Windermere Homes with Deed Restrictions Community Extras

Windermere Homes with Deed Restrictions Community Extras

Welcome to Windermere, a charming town located in Orange County, Florida. Known for its picturesque landscapes and serene atmosphere, Windermere offers a perfect blend of natural beauty and modern amenities.

Homes in Windermere with deed restrictions provide residents with a sense of security and community. These neighborhoods often come with extra perks such as gated entrances, community pools, and maintained common areas. Living in a deed-restricted community ensures that the neighborhood retains its appeal and property values remain stable.

In Windermere, residents enjoy a laid-back lifestyle with easy access to top-rated schools, upscale shopping, and dining options. The town is also surrounded by numerous lakes, offering plenty of opportunities for outdoor activities like boating, fishing, and picnicking.

Whether you're looking for a cozy cottage or a luxurious estate, Windermere has a diverse range of real estate options to suit every taste and budget. With its friendly community vibe and convenient location near Orlando, Windermere is a sought-after destination for those seeking a peaceful yet vibrant place to call home.

Come and discover the beauty and charm of Windermere – where small-town charm meets modern convenience in the heart of sunny Florida.

Newest Windermere Homes with Deed Restrictions Community Extras

13555 Gorgona Isle Drive, Windermere
$899,000
6 Beds ⋅ 4 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Welcome to Windermere Isle, where spacious living, thoughtful design, and an exceptional location come together in this impressive 6-bedroom, 4-bathroom home offering 4,199 square feet of living space, plus a spacious upstairs loft! Designed with both everyday comfort and entertaining in mind, this beautiful two-story residence features an open and versatile floor plan with two bedrooms conveniently located on the first floor. Beautiful wood flooring leads to the second floor, while wood-look tile flooring flows throughout the main living areas, creating a warm and cohesive feel. An abundance of windows fills the home with natural light. The spacious family room opens seamlessly to the beautifully appointed kitchen, featuring quartz countertops, rich dark cabinetry, stainless steel appliances, a gas cooktop, built-in double ovens, a stylish tile backsplash, and an oversized center island with seating, perfect for casual meals and gathering with friends and family. A generous dining area provides additional space for everyday meals, while a separate formal dining room offers an inviting setting for special occasions. Additional highlights include an expansive walk-in pantry and a conveniently located built-in workspace with abundant cabinetry and countertop space. The first floor also offers two bedrooms, providing flexibility for guests, a home office, or multigenerational living. Upstairs, the spacious loft creates an impressive second living area, ideal for a media room, game room, or comfortable gathering space. Four additional bedrooms provide plenty of room for everyone, and quartz countertops in all bathrooms add a cohesive finishing touch. Step outside through the sliding glass doors to a generously sized covered patio overlooking the fenced backyard, offering a wonderful setting for outdoor dining, entertaining, or simply enjoying the Florida weather. As an added bonus, enjoy views of Disney fireworks from your own backyard! Additional features include a two-car garage with overhead storage racks, two air-conditioning systems, and solar panels that will be paid off by the seller at closing, providing an appealing energy-efficient benefit. Residents of Windermere Isle enjoy a resort-style community swimming pool with poolside cabana and playground, while HOA fees include lawn care, cable TV, and internet. Conveniently located near Walt Disney World, world-class shopping, dining, and major roadways. With its generous living spaces, versatile floor plan, and desirable community amenities, this exceptional home offers an outstanding opportunity to enjoy the Windermere lifestyle!

13555 Gorgona Isle Drive, Windermere

11545 Brickyard Pond Lane, Windermere
$2,200,000
8 Beds ⋅ 9 Baths ⋅ Lake Burden South Ph I SubDv. ⋅ 34786 Zip Code
Experience Lakefront Luxury in the Heart of Windermere! Nestled on a peaceful cul-de-sac in the desirable Lake Burden South community, this stunning two-story residence offers an exceptional blend of elegance, privacy, and Florida living. Situated on an expansive 0.75-acre lakefront lot, the home features 8 spacious bedrooms, 8 full bathrooms, 1 half bathroom, and a thoughtfully designed layout filled with natural light and beautiful waterfront views. Step inside to discover soaring ceilings, elegant finishes, and inviting living spaces. The gourmet kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and a spacious center island, perfect for everyday living and entertaining. Two primary suites provide added comfort and flexibility. The true highlight awaits outdoors, where a private pool, fully equipped summer kitchen, and expansive entertaining areas create your own lakefront retreat. Enjoy breathtaking water views and unforgettable Florida sunsets from the upstairs balcony. Additional features include a three-car garage and solar energy system. Residents of Lake Burden South enjoy access to community amenities, including a swimming pool, tennis courts, playgrounds, and scenic walking paths. Ideally located in sought-after Windermere, just minutes from excellent shopping, dining, and Walt Disney World, this remarkable property offers the perfect balance of peaceful lakefront living and everyday convenience.

11545 Brickyard Pond Lane, Windermere

11209 Macaw Court, Windermere
$2,695,000
5 Beds ⋅ 7 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
An extraordinary expression of craftsmanship and architectural distinction, this custom Unnerstall residence was originally conceived as the builder's personal home, where exceptional attention to detail and thoughtful design are evident throughout. Beautifully positioned along the 4th hole of the Golden Bear Club's Jack Nicklaus Signature Golf Course, the estate captures sweeping fairway and tranquil water views within the guard-gated community of Keene's Pointe. Spanning 6,105 square feet of air-conditioned living space, the thoughtfully designed floor plan offers 5 bedrooms, 6 full bathrooms, 1 half bath, and an impressive collection of spaces tailored to today's luxury lifestyle. Soaring ceilings, elegant travertine flooring, exquisite Venetian plaster finishes, and distinctive architectural details create an atmosphere of timeless sophistication, while expansive windows invite natural light and showcase the picturesque surroundings. At the heart of the home, a beautifully appointed gourmet kitchen features rich custom cabinetry, stone countertops, professional-style appliances, and an expansive center island. Opening to a dramatic two-story family room, this inviting space creates a seamless flow for everything from intimate gatherings to grand-scale entertaining. Two dedicated offices, including a richly appointed executive study with custom built-ins and a fireplace, has exceptional flexibility, while a private fitness room and sun-filled bonus/game room provide additional spaces for recreation and relaxation. The expansive main-level primary suite is a sanctuary of comfort and elegance, featuring generous dual walk-in closets and a remarkable spa-inspired bathroom with a soaring two-story ceiling, architectural detailing, dual vanities, and a luxurious soaking tub. A second main-floor bedroom suite offers an ideal retreat for extended-stay guests, while three additional en-suite bedrooms provide beautifully appointed accommodations and privacy throughout the upper level. Beyond the interiors, the home's outdoor living spaces rival those of a private resort. An expansive covered lanai with automated retractable screens transitions effortlessly to a sparkling pool and spa, surrounded by lush, mature landscaping that creates a sense of seclusion while preserving the stunning golf course views. A distinctive copper-roofed gazebo, complete with a summer kitchen and bar, provides an unforgettable setting for alfresco dining, entertaining, and enjoying Florida's beautiful year-round climate. Additional appointments include an expansive paver driveway, a three-car garage with a dedicated golf cart entrance, and an array of custom finishes that reflect the home's exceptional quality and craftsmanship. Set amid the natural beauty of Keene's Pointe, with its winding streets, mature trees, and picturesque golf and water views, this remarkable residence offers an exceptional combination of architectural character, versatile living spaces, and the effortless elegance of the Windermere lifestyle.

11209 Macaw Court, Windermere

703 E 6th Avenue, Windermere
$3,450,000
4 Beds ⋅ 5 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code
Exceptional waterfront living on the prestigious Butler Chain of Lakes. Discover an extraordinary expression of waterfront luxury in the charming Town of Windermere, where timeless Tuscan and Mediterranean architecture meets the elegance of refined Florida living. Ideally along the shores of Lake Down, part of the desired Butler Chain of Lakes, this exceptional residence offers a rare opportunity to experience breathtaking water views, sophisticated interiors and an unparalleled boating lifestyle. From moment you arrive, exquisite stone detailing and custom wrought-iron double entry doors establish a sense of architectural distinction. Beyond the grand entrance, soaring ceilings, expansive living spaces, and thoughtfully curated design elements create an atmosphere of understated elegance and effortless sophistication. Designed for grand-scale entertaining and intimate gatherings, the home's gracious formal dining room provides an elegant setting for memorable occasions. At the heart of the residence, an expansive great room seamlessly integrates a gourmet kitchen, casual dining area, custom bar and inviting natural gas fireplace. Framed by captivating waterfront views, this exceptional gathering space offers the ideal balance of luxury, comfort and functionality. The main-level primary suite serves as a private sanctuary, offering serene views of Lake Down and a beautifully appointed en-suite bath featuring dual vanities, two spacious walk-in closets, a luxurious jetted soaking tub and an oversized travertine shower. An additional main-level bedroom provides exceptional versatility, ideally suited for guest accommodations, a private executive office, fitness studio or creative retreat. Upstairs, two generously proportioned bedrooms provide additional privacy and comfort. Thoughtfully reconfigured from the home's original three-bedroom upper-level layout, one of these bedrooms has been transformed into an exceptionally spacious retreat, complete with its private balcony. Abundant storage throughout the residence, a spacious laundry room with a recently updated washer and dryer, and a three-car garage further enhance the home's everyday convenience. Beyond the interiors, an extraordinary outdoor oasis awaits. An expansive covered and screened lanai, custom swimming pool, lush, mature landscaping and picturesque waterfront surroundings create a private resort-inspired setting. Whether hosting elegant outdoor gatherings, enjoying a leisurely afternoon poolside, or simply taking in the tranquil beauty of the lake, every moment invites relaxation and enjoyment. For boating enthusiasts, the property's enclosed boathouse offers a distinctive waterfront amenity, featuring a protected boat area and an inviting screened retreat. With direct access to the 13 interconnected lakes of the Butler Chain, an exceptional lifestyle of boating, waterskiing, wakeboarding, paddleboarding and waterfront exploration awaits just beyond your doorstep. Adding to its appeal is the timeless charm of Windermere itself. Enjoy the town's celebrated weekly farmers market, boutique shops, inviting restaurants, local brewery, wine market and cherished community events. All this is complemented by convenient access to Orlando's premier shopping, acclaimed dining destinations, world-renowned attractions and Orlando International Airport.

703 E 6th Avenue, Windermere

8325 Vivaro Isle Way, Windermere
$799,900
4 Beds ⋅ 3 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Virtually Staged. **POND VIEWS & DISNEY FIREWORKS!** Prepare to be impressed by this beautifully appointed 4-bedroom, 3-bath home in sought-after Windermere Isle, offering an inviting blend of stylish living, thoughtful upgrades, and a picturesque pond backdrop with a fountain and conservation views. Designed for both everyday comfort and entertaining, the open floor plan is enhanced by a decorative coffered ceiling in the dining room and a custom built-in entertainment feature that adds architectural interest and a polished focal point to the family room. The kitchen is equally impressive with granite countertops, tile backsplash, stainless steel appliances, abundant cabinetry, and a large center island, complemented by an adjacent informal dining area for casual meals. Everyday functionality is thoughtfully incorporated with a built-in drop zone just inside the garage entry, conveniently positioned near the walk-in pantry and kitchen. A first-floor bedroom with a full bath nearby provides wonderful flexibility for guests, while a creative nook beneath the stairs features a built-in desk, storage, and chalkboard wall, offering a fun space for homework, crafts, or play. Upstairs, **laminate flooring** extends throughout the stairs and entire second floor, where a spacious loft provides another inviting gathering space. The primary suite offers a relaxing retreat with two large walk-in closets and a beautifully appointed bath featuring dual vanities, a freestanding soaking tub, and glass-enclosed shower. The outdoor setting truly sets this home apart. A screened lanai with summer kitchen overlooks the fenced backyard and tranquil pond with fountain, creating the perfect backdrop for dining, entertaining, or simply unwinding while enjoying Disney fireworks in the distance. The home is also equipped with solar panels, while the two-car garage features an EV charger and overhead storage. Upgraded landscaping enhances the home’s curb appeal. Residents of Windermere Isle enjoy a resort-style community swimming pool with poolside cabana and playground, while HOA fees include lawn care, cable TV, and internet. Conveniently located near Walt Disney World, world-class shopping, dining, and major roadways. With its generous living spaces, versatile floor plan, beautiful pond setting, and desirable community amenities, this exceptional home offers an outstanding opportunity to enjoy the Windermere lifestyle!

8325 Vivaro Isle Way, Windermere

5021 Carillon Lane, Windermere
$625,000
4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code
Welcome to this beautiful home in a highly desirable community known for its top-rated schools and beautifully maintained surroundings. Lush landscaping, graceful palm trees, and a covered front porch create a warm welcome. Inside, the foyer opens to a formal dining room with an elegant chandelier and a home office enclosed by glass French doors. Neutral tones, arched walkways, and wood laminate flooring are found throughout the main living areas. The spacious, open floor plan flows into the kitchen featuring shaker cabinets, granite countertops, a decorative backsplash, stainless steel appliances, a wine rack, and a large custom pantry with built-in storage. A dedicated laundry area with folding space adds convenience. The light-filled living room opens to a breakfast nook with a stylish rattan light fixture, bay window seating, and sliding glass doors leading to the pool. The private primary suite features double-door entry, a custom walk-in closet with extensive built-ins, and a spa-inspired bathroom with dual vanities, a large soaking tub, and a separate glass-enclosed shower. Three additional bedrooms and two full guest bathrooms with tub/shower combinations provide plenty of space for family and guests. Step outside to your own tropical retreat, complete with a screened-in pool, shaded gazebo, and vinyl fencing for added privacy. Updates include HWT 2023, HVAC 2019, and roof replacement in 2020. Conveniently located near entertainment, shopping and dining at Winter Garden Village, Walt Disney World, and major roadways including Florida's Turnpike, this home offers both comfort and accessibility. Schedule your private showing today!

5021 Carillon Lane, Windermere

14038 Bluebird Park Road, Windermere
$1,100,000
4 Beds ⋅ 4 Baths ⋅ Summerport Ph 02 SubDv. ⋅ 34786 Zip Code
Rare Windermere opportunity with water on TWO sides... Direct waterfront on one, and scenic water views on the other. Set on a premium 1.08-acre homesite with pond access and only one neighboring residence, this 4-bedroom, 4-bath home offers privacy, panoramic views, a private pool and spa, and nearly 3,400 square feet of living space. With more than $70,000 in recent improvements, the property combines an expansive indoor layout with exceptional outdoor living. Inside, soaring ceilings, designer finishes, and a grand staircase create a striking first impression. Designed for both everyday living and entertaining, the home features two spacious living areas, a well-appointed kitchen, formal dining room, butler’s pantry, dedicated office, and a custom home theater. Outfitted with a Sony 4K projector, Philips 110-inch film screen, Dolby Atmos surround-sound speakers, and seating for eight, the theater delivers an exceptional cinematic experience at home. Recent improvements include fresh interior paint, custom accent walls, a striking fireplace feature wall, updated designer lighting, a built-in Sub-Zero/Viking refrigerator, an undercounter ice maker, and reverse-osmosis water filtration. Additional highlights include a 2021 architectural roof and gutters, two HVAC systems replaced in 2020, and a split three-car garage with a climate-controlled third bay currently configured as a fitness space. Step outside to a private waterfront retreat with a pool and spa, stone firepit, expansive brick-paver lanai, and custom MegaView screen enclosure. The outdoor setting showcases panoramic water views with minimal visual obstructions, while the spacious driveway and welcoming front porch add to the home’s functionality. The backyard also provides views of Disney fireworks. Summerport amenities include a neighborhood park, playground, community beach, dock, walking and biking paths, clubhouse, community pool, fitness center, tennis and basketball courts, and gathering spaces. This Windermere residence offers a rare combination of acreage, privacy, direct waterfront, scenic water views, and resort-style outdoor living.

14038 Bluebird Park Road, Windermere

8516 Danforth Drive, Windermere
$350,000
2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere - Lake Reams Townhomes SubDv. ⋅ 34786 Zip Code
Live Where the Magic Happens! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2.5-bath Townhome is located in the coveted Windermere area, perfectly situated just minutes from DISNEY’S BACKYARD!! A quiet placement towards the rear of the community, this unit provides peaceful views of the conservation and walking trail surrounded by majestic oak-lined streets that capture the charm and serenity of this sought-after community. Step inside to an inviting open-concept layout with tile flooring throughout the main level and a seamless flow between the Living, Dining and Kitchen areas, perfect for everyday living or entertaining. Stunningly renovated Kitchen features Granite countertops, Stainless Steel Appliances, Island, Stone Backsplash and Dinette space. Upstairs, all bedrooms provide comfort and privacy with newer carpet. The Primary Bedroom boasts a walk-in closet and ensuite Bathroom with garden tub/shower combo. The second Bedroom also features an ensuite bathroom. Relax outdoors in your private, fenced courtyard with artificial turf, the perfect spot for morning coffee or evening gatherings, leading to your detached 2-car rear entry garage. Have complete peace of mind with the big-ticket expenses that have been recently taken care of: Roof 2021, Hot Water Heater 2021, AC 2021 and new Plumbing shut off valves and main water pressure reducer valve 2024. Low HOA includes a sparkling Community Pool and walking trails throughout! Zoned for top-rated Schools and conveniently close to major Theme Parks, and fantastic Shopping and Dining in Lakeside Village and Winter Garden Village. Experience the best of Florida living: Quiet Nature, Disney Magic and Windermere Charm - all in one!

8516 Danforth Drive, Windermere

9601 Ambleside Drive, Windermere
$1,160,000
4 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code
Virtually Staged. Move in. Reimagine. Or build new. Welcome to the Lake Down Shores lifestyle, where one-acre homesites and private community access to the Windermere Chain of Lakes offer a special opportunity. Set on a beautiful corner lot just a few homes from the lake, 9601 Ambleside Drive offers something increasingly difficult to find: a move-in-ready home today, an exceptional amount of land, and the flexibility to imagine something entirely different for the future. Situated on a full, flat acre, the property offers a generous front yard while still leaving an enormous backyard with incredible possibilities. Offering more than 3,000 square feet of single-story living, 4 bedrooms, 2.5 baths, and garage parking for four vehicles, the home has been refreshed with a roof replaced in 2021, one of two HVAC systems replaced in 2022, new interior and exterior paint, lighting and fixtures, updated bathrooms, new door hardware, new front door, new carpet in many rooms, plumbing updates, new water softener, and new water heater. Generously sized rooms and an interconnected floor plan make this a wonderful home for entertaining. Wood flooring complements the main gathering areas, while expansive near-floor-to-ceiling windows and Solatubes bring in abundant natural light. The family room connects to the kitchen and air-conditioned Florida room, which features casement windows and plantation shutters. Updated in 2020, the kitchen features abundant cabinetry with wood pull-out drawers, a large island, quartz countertops, stainless-steel Samsung and LG appliances, and a glass-top convection range. The spacious primary suite features an ensuite bath and walk-in closet, plus French doors leading to a flexible bonus room ideal for a home office, nursery, or sitting room. Three additional bedrooms are also generously sized, and a large laundry room provides additional storage. What truly distinguishes this property is the opportunity it presents. Enjoy the beautifully refreshed residence today, reimagine the existing home through a comprehensive transformation, or create an entirely new custom residence on this exceptional one-acre homesite. Additional features include a 2-car attached garage plus a separate 2-car detached garage, dedicated irrigation well, and septic system pumped in April 2026. Lake Down Shores residents enjoy access to the community’s private HOA boat ramp onto the Windermere Chain of Lakes. The seller, an experienced luxury home builder, has already developed concepts specifically for the property, including plans for both a complete renovation of the existing residence and new construction. These concepts offer a compelling vision of what this remarkable homesite could become while letting the next owner choose the path that best reflects their lifestyle. Conceptual plans are available for review and are presented for inspiration only; future improvements and construction are subject to applicable governmental and HOA approvals. To experience the builder’s design aesthetic, finishes, and portfolio of completed residences, please ask to view Web Link 1.

9601 Ambleside Drive, Windermere

6850 Valhalla Way, Windermere
$2,790,000
5 Beds ⋅ 7 Baths ⋅ Keenes Pointe 46/104 SubDv. ⋅ 34786 Zip Code
Welcome to Valhalla Way, an absolutely turn-key home, in the highly sought-after guard-gated community of Keene’s Pointe. Timeless in character yet fully updated for modern living, this stunning pool home offers a golf-course view of the 14th hole at the renowned Golden Bear–designed Keene’s Pointe Country Club, a beautifully renovated kitchen, soaring ceilings, and more than 5,000 square feet of thoughtfully designed space.Step through the ornate yet fitting front door and the foyer opens into a formal living area, where cathedral ceilings create a bright, open feel and French doors lead to one of the home’s covered lanais. The formal dining room is an inviting space for entertaining, with ceiling and floor details that immediately draw the eye.At the heart of the home, the renovated kitchen is made for both everyday living and gathering. It features fresh two-tone cabinetry, upgraded appliances including a top-of-the-line gas stove, stone counters with a custom backsplash, crown molding, and a center island with prep sink, storage, and bar seating. A breakfast nook offers a more intimate setting with views of the pool.The family room continues the indoor-outdoor flow, with a wall of glass doors opening to a second lanai. On the main floor you’ll also find an office, a bedroom and bath, and the owner’s suite. This private retreat is filled with natural light and highlighted by a double tray ceiling, an accent wall, and a sitting area made for a quiet morning coffee. The spa-like en-suite bath includes a custom dual-sink vanity, dressing table, and oversized walk-in shower.Upstairs, a chic modern staircase leads to additional bedrooms and baths, an open loft with a wet bar for casual entertaining, and a theater room for movie nights.Outside, the home is just as impressive: two covered lanais, an outdoor grill, multiple seating areas, and a custom saltwater pool and spa that has been recently resurfaced with new pool equipment. The backyard feels like a private oasis, with unobstructed golf-course views and lush landscaping. Choosing a home in Keene’s Pointe is choosing a lifestyle unlike any other. This lakefront, guard-gated community offers access to the famous Lake Butler Chain of Lakes, and, of course, golf, tennis, and pickle-ball thru membership into the Golden Bear Club. Set in sought-after Windermere, it also provides easy access to shopping, dining, attractions, and so much more. Zoned for top-rated schools, this breathtaking home delivers everything you could want and then some. Schedule your private tour of Valhalla Way and start making memories that last a lifetime, surrounded by all that Central Florida has to offer.

6850 Valhalla Way, Windermere

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