Southern Hills is home to some of the most unique topography in Florida, with rolling hills and elevation changes in excess of 200 feet, residents enjoy long-range panoramic views that stretch almost 20 miles to the Gulf Coast.

Found in Brooksville, in an area referred to as Florida’s “Nature Coast,” the community is convenient to the Tampa Bay area via the Suncoast Parkway. Home-buyers choose between golf course, nature preserve or water view lots. All it requires is one trip to understand why Southern Hills is a step above as well as a world apart.

Uncover the better way to live in Florida, where life is as gentle as the hills embracing this community. Southern Hills recreates the spirit and pace of a simpler time with just the right combination of country club amenities and Old Florida ambiance.

A full service Spa & Fitness Center, miles of connected trails and sidewalks together with the only Pete Dye Championship Golf Course, complement every lifestyle from families to the avid golfer.

Come for a visit to find out how inviting Florida hill country can be, just 35 miles North of Tampa in Hernando County.

Southern Hills Community Brooksville FL

If you’re looking for a home in this community or anywhere in the Tampa Bay area, they’re all available right here on our website.  Feel free to give us a call at 813-300-7116 or click here to schedule a showing or to find out more about any of the local Brooksville homes for sale.

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All Homes For Sale in Southern Hills

See all Community Southern Hills Homes For Sale .
(all data current as of 12/6/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

All Homes For Sale in Brooksville

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Time on market, newest first Time on market, oldest first Price, highest first Price, lowest first Price drop %, largest first Improved size, largest first Lot size, largest first

121 - 150 of 169 | Previous Page 5 of 6 Next

1. 

   $994,990

   

   

   83

    

    

   6452 Summit View Drive, Brooksville, FL

   6452 Summit View Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 3,083 Home (sqft)
   • 3 Baths
   • 14,375 Lot (sqft)
2. 

   $785,000

   

   

   52

    

   20490 Pinewood Dairy Road, Brooksville, FL

   20490 Pinewood Dairy Road
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 2,932 Home (sqft)
   • 2 Baths
   • 6.00 Lot (ac)
3. 

   $2,250,000

   

   

   1

    

   Ponce De Leon Boulevard, Brooksville, FL

   Ponce De Leon Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 61.10 Lot (ac)
4. 

   $799,900

   

   

   69

    

   19256 Hidden Oaks Drive, Brooksville, FL

   19256 Hidden Oaks Drive
   Brooksville, FL

   • 5 Beds
   • 5 Baths
   • 3,513 Home (sqft)
   • 5 Baths
   • 8.30 Lot (ac)
5. 

   $999,000

   

   

   2

    

   Cortez Boulevard, Brooksville, FL

   Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 2.88 Lot (ac)
6. 

   $2,450,000

   

   

   10

    

    

   15738 Ponce De Leon Boulevard, Brooksville, FL

   15738 Ponce De Leon Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 5,037 Home (sqft)
   • 0 Baths
   • 2.02 Lot (ac)
7. 

   $899,000

   

   

   13

    

    

   19504 Sheltered Hill Drive, Brooksville, FL

   19504 Sheltered Hill Drive
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,749 Home (sqft)
   • 3 Baths
   • 12,633 Lot (sqft)
8. 

   $599,000

   

   

   53

    

    

   19364 Sheltered Hill Drive, Brooksville, FL

   19364 Sheltered Hill Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,606 Home (sqft)
   • 3 Baths
   • 13,068 Lot (sqft)
9. 

   $669,900

   

   

   7

    

    

   6773 Summit View Drive, Brooksville, FL

   6773 Summit View Drive
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 2,731 Home (sqft)
   • 4 Baths
   • 11,762 Lot (sqft)
10. 

    $659,900

    

    

    9

     

     

    4555 Hickory Oak Drive, Brooksville, FL

    4555 Hickory Oak Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,532 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
11. 

    $595,000

    

    

    86

     

     

    13080 Old Crystal River Road, Brooksville, FL

    13080 Old Crystal River Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,685 Home (sqft)
    • 2 Baths
    • 9.90 Lot (ac)
12. 

    $699,900

    

    

    9

     

     

    6157 Dusk Rose Lane, Brooksville, FL

    6157 Dusk Rose Lane
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,119 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
13. 

    $689,900

    

    

    9

     

     

    4047 Southern Valley Loop, Brooksville, FL

    4047 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,731 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
14. 

    $625,000

    

    

    48

     

     

    4880 Hickory Oak Drive, Brooksville, FL

    4880 Hickory Oak Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
15. 

    $940,990

    

    

    59

     

     

    6406 Summit View Drive, Brooksville, FL

    6406 Summit View Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,588 Home (sqft)
    • 3 Baths
    • 16,118 Lot (sqft)
16. 

    $639,900

    

    

    6

     

     

    4080 Southern Valley Loop, Brooksville, FL

    4080 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,532 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
17. 

    $699,900

    

    

    6

     

     

    4068 Southern Valley Loop, Brooksville, FL

    4068 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,119 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
18. 

    $669,900

    

    

    9

     

     

    4000 Southern Valley Loop, Brooksville, FL

    4000 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,731 Home (sqft)
    • 4 Baths
    • 17,424 Lot (sqft)
19. 

    $735,000

    

    

    69

     

     

    321 S Brooksville Avenue, Brooksville, FL

    321 S Brooksville Avenue
    Brooksville, FL

    • 5 Beds
    • 3 Baths
    • 3,740 Home (sqft)
    • 3 Baths
    • 1.92 Lot (ac)
20. 

    $749,990

    

    

    100

     

     

    19395 Sheltered Hill Drive, Brooksville, FL

    19395 Sheltered Hill Drive
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 3,087 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
21. 

    $639,900

    

    

    7

     

     

    5934 Summit View Drive, Brooksville, FL

    5934 Summit View Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,532 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
22. 

    $699,000

    

    

    39

     

     

    4729 Majestic Hills Loop, Brooksville, FL

    4729 Majestic Hills Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,036 Home (sqft)
    • 3 Baths
    • 15,682 Lot (sqft)
23. 

    $575,000

    

    

    62

     

     

    4676 Hickory Oak Drive, Brooksville, FL

    4676 Hickory Oak Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 18,296 Lot (sqft)
24. 

    $650,000

    

    

    25

     

     

    6191 Lockhart Road, Brooksville, FL

    6191 Lockhart Road
    Brooksville, FL

    • 2 Beds
    • 1 Bath
    • 1,033 Home (sqft)
    • 1 Bath
    • 5.30 Lot (ac)
25. 

    $799,000

    

    

    22

     

     

    19411 Sheltered Hill Drive, Brooksville, FL

    19411 Sheltered Hill Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,749 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
26. 

    $595,000

    

    

    29

     

     

    1026 Roosevelt Avenue, Brooksville, FL

    1026 Roosevelt Avenue
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 806 Home (sqft)
    • 0 Baths
    • 1.76 Lot (ac)
27. 

    $20,000,000

    

    

    1

     

    Broad Street, Brooksville, FL

    Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 114.00 Lot (ac)
28. 

    $750,000

    

    

    30

     

     

    17022 Cortez Boulevard, Brooksville, FL

    17022 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 2,100 Home (sqft)
    • 0 Baths
    • 20,474 Lot (sqft)
29. 

    $1,500,000

    

    

    13

     

     

    0 North Avenue W, Brooksville, FL

    0 North Avenue W
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 19.40 Lot (ac)
30. 

    $725,000

    

    

    60

     

     

    18330 Cortez Boulevard, Brooksville, FL

    18330 Cortez Boulevard
    Brooksville, FL

    • 2 Beds
    • 3 Baths
    • 1,902 Home (sqft)
    • 3 Baths
    • 12.40 Lot (ac)

Previous Page 5 of 6 Next

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 12/6/25 3:08 AM PST.

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