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  1. Krista Plagge, REALTOR ®
  2. Tropic Shores Realty
  3. Mobile: 813.285.1702
  4. krista@homeguidetampa.com
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  1. Subdivision Like Casabella
4089 Isabella Circle
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Details for 4089 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $5,000,000.00
  2. Price sqft: $474.61 / sqft
  3. Days On Market: 157
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10535
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: O6273887
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella Ph 2
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: NOVA REAL ESTATE SERVICES INC
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  10. DMCA Notice
Welcome to 4089 Isabella Cir. A Home Like No Other, Exquisite Custom Luxury in Casabella, Windermere, FL Step into unparalleled luxury with this completely reimagined six bedroom, six bathroom esta
Listing Details and 57 Additional Pictures
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13125 Casabella Drive
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Details for 13125 Casabella Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $4,030,000.00
  2. Price sqft: $435.86 / sqft
  3. Previous Price: $4,200,000
  4. Last Price Change: 07/04/25
  5. Days On Market: 100
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9246
  10. Acreage: 0.52 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Pond
  15. Year Built: 2018
MLS#: O6297797
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: ON ME REALTY
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Welcome to Your Fully Automated Home in Casabella at Windermere Introducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half acre lot with tranquil pond views at both the front
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4065 Isabella Circle
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Details for 4065 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,599,000.00
  2. Price sqft: $315.76 / sqft
  3. Previous Price: $3,699,000
  4. Last Price Change: 07/03/25
  5. Days On Market: 67
  6. Bedrooms: 6
  7. Baths: 8
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 11398
  10. Acreage: 0.63 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6306145
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: CITARELLI REALTY GROUP LLC
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One or more photo(s) has been virtually staged. Step into elegance with this stunning, fully updated pool home, perfectly situated in one of Windermeres most sought after communities. Boasting sophist
Listing Details and 94 Additional Pictures
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4071 Isabella Circle
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Details for 4071 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $284.69 / sqft
  3. Days On Market: 57
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 11416
  8. Acreage: 0.95 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: O6311409
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella Ph 2
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: LA ROSA REALTY PREMIER LLC
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Welcome to Casabella at Windermere, a beautiful gated community where luxury and elegance converge. This stunning 6 bedroom, 5.5 bath estate sits on a sprawling one acre lot and showcases refined arch
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4047 Isabella Circle
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Details for 4047 Isabella Circle, Windermere, FL 34786
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $308.29 / sqft
  3. Days On Market: 73
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 10542
  8. Acreage: 0.53 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6305503
  1. County: ORANGE
  2. City: Windermere
  3. Zipcode: 34786
  4. Subdivision: Casabella Ph 2
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
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This exceptional 2019 built home has been transformed with nearly a full interior remodel, making it one of the most distinctive properties in the sought after Windermere community of Casabella. As th
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4047 Isabella Circle
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Details for 4047 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,250,000.00
  2. Price sqft: $308.29 / sqft
  3. Days On Market: 73
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 10542
  8. Acreage: 0.53 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2019
MLS#: O6305503
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella Ph 2
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: KELLER WILLIAMS ELITE PARTNERS III REALTY
  9. mfrmls
  10. DMCA Notice
This exceptional 2019 built home has been transformed with nearly a full interior remodel, making it one of the most distinctive properties in the sought after Windermere community of Casabella. As th
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4279 Isabella Circle
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Details for 4279 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $2,299,000.00
  2. Price sqft: $393.93 / sqft
  3. Days On Market: 109
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5836
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6295154
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: JOHN SILVA REALTY & ASSOCIATES
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Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5 bedroom, 4/2 bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted
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3999 Isabella Circle
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Details for 3999 Isabella Circle, WINDERMERE, FL 34786
Rental
  1. Price: $19,900.00
  2. Price sqft: $1.89 / sqft
  3. Days On Market: 28
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 10535
  8. Acreage: 0.60 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2018
MLS#: O6320216
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella Ph 2
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: DELUCA REAL ESTATE SERVICES CORP
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AVAILABLE IN AUGUST Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Winderme
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4260 Isabella Circle
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Details for 4260 Isabella Circle, WINDERMERE, FL 34786
Rental
  1. Price: $19,000.00
  2. Price sqft: $1.83 / sqft
  3. Days On Market: 36
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 10379
  8. Acreage: 0.87 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2015
MLS#: O6313571
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella
  5. Provided by: SERHANT
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One or more photo(s) has been virtually staged. Welcome to 4260 Isabella Circle, nestled in the heart of scenic Windermere, FL. This exceptional residence blends luxury, comfort, and convenience. Loca
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4279 Isabella Circle
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Details for 4279 Isabella Circle, WINDERMERE, FL 34786
Rental
  1. Price: $15,000.00
  2. Price sqft: $2.57 / sqft
  3. Days On Market: 56
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5836
  8. Acreage: 0.50 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2015
MLS#: O6312051
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Casabella
  5. Elementary School: Windermere Elem
  6. Middle School: Bridgewater
  7. High School: Windermere
  8. Provided by: JOHN SILVA REALTY & ASSOCIATES
  9. mfrmls
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Welcome to 4279 Isabella Cir, Windermere, FL 34786. Offered as a lease with an option to purchase. This 5 bedroom, 4/2 bathroom home has been completely remodeled and upgraded, perfectly marrying luxu
Listing Details and 62 Additional Pictures
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