Winter Garden Homes For Sale & Real Estate - 681 homes

Remarks: Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!

Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)

Listing Agent: Marlon Vega (407-791-0572)

Remarks: Under contract-accepting backup offers. Welcome Home! This beautiful 3-bedroom, 2.5-bath home is perfect for both everyday living and entertaining. As you enter, the open-concept floor plan and soaring vaulted ceilings create a bright, welcoming atmosphere. The executive kitchen is a standout, featuring quartz countertops, stainless steel appliances, a convection cooktop, a spacious center island, and a breakfast bar—ideal for hosting or preparing your favorite meals. When it’s time to unwind, head upstairs to the expansive primary suite, which includes dual closets, dual vanities and quartz countertops. Towards the back of the home, the large screened-in lanai offers the perfect space to relax with your morning coffee or entertain guests while enjoying peaceful outdoor views. Additional highlights include ample storage throughout, a fenced-in corner lot—perfect for pets—and a layout designed for comfort and convenience. You’ll love living here!

Listing is courtesy of: TED WANGSANUTR (949-357-8741)

Listing Agent: Ted Wangsanutr (949-357-8741)

Remarks: COME set your eyes on your Gorgeous 2-Story Winter Garden DREAM HOME located in the Highlands at Summerlake Groves! As soon as you walk through the front door you'll notice the tall 9 ft Ceilings and see the Openness in the Large Living Room, Dining Room, and Kitchen area that is all light & bright with tons of windows and a Sliding Glass door leading out to your Back Porch with Pavers and Fenced-In Back Yard. The Kitchen comes equipped with Granite Countertops, all Stainless Steel GE Appliances including Fridge, GAS Stove, Built-In Microwave, Dishwasher, LARGE Granite Island with Sink and nice Backsplash in a Herringbone pattern. The Primary Bedroom and Two More Bedrooms are Located Upstairs with the Split Bedroom Floorplan along with a Second Living Room on the 2nd Floor for all your family's needs. The Primary Bedroom features an En-Suite Bathroom with a Large Shower, Doule Sinks, Walk-In Closet, and a PRIVATE BALCONY! All of the Upstairs has NEW Carpet by SHAW. Inside Laundry Room is located upstairs. Tankless Water Heater. The HOA features: Swimming Pool, Playground, Tennis Courts, and Dog Park. Golf Carts are Welcome! The Neighborhood is very close to Orange County National Golf Course which is a public golf course. Close to Hamlin that features lots of Shops, Restaurants, Publix Grocery Store, Wal-Mart, a Movie Theatre and more! Don't miss your chance to make this house your home!

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

Listing Agent: Joanna Browning (407-453-3000)

Remarks: Welcome to this stunning 4-bedroom, 3.5-bath residence in the highly sought-after Waterleigh community. The popular Clearden floor plan features a thoughtfully designed layout with the owner's suite, two additional bedrooms, and a spacious loft on the second floor, plus a private guest suite conveniently located on the main level. The owner's bath showcases dual granite vanities and a generous walk-in closet. The stylish kitchen offers stainless steel appliances, granite countertops, and flows seamlessly into the expansive family room-perfect for entertaining. This two-story block concrete building lot premium is located in a strategic area of the community, with no neighbors in front or behind it. The home has central water softener system, automated blinds and has never had pets. Outside, you'll appreciate the brick paver driveway, extended rear patio, and a covered, screened lanai ideal for relaxing evenings. Waterleigh residents enjoy exceptional amenities, including two elegant clubhouses, resort-style pools, fully equipped fitness centers, putt-putt golf, beach volleyball, tennis courts, a lakeside BBQ and picnic area, a dog park, and much more. Schedule your visit today to see this beautiful home discover why this vibrant Winter Garden community is truly a must-see!

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Marcos Paulo Nero, Llc (407-923-5128)

Remarks: The Birch — 2 Bed / 2 Bath Condo-Hotel The only floorplan at The Grove with two true primary suites. Most two-bedroom resort units give you a primary suite and a noticeably smaller second room. Not the Birch. Both bedrooms are generously sized, both feature private en suite baths, and both feel like the primary suite — making this the ideal choice for two couples traveling together, multi-generational families, or anyone who refuses to give their guests a consolation prize room. Inside, you’ll find an open living and dining area, a full kitchen — not a kitchenette, a full laundry room, — and a private balcony. This acts like a home, not just a hotel room. As an owner, enjoy up to 179 days of personal use per year at no nightly charge, while your unit earns rental income through the resort’s fully managed program the rest of the time. Located just 3 miles from Walt Disney World® and minutes from the new Epic Universe, demand for premium accommodations in this corridor has never been stronger. Zero management hassle. · Two primary suites. · One exceptional investment.

Listing is courtesy of: MBI REALTY LLC (407-821-5036)

Listing Agent: Bill Traback (407-821-5036)

Remarks: Price reduced & now offering $7,000 towards closing or rate buy down! Tucked inside the gated community of Roper Reserve with a low HOA and just 5 minutes from Winter Garden Village and charming Downtown Winter Garden, this beautifully upgraded home offers the perfect blend of location & lifestyle. Featuring 3 spacious bedrooms plus a versatile additional room (ideal for an office, playroom, or guest space) and 2 bathrooms, the thoughtful split floor plan provides privacy with a secluded primary suite and oversized custom closet system. Inside, you’ll find extensive updates including fresh paint, upgraded bathroom fixtures and mirrors, designer lighting and fans, custom blinds, and French doors leading out to the pool deck. The kitchen is a standout with $50,000 in builder upgrades, a gourmet layout, Samsung Bespoke appliances, and a stylish coffee bar complete with mini fridge. Custom closet systems throughout add both beauty and function. Step outside to your private backyard retreat featuring a heated pool with travertine deck, fully fenced yard, and an impressive tiki hut equipped with a grill, burner, TV, and two refrigerators—perfect for entertaining year-round. The exterior is also plumbed for an outdoor sink and shower. Additional highlights include a garage with shark-coated floors, bike rack and shelving, security cameras, Nest system, living room TV, Home Warranty and even pool lounge chairs and umbrella included. This move-in-ready home combines thoughtful upgrades, indoor-outdoor living, and an unbeatable location close to shopping, dining, and everything Winter Garden has to offer.

Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)

Listing Agent: Lana Larrivee (407-341-8814)

Remarks: Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.

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

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

Remarks: Under contract-accepting backup offers. !!SIGNIFICANT PRICE REDUCTION!! Come see this perfect GEM, nestled in the desirable Summerlake community in Winter Garden. This corner lot home features over 1700 sq ft, 3 bedrooms - 2 bathrooms- plus Bonus Den/Office, large kitchen that opens up to the family room and a rear load 2 car garage. The kitchen features 42"upper cabinets, spacious island, granite countertops, Stainless steel appliances and GAS COOKING RANGE for the inspired chef. Enjoy winding down at the end of the day on your front porch with a perfect view of the Disney Fireworks! As a resident of Summerlake you will enjoy the lakefront club house with resort style pool, fitness center, tennis courts, dog park and the many miles of sidewalks for evening or morning strolls. For ease of maintenance the HOA takes care of the lawns for you! Summerlake is a popular and well-designed community with the best of shopping and entertainment around you and all in close proximity to the FL-429, Florida Turnpike, East-West expressway and connections to Interstate-4. Don't let this one slip away as it won't last long, the true diamond that IT IS.

Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)

Listing Agent: Lindsy Holland (321-900-2389)

Remarks: Under Construction. Welcome to a charming Sandhill townhome in Waterleigh, offering comfort and modern convenience. Features include 1,816 sq ft, 3 bedrooms, 2.5 baths, a garage, loft space, and smart home technology. The open layout includes a bright living area, gourmet kitchen, and dining space. Upstairs, find spacious bedrooms and a versatile loft. Also includes smart home features that enhance comfort and convenience in this desirable community. *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: READY NOW! THE SELLER WILL CONTRIBUTE $ 5,000 TOWARDS CLOSING COST FOR THE BUYER. This spacious 3-bedroom, 2-bathroom home is perfect for anyone seeking modern comfort and style. Step inside and you'll immediately notice the open floorplan, which boasts plenty of natural light and provides ample space for entertaining. No HOA, one-story floorplans featured in Winter Garden, Florida. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,210 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and entertaining. The kitchen features quartz countertops, stainless-steel appliances and a which are sure to both turn heads and make meal prep easy. You’ll never be too far from the action with the living and dining area right there. In every bedroom you’ll have tile floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom located in the rear of the home has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity. just minutes from the vibrant and historic Downtown Winter Garden.

Listing is courtesy of: BELLA FLORIDA REALTY LLC (321-200-5981)

Listing Agent: Bosco Meira (321-200-5981)

Remarks: ***SELLER OFFERING $17,000 TOWARDS BUYER'S CLOSING COSTS!*** 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. From the moment you step inside, 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. Whether you’re relaxing at home or taking advantage of nearby attractions, shopping, and dining, this property offers the best of both worlds. 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: One or more photo(s) has been virtually staged. Under Construction. Sample Images Harbor Town Home – Stylish End Unit Living Beautiful end-unit townhome offering 1,644 sq. ft. of thoughtfully designed living space, featuring three bedrooms, two and a half baths, and a spacious two-car garage with a charming paver driveway. Step inside to impressive tall ceilings, enhancing the natural light and creating a bright, open, and airy atmosphere throughout. Elegant linen cabinets and sleek quartz countertops, perfectly paired with durable, designer-inspired RevWood laminate flooring that flows seamlessly across the first floor. A perfect blend of style, functionality, and modern comfort—ideal for everyday living and effortless entertaining.

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 Anna Maria with Bonus floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage,

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 Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with the bonus room., with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

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 Anna Maria floor plan is a beautifully designed one-story home offering four bedrooms and two and a half bathrooms, thoughtfully arranged for comfortable everyday living. The open-concept layout features a spacious great room that flows effortlessly into the kitchen and dining area, creating an inviting space for entertaining or relaxing at home. The private primary suite includes a well-appointed ensuite bath and a generous walk-in closet. A covered patio extends the living space outdoors, while the two-car garage adds convenience and functionality. With 2,235 square feet of well-designed living space, the Anna Maria delivers both style and practicality in a layout that fits most lifestyles.

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

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

Remarks: Located in a Golf course community. Extensively upgraded 5-bedroom, 3-bath home with one office and approximately 3,238 sq ft located in a guard-gated Winter Garden community offering resort-style amenities just a short walk away. Community features include a large pool, fitness center, tennis courts, basketball court, soccer field, pickleball, volleyball, and more. Major upgrades include a metal roof, two new AC units, renovated kitchen with quartz countertops and backsplash, a remodeled primary bathroom and an infrared sauna in Master bedroom.. Interior highlights include zebra blinds, custom drapes, in-ceiling theater speakers, and six TVs included. The backyard is designed for entertaining with a custom outdoor kitchen (1 year old), remote 15-ft motorized awning with lighting, pool up to 8 ft deep with child safety fence, LED color-changing lights around the pool, soffits, and landscaping, plus hard-wired security cameras surrounding the property. Additional features include beige gutters, a 3-car garage with extensive storage racks. Located minutes from Publix, restaurants, dentist offices, and major highways including the 429 and Turnpike, providing quick access throughout Central Florida. A must see to fully appreciate — too many upgrades to list.

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

Listing Agent: Danny Boodhoo (407-462-3165)

Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with peaceful courtyard view—perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.

Listing is courtesy of: GENSTONE REALTY (407-237-0905)

Listing Agent: Shaunda Hall (407-625-4044)

Remarks: Experience the ultimate Orlando resort lifestyle and investment opportunity at The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations located just minutes from Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. This fully furnished, turnkey condominium offers a spacious open-concept layout with a beautifully designed kitchen, bright great room, oversized windows, and a private balcony with sought after peaceful WATER AND POOL VIEW —perfect for enjoying Florida’s sunshine and serene surroundings. Designed for both comfort and flexibility, this condo features 2 bedrooms with a split layout for added privacy, spacious living areas, and 2 spa-inspired bathrooms with features such as garden tubs, tiled showers, and dual vanities. Large-screen televisions, modern finishes, and stylish furnishings create a welcoming retreat for owners and guests alike. This is a comfortable place to unwind after a day of fun. The Grove Resort is a world-class, family-friendly destination offering exceptional amenities and a true “escape within an escape.” The highlight is the spectacular Surfari Water Park, featuring a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Guests also enjoy access to multiple resort pools, hot tubs, and a 20-acre activity lake with a private dock ideal for fishing or relaxing by the water. Additional amenities include Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, Byte grab-and-go market, Flip Flop’s Family Fun Center, arcade, game room, and on-site dining and entertainment. Relax and recharge at the full-service spa and modern fitness center, or enjoy the convenience of daily shuttle transportation to Disney World, Universal Studios, and SeaWorld. Ownership is truly hassle-free, with professional on-site hotel management handling bookings, guest services, and maintenance, making this an ideal hands-off income-producing investment property or personal vacation retreat. With its unbeatable location, incredible amenities, and strong rental potential, The Grove Resort offers the perfect combination of luxury, lifestyle, and investment value in the heart of Orlando’s world-famous attractions.

Listing is courtesy of: GENSTONE REALTY (407-237-0905)

Listing Agent: Shaunda Hall (407-625-4044)

Remarks: WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.

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

Listing Agent: Nastassja Toombs (910-703-6453)

Remarks: Under Construction. The Cooper presents 2,078 square feet of refined living space, featuring three generously sized bedrooms and two and a half elegantly appointed bathrooms. The gourmet kitchen showcases exquisite painted Harbor cabinets, sleek quartz countertops, and modern finishes. High ceilings and an open-concept layout create a bright, airy atmosphere. Nestled facing conservation land and situated on an end-unit corner homesite, the property offers captivating front and side views, blending natural beauty with modern luxury.

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

Listing Agent: Cindy Sapp (352-516-2843)