Real Estate Investment Properties for Sale in Headland, AL

Looking for investment property in Headland, AL with high ROI ?

Explore a variety of short-term homes & houses in Headland, AL. Invest wisely with VRBO & Headland, AL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Headland, AL

Search for Single Family Residential for Sale in Headland, Alabama. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 62 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
102 Weeping Willow Trl Headland, AL Beautifully maintained 4-bedroom home near Headland Country Club! Enjoy the perks of livin...	4 beds \| 2 baths \| 2,271 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.24% Airbnb Rental Income: $null Traditional Rental Income: $2290 Airbnb ROI: N/A Traditional ROI: 6.24%
720 S Main St Headland, AL Here's your opportunity to own this beautiful 1907 built home, full of the charm and chara...	3 beds \| 3 baths \| 2,722 sq.ft.	$415,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 6.41% Airbnb Rental Income: $911 Traditional Rental Income: $3058 Airbnb ROI: 0.01% Traditional ROI: 6.41%
202 Cabrio Way Headland, AL 4 Bedroom, 3 Bathroom Craftsman Home \| Trace Manor \| Headland Schools \| 100% USDA, VA, FHA...	4 beds \| 3 baths \| 2,087 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.85% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 5.85%
213 Rock Creek Rd Headland, AL Start your homeownership journey or downsize with purpose! This completely remodeled 3-bed...	3 beds \| 2 baths \| 1,056 sq.ft.	$150,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 6.15% Airbnb Rental Income: $911 Traditional Rental Income: $1179 Airbnb ROI: 1.91% Traditional ROI: 6.15%
116 Heritage Way Headland, AL This beautiful 4 bedroom, 3 bathroom custom-built home offers the perfect combination of m...	4 beds \| 3 baths \| 2,436 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2281 Airbnb ROI: N/A Traditional ROI: 3.96%
104 Creekridge St Headland, AL Welcome to this beautifully maintained 2023 built home in the highly sought-after Headland...	4 beds \| 2 baths \| 2,682 sq.ft.	$388,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 4.73%
772 Geiger Rd Headland, AL Like-new and move-in ready! Built in 2023, this beautiful home offers modern finishes, a f...	3 beds \| 2 baths \| 1,708 sq.ft.	$284,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.9% Airbnb Rental Income: $911 Traditional Rental Income: $1251 Airbnb ROI: 0.37% Traditional ROI: 2.9%
106 Lakeview Ln Headland, AL Luxury lakefront living in the highly sought-after Headland School District! This newly bu...	3 beds \| 3 baths \| 3,497 sq.ft.	$839,900	Airbnb cash on cash: -0.8% Traditional cash on cash: 1.5% Airbnb Rental Income: $911 Traditional Rental Income: $2364 Airbnb ROI: -0.8% Traditional ROI: 1.5%
2324 County Road 33 Headland, AL Updated Cutie on 1 acre! 4 bedrooms, 2 bathrooms home sits on large wooded lot. Open floor...	4 beds \| 2 baths \| 1,907 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $1786 Airbnb ROI: N/A Traditional ROI: 4.88%
328 Heritage Way Headland, AL The Rhett is one of our single-story floorplans featured in our Heritage Ridge community i...	4 beds \| 2 baths \| 1,835 sq.ft.	$328,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $1859 Airbnb ROI: N/A Traditional ROI: 4.29%
324 Heritage Way Headland, AL The Rhett is one of our single-story floorplans featured in our Heritage Ridge community i...	4 beds \| 2 baths \| 1,835 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $2002 Airbnb ROI: N/A Traditional ROI: 4.75%
314 Heritage Way Headland, AL The Jasmine is one of our single-story floorplans featured in our Heritage Ridge community...	4 beds \| 2 baths \| 2,025 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $2053 Airbnb ROI: N/A Traditional ROI: 4.65%
105 Creekridge St Headland, AL Welcome to 105 Creekridge Street Headland, AL 36345 in our Creekridge community. The Madis...	4 beds \| 3 baths \| 1,942 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $1917 Airbnb ROI: N/A Traditional ROI: 4.66%
107 Creekridge St Headland, AL Welcome to 107 Creekridge Street Headland, AL 36345.The Rhett is one of our single-story f...	4 beds \| 2 baths \| 1,774 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.25% Airbnb Rental Income: $null Traditional Rental Income: $1762 Airbnb ROI: N/A Traditional ROI: 4.25%
110 Creekridge St Headland, AL Welcome to 110 Creekridge Street Headland, AL 36345.The Rhett is one of our single-story f...	4 beds \| 2 baths \| 1,774 sq.ft.	$331,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: 4%
108 Creekridge St Headland, AL Welcome to 108 Creekridge Street Headland, AL 36345 in our Creekridge community. The Madis...	4 beds \| 3 baths \| 1,942 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.36% Airbnb Rental Income: $null Traditional Rental Income: $1929 Airbnb ROI: N/A Traditional ROI: 4.36%
238 County Road 263 Headland, AL Traditional style home, with a wood burning fireplace. 3 bedrooms and 2 full bathrooms on ...	4 beds \| 3 baths \| 2,656 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.38% Airbnb Rental Income: $null Traditional Rental Income: $3097 Airbnb ROI: N/A Traditional ROI: 9.38%
205 Heritage Way Headland, AL New Construction in Headland on Lot 19 Heritage Ridge Subdivision. 1.32 acres lot. Pantry ...	4 beds \| 3 baths \| 2,350 sq.ft.	$419,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $2340 Airbnb ROI: N/A Traditional ROI: 4.66%
319 County Rd 79 Headland, AL Nestled in a serene, 10-acre countryside setting, this unique property offers endless poss...	5 beds \| 2 baths \| 8,000 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.57% Airbnb Rental Income: $null Traditional Rental Income: $2031 Airbnb ROI: N/A Traditional ROI: 1.57%
409 Peachtree St Headland, AL Beautifully remodeled and move-in ready, this charming 3-bedroom, 2-bath home is located i...	3 beds \| 2 baths \| 1,559 sq.ft.	$207,400	Airbnb cash on cash: 1.15% Traditional cash on cash: 5.91% Airbnb Rental Income: $911 Traditional Rental Income: $1519 Airbnb ROI: 1.15% Traditional ROI: 5.91%
1960 E 134 Headland, AL Fabulous custom built 4 bedroom, 2.5 bathroom, oversized 2 car garage, Craftsman open conc...	4 beds \| 2 baths \| 2,318 sq.ft.	$389,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $2345 Airbnb ROI: N/A Traditional ROI: 5.08%
865 County Road 20 Headland, AL hOME WILL BE COMPLETED IN LESS THAN 30 DAYS! Beautiful custom new construction home that i...	4 beds \| 2 baths \| 1,950 sq.ft.	$401,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $1995 Airbnb ROI: N/A Traditional ROI: 3.64%
891 County Road 20 Headland, AL HOME WILL BE COMPLETED IN LESS THAN 45 DAYS! Beautiful custom new construction home that i...	4 beds \| 2 baths \| 1,975 sq.ft.	$401,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $2038 Airbnb ROI: N/A Traditional ROI: 3.76%
200 Cable St Headland, AL Welcome to this beautifully remodeled 3 bedroom, 2 bath home in Headland! Conveniently loc...	3 beds \| 2 baths \| 1,452 sq.ft.	$180,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.57% Airbnb Rental Income: $911 Traditional Rental Income: $1461 Airbnb ROI: 1.37% Traditional ROI: 6.57%
209 Cambridge Dr Headland, AL This spacious 2,563 SqFt home offers an exceptional blend of style, comfort, and functiona...	4 beds \| 3 baths \| 2,563 sq.ft.	$358,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.26% Airbnb Rental Income: $null Traditional Rental Income: $2346 Airbnb ROI: N/A Traditional ROI: 5.26%
925 West King St Headland, AL PRICE REDUCED!! Charming country home on 2+ acres - minutes from downtown Headland and Dot...	3 beds \| 2 baths \| 1,570 sq.ft.	$285,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 4% Airbnb Rental Income: $911 Traditional Rental Income: $1529 Airbnb ROI: 0.43% Traditional ROI: 4%
300 E County Rd 32 E Headland, AL Barndominium on 10 Acres w/ entrance gate. Bldg is 56'x56' w/ 18' eaves & 26' peak upgrade...	1 beds \| 2 baths \| 2,292 sq.ft.	$835,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.22% Airbnb Rental Income: $null Traditional Rental Income: $2136 Airbnb ROI: N/A Traditional ROI: 1.22%
127 Sagebrush Dr Headland, AL Welcome to 127 Sagebrush Drive, our beautiful one-story Cali floorplan featured in our Sag...	4 beds \| 2 baths \| 1,774 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.46% Airbnb Rental Income: $null Traditional Rental Income: $1807 Airbnb ROI: N/A Traditional ROI: 5.46%
122 Edgewood Trl Headland, AL Discover this charming 1,756 sq. ft. home featuring 3 bedrooms, 2 bathrooms, and a 2-car g...	3 beds \| 2 baths \| 1,756 sq.ft.	$262,500	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.28% Airbnb Rental Income: $911 Traditional Rental Income: $1754 Airbnb ROI: 0.51% Traditional ROI: 5.28%
209 Woodstock Headland, AL This spacious 4-bedroom, 2.5-bath home with 2,305 square feet offers a thoughtfully design...	4 beds \| 2 baths \| 2,305 sq.ft.	$338,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $2252 Airbnb ROI: N/A Traditional ROI: 5.37%
106 Edgewood Trl Headland, AL Welcome to this beautifully designed 3-bedroom, 2-bath home offering 1,531 square feet of ...	3 beds \| 2 baths \| 1,531 sq.ft.	$243,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 5.53% Airbnb Rental Income: $911 Traditional Rental Income: $1612 Airbnb ROI: 1.01% Traditional ROI: 5.53%
415 Bradford Headland, AL Move-in ready and beautifully updated with fresh neutral paint and brand-new flooring thro...	5 beds \| 2 baths \| 1,744 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.77% Airbnb Rental Income: $null Traditional Rental Income: $1840 Airbnb ROI: N/A Traditional ROI: 10.77%
3546 County Road 13 Headland, AL Beautiful almost-new home situated on 10 acres in the highly desirable Headland school dis...	5 beds \| 3 baths \| 3,448 sq.ft.	$824,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.16% Airbnb Rental Income: $null Traditional Rental Income: $5068 Airbnb ROI: N/A Traditional ROI: 5.16%
108 Buckhead Dr Headland, AL Welcome to timeless Southern charm on nearly 4 acres in Headland. This beautifully updated...	4 beds \| 2 baths \| 3,300 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $2900 Airbnb ROI: N/A Traditional ROI: 3.73%
130 Benfield Headland, AL Welcome to 130 Benfield Drive! This beautiful new construction home offers 3 bedrooms, 2 b...	3 beds \| 2 baths \| 1,569 sq.ft.	$265,500	Airbnb cash on cash: 0.49% Traditional cash on cash: 4.58% Airbnb Rental Income: $911 Traditional Rental Income: $1594 Airbnb ROI: 0.49% Traditional ROI: 4.58%
105 Heritage Way Headland, AL Welcome to 105 Heritage Way, our beautiful one-story Madison floorplan featured in the Her...	4 beds \| 3 baths \| 1,942 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2050 Airbnb ROI: N/A Traditional ROI: 5.11%
4860 Henry County Rd 49 Headland, AL Experience luxury living in the highly sought-after Willow Walk Subdivision near the beaut...	4 beds \| 3 baths \| 3,056 sq.ft.	$529,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.12% Airbnb Rental Income: $null Traditional Rental Income: $3152 Airbnb ROI: N/A Traditional ROI: 5.12%
112 Aubrey Ave Headland, AL Welcome to 112 Aubrey Avenue, our beautiful one-story Delilah floorplan featured in our Sa...	3 beds \| 2 baths \| 1,281 sq.ft.	$219,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 5.22% Airbnb Rental Income: $911 Traditional Rental Income: $1487 Airbnb ROI: 0.86% Traditional ROI: 5.22%
119 Aubrey Ave Headland, AL Welcome to 119 Aubrey Ave, our Lakeside floorplan at our Sagebrush community in Headland, ...	5 beds \| 3 baths \| 2,016 sq.ft.	$284,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.02% Airbnb Rental Income: $null Traditional Rental Income: $2119 Airbnb ROI: N/A Traditional ROI: 6.02%
514 S Main St Headland, AL Located in the Headland School District, this beautifully maintained Southern ranch-style ...	5 beds \| 3 baths \| 4,014 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.97% Airbnb Rental Income: $null Traditional Rental Income: $4032 Airbnb ROI: N/A Traditional ROI: 9.97%

Your search for investment property begins and ends here

Single Family Homes for Sale in Headland, AL

102 Weeping Willow Trl

Headland, AL

4 beds | 2 baths | 2,271 sq.ft.

$305,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.24%

Airbnb Rental Income: $null

Traditional Rental Income: $2290

Airbnb ROI: N/A

Traditional ROI: 6.24%

720 S Main St

Headland, AL

3 beds | 3 baths | 2,722 sq.ft.

$415,000

Airbnb cash on cash: 0.01%

Traditional cash on cash: 6.41%

Airbnb Rental Income: $911

Traditional Rental Income: $3058

Airbnb ROI: 0.01%

Traditional ROI: 6.41%

202 Cabrio Way

Headland, AL

4 beds | 3 baths | 2,087 sq.ft.

$319,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2276

Airbnb ROI: N/A

Traditional ROI: 5.85%

213 Rock Creek Rd

Headland, AL

3 beds | 2 baths | 1,056 sq.ft.

$150,000

Airbnb cash on cash: 1.91%

Traditional cash on cash: 6.15%

Airbnb Rental Income: $911

Traditional Rental Income: $1179

Airbnb ROI: 1.91%

Traditional ROI: 6.15%

116 Heritage Way

Headland, AL

4 beds | 3 baths | 2,436 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.96%

Airbnb Rental Income: $null

Traditional Rental Income: $2281

Airbnb ROI: N/A

Traditional ROI: 3.96%

104 Creekridge St

Headland, AL

4 beds | 2 baths | 2,682 sq.ft.

$388,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2326

Airbnb ROI: N/A

Traditional ROI: 4.73%

772 Geiger Rd

Headland, AL

3 beds | 2 baths | 1,708 sq.ft.

$284,900

Airbnb cash on cash: 0.37%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $911

Traditional Rental Income: $1251

Airbnb ROI: 0.37%

Traditional ROI: 2.9%

106 Lakeview Ln

Headland, AL

3 beds | 3 baths | 3,497 sq.ft.

$839,900

Airbnb cash on cash: -0.8%

Traditional cash on cash: 1.5%

Airbnb Rental Income: $911

Traditional Rental Income: $2364

Airbnb ROI: -0.8%