Windermere Real Estate

Welcome to Windermere, a charming city nestled in the heart of Orange County, Florida. Known for its picturesque landscapes and serene atmosphere, Windermere offers residents a peaceful escape from the hustle and bustle of city life.

Located just a short drive from Orlando, Windermere provides the perfect balance between tranquility and convenience. With its close proximity to major highways and the Orlando International Airport, residents have easy access to all the amenities and attractions Central Florida has to offer.

Windermere is renowned for its stunning natural beauty, with numerous lakes dotting the landscape. The Butler Chain of Lakes, including Lake Butler, Lake Down, and Lake Bessie, provides residents with ample opportunities for boating, fishing, and other water activities. The city is also home to several parks and green spaces, where residents can enjoy picnics, walks, and bike rides.

In addition to its natural beauty, Windermere boasts a strong sense of community. The city is known for its top-rated schools, making it an ideal place for families. The charming downtown area offers a variety of boutique shops, restaurants, and cafes, creating a vibrant and welcoming atmosphere for residents and visitors alike.

Whether you're looking for a peaceful retreat or a family-friendly community, Windermere offers the perfect blend of natural beauty, convenience, and community spirit. Come and discover all that this enchanting city has to offer.

Newest Listings in Windermere

12744 Langstaff Drive, Windermere — Na $420,000

Located in one of Windermere’s most desirable communities, this beautifully updated 3-bedroom, 2.5-bath townhouse offers the perfect blend of style, comfort, and convenie...

3 Beds
3 Baths
Lakes/Windermere-Lk Reams Twnh SubDv.
34786 Zip Code

12914 Vennetta Way, Windermere — N/A $382,000

Welcome to Berkshire Park, a highly sought-after community where timeless style, everyday comfort, and low-maintenance living come together in the heart of Windermere. Th...

3 Beds
3 Baths
Lake Sawyer South Ph 03 SubDv.
34786 Zip Code

14213 Crest Palm Avenue, Windermere image

14213 Crest Palm Avenue, Windermere $1,305,741

Virtually Staged. Under Construction. SWEETWATER H - Our beautiful huge 2 story home, located on a conservation lot, with 6 Bedrooms and 4.5 Baths. This great floor plan ...

6 Beds
5 Baths
Palms At Windermere SubDv.
34786 Zip Code

9904 Brentford Court, Windermere $2,300,000

Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of...

5 Beds
5 Baths
Keenes Pointe SubDv.
34786 Zip Code

13160 Sunkiss Loop, Windermere $675,000

Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office...

3 Beds
2 Baths
Summerport SubDv.
34786 Zip Code

6719 Valhalla Way, Windermere $4,495,000

Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious gua...

4 Beds
7 Baths
Keenes Pointe 46/104 SubDv.
34786 Zip Code

8386 Iron Mountain Trail, Windermere image

8386 Iron Mountain Trail, Windermere — Na $485,000

Welcome to this charming two-story townhome in the highly desirable Windermere Trails community! Featuring 3 bedrooms, 2.5 bathrooms, and 1,631 sq. ft. of comfortable liv...

3 Beds
3 Baths
Windermere Trls Prcl 3 SubDv.
34786 Zip Code

14125 Oasis Cove Boulevard Unit 206, Windermere image

14125 Oasis Cove Boulevard Unit 206, Windermere — 14125 $399,900

Welcome to Oasis Cove in Windermere, where this beautifully situated 3-bedroom, 2.5-bath residence offers something truly special—an unobstructed pond view and spectacula...

3 Beds
3 Baths
Oasis Cove I/Lakeside Village Ph 01 SubDv.
34786 Zip Code

13231 Roxboro Road, Windermere $599,900

Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atm...

3 Beds
2 Baths
Lake Sawyer South Ph 01 SubDv.
34786 Zip Code

5746 Oxford Moor Boulevard, Windermere image

5746 Oxford Moor Boulevard, Windermere $1,289,000

Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre...

4 Beds
3 Baths
Oxford Moor 47/30 SubDv.
34786 Zip Code

11434 Rapallo Lane, Windermere $799,500

Welcome to this exceptional two-story luxury home in one of Windermere's most sought-after communities. Situated on a beautifully landscaped 0.38-acre lot, this meticulou...

5 Beds
5 Baths
Belmere Village G2 48 65 SubDv.
34786 Zip Code

11462 Claymont Circle, Windermere $979,500

Luxury Pool Home in the Keene’s Pointe Golf Community – Windermere Nestled within the highly sought-after Keene’s Pointe golf community in the charming Town of Windermer...

3 Beds
3 Baths
Keenes Pointe SubDv.
34786 Zip Code