Windermere, FL Homes

/29
$579,900
- 3 Beds
- 2 Baths
- 1,723 Sq Ft
9485 Woodbreeze Blvd, Windermere, FL 34786

Located in the highly sought-after Silver Woods community in Windermere, this beautifully updated single-story home offers 3 bedrooms, 2 bathrooms, and a 2-car garage, featuring an open and airy oversized great room that seamlessly connects to the dining area and kitchen, with skylights that flood the space with natural light and enhance energy efficiency. The spacious backyard boasts a private

Steve Glose PREFERRED REAL ESTATE BROKERS

9485 Woodbreeze Blvd, Windermere, FL 34786
/43
$13,500 per month
- 3 Beds
- 3 Baths
- 3,247 Sq Ft
- House for Rent
9742 Green Island Cove, Windermere, FL 34786

Nestled along the shores of beautiful Lake Louise within the gates of Isleworth Golf & Country Club, this charming golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts more than 3,000 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. Elegant hardwood floors travel throughout the single-story floor

Monica Lochmandy ISLEWORTH REALTY LLC

9742 Green Island Cove, Windermere, FL 34786
/2
$999,000 Sold Jul 29, 2025
- 2,614 Sq Ft
- $382/SF
- 49 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2000
6037 Caymus Loop, Windermere, FL 34786

Tucked behind the gates of Windermere’s coveted Keene’s Pointe, this reimagined Key West-style home sits gracefully on a quiet cul-de-sac, overlooking the 14th fairway of The Golden Bear Club. With a fresh, sophisticated update that includes new flooring, trim, paint, lighting, and more, the home feels both refined and relaxed, like your favorite boutique hotel, only better. Spanning over 2,600

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

6037 Caymus Loop, Windermere, FL 34786

/55
Est $579,226 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,126 Sq Ft
6820 Merrick Landing Blvd, Windermere, FL 34786

6820 Merrick Landing Blvd, Windermere, FL 34786

/38
$570,000
- 4 Beds
- 3.5 Baths
- 2,604 Sq Ft
12621 Salomon Cove Dr, Windermere, FL 34786

Price reduced! Rare 3BR and LOFT ROOM plus SEPARATE 1-BEDROOM IN-LAW SUITE above the garage in Westside Village! 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

Jun Zhou MAGICMIND REALTY LLC

12621 Salomon Cove Dr, Windermere, FL 34786
/24
$3,999 per month
- 3 Beds
- 2 Baths
- 1,353 Sq Ft
- House for Rent
3278 Downs Cove Rd, Windermere, FL 34786

Welcome to your waterfront paradise on the beautiful Windermere Chain of Lakes! This 3 Bed, 2 Bath, 1,351 htd. sqft lake home sits on a 0.29-acre lot overlooking Lake Down, one of 13 lakes on the Butler Chain of Lakes. As you enter the front door you are greeted by an open floorplan, panoramic views, split bedroom layout, renovated kitchen and baths, ceramic wood-look tiling and adorning wood

John Goggin STOCKWORTH REALTY GROUP

3278 Downs Cove Rd, Windermere, FL 34786
/2
$1,400,000 Sold Jul 29, 2025
- 3,694 Sq Ft
- $379/SF
- 97 Days On Market
- 5 Beds
- 4 Baths
- Built 1994
13112 Luntz Point Ln, Windermere, FL 34786

Back on the market due the to previous buyer's financing falling through. No fault of the property. Experience unparalleled LUXURY LIVING and PRIVATE LAKE ACCESS in this meticulously renovated Mediterranean-style 5 Bedroom, 4 Bath Estate located within the stunning guard-gated community of Waterford Pointe in Windermere, FL. Nestled on more than an acre of secluded land, this residence

Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

13112 Luntz Point Ln, Windermere, FL 34786

/23
Est $564,242 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,950 Sq Ft
11486 Misty Oak Alley, Windermere, FL 34786

11486 Misty Oak Alley, Windermere, FL 34786

/55
$798,000
- 5 Beds
- 3.5 Baths
- 3,946 Sq Ft
6948 Duncaster St, Windermere, FL 34786

PRICED TO SELL! Lowest price in Windermere. Stunning Home – 3,946 Sq Ft! Welcome to this gorgeous 5-bedroom, 3.5-bath home plus a private office/den, located in one of Windermere’s most sought-after communities and zoned for top-rated schools, including Windermere High School and near Windermere Prep. From the moment you step inside, you’ll be captivated by the grand foyer, gleaming hardwood

Claudia Salcedo CHARLES RUTENBERG REALTY ORLANDO

6948 Duncaster St, Windermere, FL 34786
/2
$292,500 Sold Jul 29, 2025
- 1,512 Sq Ft
- $193/SF
- 131 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2012
14257 Desert Haven St Unit GE, Windermere, FL 34786

Your Dream Home Awaits!** Discover this stunning unit just minutes from Disney, where you can enjoy the magic of fireworks from your own home! This spacious property features 3 bedrooms, 2.5 bathrooms, and an open-concept floor plan perfect for modern living. The renovated kitchen boasts elegant stone countertops, a deep sink, stainless steel appliances (including a double oven), and

Victor Barroeta MBT REALTY LLC

14257 Desert Haven St Unit GE, Windermere, FL 34786

/28
Est $428,891 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,441 Sq Ft
13303 Gorgona Isle Dr, Windermere, FL 34786

13303 Gorgona Isle Dr, Windermere, FL 34786

/34
$475,000
- 4 Beds
- 3 Baths
- 2,212 Sq Ft
7673 Ripplepointe Way, Windermere, FL 34786

Move in ready! Rarely available, 4 bedroom/3 bathroom townhouse located in the sought after community of Lake Burden, Windermere. Property has tons of upgrades including wood floors, quartz counter tops in the kitchen, walk in pantry, 42" cabinets, stainless steel appliances, seperate garage in back that has private entry via the back door, private fenced courtyard, french doors, corner unit,

Keith Pavlick EXP REALTY LLC

7673 Ripplepointe Way, Windermere, FL 34786
/2
$5,200,000 Sold Jul 29, 2025
- 10,701 Sq Ft
- $486/SF
- 237 Days On Market
- 6 Beds
- 9 Baths
- Built 2008
5174 Vardon Dr, Windermere, FL 34786

... LOWEST PRICE/SQ.FT... OVER 10,000 SQUARE FEET HOME... 24 HOURS GUARDED COMMUNITY... 6 BEDROOM SUITES... PRIVATE BALCONY IN ALL BEDROOMS... 7 BATHROOMS... 2 POWDER BATHS... 4 CARS GARAGE... BACK TO GOLF COURSE . The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such as the GOURMET KITCHEN... WORKOUT ROOM...

Jennie Ho MAY HO REALTY

5174 Vardon Dr, Windermere, FL 34786

/2
Est $453,566 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
11405 Brownstone St, Windermere, FL 34786

11405 Brownstone St, Windermere, FL 34786

/51
$1,120,000
- 4 Beds
- 4 Baths
- 4,676 Sq Ft
2107 Westover Reserve Blvd, Windermere, FL 34786

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

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

2107 Westover Reserve Blvd, Windermere, FL 34786
/2
$1,289,000 Sold Jul 28, 2025
- 3,314 Sq Ft
- $389/SF
- 11 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2018
1265 Estancia Woods Loop, Windermere, FL 34786

Located in the prestigious town of Windermere, this exceptional Cannes floor plan offers an unparalleled blend of luxury, efficiency, and outdoor living. Situated on one of the largest lots in the community, this 4-bedroom, 3.5-bathroom residence showcases an expansive backyard oasis featuring a saltwater pool—heated by an energy-efficient heat pump—and a fully equipped summer kitchen, ideal for

Matt Tomaszewski CORCORAN PREMIER REALTY

1265 Estancia Woods Loop, Windermere, FL 34786

/2
Est $494,498 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,212 Sq Ft
7653 Ripplepointe Way, Windermere, FL 34786

7653 Ripplepointe Way, Windermere, FL 34786

/59
$1,750,000
- 5 Beds
- 4 Baths
- 3,805 Sq Ft
311 E 8th Ave, Windermere, FL 34786

Luxury Lakefront Living in Downtown Windermere. Don’t miss this rare opportunity to live on the pristine shores of Lake Bessie, just moments from charming Downtown Windermere. Perfectly positioned in one of Central Florida’s most desirable communities, this lakefront retreat offers unbeatable views, unmatched privacy, and the freedom of no HOA restrictions.From the moment you arrive,

Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

311 E 8th Ave, Windermere, FL 34786
/2
$499,000 Sold Jul 28, 2025
- 1,694 Sq Ft
- $295/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 2003
13768 Bluebird Pond Rd, Windermere, FL 34786

**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

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

13768 Bluebird Pond Rd, Windermere, FL 34786

/61
Est $1,145,609 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,176 Sq Ft
8361 Torcello Isle Dr, Windermere, FL 34786

8361 Torcello Isle Dr, Windermere, FL 34786

/91
$3,450,000
- 6 Beds
- 8 Baths
- 7,559 Sq Ft
4077 Isabella Cir, Windermere, FL 34786

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

Brynn Munro CORCORAN PREMIER REALTY

4077 Isabella Cir, Windermere, FL 34786
/2
$745,000 Sold Jul 28, 2025
- 2,856 Sq Ft
- $261/SF
- 102 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1977
9676 Wild Oak Dr, Windermere, FL 34786

Welcome to Windermere Downs. Nestled in one of the most sought after neighborhoods in Windermere, this 70’s modern gem sits on a half acre lot. The U shaped layout of the house wraps around a generous screened lanai under a permanent roof with four skylights. The lanai is accessible from the foyer, primary bedroom, guest room, dining room, and family room and it opens up to the swimming pool and

Hardy Edwards, III BHHS FLORIDA REALTY

9676 Wild Oak Dr, Windermere, FL 34786

/40
Est $540,482 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,107 Sq Ft
13856 Summerport Trail Loop, Windermere, FL 34786

13856 Summerport Trail Loop, Windermere, FL 34786

/21
$480,000
- 3 Beds
- 2.5 Baths
- 1,779 Sq Ft
13333 Gorgona Isle Dr, Windermere, FL 34786

Welcome to this spacious 3-bedroom, 2.5-bath townhome located in one of Windermere’s most peaceful and family-friendly communities. This property stands out as one of the largest interior models in the neighborhood, offering generous living space and functional design ,perfect for families or anyone looking for extra comfort.The home features a bright and open floor plan, a large living

Margot Villacinda Chavez WRA BUSINESS & REAL ESTATE

13333 Gorgona Isle Dr, Windermere, FL 34786
/2
$4,330,000 Sold Jul 25, 2025
- 5,557 Sq Ft
- $779/SF
- 37 Days On Market
- 5 Beds
- 6 Baths
- Built 1990
9724 Chestnut Ridge Dr, Windermere, FL 34786

Motivated Seller - Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A NEW METAL ROOF in 2024 adds both modern appeal and long-term durability, enhancing the home’s overall value

Carey Sheffield ISLEWORTH REALTY LLC

9724 Chestnut Ridge Dr, Windermere, FL 34786

/43
Est $751,675 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,419 Sq Ft
8711 Lookout Pointe Dr, Windermere, FL 34786

8711 Lookout Pointe Dr, Windermere, FL 34786

/42
$489,900
- 3 Beds
- 2.5 Baths
- 2,113 Sq Ft
13757 Bressler Alley, Windermere, FL 34786

Enjoy a low maintenance lifestyle with this two-story townhome, built in 2019, seconds from modern conveniences in the heart of Windermere. This well-maintained townhouse offers a comfortable living environment with a brand new roof, gutters, downspouts, and additional upgrades, resulting in a low electric bill, making it ready for years of memories. An open, combined main living space welcomes

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

13757 Bressler Alley, Windermere, FL 34786
/2
$812,000 Sold Jul 25, 2025
- 3,465 Sq Ft
- $234/SF
- 112 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2018
8330 Vivaro Isle Way, Windermere, FL 34786

Discover the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 3.5-bathroom home in the highly sought-after Windermere Isle community. ENJOY NIGHTLY DISNEY FIREWORKS FROM THE FRONT YARD OR FROM THE UPSTAIRS FRONT BEDROOMS. A charming covered front porch invites you inside, where the foyer showcases beautiful wood-look tile floors that flow seamlessly

Alex Vastardis COLDWELL BANKER REALTY

8330 Vivaro Isle Way, Windermere, FL 34786

/37
Est $447,674 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,756 Sq Ft
13477 Gorgona Isle Dr, Windermere, FL 34786

13477 Gorgona Isle Dr, Windermere, FL 34786

/50
$680,000
- 4 Beds
- 3.5 Baths
- 2,297 Sq Ft
8582 Powder Ridge Trail, Windermere, FL 34786

AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME!Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort.Step inside and enjoy the spacious loft above the garage, new

Mariana Rondon LPT REALTY, LLC

8582 Powder Ridge Trail, Windermere, FL 34786
$1,255,677 Sold Jul 24, 2025
- 4,443 Sq Ft
- $283/SF
- 6 Beds
- 4.5 Baths
- Built 2025
14255 Crest Palm Ave, Windermere, FL 34786

The Sweetwater floorplan offers expansive living with its thoughtfully designed two-story layout. This home features six spacious bedrooms and four and a half bathrooms, perfectly accommodating larger households or guests. With over 4,400 square feet of living space, the Sweetwater includes both a flex room and multiple bonus spaces, offering flexibility for hobbies, workspaces, or entertainment

Dream Finders Homes

14255 Crest Palm Ave, Windermere, FL 34786

/56
Est $543,467 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,092 Sq Ft
7451 Fairgrove Ave, Windermere, FL 34786

7451 Fairgrove Ave, Windermere, FL 34786

/39
$539,975
- 3 Beds
- 2 Baths
- 1,947 Sq Ft
13950 Bluebird Pond Rd, Windermere, FL 34786

• 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

Scott Garrison, PA RE/MAX TOWN & COUNTRY REALTY

13950 Bluebird Pond Rd, Windermere, FL 34786
/2
$1,485,000 Sold Jul 24, 2025
- 4,558 Sq Ft
- $326/SF
- 5 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2002
13025 Lake Roper Ct, Windermere, FL 34786

Welcome to this stunning 5 bedroom, 4.5 bath custom lakefront home situated on 1.26 acres in the exclusive gated community of Windermere Pointe Lake Roper. Designed for both luxury and functionality, this spacious residence features the primary bedroom on the first-floor, private office, and in-law/media suite with wet bar, ideal for multigenerational living or guest accommodations. The newly

Morgan Horsley THE REAL ESTATE COLLECTION LLC

13025 Lake Roper Ct, Windermere, FL 34786

/95
Est $881,019 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,407 Sq Ft
11947 Otterbrooke Trail, Windermere, FL 34786

11947 Otterbrooke Trail, Windermere, FL 34786

/52
$2,300,000
- 4 Beds
- 4.5 Baths
- 4,013 Sq Ft
6036 Greatwater Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to Keene’s Pointe! Discover the charm of this custom-built home located on the 17th Fairway of the renown Jack Nicklaus Signature Golf Course and across from the lakefront mansions that line this quiet cul-de- sac on Greatwater Drive. This 4BR/4Full Bath/1 Half Bath golf course home exudes warmth from the gorgeous hardwood floors and

Angela Durruthy KEENE'S POINTE REALTY

6036 Greatwater Dr, Windermere, FL 34786
/2
$400,000 Sold Jul 24, 2025
- 1,632 Sq Ft
- $245/SF
- 306 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2007
6364 Lake Smith Cir, Windermere, FL 34786

Welcome to your new investment property! This beautiful 3 bedroom 2 1/2 bath with loft and end unit townhouse in the most sought-out neighborhood of Summerport in Windermere. This homes features an open living room and dining room combo with crown molding and laminate flooring. The kitchen has solid surface counter top, great cabinet space, island and ceramic tile flooring. Master bedroom

Maribel Ramos VESTI LLC

6364 Lake Smith Cir, Windermere, FL 34786

/42
Est $703,775 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
11813 Cave Run Ave, Windermere, FL 34786

11813 Cave Run Ave, Windermere, FL 34786

/21
$629,000
- 4 Beds
- 2.5 Baths
- 2,181 Sq Ft
11223 Rapallo Ln, Windermere, FL 34786

Welcome to the secluded and highly desired, gated community of Belmere Village. This charming single-family home is nestled in the desirable Belmere Village neighborhood of Windermere. It offers a spacious and well-maintained layout ideal for comfortable living. Step right into this newly renovated 4 bed 2.5 bath dream home. This gorgeous kitchen, with all newly installed hardwood cabinetry,

Ting Li SOUTH EARTH REALTY LLC

11223 Rapallo Ln, Windermere, FL 34786
/2
$934,500 Sold Jul 23, 2025
- 3,516 Sq Ft
- $266/SF
- 30 Days On Market
- 5 Beds
- 4 Baths
- Built 2000
2046 Westover Reserve Blvd, Windermere, FL 34786

Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built estate home has been meticulously maintained and thoughtfully upgraded, blending timeless elegance with modern convenience. At the heart of the home is a brand new, custom kitchen (2024), showcasing 42” cabinets with crown molding, stunning quartz countertops, a double oven, an

Brooke Cangro RE/MAX 200 REALTY

2046 Westover Reserve Blvd, Windermere, FL 34786

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