Homes for Sale Near Bridgewater Middle in Winter Garden - 47 homes

Remarks: One or more photos have virtual staging. Located in the sought-after WINDWARD CAY community, where homes rarely come onto the market – this Spacious Pool Home is now Winter Garden’s best buy! Homesite location is at the end of Turningwind Ln., on a Cul-de-Sac, POND-FRONT w/Wooded Area adjacent – a premium location within the community ** This home has been meticulously prepared for the market and is in complete “turn-key condition” throughout. EXTERIOR & INTERIOR FRESHLY PAINTED this April, along with BRAND NEW LAMINATE WOOD installed in Formal Living, Dining & Family Rooms, BRAND-NEW CARPETING installed throughout the rest of the interior, with original Ceramic Tile (mint condition) in high-traffic spaces and wet areas ** New Light Fixtures installed in Dining Room & Kitchen Casual Dining space. NEW POOL SCREENING installed on 4/13/26 ** Primary floor features Formal Living & Dining Rooms at Entry, with Crown Molding accenting the spaces. The Formal Living Room can function as a Home Office as an alternative use for the space. The OPEN FLOOR PLAN flows from the formal spaces to the Spacious Family Room & HUGE Kitchen w/Large Casual Dining Area. There is an abundance of Cabinetry (medium-tone wood), Corion Countertops, and all Appliances Convey – including Washer/Dryer in the adjacent laundry room, which includes a wash tub ** Bedroom #5 is an ideal “guest bedroom” with “pool bath” adjacent, featuring a beautifully REMODELED SHOWER ** Second floor features a HUGE PRIMARY SUITE w/Tray Ceiling & Crown Molding, (2) WI Closets, Linen Closet, En-Suite Bathroom w/Dual Sinks, Jetted Garden Tub, Shower & Water Closet. Bedrooms #2, #3 are both Large with WI Closets, Bedroom #4 has built-in closet ** The HUGE BONUS ROOM is at end of the corridor, with adjacent FULL BATHROOM w/Shower. The Bonus Room offers a multitude of uses including game room, teen hide-away, craft room, etc. A hallway bathroom serves the spare bedrooms upstairs, along with the bonus room full bathroom ** Finally, the Family Room has (2) sets of sliders – opening up onto the Large Covered Lanai and Screened Pool with Pond Frontage, and adjacent Wooded Area. The child-safety-gate is located in the garage, with spare paint and extra paint/flooring materials. The Cul-de-Sac location means slow traffic and better safety for pets & play ** Important improvements include: Roof replaced Jan 2018; Pool Resurfaced/Retiled in 2018, and HVACs are dated 2017 (lower), 2012 (upper); both serviced this April ** Room sizes are approximate and may be verified by buyers ** This home has been meticulously prepared for the market and is priced to sell quickly! Check the comps in Windward Cay and you will find that fully renovated homes here sell for MUCH HIGHER PRICES ** Windward Cay is located a short drive from the Winter Garden Village Shopping Center, featuring Target, Lowes, Best Buy and many other shops and restaurants. The wildly popular “Downtown Plant Street area” is roughly a 10-min drive away, featuring quaint shops, restaurants, Crooked Can Brewery and various activities and events year-round. SR 429 is by Winter Garden Village, with access to I-4, the Florida Turnpike, and all destinations throughout Central Florida including Disney, Universal Orlando Theme Parks, Florida Beaches and so much more ** Be sure to view all photos and 3-D walk-through tour! Virtually staged photos are not guaranteed to match actual photos, including room size, color, dimension, etc.

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Frank Plesko (407-421-6412)

Remarks: Welcome to this beautifully maintained townhome in the highly desirable Independence community in Winter Garden! This home features 2 bedrooms and 2.5 bathrooms, with both bedrooms offering their own en-suite bathrooms, making it a comfortable and functional layout. Inside, you’ll find several thoughtful updates throughout. The first floor features tile flooring, while the second floor has been updated with luxury vinyl plank flooring. The stairs feature real wood, and custom-fit window shutters on every window add both style and privacy while still letting in plenty of natural light. Out back, you’ll find a spacious paver patio, perfect for relaxing or entertaining. Living in Independence means access to fantastic community amenities, including two pools and two fitness centers. The HOA also covers cable, internet, exterior maintenance, and the roof was recently replaced, adding extra peace of mind for the next owner. The location is another major highlight. You’re just minutes from Hamlin Town Center for shopping, dining, and entertainment, and less than 5 miles from Walt Disney World property, making it easy to enjoy everything the area has to offer while still living in an established neighborhood.

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

Listing Agent: Carly Ruecker (727-776-7962)

Remarks: Under contract-accepting backup offers. PRICED TO SELL! Welcome home to this stunning two-story residence in the gated community of Tilden Place, ideally located in the heart of Winter Garden. Just minutes from Winter Garden Village with its abundant shopping, dining, fast-casual options, hospital access, and everyday conveniences—and only a short drive to Walt Disney World Resort, this home offers the perfect blend of luxury, comfort, and location. Built by MI Homes, known for exceptional energy efficiency, this 5-bedroom, 4-bath home showcases sleek, modern upgrades throughout. The pavered driveway and porch set the tone, opening to a thoughtfully designed floor plan that includes a first-floor bedroom with a full bathroom, ideal for guests, multigenerational living, or a private home office. The main living areas feature LVP flooring, striking iron stair railings, and incredible custom trim work along the staircase. The gourmet kitchen will keep even the pickiest of chefs happy, featuring dark cabinetry that beautifully contrasts with a bright white waterfall island, pendant lighting, stainless steel appliances, gas cooking, and stunning upper cabinetry that elevates the space. A built-in pocket office offers the perfect spot for quick correspondence, bill pay, remote work, or a homework station. The family room is anchored by a dramatic wall of custom built-in shelving with accent lighting and a fireplace, creating a warm and inviting focal point for everyday living and entertaining. Upstairs, a spacious loft continues the custom design theme with floating shelves and integrated storage. The expansive upstairs primary suite features LVP flooring, generous space, and access to a private balcony, perfect for morning coffee or evening relaxation. With no rear neighbors, enjoy a private backyard retreat complete with an extended lanai, while the coastal-style balcony off the loft provides even more opportunities for entertaining and unwinding. The intimate gated community is centered around a beautiful pond with a fountain, and just a short walk down the street brings you to the community green space and playground. This stunning home truly offers modern luxury, functional living, privacy, and an unbeatable Winter Garden location. WELCOME HOME!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Amy Kidwell Pa (407-848-8042)

Remarks: Fantastic Jamestown model with 4 bedrooms, 2.5 bath with screened lanai and backing to common area. Home upgrades include Solar Panels, under eaves lighting, water filtration system, new flooring and updated secondary bath. The home is located close to the Hamlin Town Center and is located in a sought after planned community with pool, clubhouse, parks, fitness center and dog park. Easy access to SR429 and the Florida Turnpike.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Nancy Foltz (703-772-0215)

Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bath single-family home in the highly desirable Winter Garden area. Built in 2013, this attractive two-story residence offers a thoughtful layout with spacious living areas, comfortable bedrooms, and well-appointed bathrooms. The home features durable concrete block construction with a stucco exterior and drywall interior finishes, providing lasting quality and a neutral backdrop for any décor style. The first floor includes inviting living and dining spaces ideal for everyday living and entertaining, while the second floor provides additional bedrooms and flexible-use areas to suit a variety of lifestyle needs. With five bedrooms, this property easily accommodates guests, home office needs, or multi-generational living. As part of the Independence community, residents enjoy a wide array of amenities including two clubhouses, two resort-style swimming pools, fitness centers, tennis and basketball courts, multiple playgrounds and parks, walking and biking paths, and private boat-ramp and water-access facilities. The neighborhood offers easy access to shopping, dining, schools, and major roadways, making this home a perfect blend of comfort, convenience, and community living. The property also features a beautiful and modern pool that enhances the backyard and creates a truly unique space for family and friends. The inviting front porch is the perfect spot to enjoy a relaxing weekend coffee.

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

Listing Agent: Any Alves (407-455-0618)

Remarks: This top-floor 3-bedroom “Sable” condo at The Grove Resort & Water Park is not just a luxurious vacation retreat — it’s a consistently profitable investment. With strong year-round occupancy and enrollment in the fully managed hotel rental program, this unit has delivered positive cash flow every year for its current owner. Located just 5 minutes from Walt Disney World, The Grove offers unmatched convenience, privacy, and resort-style amenities that keep guests coming back. Spend your days at the Surfari Water Park, complete with water slides, a lazy river, splash zones, and private cabanas. Onsite dining options range from casual bites to full-service restaurants, and there’s even a full-service spa for ultimate relaxation. Families love Flip Flop’s arcade and the 20-acre activity lake, where you can rent boats, go fishing, or simply enjoy the view. The spacious top-floor layout offers quiet, elevated views and a comfortable home base for vacationers of all ages. When you’re not using it yourself, the professionally managed turnkey rental program takes care of everything — generating steady income with zero stress. This is a rare opportunity to own a luxury condo that pays for itself while giving you and your family a world-class Orlando getaway.

Listing is courtesy of: HOPKEY REALTY (407-454-1217)

Listing Agent: Uno Sorlie (407-454-1217)

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)