Headland, AL Homes

/3
$297,900

New Construction Pending
- 4 Beds
- 2 Baths
- 2,181 Sq Ft
121 Edgewood Trail, Headland, AL 36345

This beautiful 4-bedroom, 2-bath home with 2,181 square feet offers a spacious open-concept design and thoughtful features throughout. The welcoming foyer leads into a large grandroom that flows seamlessly into the kitchen and dining areas, creating the perfect space for entertaining or everyday living. The kitchen is equipped with granite countertops, a large island, corner pantry, stainless

Robert Hewes Coldwell Banker/Alfred Saliba

121 Edgewood Trail, Headland, AL 36345
/32
$165,000

Sold Dec 31, 2025

228 Broad St, Headland, AL 36345
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 1981
Last Sold Summary
- 13% Below List Price
- $89/SF
- 83 Days On Market
Current Estimated Value $183,159

Last Listing Agent Gina Esparza Gina E Realty

228 Broad St, Headland, AL 36345

/3
Not Listed For Sale

208 Wellington Way, Headland, AL 36345
- 4 Beds
- 2 Baths
- 2,181 Sq Ft
- Built 2024
208 Wellington Way, Headland, AL 36345

Last Sold Summary
- 248 Days On Market

/7
$24,900
- Land
- 15,681 Sq Ft
- $69,167 per Acre
000 County Rd 165, Headland, AL 36345

Ready for your new home.. these lots offer just enough privacy and country living but just a short drive to all Headland has to offer. Restricted to 1200 sqft minimum site built homes only. 2 lots available, $24,900 each. Call today! **Lines in pictures are approximate and taxes are estimated**

Cameron Ball Lan Darty Real Estate & Development

000 County Rd 165, Headland, AL 36345
/2
$220,000

Sold Jan 08, 2026

2400 County Road 6, Headland, AL 36345
- Land
- 34.6 Acres
- $6,358 per Acre
Last Sold Summary
- 70 Days On Market
Last Listing Agent Sam Vann STUART LEE COMPANY LLC

2400 County Road 6, Headland, AL 36345

/35
Est $424,739

Not Listed For Sale

2220 County Road 13, Headland, AL 36345
- 4 Beds
- 2.5 Baths
- 2,256 Sq Ft
- Built 2018
2220 County Road 13, Headland, AL 36345

Last Sold Summary
- 1 Day On Market

/29
$120,000
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
418 S Main St, Headland, AL 36345

Take a look at this recently updated home! This home is zoned for Headland Schools and has many updates: HVAC 2024, flooring 2024, fridge 2025, stove and microwave 2022, tankless water heater 2021, and a fenced in backyard. Whether you're an investor or looking for your first home, make sure to check this one out!

Shane Corbin Weichert Realtors JBR Legacy Group

418 S Main St, Headland, AL 36345
/92
$233,000

Sold May 29, 2026

714 S Main St, Headland, AL 36345
- 3 Beds
- 3 Baths
- 2,217 Sq Ft
- Built 1956
Last Sold Summary
- 15% Below List Price
- $105/SF
- 125 Days On Market
Current Estimated Value $253,423

Last Listing Agent Elisha Hollis Keller Williams Southeast Alabama

714 S Main St, Headland, AL 36345

/12
Not Listed For Sale

Unlisted Address
- 3 Beds
- 2 Baths
- 2,017 Sq Ft
- Built 1937
Unlisted Address

Last Sold Summary
- 5 Days On Market

/57
$299,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,570 Sq Ft
925 W King St, Headland, AL 36345

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. Private master

Jacklyn Herring HERRING REALTY

925 W King St, Headland, AL 36345
/3
$37,500

Sold Jul 08, 2025

Lot 3 Block "A" County Road 20, Headland, AL 36345
- Land
- 1.22 Acres
- $30,738 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Andy Johns Lan Darty Real Estate & Development

Lot 3 Block "A" County Road 20, Headland, AL 36345

/17
Not Listed For Sale

465 Bradford Dr, Headland, AL 36345
- 3 Beds
- 2 Baths
- 2,048 Sq Ft
- Built 1998
465 Bradford Dr, Headland, AL 36345

Last Sold Summary
- 41 Days On Market

/3
$258,900

New Construction
- 3 Beds
- 2 Baths
- 1,658 Sq Ft
130 Edgewood Trail, Headland, AL 36345

Welcome to this beautifully designed 1,658 sq. ft. home featuring 3 bedrooms, 2 bathrooms, and a 2-car garage, perfectly crafted with a split floorplan and open-concept living. Step into the foyer and be greeted by the bright grandroom, seamlessly connecting to the kitchen and dining area. The kitchen offers granite countertops, a spacious island, stainless steel appliances, gas range, built-in

Robert Hewes Coldwell Banker/Alfred Saliba

130 Edgewood Trail, Headland, AL 36345
/31
$272,000

Sold Jun 05, 2026

106 Shirah Dr, Headland, AL 36345
- 3 Beds
- 2 Baths
- 1,891 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $144/SF
- 35 Days On Market
Current Estimated Value $276,104

Last Listing Agent Caitlin Faulkner Wiregrass Home Team

106 Shirah Dr, Headland, AL 36345

/17
Not Listed For Sale

3099 Alabama 134, Headland, AL 36345
- 4 Beds
- 2 Baths
- 1,373 Sq Ft
- Built 1968
3099 Alabama 134, Headland, AL 36345

Last Sold Summary
- 51 Days On Market

/6
$69,000

$11K PRICE DROP
- Land
- 6 Acres
- $11,500 per Acre
0 County Road 238, Headland, AL 36345

Looking for a peaceful, country setting? Take a look at this easily manageable 6 acre lot that offers plenty of area for a homesite along with wooded areas. 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 in pictures and taxes are estimated** Flexible to your needs, we have 6 acre

Cameron Ball Lan Darty Real Estate & Development

0 County Road 238, Headland, AL 36345
/16
$475,000

Sold Mar 11, 2026

74 Acres Hwy 431, Headland, AL 36345
- Land
- 74 Acres
- $6,419 per Acre
Last Sold Summary
- 238 Days On Market
Last Listing Agent Paisley Kelly Coldwell Banker/Alfred Saliba

74 Acres Hwy 431, Headland, AL 36345

/65
Est $510,339

Not Listed For Sale

105 Ridge Dr, Headland, AL 36345
- 4 Beds
- 2 Baths
- 2,785 Sq Ft
- Built 2010
105 Ridge Dr, Headland, AL 36345

Last Sold Summary
- 49 Days On Market

/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
/35
$260,000

Sold Jul 08, 2025

108 Lake Ln, Headland, AL 36345
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $155/SF
- 89 Days On Market
Current Estimated Value $277,129

Last Listing Agent Lane Blanford Wiregrass Home Team

108 Lake Ln, Headland, AL 36345

/4
Not Listed For Sale

319 Heritage Way, Headland, AL 36345
- 4 Beds
- 3 Baths
- 2,273 Sq Ft
- Built 2024
319 Heritage Way, Headland, AL 36345

Last Sold Summary
- 78 Days On Market

/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
/33
$230,000

Sold Sep 30, 2025

107 Willow Way, Headland, AL 36345
- 4 Beds
- 2 Baths
- 1,448 Sq Ft
- Built 2010
Last Sold Summary
- $159/SF
- 8 Days On Market
Current Estimated Value $228,191

Last Listing Agent Kelly Woodham Forrest & Fields, Inc.

107 Willow Way, Headland, AL 36345

/6
Est $26,953

Not Listed For Sale

12 E Main St, Headland, AL 36345
12 E Main St, Headland, AL 36345

Last Sold Summary
- 296 Days On Market

/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
/38
$280,000

Sold Feb 18, 2026

215 Azalea Ln, Headland, AL 36345
- 3 Beds
- 2 Baths
- 1,918 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $146/SF
- 14 Days On Market
Current Estimated Value $277,160

Last Listing Agent Amelia Duren Tom West Company, Inc.

215 Azalea Ln, Headland, AL 36345

/5
Not Listed For Sale

315 Heritage Way, Headland, AL 36345
- 4 Beds
- 3 Baths
- 2,273 Sq Ft
- Built 2024
315 Heritage Way, Headland, AL 36345

Last Sold Summary
- 97 Days On Market

/100
$599,999

Pending
- 5 Beds
- 4 Baths
- 3,250 Sq Ft
3405 County Road 22, Headland, AL 36345

*MOTIVATED SELLER* 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

Kyler Harpe Keller Williams Southeast Alabama

3405 County Road 22, Headland, AL 36345
/37
$315,000

Sold Mar 16, 2026

104 Tyler Way, Headland, AL 36345
- 4 Beds
- 3 Baths
- 1,942 Sq Ft
- Built 2025
Last Sold Summary
- $162/SF
- 0 Days On Market
Last Listing Agent Jim Tate DHI Realty

104 Tyler Way, Headland, AL 36345

/18
Not Listed For Sale

313 Heritage Way, Headland, AL 36345
- 4 Beds
- 2 Baths
- 1,835 Sq Ft
- Built 2024
313 Heritage Way, Headland, AL 36345

Last Sold Summary
- 270 Days On Market

/29
$295,000
- 4 Beds
- 2 Baths
- 1,907 Sq Ft
2324 County Road 33, Headland, AL 36345

Updated Cutie on 1 acre! 4 bedrooms, 2 bathrooms home sits on large wooded lot. Open floorplan with beautiful kitchen, dining room, and large den. Spacious primary bedroom with Large Walk-In Closet. Large fenced backyard with outside storage. Home has Well Water but is currently hooked to County Water with switch valve. Septic tank pumped in January 2025. HVAC replaced July 2024. Brand New

Katie Benefield Weichert Realtors JBR Legacy Group

2324 County Road 33, Headland, AL 36345
/4
$63,000

Sold Sep 11, 2025

Lot 8 Gilley Mill Rd, Headland, AL 36345
- Land
- 8.96 Acres
- $7,031 per Acre
Last Sold Summary
- 172 Days On Market
Last Listing Agent Andy Johns Lan Darty Real Estate & Development

Lot 8 Gilley Mill Rd, Headland, AL 36345

/45
Est $587,456

Not Listed For Sale

1422 Woodham Rd, Headland, AL 36345
- 4 Beds
- 3.5 Baths
- 2,980 Sq Ft
- Built 2021
1422 Woodham Rd, Headland, AL 36345

Last Sold Summary
- 2 Days On Market

/87
$585,000

$40K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,300 Sq Ft
108 Buckhead Dr, Headland, AL 36345

Welcome to timeless Southern charm on nearly 4 acres in Headland. This beautifully updated Victorian two story home offers 4 bedrooms, 2.5 bathrooms, and approximately 3,300 square feet of inviting living space. From the moment you arrive, the classic wraparound porch sets the tone for relaxed country living. Inside, you will find a spacious and functional layout featuring a formal dining room,

Casey Brogden Lan Darty Real Estate & Development

108 Buckhead Dr, Headland, AL 36345
/7
$96,625

Sold Aug 20, 2025

Lot 4 Block "B" County Road 20, Headland, AL 36345
- Land
- 7.73 Acres
- $12,500 per Acre
Last Sold Summary
- 38 Days On Market
Last Listing Agent Andy Johns Lan Darty Real Estate & Development

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

/17
Est $227,145

Not Listed For Sale

2900 County Road 13, Headland, AL 36345
- 3 Beds
- 2 Baths
- 1,367 Sq Ft
- Built 2022
2900 County Road 13, Headland, AL 36345

Last Sold Summary
- 1 Day On Market

/2
$454,500

New Construction Pending
- 4 Beds
- 3 Baths
- 2,350 Sq Ft
209 Heritage Way, Headland, AL 36345

Lot 21 Heritage Ridge Sub-Division on 2.36 Acres. Granite countertops, kitchen pantry, bedrooms with ceiling fans, tankless water heater, luxury vinyl plank flooring, tile in bathrooms, gas range, window blinds, irrigation system, covered back porch, 2- car garage with plenty of storage above. Madison floor plan plus large shed with 2 covered porches.

Jim McGhee Weichert Realtors JBR Legacy Group

209 Heritage Way, Headland, AL 36345
/57
$250,000

Sold Jul 06, 2025

104 Asher Cir, Headland, AL 36345
- 4 Beds
- 2 Baths
- 1,787 Sq Ft
- Built 2025
Last Sold Summary
- $140/SF
- 41 Days On Market
Last Listing Agent Jim Tate DHI Realty

104 Asher Cir, Headland, AL 36345

/48
Not Listed For Sale

110 Heritage Way, Headland, AL 36345
- 4 Beds
- 2.5 Baths
- 2,350 Sq Ft
- Built 2023
110 Heritage Way, Headland, AL 36345

Last Sold Summary
- 33 Days On Market

/32
$55,000

Pending
- Land
- 2.33 Acres
- $23,636 per Acre
0 Ashley Ct Unit 210068, Headland, AL 36345

2.3 ACRES LOCATED IN THE BEAUTIFUL TIMBERS SUBDIVISION IN HEADLAND, AL. 2 PARCELS BEING SOLD TOGETHER AND JUST SURVEYED. RESTRICTED TO 2000 SQ. FT. SINGLE FAMILY HOME.

PRISCILLA CUTTS Lan Darty Real Estate & Development

0 Ashley Ct Unit 210068, Headland, AL 36345

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Headland, AL Homes

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