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67 Properties Available
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$1,225,000
Single Family Home
2828 INGEBORG CT, Windermere, FL 34786
Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from bea...
Listed by Tiffany Pantozzi ALIGN REAL ESTATE LLC
$656,625
Single Family Home
6846 HELMSLEY CIR, Windermere, FL 34786
Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the...
Listed by Nickolas Amburgey COMPASS FLORIDA LLC
$660,000
Single Family Home
6734 BRIDGEWATER VILLAGE RD, Windermere, FL 34786
LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully main...
Listed by Alexis Bress EXP REALTY LLC
$330,000
Townhouse
12748 LANGSTAFF DR, Windermere, FL 34786
Discover comfort and convenience in this beautifully maintained 2 bedrooms, 2.5 bathrooms townhome offering 1,380 sq ft ...
Listed by Steven Koleno BEYCOME OF FLORIDA LLC
$1,900
Condo
11446 JASPER KAY TER #1009, Windermere, FL 34786
This is a wonderful community offering the ultimate in resort style living with concrete block construction, elevators i...
Listed by Robert Cheng CINO INTERNATIONAL INC
$2,650
Single Family Home
12609 SALOMON COVE DR, Windermere, FL 34786
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the desirable community of West Side Village ...
Listed by Sophia Solvalu KELLER WILLIAMS CORNERSTONE RE
$2,400
Condo
8180 BOAT HOOK LOOP #304, Windermere, FL 34786
The perfect blend of comfort, convenience, and Central Florida lifestyle! This beautiful ground-floor residence offers e...
Listed by Hojin Chang RE/MAX PRIME PROPERTIES
$1,998,000
Single Family Home
2958 MARQUESAS CT, Windermere, FL 34786
This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal re...
Listed by Dianna Desboyaux EXP REALTY LLC
$2,095
Condo
11562 AMIDSHIP LN #208, Windermere, FL 34786
Freshly updated three bedroom, two full bathroom condo at Lakeside at Lakes of Windermere. Second floor unit with elevat...
Listed by Rafael Pierluisi ALFANO PROPERTY MANAGEMENT
$2,095
Condo
8156 BOAT HOOK LOOP #303, Windermere, FL 34786
Third floor condo with three bedrooms, two full bathrooms at Lakeside at Lakes of Windermere. Private corner unit with e...
Listed by Rafael Pierluisi ALFANO PROPERTY MANAGEMENT
$2,795
Single Family Home
13892 SUMMERPORT TRAIL LOOP, Windermere, FL 34786
... Move in ready... ... LAWN CARE, WASHER, and DRYER are included... ... This beautiful formal model home in Summerport...
Listed by Jennie Ho MAY HO REALTY
$1,790,000
Single Family Home
11312 SHANDON PARK WAY, Windermere, FL 34786
Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere...
Listed by Daniel Doura De Souza PREMIER SOTHEBYS INT'L REALTY
$1,490,000
Single Family Home
8375 BOWDEN WAY, Windermere, FL 34786
This charming four-bedroom, three-and-a-half-bath home in the highly sought-after Keene's Pointe community perfectly com...
Listed by Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
$329,000
Condo
8180 BOAT HOOK LOOP #106/306, Windermere, FL 34786
Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury...
Listed by Steven Ritz KELLER WILLIAMS WINTER PARK
$8,000
Single Family Home
7231 SANGALLA DR, Windermere, FL 34786
WINDERMERE LUXURY LISTING <br> <br>EXCELLENT FLOOR PLAN • GATED COMMUNITY • WINDERMERE LOCATION • RESORT-STYLE BACKYARD ...
Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC
$2,600
Single Family Home
11049 BAGLEY ALY, Windermere, FL 34786
Beautiful Two-Story Home featuring 3 bedrooms, 2.5 baths. Spacious living, dining, and kitchen area. The loft and all be...
Listed by Amanda Yuan MULTI CHOICE REALTY LLC
$4,350
Single Family Home
5426 GEMGOLD CT, Windermere, FL 34786
OWNER OFFERING 1 MONTH FREE OF RENT WITH LEASE START DATE DECEMBER 1 2025. Discover the best current value for a lakefr...
Listed by Hector Leon LPT REALTY, LLC
$3,000
Single Family Home
13094 KEGAN ST, Windermere, FL 34786
Beautifully remodeled home for rent in the highly desirable community of Windermere Sound! ? This spacious property offe...
Listed by Angela Mavarez Suarez PM ELITE REALTY LLC
$915,000
Single Family Home
9106 PANZANI PL, Windermere, FL 34786
Discover this beautiful 5-bedroom, 4-bathroom residence nestled inside the exclusive gated community of Tuscany Ridge. S...
Listed by Caitlin Dos Santos EXP REALTY LLC
$345,000
Townhouse
12716 LANGSTAFF DR, Windermere, FL 34786
One or more photo(s) has been virtually staged. NEWLY REDUCED!!LUXURY TOWNHOME LIVING IN PRIME WINDERMERE LOCATION! Call...
Listed by Ann Wargo UPSIDE REAL ESTATE INC
$4,700
Single Family Home
11837 CAVE RUN AVE, Windermere, FL 34786
Windermere Trails Home Across from Park | A-Rated Schools | <br> <br>Experience the best of Central Florida living in th...
Listed by Adam Prada US SQUARE REAL ESTATE
$3,000
Single Family Home
8153 JAILENE DR, Windermere, FL 34786
Move-in Ready. GREAT HOME in Berkshire Park Community at WINDERMERE! Cul-De-Sac. Conservation Lot without rear neighbors...
Listed by Jacky Liu YORK MILLS REALTY LLC
$2,950
Single Family Home
7231 RAMBLING WATER WAY, Windermere, FL 34786
Beautiful 3/4 Bedroom home with 2 1/2 Bath. Fenced Patio, kitchen made for entertaining, along with spacious panty and a...
Listed by Pilar Ulloa REAL ESTATE FIRM OF ORLANDO
$585,000
Single Family Home
7451 FAIRGROVE AVE, Windermere, FL 34786
WELCOME WINDEREMERE SOUND!!! A tranquil neighborhood tucked into one of Orlando's most serene suburbs—where quiet street...
Listed by Sandra Ruysam, LLC BRAZA HOMES