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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: 03/30/26
    5. Days On Market: 342
    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 8
    6. High School: Osceola High School
    7. Provided by: HOLISTIC REALTY FLORIDA, LLC
    8. mfrmls
    9. DMCA Notice
    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
    Listing Details and 22 Additional Pictures
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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: 37
    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 Middle
    7. High School: Liberty High
    8. Provided by: LA ROSA REALTY KISSIMMEE
    9. mfrmls
    10. DMCA Notice
    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: 30
    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 Middle
    7. High School: Liberty High
    8. Provided by: TOP SAVING REALTY
    9. mfrmls
    10. DMCA Notice
    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: 04/13/26
    5. Days On Market: 104
    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 Middle
    7. High School: Liberty High
    8. Provided by: UNITED REALTY GROUP INC
    9. mfrmls
    10. DMCA Notice
    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
    Listing Details and 64 Additional Pictures
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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: 04/27/26
    5. Days On Market: 308
    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
    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: 04/27/26
    5. Days On Market: 120
    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 Middle
    7. High School: Liberty High
    8. Provided by: PREMIER SOTHEBYS INT'L REALTY
    9. mfrmls
    10. DMCA Notice
    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: $520,000.00
    2. Price sqft: $130.69 / sqft
    3. Previous Price: $525,000
    4. Last Price Change: 05/06/26
    5. Days On Market: 96
    6. Bedrooms: 3
    7. Baths: 4
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 3979
    10. Acreage: 0.25 acres
    11. Pool: Yes
    12. Spa/HotTub: Yes
    13. Waterfront: No
    14. 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 Middle
    7. High School: Liberty High
    8. Provided by: ZEA REALTY & ASSOCIATES
    9. mfrmls
    10. DMCA Notice
    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: 05/07/26
    5. Days On Market: 177
    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 Middle
    7. High School: Liberty High
    8. Provided by: MCKINNEY REALTY CO
    9. mfrmls
    10. DMCA Notice
    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: 70
    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 Middle
    7. High School: Celebration High
    8. Provided by: PRIMUS CRE GROUP
    9. mfrmls
    10. DMCA Notice
    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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    4086 Gooseberry Trail
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    Details for 4086 Gooseberry Trail, KISSIMMEE, FL 34746
    Single Family
    1. Price: $459,999.00
    2. Price sqft: $183.34 / sqft
    3. Days On Market: 84
    4. Bedrooms: 4
    5. Baths: 3
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 2509
    8. Acreage: 0.14 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 2024
    MLS#: S5143863
    1. County: OSCEOLA
    2. City: KISSIMMEE
    3. Zipcode: 34746
    4. Subdivision: Storey Creek Ph 3b 4
    5. Elementary School: Pleasant Hill Elem
    6. Middle School: Horizon Middle
    7. High School: Poinciana High School
    8. Provided by: NORTHGROUP REAL ESTATE, INC
    9. mfrmls
    10. DMCA Notice
    One or more photo(s) has been virtually staged. Discover this stunning 4 bedroom, 3 bathroom Next Gen home in the desirable community of Storey Creek, featuring a private Mother In Law Suite with a se
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    Equal Housing Opportunity
    Listings provided courtesy of The Hernando County Association of Realtors MLS.
    Listing Data ©2026 REALTOR® Association of Citrus County
    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
    Datafeed Last updated on May 9, 2026 @ 12:00 am
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