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  1. School = Pleasant Hill Elem
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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: $1,650,000.00
  2. Price sqft: $1,410.26 / sqft
  3. Previous Price: $2,500,000
  4. Last Price Change: 12/13/25
  5. Days On Market: 340
  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
  6. High School: Osceola
  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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2043 Rainier Drive
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Details for 2043 Rainier Drive, KISSIMMEE, FL 34746
Single Family
  1. Price: $689,900.00
  2. Price sqft: $180.41 / sqft
  3. Days On Market: 71
  4. Bedrooms: 6
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3824
  8. Acreage: 0.17 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2024
MLS#: S5144514
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Storey Creek Ph 3a
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Poinciana
  8. Provided by: AROD PARTNERS REALTY
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Stunning 5 bedroom, 3 bathroom upgraded home in the highly desirable Storey Creek community in Kissimmee. This beautiful and elegant two story residence offers approximately 3,199 sqft of living sp
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2987 Boating Boulevard
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Details for 2987 Boating Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $688,999.00
  2. Price sqft: $168.71 / sqft
  3. Days On Market: 35
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4084
  8. Acreage: 0.16 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 2015
MLS#: S5146993
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Shingle Creek Reserve At The O
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: LA ROSA REALTY KISSIMMEE
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Welcome to your Florida lifestyle upgrade in this stunning 4 bedroom, 3.5 bath pool home located in the desirable Shingle Creek Reserve golf course community near the north end of Lake Toho. This two
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1756 Tanglewood Drive
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Details for 1756 Tanglewood Drive, KISSIMMEE, FL 34746
Single Family
  1. Price: $619,900.00
  2. Price sqft: $204.86 / sqft
  3. Days On Market: 28
  4. Bedrooms: 5
  5. Baths: 3
  6. Bldg sqft: 3026
  7. Acreage: 0.99 acres
  8. Pool: Yes
  9. Waterfront: No
  10. Year Built: 1986
MLS#: S5147427
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Forest
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: TOP SAVING REALTY
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Property in excellent condition! SOLD AS IS! * You have to see it to believe it! * NO HOA* PLUS A PRIVATE NICE POOL, AND ALMOST 1 ACRE LOT FOR YOUR PRIVACY. *For your convenience, this property is equ
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3110 Bass Boat Way
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Details for 3110 Bass Boat Way, KISSIMMEE, FL 34746
Single Family
  1. Price: $615,000.00
  2. Price sqft: $144.27 / sqft
  3. Previous Price: $625,000
  4. Last Price Change: 04/14/26
  5. Days On Market: 101
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4263
  10. Acreage: 0.18 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Lake Privileges
  15. Year Built: 2012
MLS#: O6376700
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Shingle Crk Reserveoaks Ph V
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: UNITED REALTY GROUP INC
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This beautiful lake view home is located in a Golf and Boating Community. Park your boat in your own back yard and enjoy access to to a chain of lakes that connect to Lake Toho. Its been fully renovat
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2460 The Oaks Boulevard
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Details for 2460 The Oaks Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $595,000.00
  2. Price sqft: $136.88 / sqft
  3. Previous Price: $600,000
  4. Last Price Change: 03/27/26
  5. Days On Market: 306
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4347
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2003
MLS#: O6323394
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Oaks Ph 1 B1
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: KELLER WILLIAMS ADVANTAGE III
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REDUCED PRICE on this stunning 5 bedroom, Pool Home with many upgrades on a Large Corner Lot, Water Views in a Golf Community! Welcome to your dream home in the beautifully established Oaks Golf Comm
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1524 The Oaks Boulevard
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Details for 1524 The Oaks Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $539,900.00
  2. Price sqft: $154.79 / sqft
  3. Previous Price: $549,900
  4. Last Price Change: 04/28/26
  5. Days On Market: 118
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3488
  10. Acreage: 0.18 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1997
MLS#: O6371236
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: The Oaks
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: PREMIER SOTHEBYS INT'L REALTY
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Positioned along the 13th hole of The Oaks National Golf Course in Kissimmee, this golf front residence offers elegant interiors, updated systems and a layout designed for comfort and entertaining. Th
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2617 Teeside Court
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Details for 2617 Teeside Court, KISSIMMEE, FL 34746
Single Family
  1. Price: $525,000.00
  2. Price sqft: $131.94 / sqft
  3. Days On Market: 94
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3979
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1997
MLS#: S5142892
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Overoaks Rep 1
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: ZEA REALTY & ASSOCIATES
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Located in a quiet, peaceful cul de sac, this stunning home offers breathtaking views from the pool deck overlooking two serene ponds and the golf course. Enjoy Florida living at its finest with a la
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2924 Boating Boulevard
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Details for 2924 Boating Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $519,900.00
  2. Price sqft: $138.86 / sqft
  3. Previous Price: $529,950
  4. Last Price Change: 03/09/26
  5. Days On Market: 175
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3744
  10. Acreage: 0.17 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Pond
  15. Year Built: 2009
MLS#: S5138344
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Shingle Creek Reserve At The O
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon
  7. High School: Liberty
  8. Provided by: MCKINNEY REALTY CO
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One or more photo(s) has been virtually staged. For the first time in eight years, one of the rarest lots in The Oaks is now available. Special Holiday Promotion Free 85 inch samsung Tv if purchased
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3401 Canvas Street
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Details for 3401 Canvas Street, KISSIMMEE, FL 34741
Single Family
  1. Price: $515,000.00
  2. Price sqft: $191.81 / sqft
  3. Previous Price: $550,000
  4. Last Price Change: 04/21/26
  5. Days On Market: 68
  6. Bedrooms: 4
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2685
  10. Acreage: 0.22 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2015
MLS#: S5144779
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34741
  4. Subdivision: Enclavetapestry Ph 1
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Kissimmee
  7. High School: Celebration
  8. Provided by: PRIMUS CRE GROUP
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Beautifully appointed modern corner residence located in the heart of Kissimmee, featuring a private patio with pergola that serves as a seamless extension of the homes living space. Positioned on a
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