Southern Hills Community Brooksville FL

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 3/6/2026)

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 153 | Previous Page 5 of 6 Next

1. 

   $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)
2. 

   $999,000

   

   

   2

    

   Cortez Boulevard, Brooksville, FL

   Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 2.88 Lot (ac)
3. 

   $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)
4. 

   $899,000

   

   

   21

    

    

   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)
5. 

   $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)
6. 

   $639,900

   

   

   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)
7. 

   $620,000

   

   

   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)
8. 

   $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)
9. 

   $589,000

   

   

   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)
10. 

    $649,900

    

    

    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)
11. 

    $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)
12. 

    $589,900

    

    

    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)
13. 

    $650,000

    

    

    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)
14. 

    $799,000

    

    

    24

     

     

    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)
15. 

    $799,900

    

    

    22

     

     

    13255 Jacqueline Road, Brooksville, FL

    13255 Jacqueline Road
    Brooksville, FL

    • 2 Beds
    • 2 Baths
    • 1,248 Home (sqft)
    • 2 Baths
    • 9.70 Lot (ac)
16. 

    $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)
17. 

    $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)
18. 

    $925,000

    

    

    52

     

     

    601 Seven Oaks Court, Brooksville, FL

    601 Seven Oaks Court
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,110 Home (sqft)
    • 3 Baths
    • 24,830 Lot (sqft)
19. 

    $2,100,000

    

    

    10

     

     

    0 Cortez Boulevard, Brooksville, FL

    0 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 3.29 Lot (ac)
20. 

    $715,000

    

    

    6

     

    0000 N Broad Street, Brooksville, FL

    0000 N Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9.50 Lot (ac)
21. 

    $849,000

    

    

    30

     

     

    Ponce De Leon Boulevard, Brooksville, FL

    Ponce De Leon Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 7.80 Lot (ac)
22. 

    $699,000

    

    

    12

     

     

    12249 Cortez Boulevard, Brooksville, FL

    12249 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.10 Lot (ac)
23. 

    $7,500,000

    

    

    47

     

     

    22374 Cortez Boulevard, Brooksville, FL

    22374 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 370.00 Lot (ac)
24. 

    $26,130,000

    

    

    2

     

    Broad, Brooksville, FL

    Broad
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 388.50 Lot (ac)
25. 

    $649,999

    

    

    10

     

     

    100 Ponce De Leon Boulevard, Brooksville, FL

    100 Ponce De Leon Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 1,400 Home (sqft)
    • 0 Baths
    • 21,345 Lot (sqft)
26. 

    $575,000

    

    

    2

     

    0 Broad Street, Brooksville, FL

    0 Broad Street
    Brooksville, FL

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

    $1,400,000

    

    

    12

     

     

    0 Commercial Way, Brooksville, FL

    0 Commercial Way
    Brooksville, FL

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

    $2,500,000

    

    

    8

     

    7154 Broad Street, Brooksville, FL

    7154 Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11.40 Lot (ac)
29. 

    $1,950,000

    

    

    3

     

    Wiscon Road, Brooksville, FL

    Wiscon Road
    Brooksville, FL

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

    $1,499,999

    

    

    7

     

     

    0 Broad Street, Brooksville, FL

    0 Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.00 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 3/6/26 9:46 AM PST.

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