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  1. City = Windermere
Details for 9508 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $30,000,000.00
  2. Price sqft: $588.24 / sqft
  3. Days On Market: 163
  4. Bedrooms: 6
  5. Baths: 14
  6. Garage / Parking Spaces: 20
  7. Bldg sqft: 51000
  8. Acreage: 18.16 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2011
MLS#: MFRO5941190
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Thornebrooke Elem
  5. Middle School: Gotha
  6. High School: Olympia
  7. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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This 18 acre private walled and gated compound is one of the most exceptional properties in Central Florida, unrivaled by its sheer size, ideal shape, remarkable topography and high elevation. The pro
Details for 6432 Deacon Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $8,300,000.00
  2. Price sqft: $490.60 / sqft
  3. Days On Market: 277
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 16918
  8. Acreage: 0.80 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2007
MLS#: MFRO5915892
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth 1st Amendment
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ER REAL ESTATE GROUP
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This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, you will be welcomed by the gra
Details for 9288 Blanche Cove Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $8,295,000.00
  2. Price sqft: $456.40 / sqft
  3. Previous Price: $7,495,000
  4. Last Price Change: 09/08/21
  5. Days On Market: 381
  6. Bedrooms: 6
  7. Baths: 10
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 18175
  10. Acreage: 2.04 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Year Built: 2020
MLS#: MFRO5895605
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth 7th Amd
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: STOCKWORTH REALTY GROUP
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Under Construction. Under construction, with a small window of time to still make it your own. Nestled behind the famed gates of Isleworth, one of the most exclusive private Golf and Country Club com
Details for 5018 Latrobe Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $7,250,000.00
  2. Price sqft: $431.37 / sqft
  3. Days On Market: 10
  4. Bedrooms: 7
  5. Baths: 10
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 16807
  8. Acreage: 0.67 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 2008
MLS#: MFRO5977581
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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Gracious lakefront living at its finest, this exquisite French chateau offers a prime location along the shores of Lake Bessie within the renowned Isleworth Golf & Country Club. Elegantly situated wi
Details for 9520 Windy Ridge Road, WINDERMERE, FL 34786
Land
  1. Price: $5,995,000.00
  2. Days On Market: 82
  3. Acreage: 6.06 acres
  4. Pool: No
  5. Waterfront: No
  6. Year Built: Not Available
MLS#: MFRO5962609
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Elementary School: Thornebrooke Elem
  5. Middle School: Gotha
  6. High School: Olympia
  7. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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EXCEPTIONAL PROPERTY Over 6 acres on Lake Down on the coveted Butler Chain of Lakes. The size and uniquely high elevation of this coveted address with southern exposure are simply unduplicated. Buil
Details for 5507 Worsham Court, WINDERMERE, FL 34786
Single Family
  1. Price: $5,959,000.00
  2. Price sqft: $346.53 / sqft
  3. Days On Market: 463
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 17196
  8. Acreage: 0.97 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2008
MLS#: MFRS5036746
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth 1st Amd
  5. Elementary School: Windermere Elem
  6. High School: Windermere
  7. Provided by: CENTURY 21 CARIOTI
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Custom estate perfectly situated on the 14th green of the Isleworth Country Club. This Isleworth mansion features an exquisite transitional, contemporary and timeless interior, beautiful golf views an
Details for 9838 Laurel Valley Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $5,900,000.00
  2. Previous Price: $6,300,000
  3. Last Price Change: 05/21/21
  4. Days On Market: 310
  5. Bedrooms: 5
  6. Baths: 8
  7. Garage / Parking Spaces: 5
  8. Acreage: 0.54 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Year Built: 1997
MLS#: MFRO5911293
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. Provided by: ISLEWORTH REALTY LLC
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Capturing majestic sunset views of beautiful Lake Butler, this fabulous lakefront estate is perfectly set between Lake Butlers shoreline and the 15th hole of Isleworths renowned championship golf cour
Details for 12422 Park Avenue, WINDERMERE, FL 34786
Land
  1. Price: $4,950,000.00
  2. Days On Market: 61
  3. Acreage: 2.19 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Year Built: Not Available
MLS#: MFRO5967251
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Chaine Du Lac
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: JULIAN PROPERTIES, INC.
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WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities with Southeastern exposure and sweeping lake views. Nestled on the gorgeous shoreline of Lake Butler a
Details for 5020 Down Point Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $4,949,000.00
  2. Price sqft: $310.98 / sqft
  3. Bedrooms: 8
  4. Baths: 8
  5. Garage / Parking Spaces: 6
  6. Bldg sqft: 15914
  7. Acreage: 2.01 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Year Built: 2005
MLS#: MFRO5701437
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Sunset Bay Rep
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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Villa Constantia is the epitome of luxury Windermere lakefront living. Designed by legendary architect, John Henry, this exquisite lake front mansion is perfectly positioned on Lake Down, part of the
Details for 9905 Lake Louise Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $4,360,000.00
  2. Price sqft: $370.25 / sqft
  3. Days On Market: 154
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 11776
  8. Acreage: 1.06 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2005
MLS#: MFRO5945140
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Isleworth
  5. Elementary School: Windermere Elem
  6. Middle School: Chain of Lakes
  7. High School: Olympia
  8. Provided by: ISLEWORTH REALTY LLC
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Nestled on more than an acre within the private guard gated community of Isleworth, this extraordinary custom golf front estate offers exquisite living in the heart of one of the finest golf club comm