Homes for Sale with a Pool in Windermere, FL

159 homes

Price drop

8336 Boyla Ct, Windermere, FL 34786

Get ready to enjoy the lake lifestyle in your custom estate poised on a cul-de-sac lot with 110 feet of pristine shoreline on Lake Burden. Recently underwent a $1 million remodel. This masterpiece of...

11954 Provincial Way, Windermere, FL 34786

Luxurious Lakefront Oasis with Private Pool and Spa in Exclusive Windermere Community. Nestled within the prestigious gates of the Reserve at Belmere, this masterfully crafted Arthur Rutenberg estate...

2119 Willow Brick Rd, Windermere, FL 34786

Welcome Home! You will fall in love with this exquisite home located in the highly sought after Willows of Lake Rhea subdivision located in the hear of Windermere. This house is on .71 acers of pure...

8738 Iron Mountain Trl, Windermere, FL 34786

One or more photo(s) has been virtually staged. This executive home is nestled in the pristine Windermere Trails subdivision. Featuring 4 bedrooms, 3.5 baths, a flex office space, and a chef's kitche...

9832 Laurel Valley Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three-level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 squar...

3036 Seigneury Dr, Windermere, FL 34786

4-bedroom and 4 Bathroom and 4 car garage with a media room and a dedicated office. This custom-built home, lovingly maintained and build from the heart by the original owners. Luxurious Modern Medit...

13712 Summerport Village Pkwy, Windermere, FL 34786

Your Dream Townhome in Sought-After Windermere!, Exceptional 3-bed, 2.5-bath in Vineyards of Horizon West! Modern open floor plan seamlessly blends living & dining areas into a gourmet kitchen with s...

6215 Little Lake Sawyer Dr, Windermere, FL 34786

Looking for a move-in ready lakefront custom home in Windermere? Then look no further. This 6 bedroom, 4 full bath home with huge bonus room, pool and spa, sits on tranquil Little Lake Sawyer. With...

4029 Isabella Cir, Windermere, FL 34786

BACK ON MARKET...BUYERS COULD NOT CLOSE. CURRENT APPRAISAL AND INSPECTION AVAILABLE! Elevate your living experience in this exquisite Windermere home, located in the prestigious gated Casabella neig...

9058 Reflection Pointe Dr, Windermere, FL 34786

OPPORTUNITY ALERT! Price Reduced by $20,000! This incredible home just had a price drop of $20,000, and it won’t be available for long! Spacious Beautiful 2-story 4 bath large home built in 2015 w...

1516 Hempel Ave, Windermere, FL 34786

Pre-Construction. To be built. Stunning Luxury Home in Windermere by Supreme Construction Welcome to your dream home in the Windermere community! This exquisite property, built by the renowned Supre...

11514 Via Lucerna Cir, Windermere, FL 34786

Welcome to your new home in the highly desirable Belmere Village community in Windermere! This beautiful home has been freshly painted and features a lovely mix of tiled and hardwood floors. You'll l...

6845 Valhalla Way, Windermere, FL 34786

Experience timeless elegance combined with the tranquil ambiance of the golf course in this magnificent 5BR/5Full baths/2-half bath French Country Custom Home in Keene's Pointe, a guard-gated golf c...

13161 Lake Butler Blvd, Windermere, FL 34786

Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand e...

6030 Greatwater Dr, Windermere, FL 34786

Great Price Improvement! Welcome to the epitome of luxury living in the prestigious Keene's Pointe Community. This exclusive pool home combines elegance, sophistication, and tranquility in one capti...

9621 Windy Ridge Rd, Windermere, FL 34786

Under Construction. One or more photo(s) has been virtually staged. Welcome to your opulent retreat nestled in the heart of elegance! Building by Supreme International Construction one of the most r...

6443 Cartmel Ln, Windermere, FL 34786

Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting...

5507 Worsham Ct, Windermere, FL 34786

Presenting one of Isleworth’s most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of ...

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Homes for Sale with a Pool in Windermere, FL

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