Refine Search
Sort by
$1,165,000
6 Beds 5 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Under Construction. The Sweetwater Experience: Living in the Sweetwater means embracing a lifestyle where luxury meets practicality. Start your day in the spa-like owner's suite, where dual walk-in closets eliminate the morning rush. Enjoy coffee on the covered patio while the kids prepare for school in their own well-appointed spaces. Throughout the day, dedicated flex spaces provide the perfect environment for productivity and focus, whether working from home or pursuing creative projects. As evening approaches, the flowing layout between the great room, dining area, and covered patio creates an ideal setting for both intimate family gatherings and grand entertaining. Weekends unfold effortlessly as multiple bonus rooms and flex spaces offer everyone their own retreat for hobbies, relaxation, or social activities. Investment Value The Sweetwater represents more than just a home—it's an investment in your future. Timeless architectural design, premium materials and finishes, and energy-efficient features combine to create lasting value. The home's adaptability ensures it will continue to meet your family's needs as they evolve, while its location in a prestigious neighborhood with excellent schools and community amenities supports strong property values. Building Your Legacy The Sweetwater isn't just a house—it's a foundation for creating lasting memories and building your family's legacy. With its thoughtful design, generous proportions, and luxurious amenities, this home stands ready to adapt to your family's changing needs while maintaining its timeless appeal. From the gourmet kitchen to the private owner's retreat, every space has been carefully considered to enhance your daily life. The Next Step: Experience the Sweetwater difference for yourself. Our dedicated team stands ready to help you explore this exceptional home and envision your future within its walls. From the moment you step through the door, you'll understand why the Sweetwater represents the pinnacle of modern luxury living.

14404 Crest Palm Avenue, Windermere

$1,300,000
4 Beds 3 Baths Waterstone SubDv. 34786 Zip Code
Exceptional single-story Silliman-built home in the 24-hour guard-gated community of Waterstone, adjacent to Windermere Prep. Boasting 4 bedrooms, 3 bathrooms, and an open-concept floorplan with luxury details throughout, this residence is truly designed to impress. Glass sliders in the Great Room reveal a spectacular resort-style oasis beyond with infinity saltwater pool and spa with lighting, paver Travertine decking, covered lanai and detached cabana with retractable screens, outdoor grilling area, fire feature, and grass-free enclosed courtyard for maximum privacy. Interior spaces are adorned with Travertine flooring, custom lighting, custom premium window treatments by Hunter Douglas and attention to detail. The Great Room is fitted with a gas fireplace, built-ins, stacked natural stone inlay wall, and rich-looking wooden beams in the ceiling with custom lighting. The chef’s kitchen features thick quartz countertops and an island with a sink equipped with an auto touch faucet and breakfast bar. The Bosch appliances include a five-burner gas cooktop, built-in oven, microwave, dishwasher, and a refrigerator. The large pantry is conveniently hidden behind the kitchen. The sumptuous breakfast nook is a favorite spot for gatherings. The primary retreat sets the standard for luxurious living with double door entrance, walk-in closet, sliding doors into the extended pool deck, and an updated spa-like master bathroom that features stand-alone garden bathtub, double vanities, and glass-enclosed shower. Bedrooms 2 and 3 feature a jack-and-jill-style shared bathroom. Community features a private walkway directly to Windermere Prep. Close to Winter Garden Village, SR429, Walt Disney World, and easy access to downtown Orlando, Florida’s Turnpike, and Central Florida’s famed attractions.

11754 Waterstone Loop Drive, Windermere

$585,000
4 Beds 4 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in Windermere Trails! The main house features three spacious bedrooms upstairs and a versatile room on the main floor, ideal as a home office or guest suite with a full bathroom. Enjoy the fresh, modern feel throughout with brand-new carpeting on the stairs and second floor, and freshly painted interior walls all throughout the home. The open-concept layout offers both comfort and flexibility, perfect for everyday living and entertaining. Separate from the main house, the detached garage includes a private garage apartment is ideal for rental income, extended family, or a home office. The apartment boasts brand-new carpeting, a full kitchen, and access to its own washer and dryer located in the garage. The garage also offers two dedicated parking spaces. Windermere Trails residents enjoy resort-style amenities, including a community pool, playground, dog park, fitness stations, walking trails, and covered pavilions. Zoned for top-rated schools and just minutes from premier shopping, dining, and local attractions, this home offers the perfect blend of style, functionality, and location.

8359 Lookout Pointe Drive, Windermere

$390,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Stunning End Unit Townhome with Pond Views in Windermere! Welcome to this beautifully maintained 3-bedroom, 2.5-bath end unit in the heart of Windermere, offering peaceful pond views and a host of recent upgrades. Enjoy outdoor living on the large screened lanai with UV-proof epoxy flooring, perfect for relaxing or entertaining. The detached 2-car garage and concrete driveway provide ample parking, while the manicured landscaping, fresh exterior paint (2024), and mature trees enhance curb appeal. Inside, you’ll find a bright and open floorplan freshly painted on the first floor (2025), featuring modern light fixtures and a spacious kitchen with quartz countertops, matching backsplash, and black appliances. The laundry room comes equipped with a washer and dryer for your convenience. A brand-new A/C unit (2025) ensures year-round comfort. Located in a sought-after community with resort-style amenities, including a pool, clubhouse, park, and dog park, this home offers low-maintenance living with the HOA covering roof, exterior paint, and landscaping. Zoned for top-rated schools and close to shopping, dining, and major roadways—this is Windermere living at its best!

12884 Calderdale Avenue, Windermere

$1,100,000
4 Beds 4 Baths Edens Hammock SubDv. 34786 Zip Code
LAKEFRONT!!! Gorgeous 4 BR, 3.5 BA TWO STORY, POOL HOME on a wide LAKEFRONT lot on LAKE Speer in WINDERMERE. The home has unobstructed views to a natural shoreline across the lake. The travertine patio is plumbed and ready for an outdoor kitchen. As you enter the home, you are greeted with exquisite views of Lake Speer. The open floorplan makes living and entertaining a breeze. The master suite features stunning views of the lake. solar panels installed in 2019 that will render a normal electric bill at less than a 2 bedroom apartment . Working from home is easy in the large home office located off of the front entryway. The bonus room at first floor that can be utilized as 5th bedroom. The Screened Pool is just what you have wanted when you want to entertain and relax, Large Extended Covered Patio along with the pool make this a true oasis. Summerport in a modern Orlando Community features a clubhouse, community pool, fitness rooms, fishing dock, tennis, basketball courts, trails and more!! This home is close to Disney, downtown Winter Garden and downtown Orlando, Convenient to the 429, Winter garden Village Shopping and Dining . Enjoy all that Windermere has to offer - This home offers the best of the Florida Lifestyle.

5552 Remsen Cay Lane, Windermere

$360,000
4 Beds 3 Baths Oasis Cove Ii/Lakeside Village SubDv. 34786 Zip Code
PRICED TO SELL. Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends. Inside, the first floor features all tile flooring—durable, stylish, and easy to maintain. The primary suite is located on the main level and includes an en-suite bath and walk-in closet. A half bath for guests and a well-equipped kitchen with granite countertops, stainless steel appliances, and a pantry closet complete the first level. Upstairs, wood laminate flooring continues throughout—meaning there’s no carpet to worry about in the entire home. A versatile loft provides extra living space, along with three additional bedrooms, a full bathroom, and a dedicated laundry room. Located just off Reams Road, Oasis Cove offers quick access to the back entrance of Walt Disney World and is zoned for top-rated schools. This gated community features resort-style amenities including a clubhouse, pool, fitness center, and playground. Enjoy the best of Central Florida living with nearby shopping, dining, golf, and major attractions. Location, lifestyle, and value—this townhome checks every box.

14234 Desert Haven Street Unit 14234, Windermere

$515,000
3 Beds 2 Baths Wickham Park SubDv. 34786 Zip Code
UNFURNISHED - WELCOME TO BOSWORTH AVENUE! Located in the beautiful Wickham Park community in Windermere, Florida, this home offers 3 bedrooms, 2 baths, and 1,700 square feet of Florida dream living! This home has been newly renovated in 2021. Upgrades include luxurious vinyl plank flooring throughout the home, fresh paint, Silestone calacatta quartz countertops and backsplash in the kitchen, custom shaker kitchen cabinets with soft close, and upgraded Kräus apron sink and faucet. Kitchen Aid appliances photographed (refrigerator, range, microwave, dishwasher) do not convey. They have been replaced with stainless steel Whirlpool appliances. Entertain your guests with this open floor plan featuring built-in surround sound speakers, custom TV wall unit with ambient electric fireplace. BRAND NEW AC IN 2022! The garage is equipped with cabinet storage and a 240-volt outlet ready to charge your electric vehicle! Relax and enjoy the water view from your front porch and be sure to catch the Florida sunset. The Wickham Park community features a clubhouse, community pool, 2 water-view jogging/walking trails, community parks, and a firework show every night compliments of Disney's Magic Kingdom. One minute drive to Lakeside Village Publix Plaza and the Westside Shoppes featuring shopping, dining, and everyday conveniences! Walking distance to Sunset Park Elementary and Horizon West Middle School. Part of the Horizon West community and one of the most sought-after areas in Windermere, Florida! This home is turn-key and ready for its next family! You will love living on Bosworth Ave!

12795 Bosworth Avenue, Windermere

$370,000
3 Beds 3 Baths Summerport Ph 04 C E F & G SubDv. 34786 Zip Code
Charming 3-Bedroom Townhome in a Prime Location! Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,462 sq. ft. of comfortable living space. The spacious open-concept floor plan features a roomy kitchen, cozy family room, and a flex space that could be used as a home office—all conveniently located downstairs. Upstairs, you’ll find all three bedrooms, including a generous primary suite and two full bathrooms. Step outside to a screened-in patio, perfect for relaxing or entertaining year-round. Recent updates include a new roof in 2018 and AC system replaced in 2017, giving you peace of mind and added value. Located in a vibrant and amenity-rich community, residents enjoy access to a resort-style pool, tennis & pickleball courts, basketball, volleyball, multiple parks, and even a dog park. Just a short stroll away, you'll find local favorites like Marco’s Pizza, Kelley’s Ice Cream, Foxtail Coffee, and a nail salon. Commuters will love the easy access to 408, 429, and the Turnpike, and families will appreciate the home’s proximity to top-rated schools, including Keene’s Crossing Elementary (A-rated, walking distance), with Bridgewater Middle and Windermere High School just a short drive away. Plus, you're only minutes from Disney and all the magic Central Florida has to offer! Don’t miss the opportunity to own this fantastic home in a thriving, walkable community!

5235 Keenes Pheasant Drive, Windermere

$1,050,000
4 Beds 2 Baths Davis Shores SubDv. 34786 Zip Code
BUTLER CHAIN OF LAKES. Tucked away on the charming, tree-lined Oakdale Street, one of the most cherished streets in the Town of Windermere, this unique property offers a rare opportunity to enjoy lake views and quick access to Lake Down, part of the prestigious Butler Chain of Lakes, which consists of 13 interconnected, spring-fed lakes known for their clarity, beauty, and recreational lifestyle. With only a short and serene stretch of canal between you and the open water, this home delivers the feel of true lakefront living. Wake up to peaceful sunrise views over the water and take full advantage of year-round lakefront activities—boating, water skiing, fishing, or simply relaxing on your boat and soaking in the natural beauty that surrounds you. Set on approximately 0.40 acres, the property currently features a 4-bedroom, 2,191 sq. ft. home filled with warmth, character, and decades of stories and memories. Whether you're looking to renovate the existing structure or start fresh with a new vision, this homesite holds incredible potential in one of Central Florida’s most coveted lake-access communities. Life in Windermere offers far more than just beautiful surroundings, it’s a lifestyle. Residents enjoy exclusive access to private sandy beach areas, tennis courts, boat launches, and playgrounds. The town is fully golf-cart friendly, and just a short ride brings you to the library, cozy cafés, local restaurants, charming boutiques, wine shops, and neighborhood stores, including the soon-to-open Village Center with a variety of new businesses. Windermere also hosts a beloved weekly farmers market and monthly food truck nights, cultivating a vibrant and welcoming community year-round. Adding to the appeal, the Town of Windermere maintains its own police department, offering residents an added sense of peace of mind. With no HOA, homeowners enjoy greater flexibility and freedom. Conveniently located near top-rated schools, Sand Lake Road’s Restaurant Row, private country clubs, major highways, the airport, and Orlando’s world-renowned attractions, this property strikes the perfect balance between peaceful lake living and urban convenience. Don’t miss your chance to own this rare Butler Chain of Lakes property, right in the heart of Windermere.

65 Oakdale Street, Windermere

$680,000
4 Beds 3 Baths Summerport Ph 05 SubDv. 34786 Zip Code
Stunning Pool Home with Water View and No Rear Neighbors in Sought-After Summerport in Windermere, FL. Welcome to your dream home in the heart of Windermere’s highly desirable Summerport community! This spacious 4-bedroom, 2.5-bathroom home offers 2,620 sq ft of beautifully updated living space and is perfectly situated on one of the most private lots in the neighborhood—with tranquil pond views from the front porch and no rear neighbors thanks to the lush conservation area behind. Enjoy Florida living at its finest with your own gas-heated saltwater pool and spa, enclosed in a screened lanai with luxurious Italian travertine flooring and a fully fenced backyard for total privacy in a peaceful setting. Inside, you'll love the open-concept floor plan, with an upgraded kitchen featuring stainless steel appliances, high-end refrigerator, 42” cabinetry, and a large island perfect for entertaining. Upstairs features charming built-in bookcases and laminate flooring throughout, including all four bedrooms and a fully renovated primary Ensuite bathroom with premium finishes. The roof was replaced in 2021, providing peace of mind. Live the resort lifestyle with access to community amenities such as scenic lakes and trails, clubhouse with gym, Olympic-sized pool, tennis and volleyball courts, and vibrant neighborhood events. Conveniently located near top-rated Keene’s Crossing Elementary (walking distance), Bridgewater Middle, and Windermere High. Quick access to the 429, Winter Garden Village, and just a short drive to Disney, downtown Orlando, and all major attractions. Don’t miss this rare opportunity—schedule your private showing today!

4445 Blue Major Drive, Windermere

$1,330,000
5 Beds 4 Baths Enclave SubDv. 34786 Zip Code
Welcome to a home where timeless elegance is perfectly paired with thoughtful upgrades and luxurious touches. Located in the highly sought-after Enclave community, this beautifully updated 5-bedroom, 4-bathroom residence offers space, sophistication, and exceptional functionality. Step inside to discover nearly every room adorned with a unique chandelier, adding character and charm throughout. The front of the home welcomes you with a formal dining room and a renovated office, now enhanced with a modern sliding door—perfect for today’s work-from-home lifestyle. Just under the staircase, you'll find a custom bar and wine cellar—a true entertainer’s oasis designed for hosting with style. The expansive living room features built-in cabinetry and a mirrored rear wall that enhances natural light and visual space. Updated lighting throughout the living, family, and dining areas adds warmth and a contemporary touch. Downstairs also includes a private guest bedroom and a convenient full bath—perfect for visitors or extended family. Step outside into your own private backyard retreat, where a 20-yard swim lane pool with spa is surrounded by easy-care pavers and lush privacy landscaping—no grass, no hassle. A summer kitchen with a built-in grill makes this outdoor space ideal for weekend gatherings and poolside entertaining. Upstairs, the home continues to impress with a spacious loft area and three additional bedrooms. Two of the bedrooms offer private en-suites, including one that’s been fully renovated with wood laminate flooring, a rainfall shower head, white marble vanity, and a radiant heat towel drying rack—bringing spa-like comfort to your daily routine. The versatile fourth bedroom is thoughtfully designed with flexibility in mind—it’s perfect as a playroom, TV/media room, sewing studio, or even for creating additional closet or storage space, depending on your lifestyle needs. The primary suite is set apart for privacy and features a luxurious en-suite bathroom with dual sinks, a vanity area, a soaking tub, and a generous walk-in closet. This home also includes top-tier energy-efficient upgrades such as a 2023 Carrier 16 SEER, 23,800 BTU variable-speed air conditioning unit, an Essency tankless water heater with app control for instant hot water, and 29 solar panels to help dramatically lower your monthly energy costs. With stylish finishes, smart functionality, and an entertainer’s dream layout, this Enclave masterpiece is a rare opportunity to enjoy elevated Florida living at its finest. Don’t miss your chance to make it yours—schedule your private tour today!

17551 Black Rail Street, Windermere

$350,000
2 Beds 3 Baths Lakes/Windermere-Lk Reams Twhm SubDv. 34786 Zip Code
PRICE REDUCED! Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The kitchen boasts warm-toned cabinetry and neutral finishes that create a welcoming atmosphere. Upstairs, you'll find three generously sized bedrooms and two baths, including a spacious primary suite. Enjoy Florida living with a screened-in lanai and a detached two-car garage. Located just minutes from shopping, restaurants, and the Disney Cast Member parking entrance, this home offers both convenience and lifestyle. Community amenities include a refreshing pool. Priced to sell—don’t miss this incredible opportunity!

12335 Cruxbury Drive, Windermere

$530,000
4 Beds 3 Baths Lakes Of Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. MOTIVATED SELLER ** SWIFT CLOSING AVAILABLE** **Seller agrees to cover the contracted cost of brand new roof replacement through closing proceeds.** Fall in love with this stunning 4-bedroom, 2.5-bath single-family home offering approximately 2,460 square feet of beautifully maintained living space—ideally located in the heart of Windermere, Florida. This home combines timeless elegance, everyday comfort, and a location that places you just minutes from Walt Disney World and Universal Studios! From the moment you step inside, you’ll be wowed by the soaring **TRAY CEILINGS** and bright, **OPEN FLOOR PLAN** that flows seamlessly through the living and dining spaces. The spacious **FAMILY ROOM** is perfect for gatherings, while the gourmet kitchen features a stylish **BUTLER’S PANTRY**—ideal for hosting or day-to-day ease. Unwind in the luxurious primary suite with a **REDONE STEP-IN SHOWER**, your retreat after a busy day. A **FULL LAUNDRY ROOM** adds to the home’s thoughtful layout. Set among **BEAUTIFUL TREE-LINED STREETS**, this home sits in a welcoming neighborhood where charm and convenience meet. For families, the educational opportunities are exceptional; you’re **WALKING DISTANCE TO TWO SCHOOLS** that are highly regarded for their academic programs and enriching environments, providing excellent options for all ages right within the community. Advise buyer to do their own research. The central location is unmatched—you’re just **5 minutes to grocery stores**, **10 minutes to restaurant hotspots and shopping at Winter Garden Village**, and **15 minutes to world-class entertainment, including Disney Springs and major theme parks**. From your own backyard, you can **HEAR THE DISNEY TRAINS AND FIREWORKS**—a daily dose of magic! Beyond being an ideal family residence, this property also presents a compelling opportunity as an **investment property**. Its highly sought-after location, proximity to world-renowned attractions, and the allure of top-tier schools contribute to strong rental potential, making it a wise choice for those looking to capitalize on the robust Central Florida real estate market. Whether you're looking for a full-time residence or the ultimate seasonal getaway, this Windermere home offers a lifestyle that truly stands out and a promising return on investment. **Schedule your private tour today** and discover everything this exceptional home has!

12868 Holdenbury Lane, Windermere

$345,000
3 Beds 3 Baths Lakes/Windermere Lake Reams Twnh SubDv. 34786 Zip Code
Beautiful Townhome with Disney Firework Views in Sought-After Windermere AC FIVE YEAR OLD, OVEN 1 YEAR OLD, NEW MASTER BATHROOM SHOWER DOOR This charming end-unit townhome offers stunning Disney firework views and is ideally located in one of Windermere’s most desirable communities. With no front neighbors, the master bedroom enjoys tranquil views of a dry pond and mature trees, creating a peaceful, scenic retreat. Nestled at the edge of the neighborhood, the home is surrounded by large, shaded trees, adding to its serene and private feel. Inside, the home features a spacious open floor plan on the first floor, seamlessly combining the living room, dining area, and kitchen — perfect for entertaining. All three bedrooms are located upstairs for optimal privacy. A large, privacy-fenced patio sits between the main home and the detached two-car garage, offering the ideal space for outdoor gatherings, BBQs, or simply relaxing in your own quiet oasis. The community features a swimming pool and an exceptionally low monthly HOA fee that covers landscaping, exterior maintenance, and roof repairs — a rare find in such a desirable area. Known for its quiet atmosphere and excellent value, this community remains in high demand. Conveniently located just 5 minutes from Windermere Lakeside Village, where you’ll find banks, shops, restaurants, and daily conveniences, and only 10 minutes to vibrant Winter Garden, this home offers both tranquility and accessibility. Don’t miss this opportunity — schedule your private showing today!

12359 Langstaff Drive, Windermere

$350,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
BIG price reduction for this move in ready 3/2.5 Townhome in Windermere! New roof 2024. AC compressor new June 2025. Rear entry 2 car garage. All stainless-steel fridge, stove, microwave and dishwasher with solid surface counter tops. Versatile all ceramic tiled 1st floor plan with formal dining room or use as front office. Open kitchen to rear great room that opens to covered screened private patio and fenced yard. All bedrooms up. Primary bedroom features ceramic tile floor, ceiling fan, 8'x5' walk-in closet, dual sinks and garden tub in en-suite bath, secondary bedrooms have carpet. Energy efficient double pane windows. Community pool and clubhouse, playground, and trails nearby all at affordable HOA fees. Convenient to shopping and attractions and no neighbors across the street. One or more photos has been virtually staged with AI technology.

7462 Bentonshire Ave, Windermere

$590,000
4 Beds 3 Baths Summerport SubDv. 34786 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bath corner home in the highly sought-after Summerport community of Windermere! Roof 2022, AC 2023, Double Pane Windows 2017, Screened-In Deck 2018, Garage Opener 2023, PAID OFF Solar 2018. Boasting 2,432 sq ft of heated living space, this spacious residence features an open floor plan, a formal dining room, and a generous kitchen with ample cabinetry, gas stove and overlooking the family room. The owner’s suite offers a private retreat, complete with a large walk-in closet and an en-suite bath featuring dual vanities, a soaking tub, and a separate shower. Enjoy Florida living outdoors with a screened-in patio perfect for entertaining. This home is equipped with solar panels, offering energy efficiency and long-term savings. Additional highlights include a newer roof, surround sound, a 2-car garage, an inside laundry room, a split floorplan and no carpet. Located on a quiet street with mature landscaping, this home is zoned for top-rated schools and is just minutes from shopping, dining, and Disney. Community amenities include a pool, fitness center, basketball, beach volleyball, tennis courts, playgrounds among others. No CDD and low HOA! Offering a lender credit towards closing costs or interest rate buy-down when client uses the preferred lender ACE Lending Group.

5263 Beach River Road, Windermere

$499,000
3 Beds 2 Baths Summerport SubDv. 34786 Zip Code
**This property qualifies for a closing cost credit up to $7,400 through the Seller’s preferred lender.**Welcome to this charming 3-bedroom, 2-bathroom home in the heart of Windermere, featuring a private pool and a rear-facing 2-car garage with alley access. Shaded by mature trees, the inviting front yard leads to a cozy front porch perfect for relaxing. Inside, you'll find a formal living room with elegant tray ceilings. A hallway off the entry connects two spacious front bedrooms and a full bath. The kitchen, centrally located, boasts a gas stove, center island with breakfast bar seating, and flows effortlessly into the main living areas—ideal for entertaining. The primary suite, tucked at the back of the home, features tray ceilings, a walk-in closet, and an ensuite bathroom complete with a soaking tub, separate shower, and dual vanities. Step through the sliding glass doors to enjoy the screened-in pool and fully fenced side yard, offering a private outdoor retreat. This community offers resort style amenities including a sparkling pool, clubhouse, fitness center, and lush green spaces. A community fishing dock and beach volleyball court, plus miles of walking and running trails as well as a park right across the street add to this great location. Top-rated schools and family-friendly parks further enhance the appeal of this home, with the elementary school just a short distance away, making it ideal for growing families or anyone looking to invest in quality of life. Schedule your private showing today!

13768 Bluebird Pond Road, Windermere

$480,000
4 Beds 2 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
Beautiful 4 Bed / 2 Bath Pool Home in Windermere!?This move-in ready home features a private screened pool & spa with no rear neighbors, low HOA, and a spacious open floor plan perfect for entertaining. Enjoy granite countertops, stainless steel appliances, and a large kitchen island that flows into the family room. The primary suite offers a walk-in closet, double vanities, garden tub, and views of the pool. A bonus room upstairs has been converted into a 4th bedroom. Located in a quiet community with resort-style amenities, top-rated schools, and just minutes from shopping, dining, and major highways. Watch Disney fireworks from your front porch – this Windermere gem won’t last!

7214 Tattant Boulevard, Windermere

$850,000
4 Beds 3 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
SALE FELL THROUGH - BACK ON MARKET - THEIR LOSS - YOUR GAIN! Stunning 4 Bed, 3 Bath Pool Home in Gated Glenmuir! Located on a quiet cul-de-sac, this beautifully updated single-story home features a 2025 primary bath remodel with marble floors, modern tile shower, double vanity, and light-up mirror. The home features a thoughtfully designed split floor plan with 4 spacious bedrooms, a private office, and 3 full baths—each updated to complement today’s modern aesthetic. The heart of the home is the stunning, remodeled kitchen built for both function and style, flowing seamlessly into a large, open living area with views of your private backyard oasis. Step outside to enjoy the oversized screened lanai, sparkling pool, relaxing spa, and a newly fenced yard—ideal for entertaining or unwinding after a long day. Recent upgrades include newer HVAC, windows, doors, flooring, lighting, septic field, and more for peace of mind. Located just minutes from Disney, Winter Garden Village, and downtown Windermere, this home delivers lifestyle, location, and luxury. Don’t miss your chance—schedule your private tour today!

6321 Clearmeadow Court, Windermere

$797,000
4 Beds 3 Baths Westover Club Ph 02 47/71 SubDv. 34786 Zip Code
Updated and Modern in the heart of Windermere, this well cared for pool home is now available in the highly desirable and gated Westover Club community. This chic home is a showplace of style with new custom luxury wood flooring, open concept floor plan with plenty of natural light, and a renovated kitchen with new imported stone countertops. The primary suite has beautiful views of the backyard and an attached office that is perfectly matched for privacy and functionality. Formal living and dining spaces offer distinctive areas for entertaining. The kitchen and family living areas are generously appointed. Four bedrooms with a 3-way split plan plus an office on the first floor and an upstairs movie theater/bonus room all make for the perfect family home. The downstairs guest room includes a pocket door that transforms the space into a private suite. Step outside to experience your beautiful OUTDOOR OASIS complete with extended lanai, screened patio, Salt Water/Solar Heated pool, and an expansive backyard that is the ideal space to enjoy time with family and friends. Must see in person to fully appreciate every detail of this immaculate home. Garage includes a 4-foot extension to house larger cars or a boat trailer. Roof replaced in 2016, New pool pump 2021. Westover Club is a quiet enclave of well-maintained homes lining streets of oak tree canopies, an on-site playground with basketball court, and the most sought-after schools in the area including top-rated Thornebrooke Elementary.

1932 Reed Hill Drive, Windermere

$475,000
3 Beds 2 Baths Silver Woods Ph 3 SubDv. 34786 Zip Code
CONSIDERABLE SELLER CONCESSIONS FOR COSMETIC UPDATES OFFERED! NEW ROOF replaced only weeks ago. :) This home is back on the market because a house is a home, and a home chooses it's Buyer too!! :) Previous Buyer's unable to obtain financing at no fault of the Sellers... Here is your new start in a beautiful place to call home! Welcome to Windermere... where everything you need is within 1 mile from your front door, the neighbors know one another by name, and pups are neighborhood friends! In addition to being located in a well-established, budget-friendly neighborhood, this 3bed/2bath near 1492 sq ft home sits on a corner lot with fenced in backyard! Your new home is zoned for A+ rated Windermere Elementary, and on occassion, you can hear the marching band play on Game nights at Windermere's very own Olympia High School—placing top-tier education close to your doorstep. Live close to everything you need: Publix, restaurants, a pharmacy, a dentist, and beloved local eateries are all just minutes away. This is more than a home—it’s a chance to stay in the area you love, create a space that reflects your vision, and still enjoy the everyday convenience of a connected community. The home is well loved and in need of TLC with original bathrooms and vanities. It has an upgraded kitchen, open space concept, serene fenced in beautiful corner lot back yard with 2 mature oak trees and is ready for company to enjoy the open space backyard perfect for a colorful garden. Brand new roof installed just weeks ago! It also has newer hurricane resistent sliding doors and windows! The major agenda items of structural integrity of the home have been cared for... all that's left is for you to bring your dream and design ideas to life with some paint, and bathroom tile & vanity preferences and you have a home you can afford! Seller concessions being offered for these COSMETIC agenda items! :) Home across the street RECENTLY SOLD with similar base floor plan model for over $100K+ more! Instant equity. Qualified for a renovation home loan (for Owner Occupants who wish to roll bathroom updates, new flooring, paint or enclose the back porch - as many of our neighbors have done - into their loan! Cash Purchases accepted too but not required. FHA & Convetional Loan worthy. :) Book your showing today and let's get your family into a home that will love them back!

9375 Woodbreeze Boulevard, Windermere

$562,500
3 Beds 2 Baths Lakes Windermere Ph 01 49 108 SubDv. 34786 Zip Code
Beautiful 3 bed 2 bath, 2-car Pool Home in Prime Location – Move-In Ready!Welcome to your dream home! Nestled in a vibrant, family-friendly neighborhood, this meticulously maintained residence offers comfort, style, and unbeatable convenience. Step inside to find 9-foot ceilings that create a spacious and airy atmosphere throughout the home. The interior has been recently repainted adding a fresh, modern feel. The kitchen is a chef’s delight, featuring all-new Samsung appliances (2019), an island with new kitchen sink, whole house water softener from Rainsoft and ample space for entertaining. Stay comfortable year-round with a brand-new AC system (May 2022) with upgraded humidity control and rest easy knowing the roof was just replaced in September 2024. Stay safe with the Simplisafe home security system on all doors and windows plus interior and exterior motion detection. Note the spacious master suite with 9'3 by 10'4 closet. Enjoy Florida living at its finest with a screened-in pool surrounded by privacy landscaping—perfect for relaxing or hosting friends. The pool deck was also repainted in 2024, giving it a crisp, clean look. Located in a wonderful community boasting a basketball court, tennis court, volleyball court, two playgrounds, a soccer field, Community pool, fishing and community dock, plus sidewalks perfect for scooters and skateboards. All this comes with a low HOA of just $70/month. You’re just minutes from major highways, family services, numerous shopping options and world-class attractions: 15 minutes to Magic Kingdom, 25 minutes to Universal, and 20 minutes to SeaWorld—making this home ideal for both everyday living and enjoying all that Central Florida has to offer.

12641 Arley Dr, Windermere

$600,000
4 Beds 3 Baths Creeks Run SubDv. 34786 Zip Code
There are homes that check boxes—and then there are homes that capture hearts. Welcome to 5063 Carillon Lane in the storybook neighborhood of Summerport, Windermere, where charm meets modern living and every day feels like a fresh start. From the moment you step inside, you’ll feel it: the light, the openness, the unmistakable sense of “home.” This beautifully updated 4-bedroom, 3-bathroom home spans over 2,400 square feet of living space, thoughtfully designed to bring everyone together while giving everyone room to breathe. The floorplan is bright and open, with soaring ceilings and natural light pouring through large windows. New luxury plank flooring stretches across the living areas, tying each space together with warmth and style. Freshly painted interiors provide a clean, modern canvas for your personal touch. The kitchen is the true heart of the home—fully remodeled and made to impress. Featuring granite countertops, custom cabinetry, and a full suite of stainless steel appliances (all new within the past year), it’s as functional as it is beautiful. The chef in the family will appreciate the gas range—perfect for precision cooking and culinary creativity. Whether you’re hosting brunch, making a quiet dinner, or enjoying late-night conversations, this kitchen is where memories are made. The primary suite offers a spacious retreat with an en-suite bath and walk-in closet. Three additional bedrooms provide flexibility for guests, a home office, or growing family needs. A dedicated laundry room with custom cabinetry adds both convenience and charm. And with a newer roof (2021), HVAC system (2021), and water heater (2021) installed within the past four years, peace of mind comes standard. Step outside into a fully fenced backyard that feels like your own private escape. There’s space to play, entertain, or simply unwind at the end of the day—but the real magic comes when the sun sets and Disney’s nightly fireworks light up the sky, visible right from your yard. It’s a daily reminder that you’re living somewhere truly special. Beyond the home itself, Summerport offers a lifestyle that’s hard to match. With eight community parks, a resort-style pool, clubhouse, fitness center, tennis and basketball courts, volleyball courts, and even beach-style lake access, there’s always something to enjoy. Neighbors become friends, and weekends are filled with walks along tree-lined streets, impromptu bike rides, and community events that bring everyone together. Just minutes away, you’ll find the charm of Downtown Winter Garden—home to farmers markets, boutiques, coffee shops, and craft breweries. The West Orange Trail is nearby for outdoor adventures, and Winter Garden Village is only 2 miles away for premier shopping and dining. Top-rated public and private schools are also within close reach, making this location ideal for families. Plus, with easy access to the 429, 408, and Florida’s Turnpike, getting around town is simple and stress-free. And for those who love the magic—Magic Kingdom and all things Disney are just 20 minutes door-to-door. At 5063 Carillon Lane, every detail has been chosen with care, every upgrade made with intention, and every evening offers a view that never grows old. Come experience the life you've been waiting for! ***Take advantage of EXCLUSIVE FINANCING INCENTIVES through our preferred lender, including a 1-0 temporary rate buydown or an equivalent lender credit—making homeownership more affordable from day one.***

5063 Carillon Lane, Windermere

$670,000
4 Beds 4 Baths Lakes/Windermere Ph 3 SubDv. 34786 Zip Code
Prime Location – Resort-Style Living! Perfectly situated just minutes from Orlando’s world-famous attractions and vibrant downtown, this spacious 4-bedroom, 3.5-bath home offers unbeatable convenience with schools, shopping, dining, and major roadways all close by. Inside, enjoy a private living room, formal dining room, butler’s pantry, a dedicated office, and a large kitchen that opens to a bright family room—perfect for everyday living and entertaining. The upstairs features a generous primary suite with a large walk-in closet, a secondary bedroom with its own private bath, and a Jack & Jill bath shared by the remaining two bedrooms, NEW ROOF. Step outside to your own backyard oasis with a sparkling pool. The community offers incredible amenities including a pool, tennis court, sand volleyball, and sports field. Plus, just next door, enjoy a county park with two dog parks, a large playground, and picnic pavilions with grills.

13055 Overstreet Road, Windermere

$378,250
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to 12963 Garridan Avenue—an inviting 3-bedroom, 2.5-bathroom CORNER UNIT townhome nestled in the highly sought-after community of Wickham Park in Windermere, FL. Ideally situated near scenic parks, sought after schools, and major attractions, this residence offers the perfect blend of comfort, charm, and convenience. Step inside to a well-designed floorplan that lives larger than its square footage. The spacious living and dining areas are filled with natural light, creating a warm and welcoming atmosphere ideal for entertaining or relaxing at home. A functional kitchen flows seamlessly into the main living space and includes ample cabinetry, generous counter space, and a dedicated pantry. Upstairs, you’ll find three generously sized bedrooms, including a primary suite complete with a walk-in closet and private en suite bath. A convenient loft space offers flexibility for a home office, play area, or reading nook. Out back, a private courtyard connects the home to a detached two-car garage—an ideal outdoor space for grilling, gardening, or enjoying Florida’s year-round sunshine. Wickham Park is known for its tranquil tree-lined streets, community green spaces, and easy access to everything Central Florida has to offer. Residents enjoy amenities like a clubhouse, resort-style pool, walking paths, and multiple neighborhood parks. Just minutes from Disney, Winter Garden Village, and major highways, this home delivers lifestyle and location. If you’ve been searching for low-maintenance living in one of Central Florida’s most desirable zip codes, this is your opportunity. Schedule your private showing today!

12963 Garridan Avenue, Windermere

$370,000
3 Beds 3 Baths Oasis Cove SubDv. 34786 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Oasis Cove community in Windermere, Florida. Boasting 1,840 square feet of spacious living, this home offers a perfect blend of comfort and style. The open-concept layout features a bright and airy living area, a modern kitchen with ample cabinetry and counter space, and a cozy dining area—ideal for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms, including a serene primary suite with a walk-in closet and private bath. Enjoy the convenience of an attached garage and the peace of mind that comes with gated community living. Oasis Cove offers fantastic amenities including a resort-style pool, fitness center, playground, and scenic walking trails—all just minutes from Disney, top-rated schools, shopping, and dining. Don’t miss this opportunity to live in one of Windermere’s most desirable communities!

14344 Desert Haven Street, Windermere

$385,000
3 Beds 3 Baths Lake Sawyer South Ph 03 SubDv. 34786 Zip Code
$5000 CREDIT at closing towards whatever you want-closing cost, rate buydown, lower price, new carpet, it's your choice!! Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the highly desirable Berkshire Park area of Windermere! This spacious home features a freshly painted interior, a generous walk-in pantry, and a private courtyard perfect for grilling, entertaining, or simply relaxing outdoors. The detached 2-car garage includes a finished attic space offering ideal extra storage. Enjoy access to a wealth of community amenities including a clubhouse, sparkling pool, playground, tennis courts, and basketball courts. Located in a top-rated school district, this home offers the perfect blend of comfort, convenience, and lifestyle. Don’t miss out—schedule your showing today!

7715 Anselmo Lane, Windermere

$835,000
4 Beds 3 Baths Manors At Butler Bay Ph 02 SubDv. 34786 Zip Code
**WINDERMERE DREAM HOME ALERT -- MANORS AT BUTLER BAY** **OVER 1/2 ACRE LOT** **DEEDED BUTLER CHAIN OF LAKES RAMP & ACCESS** **PRIVATE POOL & SPA** **FOUR BEDROOMS + THREE FULL BATHS + OFFICE SPACE -- ALL ON ONE LEVEL** **WOOD FLOORING** **LOW HOA** Welcome to your Windermere Dream Home…located in the highly desired (and rarely available!) quaint community of THE MANORS at Butler Bay. This very special community of less than 100 homes offers its residents an incredible LIFESTYLE…well-built custom homes on large private lots (rarely found these days!) + HIGHLY DESIRED SCHOOLS including walkable (or golf cart!) to Windermere Elementary + walk or bike or golf cart to Downtown Windermere for coffee, brunch, pizza, shopping, Friday farmer’s market, brand new ACE Hardware and various festivals & events + PLUS property ownership includes deeded lake access & private boat ramps for the famed Butler Chain of Lakes via the Town of Windermere as well as private access to Windermere tennis courts & park. Starting with beautiful curb appeal and a welcoming front entry, this home was recently painted (whole exterior - May 2025) and is located on a PREMIUM lot measuring over ½ acre with HUGE backyard space. Fantastic & FLEXIBLE open floor plan with a grand foyer entry, high ceilings and FOUR bedrooms on a three-way split plan plus THREE full bathrooms (including pool bath access) and an additional office or flex space…all on ONE level. Beautiful wood flooring throughout all living spaces (carpet only in secondary bedrooms). Custom crown molding and wood work. Live the Florida lifestyle OUTDOORS in your private pool, spa & patio OASIS…peace, privacy & serenity right at home. Exterior Paint (May 2025). Water Heater (Feb 2025). Roof (2016). HVAC (Trane - May 2015). Enjoy lots of space for storage or workshop in this deep garage measuring 20’ x 29’ and an extra long driveway for ample parking space. The PERFECT location -- tucked away from it all yet conveniently located to grocery, shopping, dining, medical in every direction (Windermere, Maguire Road, Winter Garden, Dr. Phillips). Easy access to major highways & roadways for easy commute & travel to anywhere in Central Florida & beyond. Enjoy living just NINE (9!) miles to Walt Disney World, EIGHT (8!) miles to Universal Studios and just twenty-one (21!) miles to Orlando International Airport. WELCOME HOME!

2538 Carter Grove Circle, Windermere

$1,630,000
3 Beds 2 Baths Lake Butler Estates SubDv. 34786 Zip Code
Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large center island and ample space to prepare gourmet meals. Enjoy the Florida lifestyle year-round from the screened-in lanai overlooking the serene, tree-lined backyard. Additional highlights include a side-entry 2-car garage and a detached private workshop or storage building with electricity—perfect for hobbies, home projects, or extra storage. As a resident of the Town of Windermere, you'll enjoy exclusive access to two private boat ramps on the Butler Chain of Lakes, six lighted tennis courts, multiple parks and playgrounds, frisbee golf, and scenic lakefront beaches. The town also hosts vibrant community events including weekly farmers markets, monthly food truck nights, and seasonal festivals. Zoned for top-rated schools and just minutes from world-class golf, premier shopping and dining, hospitals, and Central Florida’s renowned theme parks, this home offers the best of both serenity and convenience. Schedule your private showing today and discover the charm and lifestyle that only Windermere can offer!

11923 Lake Butler Boulevard, Windermere

$1,400,000
4 Beds 3 Baths Lake Cawood Estates SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. * UNDER CONTRACT & ACCEPTING BACK UP OFFERS * Fully renovated luxury home in Gated Lake Cawood, prime Windermere location! This stunning four-bedroom, three-bath estate—complete with a spacious bonus room—offers a blend of luxury, comfort and location. On a full acre in the exclusive gated community of Lake Cawood, just across the street from Windermere High School, this home has been completely updated with every detail carefully curated to deliver a move-in-ready experience. From the moment you arrive, you’ll notice the impeccable craftsmanship and thoughtful upgrades throughout. Inside, engineered hardwood flooring flows seamlessly through the living spaces, complemented by elegant crown molding and custom hardwood cabinetry in the kitchen and baths. The home’s open layout is ideal for everyday living and entertaining, enhanced by a new summer kitchen, a state-of-the-art surround sound system installed indoors and outdoors, and a bright, freshly painted interior. Major updates include a new roof, two new air-conditioning units and custom double-pane windows throughout, all adding long-term value and efficiency. The exterior has also been transformed, featuring new paint, new pavers along the driveway, walkways, pool deck, fire pit and backyard, as well as new front and rear doors. The private, resort-style backyard is fully fenced and includes a resurfaced pool with a new pump, offering an oasis for relaxation and outdoor gatherings. Security and functionality are equally prioritized with a top-of-the-line alarm system complete with eight exterior cameras, a newly installed larger propane tank, and a three-car garage outfitted with epoxy flooring and a built-in storage system for optimal organization. Ideally just minutes from the best shops and dining in Windermere and Winter Garden, and less than 10 minutes from Walt Disney World, this meticulously updated home combines the best of Central Florida living with timeless design and modern comfort. Priced below appraisal.

13710 Lake Cawood Drive, Windermere