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 1/7/2026)

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

61 - 90 of 163 | Previous Page 3 of 6 Next

1. 

   $595,000

   

   

   2

    

   Cortez Boulevard, Brooksville, FL

   Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 1.42 Lot (ac)
2. 

   $674,900

   

   

   48

    

    

   11320 Salome Street, Brooksville, FL

   11320 Salome Street
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 1,660 Home (sqft)
   • 2 Baths
   • 4.90 Lot (ac)
3. 

   $3,000,000

   

   

   44

    

    

   20089 Ayers Road, Brooksville, FL

   20089 Ayers Road
   Brooksville, FL

   • 3 Beds
   • 1 Bath
   • 1,300 Home (sqft)
   • 1 Bath
   • 135.00 Lot (ac)
4. 

   $1,875,000

   

   

   100

    

    

   24050 Winding Creek Drive, Brooksville, FL

   24050 Winding Creek Drive
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 3,441 Home (sqft)
   • 3 Baths
   • 48.00 Lot (ac)
5. 

   $550,000

   

   

   6

    

    

   Spring Hill, Brooksville, FL

   Spring Hill
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 39,204 Lot (sqft)
6. 

   $999,000

   

   

   15

    

    

   0 Sunshine Grove Road, Brooksville, FL

   0 Sunshine Grove Road
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 4.90 Lot (ac)
7. 

   $729,000

   

   

   13

    

    

   Cortez Boulevard, Brooksville, FL

   Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 18.70 Lot (ac)
8. 

   $630,000

   

   

   60

    

    

   25927 Old Spring Lake Road, Brooksville, FL

   25927 Old Spring Lake Road
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 2,816 Home (sqft)
   • 4 Baths
   • 3.40 Lot (ac)
9. 

   $659,900

   

   

   9

    

    

   4895 Hickory Oak Drive, Brooksville, FL

   4895 Hickory Oak Drive
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 2,532 Home (sqft)
   • 4 Baths
   • 12,197 Lot (sqft)
10. 

    $1,350,000

    

    

    100

     

     

    22370 Skyview Circle, Brooksville, FL

    22370 Skyview Circle
    Brooksville, FL

    • 5 Beds
    • 6 Baths
    • 5,486 Home (sqft)
    • 6 Baths
    • 6.00 Lot (ac)
11. 

    $621,000

    

    

    91

     

     

    9481 Patrick Street, Brooksville, FL

    9481 Patrick Street
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,540 Home (sqft)
    • 3 Baths
    • 10.10 Lot (ac)
12. 

    $595,000

    

    

    50

     

     

    11373 Cortez Boulevard #409, Brooksville, FL

    11373 Cortez Boulevard #409
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 2,070 Home (sqft)
    • 0 Baths
    • 872 Lot (sqft)
13. 

    $687,700

    

    

    56

     

     

    10111 Weeks Drive, Brooksville, FL

    10111 Weeks Drive
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,843 Home (sqft)
    • 2 Baths
    • 1.43 Lot (ac)
14. 

    $525,000

    

    

    15

     

     

    8147 Cresap Street, Brooksville, FL

    8147 Cresap Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 10.50 Lot (ac)
15. 

    $599,900

    

    

    2

     

    4429 Southern Valley Loop, Brooksville, FL

    4429 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,546 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
16. 

    $695,000

    

    

    16

     

     

    802 S Broad Street, Brooksville, FL

    802 S Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.37 Lot (ac)
17. 

    $839,900

    

    

    41

     

    4505 Hickory Oak Drive, Brooksville, FL

    4505 Hickory Oak Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,760 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
18. 

    $749,900

    

    

    27

     

     

    4376 Southern Valley Loop, Brooksville, FL

    4376 Southern Valley Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,527 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)
19. 

    $889,900

    

    

    18

     

     

    4815 Hickory Oak Drive, Brooksville, FL

    4815 Hickory Oak Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,697 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
20. 

    $650,000

    

    

    6

     

     

    19201 Cortez Boulevard, Brooksville, FL

    19201 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 5,000 Home (sqft)
    • 0 Baths
    • 0 Lot (sqft)
21. 

    $3,000,000

    

    

    42

     

     

    20089 Ayers Road, Brooksville, FL

    20089 Ayers Road
    Brooksville, FL

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

    $675,000

    

    

    67

     

    4081 Southern Valley Loop, Brooksville, FL

    4081 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,941 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
23. 

    $610,000

    

    

    13

     

     

    Church Road, Brooksville, FL

    Church Road
    Brooksville, FL

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

    $1,250,000

    

    

    34

     

     

    00 Sagheer Street, Brooksville, FL

    00 Sagheer Street
    Brooksville, FL

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

    $650,000

    

    

    4

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 5.50 Lot (ac)
26. 

    $995,000

    

    

    5

     

     

    25247 Cortez Boulevard, Brooksville, FL

    25247 Cortez Boulevard
    Brooksville, FL

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

    $649,900

    

    

    7

     

     

    4800 Hickory Oak Drive, Brooksville, FL

    4800 Hickory Oak Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,119 Home (sqft)
    • 4 Baths
    • 19,167 Lot (sqft)
28. 

    $695,000

    

    

    1

     

    0 Wiscon Road, Brooksville, FL

    0 Wiscon Road
    Brooksville, FL

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

    $839,500

    

    

    57

     

     

    11159 Cindy Drive, Brooksville, FL

    11159 Cindy Drive
    Brooksville, FL

    • 5 Beds
    • 4 Baths
    • 4,364 Home (sqft)
    • 4 Baths
    • 2.50 Lot (ac)
30. 

    $755,900

    

    

    9

     

     

    4483 Southern Valley Loop, Brooksville, FL

    4483 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,301 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)

Previous Page 3 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 1/7/26 11:21 AM PST.

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