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.

5843 Caymus Loop, Windermere $510,000

Welcome to the luxurious and captivating neighborhood of keene's Pointe, house of the Golden Bear Club and a place where you'll enjoy world class golfing. This is a desir...

4 Beds
3 Baths
Keenes Pointe Unit 01 SubDv.
34786 Zip Code

11631 Via Lucerna Circle, Windermere image

11631 Via Lucerna Circle, Windermere $429,000

Don't miss out on this beautiful 4 bedroom 3.5 bathroom home in the Belmere Subdivision. This home features spacious rooms with plenty of natural light. The first floor i...

4 Beds
3.5 Baths
Belmere Village G-5 SubDv.
34786 Zip Code

1955 Broadleaf Court, Windermere $540,000

Located inside of Windermere Downs sits this 4 bedroom 3 bath home. Sitting on an oversized lot with boat parking the opportunities are endless. Home offers travertine an...

4 Beds
3 Baths
Windermere Downs 1st Add SubDv.
34786 Zip Code

2534 Ridgewind Way, Windermere $639,000

Located in the sought after gated community of Estates at Windermere this 5 bedroom and 4 bath pool home has all the room you need! Featuring 5 bedrooms downstairs with t...

5 Beds
4 Baths
Estates At Windermere SubDv.
34786 Zip Code

2507 Hempel Avenue, Windermere $474,500

THIS ONE WON’T LAST! Get a chance to own this 5 bedroom, 3 bathroom, pool home in the heart of Windermere with NO HOA and on approximately 1 ACRE! Conveniently located mi...

5 Beds
3 Baths
34786 Zip Code

5348 Nagami Drive, Windermere $610,000

Water in front and back. Exquisitely located and ready to move home in thought after Windermere Community of Summerport. Part of the Horizon West district. Open the front...

5 Beds
3.5 Baths
Summerport Ph 03 SubDv.
34786 Zip Code

Windermere $815,000 ▲

You will absolutely fall in love with this beauty located in Windermere, Florida ! You will be greeted with gracious curb appeal, beautiful tile roof , Gorgeous 24 by 24 ...

6 Beds
5.5 Baths
34786 Zip Code

2803 Ingeborg Court, Windermere $500,000

Tucked away in a quaint NON-HOA community of only 16 homes is an excellent opportunity to live in the famous school district (2018-2019) of Thornbrooke Elementary, Gotha ...

4 Beds
2.5 Baths
Les Terraces SubDv.
34786 Zip Code

13149 Bellaria Circle, Windermere $1,790,900

This professionally decorated transitional Florida home is well sited on an 1.25 acre lot in upscale guard gated Bellaria. Upon entering, natural light from the clerestor...

7 Beds
7 Baths
Bellaria SubDv.
34786 Zip Code

7247 Londale Blvd, Windermere $459,000

Shows like a model home! This property has been renovated and well maintained by owner. Your buyers will fall in love cooks kitchen. Floor to ceiling custom cabinetry wit...

4 Beds
3.5 Baths
Enclave/Berkshire Park B G H I SubDv.
34786 Zip Code

1140 Kelso Boulevard, Windermere $1,574,900

This elegant European architectural style custom home is beautifully sited on Lake Cypress for privacy with lovely water views. Upon entering the home the solid mahogany...

6 Beds
6 Baths
Kelso On Lake Butler SubDv.
34786 Zip Code

5945 Caymus Loop, Windermere $575,000

**ATTN: GOLFERS & BOATERS!!** Enjoy your holiday time playing 18 holes or taking a sunset cruise on the Butler Chain of Lakes... This spacious 5Bed/4.5Bath pool home is s...

5 Beds
4.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

6078 Caymus Loop, Windermere $529,900

Keene’s Pointe golf course home for SALE -- FORMER MODEL HOME WITH UPGRADED FEATURES 4 bedroom, + Office, 3.5 baths, 2 stories, single family home overlooking Green of Go...

4 Beds
3.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

6241 S Hampshire Ct, Windermere $975,000

Keene's Pointe - Enjoy country living at its finest in this custom home located on the 7th fairway of The Golden Bear Club. An 18-hole Jack Nicklaus designed course feat...

4 Beds
4.5 Baths
Keenes Pointe SubDv.
34786 Zip Code

8409 Lake Burden Circle, Windermere image

8409 Lake Burden Circle, Windermere $785,000

Beautiful custom home at Lake Burden circle in Keene's Pointe on a privileged corner lot. Amazing design and comfortable flow-through floor plan w/master bedroom in the f...

4 Beds
4 Baths
Keenes Pointe SubDv.
34786 Zip Code

10556 Park Ridge Gotha Road, Windermere image

10556 Park Ridge Gotha Road, Windermere $529,000

WINDERMERE!!! WINDERMERE!! WINDERMERE!! 1+ ACRES! A-1 ZONE DISTRICT! CIRCULAR DRIVEWAY!!Beautiful country style home! This home features 3 bedrooms, with an open floor pl...

3 Beds
2 Baths
34786 Zip Code

6115 S Hampshire Court, Windermere image

6115 S Hampshire Court, Windermere $1,500,000

Located on the 8th hole of the Golden Bear Golf Course, this spacious two-story estate home is the perfect blend of elegance and functionality. Recently updated, the cust...

5 Beds
5 Baths
Keenes Pointe SubDv.
34786 Zip Code

6206 Louise Cove Drive, Windermere image

6206 Louise Cove Drive, Windermere $1,750,000

A haven of privacy and comfort, this handsome French Country residence in Isleworth West is poised on a 1.25-acre lot offering endless room to roam the outdoors. A total ...

5 Beds
5.5 Baths
Isleworth SubDv.
34786 Zip Code

1420 Dingens Avenue, Windermere $940,000

Nearly new custom pool home on 0.63 acres with a floorplan perfect for today’s lifestyle. Completed just a few months ago, this 4 bedroom +office +bonus/ 3.5 bath home fe...

4 Beds
3.5 Baths
Gotha SubDv.
34786 Zip Code

7545 Lake Albert Drive, Windermere image

7545 Lake Albert Drive, Windermere $559,000

Live your best life in this gorgeous, spacious family pool home in a quiet community in Windermere! This high ceiling, spacious, upgraded home is nestled on a beautifully...