphere. The open-concept floor plan seamlessly flows into the dining area and kitchen, making this space perfect for both everyday living and entertaining guests. Crown molding enhances the rooms adding just that right touch! Custom Plantation Shutters adorn all the windows downstairs & upstairs. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample cabinet space for all your culinary needs. A walk in panty is another feature of the kitchen. Whether you're preparing a weeknight meal or hosting a dinner party, this kitchen will exceed your expectations. The primary suite is generously sized and offers a peaceful retreat, complete with a private en-suite bathroom featuring a dual vanity, soaking tub, and a separate walk-in shower. Two additional well-appointed bedrooms provide plenty of space for family. The fourth bedroom featuring French Doors is located downsttairs...it can also be used as an office if needed. The Loft upstairs is light & bright and would make a great office or home school area. The Tile Roof brings long lasting peace of mind. This is an End Unit which allows for more light to filter thru from outside. Hot Water Heater is new. New Stainless Steel Dishwasher & Disposal are being installed. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, sprinklers, streetlights, community pool, clubhouse, gate access and management services. Your low HOA fee takes care of all the yard work so you can enjoy the Community Pool. This makes living here "totally carefree living at its best". Other highlights include tile & engineered wood flooring throughout downstairs, a covered porch with a pond view, no neighbor on one side and a 2-car garage that has 2-car EV-ready. Located just minutes from shopping, dining, and major roadways, this home offers the convenience of being close to everything while providing a quiet, serene neighborhood feel. Don't miss your chance to own this charming Maitland home. Schedule a showing today and make 1938 Michael Tioga your new address!

1938 Michael Tiago Court, 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

$552,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code

Distinctive Dommerich Hills Home with Flexible Floor Plan and Modern Upgrades. Welcome to this truly unique residence in the highly desirable Dommerich Hills neighborhood, where character, thoughtful updates, and a versatile layout come together to create the ideal setting for modern living. Perfectly situated just minutes from Winter Park and Maitland—and zoned for Dommerich Elementary, Maitland Middle, and Winter Park High—this home combines charm with convenience in one of Central Florida’s most sought-after locations. The spacious two-story design features four bedrooms plus a flexible bonus room, two full bathrooms, and two half baths. The main-level primary suite offers both privacy and comfort, complete with direct access to the backyard retreat. Upstairs, dual staircases provide easy flow to additional bedrooms and extensive hidden storage that spans the length of the home. The bonus room, outfitted with a Murphy bed and an adjacent half bath, is perfect for guests, a home office, or a fifth bedroom option. At the heart of the home, the chef’s kitchen is as functional as it is stylish, boasting gas appliances, butcher block counters with pop-up outlets, spice and oil niches, appliance hideaways, a pet nook, and a convenient pass-through window to the outdoor entertaining space. A butler’s pantry with beer and wine fridge, commercial-grade washer and dryer, and built-in bar elevate both everyday living and entertaining. Recent updates bring peace of mind: new roof (2022), HVAC (2019), windows (2021), garage door, tankless gas water heater, water softener, and new city sewer connection. Gas lines for the dryer, grill, or generator add extra efficiency. Outdoors, enjoy the Florida lifestyle in a private setting with a deck, gazebo, outdoor shower, and pergola-covered seating area. A private well feeds the irrigation system, keeping the landscaping lush year-round, while a cedar façade enhances curb appeal and architectural detail. This is not a cookie-cutter home—it’s a property designed for those who appreciate creativity, comfort, and functionality. With its top-rated schools, prime location, and a floor plan built for today’s needs, this Dommerich Hills treasure is a rare opportunity. Schedule your private showing today—homes like this don’t come along often.

1135 Thunder Trail, Maitland

$236,000

3 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo Cb 2/52 SubDv. ⋅ 32751 Zip Code

PRICE REDUCED!!! Rare opportunity for a "Jewel of Park Lake" spacious 3 bedroom, 2 bath villa with beautiful wooded view in the desirable Park Lake community of Maitland. MOVE-IN READY!!! Assigned/dedicated Parking. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Altamonte Springs and downtown Orlando. HVAC replaced in 2021. NEW Appliances flooring and paint in 2025. Exterior painted and replaced roof in 2024 and newly paved in 2025. Primary Suite with en suite bathroom. Private Courtyard accessible from Primary Suite and bedroom #2. Room features too numerous to mention but include window treatments, kitchen to dining pass-through, ceiling fans, stainless appliances, granite counter-tops, walk-in closets, bathroom exhaust fans, vent fans, recessed lighting, rain shower, etc. See floor plan for layout and dimensions (NO WARRANTIES AS TO ACCURACY - CONFIRM FOR BUYER). Recent re-roof, exterior paint and fences by Condo Association. MUST SEE!!!

1503 Grove Street Unit 559, Maitland

$375,125

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland

$765,000

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

A fantastic 4-bedroom, 2.5-bath home with an office/flex space, located on a prime interior lot in the established Maitland Groves neighborhood. Major systems updated with a 40-year architectural roof (2013), Plumbing Re-pipe (2019); New windows and sliding doors (2023); Newer carpet in bedrooms; HVAC/AC (2006 with New Air Handler Blower Motor (Sept. 2025)), water heater (2008), and a whole-house generator (2008). Highlights include an open floorplan, cathedral ceilings, a cozy fireplace, and a spacious, updated island kitchen, white cabinetry with a breakfast nook. The large laundry/mudroom conveniently connects to an oversized side-entry 2-car garage, perfect for groceries and kids. A flex space overlooking the backyard offers great potential as an office, fitness area, or playroom. Both bathrooms feature double sink vanities, and the primary suite has sliding door access and views of the backyard. The property is landscaped for privacy, featuring a partially covered front entry courtyard and both open and covered patios in the backyard. Located in a top school district near Lake Sybelia Elementary, with easy access to parks, sport courts, bike paths, shopping, restaurants, a hospital, and the I-4 corridor.

380 White Oak Cir, Maitland

$939,000

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

Under contract-accepting backup offers. Discover a rare opportunity in Dommerich Woods, a distinguished and established Maitland neighborhood celebrated for its rich heritage. Situated on .33 acre of lushly landscaped grounds, this remarkable property welcomes with paver drive and enjoys a tranquil setting along a peaceful creek connecting Lake Minnehaha and Lake of the Woods - creating an atmosphere of natural elegance and privacy. Re-roofed in 2023, this expansive 5 bedroom, 3 1/2 bath residence offers 4,144 HSF, and WHOLE HOUSE WATER SOFTNER, showcases a versatile TWO-LEVEL design, perfectly suited for refined living and gracious entertaining. The main level opens with a foyer leading into a bright, open living and dining area, where CEILING FANS throughout the main level add comfort and elegance. From here, step out onto the COVERED UPPER DECK with sweeping views of the SCREENED POOL, TROPICAL GARDEN, and serene backyard retreat - an ideal setting for morning coffee or evening gatherings. At the heart of the home, the GOURMET KITCHEN blends style and functionality with SOLID WOOD CABINETRY, a built-in WINE REFRIGERATOR and WINE RACK, granite countertops, and a CENTER ISLAND with SEATING, and REVERSE OSMOSIS WATER SYSTEM under the DOUBLE SINK. The adjacent laundry room offers exceptional storage, keeping household essentials organized. For added convenience , a two-car garage with built-in cabinets and workshop area, adjoins the spacious laundry room that has granite counters and washer and dryer. Also on the main level , adjacent to the primary bedroom with en-suite bath, a bedroom has been thoughtfully converted into a large closet featuring a CUSTOM CLOSET system, providing abundant space for wardrobe organization. Both levels feature inviting WOOD-BURNING FIREPLACES that add ambiance to the living spaces. On the lower level, a spacious family room, kitchenette, study/library/office, two bedrooms, full bath and half bath provide the perfect complement to easy living. Along the hallway, built-in wood shelving creates a refined showcase for books, art, or personal collections. While one bedroom includes a custom built in desk- ideal for work or study, a second bedroom adds flexibility for creative projects. This level opens onto the screened pool and patio area, designed for seamless indoor-outdoor living. Outside, tropical plantings, METERED IRRIGATION, and a winding private walkway leads along the soft murmur of the BORDERING CREEK. An added bonus is the storage room located below the kitchen which is approximately 375 sq.ft. Whether hosting guests or enjoying a quiet evening, this private oasis offers the ultimate backdrop for relaxed Florida living. Enjoy the opportunity to join the Dommerich Beach Civic Association with membership options including access to a private picnic area, boat ramp, canoe and kayak storage, and unforgettable evening sunsets. With its rare combination of design, flexible spaces, and an idyllic setting , this residence presents a unique opportunity to experience the very best of Maitland and Central Florida living. All this is convenient to some of Central Florida's finest schools, shopping, restaurants, parks, entertainment, businesses and more!

791 Sequoia Trail, Maitland

$1,655,000

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

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

104 E Lake Colony Drive, Maitland

$352,500

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

+++ AMAZING REHAB OPPORTUNITY IN MAITLAND WITH DEEDED LAKE ACCESS +++ HERE IS A GREAT CHANCE TO OWN IN BEAUTIFUL MAITLAND ON A STREET WITH ONLY 9 HOUSES, NO HOA, AND A BOAT RAMP (FOR RESIDENTS ONLY) ONTO 58 ACRE LAKE SEMINARY! PRICED WITH NEEDED RENOVATIONS IN MIND, THIS SOLID BLOCK HOME IS WAITING TO BE RETURNED TO PRISTINE CONDITION. MANY OF THE HOMES ON THIS STREET HAVE BEEN COMPLETELY RENOVATED. THIS HOME HAS 3 BEDROOM AND 2 FULL BATHS. THE KITCHEN AND UTILITY ROOM ARE LARGE AND ALL BEDROOMS ARE GOOD SIZE. THE LARGE FAMILY ROOM BOASTS A BRICK WOOD BURNING FIREPLACE. THE BACKYARD HAS A BEAUTIFUL IN-GROUND GUNITE AND CONCRETE POOL WITH THE ORIGINAL BRICK PAVER PATIO! HOME IS LOCATED MINUTES TO DOWNTOWN WINTER PARK AND I-4 RAMP.

106 Oakwood Drive, Maitland

$1,035,000

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

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

904 Brightwater Circle, Maitland

$579,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Welcome to 1434 Winston Road, located in Seminole County’s desirable English Estates neighborhood. This beautifully maintained midcentury modern–inspired 4-bedroom, 2-bathroom pool home offers 2,312 square feet of bright and functional living space, filled with natural light and thoughtful updates throughout. Step inside to discover a warm, inviting layout with bamboo wood and tile flooring in all the main living areas and freshly painted interiors that create a crisp, modern feel. The kitchen features a peninsula with seamless flow to the dining and living rooms, along with an updated backsplash that highlights the home’s timeless design and provides a perfect gathering spot for family and friends. The primary suite features a spacious bathroom with a new vanity, walk in shower and a dreamy walk-in closet with plenty of natural light. A generously sized Florida room overlooks the pool area and has been recently equipped with a new split AC system—perfect for lounging, working out, or working from home all year long. Recent upgrades include a roof (2022), new HVAC system (2025), and full repiping with an updated electrical panel (2022). Additional improvements include hurricane-rated smart garage doors and openers (2023), dual-pane windows for energy efficiency, and a new pool pump and filter tank (2024). The backyard is fully fenced and showcases lush, mature landscaping, creating a private and serene outdoor escape. Exterior maintenance is a breeze with recently installed gutters and a new front yard smart irrigation system. Bonus—this home sits on a conservation lot! No rear neighbors!! With its midcentury charm, modern updates, and major systems already in place, this move-in-ready home is the perfect blend of style and function. Just minutes from parks such as Kewannee, shopping, and top-rated schools, it offers the best of Maitland and Seminole County living. <iframe src="https://www.zillow.com/view-imx/ca9004b4-036a-46c6-adbf-3df42117962d?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard" width="100%" height="790px" frameBorder="0" style="border: 0;"></iframe><br>Brought to you by <a href="" target="_blank">The A List</a>

1434 Winston Road, Maitland

$529,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Zero maintenance with a gated community for peace of mind when traveling, enjoying your friends, hobbies and family! This open plan home with 3 bedrooms plus office is immaculately cared for and ready for a new owner! The home’s foyer welcomes everyone with high ceilings, crown molding, Brazilian oak flooring and an abundance of natural lighting plus window coverings throughout. The updated chef kitchen has an eat-in area with picturesque views, granite counters, extensive custom cabinetry and a bar for sitting and observing the chef! Newer appliances include Bosch dishwasher and natural gas for cooking! This open plan is ideal for living and entertaining as the kitchen overlooks the dining and the family room beyond! Bedrooms have privacy off the family room and enjoy updated baths. The spacious primary bedroom has a walk-in closet, dual vanities, garden tub, large glass shower and separate toilet area. additional bedrooms have landscaped views, ceiling fans and large closets. An additional den, office or flex space with a French door leads outside to the extended, covered, paver patio overlooking the green space- perfect spot to relax with your favorite beverage or fire up the grill! A large laundry room with Samsung washer/dryer is near the oversized 2-car garage with additional shelving and refrigerator/freezer. Roof-2015, Trane 4 ton HVAC 4-2023, Gas Water Heater-2017 and Termite Bond. Ideal location just minutes from downtown Winter Park, Maitland, 2 Publix's nearby and more! Plus easy access to 436, 408, 417 and I-4! Best location for enjoying Central Orlando and beyond.

2636 Queen Mary Place, 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

$765,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

This beautifully updated 4 bedroom, 3 bathroom home offers a perfect blend of modern upgrades and charm, situated in the highly sought-after Dommerich neighborhood. No detail has been overlooked in this move-in ready property, with all major systems having been replaced, including: 2023 AC, 2019 roof, replumbed with PVC, new hot water heater, & upgraded electric panel. The open floor plan has a spacious master suite addition by NuDesign, created for ultimate comfort. The renovated kitchen has white cabinetry, sleek GE stainless steel appliances, and granite countertops that seamlessly complement the oversized pantry wall. The kitchen flows into a versatile family room (currently used as a dining room by the owners). The heart of the home is the formal living room featuring a brick wood-burning fireplace and French doors that lead out to the covered patio and screened saltwater pool—ideal for relaxing or entertaining year-round. Enjoy a spacious deck with pavers and plenty of room for lounging. The floor plan includes the original 3-bedroom, 2-bath layout + master suite expansion, offering a sitting space, large walk-in closet, and a spacious bathroom with glass shower. French doors lead out to the pool area, extending the living space to the outdoors. Additional features include wood flooring in all bedrooms plus living/family rooms, updated tile in the kitchen/dining rooms, hurricane shutters and plantation shutters, new double-paned windows, and freshly painted exterior in 2023. This home is connected to sewer, and the cast iron waste lines were coated in 2023 with a lifetime, transferrable warranty for the new owner. Great, convenient location, walking distance to Dommerich Elementary and Maitland Middle School, and zoned for Winter Park High School.

808 Ponca Trail, Maitland

$285,000

3 Beds ⋅ 1 Baths ⋅ Thompson Sub SubDv. ⋅ 32751 Zip Code

Come see this beautifully remodeled 3-bedroom, 1-bath home near the heart of Maitland! This home features a New roof, New a/c, New luxury vinyl plank flooring throughout, New granite countertops, New cabinets, New appliances, New bathroom vanites, fresh interior and exterior paint, and more! The sizable fenced backyard is ideal for cookouts and entertaining, or just letting the pets roam! Situated near the end of the street in a secluded section of the neighborhood across from the lakes, with no neighbors to the rear or right side of the home. Close to I-4 access, and within minutes of all that downtown Maitland has to offer ... including shops and dining! This truly home is a gem! See it while it lasts!

711 Thompson Avenue, Maitland

$450,000

4 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the interior in natural light throughout the day. The kitchen is open and functional, seamlessly flowing into the dining and living areas—ideal for entertaining or simply enjoying everyday life. With ample cabinetry and sleek stainless steel appliances, it’s both stylish and practical for modern living. Each of the four bedrooms offers comfort, flexibility, and generous space. The primary suite is a private retreat, complete with its own spa-like bathroom featuring dual vanities, a soaking tub, and a walk-in shower. The remaining three bedrooms are equally spacious and well-lit, perfect for guest accommodations, children’s rooms, or home offices—offering a layout that easily adapts to your lifestyle needs. Step outside to your own private oasis, where a sparkling pool and expansive backyard provide the perfect setting for relaxing weekends, gatherings, or outdoor fun. Located just minutes from top-rated schools, parks, shopping, and dining, this home blends comfort, convenience, and Florida charm. Don’t miss this opportunity to make it yours!

736 Forest Glen Court, Maitland

$555,000

2 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook 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

$524,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Welcome to 2621 Queen Mary Place where charm, comfort, and location come together in one perfect Maitland home. Tucked at the end of a quiet cul-de-sac in the gated Brittany Gardens community, this beautifully maintained 3-bedroom, 2-bath home offers over 2,100 sq ft of thoughtfully designed living space. Freshly updated and move-in ready, the home features brand-new flooring, abundant natural light, and elegant touches throughout from crown molding and recessed lighting to custom built-ins. The kitchen is a true standout, with Silestone countertops, modern appliances, generous cabinetry, a functional island, and a sunny bay window breakfast nook. The private primary suite includes a walk-in closet, dual sinks, and a spacious walk-in shower. A smart split-bedroom layout ensures added privacy, with two guest bedrooms and a full bath on the opposite side of the home. Additional highlights include: Laundry room conveniently located off the primary bath 2-car garage with 20 ft ceilings and extra storage. Manicured neighborhood with mature trees and gated access Community access to Howell Creek, Lake Waumpi, and scenic green spaces All just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer. This is more than a home, it’s a lifestyle. Come see it in person to truly appreciate what makes it special.

2621 Queen Mary Place, Maitland

$1,350,000

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

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

2047 Howell Branch Road, Maitland

$476,500

4 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

“Back on the market due to buyer financing. No fault of the seller.” STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!

449 Forestwood Lane, Maitland

$1,100,000

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

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

941 Versailles Circle, Maitland

$500,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Step into this meticulously maintained, move-in ready mid-century modern beauty, nestled in the heart of the higly sought-after Oakland Shores neighborhood in Maitland, Florida. Situated on an elevated lot, this home boasts all new landscaping, a newly painted exterior, and exceptional curb appeal. The solid block construction offers both durability and timeless style, with three spacious bedrooms and two full bathrooms Enjoy vaulted ceilings and a cozy brick wood-burning fireplace in the spacious living room, with elevated windows that flood the space with natural light. The seamless flow from living to dining creates a perfect setting for both everyday living and entertaining. The kitchen featuring sleek granite countertops, stainless steel appliances, and pull-out storage in the cabinets and pantry. A large window above the sink offers a view of the lush backyard, while the adjacent eat-in nook provides a charming spot for casual meals. Newer laminate flooring flows throughout the home, with tile accents in the kitchen, dining room, nook, and bathrooms. Both bathrooms have been thoughtfully updated, with the primary bath receiving a luxurious remodel in 2022—complete with a thermostat-controlled floor warming system for extra comfort. The primary bedroom is a true retreat, filled with natural light and featuring a custom walk-in closet. The secondary bedrooms are generously sized, with one offering two large closets, providing ample storage space. Recent Upgrades: This home has received over $30K in all new landscaping both in the front as well as the backyard. New walkways have been added, all new irrigation, and PVC fencing in the backyard. Other updates include a new garage door, exterior paint, shutters, and fresh hardware on interior doors. HVAC air handler (2022), and a new septic tank and drain field (2022). Home has double pained windows and Aug 2025 new tankless water heater. Relax and unwind on the large 33’ screened porch, perfect for enjoying the Florida weather at any time of day. The beautifully landscaped backyard is complete with a fire pit, ideal for cozy evenings with family and friends. This home’s location couldn’t be better—close to shopping, restaurants, grocery stores, and with easy access to I-4. Plus, there’s no HOA to worry about! Whether you’re commuting or enjoying local amenities, this property offers the best of both worlds. This is a rare opportunity to own a beautifully updated mid-century home in one of Maitland's most desirable neighborhoods. Schedule your showing today and start imagining your new life here!

632 Magnolia Drive, Maitland

$825,000

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

One or more photo(s) has been virtually staged. Welcome to 125 White Oak Circle—a rare opportunity to own a beautifully renovated 4-bedroom, 2.5-bath home offering 2,524 square feet of refined living space in one of Maitland’s most peaceful and desirable neighborhoods. Tucked near the tranquil shores of Lake Sybelia, this meticulously maintained 1/3-ACRE CORNER-LOT residence combines timeless charm with modern luxury. The lot is thoughtfully balanced, offering generous space in both the front and fully fenced backyard. From the moment you arrive, the pride of ownership is unmistakable. Extensive updates offer peace of mind and lasting value: NEW ROOF (2019), NEW PELLA WINDOWS with hurricane-rated frames (2022), new garage door (2022), NEW ELECTRICAL PANELS (2022), exterior paint (2019), FULL REPIPE (2019), all new electrical outlets and rocker-style switches, added attic insulation, updated irrigation and Provista St. Augustine sod (2022), epoxy garage floor, and upgraded laundry with LG front-load washer and dryer set on pedestals for convenient storage. The garage also includes a full-size refrigerator. The home’s stately brick façade, double entry doors, and paver walkway are framed by lush landscaping—including magnolia trees, a mature oak, Japanese blueberry, pygmy palms, pines, and more. Curb appeal is just the beginning. Inside, you’ll find wide luxury vinyl plank flooring throughout, 5" baseboards, 4" door casings, crown molding, and solid cedar interior doors. The spacious bedrooms offer comfort, and the home provides abundant closet storage throughout—perfect for keeping everything organized and out of sight. The gourmet kitchen is a showstopper—fully remodeled with custom cabinetry to the ceiling, quartz countertops, a designer backsplash, matte black hardware, and high-end Bosch appliances (including refrigerator, dishwasher, and range hood), plus a GE induction cooktop and oven. The bathrooms have been completely updated with stylish vanities, new fixtures, tile, and toilets. The primary suite includes an oversized walk-in shower, offering a spa-like experience. The family room features a cozy brick wood-burning fireplace, while the formal living and dining rooms provide the perfect space to gather. A light-filled enclosed Florida room adds flexibility—ideal for a home office, playroom, or additional lounge space. Step outside to your private, fenced backyard oasis—perfect for relaxing under swaying trees and blue skies, or entertaining on the paver patio. Located just across the street from Orangewood K–12 private school and near the neighborhood’s Lake Sybelia Elementary, this home is a dream for families. Enjoy serene walks to Lake Sybelia’s park—complete with a playground and fishing dock—or take a quick bike ride to Independence Lane and Lake Lily for Sunday farmers markets, community events, and local dining. With quick access to I-4, you’re just minutes from everything Central Florida has to offer—yet nestled in a quiet, tree-lined enclave that feels worlds away. This turnkey residence blends thoughtful design, quality craftsmanship, and a prime location for a truly exceptional lifestyle. Don’t miss this opportunity—schedule a showing today!

125 White Oak Circle, Maitland

$575,000

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Welcome to this one-of-a-kind gem in the Maitland neighborhood of English Estates. Originally built in 1961 as the builder's model home, this sprawling 2,649-square-foot ranch-style home has been tastefully and thoughtfully updated, offering a seamless blend of mid-century charm and modern convenience. Situated on a beautifully landscaped CORNER .31 ACRE LOT, this property boasts a functional CIRCULAR DRIVEWAY and 2 CAR SIDE ENTRY GARAGE. Step inside and be captivated by the natural light that pours through the abundance of windows. The large dining room at the front of the home offers views of the front yard, setting the stage for memorable gatherings. The open-concept kitchen has been updated with GRANITE countertops, MODERN cabinets, and REFINISHED TERRAZZO flooring, which flows effortlessly into the inviting family room. From here, sliding doors lead to a spacious screened patio and a FULLY ENCLOSED backyard. Walk through the family room into the living area that features a DOUBLE SIDED FIREPLACE and backyard views. The primary suite features dual closets, backyard views, and an updated en-suite bathroom with a walk-in shower. The secondary bedrooms are generously sized and share a stylish bathroom complete with a double vanity and a tub/shower combination. Additionally, the OVERSIZED INDOOR LAUNDRY ROOM, which once served as the builder's office, offers ample space and includes a convenient nearby half-bath. Significant UPDATES include a BRAND NEW ROOF currently being installed, modern WINDOWS, updated ELECTRICAL AND PLUMBING systems, new interior and exterior PAINT, upgraded ATTIC INSULATION, beautifully refinished terrazzo floors, well for irrigation, A/C UNIT 2019, and WATER HEATER 2017. Enjoy the unbeatable location just minutes from downtown Winter Park, major expressways, shopping, dining, Kewannee Park, and the nearby bike trail. Don't miss your chance to experience this extraordinary home! Schedule a private tour today and see firsthand why this property truly sets the bar in English Estates.

2344 Derbyshire Road, Maitland

$650,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code

sold data entry

1055 Thunder Trail, Maitland

$510,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome to 2220 Derbyshire Road, located in the highly desirable English Estates neighborhood. This spacious residence offers nearly 2,200 square feet of living space with four bedrooms, two bathrooms, and a quarter-acre lot complete with a large Florida-style pool and spa. This home has been maintained and thoughtfully upgraded, and now features a brand-new roof, a new HVAC system, updated fencing, and added gutters. From the moment you step through the glass front door, you'll be greeted by a large foyer with high ceilings and wood flooring that flows through the main living spaces. The oversized formal dining room, complete with crown molding and wainscoting, is perfect for hosting gatherings. The formal living area transitions seamlessly into a family room with built-ins and space overlooking the kitchen and the covered patio. This set up creates an easy and inviting layout for both everyday living and entertaining. The kitchen boasts solid wood cabinetry, stone countertops, stainless steel appliances, and a tile flooring. A large eat-in area and breakfast nook complete the space. The glass sliding doors open to a spacious covered patio with vaulted ceilings and fans, overlooking the expansive backyard pool and spa. Inside, the home offers three bedrooms plus a versatile fourth room, which functions well as a guest room, home office, home gym or playroom. The primary bedroom is situated at the back right of the home, with its own sliding glass door out to the backyard and pool area. Situated in the heart of Seminole County and zoned for some of Central Florida’s top-rated schools, this home is just minutes from Maitland City Center, Kewannee Park, SunRail, and major roadways including 436, 414, and I-4—putting Winter Park, Casselberry, and downtown Orlando all within easy reach. This home offers location, space, and upgrades. Call today to schedule a private tour.

2220 Derbyshire Road, Maitland

$689,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code

Welcome to 1850 Geronimo Trail, a well-maintained, mid-century gem on one of the best and quietest streets of Maitland’s coveted Dommerich Estates. This updated 3-bedroom, 2-bath home blends timeless style with contemporary comforts, all nestled in a quiet and safe community served by top-rated schools. Inside, you’ll find wood-look tile flooring throughout the main living areas, a classic brick fireplace, large bright windows, and a modern kitchen with a massive island that flows effortlessly into the dining room—perfect for entertaining or everyday living. The spacious primary suite features an ensuite bath, and the layout offers an easy indoor-outdoor lifestyle. Step outside to enjoy the private screened-in pool, a large insulated covered porch added in 2023, and custom-designed landscaping framed by a vinyl fence. Additional updates include a new shingle roof (2023), light and bright stucco finish and exterior paint (2023), and a new A/C system (2025). The side-entry two-car garage provides plenty of parking and curb appeal. As a bonus, homeowners enjoy optional access to Lake Minnehaha and the Winter Park Chain of Lakes via the neighborhood boat ramp and private park. Dommerich Estates is a beloved waterfront neighborhood just 6 miles north of downtown Orlando, with walkable access to Maitland Community Park’s tennis courts, boardwalk, playground, bike trails and more. Seller is ready to start their next chapter they are motivated! Don’t miss your opportunity to live in one of Central Florida’s most established and desirable communities!

1850 Geronimo Trail, Maitland

$290,000

3 Beds ⋅ 2 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code

This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

305 West Lake Faith Drive Unit 139, Maitland

$632,000

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully renovated home. This unique single story residence offers a split floor plan with 3 Bedrooms, 2 Full Bathrooms, Foyer, Office / Den/ Flex Room, Formal Dining Room, Open Concept Kitchen, Family Room, Laundry Room and Two Car Garage. Tiled Flooring throughout the home creates a seamless flow, Natural Light and Colors create a tranquil atmosphere. Private Backyard with No rear neighbors and a Vinyl Fence. The design flow continues with a tiled and screened Lanai, In-ground spa, paver deck, outdoor lighting, gorgeous landscaping with flagstone accents. Also included in the sale is a Kohler whole home natural gas generator. Tree-Lined Streets and Neighborly Residents make Brittany Gardens an optimal environment to grow and thrive. Just minutes to Park Avenue in Winter Park, Maitland Social featuring Brunos Pizza, The Wave, Foxtail an Packwoods, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

489 Penny Lane, Maitland

$550,000

3 Beds ⋅ 2 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining room. Bathrooms have been renovated, windows replaced 2021, roof 2018 and A/C in 2018. Big fenced in yard. The home is in a great location close to Park Avenue, downtown Maitland, lots of great restaurants and shopping. Zoned for Dommerich elementary and Maitland middle school.

162 Orange Place, Maitland

$1,075,000

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

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

307 Running Wind Lane, Maitland

$1,525,000

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

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

685 Mayo Avenue, Maitland

$971,000

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

Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

111 Woodstream Ct Court, Maitland

$800,000

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

SDEO - May 2025 (FSBO)

2031 Dyan Way, Maitland

$765,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code

Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and inviting atmosphere. The heart of this home is the gourmet kitchen, complete with modern appliances and ample counter space, perfect for culinary enthusiasts and family gatherings alike. Step outside to your own private paradise! The expansive backyard is a true highlight, featuring a beautifully landscaped space that is perfect for summer barbecues, family gatherings, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on the charming porch while taking in the scenic views. For those who love the outdoors, this property offers exclusive lake access, allowing you to enjoy fishing, kayaking, and water skiing. Embrace the lifestyle of lakeside living while being just a stone's throw away from the vibrant community activities that is Dommerich

1770 Chinook 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

$390,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland

$830,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a resealed pool deck and garage. Inside you are greeted with marble tile, refinished hardwood, polished terrazzo, designer lighting, sleek new hardware, and custom touches throughout. The chef’s kitchen wows with quartz counters, soft-close solid wood cabinetry, and brand-new Samsung appliances. Spa-worthy baths include a show-stopping marble primary suite with dual vanities and an oversized walk-in shower. Two expansive living areas feature built-ins, French doors, and a cozy brick fireplace. With indoor laundry, bonus storage, a 2-car garage, and walkability to schools, parks, and shops, this home blends luxury, location, and lifestyle—all in one unforgettable package.

1850 Shawnee Trail, Maitland

$678,500

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

This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

1921 Geronimo Trail, Maitland

$609,900

3 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. NEWLY sanded and stained Hardwood flooring, New Kitchen Flooring, freshly painted and ready to Welcome you to 2020 Geronimo Trail—an inviting 3-bedroom, 2.5-bath mid-century ranch-style pool home nestled in one of Maitland’s most beloved neighborhoods. Built in 1961, this home has been lovingly cared for by just three owners in its entire lifetime—a true testament to pride of ownership. Set on a .22-acre lot with mature trees and a spacious backyard, the home is ideally located just blocks from A-rated Dommerich Elementary and Maitland Middle, and zoned for Winter Park High School. A covered front porch welcomes you with classic charm, perfect for morning coffee or evening conversations in rocking chairs. Inside, you’ll find original hardwood floors, a bright living room with wainscoting, a dining room with French doors that open to the backyard, and an eat-in kitchen featuring solid wood Amish cabinetry—handcrafted in Indiana with extra-deep storage. A spacious laundry room with a half bath and backyard access makes for an ideal pool bath setup. The oversized garage offers high ceilings and attic storage, adding everyday functionality. The primary suite includes dual closets and an ensuite bath, while two additional bedrooms and a full hallway bath complete the thoughtfully designed floor plan. Additional features include multiple storage closets, a sparkling swimming pool, and a host of recent upgrades: new electrical panel, new plumbing, upgraded AC duct insulation, and a newer HVAC system. Located just minutes from the shops, dining, and cultural scene of downtown Winter Park, this home blends timeless architecture with modern comforts in a location that continues to grow in value and desirability. Don’t miss this rare opportunity to own a piece of Maitland history on a great street. Schedule your showing today!

2020 Geronimo Trail, Maitland

$630,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Charming 3-Bedroom, 2-Bath Pool Home – Your Private Oasis Awaits! Welcome to this beautifully maintained home, offering the perfect blend of comfort and functionality. Nestled in a quiet, desirable neighborhood, this property boasts an updated kitchen with stainless steel appliances, white plantation shutters, lush landscaping, and spacious living areas filled with natural light. Step outside to your private backyard retreat featuring an expansive sparkling inground pool—ideal for relaxing or entertaining guests. The primary suite includes a walk-in closet, updated bath, and a private door leading to the pool area. Additional highlights include a connection to public sewer system, roof and water heater were replaced in 2020, 2-car garage, new luxury laminate flooring, beautiful French doors, and a fully fenced yard. Conveniently located near top-rated schools- zoned for Winter Park Highschool! Walk to Kewannee park to enjoy fishing, the children’s playground, basketball courts, or a bike ride on the trail. If you are interested in high end shopping and dining, this home is 5 miles away from Park Ave or Winter Park Village. No HOA!

2318 Mohawk Trail, Maitland

$400,000

3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code

Classic Indian Hills Florida ranch pool home now available for your personal touches! Handsome exterior with towering oaks and traditional foyer welcome you to formal LR/DR, with built in shelving. Split plan, primary suite with vanity plus private shower/toilet, dual closets. Kitchen at the heart of the home, wood cabinetry. 2 sunny bedrooms with ample closets and hall bath with tub/shower. Large enclosed Florida/bonus room overlooking sparking pool and large backyard. 2 car garage with workspace and utility area. Laminate floors, 2023 roof. Top location at the quiet east end of Derbyshire, centrally located for quick access to 436, Horatio, 17-92. Make this your forever home!

2666 Derbyshire Road, Maitland

$1,200,000

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

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

960 Brightwater Circle, Maitland

$435,000

4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

This your opportunity to move into the charming neighborhood of "Indian Hills" in Maitland. It is a 4 bedroom 2 bath home with a screened-in pool and is on a corner lot. The home has been freshly painted inside and out. New kitchen cabinets, countertops with a chef's sink. The roof was replaced in 2023, A/C unit replaced in 2022, Replumbed 10 yrs ago. This home is conveniently located near SR 436 and 17/92, close to restaurants and shopping in a verity of local businesses. The Altamonte Mall and Advent Health Hospital/Medical center is just minutes away. If you're not familiar with the neighborhood, this is your chance to discover this established, tranquil area.

2632 Derbyshire Road, Maitland

$905,000

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

Amazing opportunity to live in a ONE STORY home nestled between Winter Park and Maitland. This 4/2.5 is located in one of the best neighborhoods and just off of Park Avenue. Tons of natural light flows throughout the entire home. The cozy family room with beautiful built-ins opens up to the kitchen featuring light and bright cabinetry, granite countertops and a center island with room for barstools. Separate living room and dining room with wall to wall seagrass carpeting and a gorgeous brick wall plus an enclosed sunroom allows plenty of space to entertain. The split bedroom floor plan makes this the perfect place for any family with 3 bedrooms and 1.5 bathrooms separated from the primary bedroom. New windows throughout. Situated on a 0.30 acre lot, there is plenty of room to expand. Just a quick bike ride to Park Avenue and easy access to Winter Park Village and Downtown Maitland. Fantastic location right by The Enzian theater & Park Maitland school. Zoned for the highly coveted Dommerich Elementary, Maitland Middle and Winter Park High School! Welcome Home!

1441 Sunnyside Drive, Maitland

$960,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Welcome to your dream oasis in Dommerich Hills, one of Central Florida's most sought-after neighborhoods. This meticulously maintained 4-bedroom, 3-bathroom pool home sits on a generous 127' x 89' corner lot, embraced by lush landscaping that evokes a serene park-like setting. As you approach, you'll admire the impressive circular paver driveway and motor court, offering plenty of parking for friends and family. The oversized covered front entry, adorned with a beautiful tongue-and-groove wood ceiling, warmly invites you inside. Step through the door and be welcomed by a spacious open floor plan that effortlessly connects the kitchen, dinette, family room, and living room—perfect for comfortable living and entertaining. The updated kitchen is a chef's delight, featuring expansive granite countertops and custom cabinetry that combine style with functionality. A convenient window lets you serve guests in the vibrant outdoor lanai and pool area. Adjacent to the kitchen, the informal dining area, with its stylish lighting and contrasting cabinetry, creates an inviting atmosphere perfect for casual meals. The generously sized family room is designed for relaxation and entertainment, flowing seamlessly into the living room, where a cozy wood-burning brick fireplace adds a touch of warmth and charm. You'll fall in love with the luxurious primary suite—a spacious retreat that boasts stunning multicolored wood flooring, creating a comfortable ambiance. This suite includes dual closets—one cleverly designed to house a full-sized front-load washer and dryer, offering both convenience and ample storage. The spa-like primary bathroom serves as your personal sanctuary, featuring a double-sink vanity and a spacious walk-in shower complete with a built-in bench. In addition to the primary suite, the home includes two more bedrooms and a second primary suite—ideal for guests, home offices, or hobbies. A centrally located bathroom adds to the convenience for family and visitors alike. A highlight of this home is the expansive bonus room—a versatile space perfect for entertaining, gaming, or enjoying a leisurely bar night. With walls of glass overlooking the pool and yard, this area can easily be tailored to fit your lifestyle, whether you envision a media room or a lively gathering spot. Step outside to find a sparkling saltwater pool, perfect for cooling off on those warm summer days, along with a covered patio that sets the scene for alfresco dining and entertaining. This refined ranch-style home features a desirable single-story layout, a spacious outdoor area, and the benefit of a corner lot, blending comfort and practicality. Additional highlights include a 3-year-old roof, a newer water heater, and a 5-year-old HVAC system. Completing the appeal is an oversized 2-car garage with an epoxy-painted floor—truly adding to the charm of this property. Located in Maitland, you’ll relish easy access to a variety of dining options, unique shopping experiences, grocery stores, Lake Lilly Park, the Sunday Farmer's Market, Winter Park, and major roadways. Don't miss out on the chance to make this exceptional home yours, where elegance and a vibrant lifestyle come together beautifully.

2106 Tuscarora Trail, Maitland

$2,250,000

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

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

734 Terra Place, Maitland

$935,000

4 Beds ⋅ 4 Baths ⋅ Dommerich/Cove Colony SubDv. ⋅ 32751 Zip Code

Nestled on a quiet, tree-lined cul-de-sac and a short walk to A rated Dommerich Elementary school, this well-maintained 4 bedroom, 3.5 bath pool home in the desired neighborhood of Cove Colony offers 3,115 sq ft of well-designed living space on a spacious .41-acre lot. From the moment you arrive, you are greeted by a vaulted entrance and sparkling fountain that sets a tone of elegance and tranquility. Ideal for entertaining, the backyard features a summer kitchen with sink and refrigerator, a covered patio and lighted pergola - all overlooking the expansive resurfaced 20x60 pool. Inside, the kitchen boasts granite counters, stainless appliances and opens to a versatile bonus room perfect for a children's play area or family gathering space. A breakfast bar and dinette provide additional dining seating options. The main level also includes formal living and dining rooms, a family room with fireplace, and a private in-law suite complete with its own bedroom bathroom and office, perfect for a multi-generational living. Upstairs, the spacious primary suite includes a sitting area and a newly renovated (2025) bath with dual sinks, a soaking tub and large walk-in shower. Two additional bedrooms share a generous hall bath with dual sinks and a tub/shower combo. Additional features include a two-car garage, extensive professional landscaping highlighted by front and back landscape lighting, a custom-crafted wooden privacy fence and an enclosed concrete pad-perfect for storage or an extra play space. Conveniently located close to I-4, 436, downtown Winter Park, restaurants and parks. Tremendous upward potential with this property. Waiting for the next owner to put their personal touch. Welcome home!

1905 Old Club Point, Maitland

$977,500

5 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Situated on one of the most desirable streets in Dommerich is this magnificent 5 Bed|3 Bath estate updated to offer the perfect blend of space & style! A gracious front porch accented with soft blue shutters against fresh paint provides a peek of what a treasure this home is. The foyer opens to 2 functional, yet distinct living areas. At the front is the living & dining combo that features handscraped hardwood floors, plantation shutters on new windows, recessed lighting, and best of all, an open flow into the kitchen featuring a renovated footprint. Connecting the entertaining & cooking spaces is a massive island with a bar sink, built-in seating, & additional meal prep areas! The kitchen flows seamlessly into the back family room that is anchored by a cozy fireplace flanked by built-in shelving. Because this home is a true 3-way split plan, each wing is genuinely private! The primary suite has an elegant feel with wood floors plus new plantation shutters that open to the meditation garden, but be prepared to be amazed at the luxuriousness. Enormous walk-in dual closets are the first surprise. At the rear of the primary suite, overlooking the tropical gardens of the backyard, is the renovated bathroom featuring a double vanity, walk-in shower, soaking tub, added storage with built-in cabinetry, & a private water closet. The beauty of this home continues in the front wing, which features 2 generously sized guest bedrooms plus a spacious bathroom and more storage in the hall closet. At the rear of the home is the final wing, again featuring 2 spacious bedrooms, storage closets, plus a large bathroom with dual sinks that cleverly serves as a pool bath. Even more living space is found in the Bonus Room! The most impressive area of this property is the magic the owner created through years of lovingly expanding the multiple garden areas of the backyard. In addition to the mediation garden, there are 4 separate gardens to be discovered. The focal point is the sparkling 20,000-gallon pool that has been resurfaced & updated with a new paver patio. Enjoy a dip in the cooling waters and then use the outdoor shower before grabbing a beverage at the new Tiki Bar! Just beyond the pool is a garden of native plants that create beauty with ease since they are drought-tolerant & low-maintenance. When fall arrives, this is the house to retreat to! Tucked behind the Florida garden is a newly constructed fire pit hideaway with seating encased by reclaimed wood & covered with a charming metal roof, plus electric hookup. This area must be experienced to be appreciated! Additional gardens include a pineapple grove & an enclosed garden with raised beds ready to produce crops of herbs, vegetables, or beautiful bouquets. The backyard is so spacious that a double gate was added off the driveway to provide additional parking for an RV or boat! This meticulous homeowner added peace of mind with New Windows & Doors in 2025; New Roof 2022; updated Plumbing and Electrical Systems; a new HVAC system in 2018; fresh paint; new landscaping, & more! Although you might never want to leave home, this retreat is walking distance to Dommerich Elementary & Maitland Middle via new sidewalks and minutes from exciting dining and entertainment venues at Maitland Social & Maitland City Centre. The zoned high school, WPHS, is easily accessible, as well as the celebrated shopping & dining of neighboring Winter Park. Don’t miss your chance to create your dream Maitland home!

2450 Mcintosh Way, Maitland

$740,000

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

Welcome Home to the sought-after Stonewood Community of Maitland, FL! This beautifully modernized 4-bedroom, 2.5-bathroom residence boasts 2,200 square feet of living space on a spacious 15,000 square foot lot. Recent upgrades include interior renovation in 2015. New Custom Salt Pool with oversized sun-shelf, deck jets and bubbler, and paver patio in 2016. Two System HVAC's 2015. New Roof in 2020. New aluminum screen porch 2023. New water heater 2025. Rest and relax in the tropical oasis backyard with mature palms and landscaping and patio/deck. Enjoy the comfort of modern features like high ceilings, recessed lighting, oversized bedrooms, interior laundry, and versatile floor plan. Conveniently located near Winter Park and Maitland's top-tier amenities, public parks, restaurants, and shops. Zoned for Seminole County Public Schools and close proximity to Orangewood Christian School and other top rated school options. Schedule your private viewing today!

986 Stonewood Lane, Maitland

$865,000

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

(Price drop by $236,000) Welcome to Your New Home in Dommerich Estates, Maitland, FL Nestled in the sought-after, no-HOA community of Dommerich Estates, this beautifully custom-built 4-bedroom, 3.5-bath home offers an exceptional blend of comfort, style, and functionality. From the moment you arrive, the inviting curb appeal, side-entry garage, and 8-foot front and rear doors set the tone for the elegance found throughout. Step inside to discover a spacious open-concept living and dining area, enhanced by upgraded flooring, fresh paint, and plush new carpet. Plantation shutters throughout add a timeless touch, while the cozy fireplace in the family room creates a perfect gathering space. The chef’s kitchen features a large walk-in pantry, new appliances, and is ready for your dream summer kitchen—fully pre-wired and pre-plumbed. Retreat to the expansive master suite offering dual walk-in closets and a luxurious en-suite bath. Entertain with ease under the impressive 12x50 covered lanai overlooking the private backyard and sparkling pool—ideal for Florida living. The oversized 2.5-car garage and central vacuum system add everyday convenience. Located minutes from top-rated schools, scenic parks, walking trails, and just a short drive to Park Avenue, downtown Orlando, I-4, and Maitland’s vibrant dining, shopping, and cultural events including the Sunday farmers market and seasonal art festivals. This home offers the perfect blend of lifestyle and location—schedule your private tour today!

141 Dommerich Drive, Maitland

$425,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step into timeless style and everyday comfort in this lovingly maintained mid-century charmer, nestled on a generous 0.27-acre lot in the heart of Maitland. With 3 spacious bedrooms, 2 full baths, and a light-filled floor plan, this home blends classic character with smart updates ideal for today’s stylish professional. Inside, you’ll find original hardwood floors, a freshly painted interior, and artful touches like an original screen door and deco-inspired built-in shelving. The updated kitchen comes fully equipped with stainless steel appliances, while the spacious indoor laundry room adds daily convenience. A Nest thermostat system and ADT security bring peace of mind and modern control. Step outside into your private backyard oasis—complete with new wood fencing, fresh landscaping, paver patio, and a charming brick firepit—perfect for outdoor dining, relaxing, or entertaining under the stars. The sleek mid-century elevation is framed by a 2-car carport and mature trees, offering both curb appeal and practicality. Located just minutes from the lakes, parks, top-rated schools, shopping, dining, and with easy access to I-4, this home offers a true blend of character, convenience, and community. Don’t miss this rare Maitland gem!

504 W Faith Terrace, 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

$870,000

3 Beds ⋅ 3 Baths ⋅ Maitland Manor Subdivision SubDv. ⋅ 32751 Zip Code

This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite boasts a huge closet and bathroom. Two driveways, and plenty of room for boat or RV parking add convenience. The meticulously designed landscaping adds beauty. Recent updates throughout, including a new roof, make this home move-in ready with flexible living and extra space inside and out. And it’s desirable, convenient location in a friendly, no HOA neighborhood make it the perfect place to call home.

446 Piney Croft Lane, Maitland

$275,000

4 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Lakeside Luxury Living at Visconti West on the First Floor 4BR/2BA Condo in Maitland, FL !!!! This home features a view of Lake Shadow from all of the rooms with a flowing floorplan, tile flooring throughout the living areas, granite countertops, stainless steel appliances, and plantation shutters for an elegant, modern touch. Enjoy your morning coffee on the screened-in balcony patio, perfect for relaxing with breezes from the lake. Convenient perfect sized storage closet located in the patio area. A NEWER HVAC INSTALLED 2021, BRAND NEW SLIDING DOOR, BRAND NEW WINDOWS and A BRAND NEW ROOF! Dive into a lifestyle of comfort and convenience with resort-style amenities that make every day feel like a getaway. Enjoy the sparkling community pool, a welcoming clubhouse, perfect for social gatherings and community events, challenge friends on the tennis courts, stay active in the fully equipped fitness center, take in the tranquility sound of the private lake, or unwind along the walking trails. Additional perks include a termite bond and pest control for the homeowners peace of mind! The community has the convenience a car wash station for easy upkeep. Located within minutes to I-4 making commuting to downtown and turnpike easy, shopping and restaurants ! Schedule your showing today!!

1460 Lake Shadow Circle Unit 7102, Maitland

$675,000

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Welcome to your dream home in the heart of Maitland’s beloved English Estates neighborhood! This beautifully updated 4-bedroom, 2.5-bathroom home with a dedicated office offers the perfect blend of timeless mid-century design and thoughtful contemporary upgrades. With approximately 2,352 square feet of living space on a generous 16,660 square foot double lot, there’s room to relax, entertain, and truly enjoy Florida living. From the moment you arrive, the home’s curb appeal draws you in with its circular driveway, side-entry garage, and lush, Florida-friendly landscaping. Step through the charming front courtyard, enclosed by a brick privacy wall, and you’ll immediately feel the peaceful, welcoming vibe that makes this home so special. Inside, the layout is both functional and inviting. The updated kitchen is a true centerpiece, featuring a spacious island and newer GE Profile stainless steel appliances, including an induction range with convection oven and microwave (2022), a French-door refrigerator with auto-fill, and an under-cabinet reverse osmosis water filtration system that also feeds the fridge. The kitchen opens directly to the family room, where a classic brick wood-burning fireplace adds warmth and character—perfect for cozy evenings or casual get-togethers. The main living areas are finished with pristine vintage tile floors that add charm and durability, while all four bedrooms have been upgraded with brand new luxury vinyl plank flooring for a fresh, modern feel. The split floor plan offers privacy and flexibility, with three spacious secondary bedrooms on one side and a separate primary suite on the other. Whether you need space for guests, family, or hobbies, this layout works beautifully. And if you work from home, the dedicated office space is a quiet, comfortable spot to stay productive. Step outside through elegant French doors and discover your own private retreat. The backyard is a true highlight, with a sparkling pool, brick patio, and shaded walkways surrounded by mature landscaping. Recent pool upgrades in 2021 include a new pump motor, cartridge filter, pre-filter, and salt cell, ensuring your oasis is ready for summer fun. Throughout the home, all windows have been replaced with vinyl insulated double-pane Low-E windows, providing enhanced energy efficiency and a quieter indoor environment. Additional enhancements include a full PEX re-pipe and new water heater (2017), a Clopay Gallery insulated garage door paired with a Chamberlain smart opener with battery backup (2018), and a generator interlock with plug installed on the main panel. The roof was replaced in December 2023 with an Atlas Roofing system featuring a full self-adhesive secondary water barrier. Gutters have been installed around all entry areas, and the home is finished with durable aluminum fascia and soffits. You’ll also appreciate the granite vanities in the bathrooms, fresh professional paint inside and out, and the added convenience of a dedicated EV charging outlet in the garage. The home comes with a home warranty, offering extra peace of mind. Located in one of Maitland’s most established and desirable neighborhoods, you’re just minutes from top-rated schools, parks, shopping, dining, and major roadways. This is more than just a house—it’s a place to live, grow, and make lasting memories. Don’t miss your chance to own this one-of-a-kind home. Schedule your private showing today!

2350 Worthington Road, Maitland

$2,535,000

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

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

705 N Lake Sybelia Drive, Maitland

$1,089,000

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

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

123 Tangelo Court, Maitland

$545,000

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

This 4-bedroom, 3-bathroom home is packed with smart updates and sits in a prime Maitland location, close to shopping, dining, and quick access to the interstate for an easy commute to Orlando and beyond. Inside, you'll love the vaulted ceilings, new luxury vinyl flooring, and a clean, modern aesthetic throughout. The home has been freshly painted and features all-new lighting and fixtures, and a newer HVAC system, offering both comfort and peace of mind. The open kitchen flows seamlessly into the main living space, creating an ideal setup for entertaining or everyday living. A downstairs guest wing offers privacy and flexibility, while upstairs you'll find three bedrooms, including a spacious primary suite with two closets and a large ensuite bathroom. Step outside to enjoy the screened back porch and private pool—perfect for relaxing weekends or hosting friends and family. With its updated condition, great layout, and convenient location, this home is ready to welcome its next owner—no updates needed, just unpack and enjoy. Don't hesitate. Schedule a showing today!

1758 Bobtail Drive, Maitland

$396,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas. Enjoy a functional layout with an open-concept living and dining space, a convenient downstairs powder room, and a covered back porch that provides a quiet retreat with peaceful views. Upstairs, the spacious primary suite offers a private balcony, generous closet space, and an en-suite bath. The upstairs laundry closet adds ease to daily routines. Perfectly situated just minutes from Downtown Orlando and the dining and culture of Winter Park, yet tucked away in a serene lakeside setting. The community features a resort-style pool and beautifully landscaped grounds, offering low-maintenance living in a truly charming location. Don’t miss the chance to own in one of the area's most desirable gated communities!

1379 Benevolent Street, 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

$221,647

2 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

Luxurious Lakefront Living ! Hurry to see this stunning 2 bed 2 1/2 bath townhouse. Beautiful Oak kitchen, stainless appliances, brand new dishwasher, huge pantry, nice fans and lighting lots of designer touches. Laundry room has front load washer/dryer and tons of storage and work area. Half bath in hallway and linen closet. Livingroom has beautiful lake view. Parquet flooring entire first floor Front porch sitting area with views. Upstairs 2 master suites each with private bath, ample closet(s) space. Brand new carpet upstairs. Lots of built ins. Interconnected smoke alarms, and emergency lighting instantly on if power goes out. New R-30 attic insulation blown in. Big patio area outside laundry room or from sliders in dining room. I car garage. Plenty of guest parking right outside your gate. Big community pool with washrooms. Pet friendly neighborhood. Close to all kinds of shopping and dining options. Minutes to Winter Park Village, Park Avenue, Downtown Maitland, Lake Lily Park, drugstores, gas stations, I-4 access minutes away.

802 Park Lake Circle Unit 2, Maitland

$1,395,500

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

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

755 Cranes Court, Maitland

$12,500,000

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

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

570 Manor Road, Maitland

$474,900

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

Welcome to this 4bed/2.5bath exquisite oversized, Mediterranean-style END-UNIT townhome nestled in the gated luxury community of Maitland Village, located less than 1 mile from I-4 and Maitland Blvd! This two-story gem offers 4 spacious bedrooms and 2.5 baths, featuring a thoughtfully designed open floor plan. The heart of the home is the modern kitchen, boasting stainless steel appliances, granite countertops, 42" cabinetry, a breakfast bar, and a generously sized walk-in pantry. The family room flows seamlessly into a covered outdoor lanai, creating additional living space perfect for entertaining or relaxation. The downstairs bedroom, adorned with bright corner windows and French doors, offers versatility as an office or guest room and has direct wired internet access. Upstairs, a spacious loft provides an ideal flex space for a play area or home office. The oversized master suite boasts a deluxe bath, dual vanity with granite countertops, a garden tub and shower, and an oversized walk-in closet. The second bedroom offers a walk-in closet and direct access to the second bathroom while the third bedroom offers a huge walk-in closet with a window. Enjoy maintenance-free living with amenities that include a barrel tile roof, double-pane windows, energy-efficient Carrier heat pump, R-30 roof insulation, and pre-wired security and surround sound systems. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, and sprinklers. This beautiful, gated community features a pool, clubhouse, and convenient access to Genesis Health Club (Former RDV), Winter Park, Downtown Orlando, and local favorites like Lake Lily Farmers Market or Uptown Altamonte & Altamonte Mall. This gem is near amazing jobs in the Maitland corporate and commerce centers. Discover modern living at its finest—comfort, style, and convenience awaits you at this beautiful END-UNIT townhouse.

1998 Michael Tiago Circle, 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

$410,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)! This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and throughout the 2nd floor)…NO carpet! The open floorplan is ideal for entertaining, with a fresh and airy living/dining/kitchen combo enhanced by bright, custom Benjamin Moore paint. Upgraded lighting, mirrors, and hardware throughout add a luxurious, designer feel. Off the kitchen, a covered rear patio faces an expansive lawn wrapped in trees, providing outdoor enjoyment and completely maintained by the HOA. Upstairs, the spacious Primary Retreat awaits, with a large sitting area (also great for a desk or an exercise bike!), a balcony overlooking the lawn below, a custom walk-in closet by California Closets, and a modern en-suite bath featuring dual sinks and an upgraded TOTO Washlet bidet. Down the hall sits 2 more bedrooms, a full bath, and a laundry closet with storage shelves over the newer Whirlpool washer & dryer. Turnkey living is enhanced by the convenience of multiple storage closets, a downstairs powder room, and a 1-car garage with built-in cabinets and storage racks, plus plenty of guest parking right outside. Walk to the expansive resort-style pool or along the sidewalk overlooking Lake Charity, and drive just 10 minutes to the vibrant shops and eateries of downtown Winter Park or downtown Orlando. Experience the perfect blend of low-maintenance, luxury living in this charming, Montacino home!

1342 Benevolent Street, Maitland

$565,000

3 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Welcome to 987 Stonewood Lane, an exceptional home located in the highly sought-after community of Stonewood in Maitland. This well-built, concrete block residence offers 3 spacious bedrooms and 2 well-appointed bathrooms across 1,935 square feet of living space. The oversized .29 acre lot is a rare find, providing ample space for outdoor activities and relaxation. Dive into the below ground pool, perfect for enjoying the Florida sunshine and backyard BBQ's. Recently upgraded with a new HVAC system in 2023 and a new fence in 2024, this home offers modern comforts and privacy. Roof is 2015. Its excellent location ensures easy access to downtown Maitland, Winter Park, I4 express lanes, top restaurants, shopping, and local parks, making it a prime choice for discerning buyers.

987 Stonewood Lane, Maitland

$700,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully updated Maitland home in the coveted Dommerich Estates neighborhood. This home is the best value in Maitland with an assumable 2.75 Percent interest rate available! The spacious 4 Bedroom, 3 Bathroom layout features a hard-to-find split floor plan plus an abundance of storage and space that is rare in mid-century homes. The oversized half-acre homesite provides ample room to safely store your boat and RV or even explore the possibilities of adding a guest house / accessory dwelling unit (ADU) by the sparkling pool. Step inside the front of this home to discover a light-filled living room with stunning picture windows that flood the space in natural sunlight. The bright and airy feel continues as views of the backyard oasis are visible from both the living and dining rooms. A large Florida Room along the back of the home offers additional living space, ideal as a home office or just a relaxing retreat. Updates in the kitchen include granite countertops and stainless steel appliances, making it a chef’s dream. Just off the kitchen is a spacious indoor laundry room, complete with a butler's pantry and extra storage. Fresh paint and new flooring make the bedrooms truly move-in ready! Located in the heart of Maitland, you’re just minutes away from Maitland Community Park, Maitland City Centre, and the celebrated shopping, dining, and cultural attractions of Winter Park. Utilities are reliable with underground electrical lines completed by Duke and city sewer service already in place. Through the voluntary HOA, residents have access to the Winter Park Chain of Lakes from the community park and boat ramp on Lake Minnehaha. Zoned schools include Winter Park High as well as Dommerich Elementary and Maitland Middle, both of which are minutes from the home via walking sidewalks or bike lanes. This amazing home is eligible for an assumable mortgage with a 2.75 interest rate for qualified buyers! Don’t miss the opportunity to make this extraordinary Dommerich property yours!

1641 E Horatio Avenue, Maitland

$422,000

3 Beds ⋅ 2 Baths ⋅ Poors 2nd Add SubDv. ⋅ 32751 Zip Code

The seller is ready to move quickly – this is a great opportunity for buyers! LOCATION! LOCATION! LOCATION! Nestled on a generous lot with beautiful mature landscaping, this charming Maitland home offers endless potential to create the modern living space you are looking for. Homes in this area move FAST, and with this unbeatable combination of location, convenience, and potential—this one won’t last long. Relax in the shaded backyard or take a leisurely walk to the lively weekend farmers market in downtown Maitland—just minutes away! Conveniently located near schools, parks, shopping, easy access to major highways, and a short walk to the Sunrail Station, it’s easy to see why this property is so desirable and sure to sell fast! Whether you’re craving a night out in Downtown Winter Park or catching a weekday game in Downtown Orlando, convenience is at your doorstep. The home also boasts a recently replaced roof (2018), and a standout feature you won’t find just anywhere—a 200 sq ft, air-conditioned, sound proof insulated office/studio space. So don't miss out—Schedule your private tour today before it’s gone!

410 Sandspur Road N, Maitland

$979,000

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

Welcome to this stunning move-in ready pool home in the highly sought after Dommerich neighborhood, known for its top-rated schools and wonderful community. Nestled on an over-sized corner lot in a quiet cul-de-sac, this beautifully maintained home boasts 4 bedrooms, 2 full bathrooms, plus a convenient half bath. The lush landscaping professionally designed by a certified Landscape Designer, exudes gorgeous curb appeal and surrounds the backyard pool and heated spa, creating a private oasis. A separate screened-in porch is connected by pavers providing another quiet retreat. Step inside to find a light-filled interior with elegant finishes and plenty of room to entertain. The heart of the home is the expansive chef's kitchen with modern appliances featuring a double oven, 2 gorgeous islands with plenty of barstool seating, room for a full dining table, plus an abundance of storage and pantry space. There are 2 large separate living rooms with gorgeous wood flooring and a full bedroom on the first floor, which also makes a perfect office. Upstairs is the huge Primary bedroom and walk-in closet with its completely renovated (2023) en-suite bathroom with quartz countertops, a lovely step-in shower and another closet for additional storage. There are 2 more beautiful bedrooms with good sized closets, another full bright bathroom with double sinks, and a huge laundry room. This worry free home makes getting insurance a breeze with a brand new A/C (2024) complete new roof installation, Hardie Board siding, and an in-ground pool and spa (all in 2015), plus a full home security system with pool security alarms on all of the downstairs doors. This perfectly located home allows for walking to Maitland Community Park, riding bikes to the A-rated public schools, and driving minutes to downtown Maitland with its restaurants, shops and grocery stores. Don't miss your chance to live in this fabulous home and join this welcoming community. Schedule your private showing today!

1621 Chippewa Trail, Maitland

$1,200,000

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

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

142 Stone Hill Drive, Maitland

$3,193,000

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

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

571 N Lake Sybelia Drive, Maitland

$448,000

3 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Welcome to the desired community of Northgate, located in the heart of Maitland. This meticulously well-maintained pool home offers 3 bedrooms 2 updated bathrooms and a BRAND-NEW ROOF that was recently installed in February of 2025. When entering this 1-level charmer, you’ll be greeted by a spacious living space, perfect for families or individuals seeking a blend of style and convenience. The well-appointed kitchen will be ideal for entertaining and boasts 18” tile, granite countertops, and stainless steel appliances. You’ll love this home’s floor plan, including a lavish master bedroom with his and her custom walk-in closet and a spa-like bathroom suite featuring dual vanities and an updated walk-in shower. The two additional bedrooms are ideally situated near the guest bathroom, complete with dual granite countertops and a shower and tub combo. Let’s not forget your private pool oasis in your fully fenced-in backyard that can be accessed from the screened-in patio. This home also offers brand new gutters (2025), a brand new storage shed (2024) a newer AC unit, a newer tankless water heater, newer windows, an updated electrical panel, smart locks, updated interior doors, updated landscaping, new sod, a brand new well pump (Irrigation on well), updated exterior stone, and was just freshly painted inside and out. This home offers an ideal location just minutes away from 17/92, Fl-414, Orlando Health, shopping, Orlando attractions, and recreational opportunities. Contact us now for more information or to book your private showing!

1925 Poinsetta Lane, 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

$625,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 6th Add SubDv. ⋅ 32751 Zip Code

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2555 Sweetwater Trail, Maitland

$670,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code

Charming Dommerich Estates pool home with many recent updates and great flex space. Beautifully renovated kitchen with granite counters, stainless steel appliances, double ovens, side cabinets with lighted glass uppers, bar seating, and adjacent multi-purpose nook. The kitchen opens to family room with fireplace, and to sunporch with picture windows overlooking the pool. The downstairs houses three bedrooms (including original master bedroom) and two bathrooms. Addition upstairs created a primary suite with full bathroom and walk-in closet. Features include gleaming terrazzo floors and Pella energy-star windows throughout the downstairs, French doors, and a large screened porch. The backyard has a pool, a side brick patio, and pavered walkway. Improvements include AC 2023, electric panel & main breaker panel outside 2023, hot water heater 2023 and replumbed. Four Point Inspection report available. Amazing location, walking distance to Dommerich Elementary and Maitland Middle School, as well as one block to Maitland Community Park boardwalk. Dommerich Estates community lake access on Dommerich Drive.

1821 Mohican Trail, Maitland

$570,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Mid-Century Charm with Modern Comforts in Dommerich Hills! This classic 1961 single-family home in Dommerich Hills, Maitland, showcases mid-century architectural appeal with a spacious single-story layout spanning 1,736 sq. ft. The block construction ensures durability, while the gabled composition shingle roof (replaced in 2017) enhances the home’s timeless aesthetic. Designed for both functionality and comfort, the home features three bedrooms and two bathrooms, with an inviting plaster interior and BRAND NEW tile flooring. A fireplace in the main living area adds warmth and character, while large windows (installed in 2024) allow for ample natural light. Outdoor spaces include a finished open porch, a screened-in porch, and a patio, providing multiple options for relaxation and entertaining. The attached 525 sq. ft. garage offers ample storage and parking. Additionally, a private pool enhances the backyard, creating a tranquil retreat. The home includes a 2022 AC system and a 2023 hot water heater for added efficiency and comfort. The city is currently in the process of installing a sewer system. Seller has already paid sewer connection fee and will pay the municipality fees with acceptable offer. With central cooling and forced-air electric heating, this home balances mid-century charm with modern convenience, making it an ideal choice for those seeking classic design and comfortable living.

2251 Chippewa Trail, Maitland

$1,575,000

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

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

135 James Place, Maitland

$2,150,000

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

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

641 Lake Catherine Drive, Maitland

$210,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo SubDv. ⋅ 32751 Zip Code

SELLER MOTIVATED, REDUCED! Rare opportunity for spacious condo with beautiful lake, pool and open space view condo in the desirable Park Lake community of Maitland. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Alt. Spgs. and downtown Orlando. Freshly painted. 3/3 with TWO PRIMARY SUITES on 2nd floor with EN-SUITE bathrooms, one of which has a walk-in whirlpool tub and private balcony overlooking greenspace, pool and lake. Downstairs bedroom with adjacent full bath can also be used as den, office or mother-in-law bedroom and has sliding glass door to private courtyard. Great for any generation(s). Many recent bath and kitchen upgrades as well as relatively recent AC, water heater and dishwasher. All rooms have ceiling fans and all bathrooms have exhaust fans. Freshly painted. New circuit breaker panels. Recent re-roof, paint and fences by Condo Association. SEE FLOOR PLAN FOR LAYOUT AND DIMENSIONS (No warranties as to accuracy- confirm for Buyer) MUST SEE !!!

607 Waverly Lane Unit 403, Maitland

$1,150,000

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

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

1700 Lyndale Boulevard, Maitland

$1,920,000

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

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

1100 S Lake Sybelia Drive, Maitland

$902,000

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

Location, charm, and timeless style define this stunning 3-bedroom, 3-bath home in the highly sought-after Dommerich Estates of Maitland. Situated on an expansive corner lot and cul de-sac, this beautiful residence offers an exceptional blend of modern luxury and classic character. Step inside to rich wood floors, crown molding, and plantation shutters adorning every window. The spacious family room features a wood-burning fireplace, custom built-in bookshelves, and is wired for surround sound—perfect for cozy nights or entertaining guests. A sunroom/reading nook offers a bright and serene retreat and a bar area that seamlessly flows into the living space. The kitchen boasts granite countertops, and newly upgraded LG & Frigidaire Gallery stainless steel appliances (2023). French doors lead to your private backyard oasis, where a newly renovated pool and paved patio provide a perfect setting for outdoor entertaining. The expansive master suite offers a large walk-in closet and a sunken spa-inspired bath, ensuring a perfect escape at the end of the day. Additional recent upgrades include fresh interior and exterior paint. Newer windows, HVAC 2017 with 10-year warranty, updated plumbing lines, electrical panel updated 2023, and roof was installed 2010, making this home move-in ready. Outside, you'll find a front circular driveway with new pavers for added curb appeal and convenience, plus a rear cul-de-sac location that enhances privacy, accessibility, and outdoor fun for families. The location is unparalleled, close to shopping, restaurants, parks and major roadways. Located just 0.6 miles from Dommerich Elementary, this Dommerich Estates home is also zoned for Winter Park High School. Neighborhood amenities include lake access to Lake Minnehaha. Enjoy nearby attractions/ restaurants, Maitland Community Park, Minnehaha Park and downtown Maitland. This is more than just a home; it’s a lifestyle. Don't miss your chance to own in one of Maitland’s most coveted communities! Schedule your private tour today. *Info recorded in the MLS is intended to be accurate, but NOT GUARANTEED. Home square footage, room sizes and lot size should be independently verified. *

1591 Chippewa Trail, Maitland

$440,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

Nestled in a serene neighborhood, this charming single-family home offers the perfect blend of comfort and functionality. With three spacious bedrooms, it caters to both relaxation and privacy for the entire family. The heart of the home is its open-concept kitchen, which seamlessly overlooks the inviting dining room/family room, making it an ideal space for entertaining and daily interactions. Living room features an abundance of built-ins for books, collectibles and more. Connecting the indoors with the beauty of the outdoors, a screened patio provides a tranquil retreat for enjoying a morning coffee or evening breeze without the intrusion of bugs. Additionally, the rear deck extends the living space, offering a perfect spot for summer barbecues or simply soaking up the sun. The backyard offers peach, plum and loquat trees, pineapples and raised beds for gardening. The fire pit is a great place to entertain on those chilly Florida nights. Fresh exterior paint and landscaping give this home an abundance of curb appeal. This home is a harmonious blend of warmth, convenience, and outdoor allure. Other updates include a newer roof, new exterior paint and new landscaping. Don't delay, schedule your showing today!

2460 Worthington Rd, Maitland

$425,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Woods Unit 1 SubDv. ⋅ 32751 Zip Code

Don't miss out on this AMAZING Maitland home for under $450k! NEW roof in 2023 and HVAC 2019. Welcome home to this gardener's paradise in Maitland! This 3 bedroom, 2 bathroom, plus office home sits on a lush lot in a cul-de-sac. The open concept main space allows you to entertain large parties with visibility throughout. The expansive fireplace makes a statement alongside the vaulted ceilings. The backyard offers a swim spa and outdoor kitchen. Come and make this your next dream home! List of full seller upgrades available.

1221 Thunder Trail, Maitland

$185,000

1 Beds ⋅ 1 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

Unique opportunity to own a 1 Bed/1 Bath, 1 car garage condo in the resort style community of Visconti! This 3 story unit offers a unique floor plan with the garage on the first floor, kitchen/living room on the second floor, and the bedroom/full bathroom on the third floor. Conveniently located with easy access to Maitland BLVD/SR 414 and I4. Winter Park, Downtown Orlando, and other major attractions are a short drive away. Call to schedule your private showing today!

1616 Legacy Park Drive Unit 1616, Maitland

$240,000

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Welcome to Sun Bay Club, a hidden gem in the heart of Maitland. This spacious, Bright and Airy 2/2 is move in ready as is, or add your personal touches. Through the Double-Door entry you will find the foyer with a handy Storage Closet. The Foyer overlooks the sunken Living Room with a Wood Burning Fireplace flanked by a niche and Wet Bar, and Sliders to the 21' x 6' Enclosed All Season Patio overlooking the serene Pond outside with a soothing Fountain. The spacious Dining Area is Nestled in the corner. To the right of the Foyer is the Kitchen that offers lots of Counter and Storage Space and opens to the Dining Area. Down the hall you will find the Spacious Primary Bedroom that has Sliders to the Enclosed Patio, an En-Suite Bathroom with Dual Sinks, Art Deco inspired Curved Shower with Glass Block and a Large Walk-in Closet. Head down the hall and find the Laundry Closet (Washer/Dryer INCLUDED) and the Guest Bath with Tub/Shower combo with access to Bedroom 2, another spacious room with lots of closet space and Sliders overlooking the Private Entry. A/C Compressor and Water Heater replaced 2024. Sun Bay is Maitland’s best kept secret on the shores of Lake Destiny. Amenities include, CABLE TV and INTERNET INCLUDED in the fees, a Lakefront Pool & Spa, Community Boat Ramp, Tennis Courts, Car Wash Spot and Dog Park. BRAND NEW TILE ROOFS and GUTTERS were just installed. This community offers a luxurious feel with its many ponds and fountains. Located near Maitland Office Park with easy access to I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more! Reach out today to set up a showing.

1000 Winderley Place Unit 122, Maitland

$1,700,000

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

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

125 Stone Hill Drive, Maitland

$585,000

4 Beds ⋅ 4 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to your dream home in the exclusive gated community of The Enclave at Maitland, affectionately known as Montacino. This meticulously maintained Spanish-style town-home offers a harmonious blend of elegance and comfort, designed to cater to your every need. As you enter this large, 4BR 3.5BA home you step through the inviting Foyer where you're greeted by an expansive open floor plan bathed in natural light. The Living Room, adorned with large windows, flows effortlessly into the spacious Dining Room, creating an ideal space for both relaxation and entertaining. Culinary enthusiasts will delight in the beautifully appointed Kitchen, featuring 42-inch cabinets with intricate rope crown molding, gleaming granite counter tops, a convenient breakfast bar, and stainless steel appliances. The diagonally laid tile floor adds a touch of sophistication to this culinary haven. Imagine starting your day in the cozy Breakfast Nook, savoring your morning coffee while overlooking the charming pavered courtyard—a serene spot to enjoy the morning sun. One of the home's standout features is the Primary Bedroom conveniently located on the main floor. This tranquil retreat offers views of the Courtyard and boasts a luxurious en-suite bathroom complete with a spacious soaking tub and comfort-height vanities topped with granite. Venture upstairs to discover a Second Primary Bedroom, equally impressive, featuring its own en-suite bathroom with similar upscale finishes. Two additional well-appointed Bedrooms provide flexibility and comfort, each offering picturesque views of Lake Charity. A full bathroom with a tub-shower combination serves these bedrooms, ensuring convenience for family or guests. For added ease, the Laundry Room is thoughtfully situated on the second floor, streamlining your daily routines. Car enthusiasts and hobbyists will appreciate the oversized two-car attached garage, offering an extra five feet of space perfect for storage or a workshop area. As a resident of this exceptional community, you'll have access to a sparkling resort-style pool nestled by the serene shores of Lake Charity. With easy access to Maitland Boulevard and I-4, as well as a plethora of local shopping, offices, and dining options, this location offers the perfect blend of convenience and tranquility. The added security of a gated community provides peace of mind, allowing you to fully enjoy your surroundings. Don't miss the opportunity to make this exquisite town-home your own. Experience the perfect fusion of luxury, comfort, and convenience in the heart of Maitland.

1161 Charming Street, Maitland

$885,000

4 Beds ⋅ 3 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code

If you’ve been searching for more space without sacrificing location, this is the home you’ve been waiting for. Situated on a sprawling .7-acre corner lot, this fully remodeled 4-bedroom, 2.5-bath gem offers the perfect balance of tranquility and convenience where modern upgrades meet timeless charm. The heart of the home is the brand-new kitchen, a chef’s dream with sleek cabinetry, ample storage, sparkling countertops, and stainless steel appliances – the perfect space for preparing and sharing meals with family and friends. New flooring throughout all the living areas adds a fresh, modern touch, while new windows and exterior doors flood the home with natural light and seamlessly connect indoor and outdoor living. Whether you’re celebrating holidays in one of the two indoor living spaces, gathering loved ones around the dining table, or enjoying summer afternoons by the pool, this home is designed for creating lifelong memories. The primary suite offers a private retreat with a luxurious en-suite bathroom and walk-in closet, while additional bedrooms provide plenty of space for family, guests, or a home office. Outside, your oasis awaits. Picture hosting backyard barbecues on the large paver patio, splashing with the kids in the in-ground pool, or savoring quiet evenings on the covered and screened-in back patio. The expansive lot offers endless possibilities, from gardening to creating the ultimate play space, all while being centrally located near local amenities, schools, and parks, this home offers the perfect balance of space, style, and location.

222 Flame Avenue, Maitland

$619,000

4 Beds ⋅ 2 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4 Bedroom, 2 Bathroom pool home nestled in Maitland's Dommerich enclave. This stunning property blends comfortable elegance with modern appointments. This well-built home offers exceptional value with possibilities abounding to make it your own! Step inside the stately double front doors to be greeted by fresh interior paint and laminate floors throughout, creating a cozy and cohesive atmosphere. The heart of the home is the remodeled kitchen, featuring stainless steel appliances, elegant quartz countertops, and soft-close cabinetry. Just off the kitchen is the first living area anchored by a brick fireplace and large window. Updates continue in the stylish primary bath, remodeled in 2021, and the guest bath, renovated in 2022, both featuring new tile floors, expanded storage in new cabinetry, and quartz countertops. From the spacious family room, guests have views of the low-maintenance backyard and sparkling pool. The outdoor areas have also been carefully maintained with the oversized pool benefiting from a new filter installed in 2021. The large, screened patio overlooks all this outdoor beauty as the perfect space for entertaining or enjoying quiet moments. Additional recent updates include a new roof (2024), an updated HVAC system (2015), replumbing of the home, and a new main exterior electrical panel (2023), providing peace of mind for years to come.This home is located in the sought-after Dommerich area, known for its beautiful parks and proximity to exceptional schools, including Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy easy access to the celebrated shopping, dining, and cultural attractions of Winter Park, just minutes away. This is more than just a home; it’s a lifestyle. Don’t miss out on the opportunity to own this gem in one of Maitland’s most coveted neighborhoods!

2231 Deloraine Trail, Maitland

$485,000

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

ROOF|2017| HVAC |2021| Re-Piped 2021| This fully renovated 4-bedroom, 2-bathroom home in the heart of Maitland showcases modern design and thoughtful upgrades, offering a perfect blend of style, comfort, and functionality. The open-concept floor plan allows for an abundance of natural light, highlighting a chef’s kitchen that features a large farmhouse sink, panel matched dishwasher, a massive island with ample storage, hidden trash and microwave compartments, built-in outlets, and a seating area, making it an entertainer’s dream. Custom-built cabinets and shelving, along with French doors, add a touch of elegance, while a pocket door creates a private retreat for the secondary bedrooms and bathroom—ideal for multigenerational living or older children. The dining room is thoughtfully positioned near large picture windows and includes a built-in buffet, making hosting holidays or parties a breeze. Recent 2024 upgrades include fresh interior and exterior paint, a Mossy Oak vinyl privacy fence with irrigated privacy landscaping in the front and back that will grow into a lush natural barrier - your Maitland oasis. Breath easy with recently cleaned AC ducts plus a NEW UV filtration system to ensure superior air quality. The bathrooms have been updated with new toilets, and the home has been fully repiped with durable PEX piping for added peace of mind. The roof, re-roofed with a permitted project in 2017, has ample remaining life, and the HVAC system was permitted and installed in 2021. Avoid insurance hassles and high premiums by purchasing this upgraded, turn-key property. The outdoor space is equally impressive, featuring a spacious covered patio with a pergola that invites you to relax or entertain year-round. The expansive backyard offers endless possibilities, from gardening to play, and includes a convenient storage shed and a large playset, if desired. At nearly 1/4 acre, this oversized lot offers ample space for potential additions, a pool, or even the possibility of an accessory dwelling unit (ADU), subject to buyer verification and local zoning regulations. A two-car garage provides ample room for vehicles and storage, while the neighborhood’s sidewalks, scheduled for enhancement and additional installation in Spring 2025, further accentuate the community’s charm and walkability. Located just minutes from Central Florida’s top private schools, including Trinity Preparatory School, St. Mary Magdalen Catholic School, and Park Maitland School, this home is perfectly positioned for families seeking quality public or private education options. The English Estates community is renowned for its charming character and well-maintained homes, which retain their timeless appeal and offer architectural diversity. Residents enjoy a prime location close to shopping centers, restaurants, and major highways, making commutes to downtown Orlando or nearby Winter Park effortless. Outdoor enthusiasts will love the proximity to Kewannee Park, which offers walking and biking trails, playgrounds, a basketball court, and picnic areas. The quiet streets and friendly neighbors create an inviting environment for households of all types. This home presents a rare opportunity to enjoy a lifestyle of comfort and convenience without the hassle of costly, messy, or time-consuming renovations. Schedule your private showing today!

1509 Oxford Road, Maitland

$235,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

This is the only Lake Maitland Terrace condo available with multi-million $$$ Lake Maitland LAKEFRONT views from both bedrooms!!! And partial lakefront view from front screened-in porch! This updated condo offers stunning lakefront views at the iconic Lake Maitland Terrace! Located on the second floor, this corner unit is situated in the last building down by the lake. The screened-in front porch is ideal for relaxing while overlooking the expansive lakefront campus, which includes a beautiful pool, fishing dock, putting green, and shuffleboard courts. Upon entering, you will be welcomed by a newly painted interior and brand new carpet in the secondary bedroom. The common areas feature luxury vinyl plank flooring. The living room boasts two large windows that allow plenty of natural light and opens up to the dining area and the adjacent kitchen, which is equipped with neutral cabinets and white tile floors & backsplash. The owner's suite includes a walk-in closet and an attached renovated half bath, along with a lovely view of the lake. The second bedroom also offers a lake view and includes a closet with a stackable washer and dryer. There is 1 designated parking spot, and additional guest parking as needed. New roof 2023/24. The community also has an enclosed bicycle garage, convenient laundry facilities, and kayak and paddleboard racks. Super convenient location – walk to Enzian and Lake Lily, 5-minute drive to Winter Park’s downtown, and easy access to I-4.

1140 S Orlando Avenue Unit K15, Maitland

$650,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Ests 1st Add SubDv. ⋅ 32751 Zip Code

This spacious block home in Dommerich Estates sits on a 0.29-acre lot and offers endless potential for renovation or a complete rebuild. Built by Charlie Clayton, the home features a brick exterior, an oversized two-car garage, and a versatile layout. The original eat-in kitchen connects to a great room that leads to a large Florida room with windows overlooking the pool and a generously sized backyard. The master suite includes terrazzo floors, a walk-in closet, and a shared bathroom that connects to an office, which then leads to a fourth bedroom with its own walk-in closet. Two additional bedrooms, both generously sized, share a second bathroom. A separate family room boasts a brick fireplace, exposed beams, and built-in seating with storage. The backyard offers plenty of space alongside the pool, perfect for entertaining or enjoying the outdoors. Located within walking distance to Dommerich Elementary and Maitland Middle and zoned for Winter Park High School, this property is also near Maitland Community Boardwalk Park and offers optional access to Lake Minnehaha, part of the Winter Park Chain of Lakes, for a nominal annual fee.

1720 Algonquin Trail, Maitland

32751 Zip Code Real Estate & Homes with Rain Gutters

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