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1886 Pleasant Hill Road
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Details for 1886 Pleasant Hill Road, KISSIMMEE, FL 34746
Single Family
  1. Price: $2,500,000.00
  2. Price sqft: $2,136.75 / sqft
  3. Days On Market: 129
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1170
  7. Acreage: 10.87 acres
  8. Pool: No
  9. Waterfront: No
  10. 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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0 Kings Point Boulevard
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Details for 0 Kings Point Boulevard, KISSIMMEE, FL 34744
Land
  1. Price: $2,500,000.00
  2. Previous Price: $2,000,000
  3. Last Price Change: 08/25/25
  4. Days On Market: 338
  5. Acreage: 8.50 acres
  6. Pool: No
  7. Waterfront: Yes
  8. Wateraccess: Yes
  9. Waterfront Type: Lake Front
  10. Year Built: Not Available
MLS#: S5114931
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Florida Drainland Co
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: SIGNATURE COLLECTION REALTY IN
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8.5 ACRES..PRICE REDUCTION Bring your imagination to this amazing property! A rare gem, 2 combined lots sold together that total 8.5 acres+/ of high and dry land, with 390 feet of lakefront on West
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1501 Sunset Pointe Place
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Details for 1501 Sunset Pointe Place, KISSIMMEE, FL 34744
Single Family
  1. Price: $1,599,000.00
  2. Price sqft: $266.06 / sqft
  3. Previous Price: $1,650,000
  4. Last Price Change: 09/29/25
  5. Days On Market: 277
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 6010
  10. Acreage: 0.66 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Privileges
  16. Year Built: 2000
MLS#: S5117808
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Sunset Pointe
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: PORTFOLIO REAL ESTATE GROUP
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Experience breathtaking florida lakefront sunsets from this stunning and unique custom home in the exclusive gated community of sunset pointe. Situated near shopping, disney/universal/sea world, major
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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: $1,174,900.00
  2. Price sqft: $168.16 / sqft
  3. Previous Price: $1,200,000
  4. Last Price Change: 09/29/25
  5. Days On Market: 28
  6. Bedrooms: 6
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6987
  10. Acreage: 0.49 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. 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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111 Monument Avenue 801
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Details for 111 Monument Avenue 801, KISSIMMEE, FL 34741
Condominium
  1. Price: $924,990.00
  2. Price sqft: $199.96 / sqft
  3. Previous Price: $924,991
  4. Last Price Change: 09/19/25
  5. Days On Market: 104
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4626
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Front
  15. Year Built: 2012
MLS#: O6320369
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Park View At City Centre Kiss
  5. Building: Park View At City Centre Kiss Residence Condo
  6. Elementary School: Central Avenue Elem
  7. Middle School: Denn John Middle
  8. High School: Osceola High School
  9. Provided by: KELLER WILLIAMS CLASSIC
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Penthouse perfection meets downtown renaissance discover the crown jewel of historic downtown kissimmee an architect designed penthouse that redefines luxury living in central florida's fastest grow
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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: $839,000.00
  2. Price sqft: $132.08 / sqft
  3. Previous Price: $899,000
  4. Last Price Change: 09/02/25
  5. Days On Market: 78
  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 - Freshwater
  15. Year Built: 2005
MLS#: O6328758
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Taylor Ridge
  5. Elementary School: Neptune Elementary
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: KNIGHT & DREWS
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WATERFRONT END LOCATION on the canal only 1/2 mile to the world famous for Bass fishing LAKE TOHO. Stunning Custom Built 5 Bedroom Home in Exclusive Taylor Ridge Gated Community. Discover this exquisi
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2591 Swoop Circle
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Details for 2591 Swoop Circle, KISSIMMEE, FL 34741
Single Family
  1. Price: $760,000.00
  2. Price sqft: $236.25 / sqft
  3. Previous Price: $790,000
  4. Last Price Change: 10/02/25
  5. Days On Market: 63
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3217
  10. Acreage: 0.20 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Pond
  16. Year Built: 2010
MLS#: O6333167
  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: WRA BUSINESS & REAL ESTATE
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Modern 4 Bedroom Home with Pool and Lake View Just 17 Minutes from Disney Parks. This fully updated single family residence offers the perfect blend of comfort, style, and prime location. Situated
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2518 Fontaine Drive
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Details for 2518 Fontaine Drive, Kissimmee, FL 34741
Single Family
  1. Price: $749,900.00
  2. Price sqft: $184.07 / sqft
  3. Days On Market: 501
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4074
  8. Acreage: 0.15 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 2017
MLS#: S5105586
  1. County: OSCEOLA
  2. City: Kissimmee
  3. Zipcode: 34741
  4. Subdivision: Tapestry
  5. Elementary School: Kissimmee Elem
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: JAVI REALTY LLC
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***SELLER WILL COVER ALL BUYERS CLOSING COSTS!*** Welcome to my home in Tapestry, one of Kissimmees most desirable gated communities. This home was designed for families who love space, comfort, and p
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2518 Fontaine Drive
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Details for 2518 Fontaine Drive, KISSIMMEE, FL 34741
Single Family
  1. Price: $749,900.00
  2. Price sqft: $184.07 / sqft
  3. Days On Market: 500
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4074
  8. Acreage: 0.15 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2017
MLS#: S5105586
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Tapestry
  5. Elementary School: Kissimmee Elem
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: JAVI REALTY LLC
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***SELLER WILL COVER ALL BUYERS CLOSING COSTS!*** Welcome to my home in Tapestry, one of Kissimmees most desirable gated communities. This home was designed for families who love space, comfort, and p
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1308 Verona Street 1308 & 131
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Details for 1308 Verona Street 1308 & 131, KISSIMMEE, FL 34741
Multi-Family
  1. Price: $695,000.00
  2. Price sqft: $150.43 / sqft
  3. Previous Price: $750,000
  4. Last Price Change: 07/08/25
  5. Days On Market: 138
  6. Bedrooms: 6
  7. Baths: 4
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 4620
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2025
MLS#: S5127410
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Prospect Park
  5. Elementary School: Thacker Avenue Elem (K 5)
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: MARTZ REALTY LLC
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Under Construction. Brand new construction 2 story duplex with 100% block frame structure in the beautiful City of Kissimmee! Rare investment opportunity in COK! NO HOA! NO CDD! NO FLOOD ZONE! Each u
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