Windermere Homes with Private Pool type

Welcome to Windermere, Florida, a picturesque town nestled in the heart of Orange County. Known for its stunning lakes, lush landscapes, and charming small-town atmosphere, Windermere offers a unique blend of luxury and tranquility. Just a stone's throw away from the bustling city of Orlando, residents enjoy the perfect balance of serene living and easy access to vibrant urban amenities.

Windermere is renowned for its beautiful neighborhoods, where tree-lined streets and well-maintained parks create an inviting community spirit. The town is home to several highly-rated schools, making it an ideal location for families looking to settle down in a nurturing environment. With a variety of local shops, gourmet restaurants, and recreational activities at your fingertips, Windermere truly has something for everyone.

One of the most sought-after features in Windermere's real estate market is homes with private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day or host unforgettable gatherings with friends and family. These stunning properties often boast spacious layouts, modern amenities, and beautifully landscaped outdoor spaces, making them perfect for both relaxation and entertainment.

Whether you’re looking for a cozy retreat or a luxurious estate, Windermere's homes with private pools offer the ultimate in comfort and convenience. Dive into the Florida lifestyle and explore the exceptional real estate options available in this enchanting town. Your dream home awaits in Windermere—where every day feels like a vacation!

Newest Windermere Homes with Private Pool type

11727 Delwick Drive, Windermere $875,000

This beautifully maintained 4 Bedroom, 3-Bath Pool home is located in a desirable 24-hour guard-gated Windermere community. Offering a spacious and versatile floor plan, ...

4 Beds
3 Baths
Reserve/Belmere Ph 04 SubDv.
34786 Zip Code

4906 Aviva Garden Court, Windermere image

4906 Aviva Garden Court, Windermere $3,850,000

Welcome to an exceptional estate built in 2016 by Wyatt, nestled within the prestigious guarded gates of Isleworth. Ideally situated in the intimate Gardens of Isleworth,...

4 Beds
6 Baths
Isleworth SubDv.
34786 Zip Code

6113 Grosvenor Shore Drive, Windermere image

6113 Grosvenor Shore Drive, Windermere $6,950,000

Set behind the guarded gates of Keene's Pointe, lies this masterfully crafted 7-bedroom, 8-bath lakefront estate by Stonebridge Custom Homes presenting an extraordinary o...

7 Beds
8 Baths
Keenes Pointe SubDv.
34786 Zip Code

9310 Isleworth Gardens Drive, Windermere image

9310 Isleworth Gardens Drive, Windermere $3,595,000

Set within the Gardens of Isleworth, an intimate enclave of custom homes surrounded by lush gardens, water features, bridges and walking paths, this elegant single-story ...

3 Beds
5 Baths
Isleworth SubDv.
34786 Zip Code

6120 Greatwater Drive, Windermere $3,999,000

Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 1...

5 Beds
6 Baths
Keenes Pointe SubDv.
34786 Zip Code

11532 Waterstone Loop Drive, Windermere image

11532 Waterstone Loop Drive, Windermere $2,350,000

SINGLE STORY LIVING and PRIVATE PEDESTRIAN-GATED ACCESS to WINDERMERE PREPARATORY SCHOOL from within the community distinguish this custom Waterstone home. Built in 2014 ...

4 Beds
6 Baths
Waterstone SubDv.
34786 Zip Code

12721 Jacob Grace Court, Windermere image

12721 Jacob Grace Court, Windermere $1,488,000

Welcome to 12721 Jacob Grace Court, an exceptional residence nestled within the highly sought-after gated enclave of Tildens Grove in Windermere. Ideally positioned on a ...

4 Beds
4 Baths
Tildens Grove Ph 01 47/65 SubDv.
34786 Zip Code

6126 Payne Stewart Drive, Windermere image

6126 Payne Stewart Drive, Windermere $3,250,000

Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, e...

3 Beds
4 Baths
Isleworth SubDv.
34786 Zip Code

5186 Vardon Drive, Windermere $4,395,000

Set along the front nine of Isleworth’s championship golf course, the 4,739-square-foot residence has been beautifully reimagined, pairing a grand architectural presence ...

6 Beds
6 Baths
Isleworth SubDv.
34786 Zip Code

13738 Eden Isle Boulevard, Windermere image

13738 Eden Isle Boulevard, Windermere $540,000

This 4-bedroom, 2-bath pool home in the gated community of Eden Isle offers approximately 2,020 square feet of single-story living with an open floor plan, high ceilings,...

4 Beds
2 Baths
West Point Commons SubDv.
34786 Zip Code

9343 Tibet Pointe Circle, Windermere image

9343 Tibet Pointe Circle, Windermere $7,450,000

Located directly on Lake Tibet within the guard-gated community of Keene’s Pointe, this extensively updated Stonebridge custom residence blends Mediterranean-inspired arc...

7 Beds
10 Baths
Keenes Pointe Unit 03 46/104 SubDv.
34786 Zip Code

9010 Reflection Pointe Drive, Windermere image

9010 Reflection Pointe Drive, Windermere $945,000

Located in the desirable Windermere Trails and less than 15 minutes from Magic Kingdom, this immaculate four-bedroom 3.5-bath pool home offers an exceptional combination ...

4 Beds
4 Baths
Windermere Trails SubDv.
34786 Zip Code