4,235

Headland, AL Homes

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  • /50

    $247,500

    $5K PRICE DROP
    • 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

    $1,975 Per Month

    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft
    • House for Rent

    124 Tanglewood Dr, Headland, AL 36345

    Beautiful home for rent in Headland! Large fenced backyard, granite countertops, stainless appliances. Must call office to schedule showings.

    Kimberly Sorenson Forrest & Fields, Inc.

    124 Tanglewood Dr, Headland, AL 36345
  • /35

    $267,000

    Sold May 26, 2026

    106 Cabrio Way, Headland, AL 36345

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft
    • Built 2020

    Last Sold Summary

    • 5% Below List Price
    • $161/SF
    • 85 Days On Market

    Current Estimated Value $267,331

    Last Listing Agent Mimi Jones Keller Williams Southeast Alabama

    106 Cabrio Way, Headland, AL 36345
    • /50

      Est $282,984

      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

      • 9 Days On Market

  • /69

    $629,000

    • 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
  • /10

    $1,100 Per Month

    • 3 Beds
    • 1.5 Baths
    • House for Rent

    210 Davenport St, Headland, AL 36345

    This 3 bedroom 1.5 bath located in Headland, Alabama is available for rent now! Contact Haven Property Management for more information and to schedule showing!

    210 Davenport St, 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
    • /16

      Est $87,156

      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

      • 26 Days On Market

  • /58

    $384,900

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,146 Sq Ft

    3885 County Road 12, Headland, AL 36345

    Discover unmatched value and versatility in this sprawling 3,146 sq. ft. all-brick residence located in the heart of the Tumbleton Community. Situated within the prestigious Headland School District, this home sits on a massive, fully fenced one-acre corner lot, offering the privacy and security your family deserves. With 4 spacious bedrooms and 3 full bathrooms, the layout is masterfully

    Agent Photo

    Sabrina Tingle

    ERA Porch Light Properties

    (334) 453-5395

    3885 County Road 12, 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
  • /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 $104,778

    Last Listing Agent Mickey Walker Walker Realty, Inc.

    301 Terrace Dr, Headland, AL 36345
    • /35

      Est $343,896

      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

      • 1 Day On Market

  • /2

    $65,800

    • Land
    • 3.41 Acres
    • $19,296 per Acre

    Lot 5 County Road 576, Headland, AL 36345

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

    Agent Photo

    Dwayne Bowman

    Weichert Realtors JBR Legacy Group

    (334) 449-7466

    Lot 5 County Road 576, 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
    • /48

      Est $389,765

      Not Listed For Sale

      335 County Road 15, Headland, AL 36345

      • 3 Beds
      • 2.5 Baths
      • 2,914 Sq Ft
      • Built 1978
      335 County Road 15, Headland, AL 36345

      Last Sold Summary

      • 24 Days On Market

  • /2

    $58,000

    • Land
    • 3.13 Acres
    • $18,530 per Acre

    Lot 4 County Road 576, Headland, AL 36345

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

    Agent Photo

    Dwayne Bowman

    Weichert Realtors JBR Legacy Group

    (334) 487-8484

    Lot 4 County Road 576, 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
    • /43

      Est $272,839

      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

      • 1 Day On Market

  • /17

    $28,900

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

    Lot 3 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) 367-5595

    Lot 3 Block E Weeping Willow Trail, 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
    • /47

      Est $357,508

      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

      • 37 Days On Market

  • /17

    $28,900

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

    Lot 14 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) 453-4270

    Lot 14 Block A Eagles View, 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
    • /42

      Est $312,469

      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

      • 14 Days On Market

  • /17

    $28,900

    • Land
    • 14,374 Sq Ft
    • $87,576 per Acre

    Lot 6 Block B 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) 326-7030

    Lot 6 Block B 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
    • /32

      Est $185,293

      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

      • 15 Days On Market

  • /17

    $28,900

    • Land
    • 16,117 Sq Ft
    • $78,108 per Acre

    Lot 2 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) 487-8276

    Lot 2 Block E 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
    • /36

      Est $176,344

      Not Listed For Sale

      102 Armstrong St, Headland, AL 36345

      • 3 Beds
      • 1 Bath
      • 1,375 Sq Ft
      • Built 1973
      102 Armstrong St, Headland, AL 36345

      Last Sold Summary

      • 7 Days On Market

  • /17

    $28,900

    • Land
    • 20,037 Sq Ft
    • $62,826 per Acre

    Lot 16 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) 292-4938

    Lot 16 Block A Eagles View, 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
    • /11

      Est $171,787

      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

      • 186 Days On Market

  • /17

    $28,900

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

    Lot 5 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) 621-6439

    Lot 5 Block E Weeping Willow Trail, 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 $68,888

    Last Listing Agent Tina Hollinger Property Champions Real Estate

    26 Martin Luther King Dr, Headland, AL 36345
    • /8

      Est $272,193

      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

      • 22 Days On Market

  • /17

    $28,900

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

    Lot 13 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) 421-5893

    Lot 13 Block A Eagles View, 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
    • /37

      Est $299,943

      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

      • 3 Days On Market

  • /17

    $28,900

    • Land
    • 17,424 Sq Ft
    • $72,250 per Acre

    Lot 12 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) 232-5359

    Lot 12 Block A Eagles View, Headland, AL 36345

Showing Results 1 - 40, Page 1 of 18

Home Prices in Headland, AL

Home Price Trends

Median Sale Price
$270,812
Median Single Family Sale Price
$289,400
Median 2 Bedroom Sale Price
$160,000
Average Price Per Sq Ft
$151
Number of Homes for Sale
69
Last 12 months Home Sales
152
Months of Supply
5.40
Median List Price
$289,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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