Headland, AL Homes for Sale under $400,000

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  /40

  $306,300

  • 4 Beds
  • 2 Baths
  • 2,117 Sq Ft

  218 Azalea Ln, Headland, AL 36345

  Location LOCATION! Minutes to Dothan and Headland Schools! This S/D is Convenient to ALL! Lovely Curb Appeal. Newly Painted Ext. trim. HVAC 8 Years. Beautiful Beveled Glass Entry. Inviting Foyer Opens to Grand Room, Custom FP with Built in Cabinetry. Ready for TV mount. Trey Ceilings! Freshly Painted Main Living Areas + Primary Suite with Today's Gorgeous New Gray! Surround Sound in Grand room,

  Kim Lee Berkshire Hathaway HomeServices Showcase Properties

  218 Azalea Ln, Headland, AL 36345
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  /52

  $392,500

  • 3 Beds
  • 2 Baths
  • 2,205 Sq Ft

  119 Willow Oaks Dr, Headland, AL 36345

  Set on nearly 1.9 peaceful acres in the Willow Oaks Subdivision, this property offers the space and flexibility today's buyers crave. The main home features 3 bedrooms, 2 bathrooms, and a bright, open 2,205 sqft layout PLUS a private 1 bed, 1 bath guest suite inside the 1000+ detached garage, perfect for multigenerational living, a home office, or hosting long-term guests. Inside the main home,

  Briana Burgess Berkshire Hathaway HomeServices Showcase Properties

  119 Willow Oaks Dr, Headland, AL 36345
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  /52

  $394,000

  • 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

  264 Weeping Willow Trail, Headland, AL 36345
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  /11

  $383,900

  • Land
  • 69.8 Acres
  • $5,500 per Acre

  0 County Road 173, Headland, AL 36345

  This property has a lot of potential to be a showplace, but it will take time and work for it to become a diamond. There is an upland area that was open and can be easily cleared. There is a large acreage of oak trees, large old and young ones. This brings us to the bottom and wetland areas, which may have the topographic layout for lakes and ponds. Close to Headland, hard to find property in

  William Simmons National Land Realty

  0 County Road 173, Headland, AL 36345
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  /70

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,396 Sq Ft

  115 Willow Oaks Dr, Headland, AL 36345

  Welcome to 115 Willow Oaks Drive! Nestled on 2.4 beautiful acres, this charming 4-bedroom, 2.5-bath home offers the perfect blend of space, comfort, and privacy. The main level features a spacious master suite with a large master bath complete with double sinks, a relaxing jetted tub, and a separate shower as well as a walk in closet. You’ll love the inviting layout with both a formal dining room

  PAMELA TYNER TEAM LINDA SIMMONS REAL ESTATE

  115 Willow Oaks Dr, Headland, AL 36345
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  /44

  $339,900

  • 4 Beds
  • 2 Baths
  • 2,245 Sq Ft

  204 Scarlet Oak Dr, Headland, AL 36345

  Welcome to refined living in this beautifully designed 4-bedroom, 2-bath home, perfectly situated on a quiet cul-de-sac and crafted for comfort, elegance, and everyday indulgence. Step inside to discover stunning luxury vinyl plank flooring that flows seamlessly throughout the main living areas, setting the tone for the home's modern sophistication. The expansive open-concept layout features a

  Scott Daugherty Lan Darty Real Estate & Development

  204 Scarlet Oak Dr, Headland, AL 36345
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  /39

  $359,000

  • 4 Beds
  • 3.5 Baths
  • 2,480 Sq Ft

  1782 County Road 3, Headland, AL 36345

  Are you seeking a privately located colonial style brick exterior home that has four (4) large bedrooms, 3 full in-suite bathrooms and one half bathroom , two (2) car garage home with a huge driveway for parking multiple vehicles and has a 30 AMP RV power hook-up. This home is the one ! This home is a short drive to the Dothan Airport and easy commute to Fort Novosel ? This home features three

  David Powers Powers Realty Group

  1782 County Road 3, Headland, AL 36345
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  /3

  $349,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,439 Sq Ft

  207 Cambridge Dr, Headland, AL 36345

  2439 Square Feet 4 Bedrooms 3 Bathrooms 2-Car Garage Step inside this beautifully designed 4-bedroom, 3-bathroom home offering 2,439 square feet of thoughtfully planned living space. The inviting open floorplan connects a spacious grandroom to a stylish kitchen featuring granite countertops, a kitchen island, stainless steel appliances, gas range, built-in microwave, and a convenient pantry.

  Robert Hewes Coldwell Banker/Alfred Saliba

  207 Cambridge Dr, Headland, AL 36345
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  /37

  $340,900 New Construction

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

  305 Heritage Way, Headland, AL 36345

  Welcome to 305 Heritage Way, Headland, AL 36345 in our Heritage Ridge 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

  305 Heritage Way, Headland, AL 36345
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  /37

  $338,900 New Construction

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

  108 Creekridge St, Headland, AL 36345

  Welcome to 108 Creekridge Street at 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 leads to the open

  

  D.R. Horton

  Builder

  108 Creekridge 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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  /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
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  /53

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 2,407 Sq Ft

  117 Walden Pond Rd, Headland, AL 36345

  Conveniently located just 7.5 miles from the Ross Clark Circle, this 3-bedroom, 2.5-bath home offers a perfect blend of comfort and convenience while offering plenty of room for everything you'll need. Inside, you’ll find a spacious layout with a separate dining room, built-ins in the living room, and a master suite complete with a cozy sitting area. The large bonus room above the garage provides

  Melissa Williams Wiregrass Home Team Enterprise

  117 Walden Pond Rd, Headland, AL 36345
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  /53

  $397,750

  • 3 Beds
  • 3.5 Baths
  • 2,656 Sq Ft

  238 County Road 263, Headland, AL 36345

  Escape to the peace and privacy of country living with this 2,656 sq ft split-level home on 5 acres in Headland. Tucked away at the end of a quiet dead-end road, the property features a spring-fed creek, abundant wildlife, and plenty of space indoors and out. The main level offers 3 bedrooms and 2 full baths, a remodeled eat-in kitchen with updated finishes, a dedicated dining area, and a

  Kyler Harpe Keller Williams Southeast Alabama

  238 County Road 263, Headland, AL 36345
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  /14

  $399,995

  • Land
  • 70 Acres
  • $5,714 per Acre

  0 County Road 22, Headland, AL 36345

  70+- ACRES BEAUTIFUL LAND FOR RECREATION OR HOMESITE JUST MINUTES FROM HEADLAND! PLANTED PINES, CREEK; LOCATED ON THE CORNER OF (PAVED) ROAD FRONTAGE CO RD 22 AND DIRT ROAD WILEY RALEY ROAD.

  Stacey Capps Ingram Realty, LLC

  0 County Road 22, Headland, AL 36345
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  /40

  $371,900 New Construction

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

  103 Creekridge St, Headland, AL 36345

  Welcome to 103 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

  

  D.R. Horton

  Builder

  103 Creekridge St, Headland, AL 36345
• 

  

  /38

  $336,900 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
• 

  

  /27

  $317,900 New Construction

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

  317 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

  317 Heritage Way, Headland, AL 36345
• 

  

  /36

  $336,900 New Construction

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

  111 Creekridge St, Headland, AL 36345

  Welcome to 111 Creekridge Street 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 leads to the open

  

  D.R. Horton

  Builder

  111 Creekridge St, Headland, AL 36345
• 

  

  /37

  $323,900 New Construction

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

  101 Creekridge St, Headland, AL 36345

  Welcome to 101 Creekridge Street Headland, AL 36345.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 between

  

  D.R. Horton

  Builder

  101 Creekridge St, Headland, AL 36345
• 

  

  /36

  $323,900 New Construction

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

  107 Creekridge St, Headland, AL 36345

  Welcome to 107 Creekridge Street, Headland, al 36345 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

  

  D.R. Horton

  Builder

  107 Creekridge St, Headland, AL 36345
• 

  

  /31

  $317,900 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
• 

  

  /37

  $334,900 New Construction

  • 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
• 

  

  /29

  $317,900 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
• 

  

  /37

  $371,900 New Construction

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

  109 Creekridge St, Headland, AL 36345

  Welcome to 109 Creekridge Street 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 for work or play.

  

  D.R. Horton

  Builder

  109 Creekridge St, Headland, AL 36345
• 

  

  /40

  $369,900 New Construction

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

  106 Creekridge St, Headland, AL 36345

  Welcome to 106 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

  

  D.R. Horton

  Builder

  106 Creekridge St, Headland, AL 36345
• 

  

  /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
• 

  

  /40

  $334,900 New Construction

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

  100 Creekridge St, Headland, AL 36345

  Welcome to 100 Creekridge Street Headland, AL 36345 in our Creekridge community. The Madison floorplan is 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

  100 Creekridge St, Headland, AL 36345
• 

  

  /35

  $386,900 New Construction

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

  308 Heritage Way, Headland, AL 36345

  Welcome to 308 Heritage way, Headland, AL 36345 in our Heritage Ridge community. 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

  

  D.R. Horton

  Builder

  308 Heritage Way, Headland, AL 36345
• 

  

  /17

  $327,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft

  266 Weeping Willow Trail, Headland, AL 36345

  Charming New Cottage-Style Home in Willow Walk! Welcome to this beautiful brand-new 4-bedroom, 2-bath home located in the desirable Willow Walk subdivision, within the sought-after Headland School District. This thoughtfully designed cottage-style home features a split-bedroom, open floor plan—perfect for modern living. Enjoy granite countertops, stainless steel appliances, and luxury vinyl

  Kelli Cundith Coldwell Banker/Alfred Saliba

  266 Weeping Willow Trail, Headland, AL 36345
• 

  

  /20

  $327,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft

  262 Weeping Willow Trail, Headland, AL 36345

  Charming New Cottage-Style Home in Willow Walk! Welcome to this beautiful brand-new 4-bedroom, 2-bath home located in the desirable Willow Walk subdivision, within the sought-after Headland School District. This thoughtfully designed cottage-style home features a split-bedroom, open floor plan—perfect for modern living. Enjoy granite countertops, stainless steel appliances, and luxury vinyl

  Kelli Cundith Coldwell Banker/Alfred Saliba

  262 Weeping Willow Trail, Headland, AL 36345
• 

  

  /20

  $327,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,002 Sq Ft

  260 Weeping Willow Trail, Headland, AL 36345

  Charming New Cottage-Style Home in Willow Walk! Welcome to this beautiful brand-new 4-bedroom, 2-bath home located in the desirable Willow Walk subdivision, within the sought-after Headland School District. This thoughtfully designed cottage-style home features a split-bedroom, open floor plan—perfect for modern living. Enjoy granite countertops, stainless steel appliances, and luxury vinyl

  Kelli Cundith Coldwell Banker/Alfred Saliba

  260 Weeping Willow Trail, Headland, AL 36345
• 

  /2

  $329,800 New Construction

  • 4 Beds
  • 2 Baths
  • 1,830 Sq Ft

  203 Heritage Way, Headland, AL 36345

  New Construction in Headland. Lot 18 Heritage Ridge S/D is one of the larger premium lots. 1.58 Acres. Home is currently under construction and should be completed around November 2025. Eat-In-Kitchen has island, walk-in pantry, master bath has separate tub and shower. 9 ft ceilings throughout with 10 ft tray in both the great room and master bedroom. All bedrooms have ceiling fans. Luxury

  Jim McGhee Weichert Realtors JBR Legacy Group

  203 Heritage Way, Headland, AL 36345
• 

  

  /25

  $336,900 New Construction

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

  102 Tyler Way, Headland, AL 36345

  Welcome to 102 Tyler Way in our Creekridge community. 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

  

  D.R. Horton

  Builder

  102 Tyler Way, 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
• 

  

  /39

  $334,900 New Construction

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

  MADISON Plan at Heritage Ridge, Headland, AL 36345

  Welcome to the Madison, a new home floor plan at our Heritage 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

  337 Heritage Way Unit 36199562, Headland, AL 36345
• 

  

  /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
• 

  

  /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
• 

  

  /38

  $369,900 New Construction

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

  CAROL Plan at Creekridge, Headland, AL 36345

  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 for work or play. Make your way to the kitchen on the first floor, which overlooks

  

  D.R. Horton

  Builder

  104 Tyler Way Unit 36199541, Headland, AL 36345
• 

  

  /9

  $329,900 New Construction

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

  RHETT Plan at Creekridge, Headland, AL 36345

  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 between them. Slightly down on the opposing wall provides access

  

  D.R. Horton

  Builder

  104 Tyler Way Unit 36199543, Headland, AL 36345

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