Location: Winter Garden
Do Not Show Listings
375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787
$334,90077 Days on yellowkey MLS ID: O6377205
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1464 Built: 2001 Tax: $4,413 (2024)Community: Regal Pointe Ph 01 43/129Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,413
Elementary School: Maxey Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home with a two-car garage in the heart of the Regal Pointe subdivision of Winter Garden. Upon entry, you are welcomed by the large kitchen overlooking the living room, embracing open-concept living. The kitchen features laminate countertops, a tile backsplash, a breakfast eating area, and stainless steel Whirlpool appliances. The primary bedroom offers a private retreat, situated on the opposite side of the house from the secondary bedrooms. The large, open living room provides sliding door access to a screened-in patio with a peaceful pond view, making it the perfect place to enjoy a morning coffee or evening drink. You’re conveniently located within 25 minutes of Orlando’s theme parks, the airport, and downtown Orlando. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787
$499,90022 Days on yellowkey MLS ID: O6400594
2 Days Off yellowkey (back on 5/10/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2766 Built: 2002Monthly Fee: $90 Tax: $8,172 (2025)Community: Wintermere Pointe Ph 02 46/141Spa: NoSingle Family
Taxes:$8,172
Elementary School: Lake Whitney Elem
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Stunning four-bedroom, three-bathroom home in the highly sought-after Wintermere Pointe community, complete with a spacious three-car garage. Upon entry, you are welcomed by a bright, open-concept floor plan. The formal dining room at the front of the home flows seamlessly into the main living area, which features direct access to a large covered back porch—perfect for indoor-outdoor living. The chef-inspired kitchen is a true standout, offering granite countertops and an abundance of cabinet and counter space for prep and storage. The primary suite serves as a private retreat, featuring an ensuite bathroom with dual sinks, a garden tub, and a separate standing shower. This property is ideally situated just minutes from local schools, parks, and major highway access, putting daily conveniences and entertainment options right at your fingertips. Schedule your showings today!
12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787
$819,99044 Days on yellowkey MLS ID: O6394850
REDUCED by $30,000 (3.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$389,90068 Days on yellowkey MLS ID: O6382211
REDUCED by $5,000 (1.3%) on 05/10/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1844 Built: 2018Monthly Fee: $346 Tax: $3,222 (2024)Community: Hickory Hammock Ph 2BTownhouse
Taxes:$3,222
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Remarks: Welcome to 15183 Sunrise Grove Court, a beautiful townhome located in the highly sought-after Hickory Hammock community in Winter Garden, Florida, where comfort, lifestyle, and an excellent location come together perfectly. Offering 1,844 square feet of living space and 2,393 total square feet, this property features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing the layout and space today’s families truly value. From the moment you enter, you are welcomed by a bright, open design filled with natural light that creates a sense of spaciousness and warmth. The seamless connection between the living room, dining area, and kitchen creates the perfect environment for family gatherings, entertaining guests, or simply enjoying everyday life in comfort. The kitchen becomes the heart of the home, strategically connected to the main living areas so you can always stay part of every moment. Whether hosting special gatherings or enjoying quiet evenings at home, this space easily adapts to your lifestyle. On the second level, the primary suite offers a private retreat ideal for rest and relaxation. Spacious and thoughtfully designed, it provides both comfort and privacy. The additional bedrooms are versatile and can easily be used as family bedrooms, guest rooms, or a home office. Hickory Hammock is more than just a community—it’s a lifestyle. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, playground, and scenic walking trails surrounded by beautifully maintained green spaces. It’s a place where neighbors connect, families spend time together, and the atmosphere is peaceful and welcoming. Strategically located in Winter Garden near Horizon West, the property offers convenient access to highly rated schools, shopping centers, restaurants, major roadways, and the charm of Historic Downtown Winter Garden. It is also just a short drive from Orlando’s major employment centers and the area’s most popular attractions. Homes in this community are highly sought after and do not stay on the market for long. If you are looking for a home that combines space, comfort, and a true sense of belonging, 15183 Sunrise Grove Court may be exactly what you have been waiting for. Schedule your private showing today and come experience it in person.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Natsue Siqueira (407-722-0850)
1040 MAXEY DR, WINTER GARDEN, FL 34787
$225,00053 Days on yellowkey MLS ID: O6391395
REDUCED by $25,000 (10.0%) on 05/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1184 Built: 1968 Tax: $1,671 (2025)Community: Bay St ParkSingle Family
Taxes:$1,671
Elementary School: Dillard Street Elem
Remarks: Some properties check a box. This one opens a door. This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It's a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow from day one. At approximately 1,184 sq ft, the footprint is manageable, the concept is proven, and the location makes it work. You're minutes from historic downtown Winter Garden, major shopping corridors, top dining, and highway access. The kind of address that attracts reliable tenants and holds long-term value in one of Orange County's strongest markets. House hacking, buy-and-hold, or straight investment play. However you run the numbers, this one makes sense. ROOF is 2020, WATER HEATER 2021 and HVAC 2016
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Phat Nguyen (407-452-8751)
1005 CHASE DR, WINTER GARDEN, FL 34787
$629,000159 Days on yellowkey MLS ID: A4674195
REDUCED by $10,000 (1.6%) on 05/07/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2319 Built: 2005Monthly Fee: $68 Tax: $7,086 (2024)Community: Island Pointe SubSpa: NoSingle Family
Taxes:$7,086
Remarks: LUXURY RENOVATED 4-BED HOME WITH NEW ROOF + AC — OVERSIZED 3-CAR GARAGE — MOVE-IN READY This beautifully renovated 4-bed, 2.5-bath single-family home in the heart of Winter Garden (34787) is truly move-in ready — offering a luxury 2025 redesign from top to bottom. Located in the highly desirable Golf Cart District, this home sits on a quiet cul-de-sac just minutes from Downtown Winter Garden, Plant Street Market, and the West Orange Trail. The interior features a bright open floor plan with dramatic double-height ceilings, brand-new tile flooring downstairs and durable LVP upstairs, all-new baseboards and trim, and a fully updated 2025 kitchen with stone countertops and modern cabinetry. The spa-style primary suite includes two walk-in closets, a glass walk-in shower, and a soaking tub. Major upgrades include a new roof, new AC, updated electrical and plumbing, and fresh exterior paint — making this home feel like new construction. The oversized 3-car garage provides rare extra storage and golf cart space. Only 4 minutes to Newton Park with a public boat ramp — perfect for lake access, sunsets, and outdoor recreation. Schedule your private showing today!
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
921 BENDING OAK TRL, WINTER GARDEN, FL 34787
$575,0005 Days on yellowkey MLS ID: O6405328
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2481 Built: 2012Monthly Fee: $125 Tax: $3,791 (2025)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$3,791
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.
Listing Agent: Claire Sims Llc (203-767-8109)
13332 SUBURBAN TER, WINTER GARDEN, FL 34787
$714,90012 Days on yellowkey MLS ID: O6402778
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2706 Built: 1994 Tax: $2,841 (2024)Community: Citrus Cove Unit 01Single Family
Taxes:$2,841
Remarks: Welcome to a rare opportunity in sought-after Winter Garden! This spacious multi-level residence offers 4 bedrooms, 3 bathrooms, a private in-law suite with separate entrance and kitchenette, and an entertainer’s dream backyard with pool, cabana, outdoor kitchen, and oversized driveway. Situated on a generous .35-acre lot with no HOA, this home offers flexibility for multigenerational living, rental potential, boat parking, or work-from-home lifestyle. Impact windows and doors add long-term value and peace of mind. Conveniently located near shopping, dining, major highways, and lake access. A unique Florida lifestyle property you won’t find often.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Veronica Figueroa (407-519-3980)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$588,900100 Days on yellowkey MLS ID: O6379181
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,325,00021 Days on yellowkey MLS ID: O6401205
1 Days Off yellowkey (back on 5/10/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3904 Built: 2016Monthly Fee: $235 Tax: $8,218 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$8,218
Remarks: Under contract-accepting backup offers. Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
1032 BURLAND CIR, WINTER GARDEN, FL 34787
$529,99015 Days on yellowkey MLS ID: O6401764
INCREASED by $10,000 (1.9%) on 05/10/2026
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2487 Built: 2005Monthly Fee: $64 Tax: $6,728 (2025)Community: Fullers Xing Ph 03 A-GSingle Family
Taxes:$6,728
Remarks: Under contract-accepting backup offers. Spacious and inviting, this 5-bedroom, 2-bathroom home with one of the largest lots, boasting just shy of .4-acre in the Fullers Crossing community offers the perfect blend of comfort, style, and functionality. Thoughtfully updated, this home features a new roof (2020), water heater, and gutters (2021), along with a new A/C system (2023), giving you peace of mind for years to come. As you arrive, the paver driveway and two-car garage immediately enhance the home’s curb appeal. Step inside to find (newer) stylish luxury vinyl flooring that flows throughout the entire home, creating a cohesive and modern look. Designed with flexibility in mind, the layout includes a formal living room for gatherings and a formal dining room perfect for hosting memorable meals. At the heart of the home, the kitchen opens seamlessly to the family room and breakfast nook, creating a bright and airy living space enhanced by vaulted ceilings. The kitchen is equipped with stainless steel appliances, a brand-new range and microwave, a breakfast bar, and a pantry. The dinette area is ideal for casual dining and flows effortlessly into the family room. Abundant natural light from the sliding glass doors, combined with soaring ceilings, creates an open and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a walk-in closet and an ensuite bathroom featuring dual sinks, a separate shower, and a relaxing garden tub—perfect for unwinding at the end of the day. Four additional generously sized bedrooms provide plenty of space for family, guests, or a home office, along with a versatile flex space or bonus room to suit your needs. Situated on an oversized 0.39-acre lot, the outdoor space offers endless possibilities. Step outside to enjoy a covered patio overlooking a large, fully fenced backyard with durable vinyl fencing and a community wall for added privacy. Additional outdoor features include a shed (2018) and a double gate entry for convenient access. Only minutes to the beautiful downtown Winter Garden! Access to the West Orange bike trail is just outside the community. This home truly offers space, comfort, and versatility for any lifestyle. Don’t miss your opportunity to own this beautifully maintained and well-designed property—schedule your private showing today.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Scott Bedsole (407-914-8223)
13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$1,150,00027 Days on yellowkey MLS ID: O6399227
REDUCED by $50,000 (4.2%) on 05/04/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3389 Built: 1998Monthly Fee: $69 Tax: $10,940 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$10,940
Remarks: Experience luxury living in this gorgeous home in the highly sought after Sunset Lakes community in Winter Garden. This FULLY-REMODELED, 5-bedroom, 4-bath POOL/SPA home sits on a SERENE POND and offers 3,389 sq. ft. of beautifully designed living space on OVER HALF AN ACRE, complete with a three-car side entry garage. Four of the 5 bedrooms are conveniently located on the first floor (including the Primary Bedroom), with the 5th Bedroom, a full bath and a bonus loft located on the second level. Inside, the home features designer ENGINEERED HARDWOOD FLOORING throughout the main living areas and the downstairs primary suite. The CHEF'S KITCHEN is a showpiece, boasting THREE SLABS OF PERMIUM CALCUTTA QUARTZ, an ITALIAN MARBLE BACKSPLASH, 60-inch DOUBLE-STACKED ALL WOOD SHAKER CABINTRY, a handy FOOD PREP ISLAND, a BREAKFAST BAR and TOP-OF-THE-LINE SAMSUNG APPLIANCES! The family room features AUTOMATIC ROLLER SHADES and is open to the kitchen and features Cathedral ceilings, a huge picture window and French Doors to the inviting lanai and sparkling pool. The primary suite is a retreat of its own, offering a FULLY-RENOVATED, SPA-INSPIRED bathroom with floor to ceiling CALCUTTA TILE, a frameless glass shower, a freestanding soaking tub, tall custom cabinetry with WHITE EXOTIC CARERRA QUARTZ COUNTERS and a massive walk-in closet! Architectural details elevate every room, including Plantation Shutters, multiple sets of French Doors, tray ceilings, volume and cathedral ceilings, extensive crown molding, transom windows, recessed lighting, bead boarding and elegant custom millwork. Step outside to a stunning outdoor oasis. The completely remodeled pool and spa area is surrounded by 2100 sq. ft. of travertine decking that extends across the covered lanai and additional outside patio space—perfect for entertaining! The lanai ceiling is finished with tongue and groove wood planks, adding warmth and sophistication. Other major upgrades include NEW DOUBLE-PANE, THERMAL WINDOWS (2023), a 2019 ROOF a 2019 AC SYSTEM and rain gutters. The extended brick paver driveway and matching walkway enhance curb appeal, while the well-fed irrigation system coupled with the well water (filtered by the whole house WATER SOFTENER) help keep utility costs low. All of this is just 5 minutes from the 429, offering quick access to Orlando and surrounding areas. Downtown Winter Garden & Winter Garden Village are also nearby as well as numerous championship golf courses for all your shopping, dining and recreational needs! Nearby top-rated schools are just another plus! Call for your showing today if you want to be the lucky one to snag this one-of-a-kind home before someone else does!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$787,00014 Days on yellowkey MLS ID: G5111474
0 Days Off yellowkey (back on 5/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2425 Built: 1995Monthly Fee: $69 Tax: $5,322 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$5,322
Remarks: Under contract-accepting backup offers. Located in the heart of Winter Garden, this original-owner custom pool home offers both convenience and charm, just minutes from the 429, Winter Garden Village, area theme parks, hospitals, and everyday shopping. Situated on a large lot with mature trees, lush landscaping, and fruit trees, the home features 4 bedrooms and 2.5 bathrooms with a thoughtfully designed split floor plan. Inside, you’ll find tall ceilings, a formal living and dining room, and an open-concept kitchen and living area complete with a cozy fireplace and eat-in nook. The spacious primary suite includes an en-suite bathroom, while additional highlights include a screened-in pool enclosure, large driveway, climate-controlled storage area, and a laundry room with sink and ample storage. This home blends comfort, space, and location in one exceptional opportunity.
Listing is courtesy of: LISA REALTY PARTNERS (407-500-5472)
Listing Agent: Chelsea Eckert (407-455-2785)
706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,287,00044 Days on yellowkey MLS ID: O6394059
REDUCED by $30,000 (2.3%) on 05/09/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4019 Built: 2018Monthly Fee: $188 Tax: $17,895 (2025)Community: Canopy Oaks Ph 1Single Family
Taxes:$17,895
Remarks: A rare opportunity in a desired luxury neighborhood. A home designed for the way you live today, where walls of glass open completely, blending indoor and outdoor spaces into one seamless experience. In the gated community of Canopy Oaks, this A.R. Bailey Homes LLC Delray model offers elevated design, flexibility and everyday convenience. Well-maintained and only eight years young, this residence is set within an intimate enclave of just 49 homesites, offering a rare sense of privacy while remaining ideally positioned on Roper Road between Winter Garden’s historic downtown district and the Winter Garden Village shopping complex. From moment you arrive, the home makes a lasting impression with high-end driveway pavers, a durable concrete tile roof, woodgrain garage doors, stone facade accents and grand 8-foot solid wood arched double entry doors. Inside, the layout unfolds with intention, balancing elegant design and functional living. At the center of the home, the kitchen is designed to bring people together, featuring a natural gas cooktop with exterior venting, a built-in oven, upgraded appliances, a pot filler, 42-inch cabinetry with crown molding, a tile backsplash, under-cabinet lighting, a walk-in pantry and a large island that opens to the great room with coffered ceilings. Just beyond, a wine cellar with an iron gate adds a distinctive focal point for entertaining. The first-floor primary suite offers a peaceful retreat with a soaking tub, an oversized walk-in shower with dual heads and a bench, dual granite vanities and a custom closet system. A secondary first-floor, en-suite bedroom or office provides flexibility, while upstairs features a second primary suite, two additional en-suite bedrooms, a loft, a guest half bath and a covered rear balcony for added privacy and comfort. The standout is the home’s seamless indoor-outdoor connection. A full corner-opening glass wall, along with three-panel stackable sliding doors, extends the dining and great rooms to a covered lanai with a motorized retractable screen, creating a natural flow for entertaining or everyday living. The spacious backyard, framed by a concrete stucco privacy wall, offers a blank canvas for a future pool or custom outdoor retreat. Thoughtful upgrades continue throughout, including motorized custom light filtering roller shades in the dining and great rooms, dual tankless water heaters, two air-conditioning units with zoned climate control, mudroom, a reading nook and elegant iron stair railings. Residents of Canopy Oaks also enjoy a nature trail and a children’s play park. With proximity to downtown Winter Garden, Winter Garden Village, area hospitals, shopping, dining and major roadways including Florida Turnpike, state roads 429 and 408, and Interstate 4, this home presents a compelling opportunity to experience a lifestyle where design, comfort and location come together effortlessly.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Lisa Rutkowski (407-793-2416)
12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00035 Days on yellowkey MLS ID: O6397592
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Flat Lot | Close to Amenity | Flex Room. New Construction - May Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12983 Harvest Rain Avenue in Harvest at Ovation! This new home has an inviting gallery-style foyer welcoming you inside and leads past a dedicated study into the open main living area where the dining space flows seamlessly into the gathering room and gourmet kitchen. The kitchen shines with quartz countertops, an apron front stainless steel kitchen sink, cabinets at the kitchen island, and a spacious walk-in pantry designed to keep everything within reach. Pocket sliding doors from the gathering room open to an extended lanai, creating an easy connection between indoor and outdoor living. The primary suite is tucked quietly at the back of the home and features a spa-inspired en-suite bath and a large walk-in closet. Two secondary bedrooms, including one with its own en-suite bath, along with an additional full bath, powder room, nearby laundry area, and a two-car tandem garage complete this thoughtfully designed home. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of flex, pocket slider at gathering room, shower at bath 3, extended lanai, 8' interior doors, second sink at bath 2, and whole house blinds. Photos are for representative purposes only. MLS#O6397592
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
431 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787
$319,90033 Days on yellowkey MLS ID: O6397663
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1499 Built: 2005Monthly Fee: $576 Tax: $4,273 (2025)Community: Southern Pines CondoCondo
Taxes:$4,273
Remarks: Welcome to one of the largest condo floor plans in this highly desirable Winter Garden community. This 3-bedroom, 2-bathroom condo offers spacious, low-maintenance living with no carpet throughout, fresh interior paint, and an updated AC system for added comfort and efficiency. A rare find in the area, this condo with a private garage includes upgraded electrical—perfect for storage, hobbies, or added functionality. Enjoy resort-style living with access to a pool, fitness center, basketball and pickleball courts, recreation center, on-site movie theater, and car wash station. Ideally located just minutes from Downtown Winter Garden and Plant Street’s popular restaurants, weekly farmers market, and community events, plus convenient access to shopping and dining at Winter Garden Village at Fowler Groves. If you’re searching for a condo in Winter Garden with a garage, modern updates, and unbeatable amenities, this is one you don’t want to miss.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
5637 WATER ROSE RD, WINTER GARDEN, FL 34787
$419,490117 Days on yellowkey MLS ID: O6373923
REDUCED by $500 (0.1%) on 04/30/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1617 Built: 2016Monthly Fee: $393 Tax: $5,741 (2025)Community: IndependenceSpa: NoTownhouse
Taxes:$5,741
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: ***WINDERMERE HIGH SCHOOL*** Price improvement – great opportunity in Signature Lakes / Winter Garden. Enjoy the best of Florida living in this beautiful townhome located in the highly desirable Signature Lakes / Independence community in Winter Garden. *Seller offering $4,490 toward buyer’s closing costs — great opportunity to reduce out-of-pocket expenses!* This well-maintained 3-bedroom, 2.5-bath home offers a functional layout with comfortable living spaces and plenty of natural light. The kitchen opens to the living and dining areas, creating the perfect space for everyday living and entertaining. Step outside to a private screened patio, ideal for relaxing, enjoying your morning coffee or hosting friends while taking advantage of Florida’s outdoor lifestyle. Residents of Signature Lakes enjoy resort-style amenities, including community pools, walking trails, parks, playgrounds and beautiful lakes throughout the neighborhood. Conveniently located just minutes from Disney, shopping, dining and top-rated schools, this home offers both comfort and an unbeatable location. A great opportunity to own in one of Winter Garden’s most sought-after communities. Seller is offering a generous $4,990 contribution toward the buyer’s closing costs, a great opportunity to help reduce your upfront expenses and make homeownership even more affordable! Schedule your private showing today.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Luciana Amorim Panajotti (917-853-0353)
16137 WIND VIEW LN, WINTER GARDEN, FL 34787
$565,000263 Days on yellowkey MLS ID: O6335769
REDUCED by $10,000 (1.7%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $283 Tax: $6,800 (2024)Community: WaterleighSingle Family
Taxes:$6,800
Remarks: HUGE PRICE IMPROVEMENT! This beautiful home offers the best value in the neighborhood with a a mix of upgrades and features and location that set it apart. MOVE IN READY...UPGRADES DONE FOR YOU!. *See attached Features sheet. A perfect balance of comfort, style and convenience in one of Winter Garden's most sought-after communities-Waterleigh....offering the best in resort-like amenities! ***A preferred lender credit of up to $2,000 toward buyer's closing costs is being offered. This 4 Bedroom, 3.5 Bathroom Cleardon model home is truly turn-key. Fantastic LOCATION in calm & peaceful Marina Bay section with no REAR neighbors behind and a park in front- no through traffic! Showcasing a bright, spacious interior with open floor plan, LOFT SPACE and plenty of STORAGE and quality finishes delivering on style and value. UPGRADES include- Luxury Vinyl Plank with a refined hardwood aesthetic throughout the entire home, NO CARPET, a beautiful stacked-stone wall anchoring the family room, upscale window hardware, on-trend greenery feature-wall in the SCREENED IN LANAI, FENCED BACKYARD, EXTENDED PAVERED PATIO, large front porch, 2nd floor balcony, 2 car garage with 3 OVERHEAD STORAGE RACKS, pavered driveway with rear alley access. Waterleigh living means enjoying resort-style amenities everyday! 3 beautiful pools, lakes, clubhouses, 3 fitness centers, playgrounds, walking trails, beach volleyball, dog park, mini golf and more. The low HOA also provides residents with lawn and landscape maintenance. Zoned for top rated schools. Located near downtown Winter Garden and quick access to all major commuter roadways, restaurants, shopping, the magic of Disney and Orange County National Golf Course are all nearby. Something for everyone and the Best of Winter Garden! Make an appointment for a private tour today! Click on the link for a walk thru 3D tour!
Listing is courtesy of: IRON VALLEY REAL ESTATE CENTRAL FLORIDA (407-203-9595)
Listing Agent: Leslie Weeks (215-873-7674)
402 EGRET PLACE DR, WINTER GARDEN, FL 34787
$689,00015 Days on yellowkey MLS ID: O6402689
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2711 Built: 2013Monthly Fee: $128 Tax: $4,659 (2025)Community: Johns Lake PointeSingle Family
Taxes:$4,659
Elementary School: SunRidge Elementary
Remarks: Welcome to this beautifully designed ONE-STORY, 3 Car Garage, 4 Bedroom, 3 Bathroom Home offering 2,711 Sq Ft of bright, open living space on a desirable Corner Lot with a charming front porch, perfect for enjoying Florida living. From the moment you enter, you’re greeted by a flexible layout that truly fits any lifestyle, featuring a spacious Private Office and Formal Dining Room at the front of the home. The heart of the home opens up to a stunning Kitchen and Family Room Combo, ideal for both everyday living and entertaining. The Kitchen showcases stainless steel appliances, granite countertops, stylish backsplash, and abundant cabinetry, all overlooking the main living space. Enjoy No Carpet Throughout, with Tile and New Luxury Vinyl Flooring creating a clean, modern feel. The Split Floor Plan offers privacy for guests and family, while the primary suite is a relaxing retreat with a garden tub, frameless glass shower, and generous space. Designed with functionality in mind, the home features a Large Drop Zone with Storage just off the 3-Car Garage, complete with New Epoxy Flooring, plus plenty of closet space throughout. Step outside to a backyard and covered lanai, perfect for outdoor dining, relaxing evenings, or play space for pets and family. Located in the highly desirable Johns Lake Pointe community, you’ll enjoy Resort-Style Amenities just a short walk away, including a Community Pool, Clubhouse, Fitness Center, Yoga Room, Tennis & Pickleball Courts, and Playground. Surrounded by natural beauty and just minutes to Johns Lake, Tucker Oaks Park, Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, and major highways - this location truly has it all. Move-in ready, beautifully maintained, and designed for today’s lifestyle, this home checks every box. Schedule your private showing today!
7808 WINTER WREN ST, WINTER GARDEN, FL 34787
$598,00020 Days on yellowkey MLS ID: O6400269
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2274 Built: 2015Monthly Fee: $252 Tax: $8,119 (2025)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,119
Elementary School: Summerlake Elementary
Remarks: Welcome to resort-style living in the highly sought-after Summerlake Community of Winter Garden! Enjoy Disney fireworks and Space Coast Rocket launches from the front porch or across the pond in front of the house. This beautifully situated home on a corner lot features 4-bedrooms, 2.5-baths with an upstairs office loft, offers space, style, and flexibility in one of Horizon West’s premier neighborhoods. The inviting covered front porch sets the tone as you step into this light-filled home featuring granite countertops throughout, freshly painted both inside and out, and tile flooring across the main living areas. The open-concept design is perfect for both entertaining and everyday living. The kitchen flows seamlessly into the living and dining areas, and opens to a covered and screened in rear patio lanai, creating an ideal indoor-outdoor living experience. The main floor also includes a convenient half bath, perfect for guests. The primary suite is a relaxing retreat, featuring dual sinks, granite countertops, a soaking tub, a separate walk-in shower, and ample closet space. Three additional bedrooms are well-sized and thoughtfully arranged with easy access to the remaining full bath. This is truly a rare opportunity to experience both tranquility and park like setting right outside your front door! Residents of Summerlake enjoy exceptional amenities including a lakeside clubhouse with fitness center, party room, resort-style pool, fishing pier, walking trails, parks, playgrounds, and tennis courts makes this the perfect area for the active lifestyle — all just minutes from SR-429, top-rated schools, Winter Garden Village, downtown Winter Garden, golf courses, and major theme parks. Lawn care, sprinkler maintenance, and irrigation water are all included in the low HOA fee, making maintenance a breeze. Schedule your private tour today and make this exceptional property yours!
Listing is courtesy of: BROOKSHIRE HOMES REALTY (303-838-0434)
Listing Agent: Robert Larosa (303-489-2019)
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