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  1. School = Osceola High School
  2. Listing Status = Active
1886 Pleasant Hill Road
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Details for 1886 Pleasant Hill Road, KISSIMMEE, FL 34746
Single Family
  1. Price: $1,650,000.00
  2. Price sqft: $1,410.26 / sqft
  3. Previous Price: $2,500,000
  4. Last Price Change: 03/30/26
  5. Days On Market: 325
  6. Bedrooms: 3
  7. Baths: 2
  8. Bldg sqft: 1170
  9. Acreage: 10.87 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1957
MLS#: S5128052
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Elementary School: Pleasant Hill Elem
  5. Middle School: Bellalago Charter Academy (K 8
  6. High School: Osceola High School
  7. Provided by: HOLISTIC REALTY FLORIDA, LLC
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Prime Development Opportunity at 1886 Pleasant Hill Road, Kissimmee, FL 34746! The best time to secure an exceptional vacant land located in a rapidly growing area of Kissimmee. This expansive parcel
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1632 Regal Cove Court
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Details for 1632 Regal Cove Court, KISSIMMEE, FL 34744
Single Family
  1. Price: $1,099,750.00
  2. Price sqft: $157.40 / sqft
  3. Days On Market: 223
  4. Bedrooms: 6
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6987
  8. Acreage: 0.49 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1993
MLS#: S5134100
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Regal Cove
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: FIERCE REALTY
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Welcome to Regal Cove Modern Luxury Meets Country Charm! Imagine living in the exclusive, gated community of Regal Cove, where this fully renovated custom home offers both elegance and privacy. Set
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9014 Sunshine Ridge Loop
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Details for 9014 Sunshine Ridge Loop, KISSIMMEE, FL 34747
Single Family
  1. Price: $889,000.00
  2. Price sqft: $170.76 / sqft
  3. Previous Price: $899,000
  4. Last Price Change: 03/25/26
  5. Days On Market: 131
  6. Bedrooms: 9
  7. Baths: 7
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5206
  10. Acreage: 0.16 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2018
MLS#: O6366538
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Solara Residence
  5. Elementary School: Westside K 8
  6. Middle School: West Side
  7. High School: Osceola High School
  8. Provided by: LPT REALTY, LLC
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PRICE IMPROVEMENT!!! Stunning 9 Bedroom Vacation Home in Solara Resort Fully Upgraded & Turnkey Welcome to this exceptional 9 bedroom, 6.5 bathroom vacation retreat located in the highly desired S
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2771 Swoop Circle
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Details for 2771 Swoop Circle, KISSIMMEE, FL 34741
Single Family
  1. Price: $750,000.00
  2. Price sqft: $201.78 / sqft
  3. Previous Price: $770,000
  4. Last Price Change: 04/08/26
  5. Days On Market: 70
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3717
  10. Acreage: 0.22 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2008
MLS#: O6381024
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Avilla
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: FLORIDA CONNEXION PROPERTIES
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Refined comfort meets Florida lifestyle in this spacious 5 bedroom 5 bathroom home within a gated community overlooking a tranquil pond. Offering 2,790 heated sq ft, the home features a versatile layo
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1714 Cheryl Lane
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Details for 1714 Cheryl Lane, KISSIMMEE, FL 34744
Single Family
  1. Price: $749,000.00
  2. Price sqft: $148.58 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5041
  8. Acreage: 0.45 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1989
MLS#: O6395426
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Regal Oak Shores
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: EXP REALTY LLC
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One or more photo(s) has been virtually staged. Positioned on an expansive 0.45 acre lot with no HOA in Kissimmee, this custom built residence delivers space, privacy, and elevated finishes rarely fou
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1698 Taylor Ridge Loop
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Details for 1698 Taylor Ridge Loop, KISSIMMEE, FL 34744
Single Family
  1. Price: $715,000.00
  2. Price sqft: $112.56 / sqft
  3. Previous Price: $735,000
  4. Last Price Change: 04/16/26
  5. Days On Market: 67
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6352
  10. Acreage: 0.54 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal Front
  15. Year Built: 2005
MLS#: O6366703
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Taylor Ridge
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
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Welcome! Enjoy no rear neighbors forever, and a low key HOA, with this well appointed home, which offers five spacious bedrooms, four and a half bathrooms, and exceptional flexibility for family livin
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2813 Bookmark Drive
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Details for 2813 Bookmark Drive, KISSIMMEE, FL 34746
Single Family
  1. Price: $700,000.00
  2. Price sqft: $206.61 / sqft
  3. Days On Market: 34
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 3388
  8. Acreage: 0.11 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6387506
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Cove At Storey Lake Ii
  5. Elementary School: Kissimmee Elem
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: LPT REALTY, LLC
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Welcome to this stunning 5 bedroom, 5 bathroom home, where comfort, style, and adventure come together in one exceptional property. Designed with both relaxation and entertaining in mind, this spaciou
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2424 Varenna Loop
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Details for 2424 Varenna Loop, KISSIMMEE, FL 34741
Single Family
  1. Price: $675,000.00
  2. Price sqft: $208.98 / sqft
  3. Previous Price: $695,000
  4. Last Price Change: 04/02/26
  5. Days On Market: 71
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 3230
  10. Acreage: 0.32 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2020
MLS#: O6380818
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Tapestry Ph 5
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: BRIGHT TRUST REALTY LLC
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If you thought you couldn't find an incredible 3 bedroom property with an upstairs entertainment area, 2.5 bathrooms, and a private pool, featuring elegant and comfortable spaces, the seller has creat
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2805 Carter Grove Lane
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Details for 2805 Carter Grove Lane, KISSIMMEE, FL 34741
Single Family
  1. Price: $670,000.00
  2. Price sqft: $164.50 / sqft
  3. Previous Price: $690,000
  4. Last Price Change: 04/15/26
  5. Days On Market: 194
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4073
  10. Acreage: 0.20 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2014
MLS#: O6350502
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Preserve At Tapestry Ph 1
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: FLORIDA REALTY INVESTMENTS
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Welcome to this stunning move in ready home where thoughtful design, premium upgrades, and energy efficiency come together in perfect harmony. This beautifully maintained home offers the perfect balan
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2321 Hinsdale Drive
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Details for 2321 Hinsdale Drive, KISSIMMEE, FL 34741
Single Family
  1. Price: $669,900.00
  2. Price sqft: $156.81 / sqft
  3. Days On Market: 554
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4272
  8. Acreage: 0.21 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2005
MLS#: S5113864
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Cypress Reserve Ph 02
  5. Elementary School: Kissimmee Elem
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: DEAL MAKERS REALTY TEAM CORP
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This impressive 5 bedroom, 3.5 bathroom property is located in a prime location, offering both comfort and style. Upon entering, you are greeted by a spacious and bright layout with an open concept de
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