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Windermere Homes and Condos for Sale

Windermere is one of the beautiful small towns in central Florida. Established in 1889, Windermere is now home to over 3,000 people spanning just under two square miles. Future homebuyers who are looking for a house for sale in Windermere who have school-aged children can enroll them in places like Windermere Preparatory School, Windermere Elementary, Gotha Middle, and Olympia High Schools.

Upcoming homebuyers in Windermere have access to nearly every convenience with restaurants, banks, grocery stores, and more in proximity to town. Homeowners are encouraged to get involved in the community and can do so while participating in outdoor movie nights, tennis camps, 5K Runs along the Lakes, joining one of the boards or committees, or through volunteerism. Active residents are able to visit the local beaches, play with loved ones at Central Park, and walk or bike the winding Windermere trails. Windermere residents are just miles from the magic of Disney World, and all that greater Orlando has to offer.

Windermere real estate in Florida allows homebuyers the opportunity to find a lakefront property along Lakes Down, Butler, or Bessie. Waterfront homes in Windermere welcome homebuyers with as many as five bedrooms across between 2,000-6,000+ square feet of private living space. Modern amenities intrigue homebuyers and uninterrupted views of the fireworks from Disney’s EPCOT illuminate the nights’ sky for residents in Windermere, Florida. If you are interested in purchasing one of the lovely Windermere condos or homes for sale in Florida, please contact us today.

Newest Windermere Homes and Condos for Sale

12675 Hawkstone Drive, Windermere $984,900

Gorgeous 4 bed 4 bath lakefront home in the heart of Windermere! Enjoy breathtaking views of Lake Sawyer! New hardwood flooring and stone throughout. Gourmet kitchen with...

4 Beds
4 Baths
Lakes Windermere Ph 01 49 108 SubDv.
34786 Zip Code

11060 Ullswater Lane Unit 2, Windermere image

11060 Ullswater Lane Unit 2, Windermere $490,000

We are proud to offer this gorgeous oversized homesite (.83 acres) as the perfect location for your dream custom home! This prestigious homesite is very unique because it...

Reserve At Lake Butler Sound SubDv.
34786 Zip Code

11557 Waterstone Loop Drive, Windermere image

11557 Waterstone Loop Drive, Windermere $2,290,000

Stunning contemporary custom home.This amazing home with a luxury view to Cypress lake.Lakefront home with breathtaking view of the lake and woods from almost every room....

5 Beds
5.5 Baths
Waterstone 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

11804 Silverlake Park Drive, Windermere image

11804 Silverlake Park Drive, Windermere $345,000

Front Porch Living in this beautiful 4 bedroom, 2 1/2 bath Windermere Trails Home. This 2-story home is situated on an oversized corner lot. As you enter the house there ...

4 Beds
2.5 Baths
Windermere Trails SubDv.
34786 Zip Code

12945 Overstreet Road, Windermere $348,800

Amazing opportunity in highly sought after Windermere community, minutes from everything set on a corner FENCED LOT. This 4 bedroom one story has no carpet and a great fu...

4 Beds
2.5 Baths
Lakes Windermere Ph 01 49 108 SubDv.
34786 Zip Code

7365 Brightland Street, Windermere image

7365 Brightland Street, Windermere — 7365 $238,750 ▼

IMMACULATE 2 Bed / 2.5 Bath / 2-Car garage townhome in the desirable Lake Burden of Windermere! Double master suite! This gorgeous home invites you inside through a stone...

2 Beds
2.5 Baths
Lake Burden South Ph I SubDv.
34786 Zip Code

8176 Jailene Drive, Windermere $495,000

Beautiful Home located in Berkshire park, Windermere !!! With 3,454 SqFt living space ,4 bedroom 3.5 bath home offers you all the comfort and luxury you are looking for...

4 Beds
3.5 Baths
Lake Sawyer South Ph 5 SubDv.
34786 Zip Code

1433 Whitney Isles Drive, Windermere image

1433 Whitney Isles Drive, Windermere $499,000

This fantastic pool home has just had a full make over - full exterior paint including 2 garage blocks, interior has new paint and carpets throughout so ready for new own...

4 Beds
3.5 Baths
Whitney Isles/Belmere Ph 02 SubDv.
34786 Zip Code

12838 Woodmere Close Drive, Windermere image

12838 Woodmere Close Drive, Windermere $425,000

You can't beat this listing if you are ready to move into Lake Sawyer South. Move in ready, FULLY FURNISHED with some exclusions (please see Realtor Only Remarks). Live w...

6 Beds
4 Baths
Lake Sawyer South Ph 05 SubDv.
34786 Zip Code

502 Jennifer Lane, Windermere $2,900,000

Undoubtedly & unequivocally one of the most unique estate homes on the Butler Chain of Lakes! This 4-story dream home was designed and built by the present owners who wer...

6 Beds
7.5 Baths
Windermere Oaks SubDv.
34786 Zip Code

14269 Desert Haven Street Unit 3401, Windermere image

14269 Desert Haven Street Unit 3401, Windermere $290,000

This a Beautiful townhome in gated Oasis Cove.you can see the Disney Fireworks. HOA includes, cable, pest control, water, termite bond, landscaping, pool and fitness cen...

3 Beds
2.5 Baths
Oasis Cove Ii/Lakeside Village X SubDv.
34786 Zip Code

11521 Camden Park Drive Unit 1, Windermere image

11521 Camden Park Drive Unit 1, Windermere $695,000

Beautiful 5 bedroom 5 bath two story house immediately available in guard gated Keenes Pointe golf community! Highly sought after Camden Village section of Keenes Pointe ...

5 Beds
4.5 Baths
Keenes Pointe Unit 8 SubDv.
34786 Zip Code

5025 Latrobe Drive, Windermere $1,750,000

Nestled within the main gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers a fabulous location along the front nine. An impre...

4 Beds
5.5 Baths
Isleworth SubDv.
34786 Zip Code

8253 Maritime Flag Street Unit 125, Windermere image

8253 Maritime Flag Street Unit 125, Windermere — 004 $218,900

Beautiful 3/2/1 villa in resort style community located in the prime location of Windermere. Community facilities include clubhouse, pools, fitness center, and other feat...