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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: 261
  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
  9. mfrmls
  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
Details for 13125 Casabella Drive, WINDERMERE, FL 34786
Single Family
  1. Price: $3,590,000.00
  2. Price sqft: $388.28 / sqft
  3. Previous Price: $3,790,000
  4. Last Price Change: 10/21/25
  5. Days On Market: 204
  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
  9. mfrmls
  10. DMCA Notice
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
Details for 13125 Casabella Drive, Windermere, FL 34786
Single Family
  1. Price: $3,590,000.00
  2. Price sqft: $388.28 / sqft
  3. Previous Price: $3,790,000
  4. Last Price Change: 09/24/25
  5. Days On Market: 205
  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
  9. Provided through
  10. DMCA Notice
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
Details for 4077 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $3,450,000.00
  2. Price sqft: $307.57 / sqft
  3. Days On Market: 85
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 11217
  8. Acreage: 1.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2016
MLS#: O6333933
  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: CORCORAN PREMIER REALTY
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  10. DMCA Notice
One or more photo(s) has been virtually staged. Stunning contemporary estate on over 1 acre in guard gated Casabella. This 6 bedroom, 6 full bath, 2 half bath custom home offers over 7,500 sq ft of lu
Details for 4047 Isabella Circle, WINDERMERE, FL 34786
Single Family
  1. Price: $2,850,000.00
  2. Price sqft: $270.35 / sqft
  3. Previous Price: $2,995,000
  4. Last Price Change: 10/01/25
  5. Days On Market: 178
  6. Bedrooms: 6
  7. Baths: 8
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 10542
  10. Acreage: 0.53 acres
  11. Pool: No
  12. Waterfront: No
  13. 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
$75,000 credit towards pool with acceptable offer! This exceptional 2019 built home has been transformed with nearly a full interior remodel, making it one of the most distinctive properties in the so
Details for 4047 Isabella Circle, Windermere, FL 34786
Single Family
  1. Price: $2,850,000.00
  2. Price sqft: $270.35 / sqft
  3. Previous Price: $2,995,000
  4. Last Price Change: 09/01/25
  5. Days On Market: 178
  6. Bedrooms: 6
  7. Baths: 8
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 10542
  10. Acreage: 0.53 acres
  11. Pool: No
  12. Waterfront: No
  13. 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. Provided through
  10. DMCA Notice
$75,000 credit towards pool with acceptable offer! This exceptional 2019 built home has been transformed with nearly a full interior remodel, making it one of the most distinctive properties in the so
Details for 3999 Isabella Circle, WINDERMERE, FL 34786
Rental
  1. Price: $19,900.00
  2. Price sqft: $1.89 / sqft
  3. Days On Market: 133
  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
  9. mfrmls
  10. DMCA Notice
AVAILABLE IN OCTOBER Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Winderm
Details for 4303 Isabella Circle, WINDERMERE, FL 34786
Rental
  1. Price: $18,000.00
  2. Price sqft: $2.61 / sqft
  3. Days On Market: 28
  4. Bedrooms: 7
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6904
  8. Acreage: 0.63 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: O6348386
  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: WRA BUSINESS & REAL ESTATE
  9. mfrmls
  10. DMCA Notice
Best Value in Casabella Fully Furnished & Move In Ready! Step into effortless luxury in this beautifully furnished residence, where elegant design meets everyday comfort. Soaring windows fill the sp
Details for 4012 Isabella Circle, WINDERMERE, FL 34786
Rental
  1. Price: $14,800.00
  2. Price sqft: $1.34 / sqft
  3. Days On Market: 11
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 11018
  8. Acreage: 0.54 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Pond
  14. Year Built: 2019
MLS#: O6354060
  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: METROPOLITAN R.E SOLUTIONS INC
  9. mfrmls
  10. DMCA Notice
Step into elegance! This beautifully designed luxury home in Casabella, Windermere, offers the perfect blend of comfort and sophistication. Casabella features 79 exclusive luxury homes and private gat
Details for 4012 Isabella Circle, Windermere, FL 34786
Rental
  1. Price: $14,800.00
  2. Price sqft: $1.34 / sqft
  3. Days On Market: 11
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 11018
  8. Acreage: 0.54 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 2019
MLS#: O6354060
  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: METROPOLITAN R.E SOLUTIONS INC
  9. Provided through
  10. DMCA Notice
Step into elegance! This beautifully designed luxury home in Casabella, Windermere, offers the perfect blend of comfort and sophistication. Casabella features 79 exclusive luxury homes and private gat