4,209

Headland, AL Homes

Section Image Section Image Section Image
  • /69

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 3,637 Sq Ft

    900 County Road 165, Headland, AL 36345

    Quiet country setting on 5 acres with chlorine pool w/ NEW LINER , party barn 30x24 fully insulated w/ electricity and heated and cooled w/ a mini split, 5 BAY Pole Barn w/ electricity. Master down w/ large bathroom and walk in closet. 2 bedrms upstairs w/ jack and jill bath and large den/sitting area w. surround sound and office space. WRAP Around storage space on second level.. Bonded w/

    Agent Photo

    Vanita McLain

    Keller Williams Southeast Alabama

    (334) 594-4479

    900 County Road 165, Headland, AL 36345
  • /17

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft
    • House for Rent

    121 Tanglewood Dr, Headland, AL 36345

    3 bedroom, 2 bath home located in Headland. Home comes with Stove, Ref, Dishwasher, Microwave. For more information please contact Real Estate Services of Dothan,

    Kendra Pope Real Estate Services Of Dothan

    121 Tanglewood Dr, Headland, AL 36345
  • /52

    $385,000 Sold Apr 23, 2026

    264 Weeping Willow Trail, Headland, AL 36345

    • 4 Beds
    • 3 Baths
    • 2,672 Sq Ft
    • Built 2022

    Last Sold Summary

    • $144/SF
    • 321 Days On Market

    Last Listing Agent Headland Home Team Berkshire Hathaway HomeServices Showcase Properties

    264 Weeping Willow Trail, Headland, AL 36345
    • /15

      Est $87,253 Not Listed For Sale

      804 County Road 79, Headland, AL 36345

      • 3 Beds
      • 1.5 Baths
      • 1,075 Sq Ft
      • Built 1981
      804 County Road 79, Headland, AL 36345

      Last Sold Summary

      • 3% Above List Price
      • $79/SF
      • 36 Days On Market
      • Last Sold Price $85,000
      • May 02, 2025

      Last Listing Agent Cheryl Piccinini CENTURY 21 REGENCY REALTY

  • /50

    $252,500

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    108 Melissa Ln, Headland, AL 36345

    Welcome home to this charming three-bedroom, two-bath retreat in Headland, where comfort, functionality, and outdoor beauty come together seamlessly. From the moment you arrive, you're greeted by a welcoming covered front porch, perfect for morning coffee or relaxing evenings. Step inside to a spacious living room featuring a vaulted ceiling, cozy wood-burning fireplace, and custom built-in

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 454-3430

    108 Melissa Ln, Headland, AL 36345
  • /2

    $95,000 Sold Jul 14, 2025

    301 Terrace Dr, Headland, AL 36345

    • 4 Beds
    • 2 Baths
    • 1,420 Sq Ft
    • Built 2005

    Last Sold Summary

    • $67/SF
    • 42 Days On Market

    Current Estimated Value $106,363

    Last Listing Agent Mickey Walker Walker Realty, Inc.

    301 Terrace Dr, Headland, AL 36345
    • /50

      Est $283,714 Not Listed For Sale

      222 Weeping Willow Trail, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 1,625 Sq Ft
      • Built 2010
      222 Weeping Willow Trail, Headland, AL 36345

      Last Sold Summary

      • 1% Above List Price
      • $172/SF
      • 9 Days On Market
      • Last Sold Price $280,000
      • Sep 16, 2024

      Last Listing Agent Lane Blanford Wiregrass Home Team

  • /15

    $56,900

    • Land
    • 3.24 Acres
    • $17,562 per Acre

    0 #204691 Suggs Rd, Headland, AL 36345

    LOCATION! LOCATION! LOCATION! Beautiful wooded and level lot in Headland school district. This lot is ready to clear to your desires. Great homesites in a restricted area, 2200 sq ft minimum site built homes. Very convenient and established neighborhood. Lot has 4 possible perk sites marked.

    Agent Photo

    Donny Gillilan

    Gillilan Properties

    (334) 633-5093

    0 #204691 Suggs Rd, Headland, AL 36345
  • /54

    $518,000 Sold Sep 18, 2025

    671 Ridge Dr, Headland, AL 36345

    • 4 Beds
    • 3.5 Baths
    • 2,629 Sq Ft
    • Built 2023

    Last Sold Summary

    • $197/SF
    • 17 Days On Market

    Last Listing Agent Kelly Woodham Forrest & Fields, Inc.

    671 Ridge Dr, Headland, AL 36345
    • /16

      Est $86,670 Not Listed For Sale

      178 County Road 250, Headland, AL 36345

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1969
      178 County Road 250, Headland, AL 36345

      Last Sold Summary

      • 39% Above List Price
      • $62/SF
      • 26 Days On Market
      • Last Sold Price $62,500
      • Jun 14, 2024

      Last Listing Agent Darcy Peoples At Home Realty Services, LLC

  • /3

    $59,000 Pending

    • Land
    • 7.69 Acres
    • $7,672 per Acre

    Lot 6 Gilley Mill Rd, Headland, AL 36345

    Great lot ready to build your dream home! If you're looking for country setting with some land, privacy, and conveniently located to Dothan and Headland, this could the property for you. No clearing is needed. 1600 sf. heated and cooled minimum, stick-built home, Barndominium or double wide Manufactured Home (2020 year model or newer) with proper skirting.

    Agent Photo

    Andy Johns

    Lan Darty Real Estate & Development

    (334) 378-3778

    Lot 6 Gilley Mill Rd, Headland, AL 36345
  • /3

    $293,500 Sold Jul 18, 2025

    217 Wellington Way, Headland, AL 36345

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft
    • Built 2025

    Last Sold Summary

    • $137/SF
    • 100 Days On Market

    Last Listing Agent Robert Hewes Coldwell Banker/Alfred Saliba

    217 Wellington Way, Headland, AL 36345
    • /35

      Est $315,705 Not Listed For Sale

      4297 E County Road 22, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 2,010 Sq Ft
      • Built 1991
      4297 E County Road 22, Headland, AL 36345

      Last Sold Summary

      • 4% Above List Price
      • $152/SF
      • 1 Day On Market
      • Last Sold Price $305,000
      • Mar 22, 2024

      Last Listing Agent Tesi Conte-Rodriguez Berkshire Hathaway HomeServices Showcase Properties

  • /17

    $28,900

    • Land
    • 15,681 Sq Ft
    • $80,278 per Acre

    Lot 3 Block A Eagles View, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 384-6561

    Lot 3 Block A Eagles View, Headland, AL 36345
  • /53

    $605,000 Sold Dec 12, 2025

    390 County Road 11, Headland, AL 36345

    • 4 Beds
    • 3.5 Baths
    • 3,089 Sq Ft
    • Built 2024

    Last Sold Summary

    • $196/SF
    • 156 Days On Market

    Last Listing Agent Lisa Mitchell-Mock JW Grant Realty

    390 County Road 11, Headland, AL 36345
    • /43

      Est $277,114 Not Listed For Sale

      4106 County Road 49, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 1,570 Sq Ft
      • Built 2007
      4106 County Road 49, Headland, AL 36345

      Last Sold Summary

      • 6% Above List Price
      • $167/SF
      • 1 Day On Market
      • Last Sold Price $262,000
      • May 24, 2024

      Last Listing Agent Misti Caddell Keller Williams Southeast Alabama

  • /2

    $58,000

    • Land
    • 3 Acres
    • $19,333 per Acre

    0 County Road 576, Headland, AL 36345

    3.05 Acres for sale. 1800 Min SF Barndominium or Single family home. No mobile homes.

    Agent Photo

    Dwayne Bowman

    Weichert Realtors JBR Legacy Group

    (334) 589-5654

    0 County Road 576, Headland, AL 36345
  • /24

    $121,900 Sold Apr 07, 2026

    445 Bartlett Loop, Headland, AL 36345

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2013

    Last Sold Summary

    • $68/SF
    • 179 Days On Market

    Last Listing Agent Darcy Peoples At Home Realty Services, LLC

    445 Bartlett Loop, Headland, AL 36345
    • /47

      Est $334,728 Not Listed For Sale

      274 County Road 263, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 2,475 Sq Ft
      • Built 2003
      274 County Road 263, Headland, AL 36345

      Last Sold Summary

      • 2% Below List Price
      • $137/SF
      • 37 Days On Market
      • Last Sold Price $340,000
      • Mar 08, 2024

      Last Listing Agent John Baker BAKER REALTY, INC.

  • /17

    $28,900

    • Land
    • 27,007 Sq Ft
    • $46,613 per Acre

    Lot 15 Block A Eagles View, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 402-4873

    Lot 15 Block A Eagles View, Headland, AL 36345
  • /2

    $45,000 Sold Apr 02, 2026

    Lot 1 County Road 576, Headland, AL 36345

    • Land
    • 3.05 Acres
    • $14,754 per Acre

    Last Sold Summary

    • 346 Days On Market

    Last Listing Agent Dwayne Bowman Weichert Realtors JBR Legacy Group

    Lot 1 County Road 576, Headland, AL 36345
    • /29

      Est $182,889 Not Listed For Sale

      5849 State Highway 134 E, Headland, AL 36345

      • 3 Beds
      • 1.5 Baths
      • 1,580 Sq Ft
      • Built 1958
      5849 State Highway 134 E, Headland, AL 36345

      Last Sold Summary

      • 35% Above List Price
      • $85/SF
      • 112 Days On Market
      • Last Sold Price $135,000
      • May 11, 2023

      Last Listing Agent David Cannon Ingram Realty, LLC

  • /17

    $28,900

    • Land
    • 18,295 Sq Ft
    • $68,810 per Acre

    Lot 21 1st Add Weeping Willow Trail, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 510-6822

    Lot 21 1st Add Weeping Willow Trail, Headland, AL 36345
  • /3

    $55,000 Sold Apr 22, 2026

    Lot 5 Gilley Mill Rd, Headland, AL 36345

    • Land
    • 7.69 Acres
    • $7,152 per Acre

    Last Sold Summary

    • 358 Days On Market

    Last Listing Agent Andy Johns Lan Darty Real Estate & Development

    Lot 5 Gilley Mill Rd, Headland, AL 36345
    • /42

      Est $311,189 Not Listed For Sale

      118 Willow Oaks Dr, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 1,812 Sq Ft
      • Built 1999
      118 Willow Oaks Dr, Headland, AL 36345

      Last Sold Summary

      • 4% Above List Price
      • $166/SF
      • 14 Days On Market
      • Last Sold Price $300,000
      • Apr 16, 2025

      Last Listing Agent Kelli Cundith Coldwell Banker/Alfred Saliba

  • /17

    $28,900

    • Land
    • 17,859 Sq Ft
    • $70,488 per Acre

    Lot 8 Block D Weeping Willow Trail, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 367-5512

    Lot 8 Block D Weeping Willow Trail, Headland, AL 36345
  • /33

    $350,000 Sold Jan 16, 2026

    1532 County Road 20, Headland, AL 36345

    • 4 Beds
    • 2 Baths
    • 1,978 Sq Ft
    • Built 2022

    Last Sold Summary

    • $177/SF
    • 22 Days On Market

    Last Listing Agent Carol Peak Keller Williams Southeast Alabama

    1532 County Road 20, Headland, AL 36345
    • /32

      Est $187,407 Not Listed For Sale

      300 Carr Cir, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft
      • Built 1977
      300 Carr Cir, Headland, AL 36345

      Last Sold Summary

      • 4% Below List Price
      • $150/SF
      • 15 Days On Market
      • Last Sold Price $195,000
      • Aug 21, 2023

      Last Listing Agent Dwight Wells The Real Estate Group

  • /3

    $42,500

    • Land
    • 1.05 Acres
    • $40,476 per Acre

    Lot 6 County Road 17, Headland, AL 36345

    Welcome to Poplar Head Estates! 1.05 acre parcel ready for your dream home. Parcel is level and ready to build on with fiber optics, power and county water at the street. Lots are build to suit by S&S Custom Homes. Location is great as location is 5 minutes from downtown Headland.

    Agent Photo

    Andy Johns

    Lan Darty Real Estate & Development

    (334) 373-1709

    Lot 6 County Road 17, Headland, AL 36345
  • /18

    $42,000 Sold Aug 18, 2025

    26 Martin Luther King Dr, Headland, AL 36345

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Built 1950

    Last Sold Summary

    • $38/SF
    • 71 Days On Market

    Current Estimated Value $67,368

    Last Listing Agent Tina Hollinger Property Champions Real Estate

    26 Martin Luther King Dr, Headland, AL 36345
    • /11

      Est $166,882 Not Listed For Sale

      403 Carr Cir, Headland, AL 36345

      • 3 Beds
      • 1 Bath
      • 1,375 Sq Ft
      • Built 1973
      403 Carr Cir, Headland, AL 36345

      Last Sold Summary

      • 8% Above List Price
      • $113/SF
      • 186 Days On Market
      • Last Sold Price $155,000
      • Oct 18, 2023

      Last Listing Agent Vanita McLain Keller Williams Southeast Alabama

  • /17

    $28,900

    • Land
    • 14,810 Sq Ft
    • $85,000 per Acre

    Lot 7 Block E Weeping Willow Trail, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 550-4643

    Lot 7 Block E Weeping Willow Trail, Headland, AL 36345
  • /11

    $80,000 Sold Apr 30, 2026

    13 & 15 Broad St, Headland, AL 36345

    • Land
    • 1.16 Acres
    • $68,966 per Acre

    Last Sold Summary

    • 156 Days On Market

    Last Listing Agent Elisha Hollis Keller Williams Southeast Alabama

    13 & 15 Broad St, Headland, AL 36345
    • /8

      Est $269,886 Not Listed For Sale

      108 Huntington Dr, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 1,963 Sq Ft
      • Built 2005
      108 Huntington Dr, Headland, AL 36345

      Last Sold Summary

      • 15% Above List Price
      • $120/SF
      • 22 Days On Market
      • Last Sold Price $235,000
      • Aug 11, 2023

      Last Listing Agent Darrell Reid Lan Darty Real Estate & Development

  • /17

    $28,900

    • Land
    • 14,810 Sq Ft
    • $85,000 per Acre

    Lot 6 Block D Weeping Willow Trail, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 508-5037

    Lot 6 Block D Weeping Willow Trail, Headland, AL 36345
  • /24

    $242,400 Sold Jan 29, 2026

    113 Aubrey Ave, Headland, AL 36345

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $150/SF
    • 26 Days On Market

    D.R. Horton Sagebrush

    113 Aubrey Ave, Headland, AL 36345
    • /37

      Est $300,256 Not Listed For Sale

      102 Huntington Dr, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 2,043 Sq Ft
      • Built 2007
      102 Huntington Dr, Headland, AL 36345

      Last Sold Summary

      • 9% Above List Price
      • $135/SF
      • 3 Days On Market
      • Last Sold Price $275,000
      • Jun 10, 2024

      Last Listing Agent Megan Rhodes Keller Williams Southeast Alabama

  • /17

    $28,900

    • Land
    • 16,552 Sq Ft
    • $76,053 per Acre

    Lot 17 Block A Eagles View, Headland, AL 36345

    Builder Ready Lots in the Willow Walk Subdivision. Enjoy all the amenities of Willow Walk. Walking trails, party pavilion and stocked ponds. Located in the Headland School District and a minute from the Headland Country Club and Golf Course off of County Rd 49.

    Agent Photo

    Headland Home Team

    Berkshire Hathaway HomeServices Showcase Properties

    (334) 402-3371

    Lot 17 Block A Eagles View, Headland, AL 36345
  • /36

    $275,000 Sold Jun 20, 2025

    104 Asia Ct, Headland, AL 36345

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1998

    Last Sold Summary

    • $145/SF
    • 0 Days On Market

    Current Estimated Value $283,450

    Last Listing Agent Birdie Murray Keller Williams Southeast Alabama

    104 Asia Ct, Headland, AL 36345
    • /35

      Est $257,259 Not Listed For Sale

      115 Huntington Dr, Headland, AL 36345

      • 3 Beds
      • 2 Baths
      • 1,772 Sq Ft
      • Built 2003
      115 Huntington Dr, Headland, AL 36345

      Last Sold Summary

      • 1% Above List Price
      • $144/SF
      • 66 Days On Market
      • Last Sold Price $255,000
      • Jul 08, 2024

      Last Listing Agent Kristin Kruger Berkshire Hathaway HomeServices Showcase Properties

Showing Results 1 - 40, Page 1 of 18

Home Trends in Headland, AL

Housing Trends

Median Sale Price
$267,935
Median Single Family Sale Price
$280,000
Average Price Per Sq Ft
$149
Number of Homes for Sale
65
Last 12 months Home Sales
158
Months of Supply
4.90
Median List Price
$285,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
How to Buy a Home How to Finance a Home How to Sell a Home