Location: Winter Garden
Do Not Show Listings
9166 CUT SHOT DR, WINTER GARDEN, FL 34787
$568,0008 Days on yellowkey MLS ID: O6417611
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2638 Built: 2019Monthly Fee: $147 Tax: $6,070 (2025)Community: Panther ViewSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,070
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home located in the highly sought-after Horizon West/Winter Garden community. Designed with both comfort and functionality in mind, this spacious home features an open-concept floor plan that is perfect for everyday living and entertaining. The heart of the home is the modern kitchen, which flows seamlessly into the dining area, breakfast nook, and expansive family room, creating a bright and inviting gathering space. A first-floor bedroom and full bathroom provide the ideal setup for guests, multi-generational living, or a private home office. Step outside to enjoy the lanai, offering the perfect space to relax, dine, or entertain while enjoying Florida’s year-round outdoor lifestyle. Upstairs, the generous primary suite features a large walk-in closet and a well-appointed ensuite bathroom. Three additional bedrooms and a versatile loft provide ample space for family, guests, a media room, or a play area. Ideally situated just minutes from Hamlin Town Center, top-rated schools, shopping, dining, entertainment, and major highways, this home also offers convenient access to Walt Disney World, Flamingo Crossings, and Downtown Winter Garden. Combining a flexible floor plan, desirable location, and exceptional lifestyle, this is an outstanding opportunity to own a home in one of Central Florida’s fastest-growing and most desirable communities.
Listing is courtesy of: TOPSKY REALTY INC (407-476-6189)
Listing Agent: Zhiming Xu (407-984-0087)
217 W STORY RD, WINTER GARDEN, FL 34787
$450,00014 Days on yellowkey MLS ID: O6417750
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1952 Tax: $6,017 (2025)Community: Pleasant ParkSpa: NoSingle Family
Taxes:$6,017
Elementary School: Dillard Street Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
13175 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$795,0008 Days on yellowkey MLS ID: O6420975
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2054 Built: 2024Monthly Fee: $642 Tax: $6,784 (2025)Community: Del Webb Oasis Ph 3Single Family
Taxes:$6,784
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Experience effortless luxury just 2 miles from Walt Disney World in this impeccably maintained, like-new 2024 residence located within the highly sought-after Del Webb Oasis community. Perfectly positioned directly across from the spectacular amenity campus, you'll enjoy the rare convenience of simply strolling across the street to indulge in world-class resort-style living every day. From the impressive 12,000-square-foot clubhouse featuring a coffee bar, resident lounge, and wine lockers to the zero-entry resort pool, hot tub, state-of-the-art fitness center, tennis and pickleball courts, every luxury is just moments from your front door. Designed with both elegance and functionality in mind, this stunning home welcomes you with an expansive open-concept floor plan that seamlessly connects the chef's kitchen, dining area, and spacious living room, creating the perfect setting for entertaining or relaxed everyday living. The gourmet kitchen is beautifully appointed with upgraded quartz countertops, a large eat-in breakfast bar island, 42-inch cabinetry, premium stainless steel appliances including a gas range, and an extra-deep double-basin sink. Beautiful upgraded flooring flows throughout the home, offering both timeless style and easy maintenance. Step outside to your own private outdoor retreat, where a screened-in pool and covered lanai create an inviting space to enjoy Florida's year-round sunshine. Whether sipping morning coffee on the charming front patio or unwinding with a glass of wine beside your sparkling pool in the evening, you'll appreciate the peaceful surroundings and exceptional privacy. The thoughtfully designed split-bedroom floor plan offers an ideal balance of comfort and privacy. Tucked away at the rear of the home, the luxurious primary suite is filled with natural light and features a spacious walk-in closet and an elegant spa-inspired bath complete with dual quartz vanities and an oversized walk-in shower. A generously sized secondary bedroom and beautifully finished guest bath are situated at the front of the home, providing a welcoming retreat for family and visitors alike. Additional highlights include a large laundry room, convenient drop zone, and an energy-efficient tankless water heater for endless hot water. Beyond the gates, you'll find yourself just minutes from Disney, championship golf, premier shopping, exceptional dining, and Central Florida's most desirable attractions. Combining an unbeatable location, refined finishes, and unparalleled walkability to Del Webb Oasis' extraordinary amenities, this exceptional home offers a truly elevated lifestyle where every day feels like a luxury vacation.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$485,000120 Days on yellowkey MLS ID: O6388993
0 Days Off yellowkey (back on 6/29/2026)
REDUCED by $5,000 (1.0%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1994 Built: 2023Monthly Fee: $225 Tax: $7,647 (2024)Community: Encore/Ovation Ph 3Spa: NoSingle Family
Taxes:$7,647
Tax Year: 2024
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1830 BURDOCK DR, WINTER GARDEN, FL 34787
$725,00011 Days on yellowkey MLS ID: O6419559
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3435 Built: 2008Monthly Fee: $90 Tax: $6,900 (2025)Community: Carriage Pointe A-I & LSingle Family
Taxes:$6,900
Elementary School: Whispering Oak Elem
Middle School: Hamlin Middle
Remarks: Virtually Staged. Lender Credit of 1% (of loan amount) toward closing costs or rate buy-down (inquire for more info). Welcome to CARRIAGE POINT, a GATED Winter Garden community offering an exceptional location and a thoughtfully designed floor plan. This two-story POOL home delivers the space today’s buyers crave, room for everyone, from dedicated home offices to flexible living and guest areas. With 3,435 square feet of living space, this home features five bedrooms, four full bathrooms, and a large bonus room. As you enter the home, you are welcomed by a spacious living room and dining room before continuing into the heart of the home. The open-concept kitchen features granite countertops, 42-inch cabinetry with crown molding, under-cabinet lighting, a gas range, an expanded pantry, and plenty of space for a breakfast table. The kitchen opens to the family room with sliding doors leading out to the SCREENED-IN POOL and FENCED backyard. The first floor features a desirable three-way split floor plan with four bedrooms and three full bathrooms. The spacious downstairs primary suite offers plenty of room to relax, along with a walk-in closet and private en-suite bathroom. Upstairs provides even more flexibility with a fifth bedroom, fourth full bathroom, and a large living area. Newer luxury vinyl plank flooring extends throughout the upstairs and staircase. The outdoor living space is a true highlight of this home with an expansive screened-in SALT WATER POOL ADDED IN 2021. Designed with both relaxation and fitness in mind, the pool features water jets giving a swim-against-the-current feature, creating the perfect space to enjoy a refreshing swim or get in a low-impact workout. Carriage Pointe offers residents a variety of community amenities including a tennis court, playground, soccer field, and walking path. For those who enjoy an active lifestyle, the area offers miles of scenic trails, including the West Orange Trail, along with parks and outdoor activities nearby. The location is ideal, with convenient access to State Road 429 and Highway 50, making travel throughout Central Florida easy. Enjoy being close to Winter Garden Village, the Hamlin area, restaurants, shopping, entertainment, and AdventHealth Winter Garden. Families will appreciate the HIGHLY RATED SCHOOLS, including Whispering Oak Elementary, Hamlin Middle School, and West Orange High School. Historic Downtown Winter Garden is less than five miles away and offers charming shops, local restaurants, the weekly farmers market, the West Orange Trail, and year-round community events. Additional features include a three-car garage, natural gas service through Lake Apopka Natural Gas District, gas washer and dryer, a 2020 water heater, updated electrical service, and added electrical for a built-in microwave. With its exceptional floor plan, private pool, flexible living spaces, and prime Winter Garden location, this Carriage Pointe home offers exceptional space, comfort, and convenience. Schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (407-305-4300)
Listing Agent: Justin Core (407-305-4300)
15587 HAMLIN BLOSSOM AVE, WINTER GARDEN, FL 34787
$619,90012 Days on yellowkey MLS ID: O6418163
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2015Monthly Fee: $235 Tax: $7,423 (2025)Community: Hickory Hammock Ph 2ASingle Family
Taxes:$7,423
Remarks: SHOW STOPPER! Welcome to 15587 Hamlin Blossom - in the highly sought-after gated community of HICKORY HAMMOCK. A rare find, this Ashford model by M/I Homes is one of only six Ashford floor plans built in the community. Every detail of the 1860 sq. ft has been thoughtfully designed and meticulously cared-for, creating a TURNKEY experience unlike any other. Start off on your paver driveway and enjoy the handpicked lush new landscaping and welcoming porch-sitting area where you can immediately enjoy the outdoor Florida lifestyle. NEW EXTERIOR PAINT. Once inside you are greeted with perfection. NEW luxury vinyl flooring in each bedroom. NO CARPETS throughout the entire SINGLE STORY home. A foyer that immediately impresses with crafted lighting fixtures and perfectly placed decor. SPLIT FLOOR PLAN creates privacy for the two bedrooms and bath in the front of the home. Double vanity with UPGRADED lighting and hardware to elevate the bathroom space. The OPEN FLOORPLAN and dining room/living room combo is perfect for entertaining guests. Create the ideal ambiance with your ALEXA-enabled recessed lighting. A chef’s dream kitchen with BRAND NEW refrigerator, NEW dishwasher, and NEW garbage disposal. The primary suite is perfectly appointed with classic upgrades and reading nook. The HIGHLIGHT of the home is the wraparound paver patio with outdoor living/dining room space and OUTDOOR KITCHEN all under a screen enclosure overlooking a fully fenced, newly landscaped outdoor and garden area. Other upgrades include NEW washer/dryer, NEW HVAC components, NEW TESLA charging station. Hickory Hammock is a special enclave of Winter Garden that overlooks John’s Lake. Residents enjoy water views, private fishing pier, tennis courts, beach volleyball courts, nature trails, resort-sized swimming pool, fitness center, clubhouse, and nature trails. Located in the heart of Winter Garden and Horizon West, this home is approximately 5 minutes from SR 429, 10 minutes from Hamlin Town Center, 10 minutes from Downtown Winter Garden, and approximately 25 minutes from Walt Disney World. Residents enjoy convenient access to shopping, dining, entertainment, top-rated schools, major employment centers, and everything that makes Winter Garden one of Central Florida's most desirable places to live. Contact list agent for full list of upgrades AND seller’s complete maintenance schedule/records. Homes this well cared for do not come on the market often. See it for yourself today!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Michelle Zimmerman (732-616-6019)
10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$999,00072 Days on yellowkey MLS ID: O6402434
REDUCED by $26,000 (2.5%) on 06/18/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2758 Built: 2020Monthly Fee: $250 Tax: $7,946 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Single Family
Taxes:$7,946
Remarks: LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000215 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
Remarks: PRICE ADJUSTED to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive 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. This property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. 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)
231 DOE RUN DR, WINTER GARDEN, FL 34787
$498,99538 Days on yellowkey MLS ID: O6412284
REDUCED by $1,005 (0.2%) on 06/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1972 Built: 2006Monthly Fee: $57 Tax: $3,202 (2025)Community: Deerfield Place A-GSingle Family
Taxes:$3,202
Remarks: Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Rick Coles (321-299-4981)
16746 TURTLE HATCH DR, WINTER GARDEN, FL 34787
$1,265,00048 Days on yellowkey MLS ID: O6406556
1 Days Off yellowkey (back on 6/6/2026)
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
Elementary School: Hamlin Elementary
Remarks: Under contract-accepting backup offers. 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)
15587 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
$640,00021 Days on yellowkey MLS ID: O6415333
REDUCED by $20,000 (3.0%) on 06/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2751 Built: 2018Monthly Fee: $82 Tax: $8,988 (2025)Community: Summerlake GrovesSingle Family
Taxes:$8,988
Elementary School: Summerlake Elementary
Remarks: Set within the Summerlake Groves neighborhood of Horizon West, this four-bedroom residence offers 2,751 square feet of living space designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept floor plan centers around a kitchen featuring stainless steel appliances, granite countertops, a large island and a walk-in pantry. The adjoining living and dining areas create a seamless setting for gatherings, while a flex room with French doors offers versatility as a home office, study, media room or playroom. Wood-look porcelain tile flooring enhances the main living areas, while carpeting extends throughout the second level. Upstairs, a spacious loft serves as an additional gathering space, ideal for movie nights, recreation or casual relaxation. The primary suite features a tray ceiling, sitting area, walk-in closets and an en-suite bath. Three additional bedrooms provide privacy and flexibility for family members and guests. A sliding glass door opens to the covered lanai and extended patio, creating a seamless transition between indoor and outdoor living. The fenced backyard backs to a wooded preserve with views of a fountain through the trees, providing a private setting with no rear neighbors. Additional highlights include a welcoming covered front porch, an oversized brick-paver driveway and a two-car garage. Residents enjoy access to Summerlake Groves amenities, including a swimming pool, tennis courts, a playground and a dog park. Golf carts are permitted within the community, offering convenient access to neighborhood amenities and nearby destinations. Ideally near Orange County National Golf Center and Lodge, the home also provides convenient access to State Road 429, placing shopping, dining, entertainment and major employment centers within easy reach. From its inviting interior spaces to its exceptional outdoor setting, this residence offers a distinctive blend of comfort, convenience and community in the heart of Horizon West.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Chris Flynn (248-703-8089)
12308 BRACCO ST, WINTER GARDEN, FL 34787
$514,90057 Days on yellowkey MLS ID: O6406923
REDUCED by $10,100 (1.9%) on 06/10/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2094 Built: 2024Monthly Fee: $105 Tax: $8,152 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$8,152
Remarks: Beautiful and nearly new home in the quiet and friendly Highland Ridge community. This home was built only two years ago and is in perfect condition, offering over 2,114 sq. ft. of air-conditioned space. The layout is open and bright, with a modern kitchen that overlooks the large living and dining areas, perfect for family time and hosting friends. A big plus for this property is the oversized lot with no neighbors behind, giving you more space and total privacy. The house is energy-efficient. Highland Ridge is a great neighborhood with a community pool, parks and more. You are also in an amazing location, just 3 miles from Walt Disney World and very close to top schools, shopping, and restaurants. If you are looking for a newer home with more land and privacy in Winter Garden, It is also in a prime location within the community, situated on a quiet cul-de-sac with very little traffic, this is the one! Vacant, easy to show, and move-in ready. Watch the attached video.
Listing is courtesy of: ELITE INTERNATIONAL REALTY INC (305-940-6611)
Listing Agent: Diller De Abreu Junior (786-818-0909)
16004 OLLIVETT ST, WINTER GARDEN, FL 34787
$834,99910 Days on yellowkey MLS ID: S5152585
INCREASED by $5,000 (0.6%) on 06/29/2026
Bed: 7 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4704 Built: 2014Monthly Fee: $110 Tax: $9,493 (2024)Community: Verde Park Ph 1Single Family
Taxes:$9,493
Elementary School: Grassy Lake Elementary
High School: Lake Minneola High
Middle School: East Ridge Middle
Remarks: Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the rare features you'll appreciate is the three-car garage, offering plenty of room for multiple vehicles, golf carts, recreational equipment, a workshop, fitness area, or additional storage. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare three-car garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.
Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)
Listing Agent: Rafael Ortiz Pena (407-371-8773)
13361 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$869,9008 Days on yellowkey MLS ID: O6419110
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3172 Built: 2023Monthly Fee: $642 Tax: $8,700 (2025)Community: Del Webb OasisSingle Family
Taxes:$8,700
Remarks: Better Than New in Del Webb Oasis at Horizon West! Welcome to 13361 Sunny Retreat Lane, an exceptional, nearly new residence offering the perfect blend of luxury, flexibility, energy efficiency, and low-maintenance living in the highly sought-after Del Webb Oasis community of Winter Garden. Situated on a premium corner homesite with attractive, low-maintenance landscaping, this thoughtfully designed home offers 4 bedrooms, 3 bathrooms, a versatile flex room, and an incredible 1,000+ square-foot bonus room PLUS an additional bedroom and full bath upstairs—creating endless possibilities for multi-generational living, a private guest retreat, home office, media room, fitness space, or hobby area. The open-concept floor plan is designed for both everyday living and entertaining. At the heart of the home, the gourmet kitchen features a center island, built-in microwave, wall oven, cooktop, closet pantry, Florida-inspired backsplash, and sunny breakfast nook overlooking the spacious family room. French doors, plantation shutters throughout, and abundant natural light create a bright and welcoming atmosphere. The primary suite is conveniently located on the first floor, where the ensuite bath offers dual vanities, a spacious walk-in shower, and generous storage. A formal dining room provides additional gathering space, while luxury vinyl plank flooring flows throughout the main living areas, complemented by tile in the bathrooms and carpet in the bedrooms. Designed with both comfort and long-term savings in mind, the home includes a well-appointed laundry room with utility sink, cabinetry, and countertop workspace, a paver driveway, an upgraded 2-car garage with a valuable 4-foot length extension—providing extra space for larger vehicles, storage, or a workshop area—a covered paver lanai, and pre-plumbing for a future outdoor kitchen. Even better, the home is equipped with solar panels that provide significant annual savings on electricity costs—and the seller will pay off the remaining solar panel financing at closing. That means you'll enjoy lower monthly electric bills from day one with no additional financial obligation, putting money back in your pocket month after month and year after year. Located in Del Webb Oasis, residents enjoy resort-style amenities including a clubhouse, fitness center, resort-style pool and spa, pickleball and tennis courts, walking trails, countless social activities, and a full-time lifestyle director. Ideally positioned in Horizon West, you're just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major roadways. With expansive living spaces, designer upgrades, exceptional energy savings, and an unbeatable location, this better-than-new home offers the lifestyle, flexibility, and value today's buyers have been waiting for.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tony Cruz, Pa (772-888-5880)
15852 SHOREBIRD LN, WINTER GARDEN, FL 34787
$799,000230 Days on yellowkey MLS ID: O6361580
0 Days Off yellowkey (back on 5/27/2026)
INCREASED by $14,000 (1.8%) on 05/24/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2766 Built: 2019Monthly Fee: $385 Tax: $10,928 (2024)Community: Lakeshore Preserve Ph 5Single Family
Taxes:$10,928
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Stunning 2-Story Home in Winter Garden – 4 Bedrooms, Solar Panels, and Exceptional Features This beautiful two-story home in the highly sought-after Winter Garden neighborhood offers everything you need for luxury living and modern convenience. With 4 spacious bedrooms, including a luxurious master suite complete with a walk-in closet, this home is designed to provide comfort and style for every member of the family. The additional three bedrooms are equipped with ample built-in closets, perfect for all your storage needs. The home boasts 4 full bathrooms and an additional half bathroom, ensuring convenience and privacy for all. The open floorplan seamlessly connects the expansive great room and formal dining area, creating an ideal space for both everyday living and entertaining. The kitchen is a chef’s dream, featuring beautiful solid wood cabinets, sleek stone countertops, and top-of-the-line appliances that are included with the home. Step outside to enjoy Florida's beautiful weather on the front porch, or retreat to the private backyard with an outdoor kitchen and spacious patio – perfect for relaxing, grilling, and entertaining guests. The home is also equipped with solar panels, making it energy-efficient and helping to lower utility costs. Additional features include a 2-car attached garage, providing plenty of space for vehicles and storage, and a prime location near major roadways and top-rated schools, offering the perfect balance of privacy and accessibility. This home truly has it all – don’t miss the opportunity to make it yours! Please note: The solar panel financing is $90.00 per month, offering long-term savings on energy costs.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
9976 BEACH PORT DR, WINTER GARDEN, FL 34787
$1,274,0008 Days on yellowkey MLS ID: O6420960
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2020Monthly Fee: $260 Tax: $11,868 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Spa: YesSingle Family
Taxes:$11,868
Remarks: Under contract-accepting backup offers. Outstanding Pool Home! This spacious plan with 5 Bedrooms, 3.5 Baths, Tile Roof, 3 Car Garage and Fenced Yard is only minutes from Disney! DELUXE Heated Pool and Spa has Water and Conservation Views! Luxury upgrades throughout the home. Located Close to Disney, Shopping, Dining, 429, I-4, and a NEW PUBLIX!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joann Best (407-963-2981)
721 S WOODLAND ST, WINTER GARDEN, FL 34787
$450,00011 Days on yellowkey MLS ID: O6419636
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1034 Built: 1955 Tax: $508 (2025)Community: Borders & Woosley SubSingle Family
Taxes:$508
Remarks: Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Christopher Bessette (407-292-5400)
14731 FIELD DAISY DR, WINTER GARDEN, FL 34787
$620,00042 Days on yellowkey MLS ID: O6410869
1 Days Off yellowkey (back on 5/30/2026)
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2800 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Game Room | Close to Amenities. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Baldwin at 14731 Field Daisy Drive in Harvest at Ovation! Step into the inviting charm of this thoughtfully designed new home. Beyond the welcoming foyer, you’ll find a guest bedroom with an attached full bathroom and a formal dining room, leading into a spacious great room ideal for gathering. The designer kitchen overlooks the main living area, enhancing the home’s open and memorable layout. Tucked at the rear of the home, a covered lanai offers the perfect space to enjoy outdoor living under the Florida sun. Upstairs, the impressive primary suite features a spa-inspired bathroom with a dual sink vanity, a large walk-in shower, and an oversized closet. Two secondary bedrooms, a shared full bathroom, and the laundry room complete the second floor. An oversized game room with a full bathroom above the garage adds even more flexible living space. 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: main floor bedroom with a full bath, game room with a full bathroom above the garage, and an extended covered lanai. Photos are for representative purposes only. MLS#O6410869
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
502 PALM DR, WINTER GARDEN, FL 34787
$730,0008 Days on yellowkey MLS ID: O6415316
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3009 Built: 1999 Tax: $11,739 (2025)Community: Winter Garden Shores RepSingle Family
Taxes:$11,739
Remarks: Virtually Staged. Discover the perfect blend of space, flexibility, and location at 502 Palm Drive! Nestled on a beautifully landscaped, fenced .38-acre corner lot in Winter Garden's highly sought-after Historic Golf Cart District, this expansive home offers over 3,000 square feet designed for today's lifestyle. Surrounded by mature trees and featuring a spacious deck, romantic gazebo, and plenty of outdoor space to relax and entertain, this property offers the privacy and character that are increasingly hard to find. Inside, you'll find 4 spacious bedrooms, 2 full bathrooms, 1 half bathroom, a dedicated home office, and a versatile second-floor flex space with its own half bath. The thoughtfully designed floor plan provides multiple living and gathering areas, while the upstairs flex room offers endless possibilities as a media room, game room, home gym, guest retreat, or additional workspace. The private office is ideal for remote work or study, and the generous bedrooms provide comfort and privacy for family and guests alike. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 3.5-car garage, providing ample space for vehicles, golf carts, tools, and recreational equipment. Resident also have access to Tanner Hall and community clubhouse, pool, and the beauty of nearby Lake Apopka, perfect for enjoying Florida's outdoor lifestyle. Located just minutes from Historic Downtown Winter Garden, residents enjoy the unique convenience of golf cart access to local shops, restaurants, farmers markets, community events, and the West Orange Trail. Opportunities to own a home offering this combination of size, flexibility, outdoor living, community amenities, and prime location are rare. Come experience the lifestyle that makes Winter Garden one of Central Florida's most desirable places to call home.
Listing Agent: Freyda Smith (321-689-7370)
2640 GROVE VIEW DR, WINTER GARDEN, FL 34787
$784,90074 Days on yellowkey MLS ID: O6401215
0 Days Off yellowkey (back on 6/30/2026)
REDUCED by $5,000 (0.6%) on 05/31/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3738 Built: 2001Monthly Fee: $90 Tax: $10,261 (2025)Community: Wintermere Pointe Ph 02 46/141Single Family
Taxes:$10,261
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Nestled in the sought after gated community of Wintermere Pointe in Winter Garden, this beautifully renovated residence offers a serene and private retreat with a truly like new feel. Situated on an oversized lot backing to conservation, with no neighbors on one side and located near a cul de sac, this home delivers exceptional privacy and peaceful surroundings. The entire home has been thoughtfully remodeled from top to bottom, creating a fresh, modern ambiance throughout. Updates include a brand new roof, luxury vinyl plank flooring, fresh interior paint, and all new contemporary lighting and finishes. The newly designed oversized kitchen showcases 42" soft close cabinets, quartz countertops with built-in technology charging port, modern tile backsplash, under cabinet lighting, brand new stainless steel appliances, center island and breakfast bar. The open concept layout flows seamlessly into a breakfast nook and a spacious family room, where large sliding glass doors open to a covered rear patio extending the full length of the home, overlooking tranquil conservation views. A two story foyer welcomes you upon entry, flanked by an airy formal living room and dining room along with a double access stairway. The first level also features a spacious bedroom with French door access, offering split living for enhanced privacy, perfect for guests, multi generational living or a home office. Upstairs, an open loft anchors the second floor, creating a desirable split plan with bedrooms positioned on either side. Sliding doors lead to a covered second level providing serene conservation views. The vast primary suite features tray ceilings, private balcony access, dual walk in closets, and a completely redesigned ensuite bath offers a luxury feel with dual quartz vanities, LED lighted anti-fog mirrors, glass enclosed tile shower, and a statement soaking tub. Three additional bedrooms are situated on the opposite side of the loft, along with a hallway bath featuring a double vanity and modern tiled tub/shower combination. Completing the second level is an expansive bonus room, perfect for a theater, recreation space, or home gym - endless flexibility. This exceptional home combines serene surroundings, modern upgrades, and a like new feel, all within one of Winter Garden’s premier communities, close to multiple shopping and dining options, FL-429 and just 20 minutes from Disney attractions. Don't miss out! Schedule your viewing today!
Listing is courtesy of: GECKO REALTY, INC (407-929-0264)
Listing Agent: Jeffrey Petch (407-928-1134)
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