Subdivisions
  1. Alaqua
  2. Alaqua Lakes
  3. Avalon
  4. Baldwin Park
  5. Bear Lake
  6. Breckenridge
  7. Buckingham
  8. Carisbrooke
  9. Celebration
  10. Delaney
  11. Eagle Lake
  12. Heathrow
  13. Heathrow Woods
  14. Lake Forest
  15. Lake Markham Preserve
  16. Lake Nona
  17. Magnolia Plantation
  18. Markham Estates
  19. Markham Meadows
  20. Oceans
  21. Sandy Lane
  22. Sweetwater
  23. Timacuan
  24. Tuscawilla
  25. Veramonte
  26. Village Walk
  27. Wekiva Park
  28. Windermere
  29. Wingfield
  30. Winter Park
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  1. Subdivision Like Windermere
9575 Westover Roberts Road
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9575 Westover Roberts Road
Single Family
  1. Price: $2,750,000
  2. Days On Market: 127
  3. Bedrooms: 8
  4. Baths: 8
  5. Garage / Parking Spaces: 5
  6. Acreage: 5.44 acres
  7. Pool: Yes
  8. Spa/HotTub: Yes
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Year Built: 2008
MLS#: O5552133
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Thornebrooke Elem
  6. High School: Olympia
  7. Provided by: Premier Realty Partners Inc
"Bella Olivia"... Majestic Mediterranean Windermere Lakefront Masterpiece. This home will please all of your home needs. 8,464 sq ft, 8 Beds, 8 baths, 2 master suites, 2 Guest Apartments, 6 car garage [Read More]
Listing Details and 24 Additional Pictures
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4326 Isabella Circle
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4326 Isabella Circle
Single Family
  1. Price: $2,495,000
  2. Days On Market: 72
  3. Bedrooms: 5
  4. Baths: 7
  5. Garage / Parking Spaces: 3
  6. Acreage: 0.50 acres
  7. Pool: Yes
  8. Spa/HotTub: Yes
  9. Waterfront: No
  10. Year Built: 2014
MLS#: O5560515
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella At Windermere
  5. Elementary School: Windermere Elem
  6. High School: Windermere
  7. Provided by: Orlando TBI Realty LLC
AVAILABLE THE VILLA MILANO AT CASABELLA AT WINDERMERE TOLL BROTHERS LUXURY GATED COMMUNITY IN UPSCALE WINDERMERE. Offering only 79 single family homes on half acre home sites. Conveniently locate [Read More]
Listing Details and 12 Additional Pictures
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1111 Oakdale Street
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1111 Oakdale Street
Single Family
  1. Price: $2,295,000
  2. Days On Market: 67
  3. Bedrooms: 4
  4. Baths: 5
  5. Garage / Parking Spaces: 3
  6. Acreage: 0.63 acres
  7. Pool: Yes
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Year Built: 2007
MLS#: O5562328
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Town
  5. Provided by: LOIS L BIEDERMAN
Start living the Windermere lakefront lifestyle you've always dreamed of! You will love the convenience, charm, low taxes and no HOA fees that Downtown Windermere offers. Built by Akers Custom Homes [Read More]
Listing Details and 24 Additional Pictures
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522 2nd Avenue
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522 2nd Avenue
Single Family
  1. Price: $2,200,000
  2. Days On Market: 812
  3. Bedrooms: 6
  4. Baths: 6
  5. Acreage: 1.28 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Year Built: 1969
MLS#: O5417514
  1. Walkscore: 41
  2. Geolocation: 28.4956 / -81.5348
  3. County: ORANGE
  4. City: WINDERMERE
  5. Zipcode: 34786
  6. Subdivision: Windermere
  7. Elementary School: Windermere Elem
  8. High School: Olympia
  9. Provided by: Vintage Realty Group LLC
Rare opportunity to own 1 of the largest lots on Lake Butler on a paved road Spectacular waterfront Tuscany Style Villa on Lake Butler and the Butler Chain of Lakes. Over one acre with crystal clea [Read More]
Listing Details and 15 Additional Pictures
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533 Ridgewood Drive
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533 Ridgewood Drive
Single Family
  1. Price: $2,150,000
  2. Days On Market: 59
  3. Bedrooms: 3
  4. Baths: 4
  5. Garage / Parking Spaces: 2
  6. Acreage: 0.71 acres
  7. Pool: No
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Year Built: 1984
MLS#: O5563788
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Town Of Windermere (incorporat
  5. Elementary School: Windermere Elem
  6. High School: Olympia
  7. Provided by: Premier Sothebys Int'l Realty
We proudly present this ONE OF A KIND custom built home by Wyatt Anderson, a primo local builder. The gourmet cook had a special kitchen package designed, which includes a pass through pantry just for [Read More]
Listing Details and 13 Additional Pictures
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306 Palm Street
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306 Palm Street
Land
  1. Price: $1,950,000
  2. Days On Market: 35
  3. Acreage: 0.89 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Year Built: Not Available
MLS#: O5569307
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere
  5. Elementary School: Windermere Elem
  6. High School: Olympia
  7. Provided by: BHHS Florida Realty
A special property for someone priviledged enough to afford the very best. One of the original residents and founders of the Town of Windermere chose this as his homestead and it was enjoyed by the fa [Read More]
Listing Details and 12 Additional Pictures
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7085 Horizon Circle
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7085 Horizon Circle
Land
  1. Price: $1,599,000
  2. Days On Market: 258
  3. Acreage: 2.44 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Year Built: Not Available
MLS#: T2894964
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Reserve
  5. Provided by: Homebay Broker Se. Inc.
LAKE FRONT LOT ON BUTLER CHAIN!! This is your opportunity to build dream custom home in the Town of Windermere on pristine Butler Chain of Lakes. The 2.44 acres 120' lakefront property is practically [Read More]
Listing Details and 11 Additional Pictures
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4207 Isabella Circle
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4207 Isabella Circle
Single Family
  1. Price: $1,545,000
  2. Days On Market: 39
  3. Bedrooms: 5
  4. Baths: 7
  5. Garage / Parking Spaces: 3
  6. Acreage: 0.50 acres
  7. Pool: No
  8. Waterfront: No
  9. Year Built: 2017
MLS#: O5568007
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella At Windermere
  5. Elementary School: Windermere Elem
  6. High School: Windermere
  7. Provided by: Keller Williams Classic Realty
Stunning Toll Brothers Villa Milano floor plan home located in the gated community of Casabella at Windermere. Set on a 1/2 acre home site with water view, this luxury home features a grand two story [Read More]
Listing Details and 24 Additional Pictures
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4041 Isabella Circle
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4041 Isabella Circle
Single Family
  1. Price: $1,480,095
  2. Days On Market: 550
  3. Bedrooms: 5
  4. Baths: 6
  5. Garage / Parking Spaces: 3
  6. Acreage: 0.53 acres
  7. Pool: Yes
  8. Waterfront: No
  9. Year Built: 2018
MLS#: O5471323
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella At Windermere
  5. Provided by: Orlando TBI Realty LLC
PRE CONSTRUCTION TO BE BUILT (12 14 Month Build Time) CASABELLA, TOLL BROTHERS LUXURY GATED COMMUNITY IN UPSCALE WINDERMERE. Offering only 79 single family home sites. Conveniently located to first cl [Read More]
Listing Details and 13 Additional Pictures
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6845 Thornhill Circle
More Like This
6845 Thornhill Circle
Single Family
  1. Price: $1,300,000
  2. Days On Market: 706
  3. Bedrooms: 5
  4. Baths: 4
  5. Garage / Parking Spaces: 3
  6. Acreage: 1.85 acres
  7. Pool: Yes
  8. Waterfront: Yes
  9. Wateraccess: Yes
  10. Year Built: 2004
MLS#: O5440410
  1. Walkscore: 6
  2. Geolocation: 28.4661 / -81.5633
  3. County: ORANGE
  4. City: WINDERMERE
  5. Zipcode: 34786
  6. Subdivision: Lakes Of Windermere
  7. Elementary School: Sunset Park Elem
  8. High School: West Orange
  9. Provided by: Elite Property Sales
Welcome to a lifestyle. Lakefront Windermere residence on Lake Sawyer resting on nearly two acres! Spend endless days boating or skiing on the private 93 acres right from your boat dock. Experience [Read More]
Listing Details and 23 Additional Pictures
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