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1115 Prosperity Avenue
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Details for 1115 Prosperity Avenue, KISSIMMEE, FL 34744
Single Family
  1. Price: $499,000.00
  2. Price sqft: $239.33 / sqft
  3. Days On Market: 9
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2085
  8. Acreage: 0.19 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2003
MLS#: S5146235
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Fortune Lakes
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Neptune Middle (6 8)
  7. High School: Osceola High School
  8. Provided by: LA ROSA REALTY KISSIMMEE
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Welcome to this spacious 4 bedroom, 2 bath single family home located in the desirable Fortune Lakes community of Kissimmee. Built in 2003, this well maintained property offers 2,085 sq ft of living s
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2602 Birchwood Avenue
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Details for 2602 Birchwood Avenue, KISSIMMEE, FL 34744
Single Family
  1. Price: $475,000.00
  2. Price sqft: $280.57 / sqft
  3. Previous Price: $495,000
  4. Last Price Change: 03/09/26
  5. Days On Market: 37
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 1693
  10. Acreage: 0.23 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1989
MLS#: O6383961
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Oak Hollow Ph 4
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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This lakefront pool home at 2602 Birchwood Avenue offers direct water views, conservation space for added privacy and sunset views from the screened pool area. On a 0.23 acre oversized lot in Kissimme
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627 Woodland Creek Boulevard
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Details for 627 Woodland Creek Boulevard, KISSIMMEE, FL 34744
Single Family
  1. Price: $469,900.00
  2. Price sqft: $125.51 / sqft
  3. Days On Market: 10
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3744
  8. Acreage: 0.18 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2005
MLS#: O6392189
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Woodland Creek
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: RE/MAX PRIME PROPERTIES
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Welcome to Woodland Creek. This beautifully maintained 4 bedroom, 2.5 bath home offering space, comfort, and modern upgrades throughout. A versatile first floor bonus room provides the perfect option
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1420 Myrna Lane
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Details for 1420 Myrna Lane, KISSIMMEE, FL 34744
Single Family
  1. Price: $420,000.00
  2. Price sqft: $233.33 / sqft
  3. Days On Market: 11
  4. Bedrooms: 4
  5. Baths: 3
  6. Bldg sqft: 1800
  7. Acreage: 0.15 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1981
MLS#: S5145932
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Mill Run
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: PROPERTY RESOURCE SPECIALISTS LLC
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A rare find in Kissimmee. This property offers the perfect blend of modern updates, energy efficiency, and flexible living space with a fully updated 3 bedroom, 2 bathroom main home plus a true 1 bedr
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2672 Debany Road
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Details for 2672 Debany Road, KISSIMMEE, FL 34744
Single Family
  1. Price: $415,000.00
  2. Price sqft: $196.22 / sqft
  3. Days On Market: 46
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2115
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1989
MLS#: S5143538
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Mill Run
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: REALTY HUB
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Welcome to 2672 Debany Rd, a beautifully maintained home offering comfort and style. This property features spacious living areas filled with natural light, an updated kitchen, and a private backyard
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1212 Shawnee Drive
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Details for 1212 Shawnee Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $400,000.00
  2. Price sqft: $171.82 / sqft
  3. Previous Price: $415,000
  4. Last Price Change: 03/16/26
  5. Days On Market: 177
  6. Bedrooms: 4
  7. Baths: 2
  8. Bldg sqft: 2328
  9. Acreage: 0.37 acres
  10. Pool: No
  11. Waterfront: No
  12. Year Built: 1964
MLS#: S5135868
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Osceola Acres
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: THE REALTY EXPERIENCE POWERED BY LRR
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Welcome to this spacious 4 bedroom + Den, 2 bathroom, single family home in Kissimmee 2 miles from Osceola Pkwy and Florida Turnpide **1,848 sqft of living space on a generous 0.37 acre with plenty
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279 Magical Way
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Details for 279 Magical Way, KISSIMMEE, FL 34744
Single Family
  1. Price: $399,800.00
  2. Price sqft: $168.48 / sqft
  3. Previous Price: $399,900
  4. Last Price Change: 03/25/26
  5. Days On Market: 213
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2373
  10. Acreage: 0.13 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2007
MLS#: S5133398
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Magic Landings Ph 2
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: REMAX PREMIER PROPERTIES
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Rare 4br pool home with two private suites + no rear neighbors in gated kissimmee community! New carpet in the bedrooms, new interior paint, pool heater 2 years old. This beautifully maintained 4 bedr
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1135 Cherokee Drive
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Details for 1135 Cherokee Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $375,990.00
  2. Price sqft: $276.87 / sqft
  3. Days On Market: 27
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1358
  7. Acreage: 0.40 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1964
MLS#: S5144943
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Osceola Acres
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Osceola High School
  8. Provided by: EXP REALTY LLC
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FULLY RENOVATED HOME on an oversized 0.40 acre corner lot in Kissimmee with NO HOA! Major 2025 upgrades include a new roof, new A/C, all new windows, updated electrical and plumbing systems offering
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2356 Valley Avenue
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Details for 2356 Valley Avenue, KISSIMMEE, FL 34744
Single Family
  1. Price: $365,000.00
  2. Price sqft: $196.77 / sqft
  3. Days On Market: 17
  4. Bedrooms: 4
  5. Baths: 2
  6. Bldg sqft: 1855
  7. Acreage: 0.18 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1973
MLS#: O6390430
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Town Country Estates
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: KELLER WILLIAMS REALTY AT THE PARKS
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Welcome to this spacious 4 bedroom, 2 bath pool home in Kissimmee, offering approximately 1,855 square feet of flexible living space and a valuable bonusfully paid off solar panels that will transfer
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2518 Bowmer Drive
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Details for 2518 Bowmer Drive, KISSIMMEE, FL 34744
Single Family
  1. Price: $359,900.00
  2. Price sqft: $157.64 / sqft
  3. Previous Price: $365,000
  4. Last Price Change: 03/23/26
  5. Days On Market: 600
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2283
  10. Acreage: 0.15 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1982
MLS#: S5109889
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Mill Run
  5. Elementary School: Mill Creek Elem (K 5)
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: COLDWELL BANKER SOLOMON
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BACK ON THE MARKET due to Financing. Move in ready, completely remodeled. Single family home featuring 3 bedrooms., 2 baths, 2 car garage. The welcoming great room offers plenty of space to entertain
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