Headland, AL Homes

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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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  /60

  $181,100 Sold Aug 22, 2025

  • 1,462 Sq Ft
  • $124/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  115 Armstrong St, Headland, AL 36345

  Welcome to this inviting 3 bedroom, 1.5 bath home situated on a gorgeous .73 acre corner lot in the heart of Headland. Featuring an open floor plan, this home offers a comfortable blend of functionality and charm. Interior includes luxury vinyl plank flooring in main living areas. Enjoy peace of mind with a new complete HVAC 2024, electric water heater 2024, and a rain soft filtration system

  Elisha Hollis Century 21 James Grant Realty

  115 Armstrong St, Headland, AL 36345
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  /37

  Est $306,489 Not Listed For Sale

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

  102 Huntington Dr, Headland, AL 36345

  102 Huntington 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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  /43

  $180,000 Sold Aug 22, 2025

  • 1,201 Sq Ft
  • $150/SF
  • 39 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1994

  5951 E County Road 22, Headland, AL 36345

  Enjoy peaceful country living on this beautiful 1.5-acre property surrounded by mature trees and multiple fruit trees. This well-maintained 2-bedroom, 1-bath home offers many updates for worry-free living. The metal roof, HVAC, windows, hot water heater, and blown-in insulation were all updated in 2023, ensuring energy efficiency and comfort. The kitchen features a brand-new stove, less than a

  Bridgett Hooks Wiregrass Home Team

  5951 E County Road 22, Headland, AL 36345
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  /35

  Est $266,213 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft

  115 Huntington Dr, Headland, AL 36345

  115 Huntington Dr, 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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  /46

  $165,000 Sold Aug 22, 2025

  • 3,543 Sq Ft
  • $47/SF
  • 71 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1993

  801 Early Walden Rd, Headland, AL 36345

  Headland: Bonus Room on first floor , Laundry-Inside, Living/Dining Combo, Separate Dining Room Extras: Cable Available, Ceiling Fan, Bedroom Info: Master Down, Split Bedroom Bath Info: Ceramic, Jacuzzi/Whirlpool Exterior: Brick, Roof: Asphalt / Foundation: crawl space Water: Public ,Sewer: Septic Tank Heat: Heat Pump Air Conditioning: Heat Pump ,Electric Authority: Alabama Power ,Water

  MARTHA CONNER Akadia Realty, Llc

  801 Early Walden Rd, Headland, AL 36345
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  /12

  Est $243,502 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  922 W King St, Headland, AL 36345

  922 W King St, 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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  /12

  $98,000 Sold Aug 21, 2025

  • Land
  • 7 Acres
  • $14,000 per Acre

  • 33 Days On Market

  Lot 11 County Road 9, Headland, AL 36345

  Prime 7-acre lot ready for your new home. Lot is level and requires no clearing. Location is ideal as it's located a minute off of Hwy. 431 for an easy commute to Dothan, Abbeville or Eufaula, and 5 minutes from downtown Headland. Lot restricted to 1800 sf. minimum stick-built home.

  Andy Johns Lan Darty Real Estate & Development

  Lot 11 County Road 9, Headland, AL 36345
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  /23

  Est $166,225 Not Listed For Sale

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

  213 Broad St, Headland, AL 36345

  213 Broad St, Headland, AL 36345
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  /65

  $2,250,000

  • Land
  • 60 Acres
  • $37,500 per Acre

  0 Henry County 55, Headland, AL 36345

  Southern Cross Ranch: Your Ideal Event VenueJust a short drive from Dothan and Headland, AL., Southern Cross Ranch and Event Center covers over 60+/- acres and has more than 105,000 square feet of buildings and facilities, making it truly unique.A Dream for Equestrian LoversSouthern Cross Ranch is perfect for horse enthusiasts, featuring a 45,000-square-foot covered arena, a

  Forrest During

  0 Henry County 55, Headland, AL 36345
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  /5

  $410,000 Sold Aug 21, 2025

  • 2,000 Sq Ft
  • $205/SF
  • 189 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  645 County Road 9, Headland, AL 36345

  NEW CONSTRUCTION CUSTOM HOME ON COUNTY ROAD 9 IN HEADLAND AL. THE HOME IS IN HENRY COUNTY ZONED FOR HEADLAND SCHOOLS. THE HOME PROJECTED COMPLETION DATE IS APPROXIMATELY JULY 2025. 4 BEDROOMS, 2 BATHS, 2 CAR GARAGE ON APPROXIMATELY 3.7 +/- ACRES PICTURESQUE VIEWS LOT. MINUTES TO DOWNTOWN HEADLAND, EASY COMMUTE TO DOTHAN AND FARLEY PLANT. LESS THAN 1 MILE TO STATE HIGHWAY 431 IN HEADLAND. HOME

  David Powers Powers Realty Group

  645 County Road 9, Headland, AL 36345
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  /43

  Est $202,292 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  210 Broad St, Headland, AL 36345

  210 Broad St, Headland, AL 36345
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  /3

  $455,000

  • Land
  • 65 Acres
  • $7,000 per Acre

  1602 County Road 49, Headland, AL 36345

  This property includes a trailer hook-up site (power, well, and septic). Locatedon a maintained county dirt road. A 1/4 mile of road frontage makes access a breeze. An estimated 15 acres of open land, with the remainder in scattered woodland. Great deer hunting, with some creek access. 65 acres of land to roam around on weekends. Nice propertyto move out of the suburbs to. Only 18 miles from

  William Simmons

  1602 County Road 49, Headland, AL 36345
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  /7

  $96,625 Sold Aug 20, 2025

  • Land
  • 7.73 Acres
  • $12,500 per Acre

  • 38 Days On Market

  Lot 4 Block "B" County Road 20, Headland, AL 36345

  Welcome to Farmer Estates! Beautiful 7.73 acre lot that provides the perfect setting for your new home. This parcel has a spring fed stream that would ideal for a pond, has wildlife and multiple sites to locate your new home and shop. Location offers a peaceful country setting but is convenient to everything Headland and Dothan has to offer. Restricted to 1800 sf. minimum stick-built homes.

  Andy Johns Lan Darty Real Estate & Development

  Lot 4 Block "B" County Road 20, Headland, AL 36345
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  /30

  Est $273,225 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  109 Mulberry Ln, Headland, AL 36345

  109 Mulberry Ln, 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

  0 County Road 173, Headland, AL 36345
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  /44

  $292,500 Sold Aug 20, 2025

  • 3,200 Sq Ft
  • $91/SF
  • 79 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  1256 County Road 11, Headland, AL 36345

  Enjoy the best of both worlds with this beautifully updated home, tucked away on a secluded 1.21 acre lot in the Headland School District—just minutes from Headland and a short drive to Dothan. Inside, you'll love the remodeled kitchen with stunning Quartzite countertops, stainless steel appliances, and a large open floor plan perfect for entertaining. A wall of built-in cabinetry adds both charm

  Kelly Woodham Forrest & Fields, Inc.

  1256 County Road 11, Headland, AL 36345
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  /45

  Est $302,811 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,990 Sq Ft

  703 Holly Ln, Headland, AL 36345

  703 Holly Ln, Headland, AL 36345
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  /4

  $1,350,000

  • Land
  • 270 Acres
  • $5,000 per Acre

  0 County Road 17, Headland, AL 36345

  This property has been owned by the same family for over 50 years. This property is some of the best farm, ranch, and managed timberland in Alabama. Irrigation could be added. The property is in a growing area for high-end home developments as well.

  William Simmons National Land Realty

  0 County Road 17, Headland, AL 36345
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  /44

  $323,000 Sold Aug 18, 2025

  • 2,134 Sq Ft
  • $151/SF
  • 42 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2010

  201 Azalea Ln, Headland, AL 36345

  Charming family home in friendly, walkable neighborhood where kids ride bikes, neighbors wave hello, & memories are made! This corner-lot gem sits on nearly half an acre & offers curb appeal, comfort, & thoughtful updates throughout. Step onto the welcoming front porch & into a beautiful entryway that immediately feels like home! Off the entry is a versatile room perfect for a dining space,

  Danita Murdoch Berkshire Hathaway HomeServices Showcase Properties

  201 Azalea Ln, Headland, AL 36345
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  /49

  Est $395,954 Not Listed For Sale

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

  301 Holly Ln, Headland, AL 36345

  301 Holly Ln, Headland, AL 36345
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  /17

  $995,000

  • Land
  • 58 Acres
  • $17,155 per Acre

  0 N Hwy 431 Unit 22459364, Headland, AL 36345

  This property consists of 57 +/- acres that could be used for development in the growing town of Headland, AL. With 1,000+ feet of paved road frontage on Highway 431 North, as well as lake frontage, there are multiple possibilities for this property. Tracts of this size and quality do not come up very often in the area.

  Forrest During National Land Realty

  0 N Hwy 431 Unit 22459364, Headland, AL 36345
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  /18

  $42,000 Sold Aug 18, 2025

  • 1,100 Sq Ft
  • $38/SF
  • 71 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  26 Martin Luther King Dr, Headland, AL 36345

  This property is ready for the rental market, new flooring and interior paint within the last year. 3 bedroom 11/2 baths with bonus space. Window air units and gas heaters.

  Tina Hollinger Property Champions Real Estate

  26 Martin Luther King Dr, Headland, AL 36345
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  /30

  Est $276,821 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,781 Sq Ft

  314 Holly Ln, Headland, AL 36345

  314 Holly Ln, Headland, AL 36345
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  /40

  $485,000

  • Land
  • 83 Acres
  • $5,843 per Acre

  0 County Road 33 Unit 22299764, Headland, AL 36345

  PRICE IMPROVEMENT! This residential homesite and recreational tract in the City Limits of Headland is a rare find. Located convenient to Dothan, Headland, and Abbieville, enjoy easy access off of county road 33 which has utilities at the road. There is merchantable timber and row crop on the back side of the property allowing privacy and endless recreational opportunities. Tracts this size and

  Forrest During National Land Realty

  0 County Road 33 Unit 22299764, Headland, AL 36345
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  /38

  $239,900 Sold Aug 08, 2025

  • 1,497 Sq Ft
  • $160/SF

  • 4 Beds
  • 2 Baths
  • Built 2025

  108 Sagebrush Dr, Headland, AL 36345

  Welcome to 108 Sagebrush Drive 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 down on the

  D.R. Horton

  108 Sagebrush Dr, Headland, AL 36345
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  /41

  Est $392,332 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,048 Sq Ft

  106 Lakeview Ln, Headland, AL 36345

  106 Lakeview Ln, Headland, AL 36345
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  /7

  $560,000

  • Land
  • 80 Acres
  • $7,000 per Acre

  0 County Road 18 Unit 13702156, Headland, AL 36345

  This gorgeous property is only minutes from Headland, AL. It has a perfect home site with paved road frontage in the highly praised Headland school district. This area has excellent deer, turkey, and quail hunting! This tranquil retreat to get away from it all and enjoy with family and friends won't last long!60 acres joining property also available.

  William Simmons

  0 County Road 18 Unit 13702156, Headland, AL 36345
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  /35

  $285,000 Sold Aug 08, 2025

  • 1,942 Sq Ft
  • $147/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2011

  211 Weeping Willow Trail, Headland, AL 36345

  The best of both worlds. The comfort of a quiet neighborhood, yet the view makes you think you live out in the country. Located right down from the Headland Country Club, this 3 bedroom/ 2 bathroom home has so much to offer. Extremely well maintained home with new interior paint and exterior paint. Has a home office/bonus room. The neighborhood has walking trails, stone pavilion, and multiple

  Jake Gillilan Gillilan Properties

  211 Weeping Willow Trail, Headland, AL 36345
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  /26

  Est $238,816 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  301 Walden Pond Rd, Headland, AL 36345

  301 Walden Pond Rd, Headland, AL 36345
• 

  

  /57

  $435,000

  • 4 Beds
  • 3 Baths
  • 2,280 Sq Ft

  12 Solomon Rd, Headland, AL 36345

  Perfectly located just south of the charming Headland Square in the sought-after Headland School District, this beautiful 4 bedroom, 3 bathroom home offers the perfect blend of comfort, convenience, and style. With 2,280 sq ft of living space on a .68 acre corner lot, you'll enjoy both privacy and easy access to all that Headland has to offer, while being only minutes from Dothan. The large

  Kelly Woodham Forrest & Fields, Inc.

  12 Solomon Rd, Headland, AL 36345
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  /88

  $495,000 Sold Aug 08, 2025

  • 2,891 Sq Ft
  • $171/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  407 County Road 17, Headland, AL 36345

  Stunning Barndominium on 10 Acres with Shop/Barn in Headland! Welcome to your dream property! This beautifully maintained barndominium offers a perfect blend of rustic charm and modern convenience, set on 10 fully fenced-in acres. With 2,892 square feet of thoughtfully designed living space, this property features 3 bedrooms and 2.5 bathrooms, including a master suite located on the main floor.

  Casey Brogden Lan Darty Real Estate & Development

  407 County Road 17, Headland, AL 36345
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  /41

  Est $308,159 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,437 Sq Ft

  109 Melissa Ln, Headland, AL 36345

  109 Melissa Ln, 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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  /36

  $289,900 Sold Aug 05, 2025

  • 2,016 Sq Ft
  • $144/SF

  • 5 Beds
  • 3 Baths
  • Built 2025

  105 Aubrey Ave, Headland, AL 36345

  Welcome to 105 Aubrey Ave, Headland, AL 36345 in our Sagebrush Community. Step into the Lakeside at our Sagebrush community in Headland, Alabama. This well thought out floorplan features 5-bedrooms, 3-bathrooms in 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 are

  D.R. Horton

  105 Aubrey Ave, Headland, AL 36345
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  /51

  Est $181,642 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  906 Early Walden Rd, Headland, AL 36345

  906 Early Walden Rd, Headland, AL 36345
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  /26

  $313,500 Open Sun 1PM - 3PM

  • 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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