Winter Garden Homes For Sale & Real Estate - 742 homes

Remarks: HUGE PRICE REDUCTION! Don’t miss this rare opportunity to own a fully furnished, turn-key 3-bedroom, 2-bath resort condo at the world-famous Grove Resort & Water Park, just minutes from Disney. Located in Building 2, Unit #2129 offers tranquil conservation views from your private balcony and quick access to the resort’s incredible amenities. Whether you’re seeking a personal vacation retreat or a hands-free income-producing property, this condo delivers both. With a proven rental history and participation in the professionally managed short-term rental program, you can generate income seamlessly when you’re not here. Guests can enjoy the Surfari Water Park, multiple pools, spa, fitness center, restaurants, lakefront pier, and more—completely worry-free. Act quickly—this unit is a guest favorite, showings are limited, and opportunities like this don’t last.

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

Listing Agent: Arturo Delfierro Pa (786-273-5715)

Remarks: This absolutely immaculate home features 5 bedrooms and an open concept floor plan design for relaxation and entertainment which showcases a beautiful kitchen with granite countertops, natural gas range, coffee bar, walk-in pantry, and center island with bar seating. There is a spacious living area perfect for entertaining and relaxation plus a formal dining room. The primary suite is on the 1st floor and it features a large walk-in closet and a lavish master bath. On the second floor you will find a generous bonus/game room and four other bedrooms. Enjoy the convenience of a laundry room on each level. Step outside and relax in the spacious covered porch. The community of Summerlake offers fantastic amenities such as: clubhouse, fitness center, resort style swimming pool with splash pad, dog park, bike paths, and scenic walk trails.

Listing is courtesy of: COLDWELL BANKER SOLOMON (407-348-3322)

Listing Agent: Delza Hopkins (321-443-6996)

Remarks: SELLER IS OFFERING $10,000 TOWARDS CLOSING COSTS! A DreamFinders Masterpiece! Experience the perfect blend of modern luxury and everyday comfort in this stunning 4-bedroom, 3-bath custom-built home in the sought-after Wincey Groves community. Built in 2020 by DreamFinders Homes, this residence showcases thoughtful design, quality craftsmanship, and a location that truly embodies the best of Winter Garden living. Step inside to discover a spacious 3-way split floorplan with tile flooring throughout—beautiful, durable, and easy to maintain. The open-concept living area flows effortlessly from the gourmet kitchen into the dining and living spaces, complete with built-in surround sound for an elevated entertainment experience. The kitchen itself is a chef’s delight—featuring solid wood cabinetry, granite countertops, stainless steel appliances, and a large center island perfect for hosting family and friends. Enjoy upgraded custom shutters throughout, a large laundry room with custom cabinetry and utility sink, and a 2-car garage with a paved driveway. The primary suite, set privately at the rear of the home, offers a peaceful retreat with ample closet space and custom built-in storage. The primary bath is spa-inspired, featuring a dual-sink vanity, rainfall shower, and a frameless glass enclosure. Step outside to your screened-in patio—the ideal place to unwind. Complete with wood-look tile flooring and a built-in refreshment center, it’s perfect for quiet mornings or evening gatherings. And with no rear neighbors, you’ll enjoy privacy and tranquility every day. Plus, there’s no CDD fee—an added bonus for value-conscious buyers. About Wincey Groves: Wincey Groves is one of Winter Garden’s most desirable communities, known for its quiet charm, beautifully maintained homes, and convenient location. Residents love the neighborhood’s tree-lined streets, walkability, and proximity to everything that makes Winter Garden special. About Winter Garden:Nestled just minutes from Historic Downtown Winter Garden, residents enjoy access to boutique shops, farm-to-table restaurants, lively bars, and the popular Plant Street Market. The area is experiencing tremendous growth, combining small-town charm with modern convenience. You’re close to top-rated schools, major commuter routes like SR-429 and the Florida Turnpike, and just a short drive to Orlando’s world-class attractions and entertainment.

Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (863-701-2350)

Listing Agent: Andrew Fearn (863-812-1755)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus and 5th Bedroom, an award-winning 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. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. 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. Welcome to the Arlington with Bonus! This stunning 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 w/ Bonus and 5th Bedroom, an award-winning 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. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. 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. ARLINGTON bonus 6 bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The 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, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

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 Carter offers a well-designed living space with 3 bedrooms, 3.5 baths, and a 2-car garage. The open-concept layout features a spacious family room, a gourmet kitchen with a large island and pantry, and a dining area. The primary suite includes a luxurious bath and walk-in closet, while additional bedrooms provide comfort and privacy. An optional above-garage apartment adds flexibility, perfect for guests or rental income. Other highlights include a covered lanai and a functional laundry room, blending style with practicality.

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

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

Remarks: Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan. The chef’s kitchen features abundant real wood cabinetry, upgraded granite countertops, and a cozy eat-in area, all overlooking a spacious family room ideal for gatherings. Large windows fill the space with natural light and frame your private rear courtyard—an outdoor area with serious potential. Think Italian courtyard villa vibes: brick pavers, twinkling lights, lush greenery, and maybe that pizza oven you’ve been dreaming about. The courtyard serves as a true extension of your living space, whether you envision a gardener’s paradise, a peaceful retreat, or a stylish entertaining area. Beyond the courtyard, you’ll find a generous 2-car garage, perfect for vehicles and extra storage. Upstairs, the home offers 3 bedrooms and 2.5 baths, all meticulously maintained, including NEW carpet upstairs and tasteful updates throughout. Living in Summerlake means more than owning a home—it’s a lifestyle. With top-tier amenities, nearby shopping, dining, and everything Winter Garden has to offer, this is the perfect place to call home.

Listing is courtesy of: APARO-GRIFFIN PROPERTIES INC (386-738-2845)

Listing Agent: Kathy Aparo-Griffin (386-748-0173)

Remarks: Welcome to the beautiful community of Waterleigh in Winter Garden! This meticulously maintained home features 5 bedrooms, 4 bathrooms, and a second floor laundry and bonus/game room. This thoughtfully designed open-concept home offers functionality and space for all. The spacious foyer invites you into the great room filled with natural light and overlooks the pond. The kitchen features stainless steel appliances, quartz countertops, and a large island that overlooks the dining and living areas. There is also a bedroom on the first floor that can also be used as a private office. The staircase with iron railing leads you to the second floor which houses the primary suite that provides a relaxing retreat with a spa-like bathroom and generous walk-in closet and pond view, and three additional bedrooms and two baths (one of the bedrooms is an en-suite). The serene backyard with covered patio and view of the pond offers space for a future pool, and is perfect for outdoor dining, family gatherings, or simply enjoying Florida’s sunshine. This home boasts wood-look tile on the first floor, upgraded lighting and ceiling fans, decorator touches and wainscoting, and lots of storage. Residents of Waterleigh enjoy resort-style amenities, including two clubhouses, pools, fitness centers, tennis and volleyball courts, playgrounds, walking trails, dog parks, and even a community beach with lake access. Lawn care is included in the HOA for true low-maintenance living. Conveniently located near Disney, Horizon West shopping and dining, top-rated schools, and major highways, this home offers the perfect balance of luxury and practicality in one of Winter Garden’s most sought-after neighborhoods.

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Teresa Stewart (407-493-3057)

Remarks: Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded with high-end upgrades and premium finishes throughout, this residence sets a new standard for elegance. Residents will soon enjoy exclusive community amenities, including a resort-style pool, fitness center, and clubhouse. Perfectly situated near top-rated schools, dining, and shopping in Hamlin. Your dream home awaits!

Listing is courtesy of: MS LAND & BUILDING LLC (407-512-1213)

Listing Agent: Rubens Aranha (407-308-9094)

Remarks: Under contract-accepting backup offers. Refined Design Meets The Premier Homesite: Experience the pinnacle of comfort and intelligent design in this meticulously upgraded 5/4.5 residence. As the builder's Model Home, this property is sold fully furnished and features impeccable interior design décor. The centerpiece of the residence is the expansive open-concept kitchen, equipped with top-tier integrated appliances and high-end stone countertops. The ground level offers a convenient full guest suite alongside an exclusive executive study. A vast multi-purpose loft area on the second floor. The expansive covered lanai features decorative brick flooring and a built-in fire pit, all enclosed by full perimeter fencing. The oversized plot offers a separate, dedicated space ideal for building your custom summer kitchen and a small plunge pool/SPA. This residence represents the definitive, turnkey alternative to new construction.

Listing is courtesy of: KICANTO REALTY (305-744-2297)

Listing Agent: Cristiane Leon (305-744-2297)

Remarks: Under contract-accepting backup offers. Just minutes from Downtown Winter Garden, this charming 3-bedroom, 2-bathroom corner-lot home in the gated Cobblestone community offers convenience and a vibrant lifestyle. Enjoy boutiques, cafés, and the weekend farmers market on Plant Street, along with access to parks, the West Orange Trail, and community events. The bright, open floor plan features upgraded flooring, a modern kitchen with stainless steel appliances, and a spacious master suite with a walk-in closet and dual vanities. The oversized lot includes mature landscaping and an entertainment area with a fenced backyard, paver patio, pergola, and fire pit—perfect for gatherings. You're close to Winter Garden Village, top schools, and major highways. Don't miss this opportunity—schedule a showing today!

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (352-394-5900)

Listing Agent: Brian Smith (352-874-8704)

Remarks: This second-floor condo with ground-level entry offers the feel of a townhome, combining privacy, space, and convenience. With 1,453 sqft, the unit features 3 bedrooms, all with walk-in closets, and 2 full bathrooms, providing a comfortable and functional layout. The home offers a spacious living area, a kitchen with breakfast bar seating, brand-new vinyl flooring, and all appliances included — washer, dryer, refrigerator, stove, and microwave — making it truly move-in ready. OBS: Buyer may receive a lender credit of up to $1,000.00 when financing through the preferred lender. The community is one of the most complete and well-located in the area, featuring a resort-style pool, fitness center, indoor basketball court, tennis court, playground, pet area, car wash station, and a clubhouse with game room, business center, meeting room, and walking sidewalks. It is also a gated community with controlled access and security. Ideally located near Winter Garden Village, Highway 50, and with easy access to surrounding cities, this property is an excellent opportunity for both investors and owner-occupants, offering the perfect blend of comfort, amenities, and location.

Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)

Listing Agent: Roberta Zandonadi Machado Melo (321-900-7539)

Remarks: Under Construction. Ready in May/June- This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8' entry-door, you are welcomed with an open spacious flex space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room, and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42" cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

Listing is courtesy of: DRB GROUP REALTY, LLC (407-270-2747)

Listing Agent: Adam Schott (407-270-2747)

Remarks: ust minutes from Disney, this fully furnished condo at The Grove Resort and Waterpark offers the perfect balance of vacation luxury and investment potential. Close to Universal Studios and SeaWorld, This fully furnished 4th-floor vacation condo-hotel unit offers a quiet and peaceful retreat with tranquil views of the fountain and rotunda, yet it sits inside one of Central Florida's most exciting family resorts. Whether you choose to use it or your own getaways or let the on-site management company rent it out for you, this is a turn-key, worry-free investment in the world's most popular family vacation destination. The Grove Resort and Waterpark Orlando has earned a global reputation as a world-class destination, drawing visitors back year after year. And it's easy to see why. This is more than just a place to stay-it's a vacation experience all on its own. Families love that they can save money by taking a day off from the theme parks without ever feeling like they're missing out. Spend the day floating along the lazy river, gliding under waterfalls and through lush Florida landscaping. Take on the challenge of the dual FlowRider surf' stimulator or race down the twisting water slides. Lounge by the zero-entry resort pool, sip cocktails from your private cabana, and let the stress melt away. For the little ones, there's an entire activity pool complete with a two-story water adventure, three mini-slides, playful water spouts, and a wading pool designed just for them. The resort also offers casual dining at the Longboard Bar & Grill, plus multiple restaurants, bars, and a sundry shop-all just an elevator ride away. Adults can treat themselves at the full-service spa, while the more adventurous can head to beautiful Lake Austin for kayaking, paddle boating, and other water activities. Days here are filled with connection, laughter, and memories-whether you're relaxing with loved ones or meeting fellow travelers from around the world. Inside your spacious condo, you'll find everything designed with comfort and convenience in mind. The gourmet kitchen is stocked with everything you need-from whipping up breakfast before heading to the parks to blending frozen drinks for sunset on the balcony. A full size washer and dryer are tucked neatly in the kitchen area, making longer stays easy and freeing you from over-packing. With generous living and dining apace, large bedrooms, and stylish finishes, this condo truly feels like home-only better. Owning at The Grove Resort means you get the beat of both worlds: a fully managed, hassle-free investment opportunity with the added benefit of having your own vacation retreat whenever you want it. With Orlando's unmatched demand for family travel, this is one of the smartest ways to own property in Central Florida. The Grove is more than a resort. It's a lifestyle, an investment, and a place where lifelong memories are made. Come see why owning here is the ultimate way to enjoy "the happiest place on earth."

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Under contract-accepting backup offers. 3.82 ACRES OF SECLUDED PRIVACY AND STUNNING VIEWS! Perched on a hilltop and surrounded by nature, this property offers the perfect combination of tranquil serenity and modern convenience to the luxuries and amenities of Windermere and Winter Garden. Zoning is A-1 within the Lake Avalon Rural district which allows for 1 dwelling unit per 5 acres. Horses and farm animals welcome. Spread out and build your dream estate! The existing home is 1,685 SF with 4 bedrooms and 2 full bathrooms. Renovate it, tear it down, or reimagine it as a guest house or pool cabana! Roof replaced in 2005. AC replaced approximately 2019. Water heater replaced approximately 2015. AC replaced approximately 2019. Private well and septic systems. Public water and sewer connections available. Less than 30 minutes from Disney World and downtown Orlando, this is a rare opportunity to own a hilly 3.82 acre private estate in one of the most stunning and desirable areas of Winter Garden and Central Florida. Whether you are looking for a full-time residence or a luxury getaway, this property offers endless possibilities!

Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)

Listing Agent: Jason Black (407-497-6345)

Remarks: Under contract-accepting backup offers. Motivated seller! This highly sought-after 3-bedroom, 2-bath home is truly a gem! Used only as a second home, it feels and looks brand new and has never been fully lived in—just enjoyed during vacations. The curb appeal is delightful, featuring an oasis of shrubs and a charming porch, perfect for sitting out and savoring the tranquility of Johns Lake, which is visible from the home. Step inside to discover an open floor plan, enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen—great for entertaining! The ceramic tile runs throughout the open floor plan with luxury high-end fitted carpet in each bedroom. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer, along with a convenient sink. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. All high-end furniture can be purchased, and it is in like-new condition—barely worn, with most pieces made in Italy. Waterside at John’s Lake offers resort-style amenities, including a beautiful pool, modern fitness center, and clubhouse, ideally located straight across the street from this home. It’s just minutes from Downtown Winter Garden, and A-rated schools, Disney, Universal theme parks, and Orlando International Airport are just a 20-minute car ride away, as well as shopping and fantastic restaurants. There’s nothing you won't love about this home. Schedule your appointment today.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)

Remarks: Welcome to this exceptional 2023 Pulte Homes residence, thoughtfully curated with refined custom upgrades and designed to elevate modern living. Offering five bedrooms and four bathrooms, this expansive open-concept floor plan blends sophistication with everyday functionality. Warm oak laminate flooring flows seamlessly throughout the main living areas and into the primary suite, creating a cohesive and inviting aesthetic. A gracious foyer introduces a semi-private dining room adorned with elegant wainscoting—an ideal setting for intimate gatherings and formal entertaining. At the heart of the home, the great room makes a striking impression with its dramatic floor-to-ceiling stone fireplace and custom built-in shelving. This stunning focal point opens effortlessly to the gourmet eat-in kitchen, appointed with upgraded cabinetry, stone countertops, a designer tile backsplash, stainless steel appliances, and an oversized walk-in pantry. The expansive island with seating anchors the space, while a sunlit breakfast nook provides a charming setting for casual dining. The primary suite serves as a tranquil retreat, highlighted by a trey ceiling and a statement stone feature wall. A generously sized walk-in closet and a spa-inspired en-suite bath with an elegant tile shower complete this private sanctuary. The main level also features a dedicated office with glass doors, two additional bedrooms—each with its own private en-suite—along with a well-appointed laundry room offering built-in cabinetry and a utility sink for added convenience. Upstairs, an oversized bonus gathering room and a dedicated media room (easily convertible to a sixth bedroom) provide flexible living options. Two additional spacious bedrooms with walk-in closets share a beautifully designed full bath with dual vanities and a tub-shower combination. Exterior details are equally impressive. A paver driveway leads to a three-car garage, while the covered paver patio overlooks a generously sized yard—perfect for both relaxed evenings and lively entertaining. Situated within the gated community of Lakeview Preserve, residents enjoy resort-style amenities including a pool, playground, clubhouse, fitness center, and scenic walking trails. Ideally located near top-rated schools, premier shopping and dining, and the world-class attractions of Orlando, this home offers an unparalleled lifestyle opportunity. Private showings available upon request.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: John Callahan (407-716-3541)

Remarks: Fully furnished and equipped 3 bedroom 2 bathroom condo, located on the 6th floor gives you a stunning view of the Resort! Vinyl flooring, stainless steel appliances, granite counters, and neutral furnishings add to the beauty of this unit. Just minutes from Disney and Orlando's top attractions, this unit offers the perfect blend of luxury and relaxation. In this Resort you will enjoy thrilling water slides, lazy river, splash pad, and a poolside bar/restaurant. Also a peaceful and beautiful view of Lake Austin at the covered fishing pier. With something for everyone, the resort also offers an arcade, glow-in-the-dark mini golf, full service spa, gym, dining options, and convenience store. For your convenience, the Resort also offers parking garage and Disney shuttle services. Onsite management company handles all rentals. Book a tour today!

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

Listing Agent: Tania Abreu (407-716-8608)