Location: Winter Garden , 34787
Do Not Show Listings
12730 GROVEHURST AVE, WINTER GARDEN, FL 34787
$525,00013 Days on yellowkey MLS ID: G5113229
0 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2529 Built: 2005Monthly Fee: $111 Tax: $2,408 (2025)Community: Grovehurst A-DSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,408
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome home to this spacious and well-maintained 4-bedroom, 2.5-bath residence offering 2,529 square feet of comfortable living space in one of Winter Garden’s most desirable locations. Built in 2005, this home features an open and functional floor plan with multiple living and dining areas, providing flexibility for both everyday living and entertaining. The kitchen is equipped with granite countertops, ample cabinet space, and a cozy breakfast nook overlooking the backyard. The expansive family room flows seamlessly to the outdoor living area, creating the perfect gathering space for family and friends. Upstairs, you’ll find generously sized bedrooms along with a versatile loft that can serve as a home office, media room, playroom, or additional living space. The oversized primary suite offers a private retreat with plenty of room to relax and unwind. Step outside to enjoy the fully fenced backyard featuring ample green space, ideal for outdoor entertaining, pets, and play. Major updates provide peace of mind, with both the roof and HVAC system being less than 10 years old. Located just minutes from the highly sought-after Winter Garden Village, you’ll enjoy convenient access to premier shopping, dining, entertainment, and everyday conveniences. With easy access to major highways, downtown Winter Garden, and Orlando’s attractions, this location truly offers the best of Central Florida living. Don’t miss your opportunity to own this spacious Winter Garden home in an unbeatable location!
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787
$723,00043 Days on yellowkey MLS ID: O6403837
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3602 Built: 2007Monthly Fee: $200 Tax: $11,214 (2025)Community: Signature Lks-Pcl 01D Ph 02Spa: NoSingle Family
Taxes:$11,214
Elementary School: Independence Elementary
High School: Horizon High School
Middle School: Bridgewater Middle
Remarks: There are homes that simply check the boxes… And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow mornings in the beautiful open kitchen with granite countertops and beautiful color cabinetry while sunlight pours into the living spaces. Imagine family gatherings that effortlessly flow from the spacious living room to the dining area, creating the perfect setting for birthdays, holidays, movie nights, and everyday moments that matter most. The layout was designed for real life and comfort. Downstairs, the private primary suite creates a peaceful retreat, while the additional guest suite and the office flexibility for multigenerational living, remote work, or welcoming visitors. Upstairs opens into oversized bedrooms, a Jack and Jill bathroom, and a huge bonus space ready for game nights, a media room, or a second family lounge. But what truly makes this home special is the lifestyle waiting right outside your front door. Located in the highly desirable Independence community in Winter Garden, residents enjoy one of Horizon West’s most vibrant master planned communities filled with scenic walking and biking trails, beautifully maintained green spaces, community parks, playgrounds, clubhouses, fitness centers, resort style pools, and sports courts. Top rated schools, shopping, restaurants, Outside, life becomes even better. Disney just minutes away create the kind of Florida lifestyle.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
1520 MISTFLOWER LN, WINTER GARDEN, FL 34787
$489,0006 Days on yellowkey MLS ID: O6414664
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2348 Built: 2007Monthly Fee: $55 Tax: $2,382 (2025)Community: Winter Garden Trls 01-3Spa: NoSingle Family
Taxes:$2,382
Elementary School: Maxey Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: UPDATE 6/10/2026: Multiple offers situation. Asking for highest and best by 5pm today. Welcome home to a property where absolute pride of ownership shines through every single detail. Meticulously maintained and exceptionally clean, this residence offers the ultimate Winter Garden experience on a rare, sprawling lot of nearly a quarter acre. Enjoy the perfect lifestyle blend situated just minutes from the dining and charm of historic downtown while offering effortless access to major highways for an stress-free commute. As an added bonus, the seller is offering allowances towards closing costs and flooring to help make your move even smoother! Step inside to find a light and airy interior boasting a completely fresh coat of modern, neutral paint that elevates the entire living space. The heartbeat of the home is the pristine kitchen, which comes fully equipped with a suite of brand-new appliances only two weeks old . Every room feels bright and inviting, a direct result of rigorous upkeep and flawless maintenance and immaculate cleanliness over the years. This home provides total peace of mind, allowing you to unpack your bags and start living from day one without the hassle or expense of immediate renovations. All measurements are approximate and to be verified by the buyers.
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Sami Warah (352-636-6738)
14246 CREEKBED CIR, WINTER GARDEN, FL 34787
$640,00027 Days on yellowkey MLS ID: O6409378
REDUCED by $35,000 (5.2%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2418 Built: 2015Monthly Fee: $197 Tax: $8,567 (2025)Community: Bradford Crk Ph ISpa: NoSingle Family
Taxes:$8,567
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: BEAUTIFUL HOME… AMAZING OPPORTUNITY… THIS HOME IS A MUST SEE!!! Welcome to this stunning one-story residence offering 4 spacious bedrooms and 3 full baths, perfectly designed for both comfort and style. From the moment you step inside, you’ll be greeted by hardwood floors and soaring high ceilings throughout—with NO CARPET—creating a bright, open, and inviting atmosphere. The heart of the home is the grand open-concept living area, ideal for entertaining. The gourmet kitchen boasts a large island-style breakfast bar with beautiful granite countertops, a stylish modern backsplash, stainless steel appliances, a double oven, and a walk-in pantry. Seamlessly flowing into the family room and dining area, this space is perfect for hosting gatherings or enjoying cozy nights in. Step outside to your very own sparkling private backyard oasis, complete with a screened lanai—ideal for relaxing, dining al fresco, or enjoying Florida’s sunny lifestyle year-round. The luxurious owner’s suite features high ceilings, a spa-inspired bath with a soaker tub, his-and-hers vanities, an oversized walk-in shower, and an expansive walk-in closet that will exceed expectations. A front room with 15-foot ceilings offers flexibility as a bedroom, office, yoga or art studio, playroom, or game room—tailored to fit your lifestyle. Location, Location, Location! Just minutes from Winter Garden Village, you’ll enjoy premier shopping, dining, and year-round community events. Only a mile away is the vibrant Downtown Historic Winter Garden, home to the ever-popular Farmer’s Market, unique boutiques, and the scenic West Orange Trail for walking, biking, and jogging. Easy access to major commuter routes ensures convenience while preserving the charm of this highly desirable area. ? This home offers the perfect blend of luxury, functionality, and location. Don’t miss the chance to make it yours—schedule your private showing today!
Listing is courtesy of: LEGACY PLUS REALTY (407-992-2268)
Listing Agent: Solon Potenciano Silva (407-760-5141)
10534 TRIBUTE DR, WINTER GARDEN, FL 34787
$415,000268 Days on yellowkey MLS ID: O6345956
REDUCED by $10,000 (2.4%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $225 Tax: $6,094 (2024)Community: Storey Grove Ph 4Spa: NoTownhouse
Taxes:$6,094
Elementary School: Water Spring Elementary
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops, a massive island, stainless steel appliances, and seamless flow into the dining and living areas—ideal for entertaining or relaxing after a day at Orlando’s world-famous attractions. Step outside to your private retreat with an oversized brick-paver patio, fenced and enhanced with synthetic grass, creating a cozy and inviting outdoor space for family gatherings and guests to enjoy. The detached 2-car garage and extended driveway provide convenience and additional parking for owners and visitors alike. Upstairs, three generously sized bedrooms and two full bathrooms offer plenty of comfort and privacy, while the primary suite boasts an elegant en-suite bath with dual sinks and a spacious walk-in closet. Located in the highly desirable community of Storey Grove.
12830 SUNSET WALK DR, WINTER GARDEN, FL 34787
$471,0006 Days on yellowkey MLS ID: O6415339
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1857 Built: 2026Monthly Fee: $150 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Taxes:$400
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Our Crowley Townhome features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The Primary Bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower. There's still time to personalize this home with your preferred design upgrades.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
12808 SUNSET WALK DR, WINTER GARDEN, FL 34787
$495,00012 Days on yellowkey MLS ID: O6413517
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1897 Built: 2026Monthly Fee: $150 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Remarks: Under Construction. Toll Brothers New Construction. Our beautiful Autumn townhome offers 1,897 square-feet, 4 bedrooms and 3 bathrooms. Upon entering the inviting foyer, you will find a spacious downstairs bedroom perfect for guests or office space. Leading to a bright kitchen and great room. The stunning kitchen is highlighted by a designer backsplash, modern cabinets, and upgraded countertops. With free-flowing space between the kitchen, great room and the casual dining area this townhomes offers the perfect open-concept living space. Secluded on the second floor is the primary bedroom, complete with a large walk-in closet and two additional secondary bedrooms that share a full bathroom. Additional highlights include a rear courtyard area, and a detached 2-car garage. The resort-style amenities in this community will make your family feel they're on vacation year-round. There's still time to personalize this home with your preferred design upgrades.
12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$1,032,00058 Days on yellowkey MLS ID: O6400451
INCREASED by $116,000 (12.7%) on 06/01/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3626 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Welcome to the sought-after Delray floorplan by Toll Brothers in Westhaven at Ovation. This spacious two-story home offers over 3,600 square feet with 5 bedrooms, 3.5 bathrooms, and a 2-car garage. The open-concept design features a large great room, a well-appointed kitchen with center island and walk-in pantry, and a casual dining area that flows to the covered lanai. A first-floor guest suite provides added convenience, while upstairs includes a versatile loft and generously sized secondary bedrooms. The primary suite offers dual walk-in closets and a spa-inspired bath, creating a comfortable retreat. The resort-style amenities in this community will make your family feel they're on vacation year-round
Listing Agent: Devahn Powell (571-234-7236)
13014 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$584,00065 Days on yellowkey MLS ID: O6398349
REDUCED by $3,000 (0.5%) on 06/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2143 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizon West. Estimate completion end of 2026. Single family Bungalow. The Montpelier home features a covered entry that leads to a spacious foyer and an expansive guest suite. The living area includes a dining room, with breakfast bar, great room, and access to the courtyard. The second-floor features 2 bedrooms and a primary suite is highlighted by a large walk-in closet and a private bath with dual vanities, separate shower, and private water closet. There's still time to personalize this home with your preferred design upgrades.
13008 SUNSET GARDEN LN, WINTER GARDEN, FL 34787
$644,00065 Days on yellowkey MLS ID: O6398339
INCREASED by $3,000 (0.5%) on 05/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2460 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion end of 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.
16596 POINT ROCK DR, WINTER GARDEN, FL 34787
$539,90011 Days on yellowkey MLS ID: O6412721
REDUCED by $20,100 (3.6%) on 06/10/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2216 Built: 2023Monthly Fee: $254 Tax: $8,961 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$8,961
Remarks: Welcome to one of the most desirable addresses in Horizon West! Located in the highly sought-after Waterleigh community, this beautifully maintained residence offers the perfect combination of luxury, convenience, and resort-style living in the heart of Winter Garden. Featuring an expansive open-concept design, this home was thoughtfully crafted for both everyday comfort and entertaining. The spacious living areas are filled with natural light and seamlessly connect to a modern kitchen complete with elegant cabinetry, stone countertops, stainless steel appliances, and a large center island that serves as the heart of the home. The flexible floor plan provides generous bedroom sizes, abundant storage, and versatile spaces ideal for a home office, media room, or play area. Situated on a premium homesite within Waterleigh, residents enjoy professionally maintained landscaping and access to one of the most amenity-rich communities in Central Florida. Waterleigh spans more than 1,400 acres surrounding the scenic 350-acre Hickorynut Lake and offers an unmatched lifestyle experience with multiple resort-style pools, clubhouse facilities, fitness centers, mini-golf, tennis courts, beach volleyball courts, dog parks, playgrounds, fishing piers, community gardens, walking trails, nature paths, picnic areas, and beautifully maintained green spaces throughout the neighborhood. One of Waterleigh's most attractive features is the HOA-included lawn maintenance, allowing homeowners to enjoy a low-maintenance lifestyle while preserving the community's exceptional curb appeal. The neighborhood is also golf-cart friendly and offers a true sense of community with frequent resident events and social activities. The location is simply outstanding. Residents enjoy convenient access to Waterleigh Village with Publix, restaurants, and everyday services, while Hamlin Town Center is just minutes away, offering shopping, dining, entertainment, fitness, and medical facilities. Walt Disney World is approximately 13 minutes away, and major roadways including SR-429 provide quick connections to Downtown Orlando, Winter Garden Village, Windermere, and Orlando International Airport. Families will appreciate the proximity to highly regarded Horizon West schools, including Atwater Bay Elementary located within the community itself, further enhancing the convenience and appeal of this exceptional neighborhood. Whether you're looking for a primary residence, a long-term investment, or simply a home that delivers an unparalleled Florida lifestyle, 16596 Point Rock Drive presents a rare opportunity to own in one of Winter Garden's most successful and vibrant master-planned communities. Experience the best of Waterleigh living—where resort-style amenities, scenic lake surroundings, and an unbeatable Horizon West location come together to create a truly exceptional place to call home. Motivated seller.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Alexandre Zapparoli Llc (321-444-8701)
15182 SUNRISE GROVE CT, WINTER GARDEN, FL 34787
$384,990101 Days on yellowkey MLS ID: O6382211
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,910 (1.3%) on 05/30/2026
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: Under contract-accepting backup offers. 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)
13878 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787
$569,90012 Days on yellowkey MLS ID: O6413152
0 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 2017Monthly Fee: $190 Tax: $5,643 (2025)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$5,643
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!
Listing is courtesy of: HOGAN REALTY GROUP INC (321-474-2004)
Listing Agent: Kaitlin Sidders (407-797-2985)
5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$849,0007 Days on yellowkey MLS ID: O6414749
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3061 Built: 2017Monthly Fee: $165 Tax: $10,816 (2025)Community: Orchard Hills Ph 3Single Family
Taxes:$10,816
Remarks: Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. The gourmet kitchen serves as the heart of the home, offering ample space for cooking and gathering. Step outside to a fully equipped outdoor living area featuring a complete summer kitchen with sink, cooktop, refrigerator, built-in grill, and a traditional parrilla grill. With no rear neighbors, the backyard provides added privacy and the perfect setting for relaxing or entertaining guests. Additional upgrades include a whole-home water softener system. Located just steps from the community clubhouse, residents enjoy access to resort-style amenities including a swimming pool, fitness center, social hall with event kitchen, playground, sports courts, walking and biking trails, dog park, community green spaces, and parks. Conveniently located near shopping, dining, and major roadways, and zoned for highly rated A-rated schools, this home offers an exceptional opportunity to enjoy the best of Winter Garden living.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Bruna Canesin Motta (407-580-1367)
1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787
$469,00035 Days on yellowkey MLS ID: B4902258
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 1990Monthly Fee: $25 Tax: $2,403 (2025)Community: Crown Point SpgsSingle Family
Taxes:$2,403
Remarks: Welcome Home!! Nestled beneath the canopy of beautiful mature oak trees on a large corner lot, this exceptional 4-bedroom, 2-bathroom home offers the perfect blend of warmth, space, and classic Florida charm in one of Winter Garden’s most desirable locations. From the moment you arrive, the inviting curb appeal and expansive lot create a welcoming first impression that immediately feels like home. Inside, the thoughtfully designed split floorplan provides both privacy and functionality, featuring a formal living room and elegant formal dining room ideal for entertaining guests or hosting family gatherings. At the heart of the home, the spacious family room showcases a stunning wood-burning fireplace, creating a cozy focal point perfect for relaxing evenings and holiday memories. The seamless flow of the living spaces makes this home ideal for both everyday living and entertaining alike. Step outside to the oversized screened-in rear porch, where you can unwind while overlooking the spacious backyard shaded by majestic oak trees. Whether enjoying your morning coffee, hosting weekend barbecues, or simply appreciating the peaceful outdoor setting, this backyard offers endless possibilities for relaxation and recreation. This home has been meticulously maintained with several important updates already completed, including a roof replaced in 2018 and an HVAC system installed in 2022. Additional features include public water and sewer, an irrigation system to keep the landscaping lush year-round, and gutters with leaf guards for added convenience and low-maintenance living. Best of all, enjoy the benefits of a LOW HOA at only $250 annually. Combining timeless character, generous living spaces, mature landscaping, and major system upgrades, this Winter Garden gem offers an incredible opportunity to enjoy comfortable Florida living just minutes from shopping, dining, entertainment, and major commuter routes.
Listing is courtesy of: CRAIG BURKE REAL ESTATE GROUP, LLC (863-899-5010)
Listing Agent: Craig Burke (863-899-5010)
5374 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787
$571,900109 Days on yellowkey MLS ID: O6385721
REDUCED by $8,100 (1.4%) on 04/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2038 Built: 2023Monthly Fee: $160 Tax: $7,532 (2024)Community: Lakeside/HamlinSingle Family
Taxes:$7,532
Elementary School: Hamlin Elementary
Remarks: Discover the epitome of Winter Garden living in this two-story residence at Lakeside at Hamlin, strategically positioned just minutes from Walt Disney World Resort and top-rated schools. This open-concept sanctuary is bathed in natural light, featuring a chef-inspired gourmet kitchen with premium quartz countertops, a sprawling island, and high-end smart appliances. The versatile floor plan offers a generous downstairs bedroom and full bathroom—perfect for a private home office or guest suite—while the upstairs retreat boasts a magnificent Owner’s Suite with a freestanding soaking tub and separate shower. Complete with a private vinyl-fenced yard, pre-wired security, and high-speed internet included in the HOA, this home offers a seamless blend of luxury and convenience. Located moments from the SR-429, Hamlin Town Center, and the Orange County National Golf Center, this is a rare opportunity to own in one of Central Florida’s high-growth corridors.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Liliana Nino Velandia, Pa (305-310-8685)
7832 FREESTYLE LN, WINTER GARDEN, FL 34787
$1,075,000132 Days on yellowkey MLS ID: G5107680
REDUCED by $25,000 (2.3%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2650 Built: 2018Monthly Fee: $300 Tax: $16,616 (2025)Community: Isles Of Lake HancockSingle Family
Taxes:$16,616
Remarks: Under contract-accepting backup offers. Welcome to your new dream home! Located within the exclusive, gated and luxurious community of Isles of Lake Hancock, this stunning 4-bedroom, 3-bath home offers refined design, thoughtful layout, and an elevated way of living. A beautifully pavered driveway and manicured front lawn lead to a three-car garage and covered front patio, setting the tone for the elegance that awaits inside. French doors open to a bright, welcoming foyer where soaring ceilings, recessed lighting, and abundant natural light immediately impress. Just off the entry, the formal dining room is designed for unforgettable gatherings, featuring a dramatic double tray ceiling, striking statement lighting, and a wet bar area with storage that makes hosting feel effortless and elevated. The heart of the home brings together the family room and kitchen in a space that is both inviting and beautifully finished. Exposed ceiling beams add architectural interest to the family room, while the kitchen delivers true luxury with a large island and breakfast bar offering additional storage, premium stainless steel appliances, a stunning range hood, crown-molded cabinetry, and a spacious pantry. Whether you’re preparing a weeknight dinner or hosting a celebration, this kitchen is designed to handle it all with ease. A sunlit dinette just off the kitchen features an angled bay window and elegant lighting, creating the perfect spot for casual meals and morning coffee. A split-bedroom layout enhances privacy, with the primary suite tucked away on its own side of the home. This serene retreat includes private access to the lanai, a generous walk-in closet, and a spa-inspired en suite bath complete with dual vanities, a deep soaking tub, and an expansive walk-in shower, making it an ideal space to unwind at the end of the day. The additional bedrooms are thoughtfully designed with ample storage, natural light, and comfortable space for family or guests. Step outside to the covered lanai featuring retractable patio screens, allowing you to customize your outdoor experience while enjoying al fresco dining or relaxing in the shade. The fully fenced backyard provides peace of mind and room to play, perfect for four legged friends, little ones, or hosting weekend gatherings in the Florida sun. Residents of Isles at Lake Hancock enjoy exceptional community amenities including tennis courts, a residents-only boat ramp, playground, and recreation areas. Known as a nationally recognized water-skiing destination that hosts world-class tournaments, the community also offers convenient access to Walt Disney World, excellent shopping and dining options, upscale golf courses, top-rated schools, and easy access to SR-429 so everything you could need is right at your fingertips. Don't miss out on the opportunity to call this stunning, luxurious home your own. Schedule a private showing TODAY!!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Mario Deniz (407-704-0780)
1300 EASTERN PECAN PL #102, WINTER GARDEN, FL 34787
$275,0006 Days on yellowkey MLS ID: S5151632
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1152 Built: 2005 Tax: $3,619 (2025)Community: Southern Pines CondoCondo
Taxes:$3,619
Remarks: This first-floor condo in the gated Southern Pines community offers 1,216 square feet of well-designed living space with an open floor plan, private outdoor area, and two full bathrooms. Making it a strong fit for first-time buyers, down-sizers, or investors. The layout connects the living area directly to the outdoor space, and both bedrooms provide solid closet storage. The kitchen offers ample counter space and cabinetry for everyday living. Southern Pines residents enjoy access to a pool and spa, fitness center, indoor basketball and racquetball courts, tennis and pickleball courts, a media room, billiards lounge, business center, BBQ area, car wash station, and playground. All within a secure, gated community. Located minutes from the West Orange Trail, Johns Lake, SR 408, and the Florida Turnpike, with top-rated Orange County schools nearby and Orlando International Airport 23 miles away. Winter Garden’s dining and retail corridors are within easy reach. Low-maintenance living with resort-style amenities in a location that works. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Brendan Morales (407-881-4633)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$650,000438 Days on yellowkey MLS ID: O6280496
REDUCED by $98,000 (13.1%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Remarks: Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
13861 EASDALE ALY, WINTER GARDEN, FL 34787
$539,00012 Days on yellowkey MLS ID: O6413534
REDUCED by $20,000 (3.6%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 2026Monthly Fee: $150 Tax: $400 (2025)Community: Westhaven At OvationTownhouse
Remarks: Under Construction. Toll Brothers New Construction. Our beautiful Rinker Corner unit townhome offers 2,031 square-feet, 4 bedrooms and 3 bathrooms plus loft. Upon entering the inviting foyer, you will find a spacious downstairs bedroom perfect for guests or office space. Leading to a bright kitchen and great room. The stunning kitchen is highlighted by a designer backsplash, modern cabinets, and upgraded countertops. With free-flowing space between the kitchen, great room and the casual dining area this townhomes offers the perfect open-concept living space. Secluded on the second floor is the primary bedroom, complete with a large walk-in closet, loft perfect for a second TV space and two additional secondary bedrooms that share a full bathroom. Additional highlights include a rear courtyard area, and a detached 2-car garage. The future resort-style amenities in this community will make your family feel they're on vacation year-round. Schedule an appointment today to see it for yourself! Closing cost assistance available.
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