Refine Search
Sort by
$615,000
5 Beds 4 Baths Windermere Terrace SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. ** A Front-Row Seat to the Magic ** Imagine coming home after dinner at one of Windermere’s fine local restaurants… you step out onto your covered lanai, the sky darkens, and just beyond the treetops, *Disney’s fireworks burst into color.* Every evening feels enchanted — and it’s all just two miles from your doorstep. Welcome to **Windermere Terrace**, where convenience and comfort meet charm and community. This beautifully appointed **5-bedroom, 4-bath home** was designed for both relaxation and entertaining. The **open-concept kitchen** flows seamlessly into the casual breakfast nook and family room — the heart of the home — featuring **42” cabinetry, granite counters, stainless steel appliances, and a generous walk-in pantry**. A **downstairs bedroom** offers flexibility for guests or a private home office, while the **upstairs loft** creates space for movie nights, homework, or quiet reading. Every bathroom showcases **granite counters and designer tile**, and the **primary suite** offers a spa-inspired retreat with a **glass-enclosed shower and private lavatory**. When it’s time to unwind, the **community pool** is just steps away, the perfect place to soak up Florida sunshine and connect with neighbors. Community walking paths to unwind from the day. Here, in one of Windermere’s most desired locations, close to world-class attractions, upscale shopping, and top-rated schools, every day feels a little more magical.

7132 Beek Street, Windermere

$862,000
4 Beds 3 Baths Windermere Town SubDv. 34786 Zip Code
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

299 W 4th Avenue, Windermere

$800,000
5 Beds 5 Baths Lakes Windermere Ph 01 49 108 SubDv. 34786 Zip Code
HOME SHOWS LIKE A MODEL—every turn feels curated. From manicured landscaping to a grand foyer crowned with custom chandeliers and elegant crown molding, the charm is instant and undeniable. This corner-lot pool home delivers space, style, and privacy with 5 bedrooms, 3 full baths, and 2 half baths and freshly painted inside and out! Inside, thoughtful details shine: Upgraded GE Cafe Series Appliances, Central Vac System with all accessories, New Tankless Instant Hot Water Heater, Updated Garage Door System and Brand New Washer/Dryer Combo, Colonial Style Shutters, designer window treatments, chair rails, recessed lighting, tray ceilings, French Doors, and a true butler’s pantry for effortless entertaining. Artful murals add personality, while multiple living and dining zones make gatherings easy—open the French doors and journey to a refreshing experience out by the pool. Out back, a sparkling pool sets the scene for sunny weekends and twilight dips. The corner setting means fewer neighbors and more peace of mind—perfect for relaxing, grilling, and starry-night conversations. Recent improvements and enhancements include: 2022 New Roof and Gutters, Hardwood Floors, and New HVAC System in 2024. Lakes of Windermere elevates every day with resort-style amenities: a large pool and sun deck, a reservable community kitchen for events, and a picturesque pier on Lake Sawyer for fishing, sunsets, or stargazing. Love to play? Enjoy tennis, volleyball, and basketball courts. Pine Loop Park brings neighbors together under a shaded gazebo, with a tree-lined ~0.9-mile sidewalk loop ideal for jogs and dog walks (pet stations along the way). Three playgrounds are sprinkled throughout the neighborhood, making it easy to mix fresh air with family time. Close to Windermere’s beloved shops, dining, and everyday conveniences—yet tucked where it feels calm and residential. Breathtaking, move-in ready, and absolutely memorable. Come see the model-home magic in person.

6905 Nobleton Drive, Windermere

$485,000
3 Beds 2 Baths Edens Hammock SubDv. 34786 Zip Code
Beautiful 3-Bedroom Ranch in Sought-After Windermere neighborhood – Priced to Sell at $485,000! Welcome to this inviting 3-bedroom, 2-bathroom single-family ranch-style home featuring an attached 2-car garage and timeless curb appeal. Nestled in the highly desirable Horizons West community of Summerport / Eden's Hammock, this home offers both comfort and convenience in one of the area’s most vibrant neighborhoods. Large picture windows let the light in, while the covered front porch and French blue door creates a welcoming entryway. Bright and airy, with the in-demand white kitchen, this home shows well, and offers the convenience of living nearby a wealth of community amenities. Enjoy the community clubhouse, resort-style pool, tennis and basketball courts, playgrounds, a dog park, several lakes with fishing spots, and scenic bike paths. Just a short stroll or bike ride away, walk to local eateries including Foxtail Coffee shop and Kelly's Ice Cream. Enjoy top-rated schools — Keene’s Crossing Elementary and Bridgewater Middle, both a quick walk or bike ride away, and Windermere High School. The screened-in terrace includes a hot tub! Don’t miss this incredible opportunity to own a home in one of Central Florida’s most desirable locations. Schedule your private showing today!

14211 Bridgewater Crossings Boulevard, Windermere

$350,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to Wickham Park, one of Windermere’s most cherished communities, where manicured streets, friendly neighbors, and the glow of Disney’s nightly fireworks create a lifestyle that feels both peaceful and magical. Just five miles from the Magic Kingdom, this beautifully updated 3-bedroom, 2.5-bath townhome offers the perfect blend of modern comfort, timeless style, and resort-style amenities surrounded by the small-town warmth Windermere is loved for. Step inside and instantly feel at home in the open, light-filled layout that connects the living and dining areas—perfect for entertaining or relaxing after a long day. The kitchen features stainless-steel appliances, a double-basin sink, ample cabinetry, and a spacious pantry, creating a welcoming space for both casual meals and gatherings with friends. A convenient half bath is tucked off the main living area for guests. From the dining room, step out to your private fenced courtyard—an ideal spot for grilling, dining, or relaxing beneath the Florida stars. Beyond the courtyard, a detached two-car garage offers privacy and easy access through your own gated entry. Upstairs, the primary suite offers a serene retreat with a spacious walk-in closet, a large window filling the room with natural light, and a beautifully appointed en-suite bath featuring dual vanities. Two additional bedrooms, a full bath, and a conveniently located laundry room complete the upper level, blending comfort and functionality for family or guests. With fresh finishes, a thoughtful layout, and recent updates, including an HOA-replaced roof in 2024 and a new AC system in 2020, this home is truly move-in ready and designed for peace of mind. Life in Wickham Park offers more than just a beautiful home, it’s a sense of community. Residents enjoy a sparkling resort-style pool, clubhouse, and lush green spaces with gazebos and walking trails that encourage outdoor living. Evening walks often end with a view of Disney’s fireworks lighting up the sky, a nightly reminder of how close you are to the magic. Located minutes from top-rated schools, shopping, and dining, this home offers unbeatable convenience. Enjoy nearby favorites such as The Hangry Bison, Windermere Brewing Company, and Hawkers Asian Street Fare, or spend a day at Hamlin Town Center or Winter Garden Village exploring local shops, cafes, and entertainment. Outdoor lovers will appreciate R.D. Keene Park, Tibet-Butler Preserve, and Lake Butler for boating and nature trails, while golfers can tee off at Arnold Palmer’s Bay Hill Club & Lodge or Orange Tree Golf Club just minutes away. Everyday essentials are within easy reach, including Publix, The Fresh Market, and major retailers. Nearby healthcare includes AdventHealth Winter Garden and Orlando Health Horizon West, both just a short drive away. As evening falls, step outside and watch the fireworks dance across the horizon, a daily reminder of why Windermere is one of Central Florida’s most sought-after places to live. With an HOA of only $540 quarterly, upgraded interiors, and a location close to world-class attractions, dining, and recreation, this home embodies effortless Florida living. Come experience why Wickham Park isn’t just a neighborhood, it’s a lifestyle filled with connection, charm, and everyday enchantment.

7504 Bentonshire Avenue, Windermere

$544,000
4 Beds 2 Baths Belmere Village G2 48 65 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Taking backup offers!Unique Opportunity in Windermere’s Exclusive Belmere Community. Don’t miss this chance to own a beautiful Mediterranean-style pool home in the highly desirable, gated community of Belmere! Offered at an exceptional price, this residence is an incredible value — with a little TLC, it can easily become your dream home or a smart investment. Enjoy a bright, open split floor plan filled with natural light, and relax in your private pool oasis. The home features a water softener system, some crown molding, Corian countertops, walk-in closets in three bedrooms, and a fenced backyard. Belmere has natural gas and is a low HOA, amenity-rich community featuring a clubhouse, pool, fitness center, tennis courts, playground, half basketball court and sand volleyball. Located in one of Windermere’s most sought-after areas, you’ll love the top-rated schools and easy access to fine dining, shopping, golf courses, entertainment, and world-famous theme parks. Best deal in the community — act fast! View this home anytime with our 24-hour 3D interactive tour! Floor plan image attached. Showings by appointment only — preapproved buyers, please.

11340 Rapallo Lane, Windermere

$844,000
4 Beds 4 Baths Providence Ph 02 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Stunning Windermere Retreat with Breathtaking Views complete with Disney Fireworks every night from your backyard! Welcome to your dream home in the heart of Windermere—where luxury, space, and scenic beauty converge. Situated on an oversized lot in one of Central Florida’s most sought-after communities, this exquisite residence offers sweeping views and refined living both inside and out. Step inside to discover a bright, open floor plan designed for effortless entertaining and everyday comfort. Soaring high ceilings and expansive windows flood the living spaces with natural light, highlighting the home’s elegant finishes and spacious layout. The gourmet kitchen flows seamlessly into the dining and living areas, making it the true heart of the home. With generously sized bedrooms—including a luxurious primary suite—there’s space for everyone to relax in style. A versatile loft area offers additional room for a home office, play space, gym or media lounge. This 4 way split floor plan gives every one in the family their own space and bathroom. Outdoors, unwind in your own private paradise. A sparkling crystal-clear pool with travertine patio s the centerpiece of the lushly landscaped backyard—perfect for summer gatherings or tranquil evenings under the stars. The back of the home boasts amazing sunsets overlooking a serene pond and quiet fields as far as the eye can see. Additional highlights include a three-car garage equipped with A/C, abundant storage, and access to top-rated Windermere schools, including Windermere Preparatory School just a mile away, community pool and walking trails, making this home ideal for families seeking both sophistication and convenience. Don’t miss this rare opportunity to own a piece of paradise. Schedule your private tour today and experience the Windermere lifestyle at its finest! Newer AC units (2019) Pool installed 2015.

13212 Swansea Avenue, Windermere

$5,000,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared and every corner was touched....this is what a real renovation looks like. Perfectly positioned on an expansive .85-acre corner homesite overlooking a tranquil pond, this 7,600 square foot residence welcomes you with a 32 foot tall open entry, taking full advantage of the year-round Florida sunshine. Just off the entry, you will find a private office featuring a coffered ceiling, designer lighting and glass pocket doors. The home offers 5 spacious ensuite bedrooms, including a lavish first floor primary suite, featuring a spa-inspired bath and impressive dressing room with extensive custom storage. In the second-story wing of the home, you will find three secondary ensuite bedrooms, each with beautifully updated baths plus a loft. A private guest suite, set on the second story of it own wing was expertly finished in 2022. Your guests will enjoy a large bedroom, kitchenette, seating area, private bath, large closet and a private entrance, making it the ideal space for extended family or visitors. The third wing of the home features an expansive theater room, with stadium seating, new wet bar and full bath. Entertain effortlessly with the open floor plan, combining living, dining and a seamless transition from inside to your private resort oasis, featuring saltwater pool, spa, outdoor fireplace, covered al fresco dining area with remote controlled screens, brand new open cabana with summer kitchen and bar, and ample green space. Inside, your chef's kitchen awaits, with a waterfall edge island, Thermador appliances, custom cabinetry and butler's pantry, with refrigerated drawers, ice maker and storage. Additional highlights include a 5 car garage, tankless hot water heaters, lighting automation, custom storage areas and dedicated irrigation well. Every detail of this home was carefully curated with timeless elegance, modern functionality and unmatched quality. Coupled with the effortless Florida lifestyle and located just minutes from Orlando's world class attractions and golf, this exceptional home is turn-key ready and truly special. Make your private appointment to see it today.

9733 Carillon Park Drive, Windermere

$6,700,000
7 Beds 8 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over 10,000 square feet with custom finishes including a chef's kitchen with butler pantry, home theatre, game room and professional bar. The formal dining room offers a custom designed wine cellar. The first floor owners retreat offers a private office, beverage station, screened lanai overlooking the pools and lake plus a spa bath and indoor and outdoor showers. Within the owners retreat is an upstairs owners lounge and screened balcony with panoramic view of the lake and nightly Disney Fireworks. A private boat dock with built in seating, boat and jet ski lifts, complete this one of a kind retreat. Residents have access to optional Golf or Social membership to the Golden Bear Golf Club, restaurant and bar, fitness center, tennis courts and pool. Keene's Pointe is near downtown Windermere where you can enjoy quaint shops, cafe's and community events such as Food Truck Nights, Walk Among the Lakes 5k, Golf Cart Christmas Parade, Windermere Wine and Dine and much more! Click Video Link Above and Schedule your private showing today!

6507 Rosella Court, Windermere

$1,830,000
5 Beds 5 Baths Lake Crescent Reserve SubDv. 34786 Zip Code
PRICE IMPROVEMENT! Rarely available property featuring a separate GUEST HOUSE! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community. The guest house has been virtually staged to illustrate its potential.

2958 Marquesas Court, Windermere

$619,000
3 Beds 3 Baths Windermere Trls Ph 3a SubDv. 34786 Zip Code
Welcome to Windermere Trails! This beautifully maintained single-owner, one-story pool home is ready to welcome its next owner. Step inside to discover a bright, open layout with a split floor plan that offers both comfort and functionality. The heart of the home centers around an open kitchen and family room combo with a cozy dining area to the side, perfect for both daily living and entertaining. The kitchen features a large island, ample cabinetry, and plenty of counter space to gather, cook, and create memories. This thoughtfully designed floor plan offers three spacious bedrooms, two full bathrooms, and one-half bath, including a primary suite with a massive walk-in closet you’ll fall in love with. A dedicated office provides the ideal space for working from home or managing family projects. Enjoy Florida living at its finest with both a covered front porch and a covered back porch overlooking your screen-enclosed pool and paver patio. The fenced backyard is surrounded by mature landscaping and fruit trees, creating a peaceful, private retreat perfect for entertaining or relaxing. Additional highlights include a paver driveway, a whole-home water filtration system, and meticulous single-owner upkeep that truly sets this home apart. Situated in the highly sought-after Windermere Trails community, this home offers the perfect balance of convenience and charm, just minutes from Walt Disney World, Publix, restaurants, and top-rated schools. Don’t miss this rare opportunity to own a move-in-ready pool home in one of Windermere’s most desirable neighborhoods.

8776 Crescendo Avenue, Windermere

$585,000
3 Beds 4 Baths Vineyards/Horizons West Ph 1b SubDv. 34786 Zip Code
**Corner-Lot Home Across from Park in The Vineyards of Horizon West** Perfectly positioned on a corner lot directly across from a peaceful green space, this bright and beautifully upgraded home is located in one of Horizon West’s most sought-after communities. With park views, walkable streets, and a true neighborhood feel, this home offers the ideal blend of comfort, style, and location. The welcoming front porch sets the tone before you even step inside. Once indoors, you’ll immediately notice the abundance of natural light, tall windows, and transom accents that create an open, airy feel throughout. A flexible room just off the foyer works perfectly as a home office, formal dining space, or cozy sitting area. At the heart of the home is the open-concept kitchen and family room—designed for both everyday living and entertaining. The kitchen features 42” cabinets with crown molding, stone countertops, a gas cooktop with vented hood, double built-in ovens, and a casual dinette. Sliding doors lead to the covered back patio, already piped for natural gas—making it easy to add a grill or future outdoor kitchen. Upstairs, a built-in office nook and spacious bonus loft provide extra flexibility for work, play, or media space. The corner primary suite is a private retreat with a walk-in closet and spa-inspired bathroom offering dual sinks, a soaking tub, and a separate shower. Two additional bedrooms complete the upper level—one with a private en-suite bath and the other with convenient access to a third full bathroom. Additional highlights include an energy-efficient Carrier 15-SEER HVAC system, natural gas water heater, and all kitchen and laundry appliances included. Fresh interior paint and a quick-closing option make this home truly move-in ready. Residents of The Vineyards enjoy a community pool, parks, and walking trails, along with easy access to top-rated Horizon West schools, Hamlin Town Center, shopping, dining, Disney, and major highways—close to everything, yet tucked into a peaceful setting. If you’re looking for a modern, welcoming home with park views and thoughtful upgrades in an exceptional community, this corner-lot opportunity is one you don’t want to miss.

6626 Bridgewater Village Road, Windermere

$640,000
4 Beds 3 Baths Providence Ph 01 50 03 SubDv. 34786 Zip Code
Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with values exceeding millions of dollars. This single story home contain 4-bedroom, 3 full bathroom, 3 car garage, screened lanai and fenced back yard. Formal dining room & living room/office combined, 12' high ceiling, open breakfast nook, kitchen, spacious large family room, Laundry room with sink. Large master bedroom and bathroom with his and her individual cabinet & sink, garden tub, and stand shower seperated. Front living room and Dining room with wood flooring, ceilings with crown molding, entrances through double door, ceiling fans. Recent New Roof, New Water Heater 2025 and Newer AC. The community includes a swimming pool, playground and multiple green spaces for strolling and outdoor enjoyment. Providence subdivision is zoned for some of Orange County’s most desirable schools which include Windermere Elementary, Bridgewater Middle, and Windermere High School. This home is also ideally situated with immediate proximity to Windermere Prep and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and other world-famous attractions of Orlando. Easy Hwy access to 429, Turnpike, 408 to I4.

13413 Zori Lane, Windermere

$1,800,000
4 Beds 5 Baths Lake Davis Estates SubDv. 34786 Zip Code
Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside, sunlight pours through large windows, highlighting rich textures and custom ironwork that lend both warmth and sophistication. With just over 4,200 square feet of living space, the thoughtful floor plan features 4 bedrooms, 4.5 baths, and a dedicated office that can easily serve as a 5th bedroom. The main level includes formal living and dining rooms designed for gathering, while the open-concept kitchen, with its oversized island and generous prep space, anchors the heart of the home. The 1st floor primary suite offers a private retreat with views of the gardens and an adjacent executive study. A comfortable guest suite is conveniently positioned near the covered breezeway for added privacy. Upstairs loft, with two additional bedrooms, a full bath, have lake and garden views. Outdoors, the home’s timeless charm continues with a warm terracotta roof, graceful arches, a decorative fountain, and wrought-iron accents that connect the main residence to the 3 car garage. The lakefront backyard is equally inviting, complete with a summer kitchen, pool with water features, and beautifully landscaped gardens. FULLY OWNED Energy-efficient solar panels help keep electric costs impressively low, averaging under $100 per month. Every space is designed to balance elegance with livability, creating a Tuscan inspired residence that feels both refined and welcoming.

5412 Water Creek Drive, Windermere

$506,000
3 Beds 3 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
***The Veranda on Canyon Sun*** A day in the life — where sunlight, serenity, and thoughtful design meet.*** Morning begins on the wide, covered Craftsman-style front porch, where you can sip coffee and take in the park view across the green. A gentle breeze moves through the trees as joggers and dog walkers pass along the trail — a scene that captures the peaceful charm of Windermere Trails, one of Central Florida’s most sought-after communities known for its A-rated schools, lakefront parks, and small-town ease just minutes from the magic of Disney.*** Inside, this three-bedroom, two-and-a-half-bath home reveals an inviting open-concept design that balances comfort and style. The kitchen features black granite countertops, a large island and breakfast bar, newer stainless-steel dishwasher and range, and abundant cabinet storage. The adjoining casual dining area and gathering room create an effortless flow for everyday living, while the formal dining room adds a touch of classic elegance — perfect for dinner parties or special occasions.*** Natural light pours through the windows, illuminating the custom millwork, chair rail details, and designer Sherwin-Williams color palette. With tile flooring throughout the first floor and luxury vinyl plank upstairs, there’s not a bit of carpet — easy to maintain, beautiful to live on.*** Upstairs, the loft offers flexible space for movie nights, a reading nook, or a creative home office. Each bathroomincludes double-sink vanities and spacious layouts, while the powder room downstairs adds everyday convenience.*** Step outside to the screened-in back porch or the private faux-turf courtyard — a perfect spot for al fresco dining or weekend relaxation. Out front, the park becomes a natural extension of your living space — a place to toss a ball, unwind, or gather at dusk for a view of Disney’s nightly fireworks lighting the sky beyond the treetops.*** Beyond the front door, the community itself feels like an extension of home. Bay Lake Elementary is just a short walk away. The lakefront community pool and park are only steps from your door. A quick ride takes you to local shops, restaurants, and an authentic French bakery, all within a mile. For weekends, explore Windermere’s farmers markets, Butler Chain of Lakes, and nature preserves that wind through the area. And when adventure calls, Disney’s back entrance is just minutes away.*** Thoughtfully upgraded with whole-house solar, this home delivers sustainable comfort — with average electric bills around $50 per month — and the quiet peace of mind that comes with smart, modern living.*** At The Veranda on Canyon Sun, every day feels beautifully balanced: connected yet calm, elegant yet effortless. It’s more than a home — it’s a lifestyle illuminated by sunshine, smart design, and the serene spirit of Windermere.

12136 Canyon Sun Trail, Windermere

$2,275,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Now it’s your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located on one of the most desirable streets in Keene’s Pointe. This house with a timeless design inside and out, has five bedrooms (two down and three up), four full bathrooms, three car garage, and incredible outdoor living with renovated pool and brand new pool enclosure. Upstairs you will find a second family room with a storage room that is perfect for storing your holiday decorations and those extra bulky items that are hard to find a place for. And when you are ready to enjoy the serene views of the 18th fairway, you can either sit on your second floor balcony or inside your first floor lanai. The house has been completely updated over the past five years, including kitchen, bathrooms, roof (2022), floors, pool, and much more. Since purchasing, the current owners have invested an additional $250K in the following improvements: replacing both HVAC systems with top of the line Carrier units, added plantation shutters throughout, added a beautiful pool enclosure with panoramic screens and built in programmable LED lights, added an outdoor kitchen and pergola, new pool heater, EV outlet in garage, and landscaping throughout the property. This is a truly turn-key, move in ready home with a incredible curb appeal on an oversized golf course lot. What more could you ask for? Come see what the Keene’s Pointe lifestyle has in store for you.

6252 Blakeford Dr, Windermere

$1,875,000
5 Beds 6 Baths Windermere Pointe At Lake Roper SubDv. 34786 Zip Code
Prepare to be dazzled by this exquisitely remodeled waterfront estate in a gated Windermere community. On over a one-acre private lot, the home sits on the shores of the pristine 38-acre Lake Roper. Massive double doors greet you as you enter into impeccable craftsmanship and high-end finishes that sparkle amongst the lakefront backdrop. Soaring ceilings and natural light highlight the scale and architectural grandeur of the open-concept design. The gourmet kitchen will delight the chef in your family, boasting professional-grade stainless steel appliances, a gas cooktop, solid wood cabinetry, a floating island and stunning quartz countertops. The main living space features a contemporary fireplace, with expansive windows and enormous sliding glass doors that perfectly frame the shimmering lake. The primary suite is a tranquil space with a dedicated sitting area, offering uninterrupted views of the water. The spa-like primary bath features a deep soaking tub, oversized walk-in closets, and dual vanities, turning your daily routine into a peaceful ritual. Seamless outdoor entertaining is effortless, thanks to the outdoor summer kitchen and the custom-designed, heated pool with an integrated sun-shelf and seating. The private boathouse is designed for the ultimate watersport enthusiast with a state-of-the-art dock featuring an electric boat lift and two dedicated drive-up jet ski docks, all while serving up unforgettable Florida sunsets, nightly. This is a place to unwind, complete with custom lights for in-water illumination that casts a captivating glow across the lake at twilight. Unwavering peace of mind is ensured by the Generac whole-house standby generator, while the oversized three-car garage offers ample, dedicated space for your luxury vehicles and recreational pursuits. Two newer HVAC systems (2019, 2021) for climate control zones. This premier location offers unparalleled convenience: Enjoy walking/biking to Winter Garden Village for dining and boutique shopping, while remaining just moments from the charm of downtown Windermere. Enjoy top-rated schools, world-class amusement parks, and quick access to Central Florida's major luxury and business corridors.

13036 Lake Roper Court, Windermere

$900,000
4 Beds 4 Baths Lake Butler Estates SubDv. 34786 Zip Code
Virtually Staged. **Back on the market! 25k price improvement and a new roof being added! Buyers financing fell through.** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. Situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, and within a 30 minute drive of the Orlando International Airport, Disney, and Universal. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities.

3328 Wax Berry Court, Windermere

$1,300,000
4 Beds 4 Baths Keenes Pointe Unit 1 SubDv. 34786 Zip Code
The kitchen has been recently upgraded with brand-new white quartz (Calacatta Belardo) countertops and backsplash, creating a bright, modern, and spacious feel. This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene’s Pointe community perfectly combines elegance, comfort, and character. Designed with a timeless French-inspired décor, every space feels warm, inviting, and beautifully curated. The highlight of this home is its backyard oasis — a peaceful retreat overlooking the sparkling pool and tranquil pond views, creating the perfect setting for relaxation and entertainment. A nice added air-conditioned covered patio area allows you to enjoy the outdoors year-round, even on the warmest Florida days. Inside, you’ll find beautifully appointed living spaces, elegant finishes, and a floor plan designed for both comfort and functionality — ideal for families or those who love to host. Recent Updates Include: A/C Unit: 2025,A/C Unit: 2016,Roof: 2018,Pool Heater: 2020, Irrigation Well: 2022 Water Heater: 1999 Life in Keene’s Pointe is truly exceptional. Residents enjoy a gated, golf-course lifestyle surrounded by nature, scenic lakes, and the renowned Golden Bear Club, designed by Jack Nicklaus. This exclusive Windermere community offers an active, social, and family-friendly atmosphere unlike anywhere else. Don’t miss the opportunity to make this stunning French-style home your own — a perfect blend of elegance, comfort, and Florida charm.

8375 Bowden Way, Windermere

$1,185,000
4 Beds 3 Baths Keenes Pointe Ut 06 50 95 SubDv. 34786 Zip Code
Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere. Oversized cul-de-sac lot for relaxation and outdoor activities, while the three-car garage with cabinets offers extra storage. Custom closets in bedrooms , granite countertops in bathrooms, and travertine floors add a touch of elegance throughout the house. The bedrooms boast luxury vinyl plank floors, while the master bathroom features a jacuzzi tub. The kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry and granite countertops, making it a culinary delight. Throughout the house, crown moldings add sophistication, and the air conditioning system, installed in 2016, ensures comfortable temperatures throughout the year. Additionally, new air conditioning components were also replaced in 2025. A new roof was installed in 2020 with gutters. The water heater was replaced in 2022, and also a new pool heater and pool equipment components in 2025. New interior and exterior paint in 2025 enhanced its curb appeal. New Andersen windows were installed throughout the house in 2024, and new attic insulation in 2025, further improving energy efficiency. The surrounding landscape is lush and vibrant, providing a beautiful backdrop for your outdoor activities. The driveway is conveniently oversized. Within the community, you’ll find The Golden Bear Club, an 18-hole golf course designed by the legendary Jack Nicklaus. Golf enthusiasts will enjoy the challenging course, while tennis players can enjoy the courts. Amenities also include fitness facilities, swimming pools, and dining options. Keenes Pointe offers a variety of recreational activities, with playgrounds, walking trails, and boat dock access to the Chain of Lakes and Lake Burden. Its convenient location near shopping, dining, major expressways, tourist attractions, top-rated public and private schools makes it an ideal place to live. Come and see it for yourself!

11318 Fenimore Court Court, Windermere

$1,220,000
5 Beds 5 Baths Les Terraces SubDv. 34786 Zip Code
Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out with a circular driveway that flows into a full side driveway leading to an oversized detached two-car garage—offering plenty of room for vehicles, a boat, or equipment. The property includes both a main residence and a private guest house, or a Casita, creating the perfect setup for multigenerational living or rental income. Step inside the main home, featuring four bedrooms and three and a half bathrooms, and you’ll immediately feel the openness and see the timeless updates framed by views of the sparkling pool beyond. Elegant ceiling beams and luxury vinyl plank flooring run throughout. To the left, the formal living room welcomes you with a wood-burning fireplace and extends toward the pool into a bright entertainment area highlighted by a wet bar and accent wall. The main living area in the front of the house also features a stylish full bathroom. The kitchen opens to the main living space and features updated soft-close cabinetry, stainless steel appliances, and a six-burner ZLINE gas range with a custom wood hood. A large center island provides additional storage with cabinets on all sides, making it both functional and stylish. Between the kitchen and the breakfast nook, there’s plenty of room for a full dining table, giving you flexibility for both casual and formal gatherings. The breakfast nook is set in its own cozy corner, extending from the open living area and filled with natural light. The primary suite, located on the northeast side of the home, is spacious enough for a reading nook or home office, with two sliding doors leading to the pool patio and two walk-in closets. The primary bathroom features a double vanity, a jetted tub, and a walk-in glass shower, plus a rare private courtyard for moments of tranquility. A large bonus room, with a half bath, offers flexible use—ideal for a playroom, craft space, movie room, or even a second primary suite. The bonus room has a powder bathroom. Toward the back of the home are three additional bedrooms and a fully renovated bathroom with a dual vanity and other modern finishes. One of these bedrooms has direct access to the pool patio, where you’ll find a wet bar with a wine fridge and sink, making entertaining easy. The lanai is fully screened and showcases a heated pool and spa. The entire pool area, including the decking, resurfacing, and pool equipment, has been recently upgraded, and all pool functions can be controlled via Bluetooth. A convenient storage room adds extra utility. Across the expansive backyard with Oak trees, sits the charming Casita—complete with a kitchenette, bedroom, and full bathroom. It’s ideal for guests, family, or even as an income-producing unit. The current owner leases it for $1,300 per month, adding incredible flexibility and value to the property. Combined, the main residence and Casita offer five bedrooms and four and a half bathrooms. Located minutes from downtown Windermere and Dr. Phillips, and just a short drive from Orlando’s world-famous attractions, this rare property blends privacy, functionality, and luxury in one exceptional package. Schedule your private showing today.

2828 Ingeborg Court, Windermere

$317,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 3 SubDv. 34786 Zip Code
Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living at its best - offering a split bedroom layout, gleaming wood flooring, crown molding, charming dining room, and spacious living room with glass sliders to the screened porch. The big kitchen will delight your home chef with stainless steel appliances, solid wood cabinets, Silestone countertops, breakfast bar, and HUGE custom pantry big enough for your Costco runs. With room for your king-size bed, the primary suite, along with the NEW luxury bathroom, offers a walk-in closet with custom cabinetry, drawers, and space for all your shoes. Two good sized bedrooms share the updated full hall bathroom just off the kitchen and interior laundry closet (washer/dryer stay too). Monthly HOA fee includes daily valet trash service, water/sewer, and maintaining the building exterior and lovely landscaping. Parking is a breeze with 1 reserved, assigned spot (#55), and 1 open parking spot. Steps from your front door is the state-of-the-art fitness center, located in the clubhouse with on-site management, resort-style pool, and BBQ area with sand volleyball and tennis courts. Stroll the community walking paths around the tranquil pond with mature trees and beautifully maintained elegant landscaping. Zoned for top-rated schools and surrounded by million-dollar neighborhoods, Lakes of Windermere is near it all. Lakeside Village is just across the street and includes Publix, Starbucks, and plenty of restaurants and shopping; plus, you’re only 5 minutes away from Disney and quick access to highways 429, I-4, the Orlando International Airport, and ALL the major Orlando destinations and attractions.

8180 Boat Hook Loop Unit 106/306, Windermere

$9,750,000
5 Beds 3 Baths Na SubDv. 34786 Zip Code
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

4226 Downeast Lane, Windermere

$620,000
5 Beds 3 Baths Preston Square SubDv. 34786 Zip Code
NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another upstairs, catering to versatile living arrangements. Spanning 2,555 square feet, the interior is both spacious and inviting. The open kitchen, equipped with stainless steel appliances, seamlessly connects to a kitchenette opening up to a large family room, perfect for entertaining. In addition to the second primary suite upstairs you will find a spacious loft versatile for your needs. You won't find any carpet in this home, upgraded tile and LVP throughout. Outside, relax on the porch with peaceful views or take advantage of the community's amenities. Rear loaded attached garage! Located in Horizon West, this home offers pond and conservation views right from the front, all while being just a stone's throw away from Disney, retail, shopping, and dining. This listing is a must-see for anyone looking to embrace modern living with ample outdoor space! Come make this yours.

6846 Helmsley Circle, Windermere

$800,000
4 Beds 3 Baths Reserve At Belmere SubDv. 34786 Zip Code
Welcome to The Reserve at Belmere. Experience refined living in this exclusive guard-gated enclave, where sophistication meets comfort. Perfectly positioned on a premium corner lot, this elegant 4-bedroom, 3-bath home showcases a seamless blend of timeless design and modern luxury. The newly remodeled chef’s kitchen features top-of-the-line finishes and craftsmanship, opening to spacious living areas ideal for grand entertaining. Indulge in your private outdoor retreat with a sparkling pool, lush landscaping, and serene spaces for relaxation. The 3-car garage provides ample space for luxury vehicles and storage. Residents enjoy access to world-class amenities, including tennis courts, a state-of-the-art fitness center, playground, beach volleyball, and basketball courts, all set within beautifully landscaped grounds. This remarkable residence offers a rare combination of exclusivity, elegance, and lifestyle in one of the community’s most distinguished settings.

1803 Glenbay Court, Windermere