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408 Properties Available
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- Price-High To Low
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- Newest Listings
- Beds (Most)
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$460,000
Townhouse
7660 RIPPLEPOINTE WAY, Windermere, FL 34786
Welcome home to your beautiful town home in the sought-after town of Windermere! This three-bedroom, 2.5-bath residence ...
Listed by PREMIER SOTHEBYS INT'L REALTY


$3,999
Single Family Home
8788 POWDER RIDGE TRL, Windermere, FL 34786
Location! Windermere top rated school. Energy-Efficient luxury home ready for move in! The Melville features a spacious ...
Listed by US RELIANCE SOLUTIONS INC


$2,400
Condo
8264 MARITIME FLAG ST #301, Windermere, FL 34786
One of the LARGEST 3/2 condos available in Lakeside, which is a GATED COMMUNITY! LUXURY 3RD FLOOR CORNER UNIT, with easy...
Listed by UPSIDE REAL ESTATE INC


$990,000
Single Family Home
8724 PEACHTREE PARK CT, Windermere, FL 34786
Windermere's Peachtree Park is a charming enclave of just 28 homes, uniquely situated directly across the street from Wa...
Listed by VITORIA REALTY CORPORATION


$825,000
Single Family Home
9227 OUTLOOK ROCK TRL, Windermere, FL 34786
Beautiful home in Windermere Trails, where luxury and convenience come together in the heart of one of Central Florida's...
Listed by CORCORAN PREMIER REALTY


$625,000
Single Family Home
9056 WOODBREEZE BLVD, Windermere, FL 34786
Welcome to 9056 Woodbreeze Blvd, a remarkable 4-bedroom, 2-bathroom home with a 2-car garage, nestled in the serene Silv...
Listed by RE/MAX 200 REALTY


$399,000
Townhouse
14233 CONFETTI DR, Windermere, FL 34786
Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly sought-after Summerport ne...
Listed by LA ROSA REALTY LLC


$849,000
Single Family Home
12755 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
Come check this 4 bedroom 3.5 bath house with tile roof and the big porch at the front and the dining room and the livi...
Listed by NUMBER 1 BROKER, LLC


$510,000
Single Family Home
7325 ELLA LN, Windermere, FL 34786
Under contract-accepting backup offers. Welcome to your dream retreat in one of Orlando's most desirable neighborhoods! ...
Listed by LA ROSA REALTY ORLANDO LLC


$330,000
Condo
8256 MARITIME FLAG ST #103, Windermere, FL 34786
**LUXURIOUS LAKESIDE LIVING** <br> <br>Tucked into the heart of Windermere's desirable Lakeside at Lakes of Windermere c...
Listed by EXP REALTY LLC


$6,500
Single Family Home
2231 RIDGEWIND WAY, Windermere, FL 34786
One or more photo(s) has been virtually staged. This custom built home on over 1/2 acre looks out past an amazing stone ...
Listed by MILLENNIUM REALTY CENTER LLC


$5,400
Single Family Home
11824 CAMDEN PARK DR, Windermere, FL 34786
Spacious & Comfortable Home in Keene's Pointe! <br> <br>Welcome to this beautifully designed home located in one of Wind...
Listed by K REALTY


$4,200,000
Single Family Home
11002 LAKE BUTLER BLVD, Windermere, FL 34786
Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury <br> <br>Situated along th...
Listed by SERENDIPITY REALTY LLC


$899,990
Single Family Home
12614 HAWKSTONE DR, Windermere, FL 34786
Under contract-accepting backup offers. A Rare Find! No rear neighbors with views out front of Lake Sawyer by day and Di...
Listed by RE/MAX PRIME PROPERTIES


$3,850,000
Single Family Home
10577 DOWN LAKEVIEW CIR, Windermere, FL 34786
This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situa...
Listed by THE SIMON SIMAAN GROUP


$1,900,000
Single Family Home
11139 CAMDEN PARK DR, Windermere, FL 34786
Discover unparalleled luxury in this stunning 5-bedroom, 4.5-bathroom estate nestled within the prestigious Keene's Poin...
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,750,000
Single Family Home
2926 MARQUESAS CT, Windermere, FL 34786
Under contract-accepting backup offers. Great opportunity to own a lakefront home on Lake Crescent in one of Windermere'...
Listed by THE REAL ESTATE COLLECTION LLC


$469,900
Townhouse
10655 VILLAGE LAKE RD, Windermere, FL 34786
Are you ready to live the Florida lifestyle? With a versatile floorplan like 10655 Village Lake Rd, it's sure to fit al...
Listed by RE/MAX PRIME PROPERTIES


$398,965
Townhouse
8612 BROOKVALE DR, Windermere, FL 34786
Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhous...
Listed by AGENT TRUST REALTY CORPORATION


$3,600
Single Family Home
9201 REFLECTION POINTE DR, Windermere, FL 34786
This 5-bedroom, 4 bath house is ready for you to move in and start enjoying the beautiful Florida weather. When you walk...
Listed by MULTI CHOICE REALTY LLC


$2,600
Townhouse
7727 FAIRGROVE AVE, Windermere, FL 34786
Welcome Home to your beautiful townhome in Berkshire Place, located in Windermere, FL. Move-in ready for May 1, 2025, En...
Listed by INTOP PROPERTY MANAGEMENT


$9,995,000
Single Family Home
6137 GROSVENOR SHORE DR, Windermere, FL 34786
Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$2,590,000
Single Family Home
11055 ULLSWATER LN, Windermere, FL 34786
Luxury Meets Comfort in This Stunning Custom Windermere Estate! Experience the pinnacle of Florida living in this immac...
Listed by LOKATION


$1,350,000
Single Family Home
13628 LAKE CAWOOD DR, Windermere, FL 34786
Rare Opportunity in Lake Cawood Estates – Windermere, FL <br> <br>Nestled on nearly ***ONE ACRE*** of privacy in the hig...
Listed by LPT REALTY, LLC
