Location: Winter Garden
Do Not Show Listings
13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787
$794,99044 Days on yellowkey MLS ID: G5112004
0 Days Off yellowkey (back on 5/6/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3076 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: Horizon High School
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus offers 5 Bedrooms, 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“It includes high-speed fiber optic internet”
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$725,000179 Days on yellowkey MLS ID: S5140531
REDUCED by $20,000 (2.7%) on 06/13/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2023Monthly Fee: $300 Tax: $1,706 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,706
High School: None
Tax Year: 2024
Remarks: Short Sale. Beautiful home located in one of Winter Garden’s most prestigious communities, Waterleigh. This property offers conservation views, no rear neighbors, and a fully fenced backyard, providing privacy and tranquility. Features include brick exterior, no carpet throughout, a whole-house water filtration system, and innovative stairway lighting that activates as you walk, guiding each step with modern design and added safety. The gourmet kitchen is ideal for everyday living and entertaining. The layout offers 4 bedrooms and 3 full bathrooms, two spacious living areas, one on the main level and a large upstairs family room, plus a versatile loft. Waterleigh offers spectacular resort-style amenities, including three large pools, fitness center, multiple event and clubhouse spaces, as well as schools and shopping within the community. An exceptional opportunity in a highly desirable residential area.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jacqueline Cepeda (407-954-1983)
1906 SHERBOURNE ST, WINTER GARDEN, FL 34787
$477,00017 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
Taxes:$2,815
Elementary School: Whispering Oak Elem
High School: West Orange High
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
$2,075,000163 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
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
$570,0009 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
$990,00010 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
$469,90018 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
$649,99021 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
$445,00029 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!
7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787
$545,00043 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
$555,00070 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)
17569 SEIDNER RD, WINTER GARDEN, FL 34787
$599,99924 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)
279 DOE RUN DR, WINTER GARDEN, FL 34787
$599,00021 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
$1,275,00046 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
Elementary School: Tildenville Elem
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)
243 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,374,50092 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.
393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787
$615,000155 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)
1061 PORTMOOR WAY, WINTER GARDEN, FL 34787
$535,00015 Days on yellowkey MLS ID: G5113349
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1804 Built: 2001Monthly Fee: $243 Tax: $6,801 (2025)Community: Stoneybrook West 44/134Single Family
Taxes:$6,801
Remarks: Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community—a 24-hour manned, guard-gated golf community known for its resort-style living. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. New Roof installed in 2020, water heater installed in 2022, stainless steel appliances, modernized kitchen, tiled floor in kitchen, bathrooms and laundry room. Residents of Stoneybrook West benefit from an outstanding amenity lifestyle, including 24-hour security, a clubhouse, fitness center, resort-style pool, tennis, basketball and volleyball courts, playground, fishing dock, and a boat ramp with access to Black Lake. The community is also home to Stoneybrook West Golf Club and SB Prime restaurant and bar. HOA dues include internet and Spectrum TV, offering added convenience and value. Ideally located minutes from Winter Garden Village, downtown Winter Garden, and SR-429, this home provides easy access to shopping, dining, entertainment, and everyday essentials while still offering a peaceful, gated community setting.
Listing is courtesy of: ENGEL & VOLKERS CLERMONT (407-905-6700)
Listing Agent: Lisa Reed (407-509-7995)
5040 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$680,00030 Days on yellowkey MLS ID: O6409467
REDUCED by $10,000 (1.4%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2724 Built: 2020Monthly Fee: $115 Tax: $6,524 (2025)Community: Wincey Grvs Ph 1Spa: NoSingle Family
Taxes:$6,524
Remarks: Virtually Staged. BETTER THAN NEW WITH FULLY PAID-OFF SOLAR PANELS AND WHOLE-HOME WATER FILTRATION SYSTEM AT CLOSING! Beautifully designed 4-bedroom, 3.5-bath home with a bonus room upstairs featuring a walk-in closet and full bathroom, ideally located in the highly desirable Hamlin area of Winter Garden. Situated on a premium lot with no rear neighbors, this home offers both privacy and convenience in one exceptional package. The welcoming bungalow-style exterior opens to a spacious, modern interior filled with upgrades throughout, including soaring ceilings, tall doors, premium windows, designer lighting, custom Bali window shades, huge closets, and a downstairs laundry room. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, with the main living areas and bedrooms located on the first floor, while the upstairs bonus room provides incredible flexibility as a guest suite, media room, office, or additional living space. The gourmet kitchen features a massive island, quartz countertops, stylish backsplash, range hood, and walk-in pantry, all overlooking the open living and dining spaces, making it ideal for entertaining and everyday living. Step outside to the covered rear porch and enjoy the fenced backyard with no rear neighbors and room for a future pool. Additional highlights include fully paid-off solar panels and a whole-home water filtration system, both to be paid off by the seller at closing. Conveniently located near Hamlin Town Center, SR-429, Walt Disney World, Orlando International Airport, shopping, dining, and major attractions, this home is zoned for Hamlin Elementary, Hamlin Middle, and Horizon West High School. This is Florida living at its finest.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
5460 BOWMAN DR, WINTER GARDEN, FL 34787
$585,00042 Days on yellowkey MLS ID: O6402308
REDUCED by $30,000 (4.9%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2016Monthly Fee: $328 Tax: $8,917 (2025)Community: Overlook At HamlinSpa: NoSingle Family
Taxes:$8,917
Remarks: **Video Tour Available** Welcome to Overlook at Hamlin, where an active, vibrant lifestyle is built right into your everyday routine. Just minutes from restaurants and entertainment including PopStroke, Ford’s Garage, Agave Bandido, Cinepolis and world-famous theme parks, this home places you at the center of it all while offering peaceful views of Lake Hancock from its inviting front porch—perfect for morning coffee or winding down after a full day. Inside, the layout is designed to keep up with your pace. A bright, private office with French doors makes working from home or managing your schedule effortless. The open-concept family room flows seamlessly into the eat-in kitchen, creating a natural hub for gathering and staying connected. With granite countertops, stainless steel appliances, a gas range, a walk-in pantry and a spacious island, this kitchen is ready for everything from quick breakfasts to hosting friends. Outside you’ll find a generous screened patio—ideal for relaxing, stretching, or enjoying Florida’s year-round sunshine. There’s even a removable fence to create a separate play space! The detached garage has a covered walkway to the main house, so there are no worries about carrying groceries in during one of our famous Florida rain showers. The garage apartment adds incredible flexibility, featuring a kitchenette, full bath, and large closet—perfect for guests, a home studio, or a private fitness or wellness space. In the main house, you’ll find a versatile loft that can easily transform into a home gym, yoga studio, or creative retreat. The primary suite offers a calming escape with a tray ceiling, spa-like bathroom with a frameless tiled shower, and a walk-in closet. A 2nd upstairs bedroom and full bath provide comfortable accommodations for family or guests. Thoughtful upgrades like plantation shutters, ceiling fans, fire sprinklers in the home to help keep insurance rates low and durable large plank tile flooring enhance both style and functionality, while the upstairs laundry room and downstairs half bath add everyday convenience. Best of all, the HOA takes care of lawn maintenance—freeing up your time to enjoy the community’s exceptional amenities, including a beautiful pool, fitness center, and fishing pier. Cap off your evenings with breathtaking rocket launches and nightly theme park fireworks lighting up the sky. This is more than a home—it’s a lifestyle designed to keep you moving, connected, and inspired.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tennille Biggers (850-628-4455)
12253 S BRACCO ST, WINTER GARDEN, FL 34787
$499,00018 Days on yellowkey MLS ID: S5150840
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2024Monthly Fee: $110 Tax: $6,803 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$6,803
Remarks: BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises. Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Gil Semedo (617-860-9165)
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