Winter Garden Homes For Sale & Real Estate - 954 homes

Remarks: Motivated sellers!!! Sellers are offering $10,000 in concessions for the renovation of a new kitchen!! Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access to the Turnpike and 429, both just 2 miles away. Inside, the home is in excellent condition and features renovated bathrooms along with high ceilings that create a bright, spacious feel. Whether you’re seeking a cozy place to call home or a solid investment property, this townhouse checks all the boxes. Lawn care is included in the HOA, making maintenance effortless. Nestled in a vibrant community and offering one of the best locations in Winter Garden, this townhome won’t stay on the market long. Schedule your showing today and make it yours!

Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)

Listing Agent: Joshua Cromwell (407-690-8420)

Remarks: Under contract-accepting backup offers. Welcome to The Orchard, a tidy gated community of townhomes in sought-after Winter Garden. This residence blends modern comfort with low-maintenance living, offering a bright, open layout that feels inviting from the moment you step inside. Thoughtful upgrades elevate every space—stylish flooring, fresh finishes, and a contemporary color palette create a clean, move-in-ready atmosphere. The kitchen serves as the heart of the home, featuring new appliances, fine cabinetry, sleek countertops, and a functional layout ideal for everyday living. The open-concept living and dining areas flow seamlessly to a private outdoor space, perfect for morning coffee or unwinding at the end of the day. Upstairs, spacious bedrooms provide comfort and flexibility, while the primary suite offers a peaceful retreat with generous closet space and an updated en-suite bath. A dedicated laundry area and attached garage add convenience to the home’s thoughtful design. Residents of The Orchard enjoy gated security, a tranquil pool area and playground, and a prime Winter Garden location just minutes from shopping, dining, top-rated schools, and the charm of downtown Winter Garden. Tastefully updated, well-maintained, and ideally located—this townhome is the perfect blend of style and convenience.

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Drew Ross (407-383-6497)

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. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. PORTER Townhome offers 3 Bedrooms, 3 Baths with a large open first floor. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or exploring local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, bask in the sun-drenched community clubhouse, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.

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 Harbor 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 Harbor 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 Berkley model features 2,102 square feet of well-designed living space across two stories, with an above-garage Apt 602 sqft.This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. The apartment is above the garage with a private entrance. This neighborhood features a variety of townhomes and single-family homes on multiple-sized homesites, with spacious floor plans designed to support a wide range of lifestyles, from growing families to move-up buyers seeking more room to live and entertain. Located just minutes from Hamlin Town Center, Winter Garden Village, and historic Downtown Winter Garden, Hamlin Meadows places shopping, dining, and entertainment close to home. Residents will also enjoy access to nearby parks, trails, and outdoor recreation, along with proximity to highly regarded Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School.

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

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

Remarks: Pre-Construction. To be built. Welcome to one of the most anticipated new builds at Grove at the Harvest District — the Sunburst Plan by Davila Homes, a luxury new construction masterpiece designed for those who prioritize space, style, and lifestyle. Spanning 4,204 livable square feet with 5,665 total square feet, this stunning 5-bedroom, 5.5-bath estate is thoughtfully designed from the ground up to blend elevated living with effortless entertaining. Every inch reflects Davila Homes' signature commitment to superior craftsmanship, custom finishes, and exceptional attention to detail. Step inside and discover a floor plan built for the way you actually live — an executive office for focused work, a versatile loft for flexible living, and a gracious layout that flows naturally from the heart of the home to the outdoors. The second-floor covered terrace invites year-round relaxation with a front-row view of your private retreat below, where a custom pool and fully equipped summer kitchen set the stage for unforgettable gatherings. The three-car garage rounds out a home that delivers on every level — from daily functionality to that rare feeling of arriving somewhere truly special. Located within the coveted Grove at the Harvest District, this is more than a home — it's a legacy address in one of Central Florida's new communities.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Alexis Anderson (561-670-5901)

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 by Dream Finders Homes. 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. 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. 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: Welcome to your dream home in the vibrant community of Winter Garden! This prestigious 3-bedroom, 2-bath SOLAR residence boasts an expansive 2,170 sq ft of luxurious living space, perfectly blending comfort and modern amenities. As you step inside, you’ll be greeted by a grand hallway that leads you to spacious rooms adorned with elegant ceramic tile floors throughout. The heart of the home features a beautifully designed kitchen complete with a large ISLAND, stainless steel appliances, a wall oven, a gas stove, and a generous WALK IN PANTRY—perfect for culinary enthusiasts and entertaining guests. Retreat to the master suite, which offers a spacious walk-in closet and a spa-like ensuite bathroom, featuring a glass shower, his-and-her vanity with DOUBLE SINKS, providing both luxury and convenience. The additional bedrooms are also large and well-appointed, ensuring plenty of room for family or guests. The indoor laundry room adds essential functionality to your daily routine, while the screened rear porch invites you to relax and unwind as it overlooks the serene Florida nature—your private sanctuary awaits! Lakeshore Preserve enhances your lifestyle with resort-style amenities, including a community pool, a fitness center with a yoga room, a sand volleyball court, a pier, a fire pit, a playground, a dog park, and a clubhouse—all designed to foster a sense of community and leisure. Family-friendly, this home is located within A-rated school districts and is conveniently close to Disney, dining options, major highways, and world-class medical care. Experience the blend of luxury, comfort, and convenience that this stunning home has to offer in a dynamic and amenity-rich community. Don’t miss out on this incredible opportunity to make it yours! Schedule a private showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jaqueline Santos De Tabares (786-452-5684)

Remarks: Welcome to this beautifully maintained corner townhouse in the sought-after Orchard Hills community of Winter Garden, offering 3 bedrooms, 2.5 baths, a 2-car garage, and abundant natural light throughout. As you enter the home, you are welcomed into the dining area which then flows seamlessly into the spacious living room and kitchen, creating an inviting layout perfect for everyday living and entertaining. Tile flooring extends throughout the downstairs living areas, kitchen, and wet areas for style and easy maintenance. The kitchen features stunning granite countertops that contrast beautifully with the white cabinetry, along with stainless steel appliances all included. Upstairs, you’ll find all three bedrooms with comfortable carpet flooring, as well as a convenient laundry room complete with washer and dryer. The primary bedroom offers private access to a balcony where you can enjoy peaceful water views and relax in a serene outdoor setting. Residents of Orchard Hills enjoy exceptional amenities including a clubhouse, fitness center, picnic area with grills, dog park, playground, and a vibrant community atmosphere with events and social clubs designed to build lasting relationships.

Listing is courtesy of: CT HOMES REALTY CORPORATION (407-578-6545)

Listing Agent: Francisco Nieves-Taranto (321-248-4149)

Remarks: Opportunity Knocks with an amazing Price!! Looking for an Investment Fully Furnished STR that is managed for you and pays for itself when you are not vacationing? HERE IT IS! *One of the nicer Views & easier location to get to at The Grove Resort* The Grove Resort is a family Vacation Destination in the Orlando Florida area with a great location near Walt Disney World Theme Parks like Magic Kingdom, Epcot Center, Animal kingdom, and Sea World, Universal Studios, the Premium Outlets, many Restaurants, Golfing, Places of worship, etc. The occupancy rate here is very high and is managed very well. This Unit located in Building 2 and on the 2nd Floor has 2 Bedrooms, 2 Bathrooms, Stackable Full Size Laundry closet, Living, Dining and Fully Stocked Kitchen area within 1,375 sq feet under AC. There is a long-screened balcony as well with a beautiful view of the Palm Trees, lake and garden. **Parking right by this unit in garage and enter in for just a short walk and this makes this unit very desirable** You have access to all amenities such as the heated pools, SPA, Flip Flops Arcade, GYM, Surfari Water Park with a Lazy River & Learn how to surf with the dual FlowRider® surf simulator plus the 2 story water adventure, three slides, water spouts, and a wading pool, massage room, walking paths, restaurants(Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market Place(Yummy Pizza made here), Bar and much more. Add to your short list to view while in Orlando. BONUS: There is daily transportation to Walt Disney World Theme Parks, Universal Orlando, Hollywood Studios & SeaWorld! Did I mention there is an APP with Resort Events information that has an array of exciting activities planned to make your stay even more fun like Karaoke, Fishing Tournament on Lake Austin, Slime Time, Scavenger Hunts, National Beer Day, National Cheddar Fries Day and more. Any Repairs and Replacements are included & the onsite hotel management handles all the check-in and check-out, cleaning, accounting, advertising, and everything else! You are able to vacation here up to 120 days a year. Call us to own a piece of paradise in Florida where you can Own, Enjoy, Cover expenses at a World Class Vacation Condo-Hotel!!

Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)

Listing Agent: Bert Baalbaki, Cdp (813-507-8348)

Remarks: $5000 Buyer Credit for Closing Cost or Interest Buy Down! Experience exceptional privacy and refined living in this beautifully designed 4-bedroom, 2.5-bath residence with a dedicated office nook, perfectly positioned on one of the most desirable lots in the community. This thoughtfully crafted one-story home offers effortless elegance, functional design, and seamless indoor-outdoor living. The versatile fourth bedroom—featuring striking double barn door entry—is currently utilized as a den/office/study (no closet), providing flexibility to suit your lifestyle. A centrally located office nook, tucked discreetly behind a stylish barn door in the hallway, enhances the home’s smart, streamlined floor plan while maintaining privacy and convenience. At the heart of the home, the expansive gourmet kitchen impresses with granite countertops, a farmhouse sink, double built-in ovens, a cozy coffee station, abundant cabinetry, and exceptional storage throughout. The kitchen opens beautifully to the great room, creating an ideal layout for entertaining and everyday living. The spacious primary suite offers a true retreat, complete with a spa-inspired bath, an incredibly generous walk-in closet, and serene finishes designed for comfort and relaxation. Two additional well-proportioned bedrooms provide ample space for family or guests. The oversized laundry room functions as a full-service utility space, offering extensive storage, workspace, and organization. Step outside to an oversized pavered, covered lanai overlooking a fully fenced yard with white PVC fencing—perfect for outdoor entertaining or quiet evenings at home. 2-car garage with professionally sealed flooring. Impeccably maintained and truly move-in ready, this residence delivers luxury, comfort, and thoughtful design at every turn.

Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)

Listing Agent: Gail Higley (407-222-6633)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Images Welcome to this beautifully designed six-bedroom, four-bathroom home located in the sought-after, newly developed Hamlin Meadows community. Offering an ideal blend of space, functionality, and modern living, this thoughtfully crafted floor plan features the primary suite and additional bedrooms on the main level, with the fifth and sixth bedrooms privately situated upstairs along with a spacious bonus room—perfect for a media room, game room, or guest retreat. The main level showcases an open-concept layout with a generous great room, dining area, and well-appointed kitchen that flows seamlessly for both everyday living and entertaining. The primary suite offers a comfortable retreat with a large walk-in closet and private bath. Additional bedrooms on the first floor provide flexibility for guests, office space, or multi-generational living. Upstairs, you’ll find two additional bedrooms and a full bath, along with an expansive bonus room that adds valuable living space. Hamlin Meadows is a thoughtfully planned community offering a variety of homesites and product types, including rear-load townhomes and single-family homes. Conveniently located just minutes from Hamlin Town Center, residents enjoy easy access to shopping, dining, and entertainment.

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

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

Remarks: Welcome to this beautiful and well-maintained home located in the highly desirable community of Winter Garden. This charming property offers a perfect blend of comfort, functionality, and modern living. Featuring a spacious layout, the home provides ample natural light throughout, creating a warm and inviting atmosphere. The kitchen is designed for both convenience and style, with plenty of cabinet space and room to entertain. The living and dining areas flow seamlessly, ideal for gatherings and everyday living. The bedrooms are generously sized, offering comfort and privacy, while the bathrooms are well-appointed. The property also includes a private outdoor space, perfect for relaxing or enjoying Florida’s year-round sunshine. Conveniently located near major highways, shopping centers, restaurants, and top-rated schools, this home offers both tranquility and accessibility. Don’t miss this opportunity to own a home in one of Winter Garden’s most sought-after areas!

Listing is courtesy of: DTB FLORIDA REALTY, INC. (786-543-8296)

Listing Agent: Pedro Henriq Stuart Lima (813-943-7731)

Remarks: Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Estimate completion Fall 2026. Our Kellogg Townhome features a covered entry that leads to an open and expansive living space, L shape cabinet kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The master bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower.

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

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

Remarks: REDUCED TO SELL!! 5TH FLOOR, FAMILY UNIT, 8 SLEEPER. Stunning luxury second /investment home next too the lobby. The Grove Resort, and Spa Orlando Florida is a high end, state of the art, two bedroom, fully furnished condotel. Quartz counter tops, stainless steal appliances, oversized balcony, and magnificent primary bedroom with king size bed, guest room sporting two queen size beds, and a sleeper sofa in the living room. This condo is one of the sought after “family” units in the rental program of the Grove resort, and accommodates 8. All utilities are included in the association fee; electric, water, sewage, garbage, WiFi, cable, pest control, both internal and external, and external insurance. The Grove Resort is located minutes from Disney Springs, Animal Kingdom, Magic Kingdom and Epcot. Enjoy our free daily shuttles to Disney World theme parks every day from the Grove Resort lobby. The resort is famous for its wealth of amenities. This is a Resort you will not want to leave. The Grove is set on the 20 acre Lake Austin, a place of outstanding natural beauty. Come down to the private pier, and have a guided pontoon boat tour, or rent the swan paddle boats, or kayaks. Fishing is popular with many guests. Bring your own rod, or rent at the pier, and enjoy tranquil fishing. Also included with your condo is our enormous Hoopla Games room, and indoor glow miniature golf. Guests, and owners enjoy full access to the famous on site water park called The Safari, lazy river circumferencing the water park, and a wonderful flow rider surf machine, with lessons available, tunnel rides, along with an enormous grand pool. You can also enjoy the three additional serene quiet pools, fitness center, walking trails, biking trails, playground, outside, and inside bars, the Element Bar, and lounge, Valencia Restaurant, the Long board Bar, and Grill, and the Alfresco Market, and daily concierge. The Grove Resort management are site, taking care of your every need. Owners receive discount off food, beverage, merchandise, and any services the resort offers. Owners can use their condo 179 days a year, and still enjoy the wonderful opportunity of their condo being rented while they are not using it. A clever second home in the heart of the Disney attractions. A must see. Call today.

Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)

Listing Agent: Moire Mckibbin (407-361-1139)

Remarks: Stunning 3-bedroom, 2.5-bath townhome in the highly desirable Winter Garden area! This home offers a bright and inviting atmosphere with a sought-after south-facing exposure, filling the space with natural light all day long. Featuring a modern open layout, spacious living areas, and all bedrooms privately located upstairs, it’s designed for both comfort and functionality. Perfectly located just minutes from shopping, dining, and major highways, this property is ideal for homeowners and investors alike. Don’t miss the opportunity to own a beautiful home in one of Central Florida’s fastest-growing communities!

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Jenny Caso (407-694-9682)

Remarks: Stunning 2-bedroom, 2-Bath condo on the second floor, 1276 sq ft, with new carpet in the bedrooms and stairs. All Appliances updated in the last few years, and the A/C is just a little over a year old. Walk to the pool, enjoy views of the retention pond, and be close to all the community amenities. Don't miss this gem?

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

Remarks: Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and dinning areas. Elegant crown molding adds a touch of sophistication throughout, while European-style blinds bring a modern and functional design element to every room. The primary suite offers a peaceful retreat with a walk-in closet, complemented by well-sized secondary bedrooms. Enjoy Florida living with a covered patio, landscaping backyard, and two-car garage for convenience. Located just minutes from Disney, Hamlin Town Center, top-rated schools, shopping, dining, and major highways, this home is perfectly situated for both comfort and lifestyle. Don't miss the opportunity to own this beautifully upgraded Winter Garden property!

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Stephanie Li (407-538-7599)