Winter Garden Homes For Sale & Real Estate - 979 homes

Remarks: ****Amazing opportunity to purchase a 2-bedroom/2-bathroom vacation condo at the beautiful Grove Resort in Orlando! This fully-furnished condo is very spacious, and has a full kitchen, laundry room, a screened-in balcony, and two bedrooms. There is a sleeper sofa in the living room, so it can sleep six. Buyers must enter into the onsite rental management company, who will do all the bookings, housekeeping, and maintenance for the condo. If owners want to use their condo, simply send an email and block off your desired dates. Owners can use their condo up to 179 nights per year. On site there are plenty amenities, including the Surfari Water Park, with large heated pool, lazy river, water slides, the Flowrider surfing experience, and delicious food and drinks can be purchased from the Longboard Bar and Grill. At the Springs Pools are there are three further pools and a large hot tub! Next to that you can wander down to Lake Austin and do some fishing, or paddle a swan boat! The Valencia Restaurant is a full-service venue where you can eat indoors or outdoors! A spacious 24-hour gym is also located near the Springs Pools. At the Front Desk area you will find the Marketplace, and gift shop, and the concierge who will help you with theme park tickets, restaurant bookings etc. A free daily shuttle to Disney is also available. Call now for more information!!****

Listing is courtesy of: FLARE PROPERTIES LLC (407-729-3930)

Listing Agent: Lesley O'Neal (407-729-3930)

Remarks: Welcome to this stunning Clearden model, offering 4 bedrooms and 3.5 bathrooms in one of Horizon West’s most desirable neighborhoods — Waterleigh! The thoughtful floor plan features a spacious primary suite upstairs, along with two guest bedrooms and a versatile loft area, perfect for a home office or playroom. Downstairs, you’ll find a guest suite with a private bath, ideal for visitors or multigenerational living. The modern kitchen boasts stainless steel appliances, granite countertops, and opens to a large family room, creating the perfect space for entertaining. The primary bathroom includes dual vanities with granite tops and a large walk-in closet. This home also includes the Smart Home Package, offering convenience and peace of mind with the latest in home automation technology. Located in the resort-style Waterleigh community, residents enjoy exceptional amenities including two beautiful clubhouses, two resort-style pools, two fitness centers, mini golf, tennis courts, beach volleyball, dog park, and scenic lakefront picnic areas with BBQs. Experience the perfect blend of comfort, style, and Florida lifestyle living at its best — schedule your private showing today!

Listing is courtesy of: ORLANDO BROTHERS REAL ESTATE LLC (407-925-2221)

Listing Agent: Iluska Kruse (407-925-2221)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!

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

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

Remarks: Welcome to luxury living at its finest! Nestled in the prestigious West Haven at Ovation community in Winter Garden, this almost brand new 3-bedroom, 2.5-bathroom townhome is the epitome of modern elegance. As you step inside, you're greeted by an inviting open floor plan boasting an abundance of natural light and high-end finishes throughout. The spacious living area is perfect for entertaining guests or simply relaxing with your loved ones. Prepare to be dazzled by the gourmet kitchen, complete with sleek stainless steel appliances, granite countertops, stylish cabinetry, a convenient center island, refrigerator, washer and dryer. Upstairs, you'll find three generously sized bedrooms, including a luxurious master suite with a walk-in closet and a spa-like ensuite bathroom featuring dual vanities, a soaking tub, and a separate shower. Additional highlights of this stunning townhome include a private outdoor patio, perfect for enjoying your morning coffee or hosting al fresco dinners, as well as a two-car garage for your convenience. Conveniently located near top-rated schools, shopping, dining, and entertainment options, this is truly an opportunity not to be missed. Schedule your showing today and experience the pinnacle of luxury living in Winter Garden!

Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)

Listing Agent: Anahi Rosario (407-721-9777)

Remarks: Under Construction. Waterleigh presents the Bellmore. This all concrete block constructed, one-story layout features 4 bedrooms and 3 bathrooms. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a spacious kitchen island, dining area and a spacious pantry for extra storage. This community has upgraded stainless steel appliances, making cooking a piece of cake. Bedroom one, located in the back of the home for privacy, has an en suite bathroom with a double vanity, spacious shower/tub space as well as a spacious walk in closet. Towards the front of the home two additional bedrooms share a second full bathroom. Across the hall a drop zone welcomes you from the garage where you will find a fourth bedroom and full bathroom. This home features a space to fit all your needs. Like all homes in Waterleigh, the Bellmore includes 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: 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: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

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

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

Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. 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: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435

Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)

Listing Agent: Michelle Campbell (407-756-5025)

Remarks: Great opportunity to own in the heart of Winter Garden! This beautifully updated 2-bedroom, 2-bath condo features a fully renovated kitchen, updated flooring throughout with NO carpet, and a functional open layout perfect for comfortable living or investment purposes. Conveniently located near shopping, dining, major roads, and just minutes from Winter Garden Village and Winter Garden Plaza. Whether you are looking for a primary residence or an income-producing property, this is an excellent opportunity at a great price. Community amenities include pool and recreational areas. Don’t miss out!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Romina Cabanas (941-744-7331)

Remarks: Exceptional Vacation Investment Opportunity at The Grove Resort & Water Park – Orlando Welcome to this fully furnished 3-bedroom, 2-bath condo-hotel located in the highly sought-after The Grove Resort & Water Park Orlando — one of Central Florida’s premier short-term rental destinations. Featuring the spacious and popular Jasmine floor plan, this residence comfortably accommodates up to eight guests with a private king suite, two queen beds in the secondary bedroom, and a sleeper sofa in the living area. Thoughtfully designed for both durability and guest satisfaction, the unit showcases quartz countertops, stainless steel appliances, in-unit washer and dryer, and a large screened balcony offering peaceful views of the resort and surrounding conservation area. This property operates as a short-term rental, allowing owners up to 179 days of personal use annually while benefiting from full-service, on-site management. The professional management team handles reservations, housekeeping, maintenance, and guest services—making ownership truly hands-off and ideal for out-of-state or international investors seeking passive income. The resort itself delivers a true destination experience, highlighted by the renowned Surfari Water Park featuring a lazy river and FlowRider surf simulator, along with multiple pools, lake access for water activities, fitness center, arcade, glow mini golf, on-site dining, spa services, and 24-hour concierge. Convenient shuttle service to Disney and close proximity to major attractions continue to drive strong occupancy rates year-round. The HOA fee provides exceptional value, covering utilities including electricity, water, cable, WiFi, pest control, and insurance—creating predictable ownership expenses. With continued tourism growth in the Orlando market, strong rental demand, and professional management already in place, this property presents an outstanding opportunity to own a high-performing income-producing asset in one of Florida’s most dynamic vacation corridors. Schedule your showing today and secure your place in this thriving short-term rental market.

Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)

Listing Agent: Michele Ranjbar (813-895-6122)

Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: **Model Home for Sale** Step inside the Jensen model home and experience a thoughtfully designed space that blends modern style with everyday livability. This two-story home welcomes you with a bright, open-concept first floor where the family room, dining area, and kitchen flow together effortlessly—perfect for hosting friends or enjoying a relaxed night in. The kitchen is the heart of the home, showcasing crisp white cabinetry, sleek hardware, built-in stainless steel appliances, and an oversized island with seating that’s ideal for casual meals and entertaining. Designer pendant lighting and light wood-look flooring add warmth and sophistication throughout the main living space. Upstairs, the private owner’s suite creates a peaceful retreat, complete with tray ceiling detail, a spacious walk-in closet, and a well-appointed en-suite bath. Two additional secondary bedrooms, a full hall bath, and an conveniently located laundry room make the second floor both functional and comfortable. At the back of the home, the covered lanai extends your living space outdoors and creates the ultimate entertaining zone. Wood-plank ceilings, a ceiling fan, built-in grill area, and a spa-style hot tub set the stage for relaxing evenings and weekend gatherings in true Florida style. With its charming exterior, rear-load garage, and designer finishes throughout, the Jensen model home perfectly reflects the lifestyle waiting for you at Lake Star at Ovation.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Stacie Brown Kelly (407-221-4954)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Image

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

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

Remarks: Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is Hamlin Elementary and Middle Schools. The home has been gutted and ready to customize your ideal floor plan. Plenty of room on the land to add a barn, ADU, or workshop. The lot contains wetland so a pond ebbs and flows on the property bringing all sorts of life to the land. Enjoy the tranquil ranch life with beautiful sunsets while remaining within minutes of shopping, restaurants, Disney, and access to the 429. Refer to Orange County Land Use Table for property use. Check with county to verify all current and future use.

Listing is courtesy of: THE PROPERTY PROS REAL ESTATE, INC (407-879-7591)

Listing Agent: Tamar Hill (818-445-8263)

Remarks: Welcome to Southern Pines in the heart of Winter Garden! This clean and well-maintained 1-bedroom, 1-bath upstairs condo offers bright, open living with a rare combination of features you won’t often find in the community. Positioned on the upper level, the home enjoys enhanced privacy and abundant natural light with windows on both sides of the building, creating an airy and inviting atmosphere throughout the open-concept living and dining area. The kitchen flows seamlessly into the main living space and features granite countertops, ample storage, and all appliances convey with the sale — making this home truly move-in ready. Enjoy peaceful views overlooking the community tennis courts and resort-style pool. Downstairs, the attached 1-car garage and generous under-stair storage closet provide exceptional storage space — a true rarity within the neighborhood. Enjoy maintenance-free living, with HOA fees covering lawn care, cable, internet and water. Spend your weekends exploring Winter Garden Village, just 1.5 miles away, or immerse yourself in the charm of historic Downtown Winter Garden, filled with cozy cafés, boutique shops, farmers markets, and more. Outdoor enthusiasts will appreciate easy access to the West Orange Trail, perfect for biking, jogging, or leisurely strolls. Commuting is effortless with quick connections to the Florida Turnpike, SR 408, and SR 429. The gated Southern Pines community offers impressive amenities, with the pool, hot tub, and clubhouse located across the street. Additional features include a covered playground, movie theater, game room, office space, outdoor kitchen with grills, tennis court, indoor basketball and racquetball courts, sand volleyball, and even a car wash station. Don’t miss your opportunity to own in one of Winter Garden’s most convenient and amenity-rich communities. Schedule your showing today.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Anna Gay Hunter (407-446-9878)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality.

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. The Porter floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Porter floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Images

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

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

Remarks: Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Katie Bray (407-779-6677)

Remarks: Attention investors!! Welcome to this beautiful townhome like new and rented until April 2027!!! Is located in the desirable Mezzano community in Winter Garden. This well-maintained property features a modern open-concept layout with spacious living and dining areas, perfect for both relaxing and entertaining. The main level includes a versatile flex space that can be used as a home office, study, guest space, or playroom, providing extra functionality. The kitchen offers contemporary cabinetry, quality appliances, and ample counter space.Residents enjoy a low-maintenance lifestyle with convenient access to shopping, dining, major highways, and top-rated schools. The community is ideally located just minutes from Winter Garden Village, downtown Winter Garden, and other popular Central Florida attractions. Whether you're looking for a primary residence, second home, or investment opportunity, this property offers comfort, convenience, and a great location in one of Winter Garden’s growing communities. Schedule your private showing today and experience everything this home has. Priced to sell!!!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Andrea Dale Gonzalez (407-984-1426)

Remarks: One or more photo(s) has been virtually staged. Welcome to Arlington with Bonus! This stunning 3,108 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own! SAMPLE IMAGE

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

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