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  1. School = Pleasant Hill Elem
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: 152
  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
  8. mfrmls
  9. DMCA Notice
Description
  1. 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
Details for 1450 Hidden Harbor Lane, KISSIMMEE, FL 34746
Single Family
  1. Price: $1,050,000.00
  2. Price sqft: $131.28 / sqft
  3. Previous Price: $1,100,000
  4. Last Price Change: 09/11/25
  5. Days On Market: 814
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 7998
  10. Acreage: 1.00 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1990
MLS#: S5089426
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Hidden Harbor
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon Middle
  7. High School: Liberty High
  8. Provided by: IMAGINATION REALTY, INC
  9. mfrmls
  10. DMCA Notice
Description
  1. Enter this Gated Estate Community bordering Lake Toho, with one plus acre home lots, and find yourself in the middle of "Old Florida" with century old Oak Hammock Trees and lush landscaping. An auth
Details for 2043 Rainier Drive, KISSIMMEE, FL 34746
Single Family
  1. Price: $920,000.00
  2. Price sqft: $240.59 / sqft
  3. Days On Market: 29
  4. Bedrooms: 5
  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#: O6342388
  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 Middle
  7. High School: Poinciana High School
  8. Provided by: LPT REALTY, LLC
  9. mfrmls
  10. DMCA Notice
Description
  1. Exquisite Luxury Residence in Kissimmee, FL Discover this stunning 5 bedroom, 3 bathroom home offering 3,198 SqFt of modern elegance. Designed with a perfect balance of style and functionality, this
Details for 2851 Granada Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $875,000.00
  2. Price sqft: $177.52 / sqft
  3. Previous Price: $890,000
  4. Last Price Change: 10/15/25
  5. Days On Market: 148
  6. Bedrooms: 5
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4929
  10. Acreage: 2.41 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1995
MLS#: S5128214
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Tohop Estates
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon Middle
  7. High School: Liberty High
  8. Provided by: LA ROSA REALTY KISSIMMEE
  9. mfrmls
  10. DMCA Notice
Description
  1. Discover the perfect blend of comfort, style, and outdoor living in this beautifully appointed 4 bedroom, 3 bathroom home. Nestled in a beautiful neighborhood of Tohop Estates, this residence offers a
Details for 2304 Indian Mound Trail, KISSIMMEE, FL 34746
Single Family
  1. Price: $814,000.00
  2. Price sqft: $175.51 / sqft
  3. Previous Price: $824,000
  4. Last Price Change: 10/25/25
  5. Days On Market: 84
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4638
  10. Acreage: 1.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 2002
MLS#: O6332227
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Hidden Harbour
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon Middle
  7. High School: Liberty High
  8. Provided by: CREEGAN GROUP
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to 2304 Indian Mound Trail in Kissimmee a graceful blend of timeless charm and tranquility, nestled within the private, gated community of Hidden Harbor. This stately Colonial style residence
Details for 2801 Granada Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $750,000.00
  2. Price sqft: $151.88 / sqft
  3. Days On Market: 19
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4938
  8. Acreage: 2.38 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1990
MLS#: S5136477
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Tohop Estates
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Harmony Middle
  7. High School: Liberty High
  8. Provided by: LA ROSA REALTY KISSIMMEE
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to your private retreat in Kissimmee! Nestled on 2.4 acres, this beautiful 4 bedroom, 3.5 bath home offers the perfect blend of space, comfort, and privacy all with NO HOA and NO CDD. Step i
Details for 2460 The Oaks Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $605,000.00
  2. Price sqft: $139.18 / sqft
  3. Previous Price: $615,000
  4. Last Price Change: 10/04/25
  5. Days On Market: 118
  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 Middle
  7. High School: Liberty High
  8. Provided by: KELLER WILLIAMS ADVANTAGE III
  9. mfrmls
  10. DMCA Notice
Description
  1. 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
Details for 3380 Blossom Street, KISSIMMEE, FL 34746
Single Family
  1. Price: $600,000.00
  2. Price sqft: $337.84 / sqft
  3. Days On Market: 1
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 1776
  8. Acreage: 2.08 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1982
MLS#: O6355447
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Orange Blossom Acres
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon Middle
  7. High School: Poinciana High School
  8. Provided by: KELLER WILLIAMS CLASSIC
  9. mfrmls
  10. DMCA Notice
Description
  1. Discover what you have been looking for! Awesome opportunity to own your ideal Florida retreat! This beautifully recently updated pool residence is nestled on a little over 2 acres of meticulously lan
Details for 1527 Angler Avenue, KISSIMMEE, FL 34746
Single Family
  1. Price: $579,000.00
  2. Price sqft: $160.52 / sqft
  3. Previous Price: $589,900
  4. Last Price Change: 10/23/25
  5. Days On Market: 27
  6. Bedrooms: 5
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3607
  10. Acreage: 0.21 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Pond
  15. Year Built: 2013
MLS#: O6349376
  1. County: OSCEOLA
  2. City: KISSIMMEE
  3. Zipcode: 34746
  4. Subdivision: Shingle Crk Reserve Oaks Ph 3
  5. Elementary School: Pleasant Hill Elem
  6. Middle School: Horizon Middle
  7. High School: Osceola High School
  8. Provided by: M2M REALTY
  9. mfrmls
  10. DMCA Notice
Description
  1. Beautiful 5 Bedroom Home with Stunning Lake View! Welcome to this better than new, spacious 5 bedroom, 4.5 bathroom home with an upstairs loft located in the desirable Shingle Creek Reserve at The Oa
Details for 3034 Boating Boulevard, KISSIMMEE, FL 34746
Single Family
  1. Price: $574,900.00
  2. Price sqft: $196.41 / sqft
  3. Previous Price: $589,900
  4. Last Price Change: 10/09/25
  5. Days On Market: 286
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2927
  10. Acreage: 0.16 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2013
MLS#: S5118554
  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 Middle
  7. High School: Liberty High
  8. Provided by: COLDWELL BANKER SOLOMON
  9. mfrmls
  10. DMCA Notice
Description
  1. Welcome to this Pristine Home, centrally located within the very desirable Golf Community in The Oaks. This Stunning Home has finishes and upgrades that were tastefully added as such: Granite Countert
Wade M. Berlin