Windermere Single Family Homes For Sale - 262 homes

Remarks: Beautiful and inviting home located in the heart of Windermere, nestled within a charming gated community. Enjoy the rare opportunity to watch Disney fireworks right from your own backyard. Designed for modern living, this home features an open-concept floor plan that flows seamlessly, perfect for both everyday comfort and entertaining. The fully fenced backyard offers privacy and the ideal space for family gatherings, barbecues, and outdoor enjoyment. Additional highlights include solar panels for enhanced energy efficiency, a spacious two-car garage, and a welcoming front porch perfect for relaxing. Residents enjoy access to community amenities including a sparkling swimming pool, playground, and beautifully maintained green spaces. Ideally located near top-rated A+ schools, as well as shopping, dining, and everyday conveniences, this home offers the perfect blend of comfort, efficiency, and location in one of Central Florida’s most desirable areas. Roof is 2024, Water Heater is 2025.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Umberto Da Cunha Neto (407-690-3539)

Remarks: Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. The HOA features a play ground and tennis courts for neighborhood enjoyment! Don’t miss your opportunity to own this exceptional property—schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Candace Hebert (321-246-0068)

Remarks: Set behind the gates of The Estates at Windermere—an intimate enclave of just 67 homes—2219 Ridgewind Way is the kind of property that stops you mid-scroll. A true Victorian-inspired residence, its architectural presence is unforgettable: a statement turret, wraparound porch, and intricate trim work that feels both rare and timeless in today’s market. It’s not just different—it’s irreplaceable. Inside, soaring ceilings and natural light highlight detailed millwork and thoughtfully designed living spaces that balance character with livability. The kitchen delivers where it counts—gas cooktop, stainless steel appliances, and rich wood cabinetry—anchoring both everyday life and effortless entertaining. Formal and casual spaces connect seamlessly, creating flow without sacrificing definition. The primary suite is privately positioned on the main floor, featuring a recently refreshed, spa-inspired bath. A secondary downstairs bedroom offers flexibility for guests or a true work-from-home setup, while four additional bedrooms upstairs provide the space today’s buyers are searching for. And then—the lot. Set on a rare .63 acres, outdoor living feels like a private retreat. A saltwater pool, lush landscaping, and multiple areas to unwind create a setting that’s equal parts peaceful and functional. It’s the kind of backyard that’s increasingly hard to find in Windermere. Location seals it: gated privacy just minutes from top-rated schools, parks, dining, shopping, farmers markets, hospitals, major highways and everything that makes Windermere one of Central Florida’s most sought-after places to live. Distinctive. Hard to replicate. Worth seeing in person.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Hilary Hall (407-902-9311)

Remarks: Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.

Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)

Listing Agent: Simon Simaan (407-558-1396)

Remarks: Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new AC system in August 2025. Situated across from the community park and tennis on one of the best waterfront lots in sought-after gated Tildens Grove, offering a perfect blend of privacy and serene panoramic views. Step into elegance in the light and bright formal Living Room enhanced by a stunning Fireplace, Pool and Lanai views, and high Coffered Ceiling. The equally exquisite Formal Dining Room is also adorned with a Coffered Ceiling and ample natural lighting. A beautiful open Island Kitchen at the center of this home, perfectly situated for accommodating and entertaining friends and family, boasts Granite Counters, built-in Wall Oven and microwave, granite back splash, abundant storage in 42" wood cabinetry with pull outs, 5 burner Gas Stove and high-end stainless appliances, built-in cabinet Pantry. The Kitchen opens to the Dinette area with large picture window overlooking the Lanai and Pool, and Family Room ideal for entertaining with Built-Ins, storage and gorgeous details with French Doors leading to the outdoor living space. Relax, play, or entertain outdoors in the voluminous Pool with Spa and expansive covered Lanai, providing shaded space perfect for enjoying refreshments as you gaze across the water. The spacious Owner’s Suite is a true retreat tucked away on one side of the home, including an elegant bedroom with Sitting Area, stately entertainment wall unit, Double-Tray Ceiling, handsome wood flooring, French Door access to Lanai, and a generous walk-in California Closet system with dressing space. The finely appointed, light-filled Ensuite Bath boasts split sink vanities, large walk-through dual-head shower, Jetted Garden Tub, and private water closet. On the opposite end, the 2nd and 3rd bedrooms share a convenient Jack and Jill bathroom. The private 4th bedroom with Ensuite Bath is perfect for your visiting guests. The 5th bedroom adjacent to the Foyer is currently utilized as a den/home office. Enjoy a home cinema experience in the fabulous 6-seat Theater Room, equipped with great acoustical audio, large movie screen, leather recliner seating, gorgeous Custom Millwork with concealed column storage, all overlooking the Scenic Pond. Located in the hallway between the Kitchen and Dining Room are 2 extravagant built-in Mahogany glass-front cigar Humidors including Wine Storage to display and preserve cherished collections. High ceilings and Crown Molding accents throughout exude a sense of grandeur. French Doors from multiple rooms let you open the home to the outdoors space. Large, covered Lanai with a built-in grill, sink and counter space, screen enclosed Pool and heated Spa with a panoramic pond view. The neighborhood is quiet and private, with 140 luxury homes, in the top school districts, centrally located for convenience to Windermere's dining, shopping and culture, local theme parks, 429, I-4, and Florida's Turnpike. Whether you're entertaining or seeking a peaceful retreat, this home delivers on every level.

Listing is courtesy of: FERRELL REALTY, INC. (407-628-3200)

Listing Agent: Frank Ferrell (407-227-2753)

Remarks: Under contract-accepting backup offers. FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge. Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to its thoughtfully curated interior spaces, every detail has been designed to create an atmosphere of understated elegance. Inside, expansive living spaces unfold beneath soaring ceilings and abundant natural light, creating a sense of openness while maintaining warmth and intimacy. The chef’s kitchen anchors the home, featuring premium finishes, generous workspace, and effortless flow into the main living and entertaining areas - ideal for both everyday living and elevated gatherings. The primary suite serves as a private sanctuary, offering a tranquil escape with a spa-inspired bath and spacious walk-in storage. Secondary bedrooms provide flexibility for guests, executive office space, or multigenerational living while maintaining the home’s refined aesthetic. Outdoors, the property transforms into a resort-style retreat designed for entertaining and relaxation. Thoughtfully designed outdoor living spaces create the perfect setting for evening gatherings, weekend hosting, or quiet moments of escape. Positioned in the heart of Windermere, the home offers convenient access to top-rated schools, amenities, dining, shopping, and major thoroughfares while preserving the exclusivity and lifestyle the area is known for.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Matthew Hughes (407-619-4717)

Remarks: Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Carmen Aridas (407-299-6942)

Remarks: One or more photo(s) has been virtually staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Jennifer Olmeda (407-547-9242)

Remarks: Come see this wonderful southern style cottage in the beautiful Lakes of Windermere community located in exclusive Windermere. FL. This 4 bedroom 2 bath split bedroom plan with its spacious and open floorpan will impress you. The home offers a charming front porch with dormered windows and a rear screened patio with brick floors. Upon entering the home you will see it's tremendous potential with a large Dining Room with trey ceilings and crown moldings and connected to a Living Room with a view directly into the combined oversized Kitchen, Dining Nook and Family Room. The kitchen offers a large center island, solid surface counter tops, 42" wood cabinets with a pantry and plenty of dining space for casual meals. The oversized Family Room offers wood tile floors that are connected to the tile floors in the dinette and kitchen. The primary bedroom suite offers 2 walk-in closets, trey ceilings with moldings and a 5 piece bathroom with 2 vanities/sinks, tub, shower and water closet. The property is perfect for a growing family with its split bedroom plan or anyone who wants flexibility to have an office and guest rooms. The community offers a fantastic community pool, parks, soccer field and plenty of spaces to enjoy picnics or your favorite sports. Additionally there is a community fishing dock on beautiful Lake Sawyer at the front of the community. In addition to everything the community offers you can't beat the surrounding Windermere area with it's shopping options at Lakeside Village, Westside, Windermere Village and even the Winter Garden Village Town Center and Hamlin Town Center just to the north. You are also close to major roadways including CR 535 and SR 429 with quick access to Florida's Turnpike, SR 408 (to downtown Orlando) and Interstate 4. You will also enjoy fantastic Orange County Schools and best off all the communities proximity to the back entrance to the Walt Disney World complex and the Magic Kingdom. Schedule your showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Randall Gill (407-756-0071)

Remarks: One or more photo(s) has been virtually staged. "PRICE REDUCTION" - Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary living area, media room, or playroom. The owner’s suite is conveniently located on the first floor, providing privacy and easy access, one bedroom can be used as an office located in the first floor, while the remaining three bedrooms are upstairs, offering ample space for family or guests.Step inside to soaring high ceilings and luxurious travertine tile flooring that flows throughout the main living areas on the first floor, creating a seamless and elegant look. The master bedroom is carpeted for added warmth and comfort.The gourmet kitchen overlooks the open-concept living and dining spaces, making it perfect for entertaining. From the living area, step out onto the covered lanai, ideal for year-round outdoor enjoyment. The fenced backyard provides a secure and private retreat with room for pets, play, or future swimming pool or outdoor enhancements. New roof was just replaced (June 2025), new AC units replaced in 2023. Laundry room with cabinetry and utility sink. Residents of Keenes Pointe enjoy access to world-class amenities including The Golden Bear Club featuring a Jack Nicklaus-designed golf course, clubhouse, dining, fitness center, and lakeside parks. The community is zoned for top-rated schools and is conveniently located near Windermere, Winter Garden Village, major highways, and theme parks.

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Cynthia Noto (407-782-1878)

Remarks: There's room for everyone here. Nearly 3,300 square feet with five beds, three baths, a three-car garage, a pool, and no rear neighbors tucked behind the gates of Westover Club in Windermere. TStep inside and the house opens up. Soaring ceilings, a two-story family room with a fireplace stretching up the wall, a catwalk overhead, and sightlines that carry all the way through to the pool. Gorgeous Allen & Roth tile and baseboards run throughout the downstairs, tying it all together. The kitchen anchors the middle of it all with a 10-foot granite island, GE Café dishwasher, Kraus 60/40 sink, and Moen Motionsense faucet, with deep bar-height cabinets on the back doubling the storage. Living, family, and dining rooms all flow from here under the same vaulted roofline. Cook, entertain, collapse on the couch. Homes like this one don't come around often. Two sets of oversized sliders pull you onto the screened lanai, repainted and re-screened in 2024. Covered seating, a pool, and patio space beyond the cage. The downstairs primary suite stretches long enough for a true sitting area or home office, with its own sliders to the patio. The en-suite is a full retreat: dual vanities, a walk-in shower, a soaking tub, a private water closet, and two separate walk-in closets. A second bedroom and full pool bath sit across the home in a split plan, with a French door nearby to the patio. The right setup for guests, in-laws, or a long-stay visitor who wants their own door. Upstairs, three more bedrooms, one currently styled as a dedicated theater room with an 8-foot built-in screen, Epson projector, surround sound, and staggered seating. A full bath serves the upper floor. The laundry room has cabinets above and below the sink, and deep storage tucks under the stairs. Big-ticket updates are done. New roof, new upstairs HVAC, and new black metal fencing, all in 2023. Westover Club is gated, tree-lined, and quiet, with community tennis, a playground, and a sand volleyball court. You're minutes from the Walmart Fresh Market on Apopka-Vineland, ten to Restaurant Row on Sand Lake, fifteen to Disney and Universal, and twenty to downtown Orlando. Winter Garden Village and the Mall at Millenia are easy runs from here. Zoned for Thornebrooke Elementary, Gotha Middle, and Olympia High. Windermere gates, Dr. Phillips dining, Disney minutes away.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home ALL ON ONE FLOOR, you are greeted with style and elegance. Featuring built in cabinets, shelving, and wall panels, powered blinds and drapes, lighting controls, designer features and modern decor. The formal living and piano room spotlights a lighted onyx wall and two-sided gas fireplace opening up to the family room and formal dining which leads to the kitchen and media room. The primary suite with two spacious closets and spa-like bath is located privately away from the secondary bedrooms. The house was designed to maximize views of the lake and access to the enclosed lanai which has a sitting room with fireplace, dining area, half bath and kitchen with grill, sink, ice maker and refrigeration. This home has 7 garages, a 4-car garage with EV charging station and air conditioning adjoins the house and a separate 3-car garage on the opposite side of the courtyard which could also be renovated into a separate guest house if needed. There is plenty of deck space around the pool and spa for entertaining and the spacious back yard leads the way to the covered boat dock with boat and jet ski lifts. Located in Windermere, Florida, with top-rated public and private schools, shopping, dining, close to tourist attractions and expressways. This home is your dream come true!

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Teresa Stewart (407-493-3057)

Remarks: Under contract-accepting backup offers. Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a refined split floor plan with 10- and 12-foot ceilings, abundant natural light, and new tile and marble flooring throughout (no carpet). Custom interior finishes elevate the living spaces, while tranquil water views grace multiple rooms. Recent high-end improvements include a new pool screen enclosure (Jan 2025), vinyl/iron fencing (2023), roof (2018), tankless water heater (2017), HVAC (2017), and Kinetico water softener & reverse osmosis system (2023). A natural gas line is in place for future chef-ready upgrades. The gourmet kitchen boasts granite countertops, stainless steel appliances, wood cabinetry, a raised breakfast bar, and a cozy nook overlooking the great room and pool. Designed for effortless entertaining, the interior flows to the travertine-finished, screen-enclosed lanai, extended patio, and solar-heated saltwater pool with a new pool pump (2025) and salt cell (2024, with warranty) — all framed by calming pond vistas. The primary suite is a private sanctuary with a tray ceiling, dual walk-in closets, garden tub, electronic window treatments, and direct access to outdoor living. Additional highlights include a pool-access half bath, oversized split garage with high ceilings and deep storage, and impeccably landscaped, low-maintenance grounds with mature fruit trees (lemon, lime, avocado, guava and papaya). Living in Summerport means enjoying an unparalleled lifestyle. Residents have access to the community’s exclusive clubhouse and pool complex with fitness center and social spaces at Summerport Residential POA Clubhouse. Meandering walking and biking trails, parks, and green spaces provide daily opportunities for outdoor recreation just steps from home. The nearby Summerport Neighborhood Park offers playgrounds, picnic areas, and scenic paths for all ages. For everyday convenience, Cornerstone at Summerport village-style shopping is just around the corner, providing groceries, cafés, services, and more. Downtown Windermere and Winter Garden’s vibrant boutiques, specialty dining, and lifestyle retail are also moments away, with premier destinations like Winter Garden Village and The Grove reachable in under 15–20 minutes. This remarkable home blends luxury, comfort, and lifestyle — ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.

Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)

Listing Agent: Anastasia Fischer (813-597-4791)

Remarks: Beautiful 4 bedroom, 3.5 bath home located in the highly sought-after subdivision of Windermere Trails. The first floor has tile flooring and a spacious kitchen equipped with granite countertops, 42'' cabinets, a center island, and a walk-in pantry. Step through the dining room to a beautifully finished courtyard, complete with a private fence and elegant stone pavers. Upstairs, you'll find an additional room with double doors, perfect for a gathering space or home office. The primary bedroom features a large walk-in closet for ample storage. All interior has recently been painted, all carpets upstairs in the main home are new, as well as the AC unit is brand new, ensuring comfort and efficiency. This beautiful home layout provides the opportunity to convert this four bedroom home into six bedrooms. One of the rooms downstairs can easily be converted, as it’s already closed off; you just need to add a closet. Additionally, the loft upstairs is also closed off and simply missing a closet, offering another potential bedroom. This home has a separate private one - bedroom apartment above the garage, featuring a kitchenette, walk in closet, private entrance, and its own washer and dryer with a four month old A/C unit. Conveniently located off Winter Garden Vineland Rd. This home provides easy access to I-4, 429, and is just a short distance from all Disney Theme Parks. Enjoy the benefits of low HOA fees and being close to exceptional A+ schools.

Listing is courtesy of: WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC (407-922-9169)

Listing Agent: Ricardo Diaz (407-922-6196)

Remarks: Welcome to Chalet du Lac, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over glistening waters dancing through a veil of Cypress trees and Spanish moss. Nestled along the western shoreline of Lake Sawyer within an enclave of custom-built lakefront homes, Chalet du Lac features 4 bedrooms and 5 baths, lives large at 3751 sq ft (4936 total), and is ideally situated on pristine shoreline frontage with some of the lake’s most expansive water views. Showcasing fine craftsmanship and opulent elegance in every detail, Chalet du Lac serves up a host of amenities ideal for Florida lakeside living. At the entry, the handcrafted metal and glass doors open to a stunning foyer, capturing sensational pool and lake views from the formal living room. A distinctive formal dining area and generous study greet, then to the large great room overlooking the pool oasis and lake. The kitchen features new appliances, a gas cooktop, a luxurious ogee edged stone island with farmhouse sink plus a huge walk-in pantry. A built-in Miele espresso machine as well as a beverage cooler and even more cabinet space. The primary suite features his and her walk-in custom closets, luxurious spa tub, spacious walk-in shower, oversized double vanities, and an inviting bedroom lounge that opens to the pool area. Poolside, enjoy the elevated patio over the lake, along with Lakeside, the boathouse includes an electric boat lift, with the entire dock made of composite decking, accessed by the walkway dressed with a nautical balustrade. Evenings are enjoyed at the poolside outdoor kitchen and patio, complete with a fireplace to sit by while taking in the moonlight. Verdant, lush landscaping fosters relaxation and inspires reflection and rejuvenation. Lake Sawyer is both a water sports paradise and a prime opportunity for pristine Florida lakefront living. Lake Sawyer features a certified competition water ski slalom course for those who love to ski and is even home to a float plane on the lake. At the north end, Lake Sawyer connects to Little Lake Sawyer, availing more beautiful water to explore. Chalet du Lac is ideally situated with immediate proximity to Windermere Prep and Windermere High School, and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and the world-famous attractions of Orlando.

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Drew Ross (407-383-6497)

Remarks: Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary suite offers a walk-in closet, dual sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, office, or media area. Recent updates include a new A/C (2022) and water heater (2023). Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Don’t miss this opportunity—schedule your private tour today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jeff Taulbee (407-622-2122)

Remarks: Under contract-accepting backup offers. Searching for a single story, 4-bed home in Windermere near Walt Disney World with space, convenience, and long term value? Nestled between Winter Haven and Lake Wales with all the conveniences nearby, 13237 Fossick Rd offers 4 bedrooms, 2 full baths, 2,516 square feet of living space, a NEW ROOF from 2022, new WATER HEATER from 2022, and a 0.21 acre corner lot in the Providence community, minutes from Disney, Winter Garden Village, and major commuter routes. The concrete block and stucco construction provides durability and classic, easy to maintain Florida curb appeal. From the moment you arrive, the covered front porch with column detail, stone accents, and paver driveway creates a warm first impression. Inside, a light filled formal living room off the foyer offers flexibility as a sitting room, home office, or quiet retreat separate from the main living areas. The kitchen is centrally positioned and overlooks the informal dining space and spacious family room, creating seamless flow for daily living and entertaining. Granite countertops, stainless steel appliances, abundant cabinetry, breakfast bar seating, and a center island provide both function and gathering space. Open sight lines keep everyone connected. The primary suite is generously sized with room for a seating area and direct access to the screened lanai. The ensuite bath features dual vanities, a soaking tub, separate glass shower, and walk in closet. Three additional bedrooms offer ideal flexibility for guests, remote work, or multigenerational living. Step outside to a covered screened lanai that extends your living space year round. The backyard offers green space and mature trees, creating privacy and room to relax after a day exploring Orlando’s attractions. The single level design appeals to buyers seeking long term convenience without stairs. The Providence neighborhood is perfectly located and is zoned for Windermere Elementary, Bridgewater Middle and Windermere High. If you are looking for space, location, and long-term upside in Windermere, this home deserves a closer look. Schedule your private tour today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Michael Collier (407-863-3401)

Remarks: Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living and walkability to town. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated 500 block with shops and dining. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in bedrooms two and three—no carpet. The kitchen features a gas cooktop with vented exhaust and a brand-new all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The theater room can be a flexible space used for movies, a guest bedroom, or a game room. It can also work as an office, playroom, or just a place to sit and relax. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—no HOA.

Listing is courtesy of: REVEL REALTY LLC (407-876-6448)

Listing Agent: Rebekkah Boskovich (321-438-3307)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PALATIAL ESTATE in the heart of Windermere offers LUXURY living on an exclusive ONE ACRE LOT with mature landscaping among pines and palms for the ultimate in PRIVACY and SERENITY. A true estate in GATED Windermere Club, this pristine single story oasis offers extraordinary curb appeal with an expansive paver driveway, a grand drive through porte-cochere, three car garage, and professionally manicured grounds. This custom built home features true craftsmanship and offers quality details - a blank canvas just waiting for YOUR personal style AND PRICED BELOW APPRAISAL! You will feel like you are living in a Mediterranean villa in Windermere! The kitchen island was custom designed for the home with seating and two sinks so the chef can entertain while creating masterpieces with the 6 burner GAS cooktop, grill and double Monogram oven. The cabinets are truly a work of art custom made with rich wood planks. The pantry is elegantly hidden behind an artisan designed sliding door and is not only huge but well equipped with electrical outlets. The living and dining room share a double faced MASONRY FIREPLACE. Archways lead into every room and expertly finished plaster style walls make your palazzo a stylish retreat - DEFINITELY NOT A COOKIE CUTTER - THIS ESTATE IS SPECIAL. Lighting has been updated to give a bright, elegant and contemporary vibe. Each bedroom has its own ensuite bath! There is a finished “bonus room/in law suite” (2020) with a private exterior door and plenty of adjacent unfinished space, wired and plumbed for easy installation of a kitchen and bathroom - THIS WOULD BE AN IDEAL IN LAW OR TEEN SUITE! Three additional bedrooms, each with an ensuite bathroom are located in a wing of the home that can be closed from common area, creating privacy and comfort for family and guests. The Primary/Master suite, located on the other side of the home, is a private oasis overlooking the flower filled garden, resort style pool, pines and pristine green space on the sprawling ONE ACRE lot with NO REAR NEIGHBORS! There is a small office with a door connected to the primary suite. The primary/master bathroom has a walk around shower, an indulgent soaking tub, double vanities, high end finishes, TWO WALK IN CLOSETS with designer lighting and custom built ins, and a second hot water heater. The custom designed home has everything you’d expect for a LUXURY LIFESTYLE. The laundry room has granite, a sink, custom cabinets, and plenty of space. Likewise, the oversized three car garage has a sink, potting shed/room, epoxy floor and built in cabinets. No expense was spared as the owner installed thousands of dollars in exterior uplighting and two fountains creating a world class private resort ambience. Among meandering paver paths lined with flowers and bougainvillea arches, you’ll have an abundance of outdoor lounging space, including a sparkling heated pool and spa adjacent to a screen enclosed summer kitchen with commercial style built in grill, sink, built in refrigerator - all of this is steps from the pool cabana bath and outdoor shower. Windermere Club is zoned for award winning public and private schools. The Windermere Recreation Center is less than one mile away and features a boardwalk onto Lake Crescent, playground, kayak launch, pavilions, sand volleyball court, tennis courts and walking trails for residents. While all measurements are believed to be correct, buyer is encouraged to confirm all.

Listing is courtesy of: REVEL REALTY LLC (407-876-6448)

Listing Agent: Denise Crabbe (407-592-0692)