Location: Winter Garden , 34787
Do Not Show Listings
156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787
$1,200,00048 Days on yellowkey MLS ID: O6384801
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3170 Built: 2018Monthly Fee: $188 Tax: $7,979 (2024)Community: Stanton EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,979
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: Welcome to Golf Cart Life in Historic Downtown Winter Garden! Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this stunning contemporary masterpiece is perfectly positioned in Winter Garden's coveted Golf Cart District. Built in 2018, this one-story multigenerational estate delivers 3,170 square feet of refined living on a nearly 1/3-acre lot, just a short golf cart ride from Plant Street, the Crooked Can Brewery, the weekly farmer's market, and the West Orange Trail. Inside, soaring 12-foot ceilings and abundant natural light flow through an open, flexible floor plan with four bedrooms, four full bathrooms, and a large private office. The gourmet kitchen is the heart of the home — featuring solid wood cabinetry, quartz countertops, an oversized center island, walk-in pantry, and a full suite of KitchenAid Professional appliances with a natural gas cooktop. The primary suite impresses with a recessed ceiling, expansive custom walk-in closet, and a spa-inspired oversized bath. Step outside through fully retractable sliding glass doors to a covered lanai wrapped in mature, professionally designed landscaping and privacy fencing — your own Florida retreat. Premium finishes throughout include smart home technology, motorized shades, whole-home water filtration, 8-foot solid core interior doors, colonial-style trim, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408 — this is one of Central Florida's most desirable addresses. Opportunities like this in Stanton Estates are rare. Welcome home.
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Joe Thomas, Jr (813-724-1922)
17422 CHANNEL WAY, WINTER GARDEN, FL 34787
$784,00057 Days on yellowkey MLS ID: G5108709
REDUCED by $11,000 (1.4%) on 04/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3261 Built: 2019Monthly Fee: $215 Tax: $9,958 (2025)Community: Waterside On Johns LakeSpa: NoSingle Family
Taxes:$9,958
Elementary School: Hamlin Elementary
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787
$568,00086 Days on yellowkey MLS ID: NS1087076
REDUCED by $5,000 (0.9%) on 04/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2024Monthly Fee: $291 Tax: $2,273 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$2,273
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 16230 Carraway Bay Alley, a beautifully maintained home located in one of Winter Garden’s most desirable communities. This move-in ready residence features a functional open-concept layout with spacious living areas, abundant natural light, and modern finishes throughout. The kitchen overlooks the main living and dining areas, creating an ideal space for both everyday living and entertaining. The primary suite offers a private retreat with ample closet space and an en-suite bathroom. Enjoy outdoor living without the maintenance—HOA dues include full lawn care, providing a true low-maintenance lifestyle. Community amenities include resort-style pools, fitness centers, and scenic walking trails, enhancing the overall living experience. Conveniently located just minutes from Downtown Winter Garden, with easy access to State Road 429 and Florida Turnpike, as well as nearby shopping, dining, and top-rated schools.
Listing is courtesy of: WATSON REALTY CORP (386-428-7355)
Listing Agent: Matthew Eads (804-651-6911)
3242 IRISH PEACH DR, WINTER GARDEN, FL 34787
$539,900404 Days on yellowkey MLS ID: O6289752
1 Days Off yellowkey (back on 4/20/2026)
REDUCED by $10,100 (1.8%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 2017Monthly Fee: $180 Tax: $5,147 (2024)Community: Orchard Pk/Stillwater Xing PhSingle Family
Taxes:$5,147
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: ***Back on market *****Exquisite Three-Bedroom Home with Flex Room in a Gorgeous Community Nestled in one of the most desirable communities, this stunning three-bedroom, two-bathroom home offers the perfect blend of luxury, comfort, and modern living. Designed with an elegant open floor plan, this residence is bathed in natural light, seamlessly connecting the spacious living, dining, and kitchen areas ! ideal for both everyday living and grand entertaining. A versatile Flex Room adds incredible value, offering endless possibilities as a home office, media room, playroom, or personal gym - tailor it to fit your lifestyle. The private primary suite is a true retreat, featuring a spa-inspired en-suite bathroom with , dual vanities, and a large walk-in shower, creating the perfect sanctuary for relaxation. Two additional bedrooms provide ample space for family, guests, or additional work-from-home options. Step outside to your beautifully fenced backyard, where a screened lanai awaits, perfect for hosting gatherings, enjoying morning coffee, or simply unwinding in the serenity of your private oasis. Located in a sought-after neighborhood with top-tier amenities, this home offers both exclusivity and convenience. Don't miss the opportunity to experience luxury living at its finest! Schedule your private tour today !
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Erica Montanez (347-446-1443)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$498,00040 Days on yellowkey MLS ID: O6389892
REDUCED by $7,000 (1.4%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2036 Built: 2016Monthly Fee: $332 Tax: $4,472 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$4,472
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome home to one of the most popular DR Horton floor plans- the Cordale! With a first floor primary suite, spacious open floor plan downstairs, and additional living space upstairs, it is easy to see how the functionality of this home will make it a great fit for you. This home has had 1 owner who has meticulously cared for the home as will be evident immediately upon entering. The open concept living space greets you with the kitchen, dining space, and living room. Lined with windows and recessed lighting, this space feels bright and welcoming. Stainless steel appliances, granite countertops, and ample counterspace equip the kitchen. The downstairs laundry room is tucked away in the front of the home to keep tending to that chore quiet. The primary suite is nestled in the back of the home for privacy and features and en suite bathroom. A walk-in shower, dual vanity, and walk-in closet make this room fit for luxury and comfort. An elongated drop zone leads you to the 2-car garage and has granite countertops and cabinetry in the same colors as in the kitchen for continuity of the downstairs space. The remaining 2 bedrooms are located upstairs where a loft also provides these rooms with another living space. They also share a bathroom with a shower/bathtub combination. The fun continues out back where you'll find a covered brick-paved patio. Relish in the view of not having any rear neighbors, admire the rarity of having a corner lot, and indulge in the unique green space view out of the front of the home. The Waterleigh community is known for its vast array of resort-style amenities include community pools, playgrounds, fitness centers, sports courts, walking trails, dog parks, and more! Primely located in Horizon West, this home is ready for its new owners to make memories here for years to come. Inquire today to make this gem your own! ***NEW HVAC INDOOR BLOWER UNIT, NEW HVAC OUTDOOR CAPACITOR UNIT***
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787
$539,50069 Days on yellowkey MLS ID: O6381954
REDUCED by $400 (0.1%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2114 Built: 2023Monthly Fee: $148 Tax: $8,002 (2024)Community: Silverleaf Reserve/Haml Ph 2ASingle Family
Taxes:$8,002
Remarks: One or more photo(s) has been virtually staged. PRICE TO SELL!! Situated on a PREMIUM CORNER LOT, this home features approximately $35,000 in upgrades and is located in the desirable SilverLeaf Reserve community within Horizon West, one of Central Florida’s most sought-after master-planned areas. This elegant 4-bedroom, 2.5-bathroom residence offers a thoughtfully designed open-concept layout with beautiful ceramic tile throughout the first floor, creating a refined and functional living environment. The kitchen and bathrooms feature beautiful cabinetry and modern finishes, while the primary suite showcases a tray ceiling and a spacious, well-appointed layout. A versatile loft provides flexible space for a home office, media room, or additional lounge area. The 2-car garage includes epoxy flooring, offering a clean, polished finish. Residents enjoy access to a community pool, playground, green spaces, and walking trails, along with exceptional proximity to Hamlin Town Center—an expansive lakeside destination with dining, shopping, entertainment, a movie theater, and everyday services, all within the thriving Horizon West corridor. Located just two blocks from highly desirable schools, Hamlin Elementary and Hamlin Middle, and minutes from Winter Garden, Windermere, and Disney, this property offers a convenient and lifestyle-focused setting in one of Orlando’s fastest-growing residential areas. Schedule your showing today.
Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)
Listing Agent: Tatiana Alencar (561-234-9972)
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$755,00051 Days on yellowkey MLS ID: O6386488
REDUCED by $5,000 (0.7%) on 04/20/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $261 Tax: $6,669 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,669
Elementary School: Water Spring Elementary
Remarks: BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH!! AS-IS sale with peace of mind! All prior repair requests have been completed, and a previous buyer’s inspection report is available for review. Back on market due to buyer financing, no fault of seller. Take advantage of a $5,000 exterior painting credit & ask about this incentive! Welcome to this stunning 5-bedroom, 4-bathroom home in the highly sought-after Waterleigh community in the heart of Horizon West, Winter Garden. This property is the perfect blend of luxury, comfort, and convenience and offers the PERFECT multi-generational home layout. Zoned for Atwater Bay Elementary School, this home is ideally positioned within a thriving and growing community. As you step through the front door, you’ll be immediately impressed by the spacious, open floor plan. To the right, you’ll find a private 5th bedroom, complete with a full walk-in shower just outside, ideal for guests or a quiet retreat. Continuing through the home, you'll be greeted by a seamless flow between the expansive living and dining areas. The kitchen is designed for both function and style and now features custom shelving in the pantry, providing enhanced organization and storage. Beneath the staircase, there’s a generous storage closet, and the entire home boasts brand-new carpet less than two years old, offering both comfort and style. The property is also equipped with rain gutters for added protection. Upstairs, you'll discover the luxurious primary suite, along with three additional bedrooms. The oversized loft area includes a converted den, perfect for use as an office, media space, or flex room to fit your lifestyle. The primary bathroom is a true retreat, featuring both a shower and separate soaking tub, along with a massive walk-in closet. For ultimate convenience, the laundry room is located upstairs and includes a smart leak detection system. The washer and dryer are less than three years old and practically brand new. Step outside to your screened-in lanai, ideal for outdoor entertaining, relaxing evenings, or enjoying nightly fireworks from Walt Disney World along with AMAZING views of NASA rocket launches from the Space Coast. Located just minutes from Disney, this home also provides incredible convenience within the community itself, with Publix now open, Jersey Mike’s, McDonald's, a nail salon, and more nearby. Even more exciting, a bank is coming soon, adding to the ease of everyday living. The neighborhood is golf cart-friendly and filled with abundant amenities and community events, making it easy to stay connected and entertained year-round. Don’t miss the opportunity to make this dream home YOURS! Schedule your private showing today!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
15306 GILLIGAN CT, WINTER GARDEN, FL 34787
$925,0005 Days on yellowkey MLS ID: O6399653
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3127 Built: 2020Monthly Fee: $102 Tax: $8,308 (2025)Community: Winding Bay Ph 1BSpa: NoSingle Family
Taxes:$8,308
Remarks: Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
15350 OAK APPLE CT #17B, WINTER GARDEN, FL 34787
$329,90012 Days on yellowkey MLS ID: O6396724
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1544 Built: 2008Monthly Fee: $282 Tax: $2,474 (2025)Community: Tucker OaksCondo
Taxes:$2,474
Elementary School: SunRidge Elementary
Remarks: Under contract-accepting backup offers. This beautiful 3 bedroom, 2.5 baths and 2 car garage is taken care of with Pride and Joy. Home is in Immaculate condition. Home flows from room to room with the primary en suite on the second floor. Also has lots of built in storage and overhead storage in the garage. Offers a screened in porch with no rear neighbors for relaxing and family time. Conveniently located near shopping, dining, major highways and historic downtown Winter Garden, Oakland & The West Orange Trail.
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Tracy Hampstead (407-803-3137)
5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787
$949,99959 Days on yellowkey MLS ID: O6384645
REDUCED by $25,001 (2.6%) on 04/20/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3104 Built: 2021Monthly Fee: $115 Tax: $8,275 (2024)Community: Wincey Grvs Ph 2Single Family
Taxes:$8,275
Remarks: Welcome to Wincey Groves — a beautiful 5-bedroom, 3.5-bathroom residence that showcases true model-home elegance and elevated Florida living. Built in 2021 and impeccably maintained, this stunning home features premium finishes, thoughtful design, and high-end upgrades throughout. At the heart of the home, the designer gourmet kitchen impresses with stainless steel appliances, an oversized quartz island, granite countertops, and soaring 10-foot ceilings that create an open, light-filled atmosphere. Custom built-in cabinetry and upgraded custom millwork add both functionality and refined style, elevating the home’s overall luxury appeal. The serene primary suite offers a beautiful bay window overlooking the pool, while spacious custom walk-in closets and a versatile fifth bedroom provide flexibility for a private in-law suite or guest retreat. Upstairs, a grand bonus room with wet bar delivers endless possibilities — from an elegant entertainment lounge to a private office or media space. Step outside into your resort-style oasis featuring a heated saltwater pool powered by solar panels, surrounded by lush tropical landscaping on a privately fenced corner lot where you can enjoy nightly Disney fireworks. Designed for modern convenience, this fully integrated smart home includes advanced automation throughout, over $10,000 in motorized electric window treatments, custom window coverings, and a newly upgraded garage with modern finishes. Perfectly located just one mile from Hamlin Town Center — offering upscale shopping, dining, cinema, and entertainment — with top-rated schools nearby and quick access to major highways and all Disney attractions. This exceptional residence blends luxury, technology, and lifestyle — a truly turnkey opportunity you’ll know instantly is THE ONE.
Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)
Listing Agent: Marcia Vieira (781-706-8190)
14501 GROVE RESORT AVE #2528, WINTER GARDEN, FL 34787
$235,000126 Days on yellowkey MLS ID: O6361791
REDUCED by $12,000 (4.9%) on 04/20/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1544 Built: 2009 Tax: $8,631 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$8,631
Remarks: Located 15 minutes from Disney, this 3-bedroom, 3-bathroom condominium is nestled within the acclaimed, guard-gated, resort-style community of The Grove Resort & Water Park. Step into a spacious 1,554 square foot corner unit, boasting an open living space, a cozy, screened balcony, and not one, but two primary suites for maximum comfort. Resort amenities include on-site restaurants, two resort-style pools, a fitness center, arcade, dock, jogging path, and a water park that features a lazy river, multiple pools, water slides, and a surf simulator. Situated at the heart of Orlando's vibrant attractions, The Grove Resort offers daily transportation to and from the area's top destinations, providing endless activities at your fingertips. Dive into aquatic adventures at Discovery Cove or tee off at some of Orlando's finest golf courses near Disney World. Explore the enchanting Walt Disney World Resort with its four captivating theme parks or seek thrills at Universal Studios three exciting parks, including the brand new addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, don’t miss your chance to own and benefit from this prime opportunity.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
14051 GROVE RESORT AVE #1705, WINTER GARDEN, FL 34787
$215,00083 Days on yellowkey MLS ID: O6371816
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $904 Tax: $6,487 (2024)Community: The Grove Resort And SpaSpa: NoCondo
Taxes:$6,487
Remarks: Welcome to Unit 1705 at 14051 Grove Resort Avenue, a turnkey income-producing condo located inside The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and top Central Florida attractions. Whether you’re looking for a short-term rental investment, a vacation home, or both, this property offers flexibility and strong rental potential in a high-demand resort community. As you enter, you’re greeted by a bright, open layout designed for comfort and guest appeal. The kitchen sits to the left, featuring cherry cabinetry and granite countertops, ideal for hosting short-term guests or extended stays. The space flows seamlessly into the main living area, where natural light fills the room and large sliding glass doors lead to your private balcony, creating an inviting indoor-outdoor experience guests love. The first bedroom is located to the left and connects directly to the first full bathroom, creating a functional and comfortable layout for guests. Across the hall is the primary suite, which offers a spacious ensuite bathroom and a walk in closet. The condo features an open floor plan, comfortable living spaces, and clean, modern finishes. It is well suited as a primary residence, vacation home, or income producing property. The Grove Resort operates on a rental rotation system based on generated income rather than occupancy. Rates fluctuate seasonally, and unit assignment is determined by an automated algorithm that balances income across all participating units. No unit is prioritized over another. At guest check in, the front desk system automatically assigns a unit within the rotation. Internal oversight ensures all units remain aligned within the program. Peak seasons typically include mid March through approximately one week after Easter, mid June through the end of July, and mid December through the first week of January. Daily rental rates vary by season, market demand, and unit type, with larger units achieving higher rates. There are no fixed daily rates, and historical statements provide the best reference for income performance. On site amenities support a full resort lifestyle. Enjoy the Surfari Water Park with a large heated pool, lazy river, water slides, and the FlowRider surfing experience. Food and drinks are available at the Longboard Bar and Grill. The Springs Pools area offers three additional pools and a large hot tub. Lake Austin provides fishing and swan paddle boat rides. Valencia Restaurant offers full service dining with indoor and outdoor seating. A 24 hour fitness center is located near the Springs Pools. The front desk features a marketplace, gift shop, concierge services for theme park tickets and reservations, and a free daily shuttle to Disney. With a prime location, resort level amenities, and turnkey appeal, Unit 1705 offers a strong opportunity to enjoy the Florida vacation lifestyle. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vickie Canto (407-731-8995)
13722 FOX GLOVE ST, WINTER GARDEN, FL 34787
$759,990106 Days on yellowkey MLS ID: O6371378
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3082 Built: 2004Monthly Fee: $247 Tax: $10,614 (2024)Community: Stoneybrook West Ut 04 48 48Spa: YesSingle Family
Taxes:$10,614
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Nastassja Toombs (910-703-6453)
5715 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$730,0004 Days on yellowkey MLS ID: O6400221
2 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2021Monthly Fee: $115 Tax: $9,328 (2025)Community: Wincey Grvs Ph 2Spa: YesSingle Family
Taxes:$9,328
Remarks: Under contract-accepting backup offers. More pictures coming soom! Located in one of Hamlin's most sought-after master-planned communities, this beautifully maintained 4-bedroom, 3 full-bath home delivers the kind of lifestyle that's rarely available at this price point — with the upgrades, the location, and the details that actually matter. The open floor plan flows naturally from a chef-worthy kitchen featuring a generous island, marble backsplash, and thoughtfully placed in-cabinet outlets for a clean, uncluttered aesthetic. Every bathroom has been upgraded, and the primary suite offers a walk-in shower and walk-in closets — because storage should never be an afterthought. No carpet. Anywhere. Vinyl floors run throughout the entire home — low maintenance, elegant, and built to last. Step outside and you'll find your own private retreat: a screened-in patio overlooking a backyard with a pool and spa, where evenings end with something you simply can't buy — a front-row view of Walt Disney World's fireworks, completely free, every night. The laundry room is a full room — with shelving, cabinets, a sink, and a folding area. The solar panel system (leased) keeps energy costs in check without compromising comfort. The community itself offers a playground and pet park, and the location is exceptional: less than 5 minutes to SR-429, 10 minutes to Winter Garden Village, 15 minutes to Disney, and 30 minutes to Orlando International Airport. Zoned for top-rated schools.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Caroline De Castro Marcellini (561-319-9009)
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$599,99950 Days on yellowkey MLS ID: TB8482364
INCREASED by $42,000 (7.5%) on 03/31/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $335 Tax: $7,983 (2025)Community: Waterleigh Ph 1BSpa: NoSingle Family
Taxes:$7,983
Remarks: Welcome to 8220 Bayview Crossing Drive in the highly desirable Waterleigh community of Winter Garden. With 2,477 square feet, 4 bedrooms, 3.5 bathrooms, a versatile loft, and a private first-floor suite, this home offers exceptional space, flexibility and value. This property has been updated and upgraded, including fresh interior and exterior paint, mostly new flooring, and brand-new high-end kitchen appliances, making it completely move-in ready. The thoughtfully designed floor plan includes a private first-floor suite with its own full bath, perfect for guests, multigenerational living or a quiet home office. Upstairs, the spacious primary suite is accompanied by additional bedrooms and a large loft ideal for a media room, study area or second living space. Located in the heart of Winter Garden, Waterleigh is one of the area’s most sought-after communities, offering convenient access to shopping, dining, parks and major roadways. The owners originally planned this as their long-term home but are relocating to Hawaii for a professional opportunity, creating a rare chance for buyers to purchase a beautifully updated home at an exceptional price. If you are looking for space, flexibility and unbeatable value in Winter Garden, this is the home to see.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
2217 RICKOVER PL, WINTER GARDEN, FL 34787
$1,059,00043 Days on yellowkey MLS ID: O6388647
REDUCED by $16,000 (1.5%) on 04/20/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4324 Built: 2008Monthly Fee: $260 Tax: $8,547 (2025)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,547
Elementary School: Lake Whitney Elem
Remarks: This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Michael Blank (407-595-0144)
15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787
$489,99015 Days on yellowkey MLS ID: TB8494889
5 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2072 Built: 2026Monthly Fee: $248 Tax: $1,375 (2025)Community: Parkview/HamlinTownhouse
Taxes:$1,375
Remarks: Experience modern townhome living in this beautifully designed three-story residence located in Parkview at Hamlin in Winter Garden. This thoughtfully planned home features three private suites, including a convenient first-floor suite and a spacious third-floor primary suite, offering flexibility and privacy for today’s lifestyle. The second floor serves as the heart of the home, showcasing an open-concept living room and kitchen ideal for entertaining. The open kitchen is appointed with 42" cabinets, white quartz countertops, and stainless steel GE appliances, while vinyl plank flooring enhances the main living areas with durability and style. A covered lanai provides the perfect space to relax and enjoy Florida living. Designed with interiors inspired by our Foundry Collection, this townhome blends vintage vibes and modern finishes—all set within one of Winter Garden’s most desirable communities near shopping, dining, and everyday conveniences.
Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)
Listing Agent: Reed Williams (813-918-4491)
2621 SHIREHALL LN, WINTER GARDEN, FL 34787
$475,00047 Days on yellowkey MLS ID: O6386585
REDUCED by $25,000 (5.0%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2003Monthly Fee: $243 Tax: $3,181 (2024)Community: Stoneybrook West Ut 04 48 48Spa: NoSingle Family
Taxes:$3,181
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Barbara Waltman (407-616-2790)
17608 DEER ISLE CIR, WINTER GARDEN, FL 34787
$1,025,000195 Days on yellowkey MLS ID: O6350825
REDUCED by $25,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3144 Built: 1997Monthly Fee: $207 Tax: $6,334 (2024)Community: Deer Island Ph 02Spa: YesSingle Family
Taxes:$6,334
Elementary School: Tildenville Elem
Remarks: Bring your ideas to a truly exceptional custom home, perfectly situated in a private, gated community on the shores of breathtaking John’s Lake. Set on over an acre of a beautifully updated landscaped property with panoramic water views throughout the island, this 4-bedroom estate offers the ultimate Florida lifestyle — complete with resort-style amenities and convenient access to Historic Downtown Winter Garden, as well as Downtown Orlando and major attractions just 30 minutes or less away. Your ideas await as charm and craftsmanship are evident in every detail. Step through the front door into an inviting floor plan that seamlessly blends elegance with functionality. The spacious living room is anchored by a cozy wood-burning fireplace, enhanced by warm canned lighting and plantation shutters that frame every window. Wood flooring flows throughout the main living areas, setting a tone of timeless sophistication. The kitchen features granite countertops, KraftMaid cabinetry, Sub-Zero refrigerator, cooktop, double ovens, and a large pantry. The open design keeps the heart of the home connected to the main living space — ideal for entertaining and family gatherings but separate enough to hide the meal prep! The primary suite is a peaceful retreat, with serene views of the pool, dual walk-in closets, garden tub, separate shower, and a cleverly designed storage area. The home's split-bedroom layout ensures privacy for guests and family alike and are all thoughtfully located on the first floor. Upstairs, two large bonus rooms offer endless possibilities — from a playroom to a home theater — and includes a hidden safe room / office with skylights and easy attic access for extra security and utility. The 3 car garage features extra width for additional storage and Gladiator garage organizational wall units. Step outside into your private backyard paradise, where a sparkling saltwater pool and attached hot tub await, surrounded by pavers and an outdoor grilling station. Whether hosting a summer barbecue or enjoying a quiet evening under the stars, this backyard fenced-in space delivers year-round relaxation. Eight outdoor security cameras offer peace of mind, while a three-car garage and spacious driveway provide ample storage and parking. An in-wall pest control system, central vacuum, built-in wine bar, hidden storage and closet organization are examples of many upgrades throughout the home. This home also boasts a well water system with a full purification setup, and a laundry room inside with washer, dryer and utility sink included. Beyond the home itself and its many additional upgrades, the Deer Island community offers unparalleled amenities, including a community boat ramp for direct access to John’s Lake — perfect for boating, fishing, and water sports — as well as two catch and release fishponds, basketball courts, tennis courts, pickleball facilities and easy access to the West Orange bike trails. With stunning lake views, lush surroundings, and a true sense of privacy, this is a place where families grow, memories are made, and every day feels like a getaway. Don’t miss the opportunity to own this fabulous home, where elegance meets comfort and lifestyle meets location.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Karen Jacobs (407-579-0062)
15935 GRAFTON WAY, WINTER GARDEN, FL 34787
$520,0003 Days on yellowkey MLS ID: O6400426
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1833 Built: 2023Monthly Fee: $330 Tax: $6,255 (2025)Community: Encore At OvationTownhouse
Taxes:$6,255
Remarks: Beautifully maintained and fully furnished townhome in the highly desirable Encore at Ovation community. This home is in impeccable condition and comes completely decorated and equipped, offering a true turnkey opportunity. Every detail has been thoughtfully prepared, making it move-in ready with everything needed for comfortable living or immediate use. Ideal for homeowners or investors seeking a hassle-free property in a prime location close to major attractions, dining, and shopping. Schedule your private tour today!
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Andressa Baptista Steidl De Oliveira (321-806-0905)
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