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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: 158
  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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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: 10/28/25
  5. Days On Market: 306
  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: $1,099,900.00
  2. Price sqft: $157.42 / sqft
  3. Days On Market: 57
  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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111 Monument Avenue 801
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Details for 111 Monument Avenue 801, KISSIMMEE, FL 34741
Condominium
  1. Price: $869,990.00
  2. Price sqft: $188.07 / sqft
  3. Days On Market: 133
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4626
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Lake Front
  13. 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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1395 Grandview Boulevard
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Details for 1395 Grandview Boulevard, KISSIMMEE, FL 34744
Single Family
  1. Price: $795,000.00
  2. Price sqft: $159.16 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4995
  8. Acreage: 0.91 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2003
MLS#: O6355952
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Regal Point
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: COLDWELL BANKER REALTY
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Tucked within the gates of Regal Point, one of Kissimmees most enchanting enclaves along the shores of Lake Toho, this custom built residence blends timeless craftsmanship with modern comfort. Set on
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3680 Mt Vernon Way
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Details for 3680 Mt Vernon Way, KISSIMMEE, FL 34741
Single Family
  1. Price: $795,000.00
  2. Price sqft: $173.66 / sqft
  3. Days On Market: 101
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4578
  8. Acreage: 0.23 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Pond
  13. Year Built: 2015
MLS#: S5131558
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Preserve At Tapestry Ph 3 4
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: NONA LEGACY POWERED BY LA ROSA
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Lakefront 5bd sequoia with pool & summer kitchen preserve at tapestry!! Welcome to one of the most impressive homes in the highly desired preserve at tapestry community in kissimmee! This stunning 20
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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: 10/11/25
  5. Days On Market: 92
  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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3020 Cardillino Way
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Details for 3020 Cardillino Way, KISSIMMEE, FL 34741
Single Family
  1. Price: $739,000.00
  2. Price sqft: $106.03 / sqft
  3. Days On Market: 27
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6970
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2017
MLS#: S5136081
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Tapestry Ph 2
  5. Elementary School: Floral Ridge Elementary
  6. Middle School: Kissimmee Middle
  7. High School: Osceola High School
  8. Provided by: THE VALENZUELA REAL ESTATE GRO
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SELLER MOTIVATED! Stunning 3 bedroom, 3 bath fully furnished home located in the desirable gated community of Tapestry. This spacious two story corner home features a 3 car garage, a newly renovated E
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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: $710,000.00
  2. Price sqft: $174.32 / sqft
  3. Days On Market: 28
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4073
  8. Acreage: 0.20 acres
  9. Pool: No
  10. Waterfront: No
  11. 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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1455 Olympic Club Boulevard
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Details for 1455 Olympic Club Boulevard, CHAMPIONS GATE, FL 33896
Single Family
  1. Price: $700,000.00
  2. Price sqft: $144.78 / sqft
  3. Days On Market: 0
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 4835
  8. Acreage: 0.28 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2020
MLS#: O6357929
  1. County: POLK
  2. City: CHAMPIONS GATE
  3. Zipcode: 33896
  4. Subdivision: Stoneybrook South Tr K
  5. Elementary School: Four Corner Elem
  6. Middle School: West Side
  7. High School: Osceola High School
  8. Provided by: ROBERT SLACK LLC
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Only 20 minutes from Disney's iconic theme parks and all your favorite "Mickey approved" restaurants and shops! This immaculate 2020 build features a spacious 5 Bedroom layout with TWO PRIMARY SUITES
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