Windermere Homes for Sale

Orange County has a stunning reputation for its high-end communities that provide exceptional amenities to its residents. The Orange County community of Windermere has a population of 2,500 and is located in the Orlando-Kissimmee Metropolitan area. Windermere has the appeal of being a small, safe, cozy town with convenient access to the big city. MAny Windermere residents use the neighborhood as a bedroom town, or in other words a place that residents typically travel outside of to work. Since the year 2000 Windermere has seen significant growth due to its ideal location.

The town of Windermere became established in the year 1925 and was approximately 1.57 square miles but after the annexed community of Butler Bay in 2007, Windermere became slightly larger. Windermere sees a ton of fluctuations in population due to the large number of tourists that travel through to visit Orlando, however, Windermere als benefits from tourists for several reasons. Reason number one: The beautiful historic buildings that line the streets in Windermere making it not only a picturesque place to live and visit but a historically fascinating place as well. For example, The Windermere Town Hall is located on Main street and is also known as the Old Windermere Women’s Club. Another place is the 1890 Windermere School also known as the Armstrong-Parramore House.

Wondering what types of homes are for sale in Windermere? Houses for purchase here vary in size, price, age etc. but come in all forms whether you are looking for a luxurious home or a small simple one. Homes in Windermere can range in price anywhere from $250,000 to over $1 million. The cozy town of Windermere is not only stunning but it is also a wonderful place to raise a family. The Orange County School District provides excellent educators and mentors to guide children through the challenges of a variety of subjects. There is much to be said on the quality and appearance of Windermere but another noteworthy subject is recreation. There are so many community events like art shows and parades that residents are encouraged to attend but there are also a wide variety of activities that all residents and visitors alike can take advantage of. Windermere is extremely close to Butler Bay Recreational Area where visitors may hike, bike, swim and so much more! If you would like more information or help finding a home in Windermere, Florida, please don’t hesitate to contact us today!

Latest Windermere Homes and Condos for Sale

2807 Butler Bay Drive N, Windermere image

2807 Butler Bay Drive N, Windermere $1,950,000

Captivating Sunrise views greet the Morning at this Elegant and Inviting Custom 2-story Windermere Waterfront Home on peaceful Lake Crescent. This exquisite 5 Bedroom, 4 ...

5 Beds
4.5 Baths
Butler Bay, Windermere Club SubDv.
34786 Zip Code

6308 Clearmeadow Court, Windermere image

6308 Clearmeadow Court, Windermere $679,900

WILL NOT LAST LONG!!!WONDERFUL WINDERMERE!!! Move in Ready & the only only home for sale in this great Glenmuir community under 1 MILLION. Beautiful pool home in sough...

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

2012 Bellamere Court, Windermere $2,950,000

This former model home of beautiful Bella Vita Estates in Windermere will take your breath away. The property is loaded with tons of upgrades and is move in ready. Resort...

5 Beds
5.5 Baths
Bella Vita Estates SubDv.
34786 Zip Code

9204 Tibet Pointe Circle, Windermere image

9204 Tibet Pointe Circle, Windermere $2,400,000

Stunning Keene's Pointe home! Everything you are looking for in a custom home. Built by Stonebridge, this home has plenty of space for everyone and everything. The first ...

5 Beds
4.5 Baths
Keenes Pointe 46/104 SubDv.
34786 Zip Code

5054 Sawyer Cove Way, Windermere $2,900,000

Welcome to your MODERN CUSTOM HOME in the exclusive Sawyer Sound neighborhood! This rare single-story Cam Bradford masterpiece boasts WALL TO WALL MARBLE FLOORING, seamle...

5 Beds
6.5 Baths
Sawyer Sound SubDv.
34786 Zip Code

12981 Borland Street, Windermere — 12981 $370,000

Charming 2 Bed, 2.5 Bath Townhouse in the desirable Wickham Park Community in Windermere. This immaculate 2-bedroom, 2.5-bathroom townhouse offers an exceptional blend of...

2 Beds
2.5 Baths
Wickham Park 04 05 06 09 10 11 12 01 SubDv.
34786 Zip Code

11515 Delwick Drive, Windermere $899,000

Ideally situated within the guard gated community of RESERVE AT BELMERE, presenting this stunning 4 bedroom, 3 bathroom home set out over ONE LEVEL and nestled on a prime...

4 Beds
3 Baths
Reserve At Belmere Ph 03 51 01 SubDv.
34786 Zip Code

11355 Windermere Road, Windermere $990,000

Step inside this welcoming Windermere home, sitting on almost 1 acre, with endless possibilities! Located in one of the most sought-after zip codes, homes like these do ...

5 Beds
3 Baths
34786 Zip Code

8418 Kemper Lane, Windermere $1,400,000

Check out this gorgeous Keene’s Pointe stunner! This 5 bedroom and 4 bathroom meticulously cared for home is located on a quiet, tree lined cul-de-sac. This home features...

5 Beds
4 Baths
Keenes Pointe Ut 1 SubDv.
34786 Zip Code

1220 Lake Whitney Drive, Windermere image

1220 Lake Whitney Drive, Windermere $2,199,000

Well-thought through floor plan with many custom features. Located in Windermere, this home offers 6 bedrooms of which the master and guest room are downstairs, 7 baths, ...

6 Beds
7 Baths
Reserve At Belmere Ph 02 48 144 SubDv.
34786 Zip Code

202 E 5th Avenue, Windermere $889,900

Don't miss the opportunity to make this charming one story residence located on a corner lot in downtown Windermere your own! Never before on the market! Amazing location...

3 Beds
2 Baths
Windermere Rep SubDv.
34786 Zip Code

306 Oakdale Street, Windermere $800,000

The Furnished Pictures are Virtually Staged - No HOA - Spacious 3 Bedroom 2.5 Bath Block home on a Large Corner Lot in Downtown Windermere - Also has a 22x12 Space on the...

3 Beds
3.5 Baths
Windermere Town SubDv.
34786 Zip Code

13300 Abuela Alley, Windermere — Na $495,000

Amazing views of Disney Fireworks every night! This exclusive 3 Bedroom/2.5 Bath Mattamy Town Home is offering a two car garage with rear entry. The new tenant will love ...

3 Beds
2.5 Baths
Legado SubDv.
34786 Zip Code

1077 Lascala Drive, Windermere $629,900

Welcome to this inviting 3 bed, 2 bath home in the highly sought after gated community of Belmere Village. Spanning over 2500+ sq ft, this remarkable floor plan offers th...

3 Beds
2 Baths
Belmere Village G2 SubDv.
34786 Zip Code

8256 Maritime Flag Street Unit 1715, Windermere image

8256 Maritime Flag Street Unit 1715, Windermere — 8256 $384,900

GREAT LOCATION in Windermere! Close to theme parks, restaurants, shopping areas, schools and major highways. This beautiful unit is located on the 2nd floor next to buil...

3 Beds
2 Baths
Lakeside/Lks/Windermere Ph 17 SubDv.
34786 Zip Code

5174 Vardon Drive, Windermere $5,975,000

With gorgeous Classical Revival architecture, this estate sits on a coveted corner lot within the gates of Isleworth Golf & Country Club. Boasting over 10,000 square feet...

6 Beds
7.5 Baths
Isleworth SubDv.
34786 Zip Code

9111 Outlook Rock Trail, Windermere image

9111 Outlook Rock Trail, Windermere $1,179,000

This exquisite Windermere Trails home offers luxurious finishes and a gorgeous living space. The beautiful backyard offers a sparkling swimming pool, covered and spacious...

5 Beds
3.5 Baths
Windermere Trails SubDv.
34786 Zip Code

6200 Winter Garden Vineland Rd, Windermere image

6200 Winter Garden Vineland Rd, Windermere $960,000

LOCATION LOCATION LOCATION!! This custom-built home features 2336 sq ft with 4 bedrooms, 3.5 baths, and was renovated recently with new wood flooring, new tile, new inter...

4 Beds
3.5 Baths
Landings At Lake Sawyer SubDv.
34786 Zip Code

13413 Hopkinton Court, Windermere $650,000

Discover the epitome of luxury living in this stunning cul-de-sac Windermere residence, just minutes away from the enchanting world of Disney! 4 spacious bedrooms offer...

4 Beds
3.5 Baths
Lakes/Windermere-Peachtree SubDv.
34786 Zip Code

12749 Garridan Avenue, Windermere $585,000 ▼

Amazing and Beautiful Corner Property !!!! It has 4 Bedrooms 4/1Bathrooms, with an incredible location, location, location at Windermere. All rooms and bathrooms are u...

4 Beds
4.5 Baths
Wickham Park SubDv.
34786 Zip Code

13203 Zori Lane, Windermere $624,900

Beautiful house, located in the heart of Windermere! Spacious 4 bedroom home has lots of upgrades including NEW ROOF, NEW AC, washer & dryer and new dishwasher. House is ...

4 Beds
2 Baths
Providence Ph 01 SubDv.
34786 Zip Code

11334 Camden Loop Way, Windermere $1,250,000

Absolutely turn-key home in the much desired area of Camden in the country club Windermere community of Keene’s Pointe. This 4 bedroom, 3 bath home with a pool and three ...

4 Beds
3 Baths
Keenes Pointe SubDv.
34786 Zip Code

311 E 8th Avenue, Windermere $1,850,000

Welcome to your dream lakefront retreat in the heart of Windermere, Florida! This stunning 5-bedroom, 4-bath property is nestled on the shores of Lake Bessie, offering yo...

5 Beds
4 Baths
Windermere Town SubDv.
34786 Zip Code

8520 Greenbank Boulevard, Windermere image

8520 Greenbank Boulevard, Windermere $598,000

Welcome to your dream home! Nestled in a highly desirable area , this newly renovated gem is ready to embrace its lucky new owners. Step inside and be captivated by the ...

3 Beds
2 Baths
Lakes/Windermere-Peachtree SubDv.
34786 Zip Code

8537 Eagles Loop Circle, Windermere image

8537 Eagles Loop Circle, Windermere $1,950,000

Welcome to a truly exceptional custom home nestled in the sought after Country Club community of Keene's Pointe, a Golf course community featuring The Golden Bear Club. A...