Headland, AL Houses for Sale

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  /53

  $399,900

  • 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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  /70

  $449,000

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

  514 S Main St, Headland, AL 36345

  Classic Southern Ranch Rambler with Charm and Space - Headland School District. This BEAUTIFUL 1960s ranch rambler has so much character and charm, nestled in the desirable Headland School District. It's got that timeless Southern soul, with all the right updated: *Over 4,000 SqFt of space and has 5 bedrooms and 3.5 bathrooms. *Hardwood floors throughout. *Beautiful wood ceilings in main areas.

  Carol Peak Berkshire Hathaway HomeServices Showcase Properties

  514 S Main St, Headland, AL 36345
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  /40

  $306,300 Open Sun 2PM - 4PM

  • 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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  /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
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  /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
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  /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
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  /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
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  /26

  $313,500 Open House 9/21

  • 4 Beds
  • 2 Baths
  • 1,929 Sq Ft

  204 Cabrio Way, Headland, AL 36345

  Welcome to this beautiful 4-bedroom, 2-bath home in the Trace Manor subdivision. Featuring an open floor plan ideal for entertaining, this home offers granite countertops, a spacious kitchen, and a split-bedroom layout. Enjoy peaceful moments on the screened-in back porch with a beautiful view. This home includes a tankless water heater, a security system, cameras and modern conveniences

  Jessica Whitehead Keller Williams Southeast Alabama

  204 Cabrio Way, Headland, AL 36345
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  /48

  $344,900

  • 3 Beds
  • 2 Baths
  • 1,881 Sq Ft

  325 Willow Oaks Dr, Headland, AL 36345

  If your looking for a private oasis or a home for entertaining this is it! As you enter this lovely home the inviting dining room is adorned with beautiful picture frame molding and coffered ceiling which leads into the great room. Split floor plan with 2 bedrooms to the right. The large kitchen with granite countertops and subway tile on backsplash is open and airy and has a deep pantry and

  Alyson Powell Tom West Company, Inc.

  325 Willow Oaks Dr, Headland, AL 36345
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  /44

  $345,000

  • 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

  $379,000

  • 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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  /60

  $365,000

  • 6 Beds
  • 3 Baths
  • 2,884 Sq Ft

  208 Willow Oaks Dr, Headland, AL 36345

  Welcome to this stunning 6-bedroom, 3-bathroom home nestled in the peaceful Willow Oaks subdivision in Headland. Sitting on a beautifully landscaped 0.78-acre lot, this spacious property offers a perfect blend of comfort, functionality, and privacy. Step inside to find an open split-bedroom floor plan with soaring vaulted ceilings in the living room and rich hardwood bamboo floors throughout the

  Kelly Woodham Forrest & Fields, Inc.

  208 Willow Oaks Dr, Headland, AL 36345
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  /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
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  $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
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  /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
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  /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
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  /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
• 

  

  /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
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  /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
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  /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
• 

  

  /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
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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
• 

  

  /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

  $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
• 

  

  /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
• 

  

  /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
• 

  

  /4

  $338,500 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,309 Sq Ft

  206 Cambridge Dr, Headland, AL 36345

  Welcome to this beautifully designed 2,309 sq ft, 4-bedroom, 2.5-bath home with a smart split floor plan and stylish details throughout. Step inside to a welcoming foyer with coat closet, leading into the spacious grandroom filled with natural light. The gourmet kitchen is a showstopper with granite countertops, stainless steel appliances, corner pantry, and a large island—perfect for gatherings

  Robert Hewes Coldwell Banker/Alfred Saliba

  206 Cambridge Dr, Headland, AL 36345
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  /32

  $175,000

  • 2 Beds
  • 1 Bath
  • 1,476 Sq Ft

  611 Mitchell St, Headland, AL 36345

  All brick home with huge rooms waiting for someone to love on it. This home is within walking distance to Headland schools. Lots of square footage to make your own with your personal touches and updates. Fantastic opportunity for a first home or investment property. Great outdoor spaces with pecan trees. Kitchen pantry, large laundry room with closet, huge family room with built in desk,

  Donny Gillilan Gillilan Properties

  611 Mitchell St, Headland, AL 36345
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  /25

  $475,000

  • 5 Beds
  • 5 Baths
  • 3,041 Sq Ft

  100 Willow Oaks Dr, Headland, AL 36345

  Welcome to this beautiful 5 bedroom, 3.5 bath home situated on a large corner lot in the desirable Headland Community. This home offers so much versatile space and the options are unlimited for your family. On the main level, the home offers a large living room, library/office space, kitchen, and formal dining room. Along with 3 bedrooms. Upstairs offers two additional bedrooms and an adjoining

  Mollie Kelley Coldwell Banker/Alfred Saliba

  100 Willow Oaks Dr, Headland, AL 36345
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  /29

  $153,000

  • 5 Beds
  • 3 Baths
  • 1,992 Sq Ft

  300 Rock Creek Rd, Headland, AL 36345

  Don't miss this charming home in the heart of Headland—just a short walk to Headland Middle School and minutes from downtown! This spacious 5-bedroom, 3-bathroom home offers two separate living areas, perfect for a growing family or multi-generational living. The large eat-in kitchen provides plenty of space for family meals and gatherings. The private master suite features its own entrance and a

  Shaina De Jesus Weichert Realtors JBR Legacy Group

  300 Rock Creek Rd, Headland, AL 36345
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  /58

  $695,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  654 County Road 21, Headland, AL 36345

  EQUESTRIAN DREAM - Escape to the tranquility of country living with this exceptional property, ideal for horse enthusiasts and nature lovers alike. Situated on 12 breathtaking acres, this home offers: Approx. 3,000 sq. ft. of living space, 4 bedrooms and 3.5 bathrooms, a charming Nursery/office area, an inviting pool, and two spacious barns. One barn is a 25 x 25 steel building and the other

  Elsie Campbell Coldwell Banker/Alfred Saliba

  654 County Road 21, Headland, AL 36345
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  /45

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,089 Sq Ft

  390 County Road 11, Headland, AL 36345

  BEAUTIFUL CUSTOM HOME WITH ACREAGE WELCOMES YOU AS SOON AS YOU PULL INTO THE DRIVEWAY. GORGEOUS FRONT PORCH WITH DOUBLE FRONT DOORS AND LUXURY VINYL PLANKING GREET YOU AS YOU STEP INSIDE THE SPACIOUS LIVING ROOM WITH VAULTED CEILING AND WOODEN BEAMS SHOWCASING THE ROOM. AN OFFICE OFF TO YOUR LEFT OR JUST PAST THE LIVING ROOM 3 BEDROOMS, WALK IN CLOSETS AND 2 GORGEOUS BATHROOMS WITH CERAMIC TILE

  Lisa Mitchell-Mock Century 21 James Grant Realty

  390 County Road 11, Headland, AL 36345
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  /53

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,089 Sq Ft

  390 County Road 11, Headland, AL 36345

  BEAUTIFUL CUSTOM HOME W/ ACREAGE WELCOMES YOU AS SOON AS YOU PULL INTO THE DRIVEWAY. GORGEOUS FRONT PORCH W/ DOUBLE FRONT DOORS & LUXURY VINYL PLANKING GREET YOU AS YOU STEP INSIDE THE SPACIOUS LIVING ROOM W/ VAULTED CEILING & WOODEN BEAMS SHOWCASING THE ROOM. AN OFFICE OFF TO YOUR LEFT OR JUST PAST THE LIVING ROOM 3 BEDROOMS, WALK IN CLOSETS & 2 GORGEOUS BATHROOMS W/ CERAMIC TILE AWAIT YOU. IF

  Lisa Mitchell-Mock Century 21 James Grant Realty

  390 County Road 11, Headland, AL 36345
• 

  

  /100

  $674,999

  • 5 Beds
  • 4 Baths
  • 3,250 Sq Ft

  3405 County Road 22, Headland, AL 36345

  Stunning 5-Bedroom Home on 8 Acres – Headland, AL Paradise! Welcome to your dream retreat in Headland, Alabama! Nestled on 8 pristine acres in one of the area's most desirable locations, this spacious 5-bedroom, 2 full bath, 2 half bath home offers the perfect blend of privacy, luxury, and Southern charm. Step inside to an inviting foyer that opens into a well-designed floor plan—ideal for

  Kyler Harpe Keller Williams Southeast Alabama

  3405 County Road 22, Headland, AL 36345
• 

  

  /11

  $135,000

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  296 County Road 250, Headland, AL 36345

  Brick home and 3 lots. Convenient to Headland, Dothan, and Abbeville. Large closed in back porch, several outbuilding, 2 carports and plenty of room to expand!

  Mickey Walker Walker Realty, Inc.

  296 County Road 250, Headland, AL 36345
• 

  

  /3

  $254,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,658 Sq Ft

  124 Edgewood Trail, Headland, AL 36345

  The rendering shown is a representation of the home and is not a depiction of the finished home.

  Robert Hewes Coldwell Banker/Alfred Saliba

  124 Edgewood Trail, Headland, AL 36345
• 

  

  /3

  $269,900 New Construction

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

  126 Edgewood Trail, Headland, AL 36345

  The rendering shown is a representation of the home and is not a depiction of the finished home.

  Robert Hewes Coldwell Banker/Alfred Saliba

  126 Edgewood Trail, Headland, AL 36345

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