Homes For Sale in Winter Garden 34787 - 947 homes

Remarks: Move-in ready and ideal for first-time homebuyers, downsizers, or empty nesters seeking low-maintenance living, this beautiful single-family home offers the perfect blend of comfort, convenience, and style. From the moment you arrive, you'll appreciate the welcoming covered front porch overlooking a peaceful pond—an ideal spot to enjoy morning coffee or relax at the end of the day. Inside, soaring ceilings, durable laminate and porcelain tile flooring, and an open-concept layout create a bright and inviting atmosphere. The spacious living room features a decorative fireplace and flows seamlessly into the heart of the home: a well-appointed kitchen with a large island, pendant lighting, walk-in pantry, and plenty of space for casual dining, entertaining guests, or everyday living. Designed for easy living, the open floor plan provides comfortable gathering spaces without the upkeep of a larger home. Best of all, yard maintenance is included through the HOA, allowing you to spend more time enjoying life and less time working outdoors. Whether you're purchasing your first home, looking to simplify your lifestyle, or searching for a move-in-ready retreat, this home offers the convenience and carefree living you've been looking for. Conveniently located near shopping, dining, healthcare, and major roadways, this charming property is ready for its next owner. Don't miss your opportunity to enjoy comfortable, low-maintenance living in a beautiful setting.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Cindy Brads (407-625-7443)

Remarks: Beautiful 5-Bedroom Home in Independence – Winter Garden, FL Located in the highly desirable Independence community in Winter Garden! This exceptionally maintained 5-bedroom, 2.5-bath home sits on an oversized 0.27-acre lot with beautiful water and conservation views in both the front and back, offering privacy, tranquility, and plenty of space for family living. This spacious home features approximately 2,639 sq. ft. of living space with an open floor plan, granite countertops, stainless steel appliances, crown molding, and abundant natural light throughout. The covered patio overlooks a large fenced backyard with no rear neighbors and peaceful wooded reserve views outdoors. Located on one of the most desirable streets in Independence, the home is within walking distance to top-rated schools, parks, pools, fitness center, trails, playgrounds, and community amenities. HOA includes cable and high-speed internet. Highlights: • 5 Bedrooms | 2.5 Bathrooms • 2,639 Sq. Ft. • Large 0.27-acre lot • Water views front and back • Granite countertops • New AC •Big Bedrooms

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Under Construction. Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 The wide and elongated foyer create an impressive entry into this home, with large formal dining room and spacious kitchen. The well-equipped kitchen features a walk-in pantry and an open view of the breakfast area and great room. The great room opens out to a covered lanai. The master bedroom/ on the second floor includes a large walk-in closet and a private bath with a free-standing tub, a separate shower with a seat, and a private toilet area. The second floor features a spacious loft, and large secondary bedrooms. The Griffin is well planned for a comfortable, luxurious lifestyle. Model home available for walkthrough.

Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)

Listing Agent: Dayene Grubert (863-521-4474)

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: Under Construction. Waterleigh presents the Clearden. This amazing all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great 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. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. 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 Clearden includes a 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.*

Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)

Listing Agent: Stephen Cline (407-250-7299)

Remarks: Welcome to 8018 Bowery Drive, a spacious 5-bedroom, 3-bathroom home perfectly positioned in Winter Garden right on the edge of Windermere. This layout offers flexibility and comfort for everyday living while also providing the space to entertain. Upstairs, you’ll find the private primary suite, a generous loft, a full bathroom, and three additional bedrooms, two of which offer nightly views of Disney fireworks right from the window. Downstairs features two separate living spaces, plus a conveniently located bedroom and full bathroom ideal for guests or in-laws. Step outside through the telescoping sliding glass door to enjoy a large covered porch and private backyard with no rear or side neighbors. Curb appeal shines with a paver driveway and charming wrap-around front porch. Just minutes from the 429, Disney, and all that Windermere has to offer, this home blends location, privacy, and everyday convenience. Don’t miss the chance to make this beautiful home yours!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Don’t miss this great investment opportunity in the heart of Winter Garden. This 2-bedroom, 2-bath condo offers laminated floors and is already rented, generating income from day one. Home features updated plumbing with a complete repipe. Located just minutes from Downtown Winter Garden, with easy access to restaurants, shops, parks, and major highways. Not a gated community, offering easy access and low-maintenance living. Perfect for investors seeking a stable, income-producing property.

Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)

Listing Agent: Maria Perez (407-496-2336)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 15' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nancy Pruitt, Pa (352-552-7574)

Remarks: Stunning single-story home featuring 3 bedrooms and 2.5 bathrooms, situated in the highly sought-after Hawksmoor community. This property boasts modern tile and carpet flooring, complemented by elegant granite countertops and a spacious 2-car garage. Residents can enjoy top-tier community amenities, including a resort-style pool, walking trails, and a playground. Strategically located, you are just minutes away from historic downtown Winter Garden, Disney, and premier theme parks. With an abundance of shopping, dining, and entertainment nearby, plus quick access to SR 429 and Florida’s Turnpike, your daily commute will be a breeze.

Listing is courtesy of: ON ME REALTY (321-370-1474)

Listing Agent: Eduardo Pavone (407-232-1241)

Remarks: Under contract-accepting backup offers. .

Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)

Listing Agent: Richard Selikoff (201-741-7242)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the gated community of Emerald Ridge in sought-after Winter Garden. Situated on an oversized fenced lot, this home features a covered and screened patio perfect for relaxing or entertaining year-round. Conveniently located just minutes from Winter Garden Village, major highways including SR-429 and the Florida Turnpike, approximately 20 minutes to Walt Disney World and 25 minutes to Universal Orlando. Zoned for highly rated schools and close to shopping, dining, and entertainment. Roof replaced in 2018.

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

Listing Agent: Joe Gillespie (407-201-1997)

Remarks: Imagine stepping onto your covered front porch on a crisp morning, surveying the tree-lined street beyond, then entering this charming bungalow where an open floor plan and abundant natural light immediately welcome you home. Updated flooring throughout main floor, neutral paint tones, and move-in ready condition invite you to settle in without delay. The open kitchen anchors the heart of daily life, featuring stone countertops, pendant lighting, a large center island, built-in pantry, custom tile backsplash, and stainless steel appliances that make cooking effortless. High ceilings and oversized closets enhance the sense of space and practicality at every turn. Tile flooring flows smoothly through the kitchen, dining area, great room, entry foyer, and bathrooms, while carpet softens the primary bedroom and bedrooms. Built-in shelving and a customer built-in drop zone provides smart storage solutions throughout. The upgraded stair railing guides you upstairs, where the convenience of upstairs laundry with washer/dryer in-unit eliminates trips between floors. Energy efficient windows frame views of the dry pond, open green space, and tree-lined surroundings—and on clear nights, Disney fireworks paint the sky in the distance. Outside, a screened lanai extends your living space into a protected retreat, while a fenced backyard with vinyl fencing offers privacy and security. The detached garage features rear-facing placement and alley access for convenience, plus remote-controlled entry and a Ring video doorbell for modern security. Central air conditioning, forced air heating, water heater, and ceiling fans ensure year-round comfort. Asphalt shingles cap the roof, completing a well-maintained exterior. This Winter Garden home sits close to Waterspring Elementary and Horizon High School, near Summerlake Park, and within reach of Walt Disney World Resort. Community pool access within a short distance rounds out the lifestyle. Schedule your showing today and discover where your next chapter begins.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Amber Welch (352-761-7355)

Remarks: Highly motivated seller, The Grove Resort and Waterpark is a short-term rental complex. This Unit is the Jasmine Model (1,396 sq.ft) located on the second floor of condominium III. It is a 3-bedroom, 2-Bathroom Unit. King size bed in the Master Bedroom and the guest rooms will have one Queen size bed. Sleeper sofa in the living room. Excellent opportunity for investment and fun since the owner is authorized to make personal owner reservations for a maximum of 179 consecutive nights. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin. full service concierge, 24 hours security, complementary shuttle service to Disney World, Universal Studios and SeaWorld.

Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)

Listing Agent: Diana Salonia (786-223-7502)

Remarks: **We've just introduced a significant price reduction, creating an exceptional opportunity for new owners. ** **Welcome to Golf Cart Life in Historic Downtown Winter Garden** Nestled within Stanton Estates — an exclusive enclave of just 45 luxury homes — this contemporary masterpiece places you in the heart of **Winter Garden’s vibrant Golf Cart District**, where every day feels like a getaway. Built in 2018, this one-story multigenerational estate offers 3,170 sq ft of refined living on a nearly 1/3-acre lot, just a quick golf cart ride from **Plant Street’s award-winning restaurants, live music, boutique shops, the famous Saturday Farmer’s Market, the Crooked Can Brewery, and the scenic West Orange Trail**. Take a look at Virtual Tour Link 2 to see all the exciting and fun things available to you in the downtown and historic area of Winter Garden. Inside, soaring 12-ft ceilings and natural light flow through an open, flexible layout with four bedrooms, four full baths, and a private office. The gourmet kitchen anchors the home with solid wood cabinetry, quartz countertops, an oversized island, walk-in pantry, and a full suite of KitchenAid Professional appliances with natural gas. The primary suite features a recessed ceiling, expansive custom walk-in closet, and a spa-inspired bath. Fully retractable sliders open to a covered lanai surrounded by mature, professionally designed landscaping and privacy fencing — your own private Florida retreat after a day of exploring downtown. Premium upgrades include smart-home technology, motorized shades, whole-home water filtration, 8-ft solid core doors, custom cabinetry, a three-car tandem garage with brick paver driveway, and a brand-new tankless gas water heater (2025). Just minutes from Disney, Universal, and SeaWorld, with seamless access to SR-429, the Turnpike, and 408, this address blends luxury living with the unbeatable charm and excitement of Downtown Winter Garden. Opportunities like this in Stanton Estates are rare. **Welcome to the lifestyle everyone wants**

Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)

Listing Agent: Joe Thomas, Jr (813-724-1922)

Remarks: New Price!! This Gorgeous 3-bedroom, 2.5-bathroom home in the highly sought-after Serenade at Ovation offers luxury living in the heart of Horizon West. You'll appreciate the attention to detail, including a gourmet kitchen with a large island perfect for entertaining. The home features PREMIUM UPGRADES throughout, including a **Open Bungalow Floor Plan** Privacy Fence** Screen Enclosure** Covered Lanai** Patio Furniture** Ceiling Fans ** Window Blinds** Adding to the appeal, this home comes fully equipped with **PATIO FURNITURE, and high-speed fiber optic internet everything you need to feel right at home. With a LOW HOA and NO CDD fee you can confidently make this gorgeous home yours today and experience the best of Winter Garden living!

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

Listing Agent: Nathan Meyer (865-789-0198)

Remarks: Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)

Listing Agent: Michael Mitchell, Jr (352-768-1712)

Remarks: Experience the perfect blend of investment opportunity and resort lifestyle at 14501 Grove Resort Ave., Unit 3630 in the highly sought-after Grove Resort & Water Park Orlando. This fully furnished 2-bedroom, 2-bath condo-hotel residence is turnkey and ready to generate income or serve as your personal vacation retreat. Step inside to a spacious, open-concept layout designed for comfort and functionality, featuring a fully equipped kitchen, generous living area, and private balcony—ideal for relaxing after a day of enjoying everything Orlando has to offer. Each bedroom is thoughtfully designed to accommodate guests with ease, making this unit perfectly suited for short-term rental use within this professionally managed resort. Set within a 106-acre tropical oasis, The Grove Resort delivers a true destination experience. Guests and owners enjoy access to a full-scale on-site water park, multiple pools, a lazy river, surf simulator, on-site dining, fitness center, and more. This amazing condo-hotel unit also offers the convenience of an in-house, on-site hotel rental program which provides rental income when not in your personal use and features a VIP Check-In for condo owners. ALL UTILITIES, CABLE, AND INTERNET INCLUDED IN MONTHLY MAINTENANCE! As a Walt Disney World Good Neighbor Hotel, the resort offers complimentary transportation to Disney, Universal Orlando, and SeaWorld—adding unmatched convenience and appeal for visitors. Located just minutes from Walt Disney World, this property places you at the center of one of the world’s top vacation markets. Whether you're looking to expand your portfolio or own a piece of Orlando’s thriving hospitality-driven real estate, this unit checks all the boxes. Own where the world vacations—schedule your private showing today.

Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)

Listing Agent: Christina Daugherty (407-921-9025)

Remarks: GREAT NEW PRICE: $410,990.00. MOTIVATED SELLER. GREAT OWNER FINANCING AVAILABLE. BEAUTIFUL FULLY FURNISHED LUXURY 3 BED 2 BATH CONDO WITH GREAT VIEWS. Take the opportunity to own a slice of paradise in one of the world's most sought-after vacation destinations. The Grove Resort and Waterpark is a haven of fun and relaxation, featuring a plethora of amenities including: A Thrilling Water Park; Relaxing Lazy River; Exciting Water Slides; Multiple swimming pools; tranquil spa; The picturesque Lake Austin for fishing and paddle boating, etc.. Indulge in a variety of dining experiences with both indoor and outdoor settings, engage in retail therapy with on-site shopping, stay active in the state-of-the-art fitness center, and unwind in the full-service spa. The resort also caters to business and events with its well-equipped conference rooms. Embrace the luxury. Dive into the excitement. Make it yours. Take advantage of this opportunity

Listing is courtesy of: SACKS REALTY GROUP, INC. (321-354-4057)

Listing Agent: Denise Sacks (321-354-4057)

Remarks: New reduced Price: $369,990. GREAT NEW OWNER FINANCING AVAILABLE: CONTACT US FOR ADDITIONAL INFORMATION. BEAUTIFUL 2 BED/2 BATH LUXURY FULLY FURNISHED CYPRESS DESIGN CONDO WITH GREAT VIEWS. Welcome to The Grove Resort & Waterpark, an exquisite condo hotel just minutes from the enchanting Walt Disney World in Orlando, Florida. Presenting a luxurious Cypress design two-bedroom, two-bath condo that is fully furnished with luxury upgrades and nestled in a prime location boasting serene views. Take the opportunity to own a slice of paradise in one of the world's most sought-after vacation destinations. The Grove Resort and Waterpark is a haven of fun and relaxation, featuring a plethora of amenities including: thrilling water park; relaxing lazy river; Exciting water slides; Multiple swimming pools; tranquil spa; The picturesque Lake Austin for fishing and paddle boating. indulge in a variety of dining experiences with both indoor and outdoor settings, engage in retail therapy with on-site shopping, stay active in the state-of-the-art fitness center, and unwind in the full-service spa. The resort also caters to business and events with its well-equipped conference rooms. Embrace the luxury. Dive into the excitement. Make it yours. Take advantage of this opportunity

Listing is courtesy of: SACKS REALTY GROUP, INC. (321-354-4057)

Listing Agent: Denise Sacks (321-354-4057)