5 + Acre properties in Hillsborough County

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Hillsborough County 5 acre properties

Need room to roam? 5 + acre properties

 

Hillsborough County is a county located in the State of Florida. As of the 2010 census, the population was 1,229,226,[2]making it the fourth-most populous county in Florida. Its county seat and largest city is Tampa.[3]

According to the U.S. Census Bureau, the county has a total area of 1,266 square miles (3,280 km2), of which 1,020 square miles (2,600 km2) is land and 246 square miles (640 km2) (19.4%) is water.[8] There is approximately 158.27 miles (254.71 km) of shoreline on Tampa Bay.

The county's unincorporated area approximately 888 square miles (2,300 km2), or more than 84 percent of the total land area. Municipalities account for 163 square miles (420 km2). The modern boundaries of the county place it midway along the west coast of Florida.

A narrow strip of Hillsborough County extends to the west to the Gulf of Mexico roughly along the Tampa Port Shipping Channel. This has the effect of keeping Hillsborough County from being landlocked. The central portion of the Sunshine Skyway Bridge is in Hillsborough County as is Egmont Key at the entrance to Tampa Bay. This narrow strip of land effectively separates Pinellas County from Manatee County.

Hillsborough is home to Alafia River State Park and Hillsborough River State Parks, as well as the C. W. Bill Young Regional Reservoir and Lithia Springs, the largest natural spring in Florida.

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(all data current as of 10/15/2026)

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1 - 30 of 500+ | Previous Page 1 of 17 Next
  1. Photo of 668 Reggie Road, Winter Haven, FL 33884 (MLS # O6450053)
    $285,000
    Photo of 668 Reggie Road, Winter Haven, FL 33884 (MLS # O6450053)
    Photo of 668 Reggie Road, Winter Haven, FL 33884 (MLS # O6450053)
    42
     
    668 Reggie Road, Winter Haven, FL
    668 Reggie Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,432 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  2. Photo of 585 Barrier Reef Street, Ruskin, FL 33570 (MLS # O6450058)
    $490,000
    Photo of 585 Barrier Reef Street, Ruskin, FL 33570 (MLS # O6450058)
    Photo of 585 Barrier Reef Street, Ruskin, FL 33570 (MLS # O6450058)
    69
     
    585 Barrier Reef Street, Ruskin, FL
    585 Barrier Reef Street
    Ruskin, FL
    • 5 Beds
    • 4 Baths
    • 4,033 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  3. Photo of 14243 Damselfly Drive, Tampa, FL 33625 (MLS # TB8556556)
    $392,000
    Photo of 14243 Damselfly Drive, Tampa, FL 33625 (MLS # TB8556556)
    Photo of 14243 Damselfly Drive, Tampa, FL 33625 (MLS # TB8556556)
    64
     
    14243 Damselfly Drive, Tampa, FL
    14243 Damselfly Drive
    Tampa, FL
    • 3 Beds
    • 3 Baths
    • 1,961 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  4. Photo of 2470 Aveeno Avenue, Haines City, FL 33844 (MLS # O6450057)
    $347,990
    Photo of 2470 Aveeno Avenue, Haines City, FL 33844 (MLS # O6450057)
    Photo of 2470 Aveeno Avenue, Haines City, FL 33844 (MLS # O6450057)
    29
     
    2470 Aveeno Avenue, Haines City, FL
    2470 Aveeno Avenue
    Haines City, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  5. Photo of 2820 Risser Avenue, Orlando, FL 32812 (MLS # O6448026)
    $280,000
    Photo of 2820 Risser Avenue, Orlando, FL 32812 (MLS # O6448026)
    Photo of 2820 Risser Avenue, Orlando, FL 32812 (MLS # O6448026)
    2820 Risser Avenue, Orlando, FL
    2820 Risser Avenue
    Orlando, FL
    • 2 Beds
    • 2 Baths
    • 1,128 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  6. Photo of 4925 Katrina Drive, Haines City, FL 33844 (MLS # O6450056)
    $383,490
    Photo of 4925 Katrina Drive, Haines City, FL 33844 (MLS # O6450056)
    Photo of 4925 Katrina Drive, Haines City, FL 33844 (MLS # O6450056)
    37
     
    4925 Katrina Drive, Haines City, FL
    4925 Katrina Drive
    Haines City, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  7. Photo of 2140 Creek Side Drive, Lakeland, FL 33811 (MLS # L4965644)
    $275,000
    Photo of 2140 Creek Side Drive, Lakeland, FL 33811 (MLS # L4965644)
    Photo of 2140 Creek Side Drive, Lakeland, FL 33811 (MLS # L4965644)
    56
     
    2140 Creek Side Drive, Lakeland, FL
    2140 Creek Side Drive
    Lakeland, FL
    • 3 Beds
    • 2 Baths
    • 1,408 Home (sqft)
    • 2 Baths
    • 16,989 Lot (sqft)
  8. Photo of 235 Skyfield Court, Lady Lake, FL 32159 (MLS # O6450055)
    $339,990
    Photo of 235 Skyfield Court, Lady Lake, FL 32159 (MLS # O6450055)
    Photo of 235 Skyfield Court, Lady Lake, FL 32159 (MLS # O6450055)
    235 Skyfield Court, Lady Lake, FL
    235 Skyfield Court
    Lady Lake, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  9. Photo of 7350 Rosemont Lane, Spring Hill, FL 34606 (MLS # TB8558277)
    $384,900
    Photo of 7350 Rosemont Lane, Spring Hill, FL 34606 (MLS # TB8558277)
    Photo of 7350 Rosemont Lane, Spring Hill, FL 34606 (MLS # TB8558277)
    85
     
    7350 Rosemont Lane, Spring Hill, FL
    7350 Rosemont Lane
    Spring Hill, FL
    • 2 Beds
    • 2 Baths
    • 1,954 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  10. Photo of 12625 Tannencrest Drive, Riverview, FL 33579 (MLS # TB8553760)
    $439,000
    Photo of 12625 Tannencrest Drive, Riverview, FL 33579 (MLS # TB8553760)
    Photo of 12625 Tannencrest Drive, Riverview, FL 33579 (MLS # TB8553760)
    52
     
    12625 Tannencrest Drive, Riverview, FL
    12625 Tannencrest Drive
    Riverview, FL
    • 5 Beds
    • 3 Baths
    • 2,470 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  11. Photo of 8343 Pavia Way, Lakewood Ranch, FL 34202 (MLS # A4709534)
    $2,344,900
    Photo of 8343 Pavia Way, Lakewood Ranch, FL 34202 (MLS # A4709534)
    Photo of 8343 Pavia Way, Lakewood Ranch, FL 34202 (MLS # A4709534)
    41
     
    8343 Pavia Way, Lakewood Ranch, FL
    8343 Pavia Way
    Lakewood Ranch, FL
    • 3 Beds
    • 4 Baths
    • 2,638 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
  12. Photo of 1210 Casa Bonita Avenue, Ruskin, FL 33570 (MLS # TB8557475)
    $350,000
    Photo of 1210 Casa Bonita Avenue, Ruskin, FL 33570 (MLS # TB8557475)
    Photo of 1210 Casa Bonita Avenue, Ruskin, FL 33570 (MLS # TB8557475)
    1210 Casa Bonita Avenue, Ruskin, FL
    1210 Casa Bonita Avenue
    Ruskin, FL
    • 4 Beds
    • 3 Baths
    • 1,658 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  13. Photo of 14226 Bradbury Road, Orlando, FL 32828 (MLS # O6448599)
    $424,900
    Photo of 14226 Bradbury Road, Orlando, FL 32828 (MLS # O6448599)
    Photo of 14226 Bradbury Road, Orlando, FL 32828 (MLS # O6448599)
    83
     
    14226 Bradbury Road, Orlando, FL
    14226 Bradbury Road
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,746 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  14. Photo of 2503 Avalon Park Boulevard, Tavares, FL 32778 (MLS # O6450052)
    $350,455
    Photo of 2503 Avalon Park Boulevard, Tavares, FL 32778 (MLS # O6450052)
    Photo of 2503 Avalon Park Boulevard, Tavares, FL 32778 (MLS # O6450052)
    28
     
    2503 Avalon Park Boulevard, Tavares, FL
    2503 Avalon Park Boulevard
    Tavares, FL
    • 3 Beds
    • 2 Baths
    • 1,614 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  15. Photo of 13316 Saw Palm Creek Trail, Bradenton, FL 34211 (MLS # A4708617)
    $629,000
    Photo of 13316 Saw Palm Creek Trail, Bradenton, FL 34211 (MLS # A4708617)
    Photo of 13316 Saw Palm Creek Trail, Bradenton, FL 34211 (MLS # A4708617)
    13316 Saw Palm Creek Trail, Bradenton, FL
    13316 Saw Palm Creek Trail
    Bradenton, FL
    • 4 Beds
    • 3 Baths
    • 2,192 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  16. Photo of 14006 Lake Underhill Road, Orlando, FL 32828 (MLS # O6447150)
    $525,000
    Photo of 14006 Lake Underhill Road, Orlando, FL 32828 (MLS # O6447150)
    Photo of 14006 Lake Underhill Road, Orlando, FL 32828 (MLS # O6447150)
    14006 Lake Underhill Road, Orlando, FL
    14006 Lake Underhill Road
    Orlando, FL
    • 4 Beds
    • 3 Baths
    • 2,369 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  17. Photo of 4104 Concord Way, Plant City, FL 33566 (MLS # R4912155)
    $499,900
    Photo of 4104 Concord Way, Plant City, FL 33566 (MLS # R4912155)
    Photo of 4104 Concord Way, Plant City, FL 33566 (MLS # R4912155)
    4104 Concord Way, Plant City, FL
    4104 Concord Way
    Plant City, FL
    • 4 Beds
    • 2 Baths
    • 2,350 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  18. Photo of 2209 Southbury Dr, Kissimmee, FL 34744 (MLS # O6450051)
    $400,690
    Photo of 2209 Southbury Dr, Kissimmee, FL 34744 (MLS # O6450051)
    Photo of 2209 Southbury Dr, Kissimmee, FL 34744 (MLS # O6450051)
    2209 Southbury Dr, Kissimmee, FL
    2209 Southbury Dr
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,848 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  19. Photo of 840 Nashville Road, Lakeland, FL 33815 (MLS # P4940155)
    $369,999
    Photo of 840 Nashville Road, Lakeland, FL 33815 (MLS # P4940155)
    Photo of 840 Nashville Road, Lakeland, FL 33815 (MLS # P4940155)
    58
     
    840 Nashville Road, Lakeland, FL
    840 Nashville Road
    Lakeland, FL
    • 3 Beds
    • 2 Baths
    • 1,152 Home (sqft)
    • 2 Baths
    • 1.58 Lot (ac)
  20. Photo of 23283 NW 179th Place, High Springs, FL 32643 (MLS # GC544177)
    $247,500
    Photo of 23283 NW 179th Place, High Springs, FL 32643 (MLS # GC544177)
    Photo of 23283 NW 179th Place, High Springs, FL 32643 (MLS # GC544177)
    23283 NW 179th Place, High Springs, FL
    23283 NW 179th Place
    High Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,140 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  21. Photo of 8125 Resort Village Drive #51214, Orlando, FL 32821 (MLS # S5159513)
    $175,000
    Photo of 8125 Resort Village Drive #51214, Orlando, FL 32821 (MLS # S5159513)
    Photo of 8125 Resort Village Drive #51214, Orlando, FL 32821 (MLS # S5159513)
    21
     
    8125 Resort Village Drive #51214, Orlando, FL
    8125 Resort Village Drive #51214
    Orlando, FL
    • 3 Beds
    • 2 Baths
    • 1,231 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  22. Photo of 35040 Smoketree Lane, Dade City, FL 33523 (MLS # TB8556406)
    $359,900
    Photo of 35040 Smoketree Lane, Dade City, FL 33523 (MLS # TB8556406)
    Photo of 35040 Smoketree Lane, Dade City, FL 33523 (MLS # TB8556406)
    35040 Smoketree Lane, Dade City, FL
    35040 Smoketree Lane
    Dade City, FL
    • 3 Beds
    • 2 Baths
    • 2,044 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  23. Photo of 4238 Lester Drive, Lake Wales, FL 33859 (MLS # O6450050)
    $356,490
    Photo of 4238 Lester Drive, Lake Wales, FL 33859 (MLS # O6450050)
    Photo of 4238 Lester Drive, Lake Wales, FL 33859 (MLS # O6450050)
    32
     
    4238 Lester Drive, Lake Wales, FL
    4238 Lester Drive
    Lake Wales, FL
    • 4 Beds
    • 3 Baths
    • 2,077 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  24. Photo of 3090 Phoenix Avenue, Oldsmar, FL 34677 (MLS # TB8558274)
    $689,000
    Photo of 3090 Phoenix Avenue, Oldsmar, FL 34677 (MLS # TB8558274)
    Photo of 3090 Phoenix Avenue, Oldsmar, FL 34677 (MLS # TB8558274)
    36
     
    3090 Phoenix Avenue, Oldsmar, FL
    3090 Phoenix Avenue
    Oldsmar, FL
    • 3 Beds
    • 3 Baths
    • 1,990 Home (sqft)
    • 3 Baths
    • 22,216 Lot (sqft)
  25. Photo of 3901 Kimball Avenue, Tampa, FL 33614 (MLS # TB8556216)
    $499,000
    Photo of 3901 Kimball Avenue, Tampa, FL 33614 (MLS # TB8556216)
    Photo of 3901 Kimball Avenue, Tampa, FL 33614 (MLS # TB8556216)
    31
     
    3901 Kimball Avenue, Tampa, FL
    3901 Kimball Avenue
    Tampa, FL
    • 6 Beds
    • 3 Baths
    • 2,304 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  26. Photo of 10 Freeland Lane, Palm Coast, FL 32137 (MLS # O6450046)
    $365,000
    Photo of 10 Freeland Lane, Palm Coast, FL 32137 (MLS # O6450046)
    Photo of 10 Freeland Lane, Palm Coast, FL 32137 (MLS # O6450046)
    28
     
    10 Freeland Lane, Palm Coast, FL
    10 Freeland Lane
    Palm Coast, FL
    • 5 Beds
    • 2 Baths
    • 2,946 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  27. Photo of 3800 E Silver Springs Boulevard #10, Ocala, FL 34470 (MLS # OM734063)
    $135,000
    Photo of 3800 E Silver Springs Boulevard #10, Ocala, FL 34470 (MLS # OM734063)
    Photo of 3800 E Silver Springs Boulevard #10, Ocala, FL 34470 (MLS # OM734063)
    24
     
    3800 E Silver Springs Boulevard #10, Ocala, FL
    3800 E Silver Springs Boulevard #10
    Ocala, FL
    • 2 Beds
    • 2 Baths
    • 1,066 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
  28. Photo of 23 Black Hawk Place, Palm Coast, FL 32137 (MLS # FC322077)
    $429,900
    Photo of 23 Black Hawk Place, Palm Coast, FL 32137 (MLS # FC322077)
    Photo of 23 Black Hawk Place, Palm Coast, FL 32137 (MLS # FC322077)
    12
     
    23 Black Hawk Place, Palm Coast, FL
    23 Black Hawk Place
    Palm Coast, FL
    • 4 Beds
    • 3 Baths
    • 2,400 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  29. Photo of Kissimmee, FL 34747 (MLS # O6449950)
    $355,000
    Photo of Kissimmee, FL 34747 (MLS # O6449950)
    Photo of Kissimmee, FL 34747 (MLS # O6449950)
    38
     
    MLS # O6449950, Kissimmee, FL
    MLS # O6449950
    Kissimmee, FL
    • 4 Beds
    • 3 Baths
    • 1,694 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  30. Photo of 2507 W Wilmington Loop, Citrus Springs, FL 34434 (MLS # O6450043)
    $21,900
    Photo of 2507 W Wilmington Loop, Citrus Springs, FL 34434 (MLS # O6450043)
    Photo of 2507 W Wilmington Loop, Citrus Springs, FL 34434 (MLS # O6450043)
    2507 W Wilmington Loop, Citrus Springs, FL
    2507 W Wilmington Loop
    Citrus Springs, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11,326 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 10/15/26 1:42 AM PDT.

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