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324 Properties Available
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$2,725,000
Single Family Home
9648 WEATHERSTONE, Windermere, FL 34786
Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the s...
Listed by Olga Jakubowski ERA GRIZZARD REAL ESTATE
$4,299,999
Single Family Home
5500 W LAKE BUTLER RD, Windermere, FL 34786
Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-be...
Listed by John Keller, III JACK KELLER INC
$2,600,000
Single Family Home
12030 WATERSTONE LOOP DR, Windermere, FL 34786
Tropical paradise in Windermere this 5+ bedroom dream home in the high-end community of Waterstone. Spanning over 6500 S...
Listed by Elizabeth Dickinson GRANDE REALTY GROUP LLC
$1,649,000
Single Family Home
13124 FILLY CT, Windermere, FL 34786
Welcome to a rare opportunity in one of Windermere's most exquisite communities where luxury living meets farmland feel....
Listed by Marcelo Brandao HOME N OFFICES INTERNATIONAL
$439,900
Townhouse
12930 VENNETTA WAY, Windermere, FL 34786
Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community ...
Listed by Albert Viamontes Jr FLORIDA IN MOTION REALTY INC
$1,989,999
Single Family Home
13137 LAKE BUTLER BLVD, Windermere, FL 34786
Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are we...
Listed by Tricia Davis KELLER WILLIAMS REALTY SMART
$559,000
Vacant Land
1661 ROBERTS LANDING RD, Windermere, FL 34786
Windermere Lot 2.62 acres and 1 acre buildable for an incredible luxury designer estate with partial water views of Lake...
Listed by Lana Watts CHARLES RUTENBERG REALTY ORLANDO
$3,100
Single Family Home
13426 CHARIHO LN, Windermere, FL 34786
Welcome to this beautifully maintained 4-bedroom, 3-bath home with a loft and office located in a highly sought-after ga...
Listed by Courtney James LA ROSA REALTY ORLANDO LLC
$3,195,000
Single Family Home
13125 CASABELLA DR, Windermere, FL 34786
HUGE PRICE IMPROVEMENT – SELLER MOTIVATED Welcome to Your Fully Automated Home in Casabella at Windermere <br>Introducin...
Listed by Eduardo Pavone ON ME REALTY
$4,200,000
Single Family Home
11002 LAKE BUTLER BLVD, Windermere, FL 34786
Back on the Market! <br> <br>Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Lu...
Listed by Sean Oakley SERENDIPITY REALTY LLC
$8,995,000
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 Mick Night PREMIER SOTHEBY'S INTL. REALTY
$4,500
Single Family Home
12025 LAKE BUTLER BLVD, Windermere, FL 34786
Welcome to your 4-bedroom, 3-bathroom, three car garage sanctuary! As you open your beautiful door, expect to be wowed a...
Listed by Camille Simon MCO REALTY
$1,084,990
Single Family Home
14371 CREST PALM AVE, Windermere, FL 34786
One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of eleganc...
Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC
$4,899,000
Single Family Home
225 MAGNOLIA ST, Windermere, FL 34786
LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN <br>Unveiling a rare opportunity to own an architectural m...
Listed by George Doulamis COMPASS FLORIDA LLC
$4,150,000
Single Family Home
801 W 2ND AVE, Windermere, FL 34786
Priced under appraised value! Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptio...
Listed by Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY
$939,990
Single Family Home
14347 CREST PALM AVE, Windermere, FL 34786
One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of eleganc...
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC
$2,375,000
Single Family Home
409 W 2ND AVE, Windermere, FL 34786
Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner w...
Listed by Amanda Black PA UPSIDE REAL ESTATE INC
$18,500,000
Single Family Home
11900 LAKE BUTLER BLVD, Windermere, FL 34786
Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere's largest and mos...
Listed by Julie Bettosini, PA STOCKWORTH REALTY GROUP
$2,799,000
Single Family Home
6120 PAYNE STEWART DR, Windermere, FL 34786
Isleworth - nestled in Windermere, this 600-acre community, is a prestigious residential enclave nestled along the Butle...
Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC
$3,490,000
Single Family Home
13305 BELLARIA CIR, Windermere, FL 34786
In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this...
Listed by Alex Minato PREMIER SOTHEBYS INT'L REALTY
$985,000
Single Family Home
11507 CENTER LAKE DR, Windermere, FL 34786
2025 PARADE OF HOMES GRAND AWARD WINNING BUILDER | 2017 PARADE OF HOMES WINNER |CUSTOM CRAFTSMAN BUILT HOME | HIGH QUALI...
Listed by Kristy Cook EXP REALTY LLC
$432,000
Condo
8237 SERENITY SPRING DR #2605, Windermere, FL 34786
Look this immaculate unit townhouse located in the gated community of Oasis Cove in Windermere is just what you have bee...
Listed by Adriana Amorim INT'L PROFESSIONAL REALTY INC
$5,000,000
Single Family Home
4089 ISABELLA CIR, Windermere, FL 34786
Welcome to 4089 Isabella Cir. A Home Like No Other, Exquisite Custom Luxury in Casabella, Windermere, FL <br> <br>Step i...
Listed by Fernanda Negromonte NOVA REAL ESTATE SERVICES INC
$3,200,000
Vacant Land
9151 TIBET POINTE CIR, Windermere, FL 34786
Positioned on over two acres with an impressive 136 feet of pristine shoreline on the Butler Chain of Lakes, this except...
Listed by Janet Allen PREMIER SOTHEBYS INT'L REALTY
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