Homes for Sale near Headland High School

• 

  

  

  /50

  $244,500

  $8K 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

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  108 Melissa Ln, Headland, AL 36345
• 

  

  

  /80

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 2,549 Sq Ft

  200 Weeping Willow Trail, Headland, AL 36345

  This beautiful 2,549 SF home offers 3 bedrooms, 2.5 baths and an impressive combination of indoor and outdoor living on 1.78 acres. A welcoming covered front porch opens to a bright interior with wood flooring, a separate dining room and a spacious living area featuring vaulted ceilings and an open, split bedroom layout. The kitchen overlooks the living space and offers abundant cabinetry,

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  200 Weeping Willow Trail, Headland, AL 36345
• 

  

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /2

  $58,000

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

  Lot 2 County Road 576, Headland, AL 36345

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

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  Lot 2 County Road 576, Headland, AL 36345
• 

  

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /45

  $360,000

  $35K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,030 Sq Ft

  107 Forrest St, Headland, AL 36345

  Step into a little piece of Headland history, thoughtfully renovated 1948 built home to preserve its timeless character while incorporating modern updates throughout. This distinctive 5-bedroom, 3-bath home sits on approximately 0.40 acres and includes a pool house apartment and a private in-ground pool added in 2023, creating a truly versatile property. Exterior improvements have been carefully

  

  Bridgett Hooks

  Wiregrass Home Team Enterprise

  107 Forrest St, Headland, AL 36345
• 

  

  /17

  $28,900

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

  Lot 18 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

  Lot 18 Block A Eagles View, Headland, AL 36345
• 

  

  /17

  $43,900

  • Land
  • 40,075 Sq Ft
  • $47,717 per Acre

  Lot 16 Phase 1 County Road 49, 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

  Lot 16 Phase 1 County Road 49, Headland, AL 36345
• 

  /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.

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  Lot 5 County Road 576, Headland, AL 36345
• 

  /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.

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  Lot 4 County Road 576, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 3 Block E Weeping Willow Trail, Headland, AL 36345
• 

  

  /38

  $299,900

  $10K PRICE DROP

  • Land
  • 65.41 Acres
  • $4,585 per Acre

  00 County Road 170, Columbia, AL 36319

  Discover the perfect blend of open land and timber on this beautiful 65.41-acre tract located in the Haleburg community in Henry County. This versatile property features open acreage ideal for row crop production, along with planted pines that provide both future timber value and excellent wildlife habitat. Whether you're looking to farm, invest, or enjoy the outdoors, this tract offers endless

  

  Shelly Sapp

  United Country Fulford Realty Dothan

  00 County Road 170, Columbia, AL 36319
• 

  

  /69

  $629,000

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

  900 County Road 165, Headland, AL 36345

  Discover the perfect blend of country charm and modern comfort on this exceptional 5- acre estate outside Headland city limits. This custom home features reclaimed heart pine flooring, wide hallways, spacious living and dining areas, a private office, & kitchen with granite countertops, stainless appliances, built-in oven and microwave, warming oven, downdraft cooktop, and abundant storage. The

  

  Vanita McLain

  Keller Williams Southeast Alabama

  900 County Road 165, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 14 Block A Eagles View, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 6 Block B Eagles View, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 2 Block E Weeping Willow Trail, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 16 Block A Eagles View, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 5 Block E Weeping Willow Trail, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 13 Block A Eagles View, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

  Lot 12 Block A Eagles View, Headland, AL 36345
• 

  

  /17

  $43,900

  • Land
  • 1 Acre
  • $43,900 per Acre

  Lot 4 Phase 1 County Road 49, 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

  Lot 4 Phase 1 County Road 49, Headland, AL 36345
• 

  

  /17

  $43,900

  • Land
  • 1.01 Acres
  • $43,465 per Acre

  Lot 5 Phase 1 County Road 49, 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

  Lot 5 Phase 1 County Road 49, Headland, AL 36345
• 

  /2

  $58,000

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

  Lot 3 County Road 576, Headland, AL 36345

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

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  Lot 3 County Road 576, Headland, AL 36345
• 

  

  /17

  $28,900

  • Land
  • 28,314 Sq Ft
  • $44,462 per Acre

  Lot 1 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

  Lot 1 Block E Weeping Willow Trail, Headland, AL 36345
• 

  /2

  $67,000

  • Land
  • 3.49 Acres
  • $19,198 per Acre

  Lot 6 County Road 576, Headland, AL 36345

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

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  Lot 6 County Road 576, Headland, AL 36345
• 

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /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.

  

  Headland Home Team

  Berkshire Hathaway HomeServices Showcase Properties

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

  

  /33

  $538,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,616 Sq Ft

  1880 County Road 17, Headland, AL 36345

  STUNNING NEW CONSTRUCTION HOME IN HEADLAND!! Property offers a country setting only 5 minutes from downtown Headland. The home is a 4-bedroom, 3-bath with 2616 square feet of living space offering an open concept living space. Features of the home include LVP and tile flooring, high-end trim (especially the scissor trim in the vaulted living room), 8ft. mahogany doors at the front entry and

  

  Andy Johns

  Lan Darty Real Estate & Development

  1880 County Road 17, Headland, AL 36345
• 

  

  /55

  $325,000

  $74K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,014 Sq Ft

  514 S Main St, Headland, AL 36345

  Over 4,000 square feet in the Headland School District for $325,000! If you've been searching for space, value and the opportunity to make a home your own, 514 S Main deserves another look. This one-level home offers 5 bedrooms, 3.5 baths and multiple living spaces on nearly an acre—all at approximately $81 per square foot. Inside you'll find hardwood floors, two fireplaces, an updated kitchen

  ABBY ROGERS Coldwell Banker/Alfred Saliba

  514 S Main St, Headland, AL 36345
• 

  

  /43

  $239,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,497 Sq Ft

  Freeport Plan at Sagebrush, Headland, AL 36345

  Step into the Freeport, one of our floorplans we feature at our Sagebrush community in Headland, Alabama. The Freeport offers 4-bedrooms, 2-bathrooms with over 1,400 square feet of space and a 2-car garage. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between them. Slightly down on the opposing wall provides access to the garage and a separate

  D.R. Horton Builder

  103 Sagebrush Dr Unit 36199596, Headland, AL 36345
• 

  

  /87

  $999,999

  $100K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 3,534 Sq Ft

  1001 County Road 18, Newville, AL 36353

  Newly repositioned at $999,999, this exceptional country estate combines custom luxury, privacy and versatility across 29.54 acres. Built in 2025, the main residence offers approximately 2,554 SF heated/cooled and 4,644 SF under roof, with 3 bedrooms, 3.5 baths and a custom office/bonus room with potential as a 4th bedroom. The open plan features 12-foot ceilings, a vaulted living room, stone gas

  Danita Murdoch Berkshire Hathaway HomeServices Showcase Properties

  1001 County Road 18, Newville, AL 36353
• 

  

  /55

  $310,000

  • Land
  • 62 Acres
  • $5,000 per Acre

  62ac County Road 170, Columbia, AL 36319

  Discover the perfect blend of open land and timber on this beautiful 62±/-acre tract located in the Haleburg community in Henry County. 18ac of open hay field! Planted pines are approx 20years old.This versatile property features open acreage ideal for row crop production, along with planted pines that provide both future timber value and excellent wildlife habitat. Whether you're

  David Miller United Country - Fulford Realty

  62ac County Road 170, Columbia, AL 36319
• 

  

  /36

  $1,974,000

  • Land
  • 282 Acres
  • $7,000 per Acre

  1056 Country Garden Rd, Headland, AL 36345

  Headland Alabama Land for Sale282ac farmland for sale - Headland, AL. Located just 7 miles from the Ross Clark Circle in Dothan, AL. This tract is approx 1 mile east of Hwy 431 and has the potential to be a phenomenal homesite/farm or has the potential for development. 139ac of open land for sale, which is currently growing cotton and peanuts. Approx 335ft of paved road

  David Miller United Country - Fulford Realty

  1056 Country Garden Rd, Headland, AL 36345
• 

  

  /18

  $2,450,000

  • Land
  • 38.5 Acres
  • $63,636 per Acre

  3919 County Road 55, Headland, AL 36345

  Crossroads Broiler Farm is a well-established 12-house poultry operation located near Headland in Henry County, Alabama. Set on approximately 38+/- acres, this income-producing farm offers serious potential for growers looking to own a large-scale operation with infrastructure and housing already in place. Historically, the farm has produced a gross annual income of approximately $600,000 and

  Fred Hanners Southeastern Land Group, Inc.

  3919 County Road 55, Headland, AL 36345
• 

  

  /7

  $90,000

  • Land
  • 25 Acres
  • $3,600 per Acre

  2555 County Road 61, Columbia, AL 36319

  24 +/- acres of opportunity. This 24-acre tract of land located in Henry County Alabama was previously Row crop land and after years of not being planted pine trees have taken over the property. This is an excellent opportunity to pick a home site and have the land cleared. Or chase big bucks during hunting season. Electricity and County water available at County Road 61. This is a blank slate

  Fred Hanners Southeastern Land Group, Inc.

  2555 County Road 61, Columbia, AL 36319
• 

  

  /12

  $671,808

  • Land
  • 192 Acres
  • $3,499 per Acre

  Henry County 38, Abbeville, AL 36310

  Crackerneck Ridge is a 200 acre sportsman's retreat with half a mile of river frontage along the East Fork of the Choctawhatchee River. Available for the first time in over twenty years, this property has been thoughtfully turned into the ultimate deer camp. It has planted long leaf pines, and a great hardwood river bottom. There are established food plots, a bunk house and shop, good road

  Zachary Floyd Floyd and Company

  Henry County 38, Abbeville, AL 36310
• 

  

  /21

  $97,500

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  236 Bartlett Loop, Headland, AL 36345

  Three bedroom, two bath doublewide is ready for a family to move rght in! Newly remodeled and updated. Spacious kitchen with loads of cbinets and a pantry. Primary suite has an additonal room for sitting, office, library, or a nursery. Breakfast nook, as well as a seperate dining area. Individual zoning heat and cool units.

  Darcy Peoples At Home Realty Services

  236 Bartlett Loop, Headland, AL 36345

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