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  1. School = Sunset Park Elem
  2. Listing Status = Active
Details for 12264 Montalcino Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $5,860,000.00
  2. Price sqft: $457.13 / sqft
  3. Previous Price: $5,890,000
  4. Last Price Change: 10/22/25
  5. Days On Market: 197
  6. Bedrooms: 4
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 12819
  10. Acreage: 1.37 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2017
MLS#: O6325454
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casa Del Lago Rep
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: WRA BUSINESS & REAL ESTATE
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Lakefront, Luxurious, Fully Furnished Home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago a s
Details for 12132 Montalcino Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,950,000.00
  2. Price sqft: $472.66 / sqft
  3. Previous Price: $4,199,000
  4. Last Price Change: 01/12/26
  5. Days On Market: 78
  6. Bedrooms: 6
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 8357
  10. Acreage: 0.83 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2016
MLS#: O6319854
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casa Del Lago Rep
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: BELLA VIEW REALTY LLC
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Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Winderm
Details for 12235 Montalcino Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $1,999,000.00
  2. Price sqft: $320.10 / sqft
  3. Days On Market: 47
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6245
  8. Acreage: 0.22 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2018
MLS#: O6365656
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casa Del Lago Rep
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: SOUTHERN REALTY GROUP LLC
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Casa del Lago gated community in Windermere, Florida. Exquisite 4 bedroom/4.5 bath luxury residence showcasing exceptional craftsmanship and high end finishes throughout. As you arrive you are welcome
Details for 17521 Black Rail Street, WINDERMERE, FL 34786
Single Family
  1. Price: $1,575,000.00
  2. Price sqft: $246.83 / sqft
  3. Days On Market: 21
  4. Bedrooms: 6
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6381
  8. Acreage: 0.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6370115
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Enclave
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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EXCEPTIONAL, MOVE IN READY Windermere pool home offering refined luxury, privacy, and a thoughtfully designed layout ideal for todays modern living. With over 5,300 living square feet, this well maint
Details for 6947 Cucamelon Court, WINDERMERE, FL 34786
Single Family
  1. Price: $999,000.00
  2. Price sqft: $207.52 / sqft
  3. Days On Market: 64
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4814
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2021
MLS#: O6361206
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Sanctuarylkswindermere
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: DALTON WADE INC
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Welcome Home to Your Personal Oasis tucked within the prestigious Sanctuary at Lakes of Windermere, this move in ready sanctuary is designed for inspired living and effortless entertaining. From the
Details for 12530 Climbing Vine Court, WINDERMERE, FL 34786
Single Family
  1. Price: $975,000.00
  2. Price sqft: $218.41 / sqft
  3. Previous Price: $999,000
  4. Last Price Change: 01/18/26
  5. Days On Market: 49
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4464
  10. Acreage: 0.33 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: O6364745
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windstone
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: THE AGENCY ORLANDO
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Tucked at the end of a quiet cul de sac in the sought after community of Windstone, this beautifully appointed Windermere residence offers a lifestyle centered on comfort, connection, and effortless e
Details for 13106 Orange Isle Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $870,000.00
  2. Price sqft: $183.93 / sqft
  3. Previous Price: $899,000
  4. Last Price Change: 01/14/26
  5. Days On Market: 44
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4730
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2022
MLS#: O6361057
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Sanctuarylkswindermere
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: FLORIDA CONNEXION PROPERTIES
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Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5 bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with
Details for 6615 Helmsley Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $799,900.00
  2. Price sqft: $178.55 / sqft
  3. Previous Price: $833,333
  4. Last Price Change: 11/23/25
  5. Days On Market: 77
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4480
  10. Acreage: 0.14 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2011
MLS#: G5104075
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Preston Square
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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Beautifully remodeled and impeccably maintained, this spacious 3,390 sq. ft. two story home offers 5 bedrooms, 3.5 bathrooms, an office, and an attached 2 car garage in the highly desirable community
Details for 7211 Still Pond Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $788,000.00
  2. Price sqft: $225.72 / sqft
  3. Days On Market: 128
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3491
  8. Acreage: 0.19 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2015
MLS#: S5134812
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Ashlin Fark Ph 2
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: MBT REALTY LLC
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Welcome to this former model home in one of Windermere's coveted communities. This custom designed model is situated on a premium corner lot and offers a combination of luxury, convenience and comfort
Details for 7409 Fairgrove Avenue, WINDERMERE, FL 34786
Single Family
  1. Price: $769,000.00
  2. Price sqft: $179.09 / sqft
  3. Previous Price: $800,000
  4. Last Price Change: 01/01/26
  5. Days On Market: 216
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4294
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: O6320456
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windermere Sound
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West Middle School
  7. High School: Windermere High School
  8. Provided by: DALTON WADE INC
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Enjoy resort style living in the heart of Windermere! Located just minutes from major attractions, top rated schools, and Downtown Orlando, this beautifully maintained 5 bedroom, 3 bath home offers th