Discover a place you'll love to live


🏡 The Windermere Lifestyle
Windermere is highly sought after for its serene environment, exceptional quality of life, and strategic location. Residents here enjoy:
Upscale Lakefront Living: The heart of Windermere's appeal lies in its stunning access to the Butler Chain of Lakes. Numerous properties boast direct lake frontage, offering opportunities for boating, watersports, and breathtaking sunset views from your own backyard.
Charming Town Feel: Unlike bustling city centers, Windermere maintains a delightful, tight-knit community atmosphere. Its historic Main Street is home to local boutiques, quaint eateries, and community events that foster a strong sense of belonging.
Top-Tier Education: Families are drawn to Windermere for its reputation for excellent, highly-rated schools, providing outstanding educational opportunities from elementary through high school.
Mix of Luxury Estates: The area features a diverse array of upscale homes, from established, sprawling estates with timeless appeal to newer, custom-built luxury communities designed for modern living.
Proximity to Orlando: Enjoy the tranquility of Windermere while remaining just a short drive from the world-class attractions, entertainment, dining, and business hubs of Orlando.
Windermere offers a rare combination: the prestige of high-value real estate and serene natural beauty, coupled with the warmth and character of a charming Florida town. It's truly a place to call home.
Frequently Asked Questions:
Where is Windermere, Florida located?
Windermere is a charming and affluent town located in Orange County, Florida, just west of Orlando. It is uniquely situated among the beautiful Butler Chain of Lakes, offering a serene environment with convenient access to metropolitan amenities.
What is the lifestyle like in Windermere?
What kind of homes are available in Windermere?
Are the schools in Windermere highly rated?
What are the Butler Chain of Lakes?
Is Windermere a gated community?
How close is Windermere to Orlando's attractions?
What is the real estate market like in Windermere?
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295 Properties for Sale In Windermere
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
6 Beds7 Baths5,709 SqFt1/91 91Active$4,199,000
12132 MONTALCINO CIR, Windermere, FL 34786
Listed by Caroline Perotti BELLA VIEW REALTY LLC

4 Beds2 Baths2,019 SqFt1/62 62Active
5 Beds7 Baths7,600 SqFt1/75 75Active$5,250,000
9733 CARILLON PARK DR, Windermere, FL 34786
Listed by Emily Lewis LAKESIDE REALTY WINDERMERE INC

4 Beds4 Baths3,365 SqFt1/51 51Pending$820,000
13212 SWANSEA AVE, Windermere, FL 34786
Listed by Kaitlin LaMacchia DENIZ REALTY PARTNERS LLC

7 Beds8 Baths10,485 SqFt1/92 92Active
5 Beds5 Baths4,716 SqFt1/32 32Active
3 Beds3 Baths2,072 SqFt1/40 40Pending$619,000
8776 CRESCENDO AVE, Windermere, FL 34786
Listed by Matt Kester THE REAL ESTATE COLLECTION LLC

3 Beds4 Baths2,720 SqFt3DActive$615,000
6626 BRIDGEWATER VILLAGE RD, Windermere, FL 34786
Listed by David Dorman CENTURY 21 CARIOTI

4 Beds3 Baths3,100 SqFt1/3 3Pending$1,174,935
14250 CREST PALM AVE, Windermere, FL 34786
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

4 Beds3 Baths1,977 SqFt1/18 18Active
5 Beds4 Baths3,461 SqFt1/47 47Active
4 Beds5 Baths4,247 SqFt1/73 73Active$1,999,900
5412 WATER CREEK DR, Windermere, FL 34786
Listed by Kari Fleck THE REAL ESTATE COLLECTION LLC

3 Beds3 Baths2,149 SqFt1/76 76Active
5 Beds4 Baths4,287 SqFt1/52 52Active$2,390,000
6252 BLAKEFORD DR, Windermere, FL 34786
Listed by Shane Croft COLDWELL BANKER RESIDENTIAL RE

5 Beds6 Baths4,044 SqFt1/41 41Active$1,950,000
13036 LAKE ROPER CT, Windermere, FL 34786
Listed by Leslie Heimer PREMIER SOTHEBYS INT'L REALTY

4 Beds3 Baths2,764 SqFt1/43 43Active
4 Beds4 Baths4,156 SqFt1/32 32Active
7 Beds5 Baths4,914 SqFt1/100 100Active$1,790,000
11312 SHANDON PARK WAY, Windermere, FL 34786
Listed by Daniel Doura De Souza PREMIER SOTHEBYS INT'L REALTY

4 Beds4 Baths3,809 SqFt1/62 62Active$1,490,000
8375 BOWDEN WAY, Windermere, FL 34786
Listed by Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

3 Beds3 Baths1,644 SqFt1/7 7Active$375,000
7768 MOSER AVE, Windermere, FL 34786
Listed by Glenn Brunskill, LLC COLDWELL BANKER RESIDENTIAL RE

4 Beds3 Baths2,523 SqFt1/75 75Active$1,279,000
11318 FENIMORE COURT CT, Windermere, FL 34786
Listed by Simone Esteves FSM REALTY INVESTMENTS

5 Beds3 Baths5,316 SqFt1/15 15Active$14,800,000
4226 DOWNEAST LN, Windermere, FL 34786
Listed by Thad Czapka COLDWELL BANKER RESIDENTIAL RE

3 Beds2 Baths1,455 SqFt1/34 34Active$329,000
8180 BOAT HOOK LOOP #106/306, Windermere, FL 34786
Listed by Steven Ritz KELLER WILLIAMS WINTER PARK

4 Beds6 Baths5,266 SqFt1/42 42Active$2,400,000
1238 LAKE WHITNEY DR, Windermere, FL 34786
Listed by Nidhi Gupta HOME WISE REALTY GROUP, INC.
