Location: Winter Garden , 34787
Do Not Show Listings
8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$460,00069 Days on yellowkey MLS ID: O6399484
REDUCED by $5,000 (1.1%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1853 Built: 2016Monthly Fee: $315 Tax: $4,738 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,738
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the Summerlake Community. Offering a spacious yard and stunning water views, this 3 bedroom 2.5 bath townhome is just what you've been looking for! Enjoy sitting on your front porch with the peaceful water views, and at the end of every day you can catch Disney’s nightly fireworks while strolling around the pond. Inside, the home features a functional and inviting layout, with a versatile bonus room and a convenient half bath just off the entry. The kitchen is well-appointed with granite countertops, oversized island, 42” cabinetry, and a generous pantry. The kitchen flows seamlessly into the dining area and spacious family room. Step outside to the extended brick patio and grassy yard, ideal for hosting, relaxing, or enjoying time with pets. Your rear-entry two-car garage adds both convenience and extra parking with a good size driveway. Upstairs, the oversized primary suite offers a peaceful retreat with beautiful sunset views. The ensuite bath featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Down the hall, you'll find two additional bedrooms, both with pond views, a full bathroom, and upstairs laundry. You'll enjoy access to resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, and basketball half-The HOA handles all landscaping, pest control, exterior maintenance and irrigation.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Baldner (407-419-0629)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000202 Days on yellowkey MLS ID: O6365188
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
High School: West Orange High
Tax Year: 2024
Middle School: Lakeview Middle
Remarks: 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)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00078 Days on yellowkey MLS ID: O6396757
0 Days Off yellowkey (back on 6/6/2026)
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,499,00019 Days on yellowkey MLS ID: O6413249
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4130 Built: 2018Monthly Fee: $266 Tax: $2,479 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$2,479
Elementary School: None
High School: None
Middle School: None
Remarks: Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Katherine Perdomo (407-953-2272)
6238 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$438,89024 Days on yellowkey MLS ID: O6412326
REDUCED by $6,000 (1.3%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2024Monthly Fee: $286 Tax: $892 (2024)Community: Silverleaf OaksSpa: NoTownhouse
Taxes:$892
Elementary School: Hamlin Elementary
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Dahlia interior unit townhome by Pulte, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and bathrooms is finished with Tile Flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$585,000148 Days on yellowkey MLS ID: S5142297
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2022Monthly Fee: $642 Tax: $7,519 (2024)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$7,519
Remarks: One or more photo(s) has been virtually staged. Best value on Wel Webb Oasis . Listed below RPR suggested market price. Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family and villa homes nestled in wooded conservation. Residents enjoy a full calendar of social events led by a full-time Lifestyle Director, all centered around a stunning clubhouse. Amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, spa, outdoor fire pits with fireworks views, fitness center, tennis and pickleball courts, and a walking trail with exercise stations. Just minutes from Flamingo Crossings, Disney, and major new-construction neighborhoods, Del Webb Oasis is ideally located within one of Central Florida’s fastest-growing master-planned communities, with rising home values throughout the area. Every inch of this thoughtfully designed single-story Palmary floorplan is crafted to make life better, happier, and easier. The home features 3 bedrooms, 2 bathrooms, an open-concept kitchen, café, and gathering room, a covered lanai, and a 2-car garage, offering both comfort and functionality for effortless living and entertaining. Step through the impressive foyer into the heart of the home, where the kitchen, café, and gathering room flow seamlessly to the covered lanai for ideal indoor/outdoor living. The kitchen is appointed with 42” soft-close cabinets, granite countertops, a white center island, built-in stainless-steel appliances, sink and faucet, pendant lighting, and a corner walk-in pantry—perfect for making meals and memories.The private Owner’s Suite features a spacious walk-in closet and a luxurious en suite bathroom with dual-sink granite-topped vanity, private water closet, linen closet, and a luxe super shower. Toward the front of the home, the secondary bedrooms, a full bathroom with shower, and laundry room provide privacy and space for everyone. This home is loaded with functional luxury, including a patio extension, kitchen and owner’s bath, laundry room enhancements, interior doors, electrical upgrades, tile flooring throughout, and professionally designed selections throughout. Located on Sunny Retreat Lane, this home is part of a desirable cluster of 2021–2023 builds with strong appreciation. Get spoiled at Del Webb Oasis—after all, this is your time. Your dream home awaits—schedule your visit today!
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
342 WINDFORD CT, WINTER GARDEN, FL 34787
$339,90042 Days on yellowkey MLS ID: O6407632
REDUCED by $10,000 (2.9%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1996Monthly Fee: $40 Tax: $4,266 (2025)Community: Park Ave EstatesSingle Family
Taxes:$4,266
Remarks: Welcome to one of the best-priced opportunities in all of Winter Garden — a fully updated, move-in ready home where every major improvement has already been done for you. This is the kind of listing first-time buyers dream about: zero surprises, just keys and comfort. Step inside to find soaring vaulted ceilings and gleaming tile throughout, creating a bright, open feel the moment you walk through the door. The kitchen shines with granite countertops, stainless steel appliances, and a gas stove — a chef's delight and an entertainer's best friend. Both bathrooms have been tastefully refreshed with updated vanities and showers. And the best part? The washer and dryer stay. Out front, you'll fall for the adorable open porch — perfect for morning coffee or evening sunsets. Out back, a shed and additional exterior storage give you all the space you need for tools, hobbies, or weekend adventures. Another plus, the community pool is two doors down! Location is everything, and this home delivers. You're just minutes from the vibrant shops, restaurants, and farmers market of Downtown Winter Garden — without the premium price tag that usually comes with it.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
14501 GROVE RESORT AVE #2604, WINTER GARDEN, FL 34787
$195,000133 Days on yellowkey MLS ID: O6367873
REDUCED by $10,000 (4.9%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1375 Built: 2009 Tax: $8,091 (2025)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,091
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome! Just 15 minutes from Disney, this 2-bedroom, 2-bathroom unit resides on the sixth floor of the acclaimed Grove Resort & Water Park, a guard-gated, vacation-rental community, boasting a truly impressive array of amenities. On-site restaurants, two resort-style pools, and a water park with a lazy river, multiple pools, water slides, and a surf simulator is just the start. Situated at the heart of Orlando's vibrant attractions, the property offers daily transportation to and from the area's top destinations, placing 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 their newest addition, Epic Universe. With an onsite management team ready to handle the heavy lifting, this unit is ready for a new owner. Don’t miss your chance and schedule your private tour today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
914 TROWMAN ALY, WINTER GARDEN, FL 34787
$649,00029 Days on yellowkey MLS ID: O6410871
REDUCED by $26,000 (3.9%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1642 Built: 2022Monthly Fee: $356 Tax: $6,421 (2025)Community: Oakland ParkSingle Family
Taxes:$6,421
Elementary School: Tildenville Elem
Remarks: One or more photo(s) has been virtually staged. Nestled in the highly sought-after Oakland Park community, this beautifully maintained 3-bedroom, 3-bath home is the definition of move-in ready living. Featuring desirable upgrades throughout, including gas appliances, elegant plantation shutters, and a turnkey design, this home offers the perfect blend of comfort, style, and convenience. Enjoy open-concept living spaces filled with natural light, spacious bedrooms, and a layout designed for modern living and entertaining. Pride of ownership shines in every detail, making this home truly stand out. Located in a charming golf cart community with resort-style amenities, residents enjoy access to parks, schools, walking trails, and more. Just minutes from vibrant Downtown Winter Garden, you'll love being close to the award-winning farmers market, lively festivals, boutique shopping, dining, and entertainment. This is your opportunity to own a well-maintained, upgraded home in one of Winter Garden's most desirable communities!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$1,190,00051 Days on yellowkey MLS ID: O6403198
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3693 Built: 2021Monthly Fee: $225 Tax: $12,882 (2025)Community: Encore/Ovation Ph 1Single Family
Taxes:$12,882
Remarks: Welcome to this stunning 2021-built residence in the highly sought-after Encore at Ovation community in Winter Garden, where modern elegance meets exceptional comfort and thoughtful design. This beautifully upgraded home showcases an open-concept floor plan filled with abundant natural light, soaring ceilings, and exquisite, professionally curated finishes throughout. rom the moment you arrive, you’re greeted by impressive curb appeal, lush landscaping, a charming front porch, and a grand, custom-designed entry hall that sets the tone for the home’s refined interior. Inside, you’ll find designer lighting, including high-end chandeliers and custom pendant fixtures, enhancing both the common and private living spaces. The gourmet kitchen is a true showstopper, featuring next-generation stainless steel appliances, premium cabinetry, stunning stone countertops, a spacious center island, and a large walk-in pantry, perfectly designed for both everyday living and entertaining. The seamless flow into the living and dining areas creates an inviting atmosphere for gatherings of any size. Retreat to the expansive primary suite, where the spa-inspired master bathroom offers a truly luxurious experience with oversized proportions and high-end finishes, complemented by custom-designed closets. Additional bedrooms are generously sized, offering flexibility for guests, a home office, or multi-generational living. This home also features a spacious loft, an oversized laundry room, and beautiful flooring throughout with no carpet, providing both style and easy maintenance. Step outside to your private backyard oasis, designed for unforgettable moments. Enjoy a covered summer kitchen complete with modern features and a cozy fireplace, perfect for barbecues and al fresco dining. The breathtaking pool and spa, enhanced by elegant landscaping and design, create a resort-style ambiance. A fire pit gathering area and outdoor shower complete this exceptional space, your guests may never want to leave. Additional highlights include a Tesla charger, solar panel system for significant energy savings, and a garage equipped with storage racks and ample space. Situated on a premium lot, this home truly offers it all. Ideally located near top-rated schools, shopping, dining, and major highways, and just minutes from Walt Disney World and Orlando’s world-class attractions, this move-in-ready masterpiece delivers the perfect combination of luxury, efficiency, and prime location.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Any Alves (407-455-0618)
16149 WIND VIEW LN, WINTER GARDEN, FL 34787
$495,000103 Days on yellowkey MLS ID: O6389892
REDUCED by $3,000 (0.6%) on 05/30/2026
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
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 Agent: Jacquelyn Voigt (941-356-3956)
15326 JOHNS LAKE POINTE BLVD, WINTER GARDEN, FL 34787
$1,385,00026 Days on yellowkey MLS ID: S5150851
1 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3495 Built: 2014Monthly Fee: $128 Tax: $7,670 (2025)Community: Johns Lake PointeSpa: YesSingle Family
Taxes:$7,670
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome to luxury lakefront living on the shores of sought-after Johns Lake. Perfectly positioned with breathtaking west-facing sunset views, this fully upgraded waterfront residence offers the ultimate blend of elegance, comfort, and resort-style outdoor living in one of Winter Garden’s most desirable communities. Featuring nearly 3,500 square feet on 1 floor of thoughtfully designed living space, this exceptional home showcases 4 bedrooms, 3.5 bathrooms, a 3-car garage, premium hardwood flooring, and a gourmet chef’s kitchen with high-end finishes, upgraded cabinetry, and expansive entertaining space. Designed to maximize the waterfront lifestyle, the home seamlessly transitions outdoors to a private backyard retreat complete with a sparkling pool, oversized spa, outdoor kitchen, and stunning panoramic lake views — the perfect setting for sunset entertaining year-round. Additional highlights include a newer roof and HVAC systems (approximately 3 and 5 years old), luxurious updated interiors, spacious living areas. This rare Johns Lake opportunity combines elevated style with effortless move-in-ready convenience. With premium designer furnishings negotiable. Making this a possible true turnkey opportunity. Located within the highly sought-after Johns Lake Pointe community, residents enjoy proximity to historic downtown Winter Garden, top-rated schools, shopping, dining, major highways, and Orlando’s world-class attractions. Experience the best of Central Florida lakefront living in a home where every evening ends with unforgettable sunsets over Johns Lake.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Carlos Facchinat (407-433-8109)
15187 HARROWGATE WAY, WINTER GARDEN, FL 34787
$435,00069 Days on yellowkey MLS ID: TB8497081
REDUCED by $10,000 (2.2%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1296 Built: 2003Monthly Fee: $46 Tax: $5,808 (2025)Community: Stone CrkSingle Family
Taxes:$5,808
Elementary School: Whispering Oak Elem
Remarks: Location! Location! Welcome to this wel maintained 3 beds 2 bath single family home located in the desirable community of Stone Creek in Winter Garden. This home offers a spacious living room, dining area, spacious master bedroom with double sink and walking closet, 2 extra bedrooms and sharing bath, 2 car garage, screened porch and generous fenced back yard. This property is convenient located near shops, restaurants, and the highly rated Elementary School is located inside the community with walking distance. Also, near Winter Garden village Mall, Stonybrook West Golf Club, Tucker Ranch Wellness Park (in construction) And easy acces to the Highway and Airport.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Maria Howard (410-422-3518)
12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00077 Days on yellowkey MLS ID: O6397592
1 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Flat Lot | Close to Amenity | Flex Room. New Construction - Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12983 Harvest Rain Avenue in Harvest at Ovation! This new home has an inviting gallery-style foyer welcoming you inside and leads past a dedicated study into the open main living area where the dining space flows seamlessly into the gathering room and gourmet kitchen. The kitchen shines with quartz countertops, an apron front stainless steel kitchen sink, cabinets at the kitchen island, and a spacious walk-in pantry designed to keep everything within reach. Pocket sliding doors from the gathering room open to an extended lanai, creating an easy connection between indoor and outdoor living. The primary suite is tucked quietly at the back of the home and features a spa-inspired en-suite bath and a large walk-in closet. Two secondary bedrooms, including one with its own en-suite bath, along with an additional full bath, powder room, nearby laundry area, and a two-car tandem garage complete this thoughtfully designed home. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of flex, pocket slider at gathering room, shower at bath 3, extended lanai, 8' interior doors, second sink at bath 2, and whole house blinds. Photos are for representative purposes only. MLS#O6397592
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787
$1,265,00035 Days on yellowkey MLS ID: O6406556
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2018Monthly Fee: $215 Tax: $9,540 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,540
Remarks: Behind the gates of the Waterside community in Winter Garden, this exceptional residence offers a rare blend of luxury, thoughtful design, and modern functionality. Built in 2018, this beautifully upgraded 6 bedroom, 4.5 bathroom home spans 4,451 square feet and includes a spacious 3 car garage, all positioned within one of Winter Garden’s most desirable gated communities. From the moment you enter through the charming front courtyard entrance, the home showcases refined finishes, expansive living spaces, and an open concept layout designed for both everyday comfort and upscale entertaining. A dramatic two story entry and soaring two story great room create an impressive first impression, while abundant natural light pours throughout the home enhancing the warm yet elegant atmosphere. Additional architectural details including crown molding, tray ceilings, and elegant rod iron stair railings further elevate the design. The gourmet kitchen serves as the centerpiece of the home featuring quartz countertops, a designer tile backsplash, vent hood, gas range, double convection ovens, oversized island, abundant cabinetry, built-in desk area, and an expansive eat in kitchen area ideal for both casual dining and entertaining family and guests. The thoughtfully designed first floor features a spacious primary suite highlighted by tray ceilings, ceiling fan, dual walk in closets, and a spa inspired ensuite bathroom complete with dual sinks, granite countertops, garden tub, and a luxurious walk-through shower with dual shower heads. A private guest suite with its own ensuite bath and tile glass enclosed walk in shower offers the perfect setup for visitors or multi generational living. A dedicated office with double door entry, elegant formal dining room with tray ceiling, expansive great room, convenient half bath, and exceptional storage throughout further enhance both the functionality and sophistication of the home. Upstairs, the second floor features four additional bedrooms, two additional bathrooms, and a spacious bonus room with double door entry complete with a private balcony overlooking the backyard, creating the perfect retreat for entertaining, relaxing, or family gatherings. Outdoor living is equally impressive with a covered rear patio featuring pavers and ceiling fan, offering the perfect place to relax or entertain while enjoying the privacy of having no rear neighbors. The property also offers ample space to create your dream pool and outdoor entertaining area. Additional highlights include a tankless water heater, window blinds throughout, crown molding, and the home is prewired for a future outdoor kitchen. Neighborhood amenities include a community pool, recreational facilities, and playground. Located within gated Waterside, residents enjoy a private and exclusive atmosphere while remaining just minutes from top rated schools, shopping, dining, Disney, downtown Winter Garden, and major roadways including the 429, Turnpike, and 408. This is more than a home, it is a lifestyle defined by space, craftsmanship, privacy, and location in one of Central Florida’s premier communities
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Jennifer Mitchell (803-414-1133)
14411 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787
$895,00019 Days on yellowkey MLS ID: O6413972
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4010 Built: 2005Monthly Fee: $182 Tax: $11,924 (2025)Community: Bay Isle 48 17Spa: YesSingle Family
Taxes:$11,924
Remarks: Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities — all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an exceptional array of windows — a hallmark of the home's open, airy character. At the heart of the home lies a commanding gourmet kitchen, completely updated in 2021 with quartz countertops, a handsome marble backsplash, and a professional-grade induction cooktop with custom hood vent. Rich cherry cabinetry, a wall oven, built-in microwave, generous center island, and extensive counter space are all finished with elegant crown molding — flowing seamlessly into the expansive family room with French doors opening to the outdoor living area. The main-level primary suite is a true sanctuary, featuring rich laminate flooring, serene pool and spa views, and architectural transom windows that elevate the abundant natural light. Two oversized walk-in closets with custom built-in organization systems flank a luxurious en-suite bath complete with a dual-sink vanity, deep soaking tub, and a spa-inspired walk-in shower. Upstairs, three additional bedrooms offer both privacy and connection. A private en-suite bedroom with generous walk-in closet is discreetly separated via a catwalk, while two additional bedrooms share a well-appointed Jack-and-Jill bath with individual vanity areas and a shared water closet and tub/shower. Your private home theater is fully equipped for the ultimate cinematic experience — theater seating, a 4K HD projector, Dolby surround sound, all convey with the home. The space also offers flexibility as a fifth bedroom. A loft game area and additional half bath complete the upper level's entertainment suite. Step outside to your private oasis: a sparkling pool and spa enclosed within an oversized screened lanai, complete with an outdoor shower and multiple seating areas ideal for effortless outdoor entertaining. An additional state of the art Clearlight 2 person infrared sauna provides relaxation, and rejuvenation. A three-car split garage — two bays connected to the main home, a third independently accessed — provides exceptional versatility for a workshop, boat storage, collector vehicles, or extra storage. A dedicated EV charging station is already in place. Eight-foot interior doors and extensive crown molding throughout reinforce the home's refined aesthetic. New roof (2019) · Pool pump (2018) · Full kitchen renovation (2021) Bay Isle's gated grounds feature a park, playground, walking trail, and a fishing pier on Black Lake — offering a tranquil, connected lifestyle just minutes from major roadways and every amenity Winter Garden has to offer.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
12570 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787
$962,89219 Days on yellowkey MLS ID: O6414289
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3636 Built: 2026Monthly Fee: $96 Tax: $15,480 (2026)Community: Osprey RanchSingle Family
Taxes:$15,480
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
1651 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,080,00019 Days on yellowkey MLS ID: O6414027
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3881 Built: 2017Monthly Fee: $184 Tax: $6,540 (2025)Community: TwinwatersSingle Family
Taxes:$6,540
Remarks: Welcome home to this beautifully maintained 4-bedroom, 3 full bath, residence in sought-after Twinwaters. Featuring a designer kitchen with full-extension soft-close drawers and cabinets, 10-foot ceilings on the main level, 9-foot ceilings upstairs, crown molding, and central vacuum, this home offers both comfort and thoughtful upgrades throughout. Enjoy peaceful views of the expansive conservation area from your backyard with no rear neighbors, creating a private and relaxing setting. Professionally designed landscaping provides year-round color and fragrance, while local songbirds add to the natural charm. On clear evenings, catch a glimpse of Disney fireworks from home. Conveniently located just minutes from historic Downtown Winter Garden, shopping, dining, and premier golf destinations including Orange County National. Complete with a spacious 2-car garage, this warm and inviting home is ready for its next owner. Schedule your private showing today!
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Jennifer Dollar (407-252-3762)
20 E DIVISION ST, WINTER GARDEN, FL 34787
$1,149,00019 Days on yellowkey MLS ID: O6413659
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2729 Built: 1959 Tax: $7,197 (2025)Community: Winter Garden Shores First AddSpa: NoSingle Family
Taxes:$7,197
Remarks: Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Liz Boyce (407-784-4919)
12003 HOLYSTONE ST, WINTER GARDEN, FL 34787
$445,00051 Days on yellowkey MLS ID: L4961121
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1814 Built: 2023Monthly Fee: $269 Tax: $5,292 (2025)Community: Waterleigh Ph 4ATownhouse
Taxes:$5,292
Remarks: Welcome to Waterleigh—one of Winter Garden’s most sought-after communities! This beautifully upgraded end-unit Sandhill townhome shines with natural light, thanks to extra windows and an open, airy layout that just feels right the moment you walk in. Upstairs, a versatile loft flexes to fit your life—home office, playroom, movie zone… you call it. With 3 bedrooms and 2.5 bathrooms, this home blends comfort and style, featuring luxury vinyl plank flooring on the stairs and upper level. Thoughtful upgrades like modern fixtures and an epoxy-coated garage floor add that polished touch. And here’s the kicker—step outside and catch Disney fireworks from your own driveway… every. single. night. ?? This home is immaculate. Resort-style living is the heartbeat of Waterleigh—pools, fitness centers, playgrounds, tennis, volleyball, even mini golf. All of it wrapped into a community zoned for top-rated Orange County schools. Now you know why I’m happy. And once you see it… you will be too
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Darren Moreno (863-409-7766)
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