Headland, AL Homes

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  /69

  $699,900

  • 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
• 

  

  

  /11

  $1,200 per month

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • House for Rent

  2 Carlock St, Headland, AL 36345

  Brand new construction in Headland. 2 bedroom 2 bath home. Ref, Gas stove, Gas heat, Central Air. No Pets! Please contact Real Estate Services of Dothan.

  Kendra Pope Real Estate Services Of Dothan

  2 Carlock St, Headland, AL 36345
• 

  

  

  /54

  $518,000 Sold Sep 18, 2025

  • 2,629 Sq Ft
  • $197/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2023

  671 Ridge Dr, Headland, AL 36345

  Welcome to this stunning custom-built home, completed in 2023, offering 2,629 sq ft of elegant living space on 1.22 acres in The Timbers, one of Headland's most sought-after neighborhoods. This 4-bedroom, 3.5-bath home showcases quality craftsmanship throughout, including wide plank LVP flooring, crown molding in every room, soaring 10+ ft ceilings, and 8 ft doors. The inviting open floor plan

  Kelly Woodham Forrest & Fields, Inc.

  671 Ridge Dr, Headland, AL 36345
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  /5

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,273 Sq Ft

  315 Heritage Way, Headland, AL 36345

  315 Heritage Way, 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

  (334) 946-4209

  Lot 2 County Road 576, Headland, AL 36345
• 

  

  /7

  $750 per month

  • House for Rent

  2 E Main St, Headland, AL 36345

  Office Space for rent. Utilities included. Perfect for a boutique, Hair salon, tax office, insurance office, the opportunities are limitless! Call today to make this budget friendly office space yours!

  Brittany Cureton

  2 E Main St, Headland, AL 36345
• 

  

  /41

  $115,000 Sold Sep 17, 2025

  • 1,673 Sq Ft
  • $69/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1998

  206 Bradford Dr, Headland, AL 36345

  If you have been looking for a clean affordable home in Headland look no further! This 3-bedroom 2-bath manufactured home is set on a picturesque half acre of land that backs up to a farm. No rear neighbors! Upon entry you will notice an open and spacious floorplan with lots of windows and natural light. It has a large kitchen and separate dining space. The bedrooms are split so the large master

  Kristin Kruger Berkshire Hathaway HomeServices Showcase Properties

  206 Bradford Dr, Headland, AL 36345
• 

  

  /50

  Est $288,717 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
• 

  /2

  $58,000

  • Land
  • 3.05 Acres
  • $19,016 per Acre

  Lot 1 County Road 576, Headland, AL 36345

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

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  (334) 867-6080

  Lot 1 County Road 576, Headland, AL 36345
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  /6

  $1,400 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  10 Whitten St, Headland, AL 36345

  3/2 Brand New Construction Duplex in Headland. For more information please contact Real Estate Services of Dothan.

  Kendra Pope Real Estate Services Of Dothan

  10 Whitten St, Headland, AL 36345
• 

  

  /31

  $249,900 Sold Sep 14, 2025

  • 1,618 Sq Ft
  • $154/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  109 Aubrey Ave, Headland, AL 36345

  The Aria is a single-story floorplan at our Sagebrush community in Headland, Alabama. Inside this 3-bedroom, 2-bathroom home, you'll find over 1,600 square feet of comfortable living. The Aria optimizes living space with an open concept kitchen overlooking the living area, dining room, and covered porch. Entertaining is a breeze, as this popular home features a living and dining in the heart of

  Jim Tate DHI Realty

  109 Aubrey Ave, Headland, AL 36345
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  /16

  Est $77,361 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
• 

  /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.

  

  Dwayne Bowman

  Weichert Realtors JBR Legacy Group

  (334) 589-5654

  0 County Road 576, Headland, AL 36345
• 

  

  /21

  $1,000 per month

  • 1,500 Sq Ft
  • House for Rent

  203 W Industrial Dr, Headland, AL 36345

  Brand New Warehouse and Office Space in a Secure Industrial Park These premium units are designed to cater to the needs of modern businesses. The warehouse spans 15,000 square feet and includes separate office and restroom areas. With 12x12-foot roll-up doors, the warehouse offers easy access, while a dedicated entrance to the office space ensures both privacy and convenience. The office area is

  Danita Murdoch Berkshire Hathaway HomeServices Showcase Properties

  203 W Industrial Dr, Headland, AL 36345
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  /4

  $63,000 Sold Sep 11, 2025

  • Land
  • 8.96 Acres
  • $7,031 per Acre

  • 172 Days On Market

  Lot 8 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

  Lot 8 Gilley Mill Rd, Headland, AL 36345
• 

  

  /35

  Est $328,569 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
• 

  /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

  (334) 509-4435

  Lot 6 County Road 576, Headland, AL 36345
• 

  

  /5

  $107,250 Sold Sep 08, 2025

  • Land
  • 8.25 Acres
  • $13,000 per Acre

  • 86 Days On Market

  Lot 6 Block "A" County Road 20, Headland, AL 36345

  Welcome to Farmer Estates! Beautiful 8.25 acre lot that provides the perfect setting for your new home. This parcel offers both open and wooded land that would be perfect for a few animals and recreational (hunting) opportunity. 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

  Andy Johns Lan Darty Real Estate & Development

  Lot 6 Block "A" County Road 20, Headland, AL 36345
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  /43

  Est $287,002 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
• 

  /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

  (334) 471-8803

  Lot 5 County Road 576, Headland, AL 36345
• 

  

  /4

  $36,000 Sold Sep 08, 2025

  • Land
  • 1.17 Acres
  • $30,769 per Acre

  • 86 Days On Market

  Lot 5 Block "A" County Road 20, Headland, AL 36345

  Welcome to Farmer Estates! Beautiful 1.17 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

  Lot 5 Block "A" County Road 20, Headland, AL 36345
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  /47

  Est $355,939 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
• 

  /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

  (334) 509-0243

  Lot 4 County Road 576, Headland, AL 36345
• 

  

  /45

  $279,000 Sold Sep 05, 2025

  • 1,908 Sq Ft
  • $146/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  1997 County Road 26, Headland, AL 36345

  Enjoy the peace and quiet of country living with the amenities that Headland has to offer. After having fun on the square, retreat to your country oasis. Beautiful scenic view from the back porch or gazebo. This is the perfect family home located in Headland School district. Also, is a shop that is partially finished which includes power and half bath.

  Jake Gillilan Gillilan Properties

  1997 County Road 26, Headland, AL 36345
• 

  

  /29

  Est $199,941 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
• 

  /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

  (334) 888-8217

  Lot 3 County Road 576, Headland, AL 36345
• 

  

  /19

  $314,900 Sold Sep 02, 2025

  • 2,087 Sq Ft
  • $151/SF
  • 75 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2019

  202 Cabrio Way, Headland, AL 36345

  Stunning 4 bedroom, 3 bath home located in the heart of Headland with modern upgrades and serene privacy! This beautifully designed home offers a spacious and thoughtfully laid out floor plan, perfect for both everyday living and entertaining. Step inside to find elegant coffered ceilings and gas fireplace that adds warmth and charm to the main living area! The gourmet kitchen offers a gas range,

  Brandon Phillips Keller Williams Southeast Alabama

  202 Cabrio Way, Headland, AL 36345
• 

  

  /44

  Est $450,049 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
• 

  

  /73

  $997,000

  • 6 Beds
  • 4 Baths
  • 4,200 Sq Ft

  4837 E County 22, Headland, AL 36345

  Set on a breathtaking 41-acre estate, this modern farmhouse, completed in 2021, perfectly marries contemporary design with the rustic charm of the countryside. Boasting 4,200 square feet of thoughtfully designed living space, this home features six spacious bedrooms and four elegantly appointed bathrooms, making it ideal for family living or entertaining guests. The home showcases a striking

  Bobby Searcy Keller Williams Southeast Alabama

  4837 E County 22, Headland, AL 36345
• 

  

  /47

  $267,000 Sold Aug 29, 2025

  • 1,941 Sq Ft
  • $138/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  115 Walden Pond Rd, Headland, AL 36345

  This charming 3-bedroom, 2-bath home offers 1,941 square feet of comfortable living with thoughtful updates and timeless features. Step inside to find high ceilings, new luxury vinyl plank flooring throughout, and an inviting open-concept layout that connects the dining area to the spacious family room. The master suite is a true retreat, featuring a large sitting area, a beautifully tiled

  Kelly Woodham Forrest & Fields, Inc.

  115 Walden Pond Rd, Headland, AL 36345
• 

  

  /55

  Est $186,910 Not Listed For Sale

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

  602 Carr Cir, Headland, AL 36345

  602 Carr Cir, Headland, AL 36345
• 

  

  /28

  $244,900 New Construction

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

  100 Asher Cir, Headland, AL 36345

  Welcome to 100 Asher Drive Headland, AL 36345 in our Sagebrush Community. 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

  

  D.R. Horton

  Builder

  100 Asher Cir, Headland, AL 36345
• 

  

  /3

  $40,000 Sold Aug 26, 2025

  • Land
  • 5.54 Acres
  • $7,220 per Acre

  • 75 Days On Market

  Lot 2 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 doudle wide Manufactured Home (2020 year model or newer) with proper skirting.

  Andy Johns Lan Darty Real Estate & Development

  Lot 2 Gilley Mill Rd, Headland, AL 36345
• 

  

  /32

  Est $194,970 Not Listed For Sale

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

  300 Carr Cir, Headland, AL 36345

  300 Carr Cir, Headland, AL 36345
• 

  

  /94

  $739,900

  • 4 Beds
  • 4.5 Baths
  • 4,978 Sq Ft

  109 Buckhead Dr, Headland, AL 36345

  Tucked away on nearly 8 acres in Headland, this 4BD 4.5BA estate is a true Southern retreat offering space, privacy, and charm. With nearly 5,000 sqft, the home is designed for comfort and character. The eat-in kitchen features granite countertops, a Bosch refrigerator, glass stovetop, and double convection oven. It opens to a formal dining room with elegant wallpaper and a chandelier. The

  Briana Burgess Berkshire Hathaway HomeServices Showcase Properties

  109 Buckhead Dr, Headland, AL 36345
• 

  

  /39

  $371,900 Sold Aug 25, 2025

  • 2,599 Sq Ft
  • $143/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  116 Creekridge St, Headland, AL 36345

  Welcome to 116 Creekridge Street Headland, AL 36345 in our Creekridge Community. Find all the space you need in our popular two-story Carol floorplan in Creekridge, one of our communities in Headland, Alabama. Inside this 5-bedroom, 3-bathroom home, you'll find 2,599 square feet of flexible living space and a two-car garage. Step thru the front foyer and you're greeted with a flex room designed

  Jim Tate DHI Realty

  116 Creekridge St, Headland, AL 36345
• 

  

  /11

  Est $174,412 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,375 Sq Ft

  403 Carr Cir, Headland, AL 36345

  403 Carr Cir, Headland, AL 36345
• 

  

  /37

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  278 Solomon Rd, Headland, AL 36345

  Don't miss this beautiful Headland home situated on a large lot with plenty of room to enjoy outdoor living. This 3-bedroom, 2-bath home features a split floorplan and an open living, dining, and kitchen area that creates a welcoming and functional space. The kitchen boasts newly professionally painted cabinets and includes all appliances, making it move-in ready. The primary suite offers privacy

  Summer Smith Berkshire Hathaway HomeServices Showcase Properties

  278 Solomon Rd, Headland, AL 36345
• 

  

  /3

  $290,000 Sold Aug 25, 2025

  • 2,086 Sq Ft
  • $139/SF
  • 130 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  218 Wellington Way, Headland, AL 36345

  This four bedroom, two bath, new construction home is located in the new Cove on Main S/D in Headland. The home features an open floor plan, split bedroom design. The color rendering shown is a representation of the home and is not a depiction of the finished home.

  Robert Hewes Coldwell Banker/Alfred Saliba

  218 Wellington Way, Headland, AL 36345
• 

  

  /8

  Est $275,620 Not Listed For Sale

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

  108 Huntington Dr, Headland, AL 36345

  108 Huntington Dr, Headland, AL 36345

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