Windermere Real Estate - Search All Windermere Homes & Condos for sale

A highly sought after place to live, Windermere, FL is steeped in a rich history that helps give the town its modern charm.

Founded in 1887, Windermere prides itself on many of its historical sites, from its Town Hall (built from 1922-1924), which began as The Women's Club, to Cal Palmer's office Building (completed in 1911), to the Parramore House, also known as the Historic 1890 Windermere Schoolhouse, which became the first school in the Town of Windermere.

13533 Magnolia Park Court, Windermere image

13533 Magnolia Park Court, Windermere $585,000

Executive custom pool home in gated Magnolia Park of Windermere. Minutes to the 429, Disney, Butler Chain of Lakes and Fowler Groves mall. This 4/3 single story home sits...

4 Beds
3 Baths
Magnolia Park Of Windermere SubDv.
34786 Zip Code

3466 Bay Meadow Ct, Windermere $535,000

Great property located in the desirable community of Lake Butler Estates in the Town of Windermere Among the Lakes on a 1+ acre lot on a cul-de-sac. The home has 4 bedro...

4 Beds
2.5 Baths
Lake Butler Estates SubDv.
34786 Zip Code

9013 Horizon Pointe Trail, Windermere image

9013 Horizon Pointe Trail, Windermere $495,000

A MUST SEE, located in an exclusive and fast growing area of Windermere. A 5 bed/ 4 bath of a great floor plan with a large gourmet kitchen ready for your entertainment. ...

5 Beds
4 Baths
Windermere Trls Ph 5a SubDv.
34786 Zip Code

8342 Vivaro Isle Way, Windermere $487,000 ▼

Under Construction until early-February. Second image depicts actual exterior color scheme. Located close to 429, Disney and Hamlin Shops, this inviting ENERGY STAR Certi...

4 Beds
3 Baths
Windermere Isle SubDv.
34786 Zip Code

6038 Golden Dewdrop Trail, Windermere image

6038 Golden Dewdrop Trail, Windermere $559,999

This smart home lets you control the lights, thermostat, whole-house audio, projector for the 120” screen, & pool from your phone and also has CAT-6 wiring + Gb internet ...

4 Beds
3.5 Baths
Windermere Landings SubDv.
34786 Zip Code

6420 Montclair Bluff Lane, Windermere image

6420 Montclair Bluff Lane, Windermere $417,000

Built in 2002, this Windermere one-story is located in a well-kept neighborhood and offers granite kitchen countertops, and a three-car garage. This home is a part of th...

4 Beds
3 Baths
Glenmuir 48 39 SubDv.
34786 Zip Code

6013 Caymus Loop, Windermere $625,000

Luxury living awaits in this pristine 24-hour guard gated golf community of Keenes Pointe. Situated on one of the best lots on Caymus Loop, this sought after three-way s...

5 Beds
4 Baths
Keenes Pointe SubDv.
34786 Zip Code

7461 Lake Albert Drive, Windermere image

7461 Lake Albert Drive, Windermere $889,000

Paradise at The Point! This property on the Lake Burden is a great opportunity to Living in magnificent place. buy a great home , 6 bedrooms, 5 bathrooms, with a large pa...

6 Beds
5.5 Baths
Lake Burden South Ph 2 SubDv.
34786 Zip Code

6318 Lake Burden View Dr., Windermere image

6318 Lake Burden View Dr., Windermere $799,000

Stunning home located on a 0.31-acre lot in one of Central Florida’s finest neighborhoods, Keene’s Pointe. The interior of this home boasts a serene and classy atmosphere...

4 Beds
4 Baths
Keenes Pointe SubDv.
34786 Zip Code

6022 Blakeford Drive, Windermere $799,000

LOVELY WELL MAINTAINED AND CHARMING HOME ON BEAUTIFUL GOLF COURSE LOT AND OAK LINED STREET IN KEENE'S POINTE. Open, homey, comfortable, meticulously maintained, pride in ...

4 Beds
4 Baths
Keenes Pointe SubDv.
34786 Zip Code

11823 Otterbrooke Trail, Windermere image

11823 Otterbrooke Trail, Windermere $629,900

This home shows better than a model with lots of upgrades. The “Thoreau” built by Meritage features a tile roof, spacious Kitchen with huge island, granite counter tops, ...

4 Beds
3.5 Baths
Windermere Trails Phase 1c SubDv.
34786 Zip Code

13732 Eden Isle Boulevard, Windermere image

13732 Eden Isle Boulevard, Windermere $435,000

This beautiful home is located in Eden Isle, a highly sought after gated-community known for it's "A" rated schools, jogging trails, playgrounds and access to major shopp...

4 Beds
2.5 Baths
Eden Isle SubDv.
34786 Zip Code

11056 Bayshore Drive, Windermere $1,150,000

Windermere Estate lot on the pristine Butler Chain of Lakes. Create the home of your dreams for entertaining with a beautiful view of Little Lake Down opening into Lake ...

Lake Down Estates SubDv.
34786 Zip Code

1136 Lake Whitney Drive, Windermere image

1136 Lake Whitney Drive, Windermere $1,695,000

Welcoming, Unique and Richly designed VILLA D'ESTE. From the Grand Entryway to the most tasteful customized chef’s style kitchen to the Unobstructed views of the Wonderfu...

4 Beds
5.5 Baths
Reserve At Belmere Ph 02 48 144 SubDv.
34786 Zip Code

2959 Marquesas Court, Windermere $874,900

1+ acre home in gated Lake Crescent Reserve in Town of Windermere proper. 2 Generic generators & FIVE HVAC units! Gourmet kitchen- DACOR 48" range 6 burners/2 ovens, SUBZ...

4 Beds
4 Baths
Butler Bay SubDv.
34786 Zip Code

5181 Latrobe Drive, Windermere $1,395,000

This sensational property is located on the 4th hole of the world famous Isleworth Golf and Country Club. Completely renovated in 2016. This home has an open floor plan! ...

4 Beds
3.5 Baths
Isleworth SubDv.
34786 Zip Code

1907 Westover Reserve Boulevard, Windermere image

1907 Westover Reserve Boulevard, Windermere $589,000

Within the gated community of Westover Reserve, this custom-built, 4 bedroom, 3 bathroom, pool home features a large master bedroom with spacious walk-in closet with cust...

4 Beds
3 Baths
Westover Reserve Ph 02 SubDv.
34786 Zip Code

6908 Trellis Vine Loop, Windermere image

6908 Trellis Vine Loop, Windermere $525,000

Newly Built in 2015, this Bedford II Model within the Windstone community in Windermere, quickly catches your eye with detailed curb appeal, and impressive features all...

5 Beds
4.5 Baths
Windstone SubDv.
34786 Zip Code

12809 Water Point Boulevard, Windermere image

12809 Water Point Boulevard, Windermere $1,200,000

Motivated Seller! Exclusive gated community! Spectacular sunrises greet you each morning from this stunning Windermere Lakefront home offering 4 bedrooms and 4 baths on ...

4 Beds
4 Baths
Waterford Pointe Ph 2 Rep SubDv.
34786 Zip Code

8260 Procida Isle Lane, Windermere image

8260 Procida Isle Lane, Windermere $424,000 ▼

Under Construction until mid-February. Second image depicts actual exterior color scheme. Located close to 429, Disney and Hamlin Shops, this inviting ENERGY STAR Certifi...