Windermere Homes with Private Yard Exterior Features

Windermere Homes with Private Yard Exterior Features

Welcome to Windermere, Florida – a picturesque gem nestled in the heart of Orange County. Known for its stunning lakes, lush landscapes, and a vibrant community, Windermere offers an enchanting blend of small-town charm and modern conveniences. With its close proximity to the bustling city of Orlando, residents can enjoy a peaceful retreat while still having easy access to world-class entertainment, shopping, and dining.

One of the most appealing features of homes in Windermere is the abundance of properties boasting private yards. Imagine stepping out into your own serene oasis, where you can unwind amidst the beauty of nature, host family gatherings, or simply enjoy the sunshine with a good book. These private yards provide the perfect backdrop for outdoor living, whether you’re looking to create a garden sanctuary, install a pool, or set up a cozy patio for evening barbecues.

Windermere’s real estate market is diverse, with a range of options to suit every lifestyle and budget. From charming single-family homes to luxurious estates, many properties feature spacious lots that allow for ample outdoor space. The community is also known for its top-rated schools, friendly neighborhoods, and a variety of recreational activities, including scenic trails, parks, and access to pristine lakes for boating and fishing.

Embrace the Windermere lifestyle, where the tranquility of suburban living meets the excitement of urban amenities. Discover your dream home with a private yard and experience the beauty and warmth of this lovely Florida town.

Newest Windermere Homes with Private Yard Exterior Features

8205 Stonemason Court, Windermere
$2,650,000
6 Beds ⋅ 6 Baths ⋅ Keenes Pointe Unit 3 SubDv. ⋅ 34786 Zip Code
Distinctive craftsmanship, open-concept interiors and expansive outdoor living distinguish this custom six-bedroom, six-full-bath residence in Keene’s Pointe. Built in 2016 on a nearly ½-acre homesite, the residence unfolds around a spacious great room appointed with custom dining and entertainment cabinetry. The main level encompasses the primary retreat, a guest bedroom with an ensuite bath, a full pool bath, an office, a kitchen, a generous breakfast nook and a walk-in pantry. Upstairs, three bedrooms with ensuite baths accompany a sixth bedroom suited to use as a studio, playroom or flexible living space, along with a spacious loft featuring a hospitality bar. A mini elevator provides a practical way to transport items between floors, simplifying housekeeping. Custom millwork lends continuity throughout the interiors, from integrated bedroom desks and storage drawers to the great-room entertainment center and a full-wall display case in the study/office. Thoughtfully designed dining cabinetry accommodates table linens, dinnerware, silverware and décor, complemented by a substantial custom china cabinet for glassware near the corner wine room. An integrated buffet offers an elegant setting for serving or displaying fresh flowers and collectibles. Solid-wood interior doors and elaborate custom cabinetry in every closet and the oversized walk-in pantry carry this attention to detail throughout the home. Double-pane windows and sliding doors complement a modern, outward-swinging steel double entry door edged in wood. Additional appointments include upgraded Monogram stainless steel kitchen appliances, whole-house water purification and softening, tankless natural gas water heaters, Lutron lighting controls in the main living areas and a dedicated irrigation well. The generous covered outdoor living area extends the entertaining experience with a complete summer kitchen, including a dishwasher, dinnerware storage, a gas grill and a double-burner cooktop integrated into an oversized island. Positioned beside an oversized conversation pit, the island anchors a lounge-like setting for outdoor gatherings. The private backyard brings together a pool, spa and expansive paver deck in an inviting setting for outdoor entertaining. Just steps from the primary retreat, the spa offers a convenient escape, while an illuminated firepit gathering area provides another setting for evenings outdoors. A mini half-court basketball practice area introduces a recreational dimension, balancing spaces for relaxation, gathering and activity. Located in the highly sought after guard gated lakefront and golf course community of Keene’s Pointe and home of the Golden Bear Club, a private golf and tennis club, residents enjoy a host of amenities including a community boat ramp and a range of parks and playgrounds. Come live the Keene’s Pointe lifestyle!

8205 Stonemason Court, Windermere
7413 Lake Albert Drive, Windermere
$1,799,000
6 Beds ⋅ 7 Baths ⋅ Lake Burden South Ph I SubDv. ⋅ 34786 Zip Code
Lakefront living at its finest! This spectacular former model home on beautiful Lake Burden offers breathtaking waterfront views and an exceptional Florida lifestyle. Enjoy boating, water skiing, and fishing right from your own backyard, with a private boat dock and a beautiful swimming pool creating the ultimate outdoor retreat. This impressive 6-bedroom, 6-bathroom residence features a desirable double primary suite layout, oversized bedrooms, beautiful hardwood floors, upgrades throughout, and an oversized private office. The spacious second-floor loft provides additional flexible living space, while two second-floor balconies showcase premier lake views and offers the perfect setting to relax and take in the scenery. Entertain in style with a well-appointed outdoor kitchen and inviting pool area, ideal for gatherings and enjoying the Florida sunshine. Conveniently located near popular restaurants, shopping, and world-famous Disney attractions, this remarkable lakefront property combines space, comfort, and an unbeatable lifestyle. Experience the best of waterfront living in this extraordinary home!

7413 Lake Albert Drive, Windermere
7231 Sangalla Drive, Windermere
$1,348,000
5 Beds ⋅ 5 Baths ⋅ Casa Del Lago-Replat SubDv. ⋅ 34786 Zip Code
Virtually Staged. Set behind the gates of Casa Del Lago, 7231 Sangalla Drive offers a fresh interpretation of Windermere living, pairing nearly 4,000 square feet of interior space with a private pool and a location remarkably connected to the destinations that define Southwest Orlando. Recently refreshed, the residence features newly painted interiors and new light white oak luxury vinyl flooring throughout the home, excluding the bathrooms. The result is a lighter, more contemporary palette that carries naturally from room to room and gives the home an entirely new point of view. At the center of the main level, the kitchen combines granite countertops, an oversized island, stainless steel appliances, gas cooking and generous cabinetry and pantry storage. It opens to the living and breakfast areas, creating one continuous space for daily living and entertaining. A formal dining room and dedicated office add definition to the floor plan without interrupting its openness. The first-floor primary suite offers a spacious retreat with a walk-in closet, dual vanities and oversized walk-in shower. Additional bedrooms provide flexibility for guests, work or creative space, while the approximately 448-square-foot upstairs bonus room adds another layer of versatility for a media lounge, game room, fitness space or secondary living area. Outside, the architecture gives way to a distinctly Florida setting. A screened swimming pool, covered lanai and expansive paver deck extend the living space outdoors, complemented by low-maintenance turf and additional backyard space. A three-car garage completes the residence. Casa Del Lago is positioned within Windermere’s Lake Burden area, placing the home near Lakeside Village, Hamlin, Downtown Windermere, Golden Oak, Four Seasons Resort Orlando, Walt Disney World Resort and the Sand Lake Road dining district known as Restaurant Row. The location offers convenient access to shopping, dining, entertainment and major roadways while maintaining the privacy of a gated residential setting. A refreshed interior, private outdoor living and a Windermere address positioned at the center of it all.

7231 Sangalla Drive, Windermere
11532 Waterstone Loop Drive, Windermere
$2,199,000
4 Beds ⋅ 6 Baths ⋅ Waterstone SubDv. ⋅ 34786 Zip Code
SINGLE STORY LIVING and PRIVATE PEDESTRIAN-GATED ACCESS to WINDERMERE PREPARATORY SCHOOL from within the community distinguish this custom Waterstone home. Built in 2014 and located behind a staffed, guard-gated entrance, the residence offers approximately 4,169 square feet, four bedrooms, four full baths, two half baths, and a three-car garage. Two stately palms welcome you to the beautifully landscaped 0.44-acre homesite, while landscape lighting highlights the grounds after sunset. From the moment you enter, the view opens to the CENTRAL COURTYARD, SALTWATER POOL, and SPA. Direct access from the kitchen, family room, and primary suite makes the courtyard part of daily life. Covered lanais, generous lounging areas, a summer kitchen with a full-size motorized screen, and an outdoor fireplace provide space to gather and dine outdoors. The courtyard has been freshly painted, and the travertine pavers were recently sealed. Inside, soaring ceilings, tray details, crown molding, and expansive windows bring light and courtyard views into the living spaces. The kitchen features Wolf and Sub-Zero appliances, rich wood cabinetry, dual islands, bar seating, and a concealed walk-in pantry. The spacious primary suite includes hardwood flooring, a sitting area, two expansive custom walk-in closets, and a bath with a soaking tub, oversized rainfall shower, and generous vanity space. An adjoining flex room can serve as a home office, gym, or private retreat. Additional features include two newer air-conditioning units serving the multizone HVAC system, a sound system throughout the indoor and outdoor living areas, a whole-house Lorex camera system, a porte-cochère, and an expansive paver driveway. Waterstone is near Windermere High School, with convenient access to Winter Garden Village, Lakeside Village, Walt Disney World, and major Orlando routes. Schedule a private showing to experience this distinctive Windermere courtyard home.

11532 Waterstone Loop Drive, Windermere
6126 Payne Stewart Drive, Windermere
$3,250,000
3 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, each with its own full bathroom, plus a powder room for guests. Soaring ceilings and an open floor plan bring a sense of space to the main living areas, where travertine floors and new doors complement the recent renovations. The gourmet kitchen features a 10-ft center island and top of the line appliances. The primary suite includes a recently renovated bathroom with a generously sized shower and soaking tub. Outside, a fully fenced garden setting surrounds the pool and spa. A summer kitchen and fireplace make the space inviting for outdoor dining and relaxing in the Florida Sunshine.

6126 Payne Stewart Drive, Windermere
13738 Eden Isle Boulevard, Windermere
$525,000
4 Beds ⋅ 2 Baths ⋅ West Point Commons SubDv. ⋅ 34786 Zip Code
This 4-bedroom, 2-bath pool home in the gated community of Eden Isle offers approximately 2,020 square feet of single-story living with an open floor plan, high ceilings, and plenty of space for both everyday living and entertaining. Step outside and enjoy your own private Florida retreat featuring a screened-in pool and a fully fenced backyard; ideal for relaxing, entertaining, or enjoying the Florida sunshine. The spacious primary suite features an en-suite bathroom with a soaking tub, separate shower, double vanity, and plenty of room to unwind. Major improvements provide added peace of mind, including a roof replaced in 2022, HVAC system replaced in 2021, and a new hot water heater. Eden Isle residents enjoy access to a community playground and private community boat ramp on Lake Speer, making it easy to enjoy the Florida lifestyle both on and off the water. Conveniently located in sought-after Windermere with easy access to shopping, dining, entertainment, major roadways, and Central Florida's world-famous attractions. Schedule your private showing today!

13738 Eden Isle Boulevard, Windermere
13101 Bellaria Circle, Windermere
$2,995,000
6 Beds ⋅ 9 Baths ⋅ Bellaria SubDv. ⋅ 34786 Zip Code
Set on nearly an acre within the prestigious guard-gated community of Bellaria, this remarkable estate combines grand-scale living, exceptional flexibility, and an unbeatable location. Impressive curb appeal creates an immediate sense of arrival, enhanced by a spacious U-shaped driveway and an oversized three-car garage. Beyond the entry, a dramatic formal living room welcomes you with soaring two-story ceilings, abundant natural light, and an elegant bar area complete with a wine refrigerator. The expansive kitchen serves as the heart of the home, featuring a massive center island, extensive cabinetry, generous prep space, and a full suite of stainless steel appliances. A formal dining room provides a refined backdrop for special occasions, while the adjoining breakfast nook offers a relaxed setting for everyday meals. The sprawling first-floor primary suite is a private retreat with impressive proportions and separate his-and-hers walk-in closets. Its spacious bathroom features dual vanities, an oversized walk-in shower, and a soaking tub designed for relaxation. An additional guest suite on the main level provides comfort and privacy for visitors, while a dedicated formal office creates an ideal space for working from home. Upstairs, five additional bedrooms provide tremendous flexibility for family and guests. A spacious loft offers another casual gathering area, while the separate bonus room could easily be transformed into a private home theater, game room, fitness studio, or additional entertainment space. With six bedrooms, multiple living areas, and thoughtfully designed spaces throughout, the home is exceptionally well suited for both everyday living and large-scale entertaining. Outside, an expansive covered patio extends the living space and features a full summer kitchen, making it ideal for dining, entertaining, and enjoying Florida’s year-round sunshine. The enormous backyard offers remarkable possibilities, with ample room to create a custom resort-style pool. Bellaria’s prime location places you just minutes from Winter Garden Village, charming Downtown Windermere, Restaurant Row, world-renowned theme parks, and an outstanding selection of shopping, dining, and entertainment. Offering extraordinary space, privacy, and potential in one of Windermere’s most sought-after gated communities, this impressive estate presents a rare opportunity to create the ultimate luxury lifestyle.

13101 Bellaria Circle, Windermere
5192 Vardon Drive, Windermere
$19,500,000
6 Beds ⋅ 10 Baths ⋅ Isleworth Amd 03 SubDv. ⋅ 34786 Zip Code
Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Blanche along the coveted Butler Chain of Lakes. This exceptional residence is designed for the most discerning buyer seeking luxury, exclusivity, and resort-style living on approximately 2.5 acres. Encompassing over 13,494 square feet of refined living space and more than 20,476 total square feet, the estate features six luxurious bedroom suites, eight full baths, and two half baths. Every bedroom offers oversized walk-in closets, while the primary suite is a private sanctuary complete with a sitting room, hidden passage access to the study, private morning kitchen, and direct stairway access to the lower-level fitness retreat. Designed for both grand entertaining and intimate living, the home showcases vanishing glass sliders that seamlessly connect the living room, family room, and bar area to expansive outdoor living spaces and screened terraces overlooking breathtaking sunset views across Lake Blanche. The resort-inspired outdoor setting features a heated saltwater infinity-edge pool and spa, summer kitchen, outdoor shower, and tranquil waterfront ambiance. Exceptional amenities include a full theater room with private bath, elevator servicing all three levels, extensive storage throughout, lower-level gym with steam shower and sauna-ready space, dual laundry features including a dog shower and dog door, and a separate guest house complete with living room, kitchenette, and full bath. Equipped with all-new smart-home technology and integrated systems. The gourmet kitchen is thoughtfully appointed with dual ovens, six-burner gas range, steamer, warming drawer, freestanding refrigerator and freezer, two refrigerator drawers, dual full-size dishwashers, and two microwave ovens. Completing this remarkable offering is a five-car garage, private boat dock with electric lift and jet ski slip, and an unmatched combination of sophistication, comfort, and privacy in one Of Central Florida's most prestigious golf and country club communities along the Butler Chain of Lakes.

5192 Vardon Drive, Windermere
4243 Isabella Circle, Windermere
$3,290,000
5 Beds ⋅ 7 Baths ⋅ Casabella SubDv. ⋅ 34786 Zip Code
Welcome to an exceptional luxury residence in the prestigious gated community of Casabella in Windermere. Set on a private 0.71-acre homesite, this stunning Toll Brothers residence offers approximately 5,502 square feet of beautifully appointed living space, featuring 5 private ensuite bedrooms and 2 half bathrooms. From the moment you enter, the home impresses with sophisticated architectural details, soaring ceilings, abundant natural light, and expansive spaces thoughtfully designed for both refined everyday living and effortless entertaining. The gourmet kitchen is equipped with premium appliances, custom cabinetry, an oversized island, ample counter space, and an open-concept design that flows seamlessly into the family room and dining areas. The first-floor primary suite offers a tranquil private retreat, complete with a spa-inspired bathroom featuring dual vanities, a spacious walk-in shower, and generous his-and-her closet areas. Also located on the first floor is an additional private suite and a dedicated office, while the second floor offers the remaining bedrooms, a secondary primary suite, a spacious loft, and versatile living areas. Step outside to an impressive outdoor living space featuring a private heated in-ground pool, upgraded covered lanai with a summer kitchen, and beautifully landscaped surroundings, creating an ideal setting for entertaining or relaxing in complete privacy. Additional features include a three-car garage, tile roof, elegant finishes, abundant storage, and carefully curated furnishings throughout. Offered fully furnished, this exceptional residence presents a rare opportunity to enjoy a turnkey Windermere lifestyle within one of Central Florida’s sought-after gated communities. Ideally positioned near premier shopping, fine dining, golf, entertainment, major roadways, and world-renowned attractions, this Casabella estate brings together luxury, privacy, comfort, and convenience.

4243 Isabella Circle, Windermere
5526 Marleon Drive, Windermere
$2,500,000
5 Beds ⋅ 5 Baths ⋅ Lake Davis Reserve A & B SubDv. ⋅ 34786 Zip Code
A rare opportunity to own one of just 18 custom estate homes in this exclusive Windermere enclave of Lake Davis Reserve. Set on more than half an acre, this impressive five-bedroom residence spans over 4,600 square feet, offering a remarkable sense of privacy and seclusion while remaining right in the heart of Windermere. From the moment you enter through the custom iron doors, the craftsmanship and attention to detail are unmistakable. Expansive living spaces, beautiful wood-look porcelain flooring, custom millwork and thoughtfully designed lighting create a home that feels luxurious yet exceptionally comfortable. Custom-designed fireplaces throughout the home provide striking focal points and give each living space its own sense of character and warmth. The chef's kitchen features abundant cabinetry, generous counter space, a large prep island, granite countertops, water softener and a vented cooktop, all opening seamlessly to the main living areas. The spacious primary suite is conveniently located on the first floor and offers a true private retreat, complete with its own custom fireplace, oversized walk-in shower and soaking tub. Additional generously sized bedrooms ensure everyone enjoys ample space, while upstairs, a large flex room with custom built-in cabinetry provides an ideal setting for entertaining, relaxing or movie nights. A dedicated gym adds even more versatility to the floor plan. Outside, the home's sense of privacy becomes even more apparent. A covered lanai, with wiring for remote-controlled screens, opens to a secluded backyard retreat framed by mature tropical landscaping. Completed in 2022, the heated saltwater pool features a PebbleTec finish, multicolor LED lighting, dual sun shelves and an illuminated pergola waterfall. An extended pool deck, outdoor audio, summer kitchen with natural gas, exterior bathroom and app-controlled pool and landscape lighting create an exceptional environment for entertaining or simply enjoying the Florida lifestyle in complete comfort. As evening approaches, the west-facing backyard provides beautiful sunset views in front of your patio gas fireplace. That feeling of seclusion is what makes Lake Davis Reserve so special. Despite its peaceful, private setting, the home sits in the heart of Windermere, with Windermere Preparatory School, Windermere High School and zoning for Windermere Elementary all close by. Disney, SR-429 and premier shopping and dining are just minutes away. Opportunities to purchase in Lake Davis Reserve are exceedingly rare, with only 18 custom estate homes behind its gates. Beautiful in photographs and even better in person, this is a home that simply needs to be experienced. The privacy, scale, custom finishes and atmosphere are difficult to fully capture in photographs. If your buyers are looking for luxury, security and seclusion without sacrificing the convenience of Windermere living, 5526 Marleon Drive deserves to be at the top of their viewing list.

5526 Marleon Drive, Windermere
9043 Horizon Pointe Trail, Windermere
$870,000
4 Beds ⋅ 3 Baths ⋅ Windermere Trls SubDv. ⋅ 34786 Zip Code
Windermere Custom Interior Pool Home, 4 bedroom, 2 Primary Suites, 3 full Bathrooms New Exterior and Interior paint 2026, New Hardwood Bamboo Floors 2025, Crown Molding, Coffered Ceilings. New Heated Salt Water Pool, New Air Conditioner 2025, New Hot Water Heater 2025, Gourmet Kitchen with Hand Cut European Backsplash, Butler Pantry and Walk In Pantry, New Dishwasher 2024. Remodeled Master Shower 2023. Custom Stair Railing, New Paver Front porch and Driveway. Double Pain Windows and Extra Insulated exterior Walls. Watch Disney Fireworks from your front porch. Community Pool with Cabana, walking trials, tot lot, outdoor physical fitness areas, 3 parks, dog park with washing station. Windermere High School voted top school in USA today. Elementary school in Neighborhood, Windermere Prep 3 miles, Close to Publix, Restaurants, and Theme Parks. Butler Chain Public Boat Ramp at Keene Point Park 5 minutes.

9043 Horizon Pointe Trail, Windermere
212 W 1st Avenue, Windermere
$1,388,000
4 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Virtually Staged. Owner/developer is swamped with other projects currently... BOAT INCLUDED IN PURCHASE PRICE: Recent appraisal $1.6M. Although the value is heavily weighted towards the land this home is move-in-ready. A $3.5M modern home has been approved for building and permits are in place but the buyer has the flexibility to leave the house as-is, renovate it, build the already approved home, or bring their own builder to build their dream home. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere. Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet comfortable cabin style with some modern flair and a open-concept layout, four bedrooms and thoughtfully updated living spaces. A beautifully appointed kitchen features custom cabinetry, quartz surfaces, and premium appliances, while restored hardwood flooring adds timeless character throughout. The primary suite opens to a private balcony overlooking the water, creating a serene retreat. Outdoors, the property offers a fenced yard and a rare combination of circular driveway and rear-access garage. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home 3,500sf and 900sf covered boat dock with lift.

212 W 1st Avenue, Windermere
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