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)
4 Beds3 Baths3,100 SqFt1/3 3Open Sun 1PM-5PM$1,086,436
14371 CREST PALM AVE, Windermere, FL 34786
Listed by Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

5 Beds7 Baths5,639 SqFt1/44 44Open Sun 1PM-3PM$4,250,000
801 W 2ND AVE, Windermere, FL 34786
Listed by Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

4 Beds3 Baths3,100 SqFt1/3 3Open Sun 1PM-5PM$1,079,004
14347 CREST PALM AVE, Windermere, FL 34786
Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

5 Beds5 Baths4,688 SqFt1/55 55Open Sun 1PM-3PM
4 Beds4 Baths3,766 SqFt1/51 51Open 11/15 12PM-3PM
5 Beds5 Baths3,685 SqFt1/46 46Open Sun 1PM-3PM$2,000,000
6564 LAGOON ST, Windermere, FL 34786
Listed by Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

4 Beds3 Baths2,269 SqFt1/27 27New
3 Beds4 Baths4,089 SqFt1/67 67New$3,250,000
4711 JOANNA GARDEN CT, Windermere, FL 34786
Listed by Michelle Corbin ISLEWORTH REALTY LLC

3 Beds3 Baths1,948 SqFt1/24 24New$440,000
7411 RIPPLEPOINTE WAY, Windermere, FL 34786
Listed by John Cunningham KELLER WILLIAMS CLASSIC

7 Beds8 Baths8,931 SqFt1/95 95New$4,925,000
9575 WESTOVER ROBERTS RD, Windermere, FL 34786
Listed by Rob Rahter STOCKWORTH REALTY GROUP

4 Beds4 Baths3,024 SqFt1/35 35Pending$849,000
11108 LEDGEMENT LN, Windermere, FL 34786
Listed by Terrie Giles, PA KELLER WILLIAMS CLASSIC

5 Beds3 Baths3,211 SqFt1/56 56New
6 Beds8 Baths6,783 SqFt1/76 76New$9,999,000
6149 GROSVENOR SHORE DR, Windermere, FL 34786
Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC

4 Beds3 Baths2,400 SqFt1/29 29New
3 Beds3 Baths1,512 SqFt1/28 28New
2 Beds3 Baths1,380 SqFt1/15 15New
4 Beds3 Baths2,236 SqFt1/25 25New$649,990
13786 SUMMER HARBOR COURT, Windermere, FL 34786
Listed by Nicky Lytus LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

5 Beds4 Baths2,943 SqFt1/43 43Pending
3 Beds2 Baths1,749 SqFt1/53 53Pending$485,000
14211 BRIDGEWATER CROSSINGS BLVD, Windermere, FL 34786
Listed by John Berry FATHOM REALTY FL LLC

4 Beds3 Baths3,014 SqFt1/42 42Pending
5 Beds4 Baths3,390 SqFt1/42 42Active$833,333
6615 HELMSLEY CIR, Windermere, FL 34786
Listed by Angela Gann KELLER WILLIAMS ELITE PARTNERS III REALTY

3 Beds3 Baths2,504 SqFt1/58 58Active
4 Beds2 Baths2,165 SqFt1/49 49Pending
3 Beds3 Baths1,440 SqFt1/49 49Active