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)
3 Beds3 Baths1,720 SqFt1/48 48Active
4 Beds6 Baths6,424 SqFt1/65 65Active$5,325,000
5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
Listed by Rob Rahter STOCKWORTH REALTY GROUP

4 Beds3 Baths5,365 SqFt1/75 75Active
4 Beds4 Baths3,053 SqFt1/44 44Pending$1,146,000
1927 WATERMERE LN, Windermere, FL 34786
Listed by Guang Yang YOUR HOME SOLD GUARANTEED REALTY

5 Beds8 Baths7,529 SqFt1/64 64Active
5 Beds5 Baths5,005 SqFt1/65 65Active$2,999,999
12923 WATER POINT BLVD, Windermere, FL 34786
Listed by Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

6 Beds5 Baths4,443 SqFt1/12 12Pending$1,204,835
14389 CREST PALM AVE, Windermere, FL 34786
Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

5 Beds4 Baths3,662 SqFt1/58 58Pending$949,000
13224 SWANSEA AVE, Windermere, FL 34786
Listed by Darrell Nunnelley VINTAGE REALTY GROUP LLC

6 Beds5 Baths4,522 SqFt1/32 32Active
5 Beds5 Baths5,548 SqFt1/47 47Active
6 Beds7 Baths5,882 SqFt1/73 73Active$2,999,999
12720 JACOB GRACE CT, Windermere, FL 34786
Listed by Irhelma Pieterse STOCKWORTH REALTY GROUP

4 Beds4 Baths2,658 SqFt1/30 30Active
4 Beds4 Baths3,315 SqFt1/45 45Active
5 Beds7 Baths6,248 SqFt1/50 50Active
5 Beds3 Baths2,972 SqFt1/45 45Active$739,000
6965 TETTENHALL LN, Windermere, FL 34786
Listed by Nabil Chakrouni VISION HOME REAL ESTATE, LLC

5 Beds3 Baths2,759 SqFt1/45 45Active
3 Beds3 Baths1,730 SqFt1/17 17Active$465,000
8937 MATRIARCA ALY, Windermere, FL 34786
Listed by Tony Wong, LLC SANCTUM REALTY PROFESSIONALS LLC

5 Beds6 Baths7,183 SqFt1/67 67Active
3 Beds4 Baths4,751 SqFt1/61 61Active
5 Beds4 Baths4,489 SqFt1/62 62Active
7 Beds6 Baths5,221 SqFt3DActive
5 Beds6 Baths5,291 SqFt1/72 72Active$2,450,000
9204 TIBET POINTE CIR, Windermere, FL 34786
Listed by Simon Simaan THE SIMON SIMAAN GROUP

5 Beds4 Baths3,294 SqFt1/51 51Active$825,000
8337 VIVARO ISLE WAY, Windermere, FL 34786
Listed by Laurel Kellett CORCORAN PREMIER REALTY

6 Beds7 Baths5,006 SqFt1/88 88Pending