Homes for Sale Near Ocoee High in Winter Garden - 14 homes

Remarks: Beautifully updated and move in ready, this Winter Garden home combines modern updates with generous living space and a convenient location. The sellers have completely remodeled the interior, creating a fresh and inviting atmosphere throughout. The updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and an open layout that flows seamlessly into the main living areas. One of the standout features of the home is the spacious game room and enclosed screened porch, providing flexible space for entertaining, hobbies, gatherings, or simply enjoying views of the backyard year round. Large windows bring in natural light and create a bright, welcoming environment throughout the home. Recent major improvements offer added peace of mind, including a brand new roof, new water heater, and updated landscaping completed in February 2026. The generously sized yard provides room to enjoy the outdoors while mature trees add character and shade. Located in the heart of Winter Garden, this property offers convenient access to historic downtown Winter Garden, the West Orange Trail, shopping, dining, parks, and major roadways for an easy commute throughout Central Florida. This is an excellent opportunity to own a thoughtfully updated home in one of the area's most desirable locations.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Liza Farzati (561-385-8271)

Remarks: Virtually Staged. 1028 Spring Landing Dr offers the perfect combination of comfort, style, and location in one of Central Florida's most desirable communities. This beautifully upgraded and meticulously maintained 4-bedroom, 3.5-bathroom home features a spacious fenced backyard, ideal for entertaining, pets, or enjoying Florida living year-round. Inside, you'll find gorgeous wood-look tile flooring throughout, adding both elegance and durability to the home's modern feel. Major updates provide peace of mind for the next owner, including a new roof installed in 2019, fresh exterior paint, and a brand-new A/C system replaced in 2025. Pride of ownership shines throughout every detail of this move-in-ready property. Conveniently located just minutes from vibrant Downtown Winter Garden, residents can enjoy easy access to the award-winning farmers market, local dining, boutique shopping, the West Orange Trail, parks, breweries, and community events. With quick access to major highways, Disney attractions, and all that Central Florida has to offer, this home truly delivers both lifestyle and convenience.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: UPDATE 6/10/2026: Multiple offers situation. Asking for highest and best by 5pm today. Welcome home to a property where absolute pride of ownership shines through every single detail. Meticulously maintained and exceptionally clean, this residence offers the ultimate Winter Garden experience on a rare, sprawling lot of nearly a quarter acre. Enjoy the perfect lifestyle blend situated just minutes from the dining and charm of historic downtown while offering effortless access to major highways for an stress-free commute. As an added bonus, the seller is offering allowances towards closing costs and flooring to help make your move even smoother! Step inside to find a light and airy interior boasting a completely fresh coat of modern, neutral paint that elevates the entire living space. The heartbeat of the home is the pristine kitchen, which comes fully equipped with a suite of brand-new appliances only two weeks old . Every room feels bright and inviting, a direct result of rigorous upkeep and flawless maintenance and immaculate cleanliness over the years. This home provides total peace of mind, allowing you to unpack your bags and start living from day one without the hassle or expense of immediate renovations. All measurements are approximate and to be verified by the buyers.

Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)

Listing Agent: Sami Warah (352-636-6738)

Remarks: Under contract-accepting backup offers. This 4-bedroom, 2-bathroom single-story home offers a versatile and comfortable layout featuring a blend of carpet, wood, and ceramic flooring throughout. The interior is designed for spacious living, highlighted by oversized secondary bedrooms equipped with full-length mirrors that add both depth and functionality. The living spaces flow seamlessly to the outdoors, where a screen-enclosed back patio provides a private, pest-free retreat for year-round relaxation. Complete with an attached two-car garage, this home perfectly balances practical amenities with a diverse mix of quality interior finishes.

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Under contract-accepting backup offers. Rare opportunity in Winter Garden! This property sits on approximately one acre with no HOA, offering exceptional space, flexibility, and privacy in a highly desirable location. Conveniently located just minutes from Downtown Winter Garden), with easy access to major roadways, shopping, dining, and top-rated schools—and even the option to ride your golf cart into downtown to enjoy everything the area has. The expansive lot provides ample room for RVs, boats, recreational vehicles, and more, making it ideal for those seeking additional space and versatility. The home features generous living areas and a functional layout with great potential for customization or renovation. Outdoor amenities include a private pool, hot tub, and an extended driveway with plenty of parking space. Located approximately 2 miles from Lake Apopka and about 3 miles from Downtown Winter Garden. Properties with this amount of land and no HOA in this area are rare—schedule your showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Estefania Ortega (305-905-7670)

Remarks: One or more photo(s) has been virtually staged. This 4-bed, 2.5-bath home in Winter Garden's Golf Cart District is fully renovated and ready to go. The 2025 updates cover everything: new roof, new AC, updated electrical, updated plumbing, new tile downstairs, LVP upstairs, and a brand new kitchen with stone countertops and modern cabinetry. The second you step inside, those double-height ceilings grab your attention and the natural light does the rest. The kitchen flows right into the living space so the home feels connected and easy. Stone countertops, soft-close cabinets, a farmhouse deep sink, and real counter space that actually works. The primary suite is its own retreat. Two walk-in closets, a glass walk-in shower, and a soaking tub that makes it hard to leave. The three additional bedrooms are spacious and flexible for whatever you need. Outside you get a 3-car garage, a corner lot, and a quiet cul-de-sac in the Island Pointe community. HOA is only $68/month. Hop on your golf cart and you are minutes from Plant Street, the Saturday farmers market, the West Orange Trail, and some of the best restaurants and coffee in downtown Winter Garden. Dillard Street Elementary school zone.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Elizabeth Lofholm (906-221-4905)

Remarks: Under contract-accepting backup offers. **DOWNTOWN WINTER GARDEN -- GOLF CART DISTRICT -- WEST ORANGE TRAIL** **FULLY OWNED WHOLE HOME SOLAR SYSTEM -- LIVE WITH LITTLE TO NO ELECTRICITY BILLS** **BRAND NEW HVAC -- MAY 2026** **ROOF -- JUNE 2018** **FULLY FENCED YARD** Welcome to this beautiful move-in ready home located in downtown Winter Garden's highly desired Covington Chase neighborhood! Experience the best of both worlds -- the LOCATION you desire right within downtown & the golf cart district…with the PEACE OF MIND that comes with a newer home. Enjoy energy independence and LOW monthly bills with (fully owned/paid off!) WHOLE HOME SOLAR ENERGY! Starting with great curb appeal, this home welcomes with an inviting front patio and upgraded landscaping. Fantastic & flexible floor plan features three bedrooms and two full bathrooms...all on one story…PLUS two additional flex spaces at the front of the home. “Formal Dining” & “Formal Living” by floor plan…but use as your life requires…enclose for 4th bedroom or office space (or two separate offices!), playroom, school or craft room, side hustle or library…the options are endless. The large open living space features tile flooring and large windows and sliding doors creating lots of NATURAL LIGHT throughout. The primary suite features a large additional space…room for a sitting area, office space, craft area, workout/gym…and additional large sliding glass doors to patio & backyard. Double door entry to the primary bath with extended walk-in tiled shower, double (separate!) sinks and large walk-in closet. RECENT UPGRADES & UPDATES: HVAC -- MAY 2026. Roof -- June 2018. Exterior Paint -- 2024. Whole Home Solar Energy -- 2020. Fiber Internet (AT&T). Surround sound pre-wire in living room. Updated laundry room with custom cabinetry & shelves. Subfloor added in garage attic for lots of additional storage. Private mailbox. Rain gutters. All appliances convey including washer & dryer. LIVE the Florida lifestyle outdoors…ENJOY peace & privacy in the beautiful fully-fenced backyard complete with a covered patio lanai. Plenty of space for your outdoor dreams & plans. Existing playset can stay or be removed. This community features a fantastic pool, playground and park area all for a very LOW HOA fee...in addition, the West Orange Trail runs RIGHT THROUGH the center of the community around the corner from the home! It is also ZONED for GOLF CART use throughout Downtown Winter Garden. HUGE weekly farmer's market, annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks and recreation...come JOIN THE FUN! Also conveniently located just minutes from the Winter Garden Village shopping center and just one minute from HWY 429. WELCOME HOME!

Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)

Listing Agent: Tara Moore (407-765-3700)

Remarks: One or more photo(s) has been virtually staged. Welcome to Covington Chase, one of the most sought-after communities in Winter Garden, just minutes from the charm and energy of historic downtown. Situated on an oversized 0.38-acre lot, this 4-bedroom, 4 full bathroom home offers a rare combination of space, functionality, and flexibility. The fully fenced backyard provides plenty of room to relax, entertain, or create your own outdoor retreat, while the long driveway and 3-car garage give you ample parking and storage, including space for a golf cart so you can fully enjoy this golf cart district lifestyle. The floor plan is thoughtfully designed for both everyday living and long-term versatility. The primary suite is located downstairs, creating a private retreat with two walk-in closets and a large bathroom that offers both space and comfort. Also on the first floor is a dedicated office, perfect for working from home or creating a quiet, separate space for productivity. In addition, the first floor features a Jack and Jill bedroom and bathroom setup, ideal for guests, kids, or multigenerational living. This layout allows for privacy while still maintaining a connected and functional flow throughout the home. Upstairs, you will find a spacious loft that can be used as a second living area, media room, or play space, along with a full bedroom and full bathroom. This upstairs setup is perfect for guests, older children, or anyone who would benefit from having their own private area within the home. The overall layout gives you multiple living zones and flexibility, making it easy to adapt the home to your lifestyle, whether that means working from home, hosting guests, or simply enjoying extra space. The roof was replaced just a few years ago, offering added peace of mind and reducing one of the major future expenses for a new owner. Beyond the home itself, the lifestyle here is what truly stands out. You are just minutes from the Downtown Winter Garden Historic District, known for its brick-lined streets, locally owned restaurants, coffee shops, boutiques, and the popular weekly farmers market. Living in the golf cart district means you can easily head downtown for dinner, events, or a casual night out without needing to get in your car. You are also close to the West Orange Trail, a 22-mile scenic trail perfect for biking, walking, and enjoying the outdoors. Homes with this kind of lot size, a flexible floor plan with a downstairs primary suite, office, additional bedroom, plus an upstairs loft and private guest space, and a 3-car garage are hard to find this close to downtown. This is a unique opportunity to own a home that offers both the space you need and the lifestyle you want.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Golf cart district * motivated seller * Beautiful single-story home is nestled in a serene cul-de-sac in the heart of downtown Winter Garden. It is just an 8-minute drive to downtown Winter Garden, 5 minutes away from Publix, 10 minutes to Walmart, 14 minutes to target in winter garden village, easy access to SR-429 and Florida turnpike, offering exceptional convenience. This cozy 3-bedroom, 2-bathroom and an office can be an easy 4th bedroom. Modern single-story home provides 2,035 square feet of comfort and style. Fully renovated in 2022, featuring no carpeting throughout with dual offices, the kitchen has been updated with refinished cabinets and stainless steel appliances. Additionally, the roof and air conditioning were replaced in 2020, making it an ideal choice for buyers seeking a quick-move-in home!

Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)

Listing Agent: Mingke Li (352-973-2303)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home in the highly desirable Spring Ridge area of Winter Garden. Offering 1,699 square feet of thoughtfully designed living space, this move-in ready property combines comfort, charm, and major updates—including a NEW ROOF and A/C installed in 2020 for added peace of mind. Situated on an oversized quarter-acre lot, the home features standout curb appeal, mature landscaping, and a spacious fenced backyard with endless possibilities—whether you envision a pool, garden, play area, or the ultimate entertaining space. Inside, you’ll find a bright and inviting floor plan filled with natural light and comfortable living areas designed for both everyday living and hosting guests. The main living space is centered around a beautiful masonry fireplace, creating the perfect setting for cozy nights and memorable gatherings. The private primary suite offers a walk-in closet and ensuite bath with soaking tub, providing a relaxing retreat at the end of the day. Secondary bedrooms are generously sized and flexible for guests, family, or a home office setup. Located just minutes from top-rated schools, shopping, dining, parks, and major roadways, this is an incredible opportunity to own a well-cared-for home in one of Winter Garden’s most sought-after communities. Homes with this lot size, condition, and location don’t come around often—schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Milton James (407-572-4458)

Remarks: Price Improvement! Exceptional new value. Seller motivated. Welcome to this beautifully maintained 4-bedroom, 2-bathroom single-family home located in the highly desirable Garden Heights community of Winter Garden, offering a prime location with NO HOA. Recently improved in price, this home now presents an even stronger opportunity in today’s market, combining location, upgrades, and value in one of Winter Garden’s most sought-after areas.Thoughtfully designed with a functional split floor plan, this residence offers 1,700 sq ft of living space filled with natural light and two separate living areas that provide both comfort and flexibility. Sliding glass doors open to a brand-new screened patio (2025), creating the perfect indoor-outdoor lifestyle for relaxing or entertaining.The interior features a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, and modern upgrades including a whole-house water filtration system.Set on an expansive 0.29-acre lot, the property offers city water and sewer, along with ample space to add a pool or design a custom outdoor retreat. Conveniently located just minutes from Downtown Winter Garden, Lake Apopka, the Historic Old Winter Garden Golf District, shopping, top-rated schools, and easy access to SR-429. Homes with this combination of location, updates, and improved pricing are rarely available. Seller motivated—don’t miss this opportunity.

Listing is courtesy of: MARCILLO REAL ESTATE LLC (954-297-3636)

Listing Agent: Maria Barrios Tovar (407-600-4040)

Remarks: Under contract-accepting backup offers. Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Marlon Vega (407-791-0572)

Remarks: Under contract-accepting backup offers. Welcome to 1550 Coluso Dr, a beautifully updated 3 bedroom, 2.5 bathroom home offering 1,997 square feet of comfortable living space on just over a 1/3 acre lot, all within the city limits of Winter Garden and only about 2 miles from the charm, dining, and entertainment of downtown Winter Garden. This home features a spacious open layout designed for both everyday living and entertaining. The main living areas are finished with bamboo flooring installed in 2022, creating a warm and modern feel throughout. The kitchen has been fully remodeled with solid wood cabinetry, quartz countertops, and stainless steel appliances, making it both stylish and functional. A brand new Bosch stainless steel dishwasher was added in 2025, and updated pantry shelving provides added storage and organization. The primary suite offers a true retreat with a completely remodeled bathroom completed in 2025, featuring dual sinks and a large dual shower setup. Additional upgrades throughout the home include new carpet in the bedrooms (2021), updated lighting fixtures and blinds (2023), and ceiling retexturing (2021). Step outside to enjoy a screened in covered patio overlooking a spacious backyard with young fruit trees planted in 2024, perfect for relaxing or entertaining. The courtyard was refreshed in 2023, and a backyard shed provides extra storage. Major system updates include a brand new HVAC system installed in 2025, giving peace of mind for years to come. With its oversized lot, thoughtful upgrades, and prime location near one of Central Florida’s most desirable downtown areas, this home offers the perfect blend of comfort, style, and convenience.

Listing is courtesy of: HOME ON YOUR OWN REALTY (407-461-0127)

Listing Agent: Dustin Thibeault (407-461-0127)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Contact agent to request your showing today! Some photos have been virtually staged.

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Dulce Moise (407-697-4754)