Headland, AL Homes

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  /52

  $385,000 Under Contract

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

  264 Weeping Willow Trail, Headland, AL 36345

  Like-new brick home of 2,672 square feet, located in the beautiful Willow Walk Subdivision in Headland, with a courtyard entry garage and covered front porch. The bright and airy dining area is open to a living room with coffered ceiling and gas fireplace. Beyond the living room is a sunroom that leads to the back patio. The kitchen offers granite counter tops, stainless appliances, pantry and

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  (334) 339-6411

  264 Weeping Willow Trail, Headland, AL 36345
• 

  

  /2

  $1,100 per month

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  517 E Church St, Headland, AL 36345

  517 E Church St, Headland, AL 36345
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  /83

  $350,000 Sold Mar 10, 2025

  7830 County Road 55, Headland, AL 36345

  • 3 Beds
  • 3 Baths
  • 2,225 Sq Ft
  • Built 1935

  Last Sold Summary

  • $157/SF
  • 75 Days On Market

  Current Estimated Value $345,748

  Last Listing Agent Kyler Harpe Keller Williams Southeast Alabama

  7830 County Road 55, Headland, AL 36345
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  /50

  Est $285,839 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  222 Weeping Willow Trail, Headland, AL 36345

  222 Weeping Willow Trail, Headland, AL 36345
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  /69

  $674,900

  • 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/

  

  Vanita McLain

  Keller Williams Southeast Alabama

  (334) 594-4479

  900 County Road 165, Headland, AL 36345
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  /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 $111,926

  Last Listing Agent Mickey Walker Walker Realty, Inc.

  301 Terrace Dr, Headland, AL 36345
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  /16

  Est $84,560 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  178 County Road 250, Headland, AL 36345

  178 County Road 250, Headland, AL 36345
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  /37

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  110 Willow Way, Headland, AL 36345

  Welcome home to this adorable gem in Headland! Nestled near the end of a quiet cul-de-sac in the Autumn Creek Village subdivision, this 3-bedroom, 2-bathroom home offers the everything you need for comfort and convenience. Situated on over half an acre, you'll love the spacious, privacy-fenced backyard—ideal for relaxing, entertaining, pets, or enjoying the upcoming warm weather. Inside, the open

  

  Molly Gomillion

  Berkshire Hathaway HomeServices Showcase Properties

  (334) 468-6377

  110 Willow Way, Headland, AL 36345
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  /17

  $26,000 Sold Mar 14, 2025

  Lot 21 Block A Eagles View, Headland, AL 36345

  • Land
  • 0.37 Acre
  • $70,270 per Acre

  Last Sold Summary

  • 348 Days On Market

  Last Listing Agent Laurie Peacock Berkshire Hathaway HomeServices Showcase Properties

  Lot 21 Block A Eagles View, Headland, AL 36345
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  /35

  Est $345,118 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  4297 E County Road 22, Headland, AL 36345

  4297 E County Road 22, Headland, AL 36345
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  /3

  $59,000

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

  Lot 5 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. 1800 sf. heated and cooled minimum, stick-built home, Barndominium or double wide Manufactured Home (2020 year model or newer) with proper skirting.

  

  Andy Johns

  Lan Darty Real Estate & Development

  (334) 509-4233

  Lot 5 Gilley Mill Rd, Headland, AL 36345
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  /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
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  /43

  Est $276,328 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  4106 County Road 49, Headland, AL 36345

  4106 County Road 49, Headland, AL 36345
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  /3

  $42,500

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

  Lot 5 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.

  

  Andy Johns

  Lan Darty Real Estate & Development

  (334) 581-8318

  Lot 5 County Road 17, Headland, AL 36345
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  /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
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  /47

  Est $336,878 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,475 Sq Ft

  274 County Road 263, Headland, AL 36345

  274 County Road 263, Headland, AL 36345
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  /17

  $28,900

  • Land
  • 0.33 Acre
  • $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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  (334) 326-7030

  Lot 6 Block B Eagles View, Headland, AL 36345
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  /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
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  /29

  Est $179,913 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft

  5849 State Highway 134 E, Headland, AL 36345

  5849 State Highway 134 E, Headland, AL 36345
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  /3

  $59,000

  • Land
  • 7.7 Acres
  • $7,662 per Acre

  Lot 7 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.

  

  Andy Johns

  Lan Darty Real Estate & Development

  (334) 276-8028

  Lot 7 Gilley Mill Rd, Headland, AL 36345
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  /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
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  /44

  Est $503,495 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,492 Sq Ft

  1080 County Road 39, Headland, AL 36345

  1080 County Road 39, Headland, AL 36345
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  /17

  $28,900

  • Land
  • 0.37 Acre
  • $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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  (334) 487-8276

  Lot 2 Block E Weeping Willow Trail, Headland, AL 36345
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  /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 $65,587

  Last Listing Agent Tina Hollinger Property Champions Real Estate

  26 Martin Luther King Dr, Headland, AL 36345
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  /55

  Est $179,495 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  602 Carr Cir, Headland, AL 36345

  602 Carr Cir, Headland, AL 36345
• 

  

  /17

  $28,900

  • Land
  • 0.46 Acre
  • $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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  (334) 292-4938

  Lot 16 Block A Eagles View, Headland, AL 36345
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  /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
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  /32

  Est $189,505 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  300 Carr Cir, Headland, AL 36345

  300 Carr Cir, Headland, AL 36345
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  /3

  $42,500

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

  Lot 2 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.

  

  Andy Johns

  Lan Darty Real Estate & Development

  (334) 378-2671

  Lot 2 County Road 17, Headland, AL 36345
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  /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 $286,469

  Last Listing Agent Birdie Murray Keller Williams Southeast Alabama

  104 Asia Ct, Headland, AL 36345
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  /11

  Est $165,560 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,375 Sq Ft

  403 Carr Cir, Headland, AL 36345

  403 Carr Cir, Headland, AL 36345
• 

  

  /3

  $42,500

  • Land
  • 1 Acre
  • $42,500 per Acre

  Lot 7 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.

  

  Andy Johns

  Lan Darty Real Estate & Development

  (334) 378-2398

  Lot 7 County Road 17, Headland, AL 36345
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  /9

  $90,000 Sold Mar 25, 2025

  0 Highway 134 Rd Unit 202372, Headland, AL 36319

  • Land
  • 11 Acres
  • $8,182 per Acre

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Dwayne Bowman Weichert Realtors JBR Legacy Group

  0 Highway 134 Rd Unit 202372, Headland, AL 36319
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  /8

  Est $278,929 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,963 Sq Ft

  108 Huntington Dr, Headland, AL 36345

  108 Huntington Dr, Headland, AL 36345
• 

  

  /3

  $32,500

  • Land
  • 1.03 Acres
  • $31,553 per Acre

  Lot 2 Block "B" County Road 20, Headland, AL 36345

  Welcome to Farmer Estates! Beautiful 1.03 acre road front lot that provides the perfect setting for your new home. Location offers a peaceful country setting but is convenient to everything Headland and Dothan has to offer. Restricted to 1800 sf. minimum stick-built homes. County water and Alabama Power is available at road. Septic system will be needed. Don't miss this opportunity!

  

  Andy Johns

  Lan Darty Real Estate & Development

  (334) 509-3038

  Lot 2 Block "B" County Road 20, Headland, AL 36345
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  /63

  $390,000 Sold Mar 21, 2025

  102 Stonegate Rd, Headland, AL 36345

  • 3 Beds
  • 2.5 Baths
  • 2,499 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $156/SF
  • 48 Days On Market

  Current Estimated Value $416,342

  Last Listing Agent Mary Beth Brackin Tristate Realty LLC

  102 Stonegate Rd, Headland, AL 36345
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  /37

  Est $303,475 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,043 Sq Ft

  102 Huntington Dr, Headland, AL 36345

  102 Huntington Dr, Headland, AL 36345
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  /17

  $28,900

  • Land
  • 0.36 Acre
  • $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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  (334) 621-6439

  Lot 5 Block E Weeping Willow Trail, Headland, AL 36345
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  /11

  $100,000 Sold Jan 05, 2026

  409 Peachtree St, Headland, AL 36345

  • 3 Beds
  • 1.5 Baths
  • 1,559 Sq Ft
  • Built 1960

  Last Sold Summary

  • $64/SF
  • 11 Days On Market

  Last Listing Agent David Ridley EXP Realty LLC

  409 Peachtree St, Headland, AL 36345
• 

  

  /35

  Est $260,252 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  115 Huntington Dr, Headland, AL 36345

  115 Huntington Dr, Headland, AL 36345

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