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  1. School = Sunset Park Elem
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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: 211
  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: 92
  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 12120 Montalcino Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,300,000.00
  2. Price sqft: $446.61 / sqft
  3. Days On Market: 0
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7389
  8. Acreage: 1.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Lake Front
  14. Year Built: 2014
MLS#: O6378446
  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
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS CLASSIC
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One or more photo(s) has been virtually staged. Experience elevated lakefront luxury living in Windermere with this professionally designed former model home ideally positioned on the shores of Lake B
Details for 12235 Montalcino Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $1,975,000.00
  2. Price sqft: $316.25 / sqft
  3. Previous Price: $1,999,000
  4. Last Price Change: 02/03/26
  5. Days On Market: 61
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6245
  10. Acreage: 0.22 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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: 36
  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
  7. High School: Windermere
  8. Provided by: CHARLES RUTENBERG REALTY ORLANDO
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MOVE IN READY Windermere pool home just 1.5 miles from Windermere Preparatory School, and conveniently located near other top rated public and private schools. Offering over 5,300 sq ft of thoughtfull
Details for 11658 Hampstead Street, WINDERMERE, FL 34786
Single Family
  1. Price: $1,435,000.00
  2. Price sqft: $244.42 / sqft
  3. Days On Market: 13
  4. Bedrooms: 7
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5871
  8. Acreage: 0.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6376140
  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: KELLER WILLIAMS REALTY AT THE PARKS
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**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hamps
Details for 6752 Trellis Vine Loop, WINDERMERE, FL 34786
Single Family
  1. Price: $1,050,000.00
  2. Price sqft: $222.32 / sqft
  3. Days On Market: 14
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4723
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6376318
  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: COLDWELL BANKER REALTY
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Designed for those who crave space, privacy, and elevated living, this exceptional newer home offers 5 bedrooms plus two bonus rooms, including all 4 main bedrooms with walk in closets and a private g
Details for 6947 Cucamelon Court, WINDERMERE, FL 34786
Single Family
  1. Price: $970,000.00
  2. Price sqft: $201.50 / sqft
  3. Previous Price: $999,000
  4. Last Price Change: 01/27/26
  5. Days On Market: 79
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4814
  10. Acreage: 0.14 acres
  11. Pool: Yes
  12. Waterfront: No
  13. 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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? PRICE IMPROVEMENT exceptional value in Windermere! ? Welcome home to your personal oasis tucked within the prestigious Sanctuary at Lakes of Windermere, this move in ready retreat is designed f
Details for 12530 Climbing Vine Court, WINDERMERE, FL 34786
Single Family
  1. Price: $950,000.00
  2. Price sqft: $212.81 / sqft
  3. Previous Price: $975,000
  4. Last Price Change: 02/02/26
  5. Days On Market: 64
  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 FL
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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: 01/24/26
  5. Days On Market: 59
  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