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408 Properties Available In 34786
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,999,900
Single Family Home
11954 PROVINCIAL WAY, Windermere, FL 34786
On a private lakefront lot, Arthur Rutenberg designed a custom home with an open floor plan. There are four bedrooms in ...
Listed by COLDWELL BANKER REALTY


$598,000
Townhouse
10765 VILLAGE LAKE RD, Windermere, FL 34786
FORMER MODEL HOME w/ tons of DESIGN ELEMENTS!!** MODERN & UPDATED 4BD/3.5BA TOWNHOUSE with a private SALT WATER POOL, DO...
Listed by JWJ REALTY LLC


$13,000
Single Family Home
11051 CONISTON WAY, Windermere, FL 34786
Highly sought after custom home in Reserve at Lake Butler Sound. Beautiful iron arched double doors welcome you to an op...
Listed by SOUTHERN REALTY GROUP LLC


$10,000
Single Family Home
3414 COCARD CT, Windermere, FL 34786
Welcome to your dream home in one of Windermere's most exclusive communities. This stunning Colonial-style estate spans ...
Listed by RUSSU REALTY & ASSOCIATES PA


$2,500
Condo
8192 BOAT HOOK LOOP #305, Windermere, FL 34786
Luxurious third-floor corner unit in Windermere, Florida: 3-bedroom, 2-bathroom with spacious family room. Building has ...
Listed by TWIN HOMES REALTY


$799,000
Single Family Home
6799 HELMSLEY CIR, Windermere, FL 34786
Welcome to 6799 Helmsley Circle, a stunning 4-bedroom, 3.5-bathroom home in the charming Preston Square community in Win...
Listed by KARDOSH REALTY


$1,650
Townhouse
8708 VIA TAVOLERIA WAY, Windermere, FL 34786
WINDERMERE-FURNISHED 1 BEDROOM, 1 BATH, GARAGE APARTMENT WITH FULL KITCHEN, SEPARATE ENTRANCE AND 1 PARKING SPOT IN THE ...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$3,150,000
Single Family Home
5243 W LAKE BUTLER RD, Windermere, FL 34786
One or more photo(s) has been virtually staged. Stunning Windermere Lakefront Retreat on the Butler Chain. Experience th...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$720,000
Single Family Home
8498 POWDER RIDGE TRL, Windermere, FL 34786
Paradise Meets Location! Stunning Bungalow in Windermere Trails! Discover the perfect blend of luxury, location, and out...
Listed by OLYMPUS EXECUTIVE REALTY INC


$425,000
Townhouse
7407 RIPPLEPOINTE WAY, Windermere, FL 34786
Discover this beautiful 3-bedroom, 2.5-bath townhome in the desirable Lake Burden community of Windermere. This spacious...
Listed by ON ME REALTY


$5,800
Single Family Home
11538 DELWICK DR, Windermere, FL 34786
GEt $100 off your lease if signed prior to May 1st, 2025. LAWN and POOL care are included. The Reserve at Belmere is on...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$4,495,000
Single Family Home
801 W 2ND AVE, Windermere, FL 34786
Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptional Windermere estate. On one ...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$1,050,000
Single Family Home
9548 CROWN PRINCE LN, Windermere, FL 34786
Under contract-accepting backup offers. Welcome to this charming one-owner, custom-built Windsor Hill estate, perfectly ...
Listed by COLEDEV REAL ESTATE LLC


$3,100
Single Family Home
9110 PALM TREE DR, Windermere, FL 34786
Wonderful renovated property located in the Silver Woods community. This three bedroom two bath pool home has a split fl...
Listed by SMART SOLUTIONS REALTY LLC


$2,170,000
Single Family Home
1984 WINDERMERE RD, Windermere, FL 34786
Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO H...
Listed by KELLER WILLIAMS WINTER PARK


$770,000
Single Family Home
9272 GOTHA RD, Windermere, FL 34786
Under contract-accepting backup offers. This is a rare opportunity to own a truly special property in Windermere—on the ...
Listed by RE/MAX PRIME PROPERTIES


$1,450,000
Single Family Home
3326 BUTLER BAY DR N, Windermere, FL 34786
Under contract-accepting backup offers. ***Seller Price Reduction so Buyer Gain*** Introducing a Modern Mediterranean Ma...
Listed by BOARDWALK REALTY, LLC


$929,900
Single Family Home
2746 PARK ROYAL DR, Windermere, FL 34786
New Roof being installed next week! Nestled in the esteemed Windsor Hill community of Windermere you will discover a di...
Listed by ERA GRIZZARD REAL ESTATE


$2,700
Townhouse
7346 BRIGHTLAND ST, Windermere, FL 34786
BEAUTIFUL TOWNHOME with A rated schools! Features 3 bedrooms,2.5 bathrooms & 2 car garage. Beautiful kitchen including g...
Listed by REALTY HUB


$3,600,000
Single Family Home
6208 WINTER GARDEN VINELAND RD, Windermere, FL 34786
One or more photo(s) has been virtually staged. Under Construction. We present a luxury residence in Windermere, Florida...
Listed by WRA BUSINESS & REAL ESTATE


$1,495,000
Single Family Home
11521 CAMDEN PARK DR, Windermere, FL 34786
Nestled within the highly sought after guard-gated community of Keene's Pointe, this meticulously maintained 5-bedroom, ...
Listed by KELLER WILLIAMS REALTY AT THE PARKS


$2,999
Single Family Home
5612 REMSEN CAY LN, Windermere, FL 34786
Welcome to this beautiful 4-bedroom, 2.5-bath home in the heart of Windermere, perfect for families looking for comfort,...
Listed by 407 PROPERTIES


$2,500
Townhouse
12979 CALDERDALE AVE, Windermere, FL 34786
Come check this beautiful, extremely well located Townhouse. ready to move in 3 Bedrooms, 2 and 1/2 Baths Walking distan...
Listed by LPT REALTY, LLC


$3,248,000
Single Family Home
6030 GREATWATER DR, Windermere, FL 34786
**Stunning 6-Bedroom Home in beautiful Keenes Pointe!** <br> <br>This home is truly unique offering full oversized 6-bed...
Listed by REAL BROKER, LLC
