Windermere Homes with Bridgewater Middle Middle school

Windermere Homes with Bridgewater Middle Middle school

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County that perfectly blends small-town charm with modern conveniences. Known for its stunning lakes, lush landscapes, and friendly community, Windermere offers a serene lifestyle that attracts families, retirees, and everyone in between.

One of the highlights of living in Windermere is its proximity to top-rated schools, including the highly regarded Bridgewater Middle School. This school is known for its commitment to academic excellence and a holistic approach to education, making it a fantastic choice for families looking to provide their children with a solid foundation. The sense of community is palpable here, with parents actively engaged in school activities and events, fostering a supportive environment for students to thrive.

The real estate market in Windermere reflects the area's appeal, featuring a diverse range of homes that cater to various tastes and budgets. From elegant estates with lakefront views to charming family homes nestled in friendly neighborhoods, there’s something for everyone. Many properties boast modern amenities, spacious layouts, and beautiful outdoor spaces, perfect for enjoying Florida’s year-round sunshine.

Windermere's quaint downtown area is a delightful mix of boutique shops, cozy cafes, and recreational parks, providing residents with plenty of options for leisure and entertainment. With its exceptional schools, vibrant community spirit, and stunning natural beauty, Windermere is not just a place to live, but a place to call home. Discover the magic of Windermere and find your dream home today!

Newest Windermere Homes with Bridgewater Middle Middle school

5 Beds ⋅ 5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of the most peaceful cul-de-sacs in the Keene's Pointe community. Perfectly positioned on a stunning water-view homesite with an expansive backyard and exceptional privacy, this home offers an incredibly flexible floor plan rarely found in today's market. The thoughtfully designed layout places the main living areas, private office, and spacious primary suite all on the first floor, creating the perfect setup for everyday living. Upstairs, three generously sized bedrooms and a large bonus room are tucked away, providing an ideal retreat for family or guests. Adding even more versatility, a completely separate detached in-law suite features a spacious bedroom and full bath, making it perfect for extended family, guests, a private home office, or live-in accommodations. Major updates provide peace of mind for years to come, including a brand-new roof, new glass sliders and windows, new septic system and drain field, A/C in 2024, and 2021 water heater. Keene's Pointe is one of Central Florida's premier 24-hour guard-gated communities, set along the pristine Butler Chain of Lakes. Residents enjoy beautifully maintained parks, playgrounds, walking trails, private boat launch access to Lake Burden, fishing piers, and a vibrant community atmosphere. Optional membership to the renowned Golden Bear Club provides access to a Jack Nicklaus Signature golf course, tennis and pickleball courts, a resort-style swimming pool, fitness center, and more. Families will also appreciate the community's proximity to top-rated schools, upscale shopping, fine dining, world-famous attractions, and Orlando International Airport.

9904 Brentford Court, Windermere

3 Beds ⋅ 2 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office/den, this home reflects true pride of ownership and is ready for its next owners. From the moment you arrive, you'll appreciate the excellent curb appeal and inviting exterior. Inside, the spacious open floor plan features elegant tray ceilings, crown molding, luxury vinyl flooring, upgraded ceiling fans throughout, a formal dining room, and a stylish modern kitchen complete with stainless steel appliances, a gas range, a large center island, and an oversized breakfast bar that's perfect for everyday living and entertaining. All appliances, including the washer and dryer, are included for your convenience. The private primary suite offers a beautiful barn door, California Closets, dual vanities, and a relaxing retreat at the end of the day. Throughout the home you'll find plantation shutters, adding both charm and functionality. Step outside to your own backyard oasis featuring a screened lanai overlooking a beautifully landscaped backyard and sparkling pool, only 2.5 years old, with the required safety door locks already in place. The home also includes a water softener, an epoxy-coated garage floor, a gas water heater, and energy-efficient double-pane windows installed in 2026. Additional updates include a new A/C installed in 2024 and the interior and exterior professionally painted in 2025. A two-car garage plus an extended driveway provide plenty of parking. Ideally located just minutes from Winter Garden Village, you'll enjoy easy access to shopping, restaurants, entertainment, major roadways, and the Florida Turnpike. Summerport is known for its outstanding amenities, scenic walking trails, parks, playgrounds, community pool, fitness center, tennis and basketball courts, and picturesque lakes. This exceptional home combines comfort, style, thoughtful upgrades, and an unbeatable location—don't miss the opportunity to make it yours!

13160 Sunkiss Loop, Windermere

4 Beds ⋅ 7 Baths ⋅ Keenes Pointe 46/104 SubDv. ⋅ 34786 Zip Code

Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious guard-gated community of Keene’s Pointe in Windermere. Completely reimagined with exceptional attention to detail, this residence seamlessly blends timeless architecture with sophisticated contemporary design. From the moment you enter, soaring ceilings accented by exposed wood beams, expansive porcelain flooring, designer lighting, custom millwork, and walls of glass create an atmosphere of understated elegance and warmth. Designed for both everyday living and grand-scale entertaining, the impressive great room is anchored by a striking floor-to-ceiling porcelain fireplace with custom illuminated built-ins. The gourmet kitchen is beautifully appointed with premium Viking appliances, custom European-style cabinetry, quartz countertops, an oversized center island, and a separate catering kitchen that makes hosting effortless. The luxurious primary suite offers a peaceful private retreat featuring custom-designed walk-in closets and a spa-inspired bath with dual vanities, a freestanding soaking tub, a walk-in shower, and exceptional designer finishes throughout. Spacious guest suites provide comfort and privacy for family and visitors alike. One of the home’s most remarkable features is the expansive climate-controlled lanai, thoughtfully designed as a true extension of the interior living space. Complete with a fully equipped summer kitchen, multiple gathering areas, and panoramic golf course views, it offers the perfect setting for year-round indoor-outdoor living and unforgettable entertaining. One of the very few homes on Valhalla Drive to feature a four-car garage, this residence provides exceptional space for automobiles, golf carts, and additional storage. The pool and spa overlook the beautifully manicured fairways, creating a tranquil backdrop that captures the beauty and serenity of one of Central Florida’s premier private golf communities. Located in one of Windermere’s most sought-after addresses, Keene’s Pointe offers 24-hour guarded security, picturesque tree-lined streets, and an exceptional lifestyle centered around the renowned Golden Bear Club. Residents enjoy convenient access to top-rated schools, upscale shopping, fine dining, world-class attractions, and Orlando International Airport. This is more than a luxury home. It is an exceptional opportunity to own a beautifully renovated residence in one of Windermere’s most distinguished private golf communities.

6719 Valhalla Way, Windermere

3 Beds ⋅ 3 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code

Welcome to Oasis Cove in Windermere, where this beautifully situated 3-bedroom, 2.5-bath residence offers something truly special—an unobstructed pond view and spectacular sunset backdrop that can be enjoyed every day from your own home. The thoughtfully designed floor plan features a downstairs primary suite, offering privacy and convenience without the need to climb stairs. Upstairs, you'll find two additional bedrooms plus a large loft, providing flexible space for a home office, media room, playroom, fitness area, or additional gathering space. One of the home's standout features is the extended rear patio overlooking the pond and walking trail. With no homes directly behind you, the setting feels open and peaceful, with beautiful water views and evening sunsets. The patio also offers the option to be fenced, subject to association approval and requirements, creating even more usable outdoor living space. The home has been well cared for with numerous improvements, including vinyl plank flooring and updated stairs (2022), bathroom/shower flooring (2023), A/C replaced in 2024, refrigerator and washer replaced in 2025, newer blinds, and updated smoke detectors. The dryer was replaced in 2023, and the water heater in 2020. Living in Oasis Cove offers the convenience of a low-maintenance lifestyle with an impressive range of services and amenities included through the association. The current owner reports the HOA includes water and sewer, trash, Spectrum services (cable/internet/streaming), pest control, landscaping, building insurance and exterior maintenance including roofs and painting, on-site management, plus access to the community pool and fitness center. And then there's the location. Oasis Cove puts you close to Walt Disney World while keeping you convenient to Windermere, major shopping, dining, entertainment, and Central Florida's attractions. Whether you're enjoying a morning walk around the pond, relaxing on the patio, or watching the sun set across the water, this home combines convenience with a setting that's difficult to duplicate.

14125 Oasis Cove Boulevard Unit 206, Windermere

4 Beds ⋅ 3 Baths ⋅ Oxford Moor 47/30 SubDv. ⋅ 34786 Zip Code

Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre between you and the rest of the world. This is 5746 Oxford Moor Blvd, a nearly 3,800-square-foot Mediterranean-style executive home set on one of the finest pond-view lots in gated Oxford Moor. Behind the tile roof and manicured facade, the scale of the home reveals itself: 12-foot tray ceilings in the great room, family room, and dining room, crown molding throughout, and finishes chosen to impress. Four bedrooms sit on the main floor. Upstairs, a generous bonus room adapts to the way you live, at home as a media lounge, gym, or second living space, and beside it sits a dedicated wine room with its own cooling system, independent of the home's two HVAC units. For the wine connoisseur, it is a refined setting for an established collection, with ample room to let it grow. At the heart of the home, the gourmet kitchen makes a statement. Rich solid cherry cabinetry, exotic granite, a five-burner cooktop, a new double wall oven, and an oversized island with seating create a space as striking as it is functional, all open to a great room anchored by a built-in entertainment center and electric fireplace. Entertaining comes easy. Host a dinner party in the formal dining room, then carry the evening out to the lanai, where travertine pavers surround a heated saltwater pool and spa, resurfaced in 2025 with new tile and color-changing LED lights, all overlooking the pond and its lighted fountain. The summer kitchen is built for it, with a Viking grill, sink, warming drawer, mini fridge, and TV under cover. As the sun sets, professionally installed LED landscape lighting comes on automatically, casting a warm glow across the grounds well into the evening. When the day winds down, retreat to a 25-foot owner's suite tucked on its own wing, with a sitting area and bay windows framing the water and a spa-style bath featuring a garden tub, separate shower, and dual vanities. A three-way split floor plan keeps the remaining bedrooms private, and a dedicated first-floor office means working from home is a pleasure, not a compromise. The home has been cared for and thoughtfully updated. The pool and spa were resurfaced in 2025, a new pool cage screen went in during 2024, and a new 5-ton AC was installed the same year. A ChargePoint EV charger was added in 2026, the kitchen gained a new double wall oven in 2025 and a new refrigerator in 2024, a septic riser and new filter were installed in late 2024, and the roof was soft washed in 2026. An oversized side-entry three-car garage, whole-house water softener, central vacuum, and dedicated irrigation well round out the package. Then there is Windermere itself, one of Central Florida's most coveted communities, known for its canopy of mature oaks, chain-of-lakes lifestyle, and quiet, tree-lined streets. Inside Oxford Moor, an automatic gated entrance, tennis court, and playground surround a central pond that gives the neighborhood its calm, established feel. A-rated Windermere High and the prestigious Windermere Prep are within walking distance, and Disney, Universal, and Restaurant Row are all about 15 minutes away. Homes of this caliber in Oxford Moor are rarely available. Come see it in person and imagine the life waiting for you.

5746 Oxford Moor Boulevard, Windermere

3 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Luxury Pool Home in the Keene’s Pointe Golf Community – Windermere Nestled within the highly sought-after Keene’s Pointe golf community in the charming Town of Windermere, this beautifully maintained luxury pool home offers an exceptional blend of elegance, comfort, and timeless design. Just moments from the renowned Golden Bear Club and convenient to the Butler Chain of Lakes, this residence places you in the heart of one of Central Florida’s premier lifestyle communities, with nearby golf, boating, fine dining, boutique shopping, and the popular Windermere Farmers Market. From the moment you arrive, you’ll appreciate the mature landscaping, newly paved driveway, and outstanding curb appeal. Throughout the neighborhood, beautifully maintained parks, gazebos, playgrounds, walking areas, and manicured common spaces create a welcoming atmosphere that makes Keene’s Pointe one of Windermere’s most desirable addresses. Inside, elevated tray and coffered ceilings, designer lighting, and expansive transom windows fill the home with abundant natural light while creating a spacious, streamline feel. Custom window treatments, built-in features, and premium finishes are showcased throughout. The private office is beautifully appointed with custom built-in cabinetry, custom blinds, tray ceiling, recessed lighting, and an elegant designer fixture, creating the perfect work-from-home environment. Designed for entertaining, the gourmet chef’s kitchen is truly the centerpiece of the home. The magnificent oversized island—one of the largest you’ll find—offers exceptional prep and gathering space and includes a prep sink, recessed microwave, designer lighting, and custom wine bar. High-end custom cabinetry, a spacious pantry, farmhouse sink, stainless steel dishwasher, GE Monogram refrigerator and freezer, double Thermador ovens, and a six-burner Thermador gas range complete this exceptional culinary space. The adjoining family room showcases stunning coffered ceilings, a custom built-in media center, hand-blown designer light fixture, Infinity surround sound speakers, and custom draperies, creating an inviting space for relaxing or entertaining. The luxurious primary suite features tray ceilings, custom designer draperies, surround sound speakers, a spa-inspired bath with dual granite vanities, premium fixtures, an oversized glass-enclosed walk-in shower, private water closet, and an impressive customized walk-in closet. Guests will appreciate the beautifully finished secondary bedrooms and baths featuring granite countertops, quality fixtures, designer finishes, and a convenient pool bath with direct outdoor access. Step outside to your own private tropical retreat. The covered lanai overlooks a stunning lagoon-style swimming pool complete with a recessed fountain, Bose outdoor speakers, ceramic tile flooring, and screened enclosure—perfect for year-round Florida living. The lanai also provides convenient access to both the pool bath and the primary suite. Additional highlights include impact-resistant double-pane windows, expansive sliding glass doors with transom windows overlooking the pool, designer fixtures throughout, built-in office furniture, custom media center, surround sound systems, and exceptional attention to detail. Offering luxury, quality craftsmanship, and an unparalleled lifestyle, this exceptional Windermere pool home is a rare opportunity to own in one of Central Florida’s premier golf course communities.

11462 Claymont Circle, Windermere

2 Beds ⋅ 2 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code

!!! RARE FIND PROPERTY !!! This house is better than you think... Welcome to this well maintained ONE STORY 2-bedroom, 2-bath, 2-car garage townhome located in the sought-after Summerport community. This move-in-ready home offers a spacious, open floor plan with tile flooring throughout, creating a clean and elegant look that is both stylish and easy to maintain. The upgraded kitchen featuring granite countertops, a large center island, and under-cabinet lighting. The plantation shutters and ceiling fans adding charm and functionality. The living room is overlooking at the water view. The fenced-in backyard and screened-in back porch added value to the property. The outdoor space includes mature fruit trees, making it a perfect setting for gardening, entertaining, or simply unwinding. Summerport community residents enjoy access to outstanding amenities, scenic walking trails, parks, community pool, fitness center, tennis, basketball, volleyball courts, and top rated schools. Don't miss this opportunity to own a beautiful townhome with exceptional upgrades.

13006 Sunkiss Loop, Windermere

3 Beds ⋅ 3 Baths ⋅ Eden Isle SubDv. ⋅ 34786 Zip Code

Stunning Windermere Home in Gated Community with Private Boat Ramp Access! Welcome to this beautifully maintained and spacious home located in one of Windermere's desirable gated communities. Designed for both comfortable everyday living and entertaining, this home features elegant formal living and dining rooms that flow seamlessly into an expansive family room and open-concept kitchen, all overlooking a tranquil pond. Step outside to relax on the screened lanai or open patio while enjoying peaceful water views and added privacy. With no neighbor on one side and a scenic pond on the other, this premium lot offers a serene setting you'll love coming home to. Upstairs, you'll find a versatile bonus room, a study that can also serve as a fourth bedroom, two additional bedrooms, and an impressive primary suite. The spacious owner's retreat features a spa-inspired bathroom with a relaxing garden tub, separate walk-in shower, dual vanities, a large walk-in closet, and plenty of room to unwind. Come enjoy all the benefits of this area! BOAT RAMP ACCESS to Lake Speer plus a dock. Proximity to Winter Garden Village, restaurants, FL-429 toll, Turnpike, schools and theme parks. It is located about 15 minutes to Disney World and 30 minutes to Universal Studios.

6607 Earthgold Drive, Windermere

5 Beds ⋅ 3 Baths ⋅ Sandy Shores SubDv. ⋅ 34786 Zip Code

Virtually Staged. **SANDY SHORES SANCTUARY** A rare 1934 Windermere Landmark on the Butler Chain of Lakes. Rich in history and timeless charm, this one-of-a-kind canal-front home offers a rare opportunity to own a piece of Old Windermere. Privately nestled beneath a canopy of oak trees in the exclusive Sandy Shores enclave, one of Windermere's most private waterfront communities, this 5-bedroom, 3-bath residence offers direct canal access to Lake Butler. Blending historic charm with modern comfort, the home has been thoughtfully updated with a remodeled kitchen and bathrooms, 2024 HVAC systems, a 2017 roof, 2021 & 2017 water heaters, a 2020 septic drain field, and a 2026 well tank. Relax on the screened-in porch or waterfront deck while enjoying peaceful canal views, all with no HOA and just minutes from downtown Windermere, Windermere Preparatory School, championship golf, upscale dining, and Orlando's premier attractions. This is an extraordinary opportunity where history, privacy, and lakefront living converge.

12085 Sandy Shores Drive, Windermere

6 Beds ⋅ 8 Baths ⋅ Bellaria SubDv. ⋅ 34786 Zip Code

Exceptional custom estate in the exclusive guard-gated community of Bellaria featuring 6 bedrooms, 7 full bathrooms, 1 half bath, and a floor plan designed for both everyday living and entertaining. Positioned with pond views and no front neighbors, this residence has been recently painted inside and out and offers quality craftsmanship throughout. The main living areas showcase travertine flooring, while the gourmet kitchen is appointed with custom Bosby cabinetry, stone countertops, a paneled built-in refrigerator that blends seamlessly with the cabinetry and an oversized walk-in pantry with direct access to the interior laundry room. The custom Bosby cabinetry continues into the family room, creating a cohesive, high-end design. The thoughtfully designed layout provides exceptional privacy, with no bedrooms sharing a common wall. The spacious primary suite is located on the first floor fqacing the pool/backyard with a spaccious walk-in closet, upstairs you'll find 2 bedrooms and a dedicated movie theater, with the theater seating conveying with the sale. The outdoor living space is designed for year-round enjoyment, featuring a resort-style pool, covered lanai, summer kitchen, and a bedroom overlooking the pool, ideal for guests or multigenerational living. Mature privacy hedges surround the backyard, creating a secluded outdoor setting. Located just minutes from Winter Garden Village, major highways, top-rated schools, restaurants, shopping, and Orlando's world-class attractions, this exceptional home offers luxury, privacy, and convenience in one of Windermere's most desirable communities.

13250 Bellaria Circle, Windermere

4 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Virtually Staged. One or more photo(s) was virtually staged. This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gated golf community on the Butler Chain of Lakes and home to the Golden Bear Club. Built by David Weekley and proudly offered by its original owner, this 4-bedroom, 4-bathroom home offers 3,646 square feet of flexible living space, including a dedicated home office, a flex room, and a spacious upstairs bonus room that could serve as a potential fifth bedroom, media room, or game room. Upstairs is also equipped with a full bathroom. A tandem three-car garage provides room for multiple vehicles, a golf cart, additional storage, or a workshop area. A brand-new roof is scheduled to be installed in early August. Inside, the thoughtfully designed floor plan begins with a formal dining room and dedicated home office just off the foyer. A secondary bedroom and full bathroom are conveniently located near the front of the home, while the open-concept family room and kitchen create the heart of the home. The kitchen features a center island, cabinetry, and countertop space. There is an existing electric range, but the community is connected to natural gas, offering the option to convert the existing electric range. Sliding glass doors open to the covered lanai and private backyard, extending the living space outdoors. The spacious first-floor primary suite offers plenty of room for a sitting area or reading nook. The primary bathroom features dual vanities, a walk-in shower, garden tub, and a spacious closet. Two additional bedrooms are privately situated on the opposite side of the home and are separated by a flex room, making it ideal as a study area, hobby space, or additional sitting room. A full bathroom with direct access to the covered lanai completes this wing of the home. Residents of Keene's Pointe enjoy private boardwalks to Lake Tibet of the Butler Chain of Lakes, community boat ramp to Lake Burden, four playgrounds, scenic green spaces, and neighborhood events. Optional membership to the Golden Bear Club offers championship golf course, tennis, a swimming pool, fitness center, dining, and an active social calendar. In order to utilize these amenities, a Golden Bear Club membership is needed. Conveniently located near Walt Disney World, shopping, dining, everyday conveniences and services, this home offers an opportunity to enjoy the lifestyle and amenities of Keene's Pointe. Disclosure: Artificial Intelligence has been utilized in public remarks and removal of some personal property.

8344 Bowden Way, Windermere

3 Beds ⋅ 3 Baths ⋅ Tennyson Pk/Summerport SubDv. ⋅ 34786 Zip Code

Virtually Staged. This one has it all! Welcome home to this beautifully updated townhome in the highly sought-after Summerport community, where charm, comfort, and picturesque water views come together to create an exceptional living experience. From the moment you arrive, you'll be captivated by the home's inviting curb appeal, featuring a spacious front porch, attractive architectural details, elegant exterior lighting, and landscaping that enhances its timeless character. Inside, you'll discover a bright and welcoming interior highlighted by fresh paint, stylish luxury vinyl plank flooring throughout, and thoughtfully designed living spaces that offer both comfort and functionality. The well-appointed kitchen features crisp white cabinetry, stainless steel appliances, and ample storage, creating the perfect setting for everything from casual meals to entertaining guests. The open-concept layout flows seamlessly into the living and dining areas, while ceiling fans throughout the home provide added comfort and energy efficiency. Large windows invite natural light inside and frame beautiful views of the lake, creating a peaceful backdrop for everyday living. Additional highlights include generous garage parking and a desirable location within one of the area's most established communities. Enjoy easy access to community amenities including parks, clubhouse, community pool, tennis and basketball courts, all while coming home to tranquil water views and a welcoming neighborhood atmosphere. This exceptional Summerport home offers the perfect blend of style, convenience, and scenic beauty—don't miss your opportunity to make it yours.

5579 Somersby Road, Windermere

Start Your Search