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 8/21/2026)

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

1 - 30 of 158 | Previous Page 1 of 6 Next

1. 

   $600,000

   

   

   28

    

   490 Smith Street, Brooksville, FL

   490 Smith Street
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 3,140 Home (sqft)
   • 0 Baths
   • 12,633 Lot (sqft)
2. 

   $539,999

   

   

   59

    

    

   4081 Southern Valley Loop, Brooksville, FL

   4081 Southern Valley Loop
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 3,090 Home (sqft)
   • 3 Baths
   • 12,197 Lot (sqft)
3. 

   $1,240,000

   

   

   99

    

    

   23025 Hayman Road, Brooksville, FL

   23025 Hayman Road
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,466 Home (sqft)
   • 3 Baths
   • 10.00 Lot (ac)
4. 

   $999,999

   

   

   19

    

    

   29373 Cortez Boulevard, Brooksville, FL

   29373 Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 0 Home (sqft)
   • 0 Baths
   • 9.74 Lot (ac)
5. 

   $559,000

   

   

   50

    

    

   7224 Shaw Rd, Brooksville, FL

   7224 Shaw Rd
   Brooksville, FL

   • 3 Beds
   • 2 Baths
   • 1,728 Home (sqft)
   • 2 Baths
   • 5.00 Lot (ac)
6. 

   $1,395,000

   

   

   62

    

   23458 Croom Road, Brooksville, FL

   23458 Croom Road
   Brooksville, FL

   • 5 Beds
   • 4 Baths
   • 4,088 Home (sqft)
   • 4 Baths
   • 14.80 Lot (ac)
7. 

   $860,000

   

   

   49

    

    

   4794 Southern Valley Loop, Brooksville, FL

   4794 Southern Valley Loop
   Brooksville, FL

   • 5 Beds
   • 5 Baths
   • 3,846 Home (sqft)
   • 5 Baths
   • 9,584 Lot (sqft)
8. 

   $780,000

   

   

   3

    

   5063 Elm Leaf Drive, Brooksville, FL

   5063 Elm Leaf Drive
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,606 Home (sqft)
   • 3 Baths
   • 21,345 Lot (sqft)
9. 

   $745,000

   

   

   2

    

   4492 Majestic Hills Loop, Brooksville, FL

   4492 Majestic Hills Loop
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 2,866 Home (sqft)
   • 3 Baths
   • 14,811 Lot (sqft)
10. 

    $599,900

    

    

    35

     

     

    12091 Pinetree Lane, Brooksville, FL

    12091 Pinetree Lane
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,280 Home (sqft)
    • 3 Baths
    • 6.90 Lot (ac)
11. 

    $550,000

    

    

    25

     

     

    0 Deepwell Drive, Brooksville, FL

    0 Deepwell Drive
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 16.60 Lot (ac)
12. 

    $845,000

    

    

    84

     

    3270 Endsley Road, Brooksville, FL

    3270 Endsley Road
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,579 Home (sqft)
    • 3 Baths
    • 8.00 Lot (ac)
13. 

    $1,950,000

    

    

    5

     

     

    24392 Lanark Road, Brooksville, FL

    24392 Lanark Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 4,904 Home (sqft)
    • 0 Baths
    • 4.40 Lot (ac)
14. 

    $515,000

    

    

    46

     

     

    13260 Taylor Street, Brooksville, FL

    13260 Taylor Street
    Brooksville, FL

    • 5 Beds
    • 3 Baths
    • 1,948 Home (sqft)
    • 3 Baths
    • 2.40 Lot (ac)
15. 

    $500,000

    

    

    39

     

     

    18255 Lake Lindsey Road, Brooksville, FL

    18255 Lake Lindsey Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,918 Home (sqft)
    • 2 Baths
    • 8.00 Lot (ac)
16. 

    $690,000

    

    

    79

     

     

    9230 Sikes Cow Pen Road, Brooksville, FL

    9230 Sikes Cow Pen Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,897 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
17. 

    $579,000

    

    

    64

     

     

    527 Colonial Drive, Brooksville, FL

    527 Colonial Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,702 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
18. 

    $1,950,000

    

    

    2

     

    Broad Street, Brooksville, FL

    Broad Street
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 4.40 Lot (ac)
19. 

    $1,740,000

    

    

    99

     

     

    20085 English Walnut Place, Brooksville, FL

    20085 English Walnut Place
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 4,407 Home (sqft)
    • 5 Baths
    • 39,640 Lot (sqft)
20. 

    $525,000

    

    

    31

     

     

    5020 Gevalia Drive, Brooksville, FL

    5020 Gevalia Drive
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 3,029 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
21. 

    $675,000

    

    

    54

     

    3970 Southern Valley Loop, Brooksville, FL

    3970 Southern Valley Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,036 Home (sqft)
    • 3 Baths
    • 19,602 Lot (sqft)
22. 

    $615,000

    

    

    59

     

    19364 Sheltered Hill Drive, Brooksville, FL

    19364 Sheltered Hill Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
23. 

    $549,000

    

    

    50

     

     

    24075 Winding Creek Drive, Brooksville, FL

    24075 Winding Creek Drive
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,145 Home (sqft)
    • 3 Baths
    • 4.30 Lot (ac)
24. 

    $2,225,000

    

    

    70

     

     

    25198 Lily Pad Lane, Brooksville, FL

    25198 Lily Pad Lane
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 4,717 Home (sqft)
    • 4 Baths
    • 4.20 Lot (ac)
25. 

    $745,000

    

    

    18

     

     

    4766 Majestic Hills Loop, Brooksville, FL

    4766 Majestic Hills Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,886 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
26. 

    $735,000

    

    

    51

     

     

    4779 Majestic Hills Loop, Brooksville, FL

    4779 Majestic Hills Loop
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,001 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
27. 

    $874,000

    

    

    95

     

     

    26311 Willow Street, Brooksville, FL

    26311 Willow Street
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,492 Home (sqft)
    • 3 Baths
    • 9.40 Lot (ac)
28. 

    $1,320,000

    

    

    73

     

     

    2484 Culbreath Road, Brooksville, FL

    2484 Culbreath Road
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,703 Home (sqft)
    • 3 Baths
    • 34.60 Lot (ac)
29. 

    $1,620,000

    

    

    91

     

     

    28211 Magnon Drive, Brooksville, FL

    28211 Magnon Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,036 Home (sqft)
    • 4 Baths
    • 15.10 Lot (ac)
30. 

    $1,500,000

    

    

    49

     

     

    5025 Baseball Pond Road, Brooksville, FL

    5025 Baseball Pond Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,011 Home (sqft)
    • 2 Baths
    • 12.60 Lot (ac)

Previous Page 1 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 8/21/26 12:59 PM PDT.

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