160 total properties
View 107 Forrest Street Headland, AL MLS# 556577
$360,000
5

Beds

3.0

Baths

3,030

Sq.Ft.

107 Forrest Street

Headland, AL

View 208 Willow Oaks Drive Headland, AL MLS# 214416
  • Virtual Tour
1 of 27
$358,900
6

Beds

3.0

Baths

2,884

Sq.Ft.

208 Willow Oaks Drive

Headland, AL

View 314 Heritage Way Headland, AL MLS# 201689
  • New Construction with Virtual Tour
1 of 38
$338,990
4

Beds

2.0

Baths

2,025

Sq.Ft.

314 Heritage Way

Headland, AL

The time to sell is now! THE TIME TO SELL IS NOW!
View 209 Woodstock Headland, AL MLS# 212204
  • New Construction with Virtual Tour
1 of 3
$336,900
4

Beds

2.1

Baths

2,305

Sq.Ft.

209 Woodstock

Headland, AL

View 110 Creekridge Street Headland, AL MLS# 203576
  • New Construction with Virtual Tour
1 of 37
$329,900
4

Beds

2.0

Baths

1,774

Sq.Ft.

110 Creekridge Street

Headland, AL

View 108 Creekridge Street Headland, AL MLS# 203578
  • New Construction with Virtual Tour
1 of 39
$329,900
4

Beds

3.0

Baths

1,942

Sq.Ft.

108 Creekridge Street

Headland, AL

View 105 Heritage Way Headland, AL MLS# 213064
  • New Construction with Virtual Tour
1 of 37
$329,500
4

Beds

3.0

Baths

1,942

Sq.Ft.

105 Heritage Way

Headland, AL

View 207 Cabrio Way Headland, AL MLS# 213564
  • Virtual Tour
1 of 26
$329,500
3

Beds

2.0

Baths

2,085

Sq.Ft.

207 Cabrio Way

Headland, AL

View 107 Heritage Way Headland, AL MLS# 214942
  • Recently Listed with Virtual Tour
1 of 33
$329,400
4

Beds

2.0

Baths

1,774

Sq.Ft.

107 Heritage Way

Headland, AL

View 328 Heritage Way Headland, AL MLS# 199663
  • New Construction with Virtual Tour
1 of 35
$327,900
4

Beds

2.0

Baths

1,835

Sq.Ft.

328 Heritage Way

Headland, AL

View 105 Creekridge Street Headland, AL MLS# 202671
  • New Construction with Virtual Tour
1 of 39
$327,900
4

Beds

3.0

Baths

1,942

Sq.Ft.

105 Creekridge Street

Headland, AL

View 514 S Main Headland, AL MLS# 213277
  • Virtual Tour
1 of 55
$325,000
5

Beds

3.1

Baths

4,014

Sq.Ft.

514 S Main

Headland, AL

View 203 Heritage Way Headland, AL MLS# 554285
  • New Construction
1 of 7
$324,500
4

Beds

2.0

Baths

1,830

Sq.Ft.

203 Heritage Way

Headland, AL

Courtesy of Dothan - Weichert, Realtors® - JBR Legacy Group
View 102 Scarlett Oak Headland, AL MLS# 214723
  • Virtual Tour
1 of 31
$321,900
3

Beds

2.0

Baths

1,810

Sq.Ft.

102 Scarlett Oak

Headland, AL

View 324 Heritage Way Headland, AL MLS# 201688
  • New Construction with Virtual Tour
1 of 36
$318,900
4

Beds

2.0

Baths

1,835

Sq.Ft.

324 Heritage Way

Headland, AL

View 107 Creekridge Street Headland, AL MLS# 202672
  • New Construction with Virtual Tour
1 of 37
$317,900
4

Beds

2.0

Baths

1,774

Sq.Ft.

107 Creekridge Street

Headland, AL

View 208 Wellington Way Headland, AL MLS# 214443
  • Virtual Tour
1 of 52
$309,900
4

Beds

2.0

Baths

2,146

Sq.Ft.

208 Wellington Way

Headland, AL

View 113 Edgewood Trail Headland, AL MLS# 214346
  • New Construction with Virtual Tour
1 of 3
$304,500
4

Beds

2.0

Baths

2,181

Sq.Ft.

113 Edgewood Trail

Headland, AL

View 2 County Rd 238 Headland, AL MLS# 214340
  • Virtual Tour
1 of 10
$299,900
0.0

Baths

2 County Rd 238

Headland, AL

View 107 Edgewood Trail Headland, AL MLS# 214422
  • New Construction with Virtual Tour
1 of 3
$297,500
4

Beds

2.0

Baths

2,136

Sq.Ft.

107 Edgewood Trail

Headland, AL

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the IDX Program of the Wiregrass Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are governed by MLS Rules and Regulations and detailed information about them includes the name of the listing companies.

The information being provided is for consumers’ personal, non-commercial use and will not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information copyright 2026 Wiregrass Multiple Listing Service, Inc.

Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied.

Data is updated as of 10/3/2026.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Dothan Association of Realtors. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers' personal, non-commercial use and may not be reproduced or redistribute. Its sole purpose is to be used for no other purpose than to identify prospective properties consumers may be interested in purchasing. p>

Data is updated as of 10/3/2026.