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324 Properties Available
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$409,000
Townhouse
11686 WATER RUN ALY, Windermere, FL 34786
Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, o...
Listed by Chase Tate, PLLC COMPASS FLORIDA LLC
$17,950
Single Family Home
3999 ISABELLA CIR, Windermere, FL 34786
AVAILABLE IN December - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architect...
Listed by Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP
$377,900
Townhouse
5235 KEENES PHEASANT DR, Windermere, FL 34786
Charming 3-Bedroom Townhome in a Prime Location! <br>Welcome home to this beautifully maintained 3-bedroom, 2.5-bath tow...
Listed by Ronda Shively COMPASS FLORIDA LLC
$769,000
Single Family Home
7409 FAIRGROVE AVE, Windermere, FL 34786
Enjoy resort-style living in the heart of Windermere! Located just minutes from major attractions, top-rated schools, an...
Listed by Cristina DeJesus DALTON WADE INC
$330,000
Condo
14242 DESERT HAVEN ST #GE, Windermere, FL 34786
Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance l...
Listed by James Goodyear REAL BROKER, LLC
$369,999
Townhouse
12335 CRUXBURY DR, Windermere, FL 34786
PRICE REDUCED! Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community ...
Listed by Amy Kidwell PA PREFERRED REAL ESTATE BROKERS
$759,500
Single Family Home
6832 THORNHILL CIR, Windermere, FL 34786
4 bed, 3.5 bath, 2,827 SF home in desirable Windermere Florida, minutes from Disney - see the fireworks from home !!! Ov...
Listed by Jonathan Minerick HOMECOIN.COM
$2,300
Condo
8180 BOAT HOOK LOOP #310, Windermere, FL 34786
Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the fir...
Listed by Kristine Puente TOP TEAM REALTY, LLC.
$359,000
Townhouse
7462 BENTONSHIRE AVE, Windermere, FL 34786
BIG price reduction for this move in ready 3/2.5 Townhome in Windermere! New roof 2024. AC compressor new June 2025. Rea...
Listed by Ivan Petkov FLORIDA REALTY INVESTMENTS
$5,800
Single Family Home
12860 LAKE SAWYER LN, Windermere, FL 34786
Private LAKEFRONT estate home on that sits on almost 2 acres of land, gated for extreme privacy! Fully furnished with a...
Listed by Aleem Kanji CROWN REALTY COMPANY
$1,700,000
Single Family Home
11015 HAWKSHEAD CT, Windermere, FL 34786
Dream home in Windermere! Nestled inside the gates of the luxurious community of Reserve at Lake Sound. Move-in ready ho...
Listed by Ahmed El Komy CENTURY 21 CARIOTI
$39,500
Single Family Home
9343 TIBET POINTE CIR, Windermere, FL 34786
Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home h...
Listed by Juan Delgado LA ROSA REALTY LLC
$5,494,000
Single Family Home
5199 LATROBE DR, Windermere, FL 34786
One or more photo(s) has been virtually staged. Nestled in the exclusive and coveted gated community of Isleworth, this ...
Listed by Shane Croft COLDWELL BANKER RESIDENTIAL RE
$6,799,000
Single Family Home
11103 BRIDGE HOUSE RD, Windermere, FL 34786
Step into timeless elegance, luxury, and sophisticated living. Located in the exclusive man-gated community of Lake Butl...
Listed by Ayoub Aitelhaj THE SIMON SIMAAN GROUP
$1,630,000
Single Family Home
11923 LAKE BUTLER BLVD, Windermere, FL 34786
Nestled on one of Windermere's most desirable streets, this charming home offers a rare opportunity to enjoy small-town ...
Listed by Bo Julian JULIAN PROPERTIES, INC.
$375,000
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 Jorge Martinez, Jr KELLER WILLIAMS CLASSIC
$6,800,000
Single Family Home
9259 TIBET POINTE CIR, Windermere, FL 34786
Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-g...
Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC
$1,114,990
Single Family Home
14261 CREST PALM AVE, Windermere, FL 34786
One or more photo(s) has been virtually staged. The Ellington II floor plan offers a modern, spacious two-story layout i...
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC
$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 Bo Julian JULIAN PROPERTIES, INC.
$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 Monica Lochmandy ISLEWORTH REALTY LLC
$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 Carolyn Cook DALTON WADE INC
$500,000
Single Family Home
8160 IRON MOUNTAIN TRL, Windermere, FL 34786
BUYDOWN YOUR INTEREST RATE WITH $5000 SELLER'S CREDIT! ENERGY EFFICIENT HOME nestled in the highly desirable Windermere ...
Listed by Francine Arroyo Santowski BHHS FLORIDA REALTY
$1,600,000
Single Family Home
11056 CLIPPER CT, Windermere, FL 34786
Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2...
Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC
$549,900
Single Family Home
7349 ELLA LN, Windermere, FL 34786
JUST REDUCED!!!! Live just 2 miles from Magic Kingdom and enjoy nightly views of the fireworks from your own backyard! T...
Listed by Jason Nagassar CASTLE REALTY PROFESSIONAL GROUP LLC
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