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  1. Subdivision Like Windsor Hill
9621 Windy Ridge Road
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Details for 9621 Windy Ridge Road, WINDERMERE, FL 34786
Single Family
  1. Price: $13,650,000.00
  2. Price sqft: $497.59 / sqft
  3. Previous Price: $13,700,000
  4. Last Price Change: 12/10/25
  5. Days On Market: 135
  6. Bedrooms: 9
  7. Baths: 16
  8. Garage / Parking Spaces: 8
  9. Bldg sqft: 27432
  10. Acreage: 2.50 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2025
MLS#: O6333091
  1. County: ORANGE
  2. City: WINDERMERE
  3. Zipcode: 34786
  4. Subdivision: Windsor Hill
  5. Provided by: CITARELLI REALTY GROUP LLC
  6. mfrmls
  7. DMCA Notice
Under Construction. Experience unmatched privacy, prestige, and personalization with this brand new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land t
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2607 Daulby Street
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Details for 2607 Daulby Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $849,000.00
  2. Price sqft: $239.29 / sqft
  3. Days On Market: 6
  4. Bedrooms: 6
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3548
  8. Acreage: 0.15 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2005
MLS#: O6365819
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 2
  5. Provided by: FATHOM REALTY FL LLC
  6. mfrmls
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Can you say CASH COW?? Unbelievable investment opportunity in the highly sought after WINDSOR HILLS COMMUNITY!! This property has proven rental history with a Superhost well over $100,000 annually wit
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7790 Teascone Boulevard
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Details for 7790 Teascone Boulevard, KISSIMMEE, FL 34747
Single Family
  1. Price: $740,000.00
  2. Price sqft: $322.16 / sqft
  3. Days On Market: 246
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2297
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2007
MLS#: O6298445
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 5
  5. Elementary School: Celebration K 8
  6. Middle School: Celebration K 8
  7. High School: Celebration High
  8. Provided by: OLYMPUS EXECUTIVE REALTY INC
  9. mfrmls
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Welcome to 7790 Teascone Blvd!Discover the charm of this beautifully maintained home in the desirable Windsor Hills community. With 5 spacious bedrooms and 5 bathrooms, this residence offers ample spa
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2509 Archfeld Blvd
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Details for 2509 Archfeld Blvd, KISSIMMEE, FL 34746
Single Family
  1. Price: $714,900.00
  2. Price sqft: $197.92 / sqft
  3. Previous Price: $729,500
  4. Last Price Change: 12/04/25
  5. Days On Market: 251
  6. Bedrooms: 6
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3612
  10. Acreage: 0.14 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2008
MLS#: O6297216
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Windsor Hills Ph 7
  5. Provided by: NEXTHOME SUNSHINE REALTY
  6. mfrmls
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PRICE REDUCTION!! Turnkey, Fully Furnished, immaculately kept Windsor Hills 6 bed/4 bath pool and spa home with game room! As you enter this newly modern decorated property you will be greeted with th
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7757 Basnett Circle
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Details for 7757 Basnett Circle, KISSIMMEE, FL 34747
Single Family
  1. Price: $695,000.00
  2. Price sqft: $281.49 / sqft
  3. Days On Market: 15
  4. Bedrooms: 6
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2469
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2005
MLS#: O6364292
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 3
  5. Provided by: LA ROSA REALTY LLC
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This beautifully updated 6 bedroom, 3.5 bath vacation home stands out with more than $150,000 in recent renovations and upgrades, offering an exceptional turnkey opportunity in the popular gated Winds
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2693 Manesty Lane
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Details for 2693 Manesty Lane, KISSIMMEE, FL 34747
Single Family
  1. Price: $689,000.00
  2. Price sqft: $194.19 / sqft
  3. Days On Market: 44
  4. Bedrooms: 6
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3548
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2006
MLS#: O6353180
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 3
  5. Provided by: ORLANDO REGIONAL PROPERTY MANAGEMENT
  6. mfrmls
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This Stunning, fully renovated, turnkey 6 bedroom, 4 bathroom pool home is located in the highly sought after resort community of Windsor Hills. From the moment you enter, you're greeted by updated fl
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7730 Teascone Boulevard
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Details for 7730 Teascone Boulevard, KISSIMMEE, FL 34747
Single Family
  1. Price: $649,800.00
  2. Price sqft: $210.09 / sqft
  3. Days On Market: 36
  4. Bedrooms: 6
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3093
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2005
MLS#: O6358850
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 3
  5. Provided by: REAL BROKER, LLC
  6. mfrmls
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***top producing rental home in windsor hills resort*** come see this tastefully furnished & themed home in beautiful windsor hills resort! This home has been optimized to stand out in the short term
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7763 Tosteth Street
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Details for 7763 Tosteth Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $629,000.00
  2. Price sqft: $176.29 / sqft
  3. Previous Price: $639,000
  4. Last Price Change: 11/22/25
  5. Days On Market: 159
  6. Bedrooms: 6
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3568
  10. Acreage: 0.14 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2005
MLS#: O6325816
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 3
  5. Provided by: CINDEE T LAVY
  6. mfrmls
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Beautiful 6 Bedroom Home Just 5 Minutes from Walt Disney World! Discover this spacious, beautifully maintained home in the sought after Windsor Hills Resort, a premier 24 hour guard gated community
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2615 Pawnall Street
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Details for 2615 Pawnall Street, KISSIMMEE, FL 34747
Single Family
  1. Price: $623,000.00
  2. Price sqft: $197.15 / sqft
  3. Previous Price: $649,999
  4. Last Price Change: 10/20/25
  5. Days On Market: 330
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3160
  10. Acreage: 0.16 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2007
MLS#: S5118985
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 06
  5. Elementary School: Celebration K 8
  6. Middle School: Celebration K 8
  7. High School: Celebration High
  8. Provided by: THE PROPERTY FIRM
  9. mfrmls
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Highly Desirable Windsor Hills Subdivision Just 4.5 Miles from Disney! Welcome to Windsor Hills, a premier guard gated community built by Pulte, known for its luxury and convenience. This fully fu
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Address Not Provided
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Single Family
  1. Price: $620,000.00
  2. Price sqft: $204.62 / sqft
  3. Days On Market: 148
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3030
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2006
MLS#: TB8409242
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Windsor Hills Ph 3
  5. Provided by: ZFC REAL ESTATE
  6. mfrmls
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Own this spacious, 5 Bedroom, 5 Bath home located inside of the 5 STAR Windsor Hills Resort in Kissimmee, Florida. The Windsor Hills Resort is in demand as a premier destination it is the closest vac
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