Homes for Sale Near Bridgewater Middle in Winter Garden - 51 homes

Remarks: Under contract-accepting backup offers. Seller is asking for highest and best by 6:00PM May 18, 2026. 2 -Story single family home with 4 bedroom, AND 4 full bathrooms! Located in the highly desired Independence community! Gas heated pool/spa, lovely covered front porch, no rear neighbors. One bedroom and bath on the main floor, Brand new carpet in bedrooms and stairway, laundry room on the main floor the washer and dryer are included, 2 car garage with garage door opener. The roof was replaced in 2025, The water heater was replaced in 2021, The pool gas heater was replaced in 2019. Basic cable and internet is included in the monthly HOA dues. Community pool, tennis courts, playgrounds, walking paths and more!

Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)

Listing Agent: Linda Jaramillo, Llc (407-715-2848)

Remarks: Under contract-accepting backup offers. Welcome to 3518 Turningwind Lane, located in a gated upscale community in one of Winter Garden’s most desirable areas! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and convenience. A classic brick paver driveway and french door entry welcomes you inside, leading to a grand entryway that immediately sets the tone for this light, bright and inviting home. Just to the right of the entry is a spacious bonus room perfect for a home office, den or flex space. Straight ahead, you'll find a large living room with glass french doors that fill the room with natural light from the sparkling pool. To the left is a full sized formal dining area complete with elegant chandelier ideal for hosting family dinners and special occasions. The stunning renovated gourmet kitchen features solid wood cabinetry, beautiful granite countertops, and designer backsplash tile, creating an elegant and functional centerpiece of the home. To the right of the kitchen is an additional dining area featuring a matching bar and wine fridge creating a seamless extension of this beautifully renovated space. The family room offers even more space to gather and entertain also highlighted by french glass doors that lead directly to the pool and outdoor entertaining area, filling the home with abundant natural light throughout. The expansive primary suite is a true retreat, boasting a bay window separate seating area with french door access to the pool, two separate walk in closets and a luxurious en-suite bathroom complete with separate his-and-her vanities, matching windows, and an oversized walk-in shower overlooking a separate relaxing soaker tub. Your private outdoor oasis featuring a covered patio, sparkling screened pool, and large deck is perfect for entertaining. Enjoy peaceful views of the lush conservation area behind the home with no rear neighbors, providing privacy and a serene backdrop for relaxation. A convenient door from the patio leads directly to the pool bath and into the thoughtfully designed guest wing offering three additional bedrooms and a third full bathroom. Buyers will appreciate the added peace of mind with major updates already completed, including a brand new water heater, 2021 roof and HVAC replaced in 2019. Additional highlights include a 3-car garage, a laundry room with sink and cabinetry (washer & dryer included), gorgeous ceramic tile and real wood floors throughout and zoned for excellent schools. Conveniently located just minutes from highways, shopping/dining (Winter Garden Village) parks/recreation (West Orange Trail and West Orange Country Club) and entertainment (Orlando’s world-famous theme parks and tourist attractions) - it's truly a gem! This exceptional property offers Florida living at its finest in an exclusive highly sought after community. A home like this is a rare opportunity, so schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Melanie Shenosky (603-674-9405)

Remarks: SELLER MOTIVATED! Seller is offering a concession of up to $10,000 toward Buyer Pre-paids and Closing costs. Welcome to your dream oasis! This stunning 5-bedroom, 3.5-bath single-family home on Lake Hancock is a true masterpiece, offering the ultimate in luxury and comfort. With a contemporary design and exceptional features, this residence is a rare gem in the world of real estate. Upon entering this exquisite residence, you'll find a spacious living room and an elegant dining room, both thoughtfully designed for special occasions and entertaining. Continuing through the home, you'll be greeted by an exquisite open floor plan that seamlessly connects the kitchen, complete with top-of-the-line appliances, to the inviting family room. This perfect layout ensures that you're never far from the action, whether you're preparing a gourmet meal or enjoying quality time with family and friends. Natural light pours in through retractable sliding doors, creating an indoor-outdoor experience like no other. These doors lead to a captivating saltwater infinity pool and spa, perfect for relaxing on warm days or entertaining under the stars. With five generously sized bedrooms, there's plenty of space for your family and guests. The master suite is a sanctuary, featuring a spacious walk-in closet and an ensuite bath with all the luxurious amenities you deserve. Situated on a large corner lot, the property offers privacy and ample outdoor space for gardening, play, or simply basking in the sun. Your options are endless when it comes to creating your own outdoor paradise. This residence is not just a home; it's a lifestyle. Experience the epitome of elegance and modern living in every corner of this property. This home is just minutes from top-rated schools, shopping, dining, and moments away from the enchantment of Disney and Orlando's premier attractions.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Michele Acosta Gladding (407-963-6431)

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: Under contract-accepting backup offers. Income producing opportunity! This home includes a private one-bedroom garage apartment with separate entrance and kitchenette. Welcome to the Enclave at Hamlin, one of Winter Garden’s desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden’s fastest-growing areas.

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

Listing Agent: Teresa White (904-994-9075)

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

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

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

Remarks: Experience elevated living in the heart of Winter Garden, in the desirable Horizon West community. This beautifully appointed home offers three bedrooms (Total of 3 beds - being 2 in the main house and the other one in the in law apartment), 3.5 baths, a dedicated office/flex space, and a rare multi-generation home (studio apartment) above the detached two-car garage, ideal for guests, a private office or additional income potential. The open-concept layout features a modern kitchen with gas range, stainless steel appliances, walk-in pantry and generous seating. Soaring ceilings and abundant natural light enhance the spacious living area. Upstairs, the serene primary suite and guest bedroom provide comfort and privacy. A charming private courtyard connects the main home to the garage and studio, creating a setting for relaxing or entertaining. Just a short distance to shops, dining and entertainment, this home offers luxury, flexibility and unbeatable convenience.

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

Listing Agent: Carolina Medeiros (305-753-1943)

Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.

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

Listing Agent: Mahmoud Mango (321-830-4678)

Remarks: Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in the gated Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen, complete with a massive island and walk-in pantry, flows seamlessly into the living areas—all offering stunning water views. Step outside to your private oasis featuring a salt-water pool and a custom composite dock (2022) ready for skiing or sunset cruises. With the primary suite on the main floor and a massive upstairs game room, there is space for everyone. Enjoy the best of Winter Garden living with top-rated schools and world-class community amenities.

Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)

Listing Agent: Mauro Costa (321-231-6800)

Remarks: This two-story townhome consists of three bedrooms, two and a half bathrooms, and a two-car rear load garage. The kitchen, family room, combination living room and dining room, and a laundry room with washer and dryer are located on the first floor. The upstairs master suite has a private bathroom and a walk-in closet. Independence Townhomes offers residents maintenance-free living without sacrificing amenities. Amenity highlights include an on-site boat launch, swimming pool, fitness center, sports courts, and more! Must see!!

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Isabel Sirizzotti (407-361-8236)

Remarks: Great investment opportunity! Welcome to this beautifully maintained home built in 2018, featuring upgrades throughout. Property is currently tenant-occupied, making it an excellent option for investors seeking immediate rental income. From the moment you arrive at the covered front porch and step into the elegant foyer with crown molding, you’ll be impressed by the bright and open floor plan. This home showcases 18-inch ceramic tile and a spacious layout designed for both everyday living and entertaining. The oversized kitchen is a true centerpiece, featuring 42-inch cabinetry, granite countertops, custom backsplash, a large island with breakfast bar, and GE® Energy Star® stainless steel appliances, including a gas range. Enjoy abundant natural light throughout, enhanced by triple-pane windows and expansive sliding glass doors that open to a covered brick paver lanai and beautifully maintained landscaping. The first floor includes a bedroom and full bathroom—perfect for guests or multi-generational living. Upstairs, you’ll find plush carpeting, a spacious loft with tray ceiling ideal for a game room or home office, and a luxurious primary suite featuring tray ceilings, an oversized walk-in closet, and a spa-inspired bathroom with a garden tub and large walk-in shower. All four bedrooms include ceiling fans and generous closet space, with ample storage throughout the home. Located in the desirable Horizon West community of Highlands at Summerlake Groves, residents enjoy resort-style amenities including a community pool, playgrounds, soccer field, dog park, and tennis courts. Conveniently located near Walt Disney World, dining, shopping, golf, and major attractions.

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Isabel Sirizzotti (407-361-8236)