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 4/27/2026)

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 168 | Previous Page 5 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. 

   $1,795,000

   

   

   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)
3. 

   $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)
4. 

   $1,275,000

   

   

   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)
5. 

   $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)
6. 

   $575,000

   

   

   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)
7. 

   $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)
8. 

   $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)
9. 

   $543,000

   

   

   65

    

    

   13079 Harris Hawk Road, Brooksville, FL

   13079 Harris Hawk Road
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 2,237 Home (sqft)
   • 2 Baths
   • 20,038 Lot (sqft)
10. 

    $699,900

    

    

    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)
11. 

    $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)
12. 

    $610,000

    

    

    13

     

     

    Church Road, Brooksville, FL

    Church Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 9.96 Lot (ac)
13. 

    $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)
14. 

    $650,000

    

    

    4

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

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

    $849,900

    

    

    5

     

     

    25247 Cortez Boulevard, Brooksville, FL

    25247 Cortez Boulevard
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 11.90 Lot (ac)
16. 

    $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)
17. 

    $820,000

    

    

    62

     

     

    2288 Rackley Road, Brooksville, FL

    2288 Rackley Road
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,321 Home (sqft)
    • 3 Baths
    • 2.30 Lot (ac)
18. 

    $2,130,000

    

    

    3

     

    Commercial Way, Brooksville, FL

    Commercial Way
    Brooksville, FL

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

    $2,800,000

    

    

    3

     

    Commercial Way, Brooksville, FL

    Commercial Way
    Brooksville, FL

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

    $2,490,000

    

    

    6

     

     

    Broad Street, Brooksville, FL

    Broad Street
    Brooksville, FL

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

    $1,500,000

    

    

    7

     

     

    17297 Ponce De Leon Boulevard, Brooksville, FL

    17297 Ponce De Leon Boulevard
    Brooksville, FL

    • 2 Beds
    • 1 Bath
    • 2,604 Home (sqft)
    • 1 Bath
    • 11.00 Lot (ac)
22. 

    $750,000

    

    

    24

     

     

    17166 Cortez Boulevard, Brooksville, FL

    17166 Cortez Boulevard
    Brooksville, FL

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

    $4,400,000

    

    

    100

     

    3431 Saturn Road, Brooksville, FL

    3431 Saturn Road
    Brooksville, FL

    • 5 Beds
    • 5 Baths
    • 5,495 Home (sqft)
    • 5 Baths
    • 105.00 Lot (ac)
24. 

    $6,000,000

    

    

    12

     

     

    10300 Cortez Boulevard, Brooksville, FL

    10300 Cortez Boulevard
    Brooksville, FL

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

    $580,000

    

    

    34

     

     

    Lake Lindsey Road, Brooksville, FL

    Lake Lindsey Road
    Brooksville, FL

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

    $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)
27. 

    $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)
28. 

    $999,000

    

    

    2

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

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

    $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)
30. 

    $649,900

    

    

    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)

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 4/27/26 8:08 PM PDT.

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