Windermere Homes with Deed Restrictions Community Features

Windermere Homes with Deed Restrictions Community Features

Welcome to Windermere, Florida – a charming town nestled in the heart of Orange County that perfectly blends suburban tranquility with vibrant community living. Just a stone’s throw from the bustling attractions of Orlando, Windermere offers a serene retreat with picturesque lakes and lush landscapes. Known for its friendly atmosphere and strong sense of community, this delightful town is an ideal place for families, retirees, and everyone in between.

Windermere is renowned for its beautiful homes, many of which are located in deed-restricted communities. These neighborhoods are designed to maintain a cohesive aesthetic and uphold property values, ensuring that residents enjoy a well-kept environment. With regulations in place, homeowners can take pride in their properties, knowing that their surroundings reflect the same care and attention to detail.

The community features in Windermere are truly exceptional, offering a plethora of amenities for residents to enjoy. From scenic parks and walking trails that wind around sparkling lakes to top-notch recreational facilities, there's no shortage of outdoor activities. Families will appreciate the proximity to highly-rated schools, while golf enthusiasts can indulge in some of the finest courses in the area.

Shopping and dining options abound, with quaint boutiques and gourmet restaurants just a short drive away. Whether you’re sipping coffee at a local café or taking in the sunset by the water, Windermere provides a lifestyle that is both vibrant and peaceful. Discover the magic of Windermere, where community spirit and natural beauty come together to create a truly enchanting place to call home.

Newest Windermere Homes with Deed Restrictions Community Features

6 Beds ⋅ 5 Baths ⋅ Palms At Windermere SubDv. ⋅ 34786 Zip Code

Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. The living area has an extension to the room, 9' hidden sliding glass doors and a huge lanai that runs the width of the home. Downstairs flex room works well as an office or study. Upstairs, find 5 large bedrooms most with walk in closets, 3 full baths, and a second laundry room,(that's right! 1 upstairs, and 1 downstairs). Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. SAMPLE IMAGES

14213 Crest Palm Avenue, 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 ⋅ 2 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atmosphere, this home combines timeless charm with everyday convenience. Enjoy relaxing on the covered front porch, perfect for morning coffee, visiting with the neighbors or unwinding after a long day. Inside, the thoughtfully designed floor plan offers comfortable living spaces that are ideal for both everyday life and entertaining. The home features a galley style kitchen positioned between a cozy breakfast nook and the dining room, allowing for both casual and traditional dining options. The split-bedrooms provide added privacy. The on-suite primary bathroom features a soaking tub, dual vanities and a separate stand alone shower. The shower glass and tile were replaced in the fall of 2025. The home features real bamboo hardwood flooring in all interior areas except the kitchen, nook, bathrooms and laundry room. From the living room, open the sliders and step into your oversized patio. This patio has a generous covered area and a screened portion, allowing you to comfortably enjoy outdoor living while being protected from the Florida sun, weather and insects. The fully vinyl fenced backyard has two access gates and is ideal for pets, play or outdoor gatherings. New gutters and water heater were added in 2026, offering added peace of mind. Residents of this community enjoy access to a resort-style pool, basketball court, tennis/pickleball courts and a walking path, offering endless opportunities for recreation, relaxation and an active lifestyle. Whether you are searching for your first home, looking to downsize, or simply wanting to enjoy the charm and lifestyle that Windermere is known for, this property offers an exceptional opportunity in a highly sought-after location. Conveniently located near excellent schools, shopping, dining, theme parks and major roadways, this home offers easy access to everything Central Florida has to share. Don’t miss this opportunity - schedule your showing today.

13231 Roxboro Road, 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

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

4 Beds ⋅ 4 Baths ⋅ Casa Del Lago-Replat SubDv. ⋅ 34786 Zip Code

Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living. This exceptional home offers four bedrooms and four full bathrooms and is thoughtfully designed with custom details, designer features, modern décor, graceful indoor-outdoor flow, and resort-style outdoor living. From the moment you arrive, the home makes a lasting impression with its classic barrel tile roof, stone-accented exterior, brick-paved driveway, lush landscaping, and charming private courtyard entry. Inside, you are greeted with style and elegance, welcomed by soaring ceilings, elegant archways, rich crown molding, designer lighting, beautiful travertine flooring throughout the main living areas, and hardwood flooring in the bedrooms. The bright and inviting formal living and piano room features tray ceiling details and expansive sliding glass doors that open to the covered lanai and pool area, creating a seamless connection between indoor comfort and outdoor relaxation. The open layout flows beautifully into the family room, making it ideal for everyday living and entertaining. The family room showcases a beautiful onyx wall with an electric fireplace and built-in surround sound system, creating a warm and elegant focal point for the home. The gourmet kitchen offers granite countertops, custom cabinetry, premium appliances, a built-in oven, microwave, refrigerator, dishwasher, disposal, gas cooking, kitchen exhaust hood, and a water filtration system. It connects to the butler’s area, which leads to the formal dining room. The private owner’s suite is thoughtfully separated from the secondary bedrooms, offering a sense of personal sanctuary and a peaceful retreat with generous space and a luxurious bathroom featuring dual vanities, a garden tub, and a frameless glass shower. Additional bedrooms provide comfort and flexibility for family, guests, or a home office. The home also features custom built-in closet shelving, providing excellent storage and organization. The outdoor living area is truly special, featuring a screened covered lanai with rich wood ceiling detail, built-in surround sound system, gas grill, outdoor vent hood, dining area, and lounge space overlooking the sparkling heated pool and jacuzzi/spa. Surrounded by tropical landscaping, palm trees, privacy walls, fencing, water features, and multiple seating areas, the backyard creates a private resort-style setting perfect for relaxing, entertaining, and enjoying beautiful Florida evenings — with the added charm of being close enough to enjoy Disney-area fireworks. Additional upgrades include a Tesla charger connection and thoughtful custom features throughout the home. This home offers convenient access to Disney theme parks, world-class entertainment, shopping, restaurants, major highways, and some of the area’s top public and private schools, including nearby Windermere Preparatory School. A rare opportunity to own a custom luxury home with timeless design, elegant finishes, privacy, and exceptional indoor-outdoor living in one of Central Florida’s most desirable locations. This home is truly a dream come true.

12417 Montalcino Circle, Windermere

5 Beds ⋅ 4 Baths ⋅ Belmere Village G-5 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome home to 11773 Bella Milano Ct — a 5-bedroom, 3.5-bath residence on a quiet cul-de-sac in the sought-after gated community of Belmere Village. Enjoy rare privacy with a wooded conservation view at the rear, bordering a park with no through-access, and a lot size just under a quarter acre. Inside, engineered hardwood and tile flooring flow through the main living areas (one living room is carpeted), beneath vaulted and 9'4"+ ceilings on the first floor. The spacious primary suite is a true retreat, featuring a garden tub, separate shower, dual vanities, private toilet closet, walk-in closet, and an adjoining sitting room with its own exterior entrance to the backyard. Four additional bedrooms deliver flexible space for family, guests, or a home office. The kitchen features stainless steel appliances. Seller offering up to $10,000 in concessions toward closing costs, rate buydown, and/or home upgrades. Major systems are well maintained: both HVAC units have been replaced (2023 and 2026), and the tile roof was resurfaced in 2023 with no major repairs since. A 2-car garage completes the home. Belmere's $130/month HOA includes a gated entrance, community pool, clubhouse, tennis courts, basketball court, sand volleyball court, playground, and fitness center — all within Windermere's top-rated school zone and minutes from the Butler Chain of Lakes and Winter Garden's Plant Street district.

11773 Bella Milano Court, 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

2 Beds ⋅ 2 Baths ⋅ Summerport Phase4 SubDv. ⋅ 34786 Zip Code

Location, Location, Location! Welcome to this charming one-story end-unit townhome in the highly desirable Summerport community of Windermere! Ideally situated to Keene's Crossing Elementary School and the community's exceptional amenities. The open-concept floor plan creates a bright, spacious atmosphere, seamlessly connecting the living room, dining area, and kitchen—perfect for everyday living and entertaining. The generously sized eat-in kitchen features a breakfast bar, LG appliances, 42-inch cabinetry, granite countertops, tile flooring, an attractive art niche, and French doors that open to a covered, screened porch. The primary suite boasts a double tray ceiling, walk-in closet, dual vanities, a relaxing soaking tub, and a linen closet. The secondary bedroom is conveniently located adjacent to the guest bathroom. Additional highlights include an inside laundry room with Maytag washer and dryer included, a spacious rear-entry two-car garage, and all ceiling fans, light fixtures, and window treatments conveying with the sale. Summerport residents enjoy an impressive array of amenities, including a clubhouse, resort-style pool, fitness center, tennis courts, basketball and volleyball courts, scenic walking trails, fishing docks, playgrounds, and more. Conveniently located near SR 429, Hamlin Town Center shopping, dining, world-famous theme parks, and countless Central Florida attractions, this home truly offers the perfect combination of location, lifestyle, and value!

14250 Sonco, 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

7 Beds ⋅ 9 Baths ⋅ Keene's Point SubDv. ⋅ 34786 Zip Code

Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With six bedrooms and eight-and-a-half baths plus guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."

6119 Grosvenor Shore Drive, Windermere

4 Beds ⋅ 3 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.5-bath townhome with a rear facing 2-car garage in the sought-after Lake Burden South community! Offering a spacious, LOW MAINTENANCE LIFESTYLE, this home combines an ideal SPLIT BEDROOM floor plan with timeless finishes and an unbeatable location just steps from shopping, dining, and everyday conveniences. A charming covered front entry, attractive landscaping, and durable concrete TILE ROOF create welcoming CURB APPEAL. Inside, TILE & WOOD LAMINATE FLOORING flow throughout the home, while the light-filled OPEN CONCEPT design makes everyday living and entertaining effortless. FRENCH DOORS extend the living space to a private COURTYARD PAVER PATIO, creating the perfect spot to unwind, grill, or gather with friends. The kitchen is designed to be both functional and inviting, featuring rich cabinetry, granite countertops, a tiled backsplash, STAINLESS STEEL APPLIANCES, pantry storage, and a breakfast bar that overlooks the living and dining areas. The highly desirable MAIN FLOOR PRIMARY SUITE offers privacy and convenience with a generous WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile LOFT provides the perfect flex space for a home office, media room, or play area, while three additional bedrooms, a full bath, and upstairs laundry offer plenty of room for family, guests, or hobbies. Residents of Lake Burden South enjoy a COMMUNITY POOL and one of Windermere's most convenient locations, with easy access to Winter Garden Vineland Road, the area's beautiful lakes, Downtown Windermere, Disney, Winter Garden, Restaurant Row, shopping, dining, and major roadways. Whether you are looking for a full-time residence, a seasonal getaway, or a smart investment in one of Central Florida's most desirable communities, this exceptional townhome is ready to impress. Call today to schedule your tour and fall in love with Brownstone Street!

11429 Brownstone Street, Windermere

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