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Single Family Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for single family homes for sale in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the single family properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Single Family Homes for Sale in Winter Garden, FL

$649,000
3 Beds 3 Baths Roper Reserve SubDv. 34787 Zip Code
Roper Reserve is a cozy gated community with a low HOA and just a few minutes from the bustling Downtown Winter Garden and the Winter Garden Village, that has shops and restaurants. This stunning Delaney model by Richmond American Homes, has been beautifully upgraded and blend's location, lifestyle and comfort. With large rooms and a versatile flex room, there is plenty of room in this home for everyone. The home features a gourmet kitchen with double ovens, gas appliances, and a tankless water heater, dual laundry rooms including one in the primary suite’s custom closet, and smart upgrades like a cyber space that fits a large desk, shelves and is lined with sound dampening tiles, it also includes extra outlets! Perfect working from home and housing electronics charging hub. Enjoy the AC garage, extra-wide brick paver driveway, UV light AC treatment, and beautifully finished bedrooms—one with sound-dampening and specialty lighting. The flex room shines with moody décor and copper ceiling tiles, while outside you’ll find a private pool, screened patio, outdoor kitchen, fruiting banana trees, and no rear neighbors for ultimate privacy. Whole house water softener, automatic window wireless window blinds. The home also features security cameras at various locations outside the home. Fiber Optics internet connection has just been installed into the community, making it very convenient for those working from home or for streaming!

1608 Highbanks Circle, Winter Garden

$529,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterlerigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16821 Hobe Sound Court, Winter Garden

$1,000,000
5 Beds 4 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Discover refined living in this impressive 5-bedroom, 4-bathroom Spanish-style estate home, beautifully positioned on a serene waterfront lot with peaceful conservation views and nightly Disney fireworks from your own backyard. This exceptional home blends elegance, comfort, and energy efficiency throughout its thoughtfully designed layout. Step through the grand, elegant entrance into a soaring cathedral-ceiling foyer that leads to spacious formal and casual gathering areas. The formal dining room sets the tone for entertaining, while the gourmet kitchen is a true showpiece—featuring an oversized island, dry bar, walk-in pantry, solid wood cabinets, granite countertops, elegant backsplash, and high-end stainless steel appliances. A striking stone accent wall with an electric fireplace adds warmth and style to the main living area, which opens through French doors to breathtaking water and conservation views. The first floor includes a comfortable guest bedroom with a walk-in closet, a full guest bath with convenient pool access, and a luxurious primary suite. The primary bedroom offers a huge walk-in closet, and a spa-inspired ensuite bathroom with garden tub, expansive walk-in shower with multiple rain shower heads, and dual vanities. Upstairs, a spacious loft with surround sound showcases elevated views of the water and conservation area—perfect for a media room or game space. On one side of the loft sits a private bedroom with its own full bath, ideal for guests or extended family. On the opposite side are two additional bedrooms connected by a Jack-and-Jill bathroom, providing comfort and privacy for everyone. Additional highlights include a tile roof, oversized garage, paver driveway, Smart thermostat, water softener and filtration system, and energy-efficient features for year-round comfort. Located in the highly desirable Watermark community, residents enjoy resort-style amenities including a sparkling pool, water park, cabanas, BBQ areas, playground, dog park, tennis and basketball courts, clubhouse with rooftop deck, weekly community activities, fitness center, and scenic walking trails. All of this—just minutes from top-rated schools, dining, shopping, Orange County National Golf Course, and Disney World. A perfect blend of elegance, comfort, and unmatched location—this waterfront estate is truly a must-see.

9207 Busaco Park Way, Winter Garden

$1,200,000
4 Beds 3 Baths Winter Garden Shores Rep SubDv. 34787 Zip Code
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.

205 Surprise Drive, Winter Garden

$529,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16845 Hobe Sound Court, Winter Garden

$1,270,000
5 Beds 4 Baths Hawksmoor Ph 4 SubDv. 34787 Zip Code
Come take a look at this beautiful modern elevation and spacious home. Hawksmoor community offers a luxury lifestyle nestled in Winter Garden's popular Horizon West area. This spacious home is located on the corner lot with fenced in backyard. This home offers plenty of comfort and upgraded features inside and outside. Some features in this home are the well maintained wooden floors, baseboards, backsplash features and stone countertops across the home with plenty more! The kitchen is upgraded with stainless steel kitchen aid and newer appliances alongside having a walk in pantry with cabinets all around! The open layout living room with high ceilings creates the opportunity to bring in natural light and energy to this home. The master bedroom is located on the first floor and it offers a spacious walk in closet inside the master bathroom. A powder restroom is also located on the first floor of home, game room and the laundry room with sink , washer & dryer appliances to remain. Upstairs offers four spacious bedrooms, a large family room area as well alongside Jack and Jill bathroom in between bedrooms. Finally, outside the patio is a smart screened patio where a stunning summer kitchen sits for hosting cookouts. Beautiful amenities complement the luxurious lifestyle this community boasts and include a stunning, resort-style pool, splash pad, clubhouse with outdoor summer kitchen & grill, yoga lawn, shaded playground, and network of walking trails. The community offers a gym with weight machines, dumbbells, and a few options for cardio. The clubhouse can also be rented for special events. Commuters convenience approximately minutes from the SR429. Hawksmoor convenient location within Winter Garden means dining, shopping and entertainment are never far away. Refrigerator in garage and water softener do not convey to property, all appliances are included. Call to schedule your private showing.

16894 Wingspread Loop, Winter Garden

$796,000
5 Beds 3 Baths Oakland Trls Ph 2 SubDv. 34787 Zip Code
Discover expansive living and modern sophistication in this STUNNING 5-bedroom, 3-bath home with a Spacious, Peaceful backyard in the highly desirable Oakland Trails community, minutes from the West Orange Trail and the Winter Garden Plant Street Market. Offering over 3,500 SQUARE FEET of beautifully designed space and built in 2019, this residence combines contemporary comfort with UPSCALE UPGRADES—creating a home that truly feels “better than new.” Step inside to an inviting OPEN-CONCEPT LAYOUT, where the chef’s kitchen overlooks the spacious living area. Recessed lighting, NEW TILE FLOORING on the main level (2023), and ceiling fans throughout (2020) elevate the home’s comfort and style. The entire home is also PREWIRED WITH CAT 6, ideal for high-speed connectivity. The DREAM KITCHEN is a showstopper with stylish cabinetry, stone countertops, a breakfast bar, built-in oven, cooktop stove with POT FILLER, tile backsplash, walk-in pantry, and a GALLEY-STYLE COFFEE BAR AREA—perfect for morning routines or entertaining. A spacious Kitchen dinette area overlooks the backyard, adding a warm and functional touch to the heart of the home. In the Living room, enjoy a CUSTOM ACCENT WALL (2023) and views of the large backyard through dual sliding glass doors. A separate Dining room offers flexibility for family gatherings or can easily serve as a formal living room. The first floor also includes a VERSATILE OFFICE/PLAYROOM, convenient under-stair storage, and ONE OF THE FIVE BEDROOMS—complete with laminate wood flooring—located next to a full bathroom, providing a perfect space for guests or multigenerational living. Upstairs, a GENEROUS LOFT creates a perfect secondary living area. The UPDATED PRIMARY SUITE (2025) features a beautiful tray ceiling, a LUXURIOUS EN SUITE BATH with dual vanities, a step-in shower, and a huge walk-in closet. Three additional bedrooms and another full bath offer plenty of comfortable space for family and guests. A paver driveway leads to the generous 3-CAR GARAGE featuring epoxy flooring, additional kitchen-style cabinetry, and PREWIRING for an electric vehicle. Outside, enjoy a large covered patio and an EXPANSIVE BACKYARD, ideal for future customization, gatherings, or play. Oakland Trails is loved for its peaceful setting and small-town charm, offering access to the West Orange Trail, playgrounds, green spaces, and TOP-RATED SCHOOLS. Ideally positioned near DOWNTOWN WINTER GARDEN, residents enjoy quaint dining and gatherings spots, PLANT STREET MARKET, charming shops, and easy access to SR 429 for seamless commuting. Every detail has been thoughtfully crafted for ELEVATED LIVING—come experience the exceptional quality and SOPHISTICATION this home offers. Schedule your showing today!

1970 Standing Rock Circle, Oakland

$752,000
5 Beds 4 Baths Highlands/Summerlake Grvs Ph 2 SubDv. 34787 Zip Code
Welcome to your dream home in the prestigious SummerLake community, perfectly positioned on a corner lot for ultimate privacy and curb appeal. This stunning residence features fully owned solar panels, offering energy savings with no monthly payments and sustainable living at its finest. Step inside to discover spacious, integrated living areas filled with natural light, ideal for entertaining or creating cherished family moments. The main-floor bedroom with a private bath provides comfort and flexibility for guests or multigenerational living. The kitchen, equipped with stainless steel appliances and ample counter space, seamlessly connects to the dining and living areas, creating a true heart of the home. Upstairs, retreat to three carpeted bedrooms and a versatile loft, perfect for work, study, or play. One of the property’s most unique features is the private mother-in-law suite above the detached garage, accessible via its own rear entrance, offering independence and privacy for extended family, guests, or even a home office. Enjoy Florida’s beautiful weather from the screened porch, a serene outdoor escape for relaxation or entertaining. With its thoughtful layout, exceptional features, and prime location near top-rated schools, local amenities, and major highways, this home embodies the perfect combination of luxury, functionality, and Florida lifestyle. Don’t miss your chance to own this extraordinary property—schedule your private showing today and experience the ultimate in comfort and elegance!

15807 Sweet Lemon Way, Winter Garden

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