Homes For Sale in Winter Garden 34787 - 661 homes

Remarks: One or more photo(s) has been virtually staged. PRICE TO SELL!! Situated on a PREMIUM CORNER LOT, this home features approximately $35,000 in upgrades and is located in the desirable SilverLeaf Reserve community within Horizon West, one of Central Florida’s most sought-after master-planned areas. This elegant 4-bedroom, 2.5-bathroom residence offers a thoughtfully designed open-concept layout with beautiful ceramic tile throughout the first floor, creating a refined and functional living environment. The kitchen and bathrooms feature beautiful cabinetry and modern finishes, while the primary suite showcases a tray ceiling and a spacious, well-appointed layout. A versatile loft provides flexible space for a home office, media room, or additional lounge area. The 2-car garage includes epoxy flooring, offering a clean, polished finish. Residents enjoy access to a community pool, playground, green spaces, and walking trails, along with exceptional proximity to Hamlin Town Center—an expansive lakeside destination with dining, shopping, entertainment, a movie theater, and everyday services, all within the thriving Horizon West corridor. Located just two blocks from highly desirable schools, Hamlin Elementary and Hamlin Middle, and minutes from Winter Garden, Windermere, and Disney, this property offers a convenient and lifestyle-focused setting in one of Orlando’s fastest-growing residential areas. Schedule your showing today.

Listing is courtesy of: BAHIA INTERNATIONAL REALTY (407-608-5308)

Listing Agent: Tatiana Alencar (561-234-9972)

Remarks: Under contract-accepting backup offers. Rare opportunity in Horizon West! This 2024-built home features 5 bedrooms, 4.5 bathrooms, and approximately 2,900+ sq ft of living space with a modern open-concept design, high ceilings, and abundant natural light. A standout feature is the private suite with a separate entrance, including its own bedroom, bathroom, and kitchenette—ideal for guest use, multigenerational living, or additional flexibility. The main home offers a spacious kitchen, upgraded finishes, and seamless flow between living and dining areas. Located just minutes from Walt Disney World, top-rated schools, shopping, dining, and major highways. Located in a growing and highly desirable area, this property offers a unique combination of location, design, and versatility. Buyers are encouraged to verify all measurements, HOA restrictions, and intended use. Homes with separate living spaces like this are extremely rare in the community, making this property a unique opportunity for homeowners and investors alike. potential.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Keyla Chirinos Sivira (786-380-5541)

Remarks: Welcome to the Chapin model home, a beautifully designed two-story residence showcasing open, light-filled living spaces and thoughtful design throughout. The main level offers a spacious and inviting layout ideal for everyday living and entertaining, while the second floor provides comfortable private living areas, creating the perfect balance of style and functionality. Ideally located in Winter Garden, this home is just 37 minutes from Orlando International Airport, 20 minutes from world-famous Disney theme parks, and 30 minutes from Celebration. Residents can enjoy top-rated schools along with the charm and local history of downtown Winter Garden, known for its vibrant shopping, dining, and community events. Combining a stunning model home design with an exceptional Central Florida location, the Chapin delivers comfort, convenience, and timeless appeal.

Listing is courtesy of: ASHTON WOODS FLORIDA REALTY LLC (813-918-4491)

Listing Agent: Reed Williams (813-918-4491)

Remarks: Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Llin Lu, Pa (954-907-3868)

Remarks: Welcome to your fully furnished, turn-key vacation retreat at The Grove Resort & Spa Orlando—a highly sought-after, full-service luxury resort located just minutes from Walt Disney World Resort. As part of the Walt Disney World Good Neighbor Hotel Program, this property offers exceptional appeal for both personal use and income-generating potential. This spacious 2-bedroom, 2-bathroom condo (Cypress/Jasmine model) offers over 1265 square feet of thoughtfully designed living space. Positioned on a high floor as a desirable corner unit, it features an open-concept layout with split bedrooms for enhanced privacy. The oversized primary suite includes a separate sitting area, while the guest bedroom is equipped with two queen beds. Altogether, the unit comfortably accommodates up to 8 guests—ideal for families and vacation renters. The interior showcases modern finishes throughout, including solid wood cabinetry, granite countertops in both the kitchen and bathrooms, stainless steel appliances, and the convenience of in-unit laundry. The condo is fully furnished and professionally decorated, making it truly move-in or rental ready. A screened-in private balcony offers peaceful views, perfect for relaxing after a day at the parks. Residents and guests enjoy access to world-class resort amenities, including a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, splash zones, private cabanas, on-site restaurants and bars, spa, fitness center, arcade game room, mini golf, walking trails, and private access to Lake Austin. The resort also features a convenient marketplace and complimentary shuttle service to Disney parks. This condo operates under a condo-hotel model with an on-site professional rental management program, allowing owners to generate income when not using the property. Owners also benefit from VIP check-in privileges. Notably, all utilities are included in the monthly maintenance fee, simplifying ownership and expense management. Conveniently located just off U.S. Route 192, the property is close to a wide variety of shopping, dining, and entertainment options, and only about 4.3 miles from Margaritaville Resort Orlando. This is resort-style living at its finest—perfect as a vacation home, investment property, or both.

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

Listing Agent: Yunfei Liu (941-928-8573)

Remarks: Under contract-accepting backup offers. Welcome to this fantastic, move-in ready, 4-bedroom, 2.5-bathroom, two-story home with a two-car garage. Enter the foyer leading directly into the open-concept living room and kitchen. The kitchen is functional and stylish, featuring laminate countertops, an island, and stainless steel appliances. Conveniently located off the kitchen are the laundry room, a half bathroom, and access to the two-car garage. All four bedrooms are located on the second level, with the primary suite situated at the rear of the home for privacy. A small flex space upstairs is perfect for a reading nook or a small office area. The primary bedroom features a walk-in closet and an attached ensuite with dual sinks and a tub/shower combo. Schedule your showings today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Under contract-accepting backup offers. *Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.

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

Listing Agent: Ryan Leitter (321-684-9699)

Remarks: **PRICE IMPROVEMENT – NOW THE LOWEST-PRICED POND VIEW 4-BEDROOM IN WATERLEIGH!** Don’t miss this opportunity to own a spacious 4-bedroom, 3-bath home with nearly 3,000 sq ft in one of Winter Garden’s most sought-after communities, now aggressively priced to sell quickly. Situated on a premium **pond-view lot with no rear neighbors**, this home offers peaceful water views and added privacy. The open-concept layout provides generous living space, a large kitchen ideal for entertaining, and flexibility for everyday living. Why wait months and pay more for new construction? This home is **move-in ready now** no delays, no added upgrade costs, and priced below comparable homes in the area, making it one of the **best values in Waterleigh**. Nearly 3,000 sq ft; 4 bedrooms / 3 full bathrooms; Pond view with no rear neighbors; Open-concept layout with spacious living areas; Located in amenity-rich Waterleigh **Seller is motivated. Bring all offers.** Opportunities like this don’t last. Schedule your showing today.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Linda Morgan (404-625-5256)

Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!

Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)

Listing Agent: Ye Kang (321-279-1059)

Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.

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 with 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 top-rated 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. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.

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: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 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. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 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. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 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: Under contract-accepting backup offers. Welcome HOME to this stunning, move-in ready residence in the highly sought-after Orchard Hills community, where style, comfort, and modern upgrades come together effortlessly. This immaculate home showcases a spacious open-concept floor plan designed for both everyday living and elevated entertaining. From the moment you enter, you’re greeted by sleek porcelain wood-look flooring, elegant quartz countertops, and a kitchen featuring brand-new upgraded stainless steel appliances. The space flows beautifully, creating a bright and inviting atmosphere at the heart of the home. Thoughtful upgrades throughout, including a whole-home Nest system, GUTTERS, WATER SOFTENER, and SOLAR PANELS, giving both efficiency and peace of mind. Upstairs, retreat to a well-designed layout with generously sized bedrooms that provide comfort, privacy, and flexibility. Whether you’re envisioning a serene primary suite, guest accommodations, or a home office, the second level delivers both functionality and refinement. Downstairs, a conveniently located first-floor laundry room adds ease to your daily routine. The garage is truly a standout feature, complete with eye-catching HEXAGON LED lighting, perfect for showcasing your vehicle or creating the ultimate home gym, along with added storage racks for optimal organization. Step outside to your private backyard retreat, where a cozy fire pit area sets the stage for relaxing evenings or perfect for unwinding or hosting in a beautifully designed outdoor space. Living in Orchard Hills means enjoying exceptional resort-style amenities, including a pool, clubhouse, fitness center, dog park, and playground, all with HOA-covered lawn care for a low-maintenance lifestyle. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Windermere, with easy access to the 429 for seamless commuting. Enjoy being close to Orange County National Golf Center and the world-renowned Walt Disney World. Zoned for top-rated, A-rated schools including Keene's Crossing Elementary School, this home offers exceptional value for families seeking premier education. This energy-efficient, beautifully upgraded home truly has it all, style, location, and lifestyle. Don’t miss your opportunity to make it yours. Schedule your private showing TODAY!

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

Listing Agent: Fanny Stollmeyer (704-905-0698)

Remarks: Rare Opportunity in Lake Avalon – 2.5 Acres of Country Living Near Horizon West A truly rare find! Properties like this do not come on the market often—it can take years to see a home with this much land at this price point in the highly desirable Lake Avalon rural community near Horizon West. Enjoy the best of both worlds: close to shopping, dining, and major roadways, yet offering the peace and privacy of rural living. The property is surrounded by mature trees and provides ample space for farm animals, gardening, or outdoor recreation. The home features three bedrooms and two bathrooms, with both bathrooms recently remodeled. A new roof was installed less than six months ago, and new air ducting enhances heating and cooling efficiency throughout the home. Step outside to a large deck, perfect for entertaining or simply relaxing while enjoying the natural surroundings. An additional storage shed offers space for tools and equipment, while the oversized carport easily accommodates a large RV, boat, or multiple vehicles. This is a unique opportunity to own acreage in a prime location—don’t miss your chance to live the rural lifestyle without sacrificing convenience.

Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)

Listing Agent: Xuan Bravo (407-802-0566)

Remarks: OFFERED with a 2021 LOWE PONTOON BOAT! Lakefront Luxury in Waterleigh with Private Dock and Fireworks Views. Welcome to the perfect blend of comfort, function, and lakeside living in the highly sought-after Waterleigh community. This spacious home sits on a fully fenced 1/3-acre lot with over 100' fronting the lake in the back and 90'+ of open green space to the side; featuring a private dock with low-maintenance composite boards, a pontoon boat lift, and a peaceful sitting area—offering a front-row seat to nightly Disney fireworks from your dock or living room. Inside, no detail has been overlooked. The home boasts durable wood-look tile downstairs and luxury vinyl plank flooring upstairs—no carpet in sight. The open-concept layout seamlessly connects the kitchen, dining, and family rooms, all with stunning lake views. The kitchen is a chef’s dream, complete with 42” cabinets, a 4-seat island, 5-burner stove, double convection oven, butler’s pantry, walk-in pantry, and built-in wine rack. The extra-large primary suite is located on the first floor and showcases crown molding, tray ceiling, huge walk-in closet and serene lake views. The primary bathroom is a dream with quartz counters, dual vanities, a makeup counter, and a walk-in double shower. Upstairs, a versatile loft offers the ideal space for a game room, media room, or second living area. All bedrooms are generously sized with walk-in closets, and there’s no shortage of storage with additional closets throughout. Work from home in the dedicated office, enjoy surround sound in the family room (pre-wired for 5.1), and take advantage of the spacious laundry room with built-in cabinetry and counter space. The 3-car garage features epoxy flooring, and the home is pre-wired for a pool if you wish to expand your outdoor living. Waterleigh offers unmatched amenities including resort-style pools, playgrounds, sports fields, fitness centers, and even a Publix right at the entrance. Lawn, landscape and irrigation maintenance are included with the HOA dues, and you're just minutes from the 429, Disney, shopping, dining, and top-rated schools. This is Florida living at its best.

Listing is courtesy of: REVEL REALTY LLC (407-876-6448)

Listing Agent: Chris Sapp (407-574-1002)

Remarks: Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in warmth and architectural character, offering 3 bedrooms, 2.5 bathrooms, a flex room, and a second-floor bonus space. Thoughtfully designed for function and lifestyle, the estate is further enhanced by a detached lake side retreat—featuring a 4-car garage with 13-foot doors, multiple vehicle lifts, epoxy floors, and an integrated compressor system. An air conditioned 2nd story storage area is accessed by elevator. The commercial kitchen, comfortable gathering area, and private lounge create a truly unique environment for entertaining and displaying prized possessions. Additional features include a 6-car pavilion and BBQ pergola with a stone fire pit. Structures are versatile - offering endless possibilities for collectors, creatives, or future expansion. The sweeping setting captures serene lake and sunset views, while a whole-property generator and security system provide comfort and peace of mind. With ample room to expand, the existing residence can serve as a guest home while a new primary estate is brought to life. Zoned for horses and ideally located just minutes from Hamlin Town Center, with convenient access to SR-429, Walt Disney World, and downtown Winter Garden, this is a rare opportunity to create a true legacy compound. All TV's included. Furnishings and other items may be available to purchase. See attachments for Feature Sheet.

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

Listing Agent: Judy Black (407-810-1803)