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$735,000
5 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
This stunning home sits on a corner 5 bedrooms plus an office and huge bonus room. once you into the large foyer where you will find the office with a double door entry and a guest bath. The formal dining room has a contemporary tray ceiling and leads into the butlers pantry with built in cabinetry and a large walk in pantry. The open concept kitchen features stainless steel appliances, granite countertops, an oversized island with counter height breakfast bar, dinette space, and sliding glass door access from both the kitchen and family room to the lanai and f yard where you can relax and enjoy the l views. The owners suite is conveniently located on the main floor. The en-suite bath boasts a double sink vanity with granite countertops, a garden tub, and glass enclosed shower as well as a very large walk in closet. The remaining 4 bedrooms are upstairs and are connected by Jack and Jill bathrooms; each with their own vanity and walk in closet. The oversized bonus room would make a great game room and is perfect for hanging out with family and friends. Community amenities include a pool, clubhouse, and playground. Located in Windermere, minutes from great schools, shopping, and local restaurants.

12821 Westside Village Loop, Windermere

$3,200,000
5 Beds 5 Baths Lake Roper Pointe SubDv. 34786 Zip Code
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion foyer floor design, coffered ceilings, crown molding, and European-style ironwork boasts spectacular views of Lake Roper. The upstairs master bedroom has a beautiful view of Lake Roper. Master bath features an oversized tub and walk-in closet. This Grand Retreat has plenty of outdoor amenities including a basketball court, boat dock and boat lift. Heated family pool and spa. For all your family entertainment, a large open backyard leads to the dock with plenty of land. Stunning cedar and cypress trees surrender the property reminding you of FLORIDA living at its best. The ideal setting for privacy and serenity! Entertainment and fine shopping just minutes away. Close to major highways such as 429, 408 & the Turnpike. Easy access to the airport and Downtown Orlando yet secluded enough to give you a unique home in the heart of Windermere! Close to Windermere Prep school. Convenient to major highways, shops, restaurants, historic sites, major hospitals, and theme parks! Privacy awaits you! Schedule showing!

13161 Lake Butler Boulevard, Windermere

$475,000
4 Beds 3 Baths Windermere Trls Ph 1c SubDv. 34786 Zip Code
Under contract-accepting backup offers. 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 seamlessly connects the spacious living area with the kitchen, creating the perfect space 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, home office, or media room. Recent updates include a new A/C (2022), water heater (2023), and fresh interior paint and updated light fixtures completed this year. 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. Schedule your private tour today!

10624 Reams Road, Windermere

$649,000
4 Beds 4 Baths Lake Sawyer South Ph 02 SubDv. 34786 Zip Code
Welcome Home to your Spacious ENCLOSED and Private POOL HOME located in the sought-after community of Lake Sawyer in Windermere. This home offers a perfect blend of style, comfort, and convenience. Inside, the gourmet kitchen is appointed with granite countertops, stainless steel appliances, and ample cabinetry, flowing seamlessly into open living spaces ideal for entertaining or family gatherings. This home has a beautiful footprint, including the extra green space surrounding the enclosed lanai. The owner’s suite provides a spacious retreat with a large walk-in closet, while additional bedrooms offer flexibility for guests, a home office, or a growing household. Enjoy year-round Florida living on the enclosed patio, perfect for morning coffee or evening relaxation, and take advantage of the two-car garage and paver driveway that add both practicality and curb appeal. With its landscaped yard and prime location near top-rated schools, shopping, dining, and minutes from Orlando’s world-famous attractions. There is a community pool, basketball ct, playground and lots of green area to enjoy. This home is move-in ready and waiting to welcome its next owners.

13225 Charfield Street, Windermere

$485,000
3 Beds 3 Baths Westside Village SubDv. 34786 Zip Code
Meet 7837 Berkshire Oak Alley—freshly updated and easy to love. This 3-bedroom, 2.5-bath home includes a roomy loft/den that flexes beautifully for a second living area, office, or play space. Inside, everything feels bright and clean with brand-new interior paint, freshly painted cabinets, new carpet upstairs, and updated faucets and door hardware throughout. The first floor has low-maintenance laminate, the bathrooms are tiled, and the high ceilings keep everything feeling open and airy. The kitchen is the heart of the home with quartz countertops, a double-deep sink, pantry, and stainless steel appliances. There’s also a handy nook that’s perfect for a built-in desk or coffee station. Upstairs, the laundry room (washer and dryer stay!) sits near a generous loft. The primary suite features a ceiling fan, double-vanity bath with a private water closet, and a true walk-in closet. Bedrooms two and three also offer walk-in closets, plus a hall bath with a tub/shower combo and extra hallway storage. A two-car garage with upper storage helps keep life tidy. The community adds even more: for just $122/month you get access to a pool and playground, with professional HOA management to keep everything looking great. Fresh, move-in ready, and set up for easy living—come see why this one feels like home the moment you walk in.

7837 Berkshire Oak Alley, Windermere

$655,000
4 Beds 3 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
Pond Views | Single-Story | Windermere Gated Community | Set on a cul-de-sac in the gated community of Glenmuir, this single-story home set on over 1/4 acre lot, offering pond views with no rear neighbors. The split floor plan includes 4 bedrooms, 3 baths, and 2,184 square feet. Features include formal living and dining rooms, vaulted ceilings, tile flooring, and an eat-in kitchen with 42" cabinetry and stainless steel appliances. The family room and primary suite open to a screened lanai overlooking the pond and common grounds. A barrel tile roof and two-car garage add to the curb appeal. Glenmuir provides a community park with playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, and Walt Disney World, the neighborhood is also zoned for top-rated Orange County schools and less than a mile from Windermere Preparatory School.

11457 Arborside Bend Way, Windermere

$510,000
3 Beds 2 Baths Silver Woods Ph 02 SubDv. 34786 Zip Code
Freshly renovated and move in ready, this Silver Woods 3 bed 2 bath home offers 1,819 square feet of bright, open living. Big ticket items are done for you: roof 2022, HVAC 2023, water heater 2022, and a new septic tank in 2024. The 2024 kitchen showcases quartz counters, shaker cabinetry, stainless appliances, and recessed lighting, all paired with 2024 luxury vinyl plank flooring and a fresh interior repaint. Both bathrooms were updated in 2022 with modern finishes. Curb appeal pops with new sod in 2025 and a fully redone irrigation system in 2025. Enjoy a screened back porch overlooking a spacious backyard plus a two car garage and inside laundry. Silver Woods features tree lined streets and community tennis, tucked between Bay Hill and Isleworth with quick access to Restaurant Row, parks, and Butler Chain boat ramps at R.D. Keene Park. Low HOA fees and an unbeatable Windermere location.

9150 Palm Tree Drive, Windermere

$1,300,000
5 Beds 6 Baths Weatherstone On Lake Olivia SubDv. 34786 Zip Code
Welcome to Weatherstone on Lake Olivia, one of Windermere’s most sought-after gated communities. With only 13 custom executive homes, each set on expansive one-acre homesites, this neighborhood offers a rare blend of exclusivity, privacy, and charm. From the moment you arrive, you’ll be greeted by beautiful curb appeal and a sweeping semi-circle driveway. Step inside this thoughtfully designed courtyard-style home and discover your own private oasis — a sparkling pool and spa, outdoor patio, summer kitchen, and playground — all tucked away for peaceful living and effortless entertaining. Inside, the home features 5 spacious bedrooms plus a large den, 3.5 baths, and an oversized gourmet kitchen perfect for gatherings. With plenty of flexible living space, natural gas appliances, a custom vent hood, and a generous 3-car garage, this home was built with both comfort and convenience in mind. The location is simply unbeatable — walk over to the local favorite Yellow Dog Eats, enjoy top-rated schools (Thornbrooke Elementary, Gotha Middle, Olympia High), and take advantage of easy access to shopping, dining, and major roadways — all while enjoying the quiet luxury of a Windermere address. This is more than a house — it’s a welcoming place to call home.

9649 Weatherstone Court, Windermere

$580,000
5 Beds 5 Baths Windermere Sound Ph 2 SubDv. 34786 Zip Code
Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Freshly painted, and brand new luxury vinyl floors. Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate studio apartment offers privacy, abundant space, and its own entrance—ideal for guests, extended family, or even as a potential rental. Step inside to discover thoughtfully designed living spaces, featuring bright, open layouts that flow seamlessly from room to room. The spacious open-concept layout flows seamlessly from the spacious and well equipped kitchen to the living and dining areas, perfect for family gatherings or hosting friends. The kitchen features granite countertops, stainless steel appliances, and a large island to create memorable moments with loved ones. The main-floor master suite offers ultimate convenience and luxury, complete with a spa-like en suite, double vanity, and plenty of space to unwind. Upstairs, discover a versatile loft—ideal for a home office or secondary family room—plus three additional spacious bedrooms, a convenient laundry room. Above the garage you will find an extraordinary private suite. And just a few miles away you can enjoy Magic Kingdom fireworks! The Windermere Sound community provides resort-style amenities, including a pool, tennis courts, basketball courts, and more. With shopping, dining, and top-rated schools just minutes away, this home truly has it all. Live the Windermere lifestyle and experience the magic every day!

7401 Ella Lane, Windermere

$750,000
4 Beds 3 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
Welcome to your dream home in the sought-after lakefront community of Windermere Downs, nestled along the tranquil shores of Lake Down! This custom residence sits on a small cul-de-sac. Boasting 4 bedrooms and 3 full baths, this lovely home features a huge screened-in pool overlooking the water—your best summer weekend destination for relaxing or entertaining. Enjoy cozy evenings by the fireplace in the family room or host unforgettable pool parties on those hot summer days! The Florida room and bonus area, both under air, provide versatile spaces ideal for a sitting room, home office, or game room—so many possibilities to suit your lifestyle. Updates-TILE ROOF 2017, electrical and plumbing- 2017, and Pool pump 2025. The generous 3-car garage offers ample storage and convenience. Bring your vision and make this wonderful home your own! The community features exclusive beach area with a park, sandy shore, covered dock, and boat ramp. Direct boat ramp access to the famed Butler Chain of Lakes—13 interconnected lakes renowned for pristine water and endless recreational opportunities including boating, fishing, and water sports. Also, don’t forget about the annual community gatherings to enjoy with your family. Windermere Downs is just minutes from downtown Windermere, where you’ll enjoy an array of dining options, a lively weekly farmers market, popular food truck nights, and plenty of shopping and entertainment choices. Don’t miss the chance to own this spacious pool home in one of Central Florida’s premier lakefront communities. Schedule your private showing today and experience the best of lakefront living! OWNER IS MOTIVATED!

1906 Maple Leaf Drive, Windermere

$1,140,000
5 Beds 5 Baths Windermere Isle SubDv. 34786 Zip Code
MAJESTIC Mediterranean-Style Estate in Windermere Isle — 2 Stories, 5 Bedrooms, Resort-Caliber Backyard!! Prepare to be awestruck by this expansive 2 story home nestled in this luxurious community of lush conservation landscapes, impeccably manicured common areas, a sparkling resort-style heated self-cleaning pool and spa with a custom outdoor kitchen that’s convenient proximity to Disney, upscale shopping and some of the best dining in Orlando. With 5 bedrooms, 4.5 bathrooms, a private office, loft AND bonus room, this home delivers space, flexibility and elegance at every turn. The exterior features elegant Mediterranean-style stone accents and a 2-car garage. Step inside to discover two-story living room ceilings and an open floor plan where wood-look ceramic tile flows seamlessly throughout the main level with a massive primary bedroom on the first floor for owners convenience Entertain with ease in the eat-in gourmet kitchen outfitted with a massive island, stone countertops, walk-in & butler’s pantries, towering cabinetry and double ovens alongside premium appliances. The formal dining room is elevated by a coffered ceiling—creating an elevated atmosphere for both relaxed family nights and stylish entertainment. But the real showstopper? The STUNNING TROPICAL BACKYARD, your personal oasis featuring a private pool with lounge shelf, elegant water features, built-in spa, and custom seating shaded by a covered back porch with a fully equipped outdoor kitchen, perfect for entertaining under the Florida sun. Upstairs leads you to four additional bedrooms, including a second private ensuite and a Jack-and-Jill set-up, plus a spacious bonus room ideal for media, play or overflow guests. Living in Windermere Isle means access to a serene, amenity-rich lifestyle and a lawn that is maintained by the association. This is your moment to embrace grandeur, space, and Florida living at its finest. Don’t wait—schedule your private tour today and experience the magic in person!

8420 Vivaro Isle Way, Windermere

$5,000,000
6 Beds 9 Baths Keenes Pointe SubDv. 34786 Zip Code
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.

9721 Carillon Park Drive, Windermere

$520,000
3 Beds 2 Baths Lakes/Windermere Ph 02a SubDv. 34786 Zip Code
This beautiful 3 bedroom, 2 bath home is nestled in the highly desirable Lakes of Windermere community, offering resort-style amenities. Enter the home to a split-bedroom floor plan with a formal living and dining space at the entryway, a family room following the kitchen, and a bonus room perfect for an office, play room, or home gym. The kitchen is equipped with ample cabinet space, granite countertops, a stunning herringbone backsplash, a pantry, and a breakfast bar seating area. The primary bedroom features a walk-in closet and en-suite bathroom with two vanities, a relaxing garden tub, and a separate walk-in shower. The two remaining bedrooms share a guest bathroom with a spacious vanity, bathtub, and linen closet. Additional upgrades include an indoor laundry room with built-in cabinets and closet organizer systems in all bedrooms. Step outside to a private, fully fenced backyard with a covered and screened patio providing space for an outdoor dining set or lounge area. This home also features a spacious front porch, ideal for enjoying the community pond and fountain, which is illuminated at nights. RECENT RENOVATIONS include new LVP flooring at the entryway and hallways, new carpet in the bedrooms, and fresh interior & exterior paint. The A/C is only 4 years old. The Lakes of Windermere community offers a plethora of amenities including a swimming pool, 3 playgrounds, picnic tables, a gazebo at Pine Loop Park, volleyball, basketball, and tennis courts, and a relaxing fishing pier overlooking Lake Sawyer. Conveniently located near highly rated (A+) public schools and Windermere Town Square. Windermere offers a wide range of grocery stores, restaurants, shops, parks, golf courses, and a weekly farmer’s market. ONLY 15 MINUTES TO DISNEY WORLD AND 30 MINUTES TO UNIVERSAL STUDIOS. Submit your offer today!

12915 Cragside Lane, Windermere

$1,650,000
6 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
If you want something turn-key in Keene’s Pointe, sitting in one of the most desirable locations in the community, then look no further. This is a home you can move into today, sit down and live, without touching a single thing. This home has not only been renovated from end to end, but also has a three year old new tile roof!! Every square inch of the house feels brand new as you walk thru. It has one of the most flexible floorpans in the entire community - including a fully detached in-law suite - a rarity found in homes today. It has 6 bedrooms, but can also be set up as a 5 bedroom with an office, or a 4 bedroom with an office and huge enclosed bonus. And with the detached in-law suite, it is flexible in ways almost no other home can be. There are almost no lifestyle needs this home will not fit. A relaxing backyard outdoor living is everything Florida is all about. This home has an incredible screened in courtyard pool and spa alongside a summer kitchen, covered patio seating, outdoor televisions, drink fridge, and even a pizza oven. And the backyard is like an oasis. Incredibly spacious, completely private, and fenced, brand new stand alone spa, and amazing turf lawn. Within the house we have a brand new kitchen with new appliances, beautiful wine room, new bathrooms, new flooring, new lighting and plumbing fixtures - the list goes on and on. It is located in the world renowned community of Keene’s Pointe with the Golden Bear Club, on a corner culdesac lot, and one block walking distance to the club! So again, if you want a home you can move into today and live without touching anything this is it. There is nothing like it available in Windermere. Call for your private showing today.

9922 Brentford Court, Windermere

$600,000
4 Beds 3 Baths Windermere Terrace SubDv. 34786 Zip Code
This splendid two-story home features four large bedrooms and 2.5 bathrooms. The true highlight of the home is its stunning, oversized kitchen, which has a huge amount of cabinet and counter space. Not one, but two islands provide a setting for casual dining and culinary creativity. The main floor offers a cozy first-floor bedroom for added convenience and flexibility, suitable for guests or as a multipurpose room. Adjacent to the kitchen is a spacious pantry, which accommodates your organizational needs by adding necessary storage space that's also functional. As you step outside to discover a generous backyard with a covered patio private oasis perfect for relaxing and entertaining, with the notable advantage of having no rear neighbors. Upstairs, a large upper-floor loft offers an area for retreat and recreation, providing additional space that can adapt to your lifestyle. The luxurious upstairs laundry setup, complete with a large utility sink. The layout and design speaks to the home's functionality, which blends style with convenience. Designed with an open-concept floor plan, this home invites natural light and fosters a sense of spaciousness, further enhancing the property's welcoming atmosphere. Elegance, comfort, and practicality are intertwined in every feature of this house. SELLER IS OFFERING A 1-YEAR HOME WARRANTY FOR BUYER.

12925 Holdenbury Lane, Windermere

$925,000
4 Beds 4 Baths Whitney Isles/Belmere Ph 02 SubDv. 34786 Zip Code
Welcome to your luxury oasis in the exclusive, gated community of Belmere. This beautifully landscaped, Mediterranean-style residence is the perfect blend of elegance and comfort, offering four bedrooms, three and a half baths, and a three-car garage. Step inside through grand double glass doors into a two-story foyer with soaring ceilings. The open-concept layout is perfect for entertaining, featuring a separate dining room, a spacious living room, and a gourmet kitchen that flows seamlessly into the family room. The kitchen is a chef's dream, with granite countertops, a center island, a breakfast bar, a walk-in pantry, and a cozy breakfast nook. The adjoining family room features a wood-burning fireplace, ideal for those rare chilly Florida evenings. The first floor hosts a convenient laundry room, a guest half-bath, and one of two owner’s retreats, complete with a luxurious en-suite featuring a walk-in shower, a soaking tub, and dual vanities. Upstairs, a large loft space provides a versatile bonus area. The second owner's retreat also has a private en-suite, while two additional oversized bedrooms each feature large walk-in closets and share a third full bathroom. Natural light floods the home through numerous windows and sliding glass doors that lead to your private backyard sanctuary. The well-maintained pool and spa are surrounded by lush, mature landscaping, creating a secluded retreat. This home has been updated with a new roof, new pool pump and filter housing, and wood flooring throughout, making it a perfect allergy-friendly space with no carpet. The Belmere community offers exceptional amenities, including a pool, fitness center, basketball and tennis courts, and a playground. Located in the highly sought-after Windermere area, you’re just minutes from top-rated schools, fine dining, and premier shopping. With quick access to major highways, you're only 20 minutes from Walt Disney World and close to the popular Winter Garden Village and Dr. Phillips areas. This exceptional home is currently priced below its independent appraised value, and the seller is motivated. Don’t miss your chance to own this stunning property in one of Windermere's most desirable locations.

1451 Whitney Isles Drive, Windermere

$500,000
3 Beds 2 Baths Wickham Park SubDv. 34786 Zip Code
A Rare Windermere Treasure You Don’t Want to Miss! Welcome to Wickham Park, one of Central Florida’s most coveted communities, where top-rated schools, stunning surroundings, and unbeatable convenience come together. This is your chance to own a home in a neighborhood that’s just minutes from Winter Garden Village with its premier shopping, full-service grocery stores, casual dining, and more. You’ll also be moments from charming Downtown Windermere, championship golf at Orange County National, and quick access to major highways for effortless commuting. Perfect for families who want neighborhood charm, walkable access to schools, and short drives to daily essentials, or for savvy investors seeking a location with high rental demand and strong resale potential. Step inside this beautifully maintained, move-in ready 3-bedroom, 2-bathroom single-story home and discover quality finishes and thoughtful updates that make living here a joy. The open layout is dressed in wood-look ceramic tile (2020) for style and durability, and the entire home has been freshly painted. All appliances are brand new (2025), giving you peace of mind and a fresh start. The HOA makes life easy, covering exterior paint, landscaping, sprinklers, and lawn care, saving you a lot of money. With minimal maintenance, affordable ownership, and strong neighborhood demand, this property delivers the perfect blend of lifestyle and investment value. But opportunities like this in Windermere disappear quickly. So schedule your private showing today before it’s gone! (Property is under camera monitoring)

12796 Garridan Avenue, Windermere

$550,000
4 Beds 3 Baths Summerport Ph 02 SubDv. 34786 Zip Code
Located in the desirable community of Windermere, this beautifully maintained home offers a blend of comfort, style, and privacy. A new roof installed in 2022 provides peace of mind, while thoughtful updates enhance everyday living. The spacious primary suite features a huge walk-in closet, and an oversized upstairs suite with a full bath offers versatility for guests or a private retreat. The matching countertops throughout the home create a cohesive and elegant feel. Enjoy the newly extended screened-in lanai with an outdoor TV, perfect for relaxing or entertaining, along with a back paver area ideal for grilling or a firepit. This property offers easy access to local shopping, dining, and top-rated schools, making it a wonderful place to call home.

5238 Beach River Road, Windermere

$760,000
4 Beds 4 Baths Sanctuary/Lks/Windermere SubDv. 34786 Zip Code
Back on the market, move fast before its gone! Welcome to 13218 Orange Isle Drive, located in the highly desirable Sanctuary at Lakes of Windermere! This beautifully maintained home features 4 bedrooms, 3.5 bathrooms, a private office/flex space, and a spacious 3-car tandem garage.Step inside to a bright, open floor plan with high ceilings, gorgeous wood stairways, modern finishes, and an upgraded Andersen sliding glass door that opens to serene conservation views—with no rear neighbors for added privacy. Whether you’re entertaining or enjoying quiet evenings, the natural light and scenic backdrop create the perfect setting.Ideally situated near top-rated schools, shopping, dining, and major highways, this home offers the perfect blend of comfort, style, and location in one of Windermere’s most sought-after communities.Don’t miss your chance to own this exceptional property!

13218 Orange Isle Drive, Windermere

$4,800,000
6 Beds 9 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
BEST BUY ON THE BUTLER CHAIN OF LAKES!! Rarely do you find VALUE and LUXURY in one place! At $479 a sq ft, this extraordinary J.RICHARD WATSON custom-built LAKEFRONT estate provides both VALUE and LUXURY + PLUS fantastic location within the guard gated golf course community of Keene's Pointe in Windermere, Florida. The Estate sparkles with fresh interior and exterior paint and all new LED lights throughout the home which accent the custom woodworking, cast stone trim, warm chisel edged travertine and hard wood floors throughout. Impeccably maintained by original owners, the estate features 6 Oversized ENSUITE Bedrooms, first floor home theatre, game room and study, plus TWO upstairs bonus rooms. As you step through the solid mahogany double entry doors, your eyes are drawn to the huge picture window with views of the large open pool, big backyard and lakefront beyond. The main floor hosts the primary retreat, a guest bedroom suite, an oversized living room, classic study with wood inlaid ceiling, dining room with hospitality bar, a custom built wine cellar, and vast kitchen-family room combination. The main floor seamlessly flows into an expansive game room and home theater, with panoramic views of this sprawling 2-acre property located on Lake Tibet Butler, the second largest of the highly sought after Butler Chain of Lakes. To the front of the home you can enjoy complete privacy as you gaze upon a beautiful pond with lighted fountain which adds the perfect ambiance to this serene location. Ascending the wide wooden staircase to the second floor, the soaring wood-inlaid ceilings, reaching heights of 30+ feet, captivate the senses. The upstairs gathering room which opens to a balcony serves as the focal point of the second floor, surrounded by FOUR huge ENSUITE bedrooms, each offering privacy and luxury. A mid-level bonus room provides versatile space for various purposes, adding another layer of flexibility to this exceptional residence! The exterior, bathed in the radiant glow of sunshine, mirrors the warmth within, with an impressively large outdoor living space that can be screen enclosed at the touch of a button. A deluxe summer kitchen and entertainment area, complete with a fireplace and walk-up bar, make this outdoor haven perfect for socializing. The south-facing open pool brings an abundance of light into the home throughout the day! A fully fenced yard, and boardwalk invites a scenic nature stroll down to the dock and covered boathouse on Lake Tibet Butler. Other unique amenities of this home include a full 3-car garage PLUS a detached single car garage currently modified as a personal gym with space sectioned off for golf cart parking. It also has an electric car charging station conveniently built in. This single garage is connected to the primary retreat through a private open courtyard with hot tub, fireplace and sauna for the owner’s exclusive use. With endless possibilities and a design that invites many interpretations, this amazing floor plan must be seen in person to be fully appreciated. Come, tour, and let your dreams find your forever home in this impressive Tuscan-inspired Estate built by Master Custom Builder, J. Richard Watson, one of top premier builders in the area, renown for his exceptional quality construction and design.

9139 Tibet Pointe Circle, Windermere

$515,000
3 Beds 2 Baths Silver Woods Ph 03a SubDv. 34786 Zip Code
Located in the highly sought-after Silver Woods community in Windermere, this beautifully updated single-story home features 3 bedrooms, 2 bathrooms, and a 2-car garage, highlighted by an open and airy oversized great room that flows seamlessly into the dining area and kitchen, enhanced by skylights that fill the space with natural light and improve energy efficiency. The spacious backyard offers a private pool perfect for relaxing or entertaining, while recent upgrades include a Tesla charger, vinyl fencing, double-pane windows throughout, a 2021 A/C, and fresh interior and exterior paint in 2023. Ideally situated just half a mile from The Grove, 5 miles from Universal Studios, and 9 miles from Disney World—with easy access to Dr. Phillips and Restaurant Row—this home is zoned for top-rated schools and offers a low annual HOA fee of only $363.83, making it the perfect blend of comfort, convenience, and prime location.

9485 Woodbreeze Boulevard, Windermere

$498,000
4 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
Welcome to this move-in ready home in sought-after Westside Village, offering a FLEXIBLE FLOOR PLAN and SEPARATE 1-BEDROOM IN-LAW SUITE above the garage — perfect for guests, rental income, or multi-generational living. The main home up front offers 3 bedrooms plus a versatile loft room—ideal as an office, playroom, or media space—anchored by an open great room and a granite-island kitchen with walk-in pantry, solid wood cabinetry, and stainless appliances. Out back, the private 1BR/1BA garage apartment (separate entry) adds real flexibility for multi-generational living, long-term rental income, or a dedicated guest/office suite—with its own living area, kitchenette, and walk-in closet. Community pool & clubhouse; minutes to Publix and Lakeside Village dining, with easy Disney access (area often enjoys evening fireworks views, conditions permitting). Exceptionally attractive $/SF versus nearby listings—especially for a home with an income-capable apartment. Tour today.

12621 Salomon Cove Drive, Windermere

$1,089,007
6 Beds 5 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Images shown are for illustrative purposes only* SWEETWATER G with Stone- Our beautiful, huge 2-story home with 6 Bedrooms and 4.5 Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap-around cabinets, and an extended island. The owner's bath also contains a spa package with upgraded 3/8" glass enclosure, an additional rainfall shower head, and a wall niche. The living area has an extension to the room, 9' hidden sliding glass doors, and a huge lanai that runs the width of the home. The downstairs flex room works well as an office or study. Upstairs, find 5 large bedrooms, most with walk-in closets, 3 full baths, and a second laundry room (that's right! 1 upstairs, and 1 downstairs). Common areas upstairs include a spacious bonus room with a wet bar, and a second flex room that works well as a theatre room.

14219 Crest Palm Avenue, Windermere

$1,060,000
4 Beds 4 Baths Westover Reserve Ph 02 SubDv. 34786 Zip Code
Discover this beautifully updated 4-bedroom, 4-bathroom home tucked inside the exclusive gated community of Westover Reserve in Windermere, renowned for its tree-lined streets and serene setting. This home seamlessly blends spacious living with exceptional craftsmanship and thoughtful design throughout. Upon entering, you’re welcomed by a bright, open floor plan that showcases a recently renovated kitchen with high-end appliances, custom cabinetry, and elegant countertops that are perfect for both everyday living and entertaining. The kitchen flows effortlessly into the family room, creating an inviting space for gatherings. The primary suite serves as a peaceful retreat, featuring a luxurious, spa-like en-suite bathroom. Each of the additional bedrooms offers comfort and privacy, while all bathrooms have been updated with modern finishes. Outside, enjoy your own private backyard oasis, complete with a pool, outdoor kitchen, and ample space to relax or entertain. Nestled within a quiet, gated community, this home offers true storybook living. Schedule your private showing today and see for yourself.

2107 Westover Reserve Boulevard, Windermere

$635,000
3 Beds 3 Baths Vineyards/Horizons West Ph 1b SubDv. 34786 Zip Code
LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Vineyards of Horizon West community offers modern design, a private conservation view, and top-rated Windermere schools - all under $700K. Step inside to discover a spacious open-concept floor plan featuring acacia engineered hardwood flooring throughout (no carpet), tall ceilings, and abundant natural light. The gourmet kitchen includes upgraded cabinetry, granite countertops, stainless-steel appliances and a NATURAL GAS COOKTOP, opening seamlessly to a large living and dining area - perfect for entertaining or family gatherings. The first-floor flex room offers endless versatility as a home office, playroom, or guest suite. Upstairs, the primary suite features a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower, while two additional bedrooms and a loft provide space for everyone. Enjoy peaceful mornings on your screened-in lanai overlooking a private conservation lot - no rear neighbors! The HOA includes lawn maintenance, community pool, playground, and trails, offering a low-maintenance lifestyle in one of Central Florida’s most desirable zip codes. Recent updates include fresh exterior paint (2024) and a tankless water heater (2023), ensuring both style and reliability for years to come. Located just minutes from Disney World, Restaurant Row, Downtown Orlando, Winter Garden Village, and Orlando International Airport, this home combines luxury, location, and lifestyle in one perfect package. Easy access to SR-429, Florida Turnpike, and I-4 makes commuting a breeze. Whether you’re a local buyer searching for a move-in-ready home in Windermere or relocating to Central Florida, this home offers the ideal balance of privacy, convenience, and community.

6734 Bridgewater Village Road, Windermere

$3,150,000
6 Beds 8 Baths Casabella Ph 2 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Stunning contemporary estate on over 1 acre in guard-gated Casabella. This 6-bedroom, 6 full bath, 2 half bath custom home offers over 7,500 sq ft of luxurious living. Open-concept design with soaring ceilings, walls of glass, and high-end finishes throughout. Gourmet kitchen with extended islands, premium appliances, and seamless flow into the great room and formal dining. First-floor primary suite with spa-like bath and custom closets. Each secondary bedroom includes an en-suite bath. Additional highlights include a home office, media room, and theatre room. Expansive backyard with resort style pool and outdoor kitchen. Smart home features, 4-car garage, and prime location near top-rated schools, golf, and amenities.

4077 Isabella Circle, Windermere

$910,000
4 Beds 3 Baths Belmere Village G3 48 70 SubDv. 34786 Zip Code
HIGHEST AND BEST BY 8-12-25 by 12 NOON Stop the car, this is the home you will fall in love with! Unique opportunity to purchase a beautifully RENOVATED POOL home with WATER VIEW in the desired, GATED Belmere community. Exceptional home, meticulously cared for! This MOVE-IN ready home will check most of your boxes! Spacious layout all on one floor. Great SPLIT FLOORPLAN for privacy, NEW CUSTOM Kitchen, RENOVATED master bathroom, dark engineered hardwood flooring. The OVERSIZED master suite includes a seating area, custom built-ins and EN-SUITE bathroom with double sink and CUSTOM make-up vanity. The family room is spacious and a CUSTOM TV CABINET with integrated lighting makes this room cozy and functional! Do you enjoy the Florida lifestyle? You sure can in your own backyard with a sparkling, SOLAR HEATED POOL, WATER VIEW and an additional outside area with a GAS FIRE PIT with natural gas under a PERGOLA. 3-car garage with new epoxy flooring. This home would cost $1,000,000+ to build new! Describe this home in 3 words, it would be functionality, tranquility and serenity. You will enjoy PICTURESQUE SUNSETS from your own backyard! I will end my description here, call and schedule a showing quickly because this home will not last. Gated community with LOW HOA and great amenities. This residence is in a sought-after area with EXCELLENT SCHOOLS. Conveniently located near restaurants and entertainment, shopping and popular theme parks. **View this home 24-hours a day with our 3D interactive tour for your walkthrough experience!** We show only to preapproved buyers!

1009 Algare Loop, Windermere

$680,000
4 Beds 4 Baths Lake Sawyer South Ph 04 SubDv. 34786 Zip Code
For Sale – Make This Stunning Home Yours in Lake Sawyer South This exquisite 4-bedroom, 3.5-bathroom home is located in the highly desirable Lake Sawyer South community and is ready for you to make it your own. The open-concept layout seamlessly connects the kitchen, dining, and living areas, creating a bright and spacious atmosphere perfect for family living and entertaining. The first floor features elegant porcelain tile, a dedicated home office, and a large walk-in pantry. Upstairs, you’ll find durable waterproof vinyl flooring throughout, with four bedrooms—two of which offer private en-suite bathrooms, while the other two share a beautifully appointed full bathroom. The kitchen has been upgraded with stainless steel appliances, a glass tile backsplash, and a quartz countertop island. Additional highlights include an indoor laundry room, exterior landscape lighting, and a modern, welcoming design. As a resident of Lake Sawyer South, you’ll enjoy exceptional community amenities such as a resort-style pool, children’s playground, basketball and tennis courts, and even a mini putting green. Best of all, enjoy front-row views of the nightly Walt Disney World® fireworks from the comfort of your home. Conveniently located near top-rated schools, Lakeside Village, Winter Garden Village, and major highways—this location offers everything you need and more. Schedule your showing today… this could be your new home!

7628 Brofield Avenue, Windermere

$520,000
3 Beds 2 Baths Summerport Ph 02 SubDv. 34786 Zip Code
• Well-Priced & Picturesque THREE-Bedroom, Two-Bath, Concrete-Block Executive-Style, Single-Family Home Backing to Large POND with Gorgeous WATER VIEWS with a Two-Car Garage in Fantastic Condition! HOLY COW! • Great FLOORPLAN with Formal Living-Dining Areas… and an OPEN KITCHEN Overlooking the Family Room & SCREENED PORCH Overlooking the WATER! • The Affluent Windermere Neighborhood of SUMMERPORT Feels like Living in a Family-Oriented Small Town, while being an established and Master-Planned Community Hosting Virtually all the Resident-Amenities You Could Ever Hope for…all for an Affordable $131/ month! • Enjoy your Own Nearby, Beautiful community CLUBHOUSE with a Resort-Style Community Swimming Pool, Tennis Courts, a DOG PARK, Volleyball & Basketball Courts, a Fitness Center, Multiple Playgrounds, Parks and Green Spaces…even Professional Fireworks on the Fourth of July! • You’ll Never Get Bored with Miles of Tree-Shaded Walking & Jogging Paths, Community Piers over 10 Spring-Fed Lakes… and even Lake Access with a Sandy Beach! • For those Golfers, the Well-Known West Orange Country Club sits next to this Community, and Your Golf Carts are Welcome here! • Perfectly Situated in Windermere’s TOP-RATED School District with the Schools So Close they are Actually IN Your Community… and Many Nearby Private Schools as Well! • There are so many nearby Dining & Shopping Options You’ll Never Need to Leave the Area like our nearby Publix-Anchored Plaza with Shops & Dining actually IN the Community with local Favorites like Marco’s Pizza, Kelly’s Ice Cream & Foxtail Coffee… and it is Just 7 Minutes to Historic Downtown WINTER GARDEN VILLAGE with its Boutique Shopping and Restaurants, the Windermere Weekend Farmer’s Market, the Winter Garden Theatre, and the West Orange Trail! • The Rest of Central Florida is Just Around the Corner with Your Home being so Close to the 429 Expressway, the Florida Turnpike On-Ramp and Highway 50/Colonial! • You’ll be in DOWNTOWN ORLANDO… or the Walt Disney World Parks for a Lifetime of Disney Magic… in just 25 Minutes, and the Orlando International Airport in less than a Half-Hour! Nice! • You and Your Children will want these Sought-After, A-Rated Schools Actually IN the Community: Keene Crossing Elementary (within Walking Distance!), Bridgewater Middle and Windermere High! Say YES! • Property is All ONE Level with No Stairs and a Split Plan for Bedrooms.. and a Full-Sized Laundry Room between Home and Garage! Room Sizes, Schools, HOA Info and Square Footage are Deemed Accurate, but are not Warranted. Property is Being Sold As-Is with Right to Inspect! <iframe width="830" height="450" src="https://www.youtube.com/embed/cqX2SMbLqpI?si=-aWo7upJ3NuXURSD" title="YouTube video player" frameborder="0" allow="accelerometer; autoplay; clipboard-write; encrypted-media; gyroscope; picture-in-picture; web-share" referrerpolicy="strict-origin-when-cross-origin" allowfullscreen></iframe>

13950 Bluebird Pond Road, Windermere