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  1. School = Sunset Park Elem
  2. Listing Status = Active
12264 Montalcino Circle
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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: 10/23/25
  5. Days On Market: 217
  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
  7. High School: Windermere
  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
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12132 Montalcino Circle
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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: 01/10/26
  5. Days On Market: 98
  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
  7. High School: Windermere
  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
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12120 Montalcino Circle
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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: 6
  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
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12235 Montalcino Circle
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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: 02/04/26
  5. Days On Market: 67
  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
  7. High School: Windermere
  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
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17521 Black Rail Street
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Details for 17521 Black Rail Street, WINDERMERE, FL 34786
Single Family
  1. Price: $1,549,000.00
  2. Price sqft: $242.75 / sqft
  3. Previous Price: $1,575,000
  4. Last Price Change: 02/07/26
  5. Days On Market: 41
  6. Bedrooms: 6
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6381
  10. Acreage: 0.19 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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
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11658 Hampstead Street
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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: 19
  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
  7. High School: Windermere
  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
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6752 Trellis Vine Loop
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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: 19
  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
  7. High School: Windermere
  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
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6947 Cucamelon Court
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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: 01/28/26
  5. Days On Market: 84
  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
  7. High School: Windermere
  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 for
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12530 Climbing Vine Court
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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: 69
  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
  7. High School: Windermere
  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
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13302 Roskin Lane
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Details for 13302 Roskin Lane, WINDERMERE, FL 34786
Single Family
  1. Price: $899,900.00
  2. Price sqft: $210.95 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4266
  8. Acreage: 0.21 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2011
MLS#: O6380701
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Lake Sawyer South Ph 1
  5. Elementary School: Sunset Park Elem
  6. Middle School: Horizon West
  7. High School: Windermere
  8. Provided by: RATIO REAL ESTATE, LLC
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Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top rated schools. Offering o
Listing Details and 45 Additional Pictures
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Tropic Shores Realty - Crystal River
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on February 11, 2026 @ 12:00 am
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