Windermere Homes with Clubhouse Community Features

Windermere Homes with Clubhouse Community Features

Welcome to Windermere, Florida – a picturesque gem nestled in Orange County, renowned for its serene lakes, lush landscapes, and a vibrant community spirit. Just a stone's throw from the hustle and bustle of Orlando, Windermere offers the perfect blend of tranquil living and urban convenience. With its charming streets lined with oak trees and stunning waterfront views, this idyllic town is ideal for families, retirees, and anyone looking to enjoy a peaceful lifestyle.

One of the standout features of Windermere is its inviting homes with clubhouse community amenities. Imagine waking up in a beautifully designed home that not only provides comfort and style but also opens the door to a wealth of shared experiences. Our community features include a state-of-the-art clubhouse that serves as the heart of the neighborhood, where residents can gather for social events, fitness classes, or simply relax by the pool.

In addition to the clubhouse, many homes in Windermere boast access to walking trails, playgrounds, and serene parks, making it easy to enjoy the great outdoors. The community fosters a friendly atmosphere, where neighbors become friends and families can create lasting memories.

Whether you are seeking an active lifestyle filled with recreational activities or a peaceful retreat to unwind, Windermere offers it all. Explore our available homes and discover the charm of this enchanting Florida town, where community and comfort come together seamlessly. Welcome home to Windermere!

Newest Windermere Homes with Clubhouse Community Features

3 Beds ⋅ 3 Baths ⋅ Carrington SubDv. ⋅ 34786 Zip Code

Welcome to 12333 Via Derna Pl, a beautifully updated townhome located in the highly desirable Carrington community of Windermere. Offering 1,919 sq. ft. of living space, this spacious 3-bedroom, 2.5-bath home features a bright open-concept floor plan designed for both comfortable everyday living and entertaining. Recent updates to the family room, kitchen, and shared bathroom give the home a fresh, modern feel, while abundant natural light creates a warm and inviting atmosphere throughout. The property is also EV-ready, with infrastructure already in place for an electric vehicle charger. Ideally located near highly rated schools, shopping, dining, major roadways, and Central Florida’s world-famous attractions, this move-in-ready home offers an excellent combination of location, space, and modern convenience. The Tesla charger and window curtains are not included in the listing price but may be negotiated separately. Schedule your private showing and discover everything this Windermere home has to offer!

12333 Via Derna Place, Windermere

3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Welcome to your new home! This beautifully maintained, newly listed 3-bedroom, 2-bathroom, third-floor condo is located in the highly desirable Lakeside at Lakes of Windermere community. Offering a perfect blend of comfort, style, and convenience, this move-in-ready home is an exceptional opportunity in one of Central Florida’s most sought-after areas. Step inside to discover a thoughtfully designed interior featuring no carpet throughout, making everyday living and maintenance a breeze. The well-appointed kitchen showcases stainless steel appliances, stone countertops, a stylish backsplash, and abundant cabinet space. Ceiling fans throughout the home, including on the private balcony, add an extra level of comfort and convenience. A washer and dryer are also included. Residents of Lakeside at Lakes of Windermere enjoy an array of resort-style amenities, including a sparkling community pool, spacious fitness center, and beautifully maintained grounds—creating a welcoming environment to relax, entertain, and enjoy the Florida lifestyle. The location is truly hard to beat! Lakeside Village Center is directly across the street, putting everyday conveniences just steps from your front door. Just minutes from Walt Disney World, major highways, highly regarded schools, shopping, dining, and the charming community of Windermere, this condo offers an incredible combination of lifestyle and location. Whether you're searching for a primary residence, vacation home, or investment property, this exceptional condo checks all the boxes. Come see why this Lakeside at Lakes of Windermere gem deserves to be at the top of your list!

8156 Boat Hook Loop Unit 623, Windermere

4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet evenings at home or a house full of guests. Natural light pours through the glass entry into a dramatic foyer with a groin-vaulted ceiling, introducing the architectural character found throughout the home. Arched openings lead into the formal living room, where a striking stone fireplace creates a natural gathering place and walls of glass frame views of the garden and fairway beyond. The formal dining space provides an elegant backdrop for entertaining while remaining connected to the heart of the home. The renovated kitchen is both inviting and exceptionally functional, featuring a professional-style gas range, integrated appliances and a 40-bottle wine refrigerator. Custom cabinetry, marble countertops and a distinctive tile range hood complete the space, while additional cabinetry flows seamlessly into the family room to create a built-in entertainment center. Natural light reflects beautifully across the large-format tile floors, creating a bright, cohesive feel from room to room. The primary suite is privately positioned on the northeast wing, welcoming golden morning light into the space. The retreat features a distinctive dual-bath arrangement—one with a walk-in shower and the other with a freestanding soaking tub—along with a cedar-lined walk-in closet with custom built-ins. Three additional bedrooms provide comfortable accommodations for family and guests, including one with an ensuite bath, while the updated hall bath offers dual sinks and convenient pool access. A separate flex room easily adapts as an office, library, fitness room or additional retreat. Outside, a covered patio with fireplace extends the living space year-round, overlooking the open-air pool and spa with the manicured fairway beyond. A rear motor court, two-car garage and dedicated golf-cart parking complete the property. Recent improvements, including a 2020 slate roof, refreshed exterior paint, renovated kitchen and baths, complement the home’s established character. With its single-story footprint, private setting and half-acre golf-course homesite, the opportunity is as compelling as the lifestyle within the gates.

5050 Isleworth Country Club Drive, Windermere

3 Beds ⋅ 3 Baths ⋅ Summerport Edens Hammock SubDv. ⋅ 34786 Zip Code

Virtually Staged. There is something truly special about coming home to Summerport and this move-in-ready townhome captures that feeling perfectly. From the moment you arrive, the inviting front porch offers a peaceful spot to sit back and watch the sunset over Ancilla Pond. Inside, the functional main level features a highly desirable first-floor primary suite. The bright kitchen connects seamlessly to a private, fenced patio area. Upstairs, you will find an additional bedroom, a versatile loft area, and a secondary bedroom featuring a charming alcove that makes a wonderful home office or study nook. Out back, enjoy ultimate privacy with an attached garage accessed by a rear road and extended driveway. Because the property backs up to the tranquil marshland of Walsh Pond there are no rear neighbors and you are also just steps from the community playground! Summerport features resort-style amenities, including scenic walking paths, small lakes, a clubhouse pool, a fitness center, a fishing dock, volleyball, and a sand beach area right next to the tennis and basketball courts. Unbeatable Location & Convenience: * Top-Rated Schools: Just a short drive to Keene’s Crossing Elementary, Bridgewater Middle and Windermere High School. Elite private options like Windermere Preparatory School and Foundation Academy are also nearby. * Moments from Disney World and all major theme parks. * Easy Commute: Quick access to SR-429, SR-408, and the Florida Turnpike makes driving a breeze. * Shopping & Dining: Minutes from local restaurants, grocery stores, and the popular Winter Garden Village. Low-Maintenance Living, the HOA fully maintains the exterior including the lawn, exterior painting and roof replacements (new roof installed in 2022), allowing for a truly easy lifestyle. Schedule your showing today!

14077 Ancilla Boulevard, Windermere

4 Beds ⋅ 3 Baths ⋅ Summerport Phase 1 SubDv. ⋅ 34786 Zip Code

Fresh interior/exterior paint and HVAC serviced! Residing in Summerport, this delightful home features a practical design with spacious room sizes and a tranquil pond view, providing the ideal atmosphere for everyday living and entertaining guests. Four comfortable bedrooms in tandem with multiple living areas and two covered patios offer ample space for any occasion, while granite countertops, extensive cabinetry, and custom accents throughout add an elegant touch to the interior. Summerport offers residents a list of amenities, including a clubhouse, community pool, sports courts, and multiple trails, parks, playgrounds, and dog parks for endless fun without leaving the neighborhood. Beyond these exceptional amenities, the location provides easy access to daily necessities, medical services, recreation activities, and major highways. The Summerport Village, Winter Garden Village, Shoppes at Lake Butler, and Shoppes at Windward Cay are moments away, placing numerous dining and retail needs right at your fingertips. Nearby Braddock Park and Tibet-Butler Nature Preserve provide natural beauty and outdoor activities close by, while just moments from Disney and Universal, making it ideal for those seeking both tranquil residential living and entertainment accessibility. This combination of a practical design, peaceful pond view, quality amenities, and strategic positioning creates the ideal living experience. Don't let this exceptional opportunity slip away – schedule your private showing today!

13844 Amelia Pond Drive, Windermere

3 Beds ⋅ 2 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code

Don’t miss the opportunity to make this beautiful home in the highly sought-after Summerport community your own! Known for its A-rated schools, picturesque surroundings, and outstanding amenities. This well-maintained 3-bedroom, 2-bath home features a versatile office/den, offering flexible space to accommodate a home office, or guest room. The home features vinyl flooring throughout with no carpet, providing a clean, stylish, and low-maintenance living environment. The kitchen is equipped with a natural gas stove, perfect for those who enjoy cooking with gas. Recent improvements include a newer roof, newer A/C system, and freshly painted exterior, offering added comfort and peace of mind. From the moment you enter the welcoming foyer, you’ll appreciate the bright and open floor plan. Two secondary bedrooms are conveniently located toward the front of the home, providing separation and privacy from the primary suite. Continue down the hallway to the spacious formal living room and flexible additional living space, perfect for adapting to your family’s needs. The private primary suite offers a relaxing retreat with a walk-in closet, dressing area, and ensuite bathroom featuring dual sinks and a spacious standing glass shower. The kitchen seamlessly connects to the bright family and dining areas, creating an inviting space filled with natural light and perfect for everyday living and entertaining. The natural gas stove adds an extra touch of convenience for the home chef. Sliding glass doors open to the covered porch, extending the living space outdoors and overlooking the spacious backyard—an ideal setting for relaxing, entertaining, or enjoying the Florida lifestyle. Summerport offers an impressive array of resort-style amenities, including a community pool, fitness center, parks, playgrounds, fishing pier, and scenic walking trails. The community’s desirable location provides easy access to Windermere, Winter Garden, and Clermont, with an abundance of shopping, dining, entertainment, recreation, and highly rated schools nearby. Commuters will appreciate the convenient access to major roadways, including Highway 429, the Florida Turnpike, SR 408 (East-West Expressway), and I-4, making it easy to travel throughout Central Florida. Walt Disney World and many of Orlando’s world-renowned attractions are also just a short drive away. For Disney enthusiasts, enjoy the added bonus of being just minutes from Walt Disney World, with the opportunity to catch the nightly fireworks from select areas within the community. With vinyl flooring throughout and no carpet, a natural gas stove, a newer roof, newer A/C, freshly painted exterior, flexible living spaces, spacious backyard, desirable location, and exceptional community amenities, this home offers an outstanding opportunity in Summerport. Schedule your private showing today and come see all this home has to offer!

4844 Flint Road, Windermere

2 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code

Virtually Staged. SOME PHOTOS HAVE BEEN VIRTUALLY STAGED. MOVE-IN READY and listed below recent appraisal - ideally located in the highly desirable Wickham Park community of Windermere! This desirable END UNIT 2-bedroom, 2.5-bath townhome offers CAREFREE, LOW-MAINTENANCE LIVING with the added benefit of its end-unit location and an outstanding setting directly across the street from expansive OPEN GREEN SPACE and an ORANGE COUNTY COMMUNITY PARK. Designed for easy Florida living, the home features a recently painted interior and a comfortable, functional floor plan with two bedrooms, each offering its own private full bath. Step outside to the PRIVATE COURTYARD connecting the home to a DETACHED TWO-CAR GARAGE—creating an inviting outdoor space with added privacy and versatility. Major improvements have already been completed, making this home truly MOVE-IN READY: HVAC replaced in 2021, NEW ROOF in 2023, exterior painted in 2024, recently painted interior, and all toilets replaced in 2026. Wickham Park residents enjoy desirable COMMUNITY AMENITIES, including a COMMUNITY POOL and CLUBHOUSE, along with a sought-after Windermere location convenient to Walt Disney World, Orlando theme parks and attractions, shopping, dining, entertainment, schools, and major Central Florida roadways. Enjoy the best of the FLORIDA LIFESTYLE with the convenience and ease of low-maintenance townhome living. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, or simply a low-maintenance Windermere home close to Disney and Orlando's world-famous attractions, this END-UNIT townhome delivers LOCATION, CONVENIENCE, OUTDOOR SPACE, and CAREFREE LIVING. With the big-ticket updates already completed, all that's left to do is move in and enjoy. Schedule your private showing today!

7430 Bentonshire Avenue, Windermere

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

Location, lifestyle, and move-in-ready convenience come together in this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Windermere/Lake Burden community. Perfectly positioned directly across from the community pool, this home offers the ideal combination of comfort, style, and resort-inspired living. A charming covered front porch welcomes you inside, where you'll find a bright, open floor plan featuring tile flooring throughout the main level and a versatile flex room that makes the perfect home office, study, playroom, or additional living space. The spacious living room is filled with natural light and features elegant French doors that open to your private outdoor retreat. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing solid surface countertops, stainless steel appliances, abundant cabinetry, and a large center island with breakfast bar that overlooks the main living area. Step outside to your own private, fenced brick-paver courtyard, an ideal space for morning coffee, evening gatherings, or relaxing outdoors. The detached two-car garage provides ample parking and additional storage. Living in Lake Burden means enjoying an exceptional lifestyle with amenities just moments from your door, including a resort-style community pool, clubhouse with kitchen and lounge, tennis courts, trails, fishing pier, boardwalk, playground, softball field, picnic areas, and beautiful Lake Burden. Whether you enjoy an active lifestyle or peaceful evenings by the water, this community truly has something for everyone. Conveniently located just minutes from Disney, Winter Garden Village, Downtown Windermere, top-rated schools, shopping, dining, and major highways, this home is ideal as a primary residence, second home, or investment property. Offering prime location, flexible living space, a private courtyard, two-car garage, this is a rare opportunity to own a move-in-ready home in one of Central Florida's most sought-after communities. Schedule your private showing today!

11425 Brownstone Street, Windermere

4 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Welcome to Keene’s Pointe - 24-hour gated/attended golf community situated around The Golden Bear Club, an 18-hole Jack Nicklaus golf course featuring golf, tennis, fitness, dining and swimming. This custom home positioned on a private lot overlooking the sixth hole offers single-story living with a split floor plan. Designed with function in mind, the primary suite and office are situated on one side for added privacy, while three additional bedroom en-suites and the laundry room are located on the opposite side. A double-door invites you into the formal living and dining room with wet bar. Quality finishes throughout, including 8-foot interior doors, custom woodwork and detailed ceiling designs, custom drapes and power blinds, camera system, and much more. The kitchen is equipped with stainless appliances, granite countertops, cooking island, spacious breakfast bar, a hidden walk-in pantry, and a built-in desk area. The family room features a stone gas fireplace with built-in cabinetry and flows naturally into the bonus room with half bath boasting beautiful wood paneled walls, perfect for use as a media room, playroom, or game room. The primary suite includes a sitting area, a 16x13 custom closet, and a well-appointed bathroom with jetted tub, walk-in shower, and dual vanities with makeup area. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for entertaining and functionality, with heated pool and spa with rock waterfall and fountains and summer kitchen with grill, sink and an area for a beverage refrigerator. The fenced back yard is private with a putting green, mosquito misting system and fire pit. Enjoy nightly Disney fireworks visible from the living room, primary bedroom, kitchen, and outdoor living space. The low-maintenance exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools, this highly desired community has it all!

6102 S Hampshire Ct, Windermere

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

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

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

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