Location: Winter Garden
Do Not Show Listings
317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787
$228,00059 Days on yellowkey MLS ID: O6384866
REDUCED by $4,000 (1.7%) on 04/23/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 738 Built: 2005Monthly Fee: $309 Tax: $245 (2025)Community: Southern Pines CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$245
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Anna Gay Hunter (407-446-9878)
14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787
$535,00023 Days on yellowkey MLS ID: O6395079
REDUCED by $10,000 (1.8%) on 04/17/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2014Monthly Fee: $252 Tax: $3,824 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$3,824
Elementary School: Summerlake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been freshly painted and features 18 inch tile flooring throughout, providing a clean and cohesive look with easy maintenance. The kitchen is equipped with granite countertops, tall cabinetry, and ample storage, while both bathrooms also feature Corian surfaces and double vanities for added convenience. The primary suite includes a tray ceiling, a spacious bathroom with both a garden tub and separate shower, and a private water closet. Additional interior features include custom blinds throughout, cabinetry in the laundry area, and an upgraded front door with a stained glass insert that adds character and curb appeal. Outdoor living is enhanced by a full side patio with both covered and open areas, offering flexibility for relaxing or entertaining. The side patio has a natural gas line for your future grill outs. The side yard is partially fenced with a railing design that complements the front porch, and the property includes a two car carriage style garage along with a third parking pad accessed from the rear alleyway. The home is fully guttered and features newly installed landscaping, adding to its overall appeal.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Vanessa Scotland, Pa (407-217-4580)
115 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$496,000167 Days on yellowkey MLS ID: O6356997
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1780 Built: 2001Monthly Fee: $58 Tax: $5,467 (2024)Community: Lakeview Reserve 46/149Spa: NoSingle Family
Taxes:$5,467
Elementary School: Tildenville Elem
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange Trail echoes just beyond the gates guiding joggers, cyclists, and families toward the beating heart of historic downtown. Behind the oaks and quiet streets stands a home that tells a story of balance between small town charm and modern comfort Its open layout flows effortlessly kitchen with stainless steel appliances to a warm, inviting living room that opens onto a screened in back porch, blending indoor comfort with outdoor serenity. The setting offers a backdrop of calm that feels a world away from the bustle yet you’re still close enough to hop on your golf cart and be downtown for dinner in minutes. As you move through the home every space seems to adapt and invite. A flexible office with double doors makes the perfect work from home retreat while a cozy bonus area can transform into a playroom, fitness space, or second lounge. The primary suite was designed for rest and renewal featuring a garden tub dual sinks and a generous walk in closet all framed by thoughtful updates like a 2017 ROOF replacement, 2023 Electrical Panel updated, 2017 Vinyl Fence and fresh interior paint. Step outside and you’ll find what truly defines Florida living and gentle lake breeze that seems to whisper peace. Here every detail speaks relaxation every sunset feels like a private showing and every golf cart ride into town reconnects you to the pulse of this growing yet timeless community from the laughter spilling out of Crooked Can Brewery to the soft music drifting beneath the twinkle lights of Plant Street. And as night falls and the air cools, you’ll realize that isn’t just a home it’s a rare piece of Winter Garden’s soul waiting for its next chapter to be written.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Carmelo Nuccio (321-441-6951)
14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$500,00024 Days on yellowkey MLS ID: O6395116
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1904 Built: 2016Monthly Fee: $164 Tax: $4,822 (2025)Community: WatermarkSingle Family
Taxes:$4,822
Elementary School: Panther Lake Elementary
Remarks: Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark cabinetry, quartz countertops, a large island, stainless steel appliances, electric cooktop and double ovens. The primary suite includes a tray ceiling, custom walk-in closet system and en-suite bath with dual sinks and a standalone shower. Additional features include owned solar panels, clay tile roof, rear-entry two-car garage with alley access and a cozy covered front porch with stacked stone detail. Plantation shutters are featured on the French doors leading to the porch and in the downstairs half bath. Set on a low-maintenance homesite, this home also offers access to Watermark amenities including a pool, fitness center, clubhouse and tennis courts. Ideally positioned near shopping, dining, Starbucks and everyday conveniences, and zoned for Panther Lake Elementary, Hamlin Middle and Horizon High School.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Shane Carson (407-462-1310)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$1,025,00081 Days on yellowkey MLS ID: O6378658
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $271 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome to this stunning Kallan model home, perfectly positioned on a premium lot offering exceptional privacy and peaceful surroundings. Enjoy no front neighbors, a conservation area behind, and mature landscaping that creates true separation and independence from nearby homes an ideal combination for those seeking tranquility and open views. This spacious residence features 5 bedrooms and 5 full bathrooms, with a bright and functional layout designed for both everyday living and entertaining. Step outside to an extended screen-enclosed lanai, creating the perfect indoor-outdoor lifestyle space to relax year-round. Additional upgrades include a fire pit, gutters installed, a water softener system, and solar panels (lease) for enhanced efficiency and long-term value. 5 Swimming pools , A rare opportunity to own a luxury home with premium location, privacy, and comfort in one of Winter Garden’s most desirable areas.**The seller is offering $30,000 toward the buyer’s closing costs or to buy down the interest rate.** Schedule your private showing today!
Listing is courtesy of: ANA PENA REALTY CORP (973-405-3731)
Listing Agent: Jose Leighton Reyes (407-591-2416)
15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,325,0002 Days on yellowkey MLS ID: O6401205
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3844 Built: 2016Monthly Fee: $235 Tax: $8,218 (2025)Community: Hickory HammockSpa: YesSingle Family
Taxes:$8,218
Elementary School: Whispering Oak Elem
Remarks: Tucked away on a Private Street within a quiet cul-de-sac in the highly sought-after Gated community of Hickory Hammock, this exceptional 5 Bedroom, 4 Bathroom residence offers 3,908 sqft of thoughtfully designed living space with captivating views of Lake Burnett. Perfectly positioned to capture both Lake and Conservation Vistas, this home delivers the rare combination of Privacy, Comfort, and an Elevated Lifestyle in one of Winter Garden’s Most Desirable Neighborhoods. From the moment you enter, soaring 20-foot Ceilings in the foyer create a grand sense of arrival, complemented by a Formal Dining Room and immediate Sightlines to the Sparkling Pool and Tranquil Lake beyond, an unforgettable first impression that sets the tone for the entire home. Designed for both everyday living and entertaining, the first floor features Wood Plank tile throughout and an open, functional layout. The kitchen serves as the heart of the home, appointed with New Quartz Countertops, Stainless Steel Appliances, a Double Oven, abundant cabinetry, and an expansive Walk-in Pantry just off the Butler’s Pantry, complete with a JennAir Beverage and Wine Fridge. Thoughtful Lighting throughout enhances the warmth and livability of each space. Step outside to your Private Outdoor Retreat, where a Covered and Screened Lanai frames Peaceful Lake and Conservation Views. The Saltwater Pool with a Baja Shelf and Heated (electric) Spa invites year-round enjoyment, while the Spacious Backyard offers Plenty of Room for Kids or Pets to play, all while enjoying Stunning SUNSET VIEWS each evening over Lake Burnett and the Johns Lake Conservation area. A First-Floor Bedroom with a Full Bath provides flexibility for guests or multi-generational living. Upstairs, a generous Bonus Room offers endless possibilities for a media room, playroom, or additional living space. The Primary Suite is a true retreat, featuring Double Tray Ceilings and a Private Screened Balcony overlooking Lake Burnett, offering the perfect setting to take in breathtaking Sunset Views each evening. Secondary Bedrooms are well-appointed with Walk-in Closets, including one bedroom with an Ensuite Bathroom, while the remaining 2 Bedrooms share a well-designed bath. The tandem 3-Car Garage provides ample space for vehicles and storage, complemented by a spacious first-floor Laundry Room featuring New Quartz Countertops, a Sink, ample Cabinetry, and a Walk-in Closet. Residents of Hickory Hammock enjoy an impressive array of amenities including a Clubhouse, Fitness Center, Resort-style Pool, Fishing Pier, Tennis Courts, Sand Volleyball Courts, Dog Park, Playground, Walking Trails, and Golf-Cart-friendly streets. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, Top-Rated Schools, and approximately 20 miles to Orlando International Airport. This home offers the Perfect Blend of Space, Functionality, and Desirable Water View Living - schedule your private showing TODAY.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
3439 BUOY CIR, WINTER GARDEN, FL 34787
$734,99038 Days on yellowkey MLS ID: O6386482
REDUCED by $13,010 (1.7%) on 04/23/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2920 Built: 2019Monthly Fee: $152 Tax: $7,013 (2025)Community: Lakeview PreserveSingle Family
Taxes:$7,013
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Searching for a 4-bedroom home in Winter Garden with lake views, a private office, and a 3 car garage in a gated community? Welcome to 3439 Buoy Circle, a well maintained single family residence offering approximately 2,900 square feet, 4 bedrooms, a dedicated office, and 4.5 bathrooms, thoughtfully positioned to capture peaceful water views and stunning evening sunsets. Built by Taylor Morrison, this home features a well designed layout that blends comfort, privacy, and everyday functionality. Located within the gated Lakeside Preserve community on Johns Lake, this home offers a quiet residential setting with a scenic entrance that creates a sense of separation from major traffic corridors while remaining conveniently connected to daily essentials. The flexible floor plan supports modern living and includes a private office, ideal for working from home or creating a focused, dedicated space. Each bedroom features its own private full bathroom, along with an additional half bath for guests. The primary suite, bathroom, and walk-in closet span the full length of one side of the home, creating a spacious and well designed retreat with generous storage. The walk-in closet connects directly to the laundry room, adding ease and efficiency to daily routines. A standout feature is the 3 car garage, offering valuable space for vehicles, storage, recreational equipment, or hobbies. The homesite provides added privacy with only one immediate side neighbor, while the backyard is positioned to enjoy lake views and west-facing sunset exposure, creating a peaceful outdoor setting for relaxing or entertaining. Lakeside Preserve is a gated waterfront community featuring resort-style amenities, including a fitness center, pool, cabana, playground, and splash pad, along with direct access to Johns Lake with a kayak launch and dock. Natural conservation areas are thoughtfully woven throughout the neighborhood, enhancing both privacy and the overall setting. Residents enjoy close proximity to Hamlin Town Center, FL 429, AdventHealth Horizon West Hospital, Historic Downtown Winter Garden, the West Orange Trail, and the attractions of Walt Disney World, all within a short drive. This 4-bedroom home in Winter Garden offers a rare combination of lake views, ensuite bathrooms in every bedroom, a private office, and a 3 car garage within a gated waterfront community, delivering both everyday comfort and long term value in one of Central Florida’s most desirable areas. Information deemed reliable but not guaranteed. Buyer and buyer’s agent to verify all measurements, HOA information, school zoning, and property details..
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patricia Solivan Lopez (407-218-2477)
15755 WATER SPRING BLVD, WINTER GARDEN, FL 34787
$425,0006 Days on yellowkey MLS ID: O6400420
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1636 Built: 2023Monthly Fee: $268 Tax: $5,406 (2025)Community: Storey GroveTownhouse
Taxes:$5,406
Remarks: Discover stylish and comfortable living in the highly sought after Storey Grove community of Winter Garden! This spacious 3 bedroom, 2 bathroom townhome offers the perfect blend of comfort, convenience, and modern upgrades in a great family friendly neighborhood. The home features beautiful plank tile flooring downstairs and laminate flooring upstairs, creating a seamless, low maintenance design with no carpet throughout. The upgraded kitchen shines with beautiful upgraded cabinetry, elegant pendant lighting, and plenty of space for cooking and entertaining. Ceiling fans throughout the home add comfort and energy efficiency. Enjoy added convenience with an extended driveway, Tesla charger, ADT security system, Ring front door camera, smart light switches, and a whole house surge protector for peace of mind and modern living. Step outside to a large outdoor patio, perfect for entertaining guests, weekend barbecues, or simply relaxing and enjoying Florida living year round. This private outdoor space adds even more room to gather and unwind. Located just minutes from Walt Disney World Resort, with quick access to major highways, this home offers an ideal location for commuting, dining, shopping, and entertainment. Don’t miss your opportunity to own this move-in ready townhome in one of Winter Garden’s most desirable communities!
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Karen Grau (407-383-3230)
15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787
$820,00028 Days on yellowkey MLS ID: O6394209
REDUCED by $9,000 (1.1%) on 04/11/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3623 Built: 2023Monthly Fee: $160 Tax: $12,032 (2025)Community: Lakeside At HamlinSpa: NoSingle Family
Taxes:$12,032
Elementary School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the covered lanai. The chef's kitchen includes an oversized quartz island, extended L-shaped cabinetry, quartz countertops, stainless steel canopy hood (vented outside), 30" ceramic cooktop, and all new stainless appliances. The first floor offers the primary suite plus three additional bedrooms, including one with a private bath-ideal for guests or an office. Upstairs features two more bedrooms, a full bath, and a 16' x 20' bonus room with two walk-in closets and wet-bar pre-plumbing. The 2.5-car garage includes a hobby area, epoxy floors, extra outlets, water softener loop, and sink plumbing. Laundry room includes new washer/dryer and cabinets. Enjoy a private backyard with no rear neighbors, vinyl fencing, lanai pre-plumbed for a sink, and pool pre-wire (60A) already installed. HOA includes fiber-optic internet (750-900 Mbps). Minutes from Orlando Health, Publix, dining, and more.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
7363 MEZZANO LN, WINTER GARDEN, FL 34787
$479,999232 Days on yellowkey MLS ID: O6340083
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1920 Built: 2023Monthly Fee: $159 Tax: $6,986 (2025)Community: MezzanoTownhouse
Taxes:$6,986
High School: None
Remarks: Welcome to your chance to own one of the most desirable residences in this vibrant community! This spacious 4-bedroom, 4-bath corner townhome is truly special—not only does it feature a thoughtful two-story layout with the primary suite on the main floor, but it’s also one of the very first resale opportunities since the builder completely sold out. That means you can move in now without waiting on new construction while still enjoying the benefits of a like-new home.From the moment you arrive, the curb appeal is undeniable. Because this is a corner end unit, you’ll immediately notice the extra privacy, abundance of natural light streaming through the windows, and the rare luxury of a side yard—something only a handful of homes in the neighborhood can offer. Step inside and you’ll find an open concept floor plan designed for both everyday living and effortless entertaining. The main living area flows seamlessly from the kitchen to the family room, creating a warm and inviting atmosphere where everyone can gather.The primary suite downstairs provides comfort and convenience, with generous proportions and plenty of natural light to make it feel like a retreat. The en-suite bathroom features modern finishes, dual vanities, and a spacious walk-in shower—everything you’d want for a restful start and end to your day. Upstairs, additional bedrooms and baths provide the perfect setup for family, guests, or even a home office, ensuring flexibility as your needs change.One of the standout features of this property is the detached garage with an adjoining private patio. Whether you’re sipping coffee in the morning sun, hosting a casual dinner under the stars, or simply enjoying the quiet ambience of your own outdoor escape, this space brings an unmatched charm to the home. And let’s not forget the views—this residence looks directly out at the golf course, offering a peaceful and picturesque backdrop that not many townhomes in the community can boast. Imagine waking up to the sight of manicured greens and relaxing with sunsets over open fairways.As part of this community, you’ll also enjoy the benefits of low-maintenance living, where landscaping and exterior upkeep are handled for you. That means more time to spend enjoying nearby shopping, dining, and entertainment options, plus the community amenities that make life here feel like a getaway. Whether you’re an avid golfer, love to take evening walks, or simply appreciate a neighborhood that feels both welcoming and exclusive, this home checks every box.Opportunities like this don’t come often. With the builder sold out and inventory in this area limited, this townhome represents not only a beautiful living space but also a smart investment in one of the area’s most desirable neighborhoods. Don’t miss your chance to claim a home that combines style, comfort, convenience, and stunning views all in one. Schedule your private tour today and experience firsthand why this townhome stands out from the rest!
14501 GROVE RESORT AVE #2522, WINTER GARDEN, FL 34787
$180,000417 Days on yellowkey MLS ID: O6285998
3 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1265 Built: 2018Monthly Fee: $793 Tax: $7,635 (2024)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$7,635
Remarks: Under contract-accepting backup offers. THE BEST VALUE for an Orlando Investment Property . FULLY EQUIPPED and FULLY FURNISHED Condo Unit 2/2 at THE GROVE RESORT & WATER PARK. Just few miles from WALT DISNEY WORLD and many other attractions. Unit is locate on the fifth floor of Condominium II, the BEST BUILDING in the Community with access to the Resort Amenities; restaurants, lodge, business center, market, coffee bar and fitness center. Few steps to garage and hotel pools. The unit floor plan is a Palm ( 1,265 sq. ft ) . King size bed in the Master bedroom and the guest room have two queen size beds. Sleeper sofa in the living room. Modern interior with solid wood cabinets and granite countertops in the kitchen and baths, stainless steel appliances, in unit laundry. FREE SHUTTLES TO DISNEY PARKS and the on-site Surfari Water Park with lazy river, pool-side restaurant and bar, and double surf simulator. HOA monthly fees includes the Condo Operations, shared reserves and shared facilities. ALL UTILITIES INCLUDED IN MONTHLY MAINTENANCE! This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which allows you rent the property with the on-site management company but owner can stay at the unit or rent it by some periods to calendar year.
Listing Agent: Concetta Di Guida (954-226-6437)
16467 OLIVE HILL DR, WINTER GARDEN, FL 34787
$599,900590 Days on yellowkey MLS ID: O6240446
2 Days Off yellowkey (back on 6/27/2025)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2355 Built: 2019Monthly Fee: $115 Tax: $7,249 (2023)Community: Hawksmoor Ph 1Single Family
Taxes:$7,249
Tax Year: 2023
Remarks: Discover this stunning corner home in the heart of Horizon West! Virtually brand new, this home has been occupied for less than four months and offers a unique blend of comfort and thoughtful design. The property is fully fenced, ensuring privacy and security. Enjoy the beautifully landscaped backyard, complete with an outdoor shower, perfect for cooling off on warm Florida days. Relax in the charming Florida room while sipping coffee and taking in the delightful weather. Located in a highly desirable area with top-rated schools, shopping centers, markets, and entertainment options, including Disney World, just a short drive away. Don't miss the chance to see this exceptional home—schedule a visit today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000141 Days on yellowkey MLS ID: O6365188
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
15408 LEBEAU LOOP, WINTER GARDEN, FL 34787
$580,00065 Days on yellowkey MLS ID: O6383534
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2022Monthly Fee: $101 Tax: $7,566 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$7,566
Remarks: Under contract-accepting backup offers. Discover the ease of low-maintenance living in Horizon West’s Winding Bay with this 2022- built home. No CDD. Low HOA. And a layout that actually works for real life. Winding Bay offers resort-style amenities including a clubhouse, pool, and dog park, and you’re zoned for Water Spring Elementary and Middle plus Horizon High. The location is what continues to drive demand here: you’re right in the heart of Horizon West, close to everything that makes this area so desirable. Inside, the floor plan is practical and well thought out. The main living area is open and bright, connecting seamlessly to the kitchen with a large island, gas range, quartz counters, stainless appliances, and subway tile backsplash. Clean finishes. Functional space. Nothing wasted. The primary suite is downstairs with tray ceilings, a custom walk-in closet, and a well-appointed bath with dual vanities and a beautifully tiled shower. Laundry is also on the first floor, exactly where it should be. Upstairs, a loft with built-in desk space anchors three generously sized bedrooms and a shared bathroom. It’s a great setup for keeping sleeping spaces separate from the main living area. Outside, you have a covered lanai, vinyl-fenced yard, and alley access to the two-car garage, which keeps the front elevation clean and charming. You’re minutes from Hamlin Town Center, Flamingo Crossings, Disney, dining, golf, shopping, and major highways for easy beach access. If you’re looking for newer construction, smart layout, and strong location in Horizon West, this one is worth a look.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787
$650,000114 Days on yellowkey MLS ID: O6369818
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 2020Monthly Fee: $115 Tax: $9,333 (2024)Community: Wincey Grvs Ph 1Single Family
Taxes:$9,333
Elementary School: Hamlin Elementary
Remarks: Exquisitely appointed 4-bedroom, 3-bath residence located in the highly desirable Wincey Groves in Hamlin community. Designed for both elegant entertaining and everyday comfort, this home offers an open-concept layout anchored by a light-filled great room and a beautifully upgraded kitchen featuring premium KitchenAid appliances, generous counter space, and an exceptionally large center island perfect for gatherings, casual dining, and hosting. The primary suite serves as a private retreat, highlighted by two expansive walk-in closets and a well-appointed en-suite bath. The home features a built-in sound system with two large speakers in the living room and two additional speakers installed in the lanai ceiling—perfect for entertaining indoors and out. As you step outdoors to a serene backyard oasis with no rear neighbors, offering exceptional privacy. The upgraded, heated saltwater pool is enhanced with a custom fountain and waterfall, creating a resort-style setting ideal for relaxation or hosting guests. Nestled in a quiet, established neighborhood with convenient access to top-rated schools, shopping, dining, and recreational amenities, this exceptional home delivers luxury, privacy, and lifestyle in one refined package. Sellers are providing $5,000 in sellers concessions!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kelley Nolan (407-319-6045)
15306 LEBEAU LOOP, WINTER GARDEN, FL 34787
$568,00063 Days on yellowkey MLS ID: O6384014
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2482 Built: 2021Monthly Fee: $101 Tax: $6,339 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$6,339
Remarks: Under contract-accepting backup offers. Tucked on a corner homesite in one of Winter Garden’s most sought-after communities, 15306 Lebeau Loop offers the space and layout so many buyers are searching for. Featuring 4 bedrooms, 2.5 bathrooms, and 2,482 square feet. The first-floor primary suite is privately situated at the rear of the home, creating a true retreat with direct access to the expansive lanai and charming courtyard. The en suite bathroom features dual sinks, granite countertops, and a generous walk-in closet. The main living space has an inviting farmhouse feel, highlighted by luxury vinyl plank flooring throughout the living areas, white cabinetry, and granite countertops in the kitchen. Designed with storage in mind, the kitchen includes a walk-in pantry as well as a coffee nook, providing the extra prep and organization space that makes a difference. While the community is natural gas, this home is equipped with an induction stove for precise, modern cooking. Upstairs, you’ll find three additional bedrooms and a spacious loft that opens to a private balcony, the perfect spot to catch breezy evenings and Florida sunsets. Whether used as a secondary living area, media room, or home office, the loft adds valuable flexibility to the layout. Additional upgrades include a water filtration system, professional window tint, and blinds already in place, making this home truly move-in ready. Located near the neighborhood playground, park, and play field, this home combines a prime corner location with convenient access to community amenities, all just minutes from the best of Winter Garden and, of course, the Disney Parks. ADT alarm system installed: 24 hr monitor for fire and alarm. Also ADT 6 outdoor camera continuous record with monitor.
16856 HYPATIA ALY, WINTER GARDEN, FL 34787
$459,99950 Days on yellowkey MLS ID: O6387941
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2019Monthly Fee: $250 Tax: $6,769 (2024)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,769
Remarks: Under contract-accepting backup offers. This charming one story 3 bedroom 2 bath floor features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai. Waterleigh is located in Winter Garden/Horizons West and features 2 beautiful clubhouses with resort style pools, miniature putting golf course, 2 fitness centers, and tennis courts. Come out and our beautiful decorated models and view the community that is a “must see” in Winter Garden.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Luis Gonzalez (305-924-1119)
17865 ADRIFT RD, WINTER GARDEN, FL 34787
$599,000275 Days on yellowkey MLS ID: O6329586
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2484 Built: 2023Monthly Fee: $277 Tax: $9,155 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,155
Remarks: A home full of charm, comfort, and practicality. It features four bedrooms, including a spacious master suite, three full bathrooms, and a powder room, distributed in a clever layout that enhances each room. Right at the entrance, the balcony invites you to slow down and enjoy the home's cozy atmosphere. The kitchen is modern and functional, equipped with all essential appliances and a central island perfect for quick meals or family time. The laundry room is also fully equipped and ready for everyday use. Upstairs, a spacious loft opens up to new possibilities—it could be a TV room, office, or leisure space—in addition to three bright and comfortable bedrooms. Sliding doors connect the interior area with the private backyard, where the covered balcony offers stunning views. With no neighbors in the back, the environment is quiet, private, and ideal for relaxation. The condominium offers a complete infrastructure, with swimming pools, gyms, and leisure areas for the whole family. The location is strategic, with supermarkets, schools, and various amenities nearby, as well as easy access to the region's main attractions. The house is currently occupied, but you can schedule a viewing. A rare opportunity to live well, with tranquility and quality of life.
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
2281 OAKINGTON ST, WINTER GARDEN, FL 34787
$495,0001 Day on yellowkey MLS ID: S5148475
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 2003Monthly Fee: $240 Tax: $5,033 (2025)Community: Stoneybrook West 47/78Single Family
Taxes:$5,033
Remarks: Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard with plenty of room to relax or entertain outdoors. Stoneybrook West residents have access to resort-style amenities, including lake access, multiple sports courts, a community pool, playground, fitness center, and an active Town Centre. Conveniently located near shopping, dining, and major highways, this home offers both lifestyle and location.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Huizi Li (407-353-1043)
18173 CIDER MILL LN, WINTER GARDEN, FL 34787
$419,9902 Days on yellowkey MLS ID: O6401425
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1567 Built: 2025Monthly Fee: $204 Tax: $1,424 (2025)Community: WaterleighSpa: NoTownhouse
Taxes:$1,424
Remarks: Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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)
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