Winter Garden Homes For Sale & Real Estate - 743 homes

Remarks: Disregard the days on the Market, Property has been occupied with guest, very good Income, do not let it go this property with lots of potential, this is the time. very good condition, lots of space, property ready.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Gloria Rojas (571-594-2589)

Remarks: LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage. The OUTDOOR LIVING Space is SPECTACULAR - $200,000 to Duplicate! Generous COVERED Patio PLUS additional Covered CABANA SPACE is 34 FEET LONG! DELUXE Heated POOL and SPA with Upgraded Pavers, PANORAMIC SCREEN, Large SUN SHELF with Bubblers, PEBBLETEC Surface, Mosaic Accent Tile, SALT SYSTEM, LED Lights and FULLY AUTOMATED SYSTEM for Chemicals! PLUS Ledge Loungers and Basketball Hoop are Included! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Upgraded Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK, SS APPLIANCES including BUILT-IN OVEN and COOK TOP with VENT HOOD and FRENCH DOOR Refrigerator. ! Large Pantry and Butler Pantry add Storage! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with CUSTOM CLOSET has a Bath that Features DOUBLE Vanities, OVERSIZED SHOWER and Garden Tub. FLEX Space can be Dining Room, Office or Living Room. Convenient Powder Bath and FULLY Remodeled Laundry Room with Cabinetry, Utility Sink and RO Water System Complete the First Floor. Entire First Floor has WOOD PLANK Porcelain Tile, 8’ Doors and 5 ¼ Molding. Stairs are Engineered Wood with Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK IN Closets – but Bedroom 3 has a CUSTOM CLOSET. Bedrooms 2 and 3 share Full Bath 2 and Bedrooms 4 and 5 Share a Jack-and-Jill Bathroom. These Owners Thought of Everything! Paver Path to Store Trash Bins, Gutters with LEAF GUARD, Salt Free Water Filtration System, Custom Valances, Interior Painted with QUALITY paint, AC with Ultraviolet Sanitizing, Upgraded PRIVACY Landscaping, Garage with EPOXY FLOOR, Overhead Storage Racks and CUSTOM Storage System! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

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

Listing Agent: Joann Best (407-963-2981)

Remarks: Stunning Home in Winter Garden – Prime Location! Welcome to this beautiful and meticulously maintained home located in the highly desirable Winter Garden area. This exceptional property offers the perfect blend of comfort, elegance, and modern convenience, with premium upgrades throughout. Featuring 4 bedrooms and 3 full bathrooms, the home is thoughtfully designed for both everyday living and entertaining. As you arrive, you are welcomed by a charming front porch with a landscaped garden, creating a warm and inviting first impression. Upon entering, a long hallway leads you into a spacious open-concept living area where the kitchen, dining, and living room flow seamlessly together. The kitchen is equipped with appliances, wood cabinetry, and a breakfast bar, offering both functionality and style. This home stands out with numerous upgrades, including a whole-house water filtration system, installed window treatments throughout, and automated blinds in the primary suite and master bathroom, adding both comfort and sophistication. All bathrooms feature glass shower enclosures, enhancing the modern feel of the home. The primary suite serves as a true retreat, offering dual sinks with quartz countertops, a soaking tub, and a beautifully tiled walk-in shower, complemented by the added convenience of automated shades. Step outside through large sliding glass doors to your private outdoor oasis. The fully fenced, oversized lot ensures maximum privacy and backs onto a protected conservation area with no rear neighbors, while also offering stunning, unobstructed lake views. The outdoor space is designed for entertaining, featuring a fully equipped summer kitchen with barbecue, perfect for gatherings or relaxing evenings. Additional features include a laundry room with built-in cabinetry and an extra water tank conveniently located in the garage, providing added efficiency. The property also features a leased solar panel system, which will be transferred to the new owner, delivering energy efficiency and potential savings on utility costs. Residents enjoy access to excellent HOA amenities, including a resort-style pool, playground, and scenic sidewalks throughout the community, perfect for outdoor activities. Ideally located near Walt Disney World, Hamlin Town Center, Horizon West, top-rated schools, and major highways, this home offers both a vibrant lifestyle and easy accessibility. Don’t miss this rare opportunity to own a highly upgraded home with breathtaking lake and conservation views in one of Central Florida’s most sought-after communities. Schedule your private showing today!

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)

Remarks: Best-Priced New Construction Opportunity in Winter Garden - Unlock Immediate Value. Welcome to 14804 Coscester Street, a modern new-construction home offering the perfect combination of space, functionally, and value in one of Winter Garden's fastest-growing corridors. This thoughtfully designed residence features an open-concept layout, spacious living areas, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space - ideal for both everyday living and entertaining. Generous bedroom and well-appointed bathrooms provide comfort and flexibility for a variety of lifestyles. What truly sets this home apart is its exceptional pricing relative to surrounding communities, making it one of the best vale opportunities currently available in Winter Garden. For buyers seeking maximum square footage, modern constructions, and long-term upside potential, this property delivers. Whether you're a first-time homebuyer looking to enter the market, or an investor seeking a strong rental asset in a high-demand area, this home offers immediate equity potential and long-term growth positioning. Additional highlights include: modern construction with efficient features; open layout with abundant natural light; competitive pricing designed to create instant value; ideal for primary residence or investment strategy. Priced to Sell - opportunities like this are rare in today's market. Schedule your private showing today and secure one of Winter Garden's best value homes.

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

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

Remarks: Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mariana Cezar Ovalle (407-427-3559)

Remarks: Pre-Construction. To be built. 4633 sq ft of living space, set on a sprawling 2.5 acre lot. Choose from this 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home or Lionshead Homes will design an alternative floor plan just for you! The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features a modern layout with luxurious finishes, a spacious kitchen, formal and informal dining, office, game room and a lavish Master Suite which features double tray ceilings, his and her closests, large shower and a freestanding tub. Outside, the large lot provides privacy and a peaceful escape, while still being conveniently close to Winter Garden’s vibrant amenities, including shopping, dining and top-rated schools. Ideal for Homeowners seeking a rural escape without compromising accessibility. Alternative floor plans for this homesite are available upon request.

Listing is courtesy of: HAMLIN REALTY (321-299-4279)

Listing Agent: Edward Guerrette Llc (321-299-4279)

Remarks: Under contract-accepting backup offers. Exceptional Lakefront Pool Home in the Gated Community of Hickory Hammock in Winter Garden. Positioned on a quiet cul-de-sac overlooking Lake Claire and Johns Lake Conservation, this impeccably maintained 4-bedroom, 3-bath residence showcases 3,844 square feet of thoughtfully designed living space and a 3-car tandem garage, seamlessly blending luxury, comfort, and the Florida lakefront lifestyle. The private outdoor retreat is designed for unforgettable entertaining, featuring a resort-style saltwater pool and spa with sun shelf, pool heater (2017), fire bowls, and wireless controls for the pool, spa, lighting, and water bowl. A dramatic two-story screened enclosure frames the outdoor living space while preserving peaceful lake and conservation views, creating the perfect setting for relaxing or entertaining while enjoying the tranquil waterfront setting. Inside, the home blends elegance and functionality with tile flooring throughout the first floor and engineered hardwood on the stairs and bonus room. The expansive family room features a stacked stone fireplace with wood mantle, creating a warm focal point for gatherings. Crown molding, upgraded lighting, and thoughtful details are carried throughout. The chef’s kitchen is ideal for everyday living and entertaining, showcasing espresso cabinetry, a large quartz island, glass tile backsplash, and an updated butler’s pantry and bar area with quartz counters, custom shelving, and designer tile accents. The first floor includes a bedroom and full bath, ideal for guests or multi-generational living, and all secondary bathrooms throughout the home have been beautifully updated, creating a cohesive, move-in-ready feel. An oversized custom laundry room features a sink, folding station, walk-in storage, quartz counters, and negotiable washer and dryer. Upstairs, the primary suite offers a private balcony with sweeping views of Lake Claire, conservation, and the sparkling pool below. Step onto the private balcony and take in the serene views of the pool and Lake Claire, creating a peaceful retreat to start or end your day. The fully renovated spa-style primary bathroom includes dual vanities, a glass-enclosed tile shower with rain head, and a freestanding soaking tub. A custom primary closet and flex room perfect for an office or nursery, separated by a barn door, add versatility. Additional upgrades include smart heated toilets throughout, Sonos sound system with three zones, Trex garage flooring, a 50-amp EV charger, whole-house water softener and filtration system, new dishwasher (2025), and interior and exterior paint within the last four years. The solar panels will be paid off at closing, providing energy savings, and a termite bond is in place. Residents of Hickory Hammock enjoy resort-style amenities including a clubhouse, fitness center, community pool, fishing pier, tennis courts, volleyball courts, dog park, playground, walking trails, and golf-cart friendly streets. Conveniently located near downtown Winter Garden, Winter Garden Village, major highways, and approximately 20 miles to Orlando International Airport. A rare opportunity to enjoy private lakefront living in one of Winter Garden’s most desirable gated communities.

Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)

Listing Agent: Denise Gregorie (407-463-0080)

Remarks: Under contract-accepting backup offers. $50,000+ BELOW APPRAISED VALUE (Appraisal report completed February 2026). BRAND NEW ROOF installed September 2025! Your dream pool home in the recently expanded, highly sought-after Golf Cart District in Winter Garden awaits! Set on a spacious corner lot just under a quarter acre, this stunning 5-bedroom, 4-bathroom home offers 2,994 sq ft of thoughtfully designed living space. The beautiful curb appeal, manicured lawn, and wide driveway set the welcoming tone that awaits inside. Upon entry, you'll find the formal living and dining rooms, which connect directly to the kitchen and make hosting holidays or gatherings feel effortless. The kitchen is a chefs dream, featuring stainless steel appliances, abundant counter space, crown-molded cabinetry, a breakfast bar, and generous storage. This kitchen makes meal prep of any size feels like a breeze! Just beyond, the dinette and family room create a cozy hub for everyday meals, movie nights, and time spent together. The primary suite is conveniently located on the first floor and provides a peaceful retreat with a large walk-in closet with custom shelving and an en suite bathroom complete with a soaking tub, separate shower, and dual vanities. A full laundry room with a sink and storage adds everyday ease. Upstairs, a versatile loft offers endless possibilities, whether a TV room, playroom, or home office, while additional bedrooms are bright and spacious, so everyone in the family can feel right at home. Step outside to the star of the show: a screened-in lanai and resort-style pool! Perfect for summer BBQs, refreshing dips in the pool, or relaxing evenings under the Florida sky, this lanai is waiting to be the backdrop for many memories to come. The pool was recently resurfaced in June of 2025 with a salt cell added in April 2023, providing you added peace of mind. A new A/C unit was also installed in August 2020. The fenced backyard provides a safe space for four-legged friends and little ones to roam freely, while upgraded Govee Permanent Pro Outdoor smart lighting enhances both holiday ambiance and outdoor entertaining. The location truly sets this home apart. You’re less than 10 minutes from downtown Winter Garden, where brick-lined streets, local boutiques, award-winning restaurants, and a beloved weekly farmers market create a vibrant small-town feel. Outdoor enthusiasts will love being minutes from the West Orange Trail for biking, jogging, or scenic walks, as well as close to Lake Apopka, nearby parks, and nature trails for weekend adventures. With easy access to major highways, commuting is a breeze! This home puts you just 20 minutes from Walt Disney World, plus close to top-rated schools, shopping, and everyday conveniences. This home has truly been cared for and exemplifies the best of Central Florida living. Don't miss out on this amazing property, schedule your private showing TODAY!!

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Grace Brazell (407-967-8608)

Remarks: Charming townhome in Waterleigh with 3 bedrooms, 2.5 baths, smart home technology, and a gourmet kitchen. Features an open living area, spacious bedrooms, and a versatile loft space. Offers modern living with creative and personalized options. It’s also located in a desirable community for tranquility and convenience. *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: Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake 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.*

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 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. Welcome to Arlington with Bonus! This stunning 4236 square foot, two-story floor plan boasts 6 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!

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! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm 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: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.

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 Image The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.

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

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

Remarks: Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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. 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: Short Sale. Bank Approved Price! Welcome to this meticulously maintained 5-bedroom, 2.5-bath home in the sought-after Hamilton Gardens Community. Designed for modern living, this home offers an open-concept layout where the kitchen seamlessly flows into the dining area and spacious family room, perfect for both everyday life and entertaining. The modern kitchen is a chef's delight, featuring Stainless Steel Appliances, a Gas Range, Granite Countertops, and a large island. The first floor also includes a formal dining room and Flex Room ideal for a home office, bedroom or den. Upstairs, we have a versatile loft, a spacious primary suite with a huge walk-in closet, dual vanities, a soaking tub, and a separate shower, plus three additional bedrooms bathroom and conveniently located Laundry Room. Enjoy thoughtful upgrades like a Water Softener, Water Treatment System, and Tankless Water Heater for ultimate efficiency. The fully fenced backyard comes equipped with water and gas lines ready for your Outdoor Kitchen. Residents enjoy fantastic community amenities, including a pool, playground, dog park, and soccer field. Located in the desirable Hamlin area of Winter Garden, this home is just minutes from Hamlin Town Center's shopping, dining, and entertainment, top-rated Orange County schools, the 429 Expressway, and a short drive to Walt Disney World and other Orlando attractions.

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Kavita Uttamchandani (239-691-2289)

Remarks: Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.

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 a home that feels right the moment you arrive. Set beneath the shade of mature oak trees on a 100-foot-wide lot in Winter Garden’s golf cart district, this beautifully maintained single-story home in Island Pointe invites you to slow down, breathe a little deeper, and truly enjoy where you live. The wide, covered front porch stretches across the entire front of the home, creating the perfect place for morning coffee, evening conversations, and everything in between. Step inside and you’re greeted by soaring vaulted ceilings and natural light that pours in from every angle, giving the home an open, airy feel that lives larger than its footprint. The layout flows effortlessly with multiple living and dining spaces designed for both connection and flexibility. At the center of it all is a generously sized kitchen with abundant counter space and a center island that opens seamlessly to the family room. This is where life happens. Holidays, casual dinners, and late-night conversations all find their place here. The split floor plan offers privacy and comfort. The owner’s suite is tucked away and serves as a peaceful retreat with a walk-in closet and a spacious en-suite bath featuring dual sinks, a garden tub, and a separate shower. On the opposite side of the home, two additional bedrooms provide the ideal setup for family, guests, or a home office. This home has been lovingly cared for and offers something buyers are always searching for but rarely find: solid construction with major system updates already done, including a newer roof, updated HVAC, and a brand new water heater. The finishes reflect its original character, giving you the opportunity to modernize at your own pace and build meaningful equity along the way. But what truly sets this home apart is the lifestyle. Located in the highly sought-after Golf Cart District of historic Downtown Winter Garden, you are just minutes from everything that makes this area so special. Hop on your golf cart or bike and head to Plant Street where you’ll find charming boutiques, incredible dining, live music, festivals, and the beloved Saturday Farmers Market. Enjoy local favorites like Crooked Can Brewery and Food Hall and Scoops Ice Cream only a quick ride away. Spend your weekends exploring the West Orange Trail or relaxing at nearby Newton Park, the City Pool, playground, fishing pier, and public boat ramp. Whether it’s a morning ride, an afternoon on the water, or an evening out, everything you need is right at your fingertips. Daily convenience is just as impressive, with multiple grocery options nearby and shopping along Highway 50. You are also close to top-rated schools, Winter Garden Village, AdventHealth, and have easy access to the 429 and Florida Turnpike. All of this, paired with low HOA dues and a welcoming, established neighborhood, makes this home not just a great purchase, but a smart investment in both lifestyle and long-term value. Homes like this do not come around often. A single-story layout, a prime location, strong bones, and the chance to make it truly your own. Come see it in person. Walk the space. Feel the openness. Sit on the front porch and imagine life unfolding here.

Listing is courtesy of: UPWELL REALTY LLC (407-926-9960)

Listing Agent: Kyle Madorin Pa (407-504-9247)