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$749,000
4 Beds ⋅ 3 Baths ⋅ O6433234 MLS
A distinctive one-story Windermere retreat in Roberts Landing, set on an oversized 1.01-acre corner parcel with peek-a-boo lake views. The split-bedroom floor plan offers formal living and dining areas, an open kitchen/family-room configuration, high ceilings, crown molding and a wood-burning fireplace. French and sliding doors open to an expansive screened outdoor living area featuring a private pool, outdoor kitchen, grill, propane fire pit and dedicated dog run. The property also offers mature landscaping, oak and fruit trees, a workshop area, EV charging and substantial usable land. Be in one of the best school districts in Central Florida and in the highly desirable area of Windermere. Be close to everything but feel like you are miles away from the crowds. House was photographed with furniture but house is currently empty.

9237 Mcdavid Court, Windermere

Listing courtesy of REALTY HUB. 888-900-1801
$4,500,000
4 Beds ⋅ 5 Baths ⋅ O6425262 MLS
Under contract-accepting backup offers. Experience luxury living in this custom-built Tuscan-style estate located in the exclusive gated community of Chain Du Lac in Windermere. Situated on a 1.06-acre lot, this exceptional home offers over 6,000 square feet of living space with four bedrooms and five full baths. From the grand arched wood entry doors and soaring 15-foot ceilings to the floor-to-ceiling windows overlooking the pool, every detail reflects quality craftsmanship and timeless elegance. The open-concept floor plan features a gourmet kitchen with Wolf and Thermador appliances, dual islands, a walk-in pantry, a private guest suite with separate entrance, a dedicated movie room and spacious living areas designed for entertaining. The screened outdoor living space includes automatic screens, a fully equipped summer kitchen, a brand-new pool and a large fenced backyard. The luxurious primary suite offers a double-sided fireplace, spa-inspired bath, oversized walk-in closet and an adjacent flex space perfect for an office or gym. Additional highlights include a three-car garage with EV charger, a separate one-car garage, custom millwork throughout and smart home technology controlling approximately 85% of the home.

12237 Park Avenue, Windermere

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-480-5014
$1,995,000
6 Beds ⋅ 6 Baths ⋅ O6432910 MLS
Welcome to 4282 McKinnon Rd, a beautifully updated Windermere estate offering exceptional space, privacy, and flexibility on approximately 1.15 acres—with NO HOA. Featuring 6 bedrooms, 6 baths, nearly 5,900 square feet of living space, a private pool, and 3-car garage, this custom home combines an impressive floor plan with extensive recent improvements. Move-in ready and refreshed inside and out, the home features new windows and doors, new interior and exterior paint, new flooring, new AC systems, a new water heater, and a beautifully renovated pool. The thoughtfully designed floor plan is a standout, beginning with a spacious first-floor primary suite offering privacy and convenience. Also on the main level is a separate guest suite, ideal for visitors or multigenerational living, along with a private dedicated office for working from home. Generous living and entertaining spaces are filled with natural light, while the spacious kitchen offers abundant cabinetry, a center island, walk-in pantry, breakfast bar, and casual dining area. Upstairs, a junior primary suite with a private balcony creates another inviting retreat. Additional bedrooms provide plenty of room for family and guests, while the large bonus room over the garage offers endless possibilities as a home theater, game room, fitness studio, playroom, or additional living space. Step outside to enjoy the Florida lifestyle from the covered lanai and renovated private pool, surrounded by an expansive homesite and mature landscaping. With over an acre to enjoy and NO HOA, there is a rare sense of freedom, privacy, and breathing room. Offering extensive updates, multiple bedroom suites, a private office, oversized bonus room, pool, 3-car garage, over an acre of land, and NO HOA, 4282 McKinnon Rd delivers an exceptional combination of space and versatility in sought-after Windermere.

4282 Mckinnon Road, Windermere

Listing courtesy of COMPASS FLORIDA LLC. 407-203-9441
$5,500,000
6 Beds ⋅ 8 Baths ⋅ S5155388 MLS
Virtually Staged. Pre-Construction. To be built. This is where high-end living meets possibility. A lakefront estate currently under construction in Windermere, set on the shores of Lake Olivia with wide, unobstructed water views and rare privacy. This future residence will have 6 bedrooms, 6 full baths, and 2 half baths across 6,400+ sq ft, with 12’ ceilings on the main level, 10’ ceilings above, and expansive windows designed to frame the lake. Planned features include a gourmet kitchen with premium cabinetry and quartz surfaces, dual primary suites, private elevator, theater room, wet bar, and 4-car garage. Outdoor living will include a resort-style lanai, summer kitchen, custom pool and spa, and a private dock with direct lake access. Set on approximately 1.6+ acres in one of Windermere’s most desirable locations, this is a rare opportunity to secure a brand-new lakefront residence before completion.

1330 Lake Olivia, Windermere

Listing courtesy of EMPIRE NETWORK REALTY. 407-440-3798
$3,990,000
6 Beds ⋅ 7 Baths ⋅ O6430081 MLS
Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive Toll Brothers Villa Divina model offers approximately 6,881 square feet of thoughtfully designed living space featuring 6 bedrooms, and 7 full bathrooms. The home showcases elegant architectural details, soaring ceilings, abundant natural light, and expansive living areas designed for both everyday comfort and entertaining. The gourmet kitchen features premium appliances, custom cabinetry, an oversized island, generous workspace, and a seamless connection to the family room and dining areas. The first-floor primary suite provides a private retreat with a spa-inspired bathroom featuring dual vanities, a walk-in shower, and spacious closet areas. Additional bedrooms, a second-floor media room, loft, office, and flexible living spaces provide exceptional versatility. The outdoor living area features a private in-ground pool, covered lanai, and beautifully landscaped surroundings. Additional highlights include a three-car garage, tile roof, refined finishes, abundant storage, and carefully selected furnishings throughout. Offered fully furnished, this residence provides a seamless opportunity to enjoy Windermere living in one of Central Florida’s desirable gated communities. Conveniently located near premier shopping, dining, golf, entertainment, major roadways, and area attractions, this Casabella estate combines elegance, comfort, and convenience.

4201 Isabella Circle, Windermere

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008
$1,650,000
4 Beds ⋅ 2 Baths ⋅ S5155372 MLS
Virtually Staged. 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. This option would be $3.9MM

212 W 1st Avenue, Windermere

Listing courtesy of HOME WISE REALTY GROUP, INC.. 407-712-2000
$495,000
4 Beds ⋅ 3 Baths ⋅ O6432258 MLS ⋅ 7668 BLDG.
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

Listing courtesy of VESTI LLC. 407-749-5489
$1,785,000
4 Beds ⋅ 4 Baths ⋅ O6431500 MLS
Perfectly positioned on the 8th fairway of the renowned Golden Bear Golf Course in Keene's Pointe, this stunning Victorian estate offers timeless elegance, exceptional craftsmanship, and breathtaking golf course views. A grand foyer welcomes you with an impressive circular staircase, setting the stage for the home's sophisticated design and gracious living spaces. The gourmet kitchen is a chef's dream, featuring a large center island, breakfast bar, premium finishes, and seamless flow into the main living areas, where a cozy wood-burning fireplace creates a warm and inviting atmosphere. A wraparound covered front porch adds classic Southern charm and provides the perfect place to relax and unwind. Designed for effortless indoor-outdoor living, the spectacular backyard is an entertainer's paradise. Enjoy a sparkling saltwater pool, gas-heated spa, newly installed outdoor kitchen, and a retractable screened lanai—all overlooking the picturesque fairways of the Golden Bear Golf Course. Located within the highly sought-after gated community of Keene's Pointe, residents enjoy 24-hour guarded security, an award-winning golf course, tennis courts, a resort-style community pool, and an exceptional lifestyle in one of Central Florida's premier neighborhoods. This extraordinary residence offers the perfect blend of luxury, comfort, and breathtaking surroundings.

8241 Tibet Butler Drive, Windermere

Listing courtesy of GOLFPARK PROPERTIES. 407-566-9482
$6,900,000
5 Beds ⋅ 6 Baths ⋅ O6430931 MLS
Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the ground floor – plus office, gym, library, storage room, upstairs media room and downstairs bonus room, perched along Lake Louise, the only lake on the Butler Chain surrounded by Isleworth. Expansive formal and living spaces are highlighted by picturesque lake views. The seamless flow from room to room takes full advantage of a layout built for living. The chef’s kitchen with island, gas cooktop, stainless appliances, hidden walk-in pantry, and built-in hutch offer an abundance of space for entertaining or family gatherings. The primary retreat offers an escape from the ordinary with peaceful lake views, a master bath with jetted tub, garden and water view shower, and a showstopping two-story custom closet that will be the envy of all. The executive office with wood walls and built-in shelving offers a luxurious setting for attending to business from home. Three secondary bedrooms on the main floor are all spacious and feature ensuite bathrooms. Upstairs is a fourth bedroom, gym, library, and open media room with balcony. Outdoor amenities include a screened patio with summer kitchen, oversized resort-style pool with travertine decking, large green space, and private dock with covered boat lift plus dock-mounted jet-ski lifts, and 3-car garage. Home also includes a full-house generator. This coveted location within Isleworth West offers an intimate setting with a limited number of homesites and no pass-through traffic. Community is regarded as Central Florida’s most exclusive address with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional membership opportunities.

6055 Louise Cove Drive, Windermere

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900
$525,000
3 Beds ⋅ 2 Baths ⋅ A4702367 MLS
Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nestled in a quiet, peaceful neighborhood, this 3-bedroom, 2-bathroom home offers 1,926 square feet of comfortable living space with thoughtful upgrades throughout. The updated kitchen features renovated cabinetry, while both bathrooms have been tastefully upgraded. The spacious primary suite includes a large walk-in closet, and elegant crown molding adds character to the primary bedroom and dining area. Additional highlights include the roof installed four years ago, beautiful tile flooring throughout the home with carpet in the living room and bedrooms, stylish glass shower doors in the secondary bathroom, and an attached two-car garage. Every detail reflects the pride of ownership and care this home has received over the years. Residents also enjoy access to fantastic community amenities, including a swimming pool, tennis courts, and a basketball court, providing opportunities for recreation just steps from home. This is a peaceful retreat with the opportunity to enjoy the sought-after Windermere style. This home is a beautiful place to call your own.

6679 Duncaster Street, Windermere

Listing courtesy of FLATFEE.COM. 954-965-3990
$1,230,000
5 Beds ⋅ 4 Baths ⋅ O6431068 MLS
From the moment you step inside, this beautiful Mediterranean-style pool home in Enclave at Windermere Landing makes a lasting impression. Offering 5 bedrooms, 4 full bathrooms, nearly 4,000 square feet of living space, and the thoughtfully designed Camellia floor plan, this home blends elegant design, everyday comfort, and inviting spaces for entertaining. The interior features porcelain tile throughout the first floor, a bright open layout, and generous living spaces that flow naturally from the formal dining room to the family room and kitchen. The gourmet kitchen is enhanced with quartz countertops, a large center island, a walk-in pantry, a butler’s pantry, and plenty of space for cooking, hosting, and gathering. The first floor also includes a guest bedroom, ideal for comfortably accommodating visitors. The study is perfect for a private home office. A large game room adds flexible space for movie nights, play, work, or relaxation. Upstairs, the spacious primary suite offers a true retreat with an oversized walk-in closet and a spa-like bathroom with dual vanities, a soaking tub, and a separate shower. The second floor also offers generously sized bedrooms. The upper-level laundry room adds effortless convenience to your daily routine. The backyard is designed for the Florida lifestyle, featuring a private in-ground pool, covered patio, deck space, and a newly added summer kitchen, creating the perfect setting for entertaining or enjoying quiet evenings at home. Both A/C units were replaced in 2024. Located in Windermere, near Keene’s Pointe, Golden Bear Golf and Country Club, Butler Chain of Lakes, shopping, dining, Disney parks, major roadways, and highly rated schools, this home offers the space, features, and location designed for the way you want to live. Don’t miss this rare opportunity to own a beautifully maintained pool home in one of Windermere’s desirable communities. Schedule your showing today!

6443 Swanson Street, Windermere

Listing courtesy of TALENT REALTY SOLUTIONS. 407-910-2020
$695,000
5 Beds ⋅ 5 Baths ⋅ O6429931 MLS
Gorgeous former model home situated on an oversized corner lot with a beautiful private swimming pool! Designed for comfortable living and entertaining, this spacious home offers an exceptional layout and a highly desirable location near Walt Disney World, shopping, dining, and everyday conveniences. Fresh interior and exterior paint gives the home a clean, refreshed feel. The first floor features a generously sized primary bedroom with an en-suite bathroom. The open-concept kitchen overlooks the expansive family room, creating the perfect setting for relaxing afternoons, family gatherings, and entertaining guests. Upstairs, you will find a spacious bonus room with beautiful views, a large full bathroom, two additional bedrooms, and a conveniently located laundry room with the washer and dryer included. Step outside to enjoy the impressive pool and patio area, ideal for entertaining or embracing the Florida lifestyle. The separate detached building offers a garage on the first floor and a private bedroom with a full bathroom above. This versatile space is perfect for a guest suite, home office, studio, or additional living area. A truly special home offering abundant space, flexibility, and an outstanding location with convenient access to Central Florida’s world-famous attractions!

7236 Penkridge Lane, Windermere

Listing courtesy of ATLAS BLUE REALTY INC. 321-948-2242
$625,000
4 Beds ⋅ 4 Baths ⋅ O6431329 MLS
Under contract-accepting backup offers. Welcome to this 4-bedroom, 3.5-bath plus loft residence in the gated community of Belmere Village. Offering 2,837 square feet of thoughtfully designed living space, this home features soaring ceilings, abundant natural light, and a functional floor plan ideal for both everyday living and entertaining. The spacious kitchen is equipped with granite countertops, stainless steel appliances, and a center island. The private primary suite offers a bathtub and a separate walk-in shower. A secondary bedroom includes its own en-suite bath, creating the perfect setup for guests or multigenerational living. Step outside to a covered patio, providing the perfect space to enjoy your morning coffee, dine outdoors, or entertain year-round. Belmere Village residents enjoy resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts. Ideally located near top-rated schools, shopping, dining, and major roadways, with Disney just 34 minutes away and Universal Epic Universe approximately 26 minutes away. This move-in-ready home offers the perfect combination of comfort, convenience, and location.

11854 Via Lucerna Circle, Windermere

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155
$3,500,000
4 Beds ⋅ 6 Baths ⋅ O6430755 MLS
Welcome to the exclusive gates of Isleworth, golf front estate offers over 7,600 square feet of refined luxury living overlooking the fairway of the renowned Isleworth Golf & Country Club, one of the worlds most prestigious golf club communities, this championship course was designed by Arnold Palmer and set along the Butler Chain of Lakes. The neighborhood is defined by beautifully landscaped scenery, sweeping water views, and exceptional 24 hour guard gated privacy. This estate offers exceptional potential supporting four beds, six baths, a private office, inside gym, approached by a private driveway with ample guest parking and a 4 car garage. The two story residence opens with a regal marble foyer and fountain feature. Inside, vaulted ceilings, skylights, and wall to wall sliding glass doors fill the main living areas with natural light while framing views of the pool, sauna, golf views and rolling fairways beyond. A grand fireplace and wet bar create an inviting space for entertaining. The chef’s kitchen centers on a dramatic island and is highlighted by a striking copper range hood, warm cabinetry, and an open eat in layout designed for both everyday living and hosting. Above the garage, a private accessory dwelling unit provides flexible secondary living space or maids living. Each of the spacious bedrooms offers its own view and is finished with marble baths. A dedicated home gym adds further convenience. Exceptional amenities and sophisticated living in the world renowned community of Isleworth.

5524 Worsham Court, Windermere

Listing courtesy of ATLIS REALTY GROUP LLC. 863-212-5455
$3,400,000
6 Beds ⋅ 7 Baths ⋅ S5154885 MLS
Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefront estate unlike any other. Nestled on 1.75 acres along the shores of Lake Olivia, this custom-built Mediterranean residence showcases Tuscan-inspired architecture, mature landscaping, and a winding paver drive creating a true sense of arrival and privacy. Offering six bedrooms, all with ensuite bathrooms, including a private attached mother-in-law suite, this estate features an ideal floor plan with nearly all living spaces and five bedrooms conveniently located on the main level, with the sixth bedroom and bonus/media space upstairs. Elegant craftsmanship is showcased throughout with stone accents, travertine and granite finishes, and refined details. The primary retreat features French doors opening to the screened lanai with pool and lake views, dual custom closets, and a luxurious bath complete with stone flooring, tiled shower, jetted tub with fireplace and mounted TV, dual vanities, private water closet with bidet, and illuminated makeup area. The attached sixth bedroom suite offers a private side entrance, separate kitchen, sitting area, and serene lake views, perfect for guests or multigenerational living. The gourmet chef’s dream kitchen features double islands, granite countertops, premium appliances including a full-size professional Wolf 6-burner and griddle gas range with double ovens, 48” Sub-Zero Pro refrigerator/freezer with lit glass door, food warmer drawer, additional convection oven, wine fridge, and butler’s pantry. Additional highlights include a separate media/games room upstairs, formal living and dining spaces, spacious laundry room with pantry storage, and an oversized 3-car garage with keypad entry, side entrance, and epoxy flooring. The expansive 1,200+ square-foot screened lanai spans the rear of the home and is fully protected with 8 remote hurricane shutters. Enjoy multiple gathering areas overlooking the pool and lake, a summer kitchen with Viking grill, hood, fridge and sink, stone fireplace, teak ceilings, and a breathtaking lagoon-style saltwater pool with heart-shaped spa. Recent enhancements totaling over $200,000 include all-new light fixtures and ceiling fans, whole-house generator with automatic transfer capability restoring power in under 15 seconds during an outage, Leaf Guard gutter system, new AC system, remote hurricane shutters, roof tile servicing and sealing for pest protection, newly installed side pavers, and fresh interior paint. Take in the stunning lake views from the oversized boathouse and screened dock room, featuring a motorized boat lift with direct access to Lake Olivia — a private spring-fed lake with no public access, sandy bottom, and exceptional opportunities for boating, skiing, and fishing. A rare opportunity to own a private lakefront estate with no HOA offering architectural elegance, exceptional entertaining spaces, modern upgrades, and the tranquility of one of Central Florida’s most desirable private lakes. Conveniently located near world-class shopping, major highways, and area attractions. Move-in ready and available for immediate showings with 360 Tour and floorplan available.

9679 Westover Roberts Rd, Windermere

Listing courtesy of TONYDAVIDSHOMES.COM, LLC. 321-559-1145
$410,000
3 Beds ⋅ 3 Baths ⋅ O6430630 MLS ⋅ Na BLDG.
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

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$3,100,000
O6429787 MLS
Set behind the gates of Chaine Du Lac, one of Windermere's most exclusive lakefront enclaves, this exceptional nearly one acre high and dry homesite presents a truly rare opportunity to create a legacy estate on the coveted Butler Chain of Lakes. Offering an expansive, level homesite with an extraordinary 200 feet of direct frontage on ?the western shores of Lake Butler, this is one of the finest remaining parcels of its kind. Beyond the shoreline, the Butler Chain of Lakes offers an unmatched lifestyle of boating, watersports, paddleboarding, and fishing, all accessible directly from your private backyard. From sunrise reflections across the water to unforgettable Florida sunsets, every day is defined by the serenity and elegance of lakefront living. More than a homesite, this is an invitation to create a waterfront estate in one of Windermere's most coveted addresses—where extraordinary design, an iconic setting, and an unparalleled lakefront lifestyle come together in a way that is rarely available.

12624 Park Avenue, Windermere

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900
$610,000
4 Beds ⋅ 5 Baths ⋅ O6430484 MLS
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

Listing courtesy of JR CERQUEIRA REALTY CORP. 407-217-4073
$415,000
3 Beds ⋅ 3 Baths ⋅ O6422269 MLS ⋅ 7752 BLDG.
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

Listing courtesy of ATLIS REALTY GROUP LLC. 863-212-5455
$539,900
4 Beds ⋅ 3 Baths ⋅ O6430196 MLS
Move-In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area! Welcome to this beautifully refreshed 4-bedroom, 2.5-bath home located in the sought-after Windermere Trails community. Built in 2014, this two-story residence includes approximately 2,074 square feet of living space with an open-concept layout, abundant natural light, and tasteful updates throughout. The kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas. The spacious primary suite includes a walk-in closet and an ensuite bath with dual vanities, a soaking tub, and a separate shower. Additional highlights include updated flooring, fresh interior finishes, a covered lanai, and a fenced backyard. Conveniently located near shopping, dining, major highways, Disney, and top-rated schools.

11938 Silverlake Park Drive, Windermere

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663
$1,300,000
6 Beds ⋅ 4 Baths ⋅ O6429934 MLS ⋅ Meritage Homes BLDG.
This exceptional, fully renovated residence offers the perfect blend of contemporary design, luxury finishes, smart technology, and resort-style living. Every detail has been thoughtfully curated, featuring large-format porcelain tile throughout the main level and luxury vinyl flooring throughout the second floor, complemented by custom millwork, imported Italian wallpaper, designer lighting, and premium finishes that create a timeless modern aesthetic. The professionally designed gourmet kitchen showcases bespoke cabinetry, a dramatic waterfall island, premium stone countertops and full-height backsplash, along with a complete Samsung appliance package. Smart home features include Alexa-integrated custom blinds and window treatments, motion-activated LED staircase lighting, and advanced home automation for effortless everyday living. The functional floor plan offers 6 spacious bedrooms and 4 beautifully appointed bathrooms, including a first-floor primary suite. Every bedroom features custom walk-in closets with built-in cabinetry, while the bathrooms include custom vanities, large-format tile, frameless glass showers, rainfall showerheads, body jets, and modern fixtures. A dramatic two-story foyer with glass railings and a contemporary statement chandelier creates a memorable first impression. The home also features a custom-designed wine bar complete with built-in cabinetry, wine display racks, and a temperature-controlled wine refrigerator, making it ideal for entertaining family and guests. The outdoor living area has been designed to provide a true resort-style experience, featuring a heated swimming pool, a custom mini putting green, and low-maintenance landscaping. Enjoy beautiful lake views and the rare opportunity to watch Disney’s spectacular nightly fireworks from the comfort of your own backyard, creating an unforgettable setting for relaxation and entertaining. Ideally located in the highly desirable Town of Windermere, this home offers convenient access to shopping, dining, major highways, golf courses, and Walt Disney World. The property is zoned for highly rated public schools and is just minutes from Windermere Preparatory School. Move-in ready, this exceptional residence combines outstanding craftsmanship, contemporary design, smart home technology, beautiful lake views, nightly Disney fireworks, and an excellent location, offering a rare opportunity to own one of Windermere’s most remarkable homes.

12676 Salomon Cove Drive, Windermere

Listing courtesy of WEBB FLORIDA REALTY LLC. 407-601-0733
$6,650,000
5 Beds ⋅ 7 Baths ⋅ O6429164 MLS
Positioned along the back nine of Isleworth’s renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagined through an extensive three-year renovation. Showcasing timeless architecture with a fresh, sophisticated aesthetic, the residence blends elegant European influences with light-filled interiors, superior craftsmanship and refined contemporary finishes. Custom French doors open to a breathtaking foyer, where soaring double-height ceilings introduce beautifully redesigned living spaces. Beautiful new flooring, designer lighting and a striking stone fireplace create an elegant backdrop, while expansive windows frame views of the sparkling pool, spa and outdoor living areas. Designed for both everyday living and effortless entertaining, the home's central gathering spaces include a warm and inviting family room with a fully modernized media display featuring handmade wooden slats and a custom fireplace, seamlessly connected to the spectacular new kitchen. Anchored by an oversized island, the kitchen features custom cabinetry, premium Wolf and Sub-Zero appliances and generous seating, creating a welcoming space for family and guests alike. The primary suite serves as a tranquil retreat, offering direct access to its own lanai along with a beautifully renovated spa-inspired bath featuring a walk-in shower, soaking tub and dual vanities. Four spacious en-suite guest bedrooms provide exceptional comfort and privacy, while the home office offers an ideal work-from-home setting. Upstairs, the original 19th Hole-inspired game room showcases a custom bar and opens to a private balcony overlooking the 16th green. Outside, meticulously manicured grounds provide a private resort-style setting. Offering an impressive sense of scale, the expansive covered lanai features soaring volume ceilings and beautiful new oversized stone tile flooring that elevate the space's timeless architecture. A fully equipped summer kitchen overlooks the custom swimming pool and spa, while generous areas for lounging and dining create an inviting extension of the home's beautifully reimagined interiors. Together, they create the perfect environment for year-round outdoor entertaining and relaxation in one of Central Florida's most prestigious golf communities.

9921 Lake Louise Drive, Windermere

Listing courtesy of ISLEWORTH REALTY LLC. 407-909-9000
$579,857
3 Beds ⋅ 3 Baths ⋅ TB8534803 MLS ⋅ 12 BLDG.
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living.

5577 Lemon Orchard Bend, Windermere

Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC. 813-918-4491
$645,000
4 Beds ⋅ 2 Baths ⋅ O6429810 MLS
Virtually Staged. 13228 Roskin Ln is a two-story Windermere home with a two-story foyer and hardwood flooring through the main level. The kitchen features granite countertops, stainless steel appliances, wood cabinetry, and a center island that opens to the great room for connected living. A separate living area provides space for larger gatherings, with sliding doors leading to the screened lanai. The primary bathroom offers a soaking tub, a separate glass shower, and a dual-sink vanity, complemented by a spacious walk-in closet for organized storage. Additional bedrooms and full bathrooms provide flexible space throughout. A three-car garage completes this well-maintained residence with practical amenities throughout.. Included 100-Day Home Warranty with buyer activation

13228 Roskin Lane, Windermere

Listing courtesy of OPENDOOR BROKERAGE LLC. Homes@opendoor.com
$3,600,000
5 Beds ⋅ 5 Baths ⋅ O6427447 MLS
Under contract-accepting backup offers. Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-bedroom home features offers a spacious and open floor plan of more than 5,900 square feet overlooking the serene golf and water vistas. .

5237 Isleworth Country Club Drive, Windermere

Listing courtesy of ISLEWORTH REALTY LLC. 407-909-9000
$404,990
3 Beds ⋅ 3 Baths ⋅ S5154691 MLS ⋅ Na BLDG.
Located in one of Windermere’s most desirable communities, this beautifully updated 3-bedroom, 2.5-bath townhouse offers the perfect blend of style, comfort, and convenience. Just minutes from Disney, Horizon West, premier shopping, dining, and major highways Step inside to discover a bright, open-concept floor plan filled with natural light and designed for both everyday living and effortless entertaining. The modern kitchen features elegant quartz countertops, stainless steel appliances, ample cabinetry, and overlooks the spacious living and dining areas, creating the perfect gathering space for family and friends. One of the home’s standout features is the private fenced courtyard—an inviting outdoor retreat ideal for relaxing, grilling, entertaining, or simply enjoying Florida’s beautiful weather. The detached two-car garage provides added convenience and extra storage. Upstairs, the spacious primary suite offers a walk-in closet and private en-suite bathroom, while two additional bedrooms and a full bath provide flexibility for family, guests, or a home office. Residents enjoy a low HOA along with outstanding community amenities, including a resort-style swimming pool, playground, sidewalks, and scenic surroundings that make this neighborhood one of Windermere’s most sought-after communities. Zoned for highly desirable schools and located in the heart of the thriving Windermere/Horizon West area, this exceptional home combines modern updates, an unbeatable location, and outstanding value. Don’t miss this incredible opportunity to own a beautifully updated home in one of Central Florida’s most desirable locations. Schedule your private showing today!

12744 Langstaff Drive, Windermere

Listing courtesy of MY REALTY GROUP, LLC.. 786-847-7421
$382,000
3 Beds ⋅ 3 Baths ⋅ O6428484 MLS ⋅ N/A BLDG.
Privacy is hard to find in townhome living—and this Windermere home delivers it. Backing to peaceful conservation with no rear neighbors, this beautifully maintained 3-bedroom, 2.5-bath townhome in sought-after Berkshire Park offers 1,644 square feet, a private fenced courtyard, and a detached two-car garage—all in the heart of Windermere. Inside, the beautifully appointed kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, and a newly purchased refrigerator and microwave. A spacious dining area and walk-in pantry provide plenty of room for everyday living and entertaining, while French doors open directly to the private courtyard. Surrounded by picturesque views of mature trees and conservation, this outdoor space offers a peaceful setting for morning coffee, dining al fresco, entertaining, or simply unwinding at the end of the day. The kitchen flows seamlessly into the spacious living room, creating a comfortable and inviting gathering space highlighted by an electric fireplace that is included with the home. Upstairs, the spacious primary suite offers a walk-in closet, dual vanities, and an oversized walk-in shower. Two additional bedrooms and a full bathroom provide flexibility for family, guests, or a dedicated home office. Berkshire Park offers a true neighborhood lifestyle with a community pool, tennis and basketball courts, scenic walking trails, tranquil ponds, and mature landscaping. HOA services include landscaping, structural exterior maintenance, and pest control, adding to the ease of low-maintenance townhome living. As an added benefit, a new roof is scheduled to be installed by the HOA within the next year, offering additional value and peace of mind for the future homeowner. Ideally located near Walt Disney World, Winter Garden Village, Hamlin Town Center, shopping, dining, major roadways, and area schools, this move-in-ready home combines privacy, convenience, and the Windermere lifestyle in one exceptional location. Come experience the peaceful setting and see what makes 12914 Vennetta Way feel like home.

12914 Vennetta Way, Windermere

Listing courtesy of BHHS FLORIDA REALTY. CapriceAtwell@BHHSFloridaRealty.com
$1,305,741
6 Beds ⋅ 5 Baths ⋅ G5115749 MLS
Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and wall niche. The living area has an extension to the room, 9' hidden sliding glass doors and a huge lanai that runs the width of the home. Downstairs flex room works well as an office or study. Upstairs, find 5 large bedrooms most with walk in closets, 3 full baths, and a second laundry room,(that's right! 1 upstairs, and 1 downstairs). Common areas upstairs include a spacious bonus room with wet bar, and a second flex room that works well as a theatre room. SAMPLE IMAGES

14213 Crest Palm Avenue, Windermere

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com
$2,300,000
5 Beds ⋅ 5 Baths ⋅ O6428604 MLS
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

Listing courtesy of LAKESIDE REALTY WINDERMERE INC. 407-876-5575
$675,000
3 Beds ⋅ 2 Baths ⋅ O6428871 MLS
Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office/den, this home reflects true pride of ownership and is ready for its next owners. From the moment you arrive, you'll appreciate the excellent curb appeal and inviting exterior. Inside, the spacious open floor plan features elegant tray ceilings, crown molding, luxury vinyl flooring, upgraded ceiling fans throughout, a formal dining room, and a stylish modern kitchen complete with stainless steel appliances, a gas range, a large center island, and an oversized breakfast bar that's perfect for everyday living and entertaining. All appliances, including the washer and dryer, are included for your convenience. The private primary suite offers a beautiful barn door, California Closets, dual vanities, and a relaxing retreat at the end of the day. Throughout the home you'll find plantation shutters, adding both charm and functionality. Step outside to your own backyard oasis featuring a screened lanai overlooking a beautifully landscaped backyard and sparkling pool, only 2.5 years old, with the required safety door locks already in place. The home also includes a water softener, an epoxy-coated garage floor, a gas water heater, and energy-efficient double-pane windows installed in 2026. Additional updates include a new A/C installed in 2024 and the interior and exterior professionally painted in 2025. A two-car garage plus an extended driveway provide plenty of parking. Ideally located just minutes from Winter Garden Village, you'll enjoy easy access to shopping, restaurants, entertainment, major roadways, and the Florida Turnpike. Summerport is known for its outstanding amenities, scenic walking trails, parks, playgrounds, community pool, fitness center, tennis and basketball courts, and picturesque lakes. This exceptional home combines comfort, style, thoughtful upgrades, and an unbeatable location—don't miss the opportunity to make it yours!

13160 Sunkiss Loop, Windermere

Listing courtesy of CT HOMES REALTY CORPORATION. 407-578-6545

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