Headland, AL Homes for Sale under $400,000

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  /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
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  /6

  $195,000

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

  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.Copyright © 2026 Southeast Alabama Association of REALTORS®. All

  Mickey Walker Walker Realty, Inc.

  State Highway 134 E, Headland, AL 36345
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  /33

  $120,000

  • Land
  • 10 Acres
  • $12,000 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
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  $329,900

  New Construction $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
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  /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
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  /35

  $319,900

  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
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  /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
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  /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
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  /37

  $339,900

  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
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  $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
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  /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
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  /31

  $269,900

  $5K 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
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  /30

  $219,900

  New Construction $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
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  /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
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  /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
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  /38

  $329,900

  New Construction

  • 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
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  /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
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  /23

  $264,900

  New Construction $6K PRICE DROP

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

  104 Kieran Trace, Headland, AL 36301

  Welcome to 104 Kieran Trace, the Aria floorplan featured in our beautiful Halls Creek community in Dothan, Alabama. The Aria features 3-bedrooms, 2-bathrooms, and just over 1,600 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 the laundry room is conveniently across the way. Moving

  D.R. Horton Builder

  104 Kieran Trace, Headland, AL 36301
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  /35

  $328,900

  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
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  /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
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  /28

  $299,000

  $21K 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
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  /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
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  /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
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  /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
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  /34

  $331,900

  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
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  /3

  $247,500

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  129 Wellington Way, Headland, AL 36345

  Enjoy comfortable, low-maintenance living in this thoughtfully designed 1,534-square-foot home featuring 3 bedrooms and 2 bathrooms. The open floorplan creates a bright and welcoming atmosphere, with a spacious grandroom flowing seamlessly into the kitchen, complete with granite countertops, a large island, corner pantry, stainless steel appliances, built-in microwave, gas range, disposal, and

  Robert Hewes Coldwell Banker/Alfred Saliba

  129 Wellington Way, Headland, AL 36345
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  /36

  $284,900

  New Construction $5K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,016 Sq Ft

  119 Aubrey Ave, Headland, AL 36345

  Welcome to 119 Aubrey Ave, our Lakeside floorplan at our Sagebrush community in Headland, Alabama. This well thought out floorplan features 5-bedrooms, 3-bathrooms and over 2,000 square feet of living with a 2-car garage. Entering the home, you’ll find access to two bedrooms that share a full bathroom. As you continue, to opposite side of the home, there are two additional bedrooms with a

  D.R. Horton Builder

  119 Aubrey Ave, Headland, AL 36345
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  /3

  $261,900

  New Construction $3K PRICE DROP

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

  122 Edgewood Trail, Headland, AL 36345

  Discover this charming 1,756 sq. ft. home featuring 3 bedrooms, 2 bathrooms, and a 2-car garage with a highly functional split floorplan and open-concept design. Step into the inviting foyer and flow into the spacious grandroom, ideal for both relaxing and entertaining. The well-appointed kitchen boasts granite countertops, a largeisland, stainless steel appliances, gas range, built-in microwave,

  Robert Hewes Coldwell Banker/Alfred Saliba

  122 Edgewood Trail, Headland, AL 36345
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  /43

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,611 Sq Ft

  761 County Road 45 S, Headland, AL 36345

  Welcome to 761 County Road 45, where peaceful country living meets everyday comfort. Sitting on a full acre outside the city limits, this inviting home offers the privacy and space you've been searching for while remaining just a short drive from town. Inside, you'll find a generously sized kitchen with plenty of room for gathering, cooking, and making memories. Step outside and discover a

  Jess Johnson Keller Williams Southeast Alabama

  761 County Road 45 S, Headland, AL 36345
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  /3

  $243,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,531 Sq Ft

  106 Edgewood Trail, Headland, AL 36345

  Welcome to this beautifully designed 3-bedroom, 2-bath home offering 1,531 square feet of comfortable, modern living. Step through the foyer into a spacious open-concept layout featuring a grandroom that flows seamlessly into the kitchen and dining areas—perfect for everyday living and entertaining. The kitchen is a standout with granite countertops, a large island, stainless steel appliances,

  Robert Hewes Coldwell Banker/Alfred Saliba

  106 Edgewood Trail, Headland, AL 36345
• 

  

  /18

  $169,999

  $40K PRICE DROP

  • 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 modern updates in a convenient Headland location just minutes from Headland High School, downtown shopping, dining, and Hwy 431. Every major renovation was completed with permits, giving you peace of mind. Updates include all-new electrical and plumbing, a new water service line to the meter, a new water heater, and a

  Hannah Pendleton 1st Class Real Estate Wiregrass

  200 Cable St, Headland, AL 36345
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  /26

  $329,500

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft

  207 Cabrio Way, Headland, AL 36345

  Welcome to 207 Cabrio Way in the desirable Trace Manor Subdivision of Headland, Alabama. Built in 2020, this beautifully maintained home sits on one of the larger lots in the neighborhood and is located within the highly sought-after Headland School District. This move-in-ready home has been meticulously cared for and offers a spacious, functional layout with modern finishes throughout. The

  Krystal Diaz Epique Realty

  207 Cabrio Way, Headland, AL 36345
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  /7

  $188,800

  • Land
  • 32 Acres
  • $5,900 per Acre

  000 County Road 238, Headland, AL 36345

  Looking for a peaceful, country setting? Take a look at this 32 acre parcel! 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. Taxes and property lines in photos are estimated** Different lot sizes available depending on your needs.

  Cameron Ball Lan Darty Real Estate & Development

  000 County Road 238, Headland, AL 36345
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  /43

  $140,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  213 Rock Creek Rd, Headland, AL 36345

  Start your homeownership journey or downsize with purpose! This completely remodeled 3-bedroom, 2-bath home checks all the boxes, offering modern updates, comfort, and affordability. Move-in ready and thoughtfully renovated, it's the perfect place to put down roots while keeping value in mind. Recent improvements include new sheetrock and fixtures in both bathrooms, new paint and flooring

  Mandi Porter 1st Class Real Estate Wiregrass

  213 Rock Creek Rd, Headland, AL 36345
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  /31

  $327,400

  New Construction

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

  Rhett Plan at Heritage Ridge, 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

  337 Heritage Way Unit 36199559, Headland, AL 36345
• 

  

  /24

  $175,000

  • 4 Beds
  • 2 Baths
  • 1,371 Sq Ft

  109 Victoria Dr, Headland, AL 36345

  Welcome home to this beautifully updated 4-bedroom, 2-bath home offering 1,371 square feet of comfortable living space! Featuring a versatile bonus room that can serve as a fourth bedroom, home office, or playroom, this home provides flexibility for any lifestyle. The updated kitchen is sure to impress with stylish countertops, stainless steel appliances, and plenty of cabinet space. The

  Ashiyah Wilson Agape Real Estate

  109 Victoria Dr, Headland, AL 36345
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  /57

  $285,000

  $64K PRICE DROP

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

  925 W King St, Headland, AL 36345

  PRICE REDUCED!! Charming country home on 2+ acres — minutes from downtown Headland and Dothan! This 3-bed, 2-bath residence features beautiful hardwood floors, a spacious family room with a wood-burning fireplace, and an open kitchen/dining area with a bright bay window. The formal dining room opens to a large patio with a swing and a fenced yard — perfect for outdoor living and entertaining.

  Jacklyn Herring HERRING REALTY

  925 W King St, Headland, AL 36345
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  /24

  $357,400

  New Construction

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

  Destin Plan at Heritage Ridge, Headland, AL 36345

  Step into the Destin at Heritage Ridge, one of our popular floorplans available in Headland, Alabama. This single-family home features 4-bedrooms and 3-bathrooms in over 2,200 square feet of space. This home has a 3-car garage, perfect for extra storage or an additional vehicle. As you enter the foyer, you are greeted with two bedrooms and a full bathroom. The well-appointed kitchen overlooks the

  D.R. Horton Builder

  337 Heritage Way Unit 36199558, Headland, AL 36345
• 

  

  /25

  $149,900

  • 5 Beds
  • 2 Baths
  • 1,744 Sq Ft

  415 Bradford Dr, Headland, AL 36345

  Move-in ready and beautifully updated with fresh neutral paint and brand-new flooring throughout! The kitchen shines with modern white cabinetry, new countertops, and stainless-steel appliances—perfect for everyday living and entertaining. Major upgrades include a new HVAC system and hot water heater, ensuring efficiency and reliability for years to come. Conveniently situated on a corner lot,

  Rachel Lowell Marketplace Homes

  415 Bradford Dr, Headland, AL 36345
• 

  

  /9

  $109,500

  • Land
  • 12 Acres
  • $9,125 per Acre

  0 County Road 238, Headland, AL 36345

  Looking for a peaceful, country setting? Take a look at this 12 acre parcel! 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! **Restriction list is in pictures. Taxes and property lines in photos are estimated** 3-32 acre lots available depending on your needs. Call for more details!

  Cameron Ball Lan Darty Real Estate & Development

  0 County Road 238, Headland, AL 36345

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