Location: Winter Garden
Do Not Show Listings
15456 GILLIGAN CT, WINTER GARDEN, FL 34787
$600,000267 Days on yellowkey MLS ID: A4660262
REDUCED by $20,000 (3.2%) on 04/21/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2571 Built: 2020Monthly Fee: $102 Tax: $8,702 (2024)Community: Winding Bay Ph 1BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,702
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: A Rare Owner-Occupied Opportunity Just 3.9 Miles from Disney — Fireworks Views Included Located in the highly sought-after Winding Bay community of Winter Garden, this pristine single-story 3-bedroom, 3.5-bath residence offers a lifestyle few homes can match: proximity to Disney without the noise, crowds, or short-term rental turnover. This home is ideal for owner-occupants, Disney professionals, or second-home buyers seeking a quiet, stable community with low HOA fees and thoughtfully designed amenities. Short-term rentals are not permitted, creating a neighborhood atmosphere centered on consistency, pride of ownership, and long-term value. From the moment you arrive, the home impresses with its brick-paved driveway, stone-accented façade, and welcoming curb appeal, leading into a bright, open layout designed for modern living. Inside, you’ll find a spacious and functional floor plan featuring a dedicated built-in desk area, an oversized mudroom with adjacent laundry and custom cabinetry, and generously sized guest suites ideal for visiting family and friends. The heart of the home is the chef-inspired eat-in kitchen, showcasing: 42” soft-close cabinetry Quartz countertops and designer backsplash Vented range hood and built-in microwave Massive walk-in pantry Oversized island with seating for up to eight, perfect for entertaining The open dining and family room are flooded with natural light and flow seamlessly to the custom-designed backyard, where you can unwind and enjoy direct views of Disney fireworks from your own home — a truly rare and magical feature. Winding Bay residents enjoy: Community pool Dog park Low HOA of just $102/month Proximity to top-rated schools, dining, and shopping This home is move-in ready, meticulously maintained, and positioned for buyers who value location, lifestyle, and long-term enjoyment over transient use. This is not a short-term rental opportunity. It is a rare chance to own a refined, owner-occupied home minutes from Disney in one of Winter Garden’s most desirable communities. Private showings available by appointment.
Listing is courtesy of: NEXTHOME CASA BELLA ELITE (813-726-5646)
Listing Agent: Loren Rosenthal (813-726-5646)
1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787
$1,450,0007 Days on yellowkey MLS ID: V4948569
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4700 Built: 2019Monthly Fee: $97 Tax: $9,199 (2025)Community: Mcallister LndgSingle Family
Taxes:$9,199
Tax Year: 2025
Remarks: Experience refined Florida living in this stunning energy-efficient estate, perfectly positioned on an expansive corner lot in the highly sought-after Winter Garden area. Just minutes from Historic Downtown Winter Garden and within close proximity to Orlando’s world-renowned theme parks, this exceptional residence offers the ideal blend of elegance, comfort, and convenience. This impressive two-story home features 7 spacious bedrooms and 4 beautifully appointed bathrooms, thoughtfully designed to accommodate multi-generational living. A luxurious owner’s suite and guest bedroom on the main floor provide flexibility and privacy, while five additional bedrooms are situated upstairs on either side of a generous game room and private home theater, creating the ultimate setting for entertainment and relaxation. At the heart of the home lies a chef-inspired gourmet kitchen, complete with a breakfast bar, and café dining area, all seamlessly flowing into the expansive family room and overlooking the covered lanai. Elegant upgraded tile plank flooring enhances the main living areas, while plush carpeting adds comfort to the bedrooms and bonus spaces. Formal living and dining rooms, provide both sophistication and functionality. Step outside to your private backyard oasis, where a gorgeous in-ground swimming pool, summer kitchen, and oversized covered lanai create the perfect environment for year-round entertaining. The fully fenced yard ensures privacy and ample space for outdoor enjoyment. Car enthusiasts and active families will appreciate the three-car tandem garage with an additional single-car bay, ideal for extra parking, storage, or a golf cart. Modern smart home technology enhances convenience and security, while the home’s energy-efficient construction promotes a healthier, quieter lifestyle and significant savings on utility costs. Residents also enjoy access to exceptional community amenities, including a dock on Lake Apopka, scenic parks, and walking trails, all contributing to the vibrant and active Winter Garden lifestyle.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)
Listing Agent: Nell Adams (386-315-3967)
15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787
$823,90028 Days on yellowkey MLS ID: O6393190
REDUCED by $1,000 (0.1%) on 04/19/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3902 Built: 2005Monthly Fee: $243 Tax: $7,653 (2025)Community: Stoneybrook WestSingle Family
Taxes:$7,653
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Discounted Interest Rates Available Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED CORNER LOT within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier “live-play” community boasting 24-hour staffed security and a spectacular waterfront clubhouse perched on the shores of Black Lake. For the outdoor enthusiast, the amenities are unmatched: enjoy private lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from Walt Disney World, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule your private showing!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
515 9TH ST, WINTER GARDEN, FL 34787
$279,90066 Days on yellowkey MLS ID: O6383185
5 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 770 Built: 1951 Tax: $1,285 (2024)Community: Merchants SubSingle Family
Taxes:$1,285
Remarks: Under contract-accepting backup offers. Welcome to 515 9th St in Winter Garden, a fully renovated, move-in ready home just minutes from vibrant downtown shopping, dining, and the West Orange Trail. This beautifully updated property features a bright, functional layout with modern finishes and comfortable living spaces perfect for everyday living and entertaining. Natural light fills the home, creating a warm and inviting atmosphere throughout. The spacious yard offers plenty of room to relax, garden, or design your ideal outdoor retreat. Enjoy the convenience of nearby parks, schools, and major roadways while living in one of Central Florida’s most sought-after communities. Don’t miss your chance to own this turnkey Winter Garden gem.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Shane Jordan (407-866-3575)
1286 WINTER GREEN WAY, WINTER GARDEN, FL 34787
$239,900160 Days on yellowkey MLS ID: G5104510
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1144 Built: 1985Monthly Fee: $63 Tax: $1,159 (2024)Community: Village Grove Ph 02Townhouse
Taxes:$1,159
Remarks: Motivated sellers!!! Sellers are offering $10,000 in concessions for the renovation of a new kitchen!! Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you’re seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome won’t stay on the market long. Schedule your showing today and make it yours!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Joshua Cromwell (407-690-8420)
5618 WATER ROSE RD, WINTER GARDEN, FL 34787
$395,0004 Days on yellowkey MLS ID: O6400788
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1755 Built: 2016Monthly Fee: $402 Tax: $6,527 (2025)Community: Signature Lakes Ph 3B-6Townhouse
Taxes:$6,527
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet. Independence Townhomes offers residents maintenance-free living without sacrificing amenities. Amenity highlights include an on-site boat launch, swimming pool, fitness center, sports courts, and more! Must see!!
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
12529 DALLINGTON TER, WINTER GARDEN, FL 34787
$884,9904 Days on yellowkey MLS ID: O6400678
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3519 Built: 2006Monthly Fee: $130 Tax: $6,735 (2025)Community: Foxcrest A-N & PSpa: YesSingle Family
Taxes:$6,735
Elementary School: SunRidge Elementary
Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Andrew Kincaid (407-304-0454)
13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787
$599,000102 Days on yellowkey MLS ID: O6367311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2024Monthly Fee: $96 Tax: $2,239 (2024)Community: Westhaven At OvationSingle Family
Taxes:$2,239
High School: Horizon High School
Remarks: Located in the heart of Horizon West in Winter Garden, just minutes from the gates of Walt Disney World, this beautiful bungalow is nestled within Westhaven At Ovation, a sought-after residential community by Toll Brothers. The location is truly exceptional, offering quick and easy access to State Road 429, the Flamingo Crossings shopping and dining district, and all the magic Disney has to offer. Community amenities are conveniently located just across the way, making it effortless to enjoy the Florida lifestyle. Inside, the open floor plan is enhanced by beautiful LVP flooring throughout the main living areas on the first floor and in the primary bedroom upstairs, while the additional bedrooms feature comfortable carpet. The kitchen is a standout with crisp white cabinetry, a spacious island accented by three pendant lights, and a stylish backsplash that adds a pop of energy to the inviting neutral palette. Outdoor living is just as impressive, with a screened-in lanai plus additional uncovered outdoor space that connects to the two-car detached garage—one of the few bungalow designs with a detached garage concept, offering even more ways to enjoy Florida’s beautiful weather. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
11864 SHINE VIEW LN, WINTER GARDEN, FL 34787
$619,990157 Days on yellowkey MLS ID: O6361583
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Clearden. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a bedroom and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
17652 JAPONICA BLOOM DRIVE, WINTER GARDEN, FL 34787
$749,990191 Days on yellowkey MLS ID: TB8438268
1 Days Off yellowkey (back on 3/30/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3545 Built: 2025Monthly Fee: $84 Tax: $14,531 (2024)Community: Northlake At Ovation Phase 2 & 3Single Family
Taxes:$14,531
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. Welcome to The Duval in Northlake at Ovation, a spacious two-story home designed for both comfort and versatility. This thoughtfully crafted floorplan features a flex room and den, ideal for a home office or creative space, along with an inviting loft that offers additional living or entertainment options. The open-concept layout seamlessly connects the kitchen, dining, and living areas, leading to a covered lanai perfect for outdoor relaxation. Located in the heart of Winter Garden, this home is just 37 minutes from Orlando International Airport, 20 minutes from Walt Disney World® and other theme parks, and 30 minutes from Celebration. Enjoy access to great schools and the vibrant local charm of downtown Winter Garden, known for its boutique shopping, dining, and historic atmosphere. Blending function, flexibility, and modern design, The Duval is the perfect place to call home.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$748,000386 Days on yellowkey MLS ID: O6280496
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: *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 $100,000 more for a similar home... this one is ready now and you can put your savings into a pool or in the bank! 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—with closing cost assistance included for rate buy down or other.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787
$349,9004 Days on yellowkey MLS ID: S5148274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2009Monthly Fee: $608 Tax: $6,218 (2025)Community: Grove Resort And SpaCondo
Taxes:$6,218
Remarks: Turnkey 2-bedroom fully furnished and equipped condo-hotel residence at The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and Orlando’s top attractions. Unit 3632 offers the perfect combination of personal enjoyment and income-producing potential in one of Central Florida’s most desirable vacation destinations. This spacious residence features an open-concept layout, modern kitchen with granite countertops and stainless steel appliances, comfortable living and dining areas, and a private balcony ideal for relaxing after a day in the parks. The highly desirable two-bedroom floor plan appeals to families and groups, creating strong rental demand and excellent short-term rental potential. Whether you are seeking a second home, vacation retreat, or investment property, this is a true turnkey opportunity ready for immediate use or rental. Owners and guests enjoy world-class resort amenities including a private water park, lazy river, multiple pools, surf simulator, full-service spa, fitness center, on-site restaurants and bars, arcade, family activities, shuttle service to the theme parks, and professional on-site management. Located in the heart of Orlando’s thriving tourism market with year-round visitors, this property offers exceptional lifestyle value and strong investment appeal. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Migdalia Croes (888-883-8509)
11079 HANLON TERRACE ALY, WINTER GARDEN, FL 34787
$389,990169 Days on yellowkey MLS ID: O6358387
REDUCED by $4,000 (1.0%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1868 Built: 2021Monthly Fee: $339 Tax: $6,256 (2024)Community: Winding Bay PreserveTownhouse
Taxes:$6,256
Remarks: OPPORTUNITY! BEST priced home in the area! Welcome to 11079 Hanlon Terrace Aly, located in the highly desirable Winding Bay Preserve at Horizon West. This beautiful home is like new and barely lived in, offering one of the most functional and attractive floor plans in the area. The home features three well-sized bedrooms plus a first-floor den that can easily be used as a home office or converted into a fourth bedroom, providing flexibility for modern living, comfort, and convenience. No neighbors in front for a relaxing view, playground and green areas just 10 steps from the front door! Enjoy living in one of Orlando’s most sought-after locations, surrounded by wonderful top-rated schools and a vibrant, fast-growing community. The property is conveniently located near beautiful parks, shopping centers, malls, restaurants, entertainment, and everyday conveniences. You’ll also appreciate the easy access to major highways and main roads, making commuting throughout the Orlando area simple and efficient. If you are looking for location, value, a fantastic floor plan, and a home that feels practically brand new, this is an opportunity you don’t want to miss. Priced to sell, wonderful opportunity for an investment property or principal residence! Schedule your showing today before it’s gone!
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Andrea Dale Gonzalez (407-984-1426)
9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
$750,00014 Days on yellowkey MLS ID: O6397917
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2507 Built: 2017Monthly Fee: $164 Tax: $6,475 (2025)Community: Watermark Ph 2CSingle Family
Taxes:$6,475
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Welcome to Watermark in Winter Garden one of the most sought-after, resort-style communities in Horizon West. This energy-efficient Meritage home has 4 bedrooms, 2.5 baths, and a super functional layout with high ceilings and great natural light throughout. As soon as you pull up, you’ll notice the stone accents on the exterior, brick paver driveway, and clean curb appeal. Inside, the home has been freshly painted and updated with new luxury vinyl plank flooring upstairs, giving it a modern feel without the maintenance headaches. The layout just makes sense 3 bedrooms and a versatile loft upstairs (perfect for a media room, office, or playroom), and a 4th bedroom downstairs that works great for guests or a private home office. The open-concept kitchen seamlessly connects to the main living area and features granite countertops, ample cabinetry, and an easy flow out to the backyard making it ideal for everyday living or having people over. Out back is where this one really stands out. If you're looking for a backyard oasis, look no further. This home has no rear neighbors backing to a retention pond and conservation beyond that. The pool deck is over 1300 square feet with a heated 6 foot deep 484 square foot custom saltwater pool! Enjoy sunsets, watching Disney fireworks at night or the occasional rocket launch in the distance! It’s a great setup for relaxing or entertaining. Watermark has some of the best amenities around resort-style pool, splash pad, gym, clubhouse, tennis, basketball, dog park, and tons of walking and biking trails. You’re also within walking distance to restaurants and just a short drive to Disney, shopping, and everything Winter Garden and Horizon West have to offer. If you’re looking for a clean, move-in ready home in a great location with a strong lifestyle, this one checks all the boxes!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
13393 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$867,00012 Days on yellowkey MLS ID: O6398468
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2186 Built: 1994Monthly Fee: $69 Tax: $6,434 (2025)Community: Sunset LakesSpa: NoSingle Family
Taxes:$6,434
Remarks: Beautifully updated single-story home featuring 4 bedrooms and 3 bathrooms, situated on an expansive lot of over half an acre in the desirable Sunset Lakes community. This residence offers a spacious layout ideal for comfortable living and has been fully remodeled throughout. The home features a great gourmet kitchen with a large island and sleek Dekton countertops, perfect for both everyday living and entertaining. Step outside to a stunning backyard retreat with a private pool and screened enclosure, ideal for year-round enjoyment. Ideally located just minutes from Highway 429, Winter Garden Village, and world-renowned attractions like Walt Disney World, this property also benefits from access to highly rated A-grade schools, making it an exceptional opportunity in one of Winter Garden’s most sought-after areas.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
6072 GLORY BOWER DR, WINTER GARDEN, FL 34787
$479,00042 Days on yellowkey MLS ID: O6389207
3 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2128 Built: 2020Monthly Fee: $97 Tax: $7,764 (2025)Community: Hamilton GardensSingle Family
Taxes:$7,764
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautiful single-family home located in the desirable Winter Garden, within the charming Hamilton Gardens-Natural gas community. Built in 2020, this well-maintained home features 3 bedrooms plus a Flex area on the first floor, 2.5 bathrooms, and a thoughtfully designed open-concept floor plan that is perfect for modern living. The spacious living and dining areas flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. All bedrooms are conveniently located upstairs, offering privacy and a quiet retreat from the main living areas. The second floor also includes a versatile loft, perfect for a home office, media room, or play area. One of the highlights of this location is its exceptional convenience. The home is minutes away from Hamlin Town Center, where you’ll find a wide variety of restaurants, shopping, entertainment, and everyday conveniences. Families will appreciate the highly rated A-school zone, making this neighborhood especially desirable for homeowners. Residents of Hamilton Gardens enjoy fantastic community amenities including a resort-style swimming pool, soccer field, and playground, providing plenty of outdoor recreation options for all ages. With its modern layout, prime location, and excellent community amenities, this home offers the perfect combination of comfort, convenience, and lifestyle in one of Central Florida’s most sought-after areas.
Listing is courtesy of: INTOP REALTY LLC (407-233-5453)
Listing Agent: Yujie Jiang (201-328-7856)
16006 GILDEN WAY, WINTER GARDEN, FL 34787
$1,085,00028 Days on yellowkey MLS ID: O6392997
REDUCED by $65,000 (5.7%) on 04/20/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3617 Built: 2023Monthly Fee: $225 Tax: $12,929 (2025)Community: Encore At OvationSingle Family
Taxes:$12,929
Remarks: PRICE IMPROVEMENT..Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the main level, transitioning to rich engineered hardwood on the second floor. A striking custom wood and TEMPERED glass staircase serves as a focal point, leading to a spectacular second floor entertainment gallery enclosed in TEMPERED glass with private balcony. A GOURMET DREAM KITCHEN , featuring custom wood cabinetry, Exotic Quartzite countertops, and a custom-fitted pantry. Equipped for the foodie enthusiast, with a SUB -ZERO refrigerator for peak freshness, a Wolf precision oven, a Thermador hub, and a dual-zone wine chiller, for years of gatherings and conversations. Retreat to the oversized travertine-floored lanai, overlooking a sprawling backyard already prepped with plumbing for a summer kitchen-the perfect. The perfect canvas for a custom infinity pool. Other features include;motorized designer blinds, custom lighting installations, and high-efficiency ceiling fans. A spacious garage with built-in overhead storage racks. HOA INCLUDES LAWN CARE AND BASIC LANDSCAPING, for true low-maintenance living.Enjoy resort-style community amenities just steps from your home.These include a clubhouse, fitness center, community pool and steps from a dog park and walking trails. End your day on your private Master Suite balcony, embracing breathtaking sunsets over Lake Mac. Welcome to paradise!
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Renee Rodriguez (407-927-2055)
14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787
$184,90081 Days on yellowkey MLS ID: O6378144
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 2018 Tax: $8,168 (2025)Community: Grove Resort And SpaSpa: YesCondo
Taxes:$8,168
Remarks: Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and solid surface countertops in the kitchen and baths, stainless steel appliances, in-unit laundry room, and all furniture & furnishings included and ready for your turn-key vacation resort. The resort features outstanding amenities including 2 on-site restaurants, spa, fitness center, arcade game room, three pools, private access to Lake Austin, FREE SHUTTLES TO DISNEY PARKS and the on-site SURFARI WATER PARK complete with lazy river, pool-side restaurant and bar, and a FLOWRIDER® double surf simulator. This is a Walt Disney World Good Neighbor® Hotel and less than 5 miles from the world famous Walt Disney World® Resort and Theme Parks. Also, just 3.9 miles to the new Flamingo Crossings Town Center with 40+ shops and restaurants. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Joseph Mooradian (954-466-5669)
5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$1,000,000116 Days on yellowkey MLS ID: O6369788
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4720 Built: 2021Monthly Fee: $115 Tax: $11,152 (2023)Community: Wincey GrovesSingle Family
Taxes:$11,152
Tax Year: 2023
Remarks: MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex rooms that can easily convert this home into a 9-bedroom layout. Thoughtfully designed for both everyday comfort and elevated entertaining, this move-in-ready residence delivers a rare combination of space, sophistication, and flexibility in one of Central Florida’s most desirable locations. From the moment you arrive, the home’s enhanced elevation, extended driveway, and welcoming front porch set the tone for what awaits inside. The open-concept floor plan is filled with natural light and showcases 9-foot doors, soaring ceilings, upgraded engineered hardwood flooring, and expansive sliding glass doors that create a seamless indoor-outdoor flow. The primary suite is conveniently located on the main level, offering a private retreat complete with additional windows, a spa-inspired en-suite bath featuring a soaking tub for two, upgraded glass-enclosed shower, and refined finishes designed for relaxation. Also on the first floor are a private downstairs office, half bath, and a converted third garage space thoughtfully designed as a dedicated home gym, adding exceptional functionality and value. At the heart of the home, the chef’s kitchen impresses with an oversized gathering island, quartz countertops, wrap-around cabinetry, double ovens, built-in microwave, farmhouse sink, under-cabinet lighting, and an abundance of storage—perfect for entertaining and daily living alike. Upstairs, you’ll find the remaining bedrooms, including a Jack-and-Jill bathroom, generous walk-in closets throughout, and an expansive home theater/game room. Combined with the additional flex rooms, the home offers outstanding adaptability for multi-generational living, guest accommodations, or expanded work-from-home needs. Additional features include smart-home technology, fiber-optic internet, a hardwired security system with cameras, dual AC units for optimal climate control, and both front and rear porches overlooking a private fenced backyard. Ideally located near top-rated schools, community parks, and the vibrant Hamlin area’s shopping and dining, this home also offers a compelling financial advantage. The sellers are offering seller financing with 20% down and a 5.99% interest rate, providing flexibility and potential savings for qualified buyers. Luxury, space, and opportunity converge here—schedule your private tour today to experience it firsthand.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
2131 TALL OAK DR, WINTER GARDEN, FL 34787
$890,00057 Days on yellowkey MLS ID: O6385247
2 Days Off yellowkey (back on 4/20/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3282 Built: 2000Monthly Fee: $92 Tax: $8,475 (2024)Community: Wintermere PointeSingle Family
Taxes:$8,475
Remarks: Welcome to Wintermere Pointe, one of Winter Garden’s most established gated communities, and to a residence defined by scale, light, and thoughtful renovation. The home’s symmetrical facade and covered entry create a strong architectural presence, leading into a dramatic double-height foyer framed by expansive arched windows. Natural light reflects across Italian porcelain flooring, while a striking split-face stone accent wall extends vertically alongside the staircase, adding texture and depth to the open space. The fully renovated kitchen is both refined and functional, featuring waterfall quartz countertops, custom solid-wood cabinetry, marble designer backsplash, integrated wine storage, stainless steel appliances, under-cabinet lighting, and a contrasting island that anchors the room. The open layout connects seamlessly to the family room, where oversized windows overlook the fenced backyard and fill the space with natural light. Upstairs, luxury vinyl plank flooring replaces carpet entirely, creating continuity and durability throughout. According to public records, the home offers 5 bedrooms and 3 bathrooms, plus an additional bathroom added by the current owner. The primary suite combines comfort and modern elegance, offering tray ceilings, direct access to the backyard, and a spa-inspired bathroom finished with large-format marble-look tile, a walk-in shower, and a dedicated vanity area. A dedicated cinema room delivers a true theater experience, the perfect setting for movie nights and gatherings. It’s an exceptional feature for entertaining or quiet evenings at home. Situated on a .28-acre fenced lot with mature landscaping, the property includes a 3-car garage and an extended driveway accommodating up to six vehicles. Major improvements include the roof (2018), A/C unit (2025), and septic system (2020). Located minutes from SR-429 and Winter Garden Village, the home offers convenient access to shopping, dining, and everyday amenities while preserving the privacy of gated living.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ane Rodrigues (407-488-3480)
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