382 Properties Available
- Default
- Newest Listings
- Price-High To Low
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$4,777,000
Single Family Home
5157 LATROBE DR, Windermere, FL 34786
Newly remodeled in 2019 — a rare find in the community! Sunlit single-storey layout, bright in every corner ! Panoramic ...
Listed by BAY STREET GROUP FLORIDA LLC


$4,150,000
Single Family Home
9253 TIBET POINTE CIR, Windermere, FL 34786
Welcome to 9253 Tibet Pointe Circle in the beautiful 24-hour gated/guarded community of Keene's Pointe in Windermere, Fl...
Listed by SOUTHERN REALTY GROUP LLC


$385,000
Townhouse
7715 ANSELMO LN, Windermere, FL 34786
Under contract-accepting backup offers. $5000 CREDIT at closing towards whatever you want-closing cost, rate buydown, lo...
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY


$1,379,000
Single Family Home
11721 CAMDEN PARK DR, Windermere, FL 34786
Welcome to 11721 Camden Park Drive, a stunning, move-in-ready executive residence located in the prestigious guard-gated...
Listed by RE/MAX PRIME PROPERTIES


$1,999,000
Single Family Home
6149 BLAKEFORD DR, Windermere, FL 34786
Under contract-accepting backup offers. Experience luxury, comfort, and timeless design in this spacious 5-bedroom, 5.5-...
Listed by CORCORAN PREMIER REALTY


$895,000
Single Family Home
1638 WHITNEY ISLES DR, Windermere, FL 34786
Welcome to luxury living in the highly desirable gated community of Belmere, located in Windermere. This beautifully upg...
Listed by THE REAL ESTATE COLLECTION LLC


$1,545,000
Single Family Home
8475 EAGLES LOOP CIR, Windermere, FL 34786
Under contract-accepting backup offers. Welcome home to an enviable Florida life in one of SW Orlando's most desirable n...
Listed by LAKESIDE REALTY WINDERMERE INC


$1,150,000
Single Family Home
1947 BROADLEAF CT, Windermere, FL 34786
One or more photo(s) has been virtually staged. Welcome to 1947 Broadleaf Court – a beautifully maintained 5-bedroom, 3....
Listed by LAKESIDE REALTY WINDERMERE INC


$394,995
Condo
14025 OASIS SPRINGS LN #901, Windermere, FL 34786
***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms...
Listed by KELLER WILLIAMS CLASSIC


$3,400
Single Family Home
11530 CHARNOCK DRIVE, Windermere, FL 34786
Enjoy the opportunity to lease this beautiful and spacious 4-bedroom, 3-bathroom home located in the highly sought-after...
Listed by GLASSTONE GROUP INC


$1,225,000
Single Family Home
11707 HAMPSTEAD ST, Windermere, FL 34786
Welcome to this stunning Thoreau floor plan by Meritage Homes, nestled in The Enclave in the heart of Windermere—one of ...
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY


$14,500
Single Family Home
4279 ISABELLA CIR, Windermere, FL 34786
Welcome to 4279 Isabella Cir, Windermere, FL 34786. Offered as a lease with an option to purchase. This 5-bedroom, 4/2-b...
Listed by JOHN SILVA REALTY & ASSOCIATES


$3,200,000
Single Family Home
4071 ISABELLA CIR, Windermere, FL 34786
Welcome to Casabella at Windermere, a beautiful gated community where luxury and elegance converge. This stunning 6-bedr...
Listed by LA ROSA REALTY PREMIER LLC


$1,895,000
Single Family Home
6161 BLAKEFORD DR, Windermere, FL 34786
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Currently the LOWEST PRI...
Listed by THOMAS LYNNE REALTY GROUP LLC


$599,000
Single Family Home
11316 RAPALLO LN, Windermere, FL 34786
BACK ON THE MARKET due to Buyer's inability to obtain financing. SELLER MOTIVATED! Discover the allure of this beautifu...
Listed by PREMIUM REALTY ADVISORS LLC


$479,000
Single Family Home
11037 BAGLEY ALY, Windermere, FL 34786
Welcome to this 3bedroom, 2.5 bathroom, two-story home in the community of Westside Village in Windemere . This home fea...
Listed by NUMBER 1 BROKER, LLC


$1,250,403
Single Family Home
14249 CREST PALM AVE, Windermere, FL 34786
One or more photo(s) has been virtually staged. The Sweetwater Experience Living in the Sweetwater means embracing a lif...
Listed by OLYMPUS EXECUTIVE REALTY INC


$1,099,000
Single Family Home
12530 CLIMBING VINE CT, Windermere, FL 34786
Welcome to this beautifully upgraded 5-bedroom, 3.5-bath home, just 11 minutes from Disney, where you can enjoy magical ...
Listed by RE/MAX 200 REALTY


$1,200,000
Single Family Home
3443 WILD MYRTLE CT, Windermere, FL 34786
Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in...
Listed by JULIAN PROPERTIES, INC.


$12,700
Single Family Home
13515 BELLARIA CIR, Windermere, FL 34786
Must see, luxury home! Very rare property of its size available for rent in prestigious Windermere. This 2-story, 6 bedr...
Listed by HAMPTON & HAMPTON MGMT LEASING


$14,250,000
Single Family Home
5525 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate...
Listed by ISLEWORTH REALTY LLC


$539,900
Single Family Home
11091 BAGLEY ALY, Windermere, FL 34786
Located in one of Central Florida's most desirable zip codes, 11091 Bagley Aly is a beautifully updated and move-in-read...
Listed by WRA BUSINESS & REAL ESTATE


$2,995,000
Single Family Home
2828 MARQUESAS CT, Windermere, FL 34786
Gorgeous Private Lakefront Custom Brick Estate over 10,000 sq ft under roof, just under 7,000 sq ft under HVAC. First T...
Listed by DALTON WADE INC


$546,000
Single Family Home
8160 IRON MOUNTAIN TRL, Windermere, FL 34786
Nestled in the highly desirable Windermere Trails community, this beautiful home offers an unparalleled blend of modern ...
Listed by BHHS FLORIDA REALTY
