Location: Winter Garden
Do Not Show Listings
1906 SHERBOURNE ST, WINTER GARDEN, FL 34787
$477,00014 Days on yellowkey MLS ID: S5151079
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2029 Built: 2002Monthly Fee: $46 Tax: $2,815 (2025)Community: Stone Creek 44/131Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,815
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Esperanza Valencia (407-242-3799)
9014 MORGANA CT, WINTER GARDEN, FL 34787
$2,075,000160 Days on yellowkey MLS ID: O6371050
REDUCED by $100,000 (4.6%) on 06/11/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4436 Built: 2022Monthly Fee: $424 Tax: $24,481 (2025)Community: Avalon CoveSpa: YesSingle Family
Taxes:$24,481
Elementary School: None
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: This is more than a house ~ Lakefront retreat designed to stop you in your tracks the moment you walk through the door! Perfectly positioned on Hickorynut Lake within the exclusive Avalon Cove, this custom Jones Homes residence was built in 2022 and is one of only 49 homes in this intimate luxury enclave. From the instant you enter, you are met with a rare “water-on-water” moment – breathtaking panoramic lake views that frame the entire living space and set the tone for everything that follows. Designed for effortless living and unforgettable entertaining, Come home and immediately dive into the lake life. Expansive sliding glass doors dissolve the line between indoors and out, opening to a resort-style backyard featuring a saltwater pool, heated spa, pool ledge loungers, integrated lighting, and a pool crawler cleaning system. Motorized lanai screens, a built-in outdoor kitchen with gas grill, and a gas fire pit creating the ultimate sunset and entertainment zone – complete with water views and space to gather - there or on your private dock! Inside, the chef’s kitchen anchors the home with an oversized island seating up to eight, custom wood vent hood, gas cooktop, designer finishes, barn door accents, and thoughtful upgrades throughout. Custom wood beams add warmth and architectural interest, while the open layout flows seamlessly to living, dining, and outdoor spaces – ideal for hosting or relaxing in style. Luxury meets intelligence with over $30,000 in smart home upgrades, including full Alarm automation, indoor and outdoor security cameras, remote access controls, Sonos audio, and Bluetooth sound zones throughout the kitchen, living room, loft, lanai, and balcony. Motorized shades on both floors provide privacy and convenience at the touch of a button. A reverse osmosis water system enhances everyday living, and the first-floor laundry adds to the home’s thoughtful functionality. Both primary suites are beautiful, a spa-inspired primary bath, and a custom walk-in closet. A dedicated gaming room offers a turnkey entertainment space – perfect for family & friends fun for all ages. Step onto the front-facing balcony in the evenings and enjoy nightly Disney fireworks, a magical reminder of how close you are to it all. The epoxy-finished three-car garage includes an additional storage bay, offering space for vehicles, toys, and lake-life essentials. Outside, low-maintenance AstroTurf landscaping keeps the focus on enjoyment, not upkeep. Just minutes from Disney theme parks, shopping, dining, and with easy access to SR-429, this home is approximately 30–40 minutes from Orlando International Airport, making it ideal as a primary residence, second home, or luxury retreat. Comfortable, elevated, and completely move-in ready – this is lakefront living done right! Call today to schedule your tour and let us welcome you home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787
$570,0006 Days on yellowkey MLS ID: O6415343
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2177 Built: 2018Monthly Fee: $425 Tax: $8,526 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,526
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: The standout feature of this beautiful Hamlin Reserve home is the expansive private backyard with a covered brick paver patio and lawn, offering the perfect outdoor space for relaxing, entertaining, or enjoying time with family. This carpet free home features modern wood look tile and luxury vinyl throughout, combining style, comfort, and easy maintenance. The upgraded kitchen showcases black cabinetry, quartz countertops, stainless steel appliances, and a functional layout that flows seamlessly into the open living and dining areas, creating an ideal setting for everyday living and entertaining. The first floor offers a bright and inviting layout with excellent natural light and flexible living space. Upstairs, the spacious primary suite features a walk in closet and a private bathroom, while the additional bedrooms provide comfortable space for family, guests, or a home office. The home also offers great storage, a fenced backyard, and a 2 car garage. Located in the highly desirable Hamlin Reserve community, residents enjoy access to a community pool, park, playground, and dog park. The location is exceptional, with easy access to SR 429, Hamlin, shopping, dining, medical facilities, entertainment, and top rated schools. Currently tenant occupied, this property is equally attractive as a primary residence or an investment opportunity, offering immediate rental income potential. Do not miss the chance to own a versatile property that delivers lifestyle, location, and investment value in one of Winter Garden’s most desirable areas.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jessica Souza Meuli (305-527-9574)
5048 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$990,0007 Days on yellowkey MLS ID: O6412376
0 Days Off yellowkey (back on 6/13/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4933 Built: 2016Monthly Fee: $188 Tax: $9,538 (2025)Community: Orchard Hills Ph 3Single Family
Taxes:$9,538
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Under contract-accepting backup offers. Located in the highly sought-after Orchard Hills community and served by top-rated A-rated schools, this Beazer-built home offers nearly 5,000 square feet of thoughtfully designed living space. Features include a dedicated home office, expansive bonus room, media room, fitness space, and flexible living areas designed for the way families live today. An outdoor fireplace and entertaining area extend the living space beyond the walls of the home, while the tile roof and quality finishes add lasting value. Residents enjoy resort-style amenities including a community pool, fitness center, playground and walking trails. Conveniently located near Foundation Academy and Windermere Preparatory School. A rare opportunity to enjoy exceptional space, versatility, and community amenities in one of Winter Garden's most desirable neighborhoods.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jan Sample (407-415-1412)
1544 MISTFLOWER LN, WINTER GARDEN, FL 34787
$469,90015 Days on yellowkey MLS ID: O6407815
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2348 Built: 2005Monthly Fee: $55 Tax: $7,220 (2025)Community: Winter Garden Trls 01-3Spa: NoSingle Family
Taxes:$7,220
Elementary School: William Frangus Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom single-story home offers a versatile and comfortable layout featuring a blend of carpet, wood, and ceramic flooring throughout. The interior is designed for spacious living, highlighted by oversized secondary bedrooms equipped with full-length mirrors that add both depth and functionality. The living spaces flow seamlessly to the outdoors, where a screen-enclosed back patio provides a private, pest-free retreat for year-round relaxation. Complete with an attached two-car garage, this home perfectly balances practical amenities with a diverse mix of quality interior finishes.
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
11036 ROBERT FROST DR, WINTER GARDEN, FL 34787
$649,99018 Days on yellowkey MLS ID: O6410350
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 2021Monthly Fee: $221 Tax: $8,394 (2025)Community: Storey Grove Ph 3Single Family
Taxes:$8,394
Elementary School: Water Spring Elementary
Remarks: Amazing Single Family, 4 bedrooms and 3 full bathrooms with fenced backyard for privacy and extra security. Designed for comfort and modern living, this property offers creating a clean and elegant look with modern title flooring. All pictures are real, no virtual staging or AI. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.
Listing Agent: Rodrigo Khoury Francisco (407-308-6489)
12103 EASTMOOR DR, WINTER GARDEN, FL 34787
$445,00026 Days on yellowkey MLS ID: O6409071
REDUCED by $5,000 (1.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1604 Built: 2024Monthly Fee: $225 Tax: $6,795 (2025)Community: Encore/Ovation Ph 4BSingle Family
Taxes:$6,795
Remarks: Welcome to this BEAUTIFULLY MAINTAINED 3-bedroom, 2-bath home in the highly desirable Encore at Ovation community in Winter Garden, where modern style, energy efficiency, and LOW-MAINTENANCE LIVING come together perfectly. Built in 2024, this single-story residence still FEELS BRAND NEW and currently stands out as the only home available in the neighborhood, making it a RARE OPPORTUNITY in one of Winter Garden’s most sought-after communities. From the moment you arrive, the home impresses with its beautiful landscaping, charming front porch, and EXCEPTIONAL CURB APPEAL. The HOA even includes LAWN AND LANDSCAPE MAINTENANCE, allowing you to enjoy a carefree lifestyle in this walkable community. Step through the elegant GLASS-PANELED FRONT DOOR into a bright and inviting open-concept layout where the Living Room, Dining area, and Kitchen flow seamlessly together beneath SOARING CATHEDRAL CEILINGS. Windows throughout the home fill the space with ABUNDANT NATURAL LIGHT, enhancing the airy and welcoming atmosphere while STYLISH TILE FLOORING throughout the main living areas adds both beauty and easy maintenance. The bright designer Kitchen is the heart of the home, featuring white cabinetry, quartz countertops, a FARMHOUSE SINK, stainless steel SAMSUNG APPLIANCES, a gas stove, closet pantry, and a spacious breakfast bar, creating the perfect space for entertaining or everyday living.The thoughtfully designed SPLIT-BEDROOM FLOOR PLAN offers both comfort and privacy. Tucked away at one end of the home, the Primary suite serves as a peaceful retreat, featuring a spacious walk-in closet and a BEAUTIFULLY DESIGNED EN SUITE BATH with dual sinks, a step-in shower, and a linen closet. On the opposite side of the home, two additional bedrooms each feature their own WALK-IN CLOSETS and share a full bath, making them ideal for guests, family, or a home office. Conveniently located near the primary suite, the Laundry Room comes complete with STORAGE CABINETRY, washer, and dryer for added functionality. Step outside to enjoy the COVERED SIDE PATIO with paver stone flooring, a perfect private space for morning coffee or evening relaxation. A private entrance from the patio leads directly to the REAR-FACING GARAGE with EPOXY FLOORING, preserving the home’s charming streetscape and curb appeal. Residents of Encore at Ovation enjoy OUTSTANDING AMENITIES, including a sparkling resort-style pool, clubhouse, fitness center, dog park, playground, included internet service, and LAWN AND LANDSCAPE MAINTENANCE—creating a true resort-inspired lifestyle. Located in Winter Garden, this home is JUST MINUTES from Walt Disney World Resort, making world-class entertainment, dining, and shopping incredibly convenient. You’ll also enjoy EASY ACCESS to Hamlin Town Center, featuring popular restaurants, boutiques, movie theaters, and waterfront dining, as well as NEARBY GOLF COURSES, nature trails, and MAJOR ROADWAYS for commuting throughout Central Florida. Zoned for TOP-RATED SCHOOLS and offering a perfect blend of modern design, ENERGY EFFICIENCY, and low-maintenance living, this exceptional Encore at Ovation home is an incredible opportunity to enjoy the very best of the Winter Garden lifestyle. Call and schedule your tour today!
811 CIVITAS WAY, WINTER GARDEN, FL 34787
$2,250,00032 Days on yellowkey MLS ID: O6403760
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5138 Built: 2017Monthly Fee: $208 Tax: $24,126 (2025)Community: Oakland Park Un # 2ASingle Family
Taxes:$24,126
Elementary School: Tildenville Elem
Remarks: Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations directly across from the iconic West Orange Trail. Offering over 5,000 square feet of thoughtfully designed luxury, 811 Civitas Way blends sophisticated style, flexible living spaces, and impressive functionality rarely found in today’s market. Designed for both everyday comfort and unforgettable entertaining, the home features a truly jaw-dropping media room that delivers the ultimate cinematic experience. Multiple office and flex space options provide incredible versatility for remote work, creative pursuits, fitness, or multigenerational living. With bedrooms thoughtfully positioned on both the first and second floors, the layout offers ideal privacy and convenience for guests and family alike. Luxury details and custom upgrades are showcased throughout, including a whole-home generator, a one-year-old Sub-Zero refrigerator, two stunning crystal chandeliers installed last year, and elegant solid brass door hardware throughout the home. You'll fall in love with the large island in the garage that even includes a built-in gift wrapping station! Every space reflects exceptional craftsmanship and thoughtful design, with countless additional custom touches that elevate the home’s overall sophistication and character. One of the property’s standout features is its exceptionally rare amount of parking for 7 cars plus a golf cart— a coveted luxury that sets this home apart. Combined with its prime location near Downtown Winter Garden, scenic trail access, dining, shopping, and commuter routes, this residence offers a lifestyle that is as refined as it is practical. **There is room to add a pool and ADU on this lot, as well! Artist renderings with the pool included in the photos.
Listing is courtesy of: OAK AVENUE REAL ESTATE LLC (407-720-5000)
Listing Agent: Tracey Mcfadden (321-217-7808)
7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
$545,00040 Days on yellowkey MLS ID: O6402423
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2016Monthly Fee: $253 Tax: $5,148 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,148
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to 7190 Enchanted Lake Drive—your exclusive gateway to the vibrant Horizon West lifestyle. Seize the rare opportunity to own a highly sought-after 4-bedroom, 3-bathroom residence in the coveted Lakeview Pointe community, where modern luxury meets unmatched convenience. This beautifully maintained 2,294 sq. ft. home is designed for effortless entertaining, featuring an expansive open-concept first floor where abundant natural light creates a warm and inviting atmosphere. The upgraded chef's kitchen is an absolute showstopper, boasting 42-inch white cabinets, a new KitchenAid dishwasher, and a convection range. It flows seamlessly into the main living spaces, making it the perfect centerpiece for both intimate family meals and lively gatherings. Step outside to your private screened patio—an idyllic outdoor oasis designed for relaxing in the Florida breeze year-round. Everyday practicality is beautifully elevated by a charming covered walkway leading to the detached 2-car garage, while the freshly painted exterior ensures striking curb appeal and long-term durability. Inside, experience a higher standard of living with custom built-in closets throughout, offering premium storage solutions rarely found at this price point. Best of all, you can end your evenings on the cozy front porch, the ultimate spot to unwind and take in the spectacular nightly Disney fireworks—a truly magical and unique feature that makes this house feel like home.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Mark Gardner (689-248-8585)
8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$555,00067 Days on yellowkey MLS ID: TB8496196
REDUCED by $10,000 (1.8%) on 06/09/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2019 Built: 2017Monthly Fee: $312 Tax: $5,109 (2025)Community: Waterleigh Ph 1BSpa: YesSingle Family
Taxes:$5,109
Elementary School: Panther Lake Elementary
Remarks: Welcome to Waterleigh Phase 1 in Horizon West, Winter Garden, one of the most desirable communities in the area, known for resort-style amenities, scenic lakes, and top-rated schools. This rare one-story Arbor floor plan offers an open-concept layout with a highly sought after private fenced backyard with new landscape - perfect for relaxing, entertaining, and enjoying Florida living at its best. This home features an extended screened-in lanai & patio upgrade with a hot tub, cozy electric fireplace, dedicated home gym space, tandem 3-car garage, fresh exterior and interior paint. The home gym can be easily converted into a fourth bedroom, with drawings/plans available. This home is move-in ready with thoughtful upgrades. Minutes from Hamlin Town Center, shopping, dining, and entertainment, plus quick access to Disney and major highways. Top rated schools: Panther Lake Elementary, Water Springs Middle School, Horizon High School. Please schedule a showing to come view this rare opportunity to own a single-story home in Waterleigh Phase 1.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Timothy Shepard (727-204-9618)
1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787
$345,000119 Days on yellowkey MLS ID: S5143993
REDUCED by $4,000 (1.1%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2012Monthly Fee: $282 Tax: $3,423 (2024)Community: Tucker OaksTownhouse
Taxes:$3,423
High School: None
Tax Year: 2024
Middle School: None
Remarks: Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout. The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to the living and dining areas, plus a generous laundry room and half bath. The second level offers three generously sized bedrooms, including a comfortable owner’s suite featuring high-velocity impact windows for added efficiency and peace of mind, along with a spacious primary bathroom complete with a relaxing garden tub. The two additional bedrooms share a well-maintained hall bath. Major updates provide peace of mind: NEW A/C (2025), NEW roof (2024), and hot water heater (2023). The attached two-car garage offers secure parking and valuable additional storage space. Residents enjoy access to the community pool — ideal for relaxing weekends or cooling off on warm Florida days. Centrally located just off Route 50 with easy access to major highways, this home is minutes from historic downtown Winter Garden, known for its charming shops, dining options, weekly Farmers Market, and events throughout the year. Outdoor enthusiasts will love the proximity to the West Orange Trail and Oakland Nature Preserve as well as the Arts and Heritage Center in Town of Oakland. The new Costco in Clermont adds even more convenience. Move-in ready and waiting for its next owner, this condo offers low-maintenance living in a prime location. Schedule your private showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: David Hartigan (407-955-1156)
17569 SEIDNER RD, WINTER GARDEN, FL 34787
$599,99921 Days on yellowkey MLS ID: G5112869
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1408 Built: 1984Monthly Fee: $3 Tax: $5,144 (2025)Community: Lake Avalon HeightsSingle Family
Taxes:$5,144
Remarks: Lookign for a slice of Old Florida? This can be your quiet, private Log Cabin on 1.3 acres with Lake Avalon frontage, wooded lot with Large Oaks and Azaleas. This enchanting home is 3 bedrooms, 2.5 baths, with large great room and kitchen/dining room combo. All bedrooms are upstairs. Enjoy your evenings on 1 of 2 porches that run the length of the home on both the front and the back of the home. The wooded lot has beautiful Oaks, and is a slice of old Florida where you can enjoy birding, and gardening. This home has a separate oversized garage, and a storage shed for your toys. Enjoy the private lakefront, (residents only) access to Lake Avalon, a fisherman's paradise! Situated in the rural community of Lake Avalon Heights with a low HOA, it is located close to shopping, Attractions, and highway access. This home has been meticulously maintained, and you can make it yours and move in with no worries!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Debbie Hauert (321-303-9179)
303 SOUTHERN PECAN CIR #107, WINTER GARDEN, FL 34787
$223,500128 Days on yellowkey MLS ID: S5143459
REDUCED by $4,000 (1.8%) on 05/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 838 Built: 2005Monthly Fee: $343 Tax: $2,540 (2024)Community: Southern PinesSpa: YesCondo
Taxes:$2,540
Elementary School: SunRidge Elementary
Remarks: Under contract-accepting backup offers. Freshly painted 1-bedroom, 1 bath. Ready to move-in. Laminate floors in the dining area, living room, and bedroom. Kitchen and Bath have ceramic tiles. Southern Pines has many amenities, like in door basketball court, a Racketball court, tennis, Volleyball, a car wash, a dog park, playground. Fully equipped Gym and theatre, Pool table in the clubhouse, BBQ Grills and a kitchen area with only a small refrigerator and sink, Great counter space with tables and chairs for small partiescual. Owner financing available, call for details. NEW PRICE!!!!
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
15149 CANOE PL, WINTER GARDEN, FL 34787
$799,00014 Days on yellowkey MLS ID: O6412776
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3081 Built: 2019Monthly Fee: $385 Tax: $9,388 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$9,388
Remarks: Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
279 DOE RUN DR, WINTER GARDEN, FL 34787
$599,00018 Days on yellowkey MLS ID: TB8513595
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2005Monthly Fee: $57 Tax: $2,489 (2025)Community: Deerfield Place 57/1Single Family
Taxes:$2,489
Remarks: Virtually Staged. Discover your dream home in the heart of vibrant Winter Garden! This charming 3/2.5 with spacious loft offers modern upgrades galore—brand-new roof & carpet (2026), stunning 2025 kitchen remodel, fresh downstairs flooring, new water heater, epoxy garage with ceiling-mounted storage rack, elegant crown molding, 6” baseboards, wooden trim/chairail moldings, wainscoting picture frames, widened driveway, new exterior paint, and huge walk-in master closet. Enjoy a fully fenced backyard oasis with expansive 24x24 pavers on a generous 6,048 sq ft lot (Flood Zone X). Low HOA in this neighborhood. Minutes to downtown, shops, dining & highways—your perfect Central Florida lifestyle awaits! Some photos are virtually staged.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY 2 (813-832-5400)
Listing Agent: Jerry Cionci (941-779-4717)
705 GARDEN WEST TER, WINTER GARDEN, FL 34787
$1,275,00043 Days on yellowkey MLS ID: O6403363
REDUCED by $25,000 (1.9%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2698 Built: 2020Monthly Fee: $232 Tax: $10,345 (2025)Community: Garden WestSingle Family
Taxes:$10,345
Remarks: Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Alexis Anderson (561-670-5901)
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$650,00054 Days on yellowkey MLS ID: O6401397
REDUCED by $19,000 (2.8%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Taxes:$9,241
Remarks: Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and functional flow with living areas designed for both daily routines and effortless entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. The fully fenced backyard provides privacy and plenty of room to relax, play, garden, or create your own outdoor oasis. Adding to the home's unique appeal, this desirable lot is situated next to a community green space, offering additional open views and only one direct neighboring home. On select evenings, you can even enjoy views of Disney fireworks in the distance from your own backyard retreat. Adding to the home's functionality is a detached 2-car garage equipped with an electric vehicle charger, providing convenient parking, extra storage, and modern-day convenience. The garage's detached design also enhances curb appeal and maximizes backyard usability. Even more valuable, the home is equipped with solar panels that will be paid off at closing, allowing the new owner to enjoy the benefits of renewable energy, increased efficiency, and potential savings on monthly utility costs without assuming a solar loan. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home's appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to call home. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
243 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,374,50089 Days on yellowkey MLS ID: O6391909
REDUCED by $24,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3097 Built: 2004Monthly Fee: $58 Tax: $6,565 (2025)Community: Lakeview Reserve 46/149Single Family
Taxes:$6,565
Remarks: PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.
17723 JAPONICA BLOOM DR, WINTER GARDEN, FL 34787
$414,900117 Days on yellowkey MLS ID: O6383994
REDUCED by $5,000 (1.2%) on 06/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2024Monthly Fee: $266 Tax: $6,064 (2025)Community: Northlake At OvationTownhouse
Taxes:$6,064
Remarks: Why wait for new construction? Move-In Ready Newer Home in Northlake at Ovation! One of Winter Garden's Best Kept Secrets. This Hidden Community is tucked away among beautiful conservation areas of Horizon's West. Ashton Woods most desirable floor plan (The Kendall ll) is an Award Winning 3 Bedrooms, 2 full bathrooms and one half bath with 1584 Square feet of living area, Brick Paver Courtyard and Full Size 2 Car Garage. The First Floor Open plan has wood grain ceramic tile throughout. Your Kitchen is open to the family/living room and dining area overlooking the private courtyard. Quartz countertops, Stainless steel appliances and designer fixtures and lighting add a sense of class and sophistication to this Modern Craftsman style home. Second floor offers a large Owner Suite with a walk-in closet and Luxury Bath including double vanity sinks and a spacious shower. Two additional nice size bedrooms and a second full bath are separated by the upstairs Loft and Landing area. Northlake offers a beautiful Clubhouse, Community Pool, Dog Run and Playground. Conveniently located just south of Seidel Road off Avalon. New shopping center with Publix, Restaurants and Shops is right around the corner. Excellent Schools, Bike Paths and easy access to Disney, the 429 and I-4. Enjoy the Heart and Soul of Winter Gardens Hidden Gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thad Czapka (407-257-4253)
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,000152 Days on yellowkey MLS ID: O6374079
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2684 Built: 2002Monthly Fee: $117 Tax: $2,690 (2025)Community: AmberleighSingle Family
Taxes:$2,690
Remarks: Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW ROOF (2024) adds long-term peace of mind. Inside, you'll find 18.5-foot ceilings in the family room, plantation shutters, custom drapes, and ceiling fans, with wood flooring and travertine tile that complement each other throughout. The kitchen is finished with granite countertops, tile backsplash, a cherry wood bar top, and quality appliances. With a private backyard that is great for cookouts you can enjoy the gated living in a home ideally located near major highways, Central Florida attractions, and Downtown Winter Garden. - Schedule your tour today!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Dominick Florio (321-377-4045)
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