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

91 - 120 of 166 | Previous Page 4 of 6 Next

1. 

   $689,000

   

   

   100

    

    

   19547 Mossy Oak Court, Brooksville, FL

   19547 Mossy Oak Court
   Brooksville, FL

   • 4 Beds
   • 4 Baths
   • 3,448 Home (sqft)
   • 4 Baths
   • 12,633 Lot (sqft)
2. 

   $975,000

   

   

   74

    

    

   5478 Glorious Trail, Brooksville, FL

   5478 Glorious Trail
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 3,818 Home (sqft)
   • 3 Baths
   • 20.30 Lot (ac)
3. 

   $895,000

   

   

   74

    

    

   5425 Glorious Trail, Brooksville, FL

   5425 Glorious Trail
   Brooksville, FL

   • 3 Beds
   • 3 Baths
   • 2,005 Home (sqft)
   • 3 Baths
   • 10.20 Lot (ac)
4. 

   $995,000

   

   

   1

    

   17108 Cortez Boulevard, Brooksville, FL

   17108 Cortez Boulevard
   Brooksville, FL

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

   $594,900

   

   

   57

    

    

   3351 Rackley Road, Brooksville, FL

   3351 Rackley Road
   Brooksville, FL

   • 4 Beds
   • 2 Baths
   • 2,311 Home (sqft)
   • 2 Baths
   • 3.30 Lot (ac)
6. 

   $2,199,000

   

   

   8

    

    

   0 Horn Avenue, Brooksville, FL

   0 Horn Avenue
   Brooksville, FL

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

   $2,300,000

   

   

   9

    

    

   16076 Cortez Boulevard, Brooksville, FL

   16076 Cortez Boulevard
   Brooksville, FL

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

   $999,900

   

   

   97

    

    

   3330 Endsley Road, Brooksville, FL

   3330 Endsley Road
   Brooksville, FL

   • 4 Beds
   • 3 Baths
   • 3,086 Home (sqft)
   • 3 Baths
   • 5.50 Lot (ac)
9. 

   $2,900,000

   

   

   72

    

    

   15010 Cortez Boulevard, Brooksville, FL

   15010 Cortez Boulevard
   Brooksville, FL

   • 0 Beds
   • 0 Baths
   • 7,754 Home (sqft)
   • 0 Baths
   • 2.21 Lot (ac)
10. 

    $4,900,000

    

    

    14

     

     

    0 Ayers Road, Brooksville, FL

    0 Ayers Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13.60 Lot (ac)
11. 

    $874,900

    

    

    61

     

     

    15547 Sago Drive, Brooksville, FL

    15547 Sago Drive
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 3,093 Home (sqft)
    • 3 Baths
    • 2.00 Lot (ac)
12. 

    $697,900

    

    

    47

     

     

    19474 Mossy Oak Court, Brooksville, FL

    19474 Mossy Oak Court
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 2,558 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)
13. 

    $1,199,990

    

    

    100

     

     

    6470 Summit View Drive, Brooksville, FL

    6470 Summit View Drive
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 3,087 Home (sqft)
    • 4 Baths
    • 14,811 Lot (sqft)
14. 

    $598,900

    

    

    60

     

     

    8090 Nordica Road, Brooksville, FL

    8090 Nordica Road
    Brooksville, FL

    • 5 Beds
    • 3 Baths
    • 2,900 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
15. 

    $1,100,000

    

    

    90

     

     

    11419 Old Crystal River Road, Brooksville, FL

    11419 Old Crystal River Road
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 2,257 Home (sqft)
    • 2 Baths
    • 14.61 Lot (ac)
16. 

    $4,250,000

    

    

    25

     

     

    8279 Sunshine Grove Rd, Brooksville, FL

    8279 Sunshine Grove Rd
    Brooksville, FL

    • 2 Beds
    • 2 Baths
    • 1,326 Home (sqft)
    • 2 Baths
    • 21.00 Lot (ac)
17. 

    $4,900,000

    

    

    56

     

     

    21509 Snow Hill Road, Brooksville, FL

    21509 Snow Hill Road
    Brooksville, FL

    • 0 Beds
    • 0 Baths
    • 3,776 Home (sqft)
    • 0 Baths
    • 28.90 Lot (ac)
18. 

    $574,000

    

    

    43

     

     

    15217 Bailey Hill Road, Brooksville, FL

    15217 Bailey Hill Road
    Brooksville, FL

    • 7 Beds
    • 5 Baths
    • 580 Home (sqft)
    • 5 Baths
    • 5.00 Lot (ac)
19. 

    $550,000

    

    

    25

     

     

    27360 Cortez Boulevard, Brooksville, FL

    27360 Cortez Boulevard
    Brooksville, FL

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

    $624,900

    

    

    2

     

    4788 Southern Valley Loop, Brooksville, FL

    4788 Southern Valley Loop
    Brooksville, FL

    • 4 Beds
    • 3 Baths
    • 2,497 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
21. 

    $710,000

    

    

    64

     

     

    22106 Garmisch Way, Brooksville, FL

    22106 Garmisch Way
    Brooksville, FL

    • 4 Beds
    • 2 Baths
    • 3,442 Home (sqft)
    • 2 Baths
    • 2.53 Lot (ac)
22. 

    $599,000

    

    

    11

     

     

    0 Church Road, Brooksville, FL

    0 Church Road
    Brooksville, FL

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

    $675,000

    

    

    47

     

     

    14100 Olympic Village Lane, Brooksville, FL

    14100 Olympic Village Lane
    Brooksville, FL

    • 3 Beds
    • 2 Baths
    • 1,889 Home (sqft)
    • 2 Baths
    • 10.00 Lot (ac)
24. 

    $995,000

    

    

    18

     

     

    9247 Sunshine Grove Road, Brooksville, FL

    9247 Sunshine Grove Road
    Brooksville, FL

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

    $645,000

    

    

    60

     

     

    23378 Eppley Drive, Brooksville, FL

    23378 Eppley Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 3,181 Home (sqft)
    • 4 Baths
    • 22,652 Lot (sqft)
26. 

    $1,400,000

    

    

    3

     

    16250 Wiscon Road, Brooksville, FL

    16250 Wiscon Road
    Brooksville, FL

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

    $1,900,000

    

    

    59

     

     

    23337 Lake Lindsey Road, Brooksville, FL

    23337 Lake Lindsey Road
    Brooksville, FL

    • 3 Beds
    • 3 Baths
    • 3,186 Home (sqft)
    • 3 Baths
    • 30.60 Lot (ac)
28. 

    $725,000

    

    

    73

     

     

    5018 Elm Leaf Drive, Brooksville, FL

    5018 Elm Leaf Drive
    Brooksville, FL

    • 3 Beds
    • 4 Baths
    • 2,513 Home (sqft)
    • 4 Baths
    • 16,989 Lot (sqft)
29. 

    $700,000

    

    

    58

     

     

    5034 Elm Leaf Drive, Brooksville, FL

    5034 Elm Leaf Drive
    Brooksville, FL

    • 4 Beds
    • 4 Baths
    • 2,500 Home (sqft)
    • 4 Baths
    • 16,553 Lot (sqft)
30. 

    $595,000

    

    

    2

     

    Cortez Boulevard, Brooksville, FL

    Cortez Boulevard
    Brooksville, FL

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

Previous Page 4 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 6:08 PM PDT.

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