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  1. School = Gateway
Details for 1659 Windsor Oak Court, KISSIMMEE, FL 34744
Rental
  1. Price: $1,850.00
  2. Price sqft: $1.21 / sqft
  3. Previous Price: $1,900
  4. Last Price Change: 09/02/25
  5. Days On Market: 87
  6. Bedrooms: 3
  7. Baths: 3
  8. Bldg sqft: 1535
  9. Acreage: 0.02 acres
  10. Pool: No
  11. Community Pool: Yes
  12. Waterfront: No
  13. Year Built: 2000
MLS#: S5128804
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Windsor Oaks
  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: LA ROSA REALTY LLC
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FOR RENT: Spacious 3 Bedrooms, 2 Bathrooms Townhome centrally located in the gated Windsor Oaks community in Kissimmee. Kitchen is well equipped with all appliances and a breakfast bar located on the
Details for 2415 Harbor Town Drive, KISSIMMEE, FL 34744
Rental
  1. Price: $1,850.00
  2. Price sqft: $1.63 / sqft
  3. Days On Market: 23
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 1132
  7. Acreage: 0.05 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 1999
MLS#: S5132639
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Harbor Town Ph 2
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: TOP SAVING REALTY
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This home is located in the gated community of Harbor Town! 3 bedroom, 2 bathroom home, tile flooring throughout. Spacious living/dining room with vaulted ceilings. Located close to a major highway,
Details for 2464 Hassonite Street, KISSIMMEE, FL 34744
Rental
  1. Price: $1,850.00
  2. Price sqft: $0.99 / sqft
  3. Days On Market: 18
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1870
  8. Acreage: 0.06 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2006
MLS#: S5132954
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Amber Pointe
  5. Elementary School: Partin Settlement Elem
  6. Middle School: Denn John Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: FLORIDA LAKES REALTY
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Available September 5, 2025! This 3 bedroom, 2.5 bathroom home redefines style and comfort. Designed for those seeking an elegant and functional space, this property invites you to enjoy every corner.
Details for 1547 Elmwood Avenue, KISSIMMEE, FL 34744
Rental
  1. Price: $1,800.00
  2. Price sqft: $1.46 / sqft
  3. Previous Price: $1,940
  4. Last Price Change: 07/29/25
  5. Days On Market: 135
  6. Bedrooms: 2
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1235
  10. Acreage: 0.16 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1985
MLS#: O6302697
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34744
  4. Subdivision: Oak Hollow Ph 2
  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: MAIN STREET RENEWAL LLC
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Welcome to your dream home! Step inside this pet friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as
Details for 31 Silver Oak Circle 31, Kissimmee, FL 34743
Condominium
  1. Price: $1,750.00
  2. Price sqft: $1.83 / sqft
  3. Days On Market: 3
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 954
  7. Acreage: 0.04 acres
  8. Pool: Yes
  9. Community Pool: Yes
  10. Waterfront: No
  11. Year Built: 1990
MLS#: O6341128
  1. County: OSCEOLA
  2. City: Kissimmee
  3. Zipcode: 34743
  4. Subdivision: Bvl Silver Park Villas 3
  5. Building: Bvl Silver Park Villas 3
  6. Elementary School: Cypress
  7. Middle School: Parkway
  8. High School: Gateway
  9. Provided by: FLORIDA INVEST MANAGEMENT LLC
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Welcome to your new Pool View Rental home! This stunning townhouse located in the heart of Kissimmee is ready for you. With 2 bedrooms and 2 full bathrooms, this spacious property features a beautiful
Details for 31 Silver Oak Circle 31, KISSIMMEE, FL 34743
Rental
  1. Price: $1,750.00
  2. Price sqft: $1.83 / sqft
  3. Days On Market: 2
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 954
  7. Acreage: 0.04 acres
  8. Pool: No
  9. Community Pool: Yes
  10. Waterfront: No
  11. Year Built: 1990
MLS#: O6341128
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34743
  4. Subdivision: Bvl Silver Park Villas 3
  5. Building: Bvl Silver Park Villas 3
  6. Elementary School: Cypress Elem (K 6)
  7. Middle School: Parkway Middle
  8. High School: Gateway High School (9 12)
  9. Provided by: FLORIDA INVEST MANAGEMENT LLC
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Welcome to your new Pool View Rental home! This stunning townhouse located in the heart of Kissimmee is ready for you. With 2 bedrooms and 2 full bathrooms, this spacious property features a beautiful
Details for 8900 Legacy Court 204, KISSIMMEE, FL 34747
Rental
  1. Price: $1,375.00
  2. Price sqft: $1.88 / sqft
  3. Days On Market: 77
  4. Bedrooms: 1
  5. Baths: 1
  6. Bldg sqft: 730
  7. Acreage: 0.28 acres
  8. Pool: No
  9. Waterfront: No
  10. Year Built: 2000
MLS#: S5128365
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34747
  4. Subdivision: Legacy Dunes Condo
  5. Building: Legacy Dunes Condo
  6. Elementary School: Westside K 8
  7. Middle School: West Side
  8. High School: Gateway High School (9 12)
  9. Provided by: FIRST INTERNATIONAL REAL ESTAT
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Charming 1 Bed/1 Bath Condo in Legacy Park Resort Gated Community with Resort Style Amenities Discover comfort and convenience in this beautifully updated 2nd floor condo located in the desirable
Details for 376 La Paz Drive, KISSIMMEE, FL 34743
Rental
  1. Price: $1,100.00
  2. Days On Market: 138
  3. Bedrooms: 1
  4. Baths: 1
  5. Bldg sqft: 20
  6. Acreage: 0.21 acres
  7. Pool: No
  8. Waterfront: No
  9. Year Built: 1982
MLS#: S5125327
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34743
  4. Subdivision: Bvl
  5. Elementary School: Boggy Creek Elem (K 5)
  6. Middle School: Parkway Middle
  7. High School: Gateway High School (9 12)
  8. Provided by: LA ROSA REALTY ORLANDO LLC
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Excellent studio with water and electricity included in the price. Close to the parks and airport.