Windermere Homes with Clubhouse Community Features

Windermere Homes with Clubhouse Community Features

Welcome to Windermere, Florida—a picturesque gem nestled in Orange County that perfectly blends small-town charm with modern luxury. Known for its serene lakes, lush landscapes, and friendly community, Windermere offers a tranquil retreat just minutes away from the bustling attractions of Orlando. With its tree-lined streets and beautiful parks, this idyllic town is perfect for families, retirees, and anyone looking to embrace a vibrant lifestyle.

One of the standout features of Windermere is its exquisite homes with clubhouse community amenities. Imagine living in a neighborhood that not only offers beautifully designed residences but also fosters a sense of community and connection. These homes are often part of exclusive communities that provide residents with access to a variety of top-notch amenities, including sparkling swimming pools, fitness centers, and social gathering spaces. The clubhouse serves as a hub for residents to meet, mingle, and partake in organized events, creating lasting friendships and a sense of belonging.

In Windermere, you can enjoy the best of both worlds: a peaceful suburban lifestyle combined with the excitement of nearby attractions. Whether you’re exploring the charming downtown area, enjoying outdoor activities on the lakes, or taking advantage of the exceptional schools and shopping options, Windermere truly has something for everyone.

Come discover the allure of Windermere, where your dream home awaits in a vibrant, welcoming community that feels like home from the moment you arrive. Embrace a lifestyle that celebrates both relaxation and connection in this enchanting Florida town.

Newest Windermere Homes with Clubhouse Community Features

$1,870,000
6 Beds ⋅ 7 Baths ⋅ Lake Burden South Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to lakefront living in Windermere! Set along the shores of Lake Burden, this impressive 6-bedroom, 6.5-bath home offers more than 5,100 square feet of living space, a 3-car garage, and a flexible layout designed for both everyday living and entertaining. Featuring the builder’s major upgrades and owned by just one owner since purchased directly from the builder, this home has been exceptionally well maintained. Inside, soaring ceilings and generous living spaces create an immediate sense of openness, while expansive sliding doors bring the beautiful lake views right into the heart of the home. The spacious kitchen is ready for everything from quiet family dinners to a full house of guests. With two primary suites — one downstairs and one upstairs — plus an additional first-floor bedroom, the floor plan offers great flexibility for guests, multigenerational living, or a home office setup. Upstairs, oversized bedrooms, a large bonus room, and private balconies provide even more room to spread out and enjoy the views. The outdoor space is just as special, featuring an extended covered lanai, outdoor kitchen, mature landscaping, and a peaceful lakefront backdrop. Morning coffee by the water, weekend barbecues, sunset dinners — this home was made for Florida living. Located in Lake Burden South, in the heart of Windermere, this home offers a peaceful residential setting with convenient access to shopping, dining, entertainment, and everything the area has to offer. Big home, beautiful setting, fantastic layout — and a lake view that never gets old. Come see this one in person!

7467 Lake Albert Drive, Windermere
$495,000
4 Beds ⋅ 3 Baths ⋅ Windermere Sound Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained 4-bedroom townhouse in the desirable area of Windermere FL. The home is offering the perfect blend of comfort, style, and scenic surroundings. With a spacious four-bedroom layout, this home provides plenty of room for everyday living, entertaining, and creating flexible spaces to suit your needs. Your master bedroom is situated on the first floor and upstarts you'll have an additional loft space. Enjoy the beautiful lake view from your porch that adds a peaceful and inviting entry to the home. Tasteful newer upgrades throughout include newer LVP flooring throughout the first floor and staircase, fresh paint, refinished kitchen cabinets, new toilets, new washer, complemented by upgraded fixtures and finishes that give the property a clean, modern feel. Whether you're looking for a spacious primary residence, a comfortable family vacation home, or an opportunity to enjoy the sought-after Windermere lifestyle, this townhouse is a wonderful opportunity. Don't miss the chance to make this inviting property your new home!

7668 Fairgrove Avenue, Windermere
$420,000
3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Lake Reams Twnh SubDv. ⋅ 34786 Zip Code
ABSOLUTELY STUNNING WINDERMERE END-UNIT TOWNHOME! Welcome home to this exceptional end-unit townhome, perfectly positioned in one of the most desirable locations within the community. Nestled against tranquil wooded conservation and lush green space, this home offers a rare sense of privacy with no front neighbors and direct access to a scenic community walking path. One of the largest floor plans in the neighborhood, this beautifully maintained 3-bedroom, 2.5-bath residence is filled with natural light, creating a bright, open, and inviting atmosphere throughout. The spacious open-concept kitchen, dining, and living area is ideal for both everyday living and entertaining. The kitchen is tastefully upgraded with granite countertops, a stylish tile backsplash, rich wood cabinetry, and quality flooring. Best of all, there is no carpet anywhere in the home! All kitchen and laundry appliances are included, making this home truly move-in ready. The thoughtfully designed floor plan provides each bedroom with convenient access to a bathroom. The generous primary suite features dual vanities, a large walk-in closet, and a spacious ensuite bath designed for comfort and functionality. Step outside to enjoy the private fenced courtyard leading to the oversized rear-entry two-car garage with a pedestrian door, offering both convenience and privacy. Enjoy low-maintenance living with an HOA that covers exterior maintenance, landscaping, roof maintenance, pest control, and access to the beautiful resort-style community pool and clubhouse. Located in the heart of Windermere, this home offers an unbeatable location with top-rated A schools and easy access to Disney, Lakeside Village, Horizon West, Winter Garden Village, shopping, dining, and major roadways. This is a rare opportunity to own one of the finest townhomes to come on the market in quite some time. Don't miss your chance to make this exceptional home yours!

12303 Langstaff Drive, Windermere
$610,000
4 Beds ⋅ 5 Baths ⋅ Wickham Park SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained 4-bedroom, 4.5-bath residence situated on a premium 9,055-square-foot corner lot in the highly desirable Wickham Park community of Windermere. Offering 2,192 square feet of thoughtfully designed living space, this two-story home features an open floor plan filled with natural light, spacious living and dining areas, and a private primary suite with a walk-in closet. One of the home's standout features is its expansive backyard, providing exceptional outdoor space rarely found in similar properties. The backyard already includes an above-ground pool, offering the perfect place to relax and enjoy Florida's outdoor lifestyle. There is still plenty of room to create your dream outdoor retreat, whether you envision a summer kitchen, an entertainment area, lush landscaping, or future enhancements tailored to your lifestyle. Perfectly positioned directly across from Horizon West Middle School, this home offers outstanding convenience for families with school-age. The desirable corner-lot location also provides additional street parking along the side of the property, making it easy to accommodate family and guests during gatherings and special occasions. Residents enjoy outstanding community amenities, including a clubhouse, resort-style community pool, and playground, while being just minutes from shopping, dining, major highways, Walt Disney World, and everything that makes Windermere and Horizon West among Central Florida's most sought-after communities. Don't miss this exceptional opportunity to own a beautiful home that combines comfort, functionality, outdoor living, and an unbeatable location in one of Windermere's premier neighborhoods.

12749 Garridan Avenue, Windermere
$425,000
3 Beds ⋅ 3 Baths ⋅ Whickham Park SubDv. ⋅ 34786 Zip Code
This beautiful 3 bedroom, 2.5 bath townhome is in the heart of Windermere. The home features a spacious, open kitchen complete with stainless steel appliances. Step outside to access a private courtyard that connects directly to a two car garage, providing both convenience and privacy. Upstairs you’ll find three comfortable bedrooms and two full bathrooms. With its low maintenance exterior, the HOA takes care of lawn and shrub maintenance, ensuring hassle free living. The Wickham Park community also offers fantastic amenities, including a pool, clubhouse, and scenic walking trails. Just minutes away from Disney, Winter Garden Village, and top rated schools. This home offers an unbeatable location for easy access to everything.

7752 Rigby Street, Windermere
$2,300,000
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
$4,495,000
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
$599,900
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
$745,000
5 Beds ⋅ 4 Baths ⋅ Windermere Trls Ph 4b SubDv. ⋅ 34786 Zip Code
Investor opportunity in the sought after Windermere Trails community! This tenant-occupied home offers immediate rental income in a high-demand location just minutes from Disney World (Magic Kingdom, Hollywood Studios, Animal Kingdom, Epcot Center and Disney Springs), Winter Garden Historic District, Doctor Philips Restaurant hub, Hamlin Town Center, Horizon West, top-rated schools, shopping, dining, and major highways. Recent updates include new interior and exterior paint, new luxury vinyl plank flooring throughout the second floor, new stair carpet, and a new refrigerator; roof is approximately 9 years old. A turnkey addition to any investment portfolio with excellent long-term appreciation potential. (Updated 2nd floor photos will be added soon to show new flooring)

8931 Lookout Pointe Drive, Windermere
$384,900
2 Beds ⋅ 2 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code
Very rarly does the end unit, one story townhomes come on the market! For anyone who doesn't want stairs, or master bedroom up - check this one out. Last 4 of these one story - sold in 4 days or less. HOA did new roofs and new exterior paint 2 years ago. New water heater (2026), newer A/C (2021). Front load washer/dryer will stay. 90% tiled floors, 1 room has engineered hardwood. Beautiful white PVC fence along side of house - perfect for the young ones or dog walk. Oversized side/end unit lot. Front overlooks community park. Another special point about this house has outdoor back patio enclosed to create another room - office, playroom, toy room.

5451 Kumquat Loop, Windermere
$649,500
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
$585,000
3 Beds ⋅ 2 Baths ⋅ Wickham Park SubDv. ⋅ 34786 Zip Code
This stunning Ashton Woods home in the highly sought-after Wickham Park community of Windermere truly shows like a model. Built in 2012, this beautifully maintained single-story home offers 3 bedrooms, 2 bathrooms, and a 2-car garage. The bright, open-concept floor plan features laminate flooring and is perfect for both everyday living and entertaining. The chef’s kitchen boasts granite countertops, 42-inch cabinetry, stainless steel appliances, a custom tile backsplash, stylish pendant lighting, and a large center island with plenty of prep space and seating. The spacious owner’s retreat offers elegant tray ceiling with crown molding, walk-in closet, a soaking garden tub, and a separate walk-in shower. Updates include a newer A/C system (approximately 2½ years old), range & refrigerator (3 yrs old), exterior paint completed in 2023, and a roof replacement scheduled by the HOA in an upcoming phase. The backyard is your own private oasis. It's fully enclosed with vinyl privacy fencing, and enhanced with mature landscaping and accent lighting, creating a peaceful retreat for relaxing or entertaining, and making lasting memories. The resort-style saltwater pool, built in 2016, features a beautiful pebble finish and is surrounded by an expansive paver deck. From the front yard you can watch Disney’s fireworks every evening from your own driveway. Or take an after dinner stroll around the walking trail surrounding the lake across the street. Enjoy a truly low-maintenance lifestyle with HOA dues that include lawn care, shrub maintenance, fertilization, pest control, mulching, termite bond coverage, exterior painting, and roof replacement. Residents also enjoy access to Wickham Park’s community pool, clubhouse, gazebo, and open green spaces. Ideally located just minutes from Walt Disney World, Disney Spring, Universal Orlando, Winter Garden Village, Lakeside Village, and Westside shopping and dining destinations, this home is also zoned for highly rated schools. This move-in-ready home offers the perfect blend of luxury, convenience, and carefree Florida living. **Schedule your private showing today!**

12789 Bosworth Avenue, Windermere
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