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298 Properties Available
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$2,500
Condo
8180 BOAT HOOK LOOP #201 l 318, Windermere, FL 34786
Fantastic three-bedroom condominium in a very popular Lakeside at Lakes of Windermere. Located on the second floor (ther...
Listed by PREMIER SOTHEBYS INT'L REALTY
$3,700
Single Family Home
11630 VIA LUCERNA CIR, Windermere, FL 34786
Home located in a gated community, with upgraded flooring in the living, dining , family room and loft area. Courtyard o...
Listed by SANTOSHI REALTY LLC
$3,100
Single Family Home
11561 CHARNOCK DR, Windermere, FL 34786
Beautiful Energy efficient single-family home, 4 bedrooms, 2.5 bath, 2 car garage, nestled in most desired community in ...
Listed by NONA LEGACY POWERED BY LA ROSA REALTY, INC
$2,700
Townhouse
7307 PENKRIDGE LN, Windermere, FL 34786
Exceptional rental opportunity now available in the Windermere Sound community! This house boasts a prime location with ...
Listed by WRA BUSINESS & REAL ESTATE
$2,600
Townhouse
13342 ABUELA ALY, Windermere, FL 34786
Beautiful Front Pond View w/ Amazing views of Disney Fireworks every night! This exclusive 3 Bedroom/2.5 offeris a two c...
Listed by ADVANCE REALTY & MANAGEMENT LLC
$2,195
Condo
8180 BOAT HOOK LOOP #330, Windermere, FL 34786
Beautifully Remodeled and Spacious Condominium located in the much sought after Windermere Area. This spacious condo bo...
Listed by ORLANDO REGIONAL PROPERTY MANAGEMENT
$2,600
Single Family Home
6816 HELMSLEY CIR, Windermere, FL 34786
This gorgeous house is located at the corner of Winter Garden Vineland road and Overstreet Road in Windermere. It has 3 ...
Listed by EAST PEARL REALTY
$550,000
Single Family Home
11615 SNAIL KITE WAY, Windermere, FL 34786
Rare Find in Windermere Landings! Luxury Living with Park Views and Unmatched Amenities <br> <br>Prepare to be impressed...
Listed by CREEGAN GROUP
$515,000
Single Family Home
13622 RIGGS WAY, Windermere, FL 34786
Under contract-accepting backup offers. Welcome to this beautiful one-story home nestled in the sought-after Enclave/Ber...
Listed by KELLER WILLIAMS REALTY AT THE LAKES
$2,595
Single Family Home
7646 BROFIELD AVE, Windermere, FL 34786
Beautiful 3/2 Spacious Home with a Screened Patio and a 2 Car Garage in Lake Sawyer South – Windermere! Available Now! L...
Listed by VERANDAH PROPERTIES INC
$2,495
Townhouse
7740 MOSER AVE, Windermere, FL 34786
Nestled in the coveted Lake Sawyer community in Windermere, this 3 bedroom, 2.5 bathroom townhome is ready to welcome yo...
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
$2,200
Townhouse
12736 LANGSTAFF DR, Windermere, FL 34786
This adorable 2 bedroom 2 bathroom town home is located across from the community pool. All bedrooms are upstairs with c...
Listed by FLORIDA REALTY INVESTMENTS
$3,995,000
Single Family Home
10230 PARK RIDGE GOTHA RD, Windermere, FL 34786
Step into unparalleled luxury with this stunning five-bedroom, five-full-bath, two-half-bath contemporary pool home, bui...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$588,000
Single Family Home
5014 WISE BIRD DR, Windermere, FL 34786
Fabulous Summerport Home with cute front porch perfect for morning coffee!! This home has been used as a vacation home w...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$555,000
Single Family Home
13832 SUMMERPORT TRAIL LOOP, Windermere, FL 34786
This beautiful Bangalow built in 2016 with 2245 sqft of living area sits on a corner lot in Windermere. It has been fres...
Listed by EXP REALTY LLC
$2,875
Townhouse
13737 BECKMAN DR, Windermere, FL 34786
This beautiful like new condition townhome boasts an open floor plan with tile throughout the first floor and wet areas ...
Listed by THE PROPERTY STOP LLC
$699,999
Single Family Home
9107 REFLECTION POINTE DR, Windermere, FL 34786
Discover the home of your dreams in this **spectacular two-story residence**, featuring 4 bedrooms and 3 bathrooms, idea...
Listed by WEALTHY REALTY, LLC
$689,000
Single Family Home
12706 BIDEFORD AVE, Windermere, FL 34786
This beautifully appointed 5-bedroom, 3-bathroom pool home offers the perfect combination of functionality and refined s...
Listed by BRIC REALTY LLC
$13,500
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
$9,950,000
Single Family Home
11103 BRIDGE HOUSE RD, Windermere, FL 34786
Exquisite Lakeside Estate with Luxurious Amenities! <br> <br>Welcome to this stunning 10,000 sq ft estate nestled on nea...
Listed by SOUTHERN REALTY GROUP LLC
$3,000
Single Family Home
13225 OVERSTREET RD, Windermere, FL 34786
Welcome home to this well-appointed Windermere gem. The floorplan offers 3 bedroom 2 bathroom plus a Bonus office area. ...
Listed by MINAMESEHALLC
$2,795
Single Family Home
8600 POWDER RIDGE TRL, Windermere, FL 34786
Available NOW! $0 Application Fee for Pre-Approved Applicants. This energy-efficient 4-bedroom, 2.5-bathroom corner home...
Listed by MILA REALTY
$1,695,000
Single Family Home
12906 WATER POINT BLVD, Windermere, FL 34786
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the crown jewel of Wa...
Listed by ALIGN REAL ESTATE LLC
$1,185,860
Single Family Home
14268 CREST PALM AVE, Windermere, FL 34786
Under Construction. This luxurious home offers a seamless blend of elegance, functionality, and modern design, thoughtfu...
Listed by SERHANT