Headland, AL Homes for Sale under $400,000

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /37

  $387,000

  • 4 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  104 Creekridge St, Headland, AL 36345

  Welcome Home! This well-maintained and practically new 4 bedroom, 2 1/2 bath home offers a blend of comfort, functionality and convenience. The spacious layout provides room for everyday living and entertaining, while the upstairs bonus room and half bath offers flexible space for a home office, media room, playroom or additional living area. Enjoy the privacy of a fully-fenced yard and a stroll

  Tiffany Howell TEAM LINDA SIMMONS REAL ESTATE

  104 Creekridge St, Headland, AL 36345
• 

  

  /19

  $239,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  497 County Road 26, Headland, AL 36345

  Welcome home to this stunning new construction residence in the highly coveted community of Headland, Alabama. Designed with modern living in mind, this beautiful three-bedroom, two-bath home offers an inviting open floor plan with spacious living areas, seamless flow, and exceptional attention to detail throughout. The thoughtfully designed interior features fine finishes, quality craftsmanship,

  Jerry Baker Keller Williams Southeast Alabama

  497 County Road 26, Headland, AL 36345
• 

  

  /33

  $114,900

  • Land
  • 10 Acres
  • $11,490 per Acre

  10 +-ac,Lot 1PL Cty Rd 140 Cty Rd 141, Headland, AL 36345

  10+-ac of Residential, Restricted Land North of Headland, AL. This Corner Lot has Mixed Mature Hardwoods and Planted Longleaf Pines that will make a Great Home Site or Small Hobby Farm. You can be Secluded and have your Privacy with it being surrounded by Long Leaf Pine Trees. Restricted, No Mobile/Modular Homes, No Commercial Activities, Min 1650 sq ft. Power/ Water/ Phone at Road. Loaded with

  Donnie Wells The Real Estate Group

  10 +-ac,Lot 1PL Cty Rd 140 Cty Rd 141, Headland, AL 36345
• 

  

  /36

  $329,500

  New Construction Open Fri 10AM - 6PM $7K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,942 Sq Ft

  105 Heritage Way, Headland, AL 36345

  Welcome to 105 Heritage Way, our beautiful one-story Madison floorplan featured in the Heritage Ridge community in Headland, Alabama. This single-level home offers a practical design with 4-bedrooms and 3-bathrooms with just under 2,000 square feet of living space. As you enter the home, you are greeted by the foyer with two bedrooms and a connecting bathroom. On the opposite side you’ll find an

  D.R. Horton Builder

  105 Heritage Way, Headland, AL 36345
• 

  

  /3

  $125,000

  • Land
  • 8.95 Acres
  • $13,966 per Acre

  0 County Road 11 Unit 201586, Headland, AL 36345

  Beautiful land on County Road 11 in Headland. Perfect spot to build your dream house on. Wooded lot- will need clearing if using for homesite. Stream runs through back of property. See photos for restrictions

  ABBY ROGERS Coldwell Banker/Alfred Saliba

  0 County Road 11 Unit 201586, Headland, AL 36345
• 

  

  /35

  $318,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,835 Sq Ft

  324 Heritage Way, Headland, AL 36345

  The Rhett is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. 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

  D.R. Horton Builder

  324 Heritage Way, Headland, AL 36345
• 

  

  /18

  $164,900

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  200 Cable St, Headland, AL 36345

  Completely renovated and move-in ready, this 3-bedroom, 2-bath home offers extensive updates in a convenient Headland location just minutes from Headland High School, downtown shopping and dining, and Hwy 431. Major renovations were completed with permits and include all-new electrical and plumbing, a new water service line to the meter, and new water heater. Inside, luxury vinyl plank flooring,

  Hannah Pendleton 1st Class Real Estate Wiregrass

  200 Cable St, Headland, AL 36345
• 

  

  /10

  $299,900

  $27K PRICE DROP

  • Land
  • 48 Acres
  • $6,248 per Acre

  2 County Rd 238, Headland, AL 36345

  Looking for a peaceful, country setting? Take a look at this 48 acre parcel! This parcel offers a mix of pasture land, wooded acreage, and plenty of space to build your dream home. Lots of privacy but only 15 minutes to the heart of Headland. Located in the highly desirable Headland school district. Ready for your dream home! **Restrictions apply, to include 2000 sqft minimum site built home.

  Cameron Ball Lan Darty Real Estate & Development

  2 County Rd 238, Headland, AL 36345
• 

  

  /52

  $217,900

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft

  1958 Gilley Mill Rd, Headland, AL 36345

  Brand new 28x68 sitting on appx 1.15 acre of land with brick skirting, seamless gutters, led lighting, huge back deck, upgraded cabinets, split floor plan, etc. The master bath has double sinks, soaking tub, walk-in shower, and an oversized walk-in closet. The kitchen has a HUGE island, coffee bar, plenty of pantry space, and stainless steel appliances. The large living room has an accent TV

  Shaun Cunningham Lan Darty Real Estate & Development

  1958 Gilley Mill Rd, Headland, AL 36345
• 

  

  /25

  $199,900

  • Land
  • 14 Acres
  • $14,279 per Acre

  14+-ac W Industrial Dr (14+-Ac), Headland, AL 36345

  14+-ac of Vacant Land in Rob Parish Industrial Park, Headland, Al. Power, water, natural gas, phone, cable at road. Open and Wooded Areas. Partially Fenced and Surveyed. Located at the end of W Industrial Dr. 1 mile to Hwy 134, 1.2m from Downtown Headland. 2 miles to Hwy 431.

  Donnie Wells The Real Estate Group

  14+-ac W Industrial Dr (14+-Ac), Headland, AL 36345
• 

  

  /37

  $338,990

  New Construction $11K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,025 Sq Ft

  314 Heritage Way, Headland, AL 36345

  The Jasmine is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This well laid out plan has 4-bedrooms and 2-bathrooms in over 2,000 square feet of space with a 2-car garage. Entering the home from the front porch to one side, are two bedrooms nestled close to a full bathroom and access to the laundry room. An additional bedroom is directly across

  D.R. Horton Builder

  314 Heritage Way, Headland, AL 36345
• 

  $231,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,504 Sq Ft

  Camilla Plan at Sagebrush, Headland, AL 36345

  Step into the Camilla, one of our one-story floorplans we feature at our beautiful Sagebrush community in Headland, Alabama. The Camilla offers 4 bedrooms, 2 bathrooms with 1,504 square feet of space and a 1-car garage. As you enter the home, you’ll find one bedroom with a convenient location around the corner, and the garage located on the opposite side. Moving further into the home, you’ll be

  D.R. Horton Builder

  103 Sagebrush Dr Unit 39403237, Headland, AL 36345
• 

  

  /22

  $377,400

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,435 Sq Ft

  Hawthorne Plan at Heritage Ridge, Headland, AL 36345

  Introducing the Hawthorne floorplan at Heritage Ridge, where every square foot is put to use with sophistication and comfort in mind. Inside this 4-bedroom, 3-bathroom home, you’ll find over 2,400 square feet of comfortable living. To top it off, it’s one of our floorplans that offers a 3-car garage. Entering the home, there are two bedrooms that share a bathroom positioned between them. Down the

  D.R. Horton Builder

  337 Heritage Way Unit 36199560, Headland, AL 36345
• 

  

  /27

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  126 Edgewood Trail, Headland, AL 36345

  This beautiful home in the new construction subdivision of The Cove on Main has the extras already added! The privacy fence is already up and the window treatments are all installed! This home combines comfort and functionality. The open floor plan allows seamless flow from the living, dining and kitchen areas. The kitchen is designed to make cooking and prep easy with granite countertops, gas

  Jennifer Totten Tom West Company, Inc.

  126 Edgewood Trail, Headland, AL 36345
• 

  

  /31

  $249,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft

  506 Mitchell St, Headland, AL 36345

  This character filled home offers timeless charm, and is right in the heart of Headland. Just minutes from schools, the square, shopping, restaurants, and much more, you will love the convenience of this location. Fenced backyard with in ground pool and nice screened in porch for shade, just in time for summer! Whether you are looking for your first home or a move in ready place to land.. check

  Cameron Ball Lan Darty Real Estate & Development

  506 Mitchell St, Headland, AL 36345
• 

  

  /30

  $219,800

  New Construction Open Fri 10AM - 6PM $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,281 Sq Ft

  112 Aubrey Ave, Headland, AL 36345

  Welcome to 112 Aubrey Avenue, our beautiful one-story Delilah floorplan featured in our Sagebrush Community in Headland, Alabama. The Delilah features 3-bedrooms, 2-bathrooms, and almost 1,300 square feet of desirable living space. As you walk in, you are greeted by the foyer with convenient access to a connecting bathroom with 2 spacious bedrooms, and an additional bedroom across the way. Moving

  D.R. Horton Builder

  112 Aubrey Ave, Headland, AL 36345
• 

  

  /52

  $249,500

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  904 W King St, Headland, AL 36345

  Well maintained 3 Bedroom, 2 Bath featuring an 2-car attached garage plus a detached garage/workshop. This property has many extras, including the convenience of a covered RV shelter, whole-house RainSoft water system, and a Rinnai on-demand gas hot water system. Covered back porch with an insulated roof for cooler enjoyment, overlooking the fully fenced backyard. Perfect combination of comfort,

  Stacey Capps Ingram Realty, LLC

  904 W King St, Headland, AL 36345
• 

  

  /21

  $132,000

  • Land
  • 11 Acres
  • $12,000 per Acre

  11+-ac Hwy 134, Headland, AL 36345

  11 Acres of Residential Land! This spacious property offers a combination of open and wooded acreage, featuring a mix of mature hardwoods for privacy and a natural setting. No known restrictions provide flexibility for future use. An easement provides access to the property, and power is available. Located within the Headland school zone and close to Headland Country Club. Bank-owned property.

  Donnie Wells The Real Estate Group

  11+-ac Hwy 134, Headland, AL 36345
• 

  

  /27

  $342,400

  New Construction

  • 4 Beds
  • 2 Baths
  • 2,025 Sq Ft

  Jasmine Plan at Heritage Ridge, Headland, AL 36345

  The Jasmine is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This well laid out plan has 4-bedrooms and 2-bathrooms in over 2,000 square feet of space with a 2-car garage. Entering the home from the front porch to one side, are two bedrooms nestled close to a full bathroom and access to the laundry room. An additional bedroom is directly across

  D.R. Horton Builder

  337 Heritage Way Unit 36199561, Headland, AL 36345
• 

  

  /38

  $327,900

  New Construction Open Fri 10AM - 6PM

  • 4 Beds
  • 3 Baths
  • 1,942 Sq Ft

  105 Creekridge St, Headland, AL 36345

  Welcome to 105 Creekridge Street, Headland, AL 36345 in our Creekridge Community. Welcome to the Madison, a new home floor plan at our Creek Ridge Community in Headland Alabama. The Madison is one of our many featured one-story homes at the beautiful community. When you walk into the home, you are greeted by a long hallway that is the center point for bedrooms, the laundry room and garage, and

  D.R. Horton Builder

  105 Creekridge St, Headland, AL 36345
• 

  

  /30

  $264,400

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft

  118 Aubrey Ave, Headland, AL 36345

  Welcome to 118 Aubrey Avenue, our beautiful one-story Cali floorplan featured in our Sagebrush Community in Headland, Alabama. The Cali features 4-bedrooms, 2-bathrooms, and just under 1,800 square feet of desirable living space. As you walk in, you are greeted by the foyer with convenient access to a connecting bathroom with 2 spacious bedrooms, and an additional bedroom across the way. Moving

  Shelly Nulph DHI Realty

  118 Aubrey Ave, Headland, AL 36345
• 

  

  /8

  $293,000

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  296 County Road 79, Headland, AL 36345

  Escape to your own slice of country paradise in this spacious 3-bedroom, 2-bath home on 3 acres, featuring an impressive double-car garage and a warm, welcoming living room fireplace that opens right into a bright, open-concept kitchen-perfect for hosting friends or enjoying cozy nights in. The private master suite is a standout with a large soaker tub, a separate shower, and a roomy walk-in

  Gregory Blackmon Lifestyle Realty Group LLC

  296 County Road 79, Headland, AL 36345
• 

  

  /43

  $294,100

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

  205 Weeping Willow Trail, Headland, AL 36345

  Welcome to this beautiful home in Headland's desirable Willow Walk community, offering comfortable living with upgrades and outdoor amenities. The home features a screened-in porch overlooking the fenced backyard, perfect for relaxing. A wooden deck is currently being constructed, adding even more outdoor living space. Gutters surround the entire home for added convenience and drainage. Inside,

  Kelly Calderon Keller Williams Southeast Alabama

  205 Weeping Willow Trail, Headland, AL 36345
• 

  /2

  $364,500

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,567 Sq Ft

  211 Cambridge Dr, Headland, AL 36345

  Robert Hewes Coldwell Banker/Alfred Saliba

  211 Cambridge Dr, Headland, AL 36345
• 

  

  /33

  $179,900

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

  618 Peachtree St, Headland, AL 36345

  Affordable Headland living with room to spread out! Welcome to 618 Peachtree Street, a versatile 3-BR, 2-BA home offering flexible living space and practical features for less than $180k!! In addition to the main living areas and bedrooms, you'll find a separate bonus area that can easily adapt to your lifestyle as an additional living room, home office, playroom, hobby space or whatever your

  Arlissa Minniefield Minniefield Realty Services

  618 Peachtree St, Headland, AL 36345
• 

  

  /18

  $259,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft

  Cali Plan at Sagebrush, Headland, AL 36345

  The Cali is one of our single-story floorplans featured in our Sagebrush community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,700 square feet. 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

  D.R. Horton Builder

  103 Sagebrush Dr Unit 36199595, Headland, AL 36345
• 

  

  /35

  $327,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,835 Sq Ft

  328 Heritage Way, Headland, AL 36345

  The Rhett is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. 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

  D.R. Horton Builder

  328 Heritage Way, Headland, AL 36345
• 

  

  /4

  $275,500

  New Construction $6K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  150 Benfield, Headland, AL 36345

  New construction 1599 sq. ft- Completion expected October 2026. Construction is underway on this beautiful new home thoughtfully designed with today's buyer in mind. The 3 Bedroom 2.5 -bath home on approx. 3/4 acre features an open - concept floor plan, luxury vinyl plank flooring, granite countertops modern finishes and a spacious 2-car garage. The split layout provides privacy for the primary

  Charlotte Tew Lan Darty Real Estate & Development

  150 Benfield, Headland, AL 36345
• 

  

  /32

  $231,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,504 Sq Ft

  120 Aubrey Ave, Headland, AL 36345

  Welcome to 120 Aubrey Avenue, our beautiful one-story Camilla floorplan featured in our Sagebrush Community in Headland, Alabama. The Camilla features 4-bedrooms, 2-bathrooms, and just over 1,500 square feet of desirable living space. As you walk in, you are greeted by the foyer with convenient access to a connecting bathroom with 2 spacious bedrooms, and an additional bedroom across the way.

  Shelly Nulph DHI Realty

  120 Aubrey Ave, Headland, AL 36345
• 

  

  /6

  $210,000

  • Land
  • 19.5 Acres
  • $10,769 per Acre

  TBD County Road 45, Headland, AL 36345

  Headland, AL 19.5 acres +/- located on County Road 45 north of Headland, AL. Just off of Hwy 431N. Mostly open land planted in bahai grass for hay production. Paved road frontage on County Road 45 and county-maintained dirt road frontage on County Road 145 East. Headland Schools. Convenient to Dothan, Abbeville, and Eufaula. Only 25 minutes to Lake Eufaula. Power and county water available.

  Mickey Walker Walker Realty, Inc.

  TBD County Road 45, Headland, AL 36345
• 

  

  /30

  $279,000

  $41K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,325 Sq Ft

  501 Cable St, Headland, AL 36345

  Welcome home to this charming brick residence situated on a spacious corner lot of approximately three-quarters of an acre in the heart of Headland, Alabama! Offering 3 bedrooms, 2 full baths, and 1 half bath, this well-maintained home provides plenty of space both inside and out.The updated kitchen is truly the heart of the home, featuring granite countertops, a large center island, abundant

  Amy Brown Coldwell Banker/Alfred Saliba

  501 Cable St, Headland, AL 36345
• 

  

  /17

  $334,900

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,942 Sq Ft

  MADISON Plan at Creekridge, Headland, AL 36345

  Welcome to the Madison, a new home floor plan at our Creek Ridge Community in Headland Alabama. The Madison is one of our many featured one-story homes at the beautiful community. When you walk into the home, you are greeted by a long hallway that is the center point for bedrooms, the laundry room and garage, and leads to the open living room and kitchen. Beautiful LVP flooring lines the main

  D.R. Horton Builder

  104 Tyler Way Unit 36199542, Headland, AL 36345
• 

  

  /3

  $249,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  239 Weeping Willow Trail, Headland, AL 36312

  Welcome home to 239 Weeping Willow! This craftsman style home is waiting for you located in beautiful Willow Walk in Headland. The neighborhood boasts a 2.5 mile paved walking trail, fish ponds, and pavilion with wood burning fireplace for gatherings. The home will feature luxury vinyl plank throughout the open floor plan. Tray ceiling accents add a grandness to the living and primary on suites.

  Rachel Prytula Keller Williams Southeast Alabama

  239 Weeping Willow Trail, Headland, AL 36312
• 

  

  /28

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft

  712 S Main St, Headland, AL 36345

  Over an acre. No HOA. A HUGE barn. And a location that puts you right where you want to be in Headland! If you've been looking for space, flexibility, and room to make a property your own, 712 S Main St is worth a look. This 3 bedroom, 2 bath home offers 1,943 square feet and sits on over an acre in a fantastic Headland location. A huge barn with power and a lean-to provides incredible

  Casey Brogden Lan Darty Real Estate & Development

  712 S Main St, Headland, AL 36345
• 

  

  /6

  $195,000

  • Land
  • 16 Acres
  • $12,188 per Acre

  TBD State Highway 134 E, Headland, AL 36345

  Headland, AL!!! URESTRICTED 16 acres +/-. Great place for a new home. Wooded and open land. Paved road frontage on Hwy 134 East and County Road 263 (dirt). Mature pine and hardwood timber. Pasture for cow and horses. Natural running spring. County water and power available. Headland School District. Just 5 miles from 431.

  Mickey Walker Walker Realty, Inc.

  TBD State Highway 134 E, Headland, AL 36345
• 

  

  /34

  $329,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft

  110 Creekridge St, Headland, AL 36345

  Welcome to 110 Creekridge Street in our Creekridge community! The Rhett is one of our single-story floorplans featured in our Creekridge community in Headland Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned

  D.R. Horton Builder

  110 Creekridge St, Headland, AL 36345

Showing Results 1 - 40, Page 1 of 2