View All Active Homes For Sale in Windermere

The Town of Windermere is located in southwest Orange County fourteen miles southwest of Orlando, six miles southeast of Winter Garden, two miles south of Ocoee, and approximately six miles north of Walt Disney World. Windermere is surrounded by sand bottom lakes. Lake Butler (the largest) is on the west, Lake Down on the east, and Lake Bessie on the southeast. By means of a system of canals, Butler, Down and six other lakes are connected to form what is known as the Butler Chain

Chaine Du Lac

Homes from $2 million to $6 million+

Enjoy the best of both worlds! Interior and lakefront estates located on Butler Chain of Lakes in Windermere. All located within an upscale community. Community home sites are a minimum of ½ acre lots. All homes are custom and built by some of Orlando's most recognized builders. You will proud to call this neighborhood home. 

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Weatherstone on Lake Olivia

Homes from $2 million to $3 million+

Small gated 13 home communities with lakefront and interior estate homes. Frontage on the Lake Olivia in Windermere with minimum lot sizes of ¾ of an acre. All homes all custom built with the finest finishes. Located near new extension of Apopka Vineland Road for easy and convenient travels around town.

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Lake Butler Sound

Homes from $800,000 to $6 million+

This luxury community is located along the southern shore of Lake Butler, which is part of a chain of nine of the cleanest lakes in the Orlando area. Lake Butler Sound encompasses three different neighborhoods. On-site amenities are oriented toward preserving the natural wildlife sanctuary, including 32+ acres of natural preserves; two English Gardens, and a large lakeside gazebo.

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Keene's Pointe

Homes from $500,000 to $3 million+

Keene’s Point is a “golfer’s paradise” as it is home to The Golden Bear Club, a Jack Nicklaus Golf Course & Country Club. It is located on the shores of The Butler Chain of Lakes and boasts a variety of home styles. You can choose a number of award winning builders to build your dream home or choose one of the fine pre-owned homes on the market.

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Tildens Grove

Homes from $900,000 to $2 million+

Lakefront and Interior homes in this beautiful gated ½ acre minimum community located in Windermere. Homes are built by some of the finest homebuilders in Central Florida. Find luxury at its best.

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Isleworth

Homes from $1 million-$9 million+

This is truly one of the most prestigious luxury living communities in the world. Isleworth is the principal residence for many of the worlds professional athletes, entertainers, CEO's, Medical Professionals, etc.. Isleworth is an elite gated golf & country club community located on the shores of the nine lake Butler Chain of Lakes.

Reserve at Belmere

Homes from $500,000 - $3 million+

Come home to the quiet reserves and pristine lakes of The Reserve at Belmere - the 24-hour manned, gated community with a Windermere address. Share with your family the fitness center, tennis courts, basketball, children's play area, and two open, multi-use fields. Fish and enjoy the sunset from the community gazebo on Lake Whitney. Some of Orlando's top builders are available to choose from to build your dream home.

Waterford Pointe

Homes from $700,000 - $1 million+

Prestigious gated community with custom homes on ½ acre to 2-acre lots. Treed lined streets show the maturity of this great community. Community offers a private boat ramp for all residents for water skiing, fishing on Lake Roberts. It also features a playground and tennis courts.

Estates at Windermere

Homes from $800,000 - $1 million+

Mature tree lined gated community located across the street from Windermere Country Club. The community features all custom homes with a minimum of 1/2-acre lots and gives you the privacy you love and deserve. Community has a community pool, basketball and tennis courts.

Balmoral

Homes from $800,000 - $1 million+

Butler Bay-Windermere Club

Homes from $800,000 - $2 million+

Enjoy the Florida lifestyle--swimming, boating, skiing, golf & tennis in this gated community of Windermere Country Club. Home sites range from ½ acre to 2-acres with all custom homes. Mature neighborhood with tree lined streets, which make it a pleasure to come home to every day.

Lake Down Crest

Homes from $800,000 - $2 million+

Located conveniently off Apopka Vineland Road in Windermere.

Homes sites are a minimum of ½ acre with most being at least 1 acre. All homes are custom built.

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Oxford Moor

Homes from $800,000 - $1 million+

A gated community located in Windermere with beautiful custom homes on ½ acre to 1 acre lots with some home sites having a wonderful pond view. All homes were built with great features and great detail, which makes this a highly desirable neighborhood.

Willows at Lake Rhea

Homes from $800,000 - $1 million+

Beautiful Custom Homes on minumum ¾ acre lots centrally located in Windermere. All homes are custom homes built with the finest finishes.  
Established neighborhood with mature trees and fountains that make it a pleasure to come home everytime.    View All Willows @ Lake Rhea Available properties CLICK HERE

Windermere Downs

Homes from $400,000 - $1 million+

Lakes of Windermere

Homes from $300,000 - $1 million+

Welcoming front porches. Tree lined boulevards. Community parks and Windermere's renowned schools conveniently located to the neighborhood. The timeless living of yesterday is reborn at the Lakes of Windermere, a classic community that blends the best of traditional family living with the amenities of today. Watch Disney fireworks every night.

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Glenmuir

Homes from $400,000 - $700,000+

Belmere

Homes from $300,000 - $700,000+

Mediterranean styled home offering family living at its best! Gated entries, magnificent community pool & owners activity center, tennis, basketball courts and what a location! These great home offer the features & amenities for today's family . Homes built by Park Square Homes and Morrison Homes with may floor plans to choose from. This community is highly sought after because of its great location and appeal.  

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Westover Reserve

Homes from $600,000 - $900,000+

Located on Westover Roberts Road, this gated community includes homes with 4-6 bedrooms, bons rooms, large master suites, and all amenities.

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Westover Club

Homes from $500,000 - $700,000+

Located on Westover Roberts Road, this gated community includes homes with 4-6 bedrooms, bons rooms, large master suites, and all amenities.

Summerport

Homes from $300,000 - $800,000+

Built by Levitt and Sons, Summerport brings back the traditional lifestyles of rural living. These spacious homes have plenty of windows, and a front porch to relax on in the evenings. Amenities include a recreation/fitness center with a junior olympic pool, seven parks, beach, nature trail, and tennis and basketball courts.

Providence

Homes from $400,000 - $1 million+

Providence is a brand new Morrison Homes community in sought after Windermere and features wonderful family amenities such as a community pool, and a tot lot. The neo-traditional style homes offer 3 & 4 bedroom homes ranging anywhere from 2,000 square feet to over 3,000 square feet. Also offers custom homes on Lake Sawyer. Located off the corner of Chase Road and 535