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.

Investment Property for Sale in Headland, AL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
314 Main Street Headland, AL This charming 3-bedroom, 2-bathroom home is perfectly situated just south of the square in...	3 beds \| 2 baths \| 2,256 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.04% Airbnb Rental Income: $null Traditional Rental Income: $2167 Airbnb ROI: N/A Traditional ROI: 7.04%
119 Lake Lane Road Headland, AL This beautiful home located in the desirable Headland area is a must see! Enjoy a cup of c...	3 beds \| 3 baths \| 2,026 sq.ft.	$265,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.61% Airbnb Rental Income: $null Traditional Rental Income: $2106 Airbnb ROI: N/A Traditional ROI: 6.61%
516 County Road 521 Headland, AL You do not want to miss this beautiful, custom farmhouse. Original bones are from 1950, bu...	3 beds \| 2 baths \| 2,530 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2025 Airbnb ROI: N/A Traditional ROI: 3.28%
268 Weeping Willow Trail Headland, AL New home completed in 2023, located in the beautiful Willow Walk Subdivision in Headland. ...	4 beds \| 3 baths \| 2,900 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.71% Airbnb Rental Income: $null Traditional Rental Income: $2614 Airbnb ROI: N/A Traditional ROI: 4.71%
126 Heritage Way Headland, AL Lot 52 Heritage Ridge Sub-Division Headland, AL. Large Lot @ .76 Acre. Granite countertops...	4 beds \| 3 baths \| 2,350 sq.ft.	$389,400	Airbnb cash on cash: N/A Traditional cash on cash: 4.71% Airbnb Rental Income: $null Traditional Rental Income: $2326 Airbnb ROI: N/A Traditional ROI: 4.71%
207 Heritage Way Headland, AL New Construction in Headland. Lot 20 Heritage Ridge Subdivision is one of the extra-large ...	4 beds \| 2 baths \| 1,830 sq.ft.	$342,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $1859 Airbnb ROI: N/A Traditional ROI: 4.07%
313 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.	$327,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.74% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 4.74%
317 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.	$327,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.74% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 4.74%
211 Wellington Way Headland, AL The color rendering shown is a representation of the home and is not a depiction of the fi...	3 beds \| 2 baths \| 1,658 sq.ft.	$259,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.1% Airbnb Rental Income: $null Traditional Rental Income: $1934 Airbnb ROI: N/A Traditional ROI: 6.1%
208 Wellington Way Headland, AL	4 beds \| 2 baths \| 2,181 sq.ft.	$299,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2019 Airbnb ROI: N/A Traditional ROI: 5.42%
7830 County Road 55 Headland, AL Charming Renovated Country Home on 4.5 Acres in Headland, AL! In the heart of nature, this...	3 beds \| 3 baths \| 2,225 sq.ft.	$364,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.08% Airbnb Rental Income: $null Traditional Rental Income: $3001 Airbnb ROI: N/A Traditional ROI: 7.08%
600 Peachtree St. Headland, AL This cozy house with lots of character has so much to offer. This all brick home sits on a...	4 beds \| 2 baths \| 2,035 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.1% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 7.1%
3593 County Road 83 Headland, AL New fully renovated home. HVAC is new, roof is 5 yrs old, new floors, new appliances, new ...	3 beds \| 2 baths \| 1,250 sq.ft.	$172,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.41% Airbnb Rental Income: $null Traditional Rental Income: $2037 Airbnb ROI: N/A Traditional ROI: 10.41%
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.	$329,400	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%
330 Heritage Way Headland, AL Once you step into the double wide foyer with two bedrooms and bath off to one side and la...	4 beds \| 3 baths \| 2,435 sq.ft.	$379,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.28% Airbnb Rental Income: $null Traditional Rental Income: $2473 Airbnb ROI: N/A Traditional ROI: 5.28%
180 Benfield Headland, AL Brand New Construction home with 1459 sq. ft. of living space! This charming 3 bedroom, tw...	3 beds \| 2 baths \| 1,459 sq.ft.	$232,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.41% Airbnb Rental Income: $null Traditional Rental Income: $1813 Airbnb ROI: N/A Traditional ROI: 6.41%
104 Huntington Drive Headland, AL Price Drop!! Home is where family memories are made and treasured. This home beckons to be...	3 beds \| 2 baths \| 2,470 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $1873 Airbnb ROI: N/A Traditional ROI: 4.01%
12040 County Road 99 Headland, AL New Construction in Headland Alabama. All Brick 4 bed 3 bath home is situated on a 1 acre...	4 beds \| 3 baths \| 2,503 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $2432 Airbnb ROI: N/A Traditional ROI: 4.87%
118 Sweetwater Headland, AL Beautiful 3 Bedroom 2 bath home in the heart of Headland. This home is immaculate! Once ...	3 beds \| 2 baths \| 1,871 sq.ft.	$298,650	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $1766 Airbnb ROI: N/A Traditional ROI: 4.54%
307 Heritage Way Headland, AL Step into the Destin at Heritage Ridge, one of our popular floorplans available in Auburn,...	4 beds \| 3 baths \| 2,273 sq.ft.	$357,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $2418 Airbnb ROI: N/A Traditional ROI: 5.52%
1456 State Highway 134 E Headland, AL This stunning 4 bed, 2 bath custom-built home offers 2,193 sq ft of well-designed living s...	4 beds \| 2 baths \| 2,193 sq.ft.	$464,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $2065 Airbnb ROI: N/A Traditional ROI: 3.34%
316 Heritage Way Headland, AL Once you step into the double wide foyer with two bedrooms and bath off to one side and th...	4 beds \| 3 baths \| 2,435 sq.ft.	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.29% Airbnb Rental Income: $null Traditional Rental Income: $2481 Airbnb ROI: N/A Traditional ROI: 5.29%
213 Wellington Way Headland, AL The color rendering shown is a representation of the home and is not a depiction of the fi...	3 beds \| 2 baths \| 1,685 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $1681 Airbnb ROI: N/A Traditional ROI: 5.06%
200 Benfield Headland, AL New Construction home , approx completion date of February 2025, with 1416 sq. ft. This ...	3 beds \| 3 baths \| 1,416 sq.ft.	$235,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.57% Airbnb Rental Income: $null Traditional Rental Income: $1789 Airbnb ROI: N/A Traditional ROI: 6.57%
885 County Road 9 Headland, AL Stunning "New Construction" Craftsman style farmhouse sitting on 3 beautiful acres in Head...	4 beds \| 2 baths \| 2,173 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2120 Airbnb ROI: N/A Traditional ROI: 4%
108 Sweetwater Headland, AL HEADLAND Gold MINE. Great neighborhood. Well maintained home with added sunroom. (12x15)Ha...	3 beds \| 2 baths \| 1,772 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $1624 Airbnb ROI: N/A Traditional ROI: 5.11%
296 County Road 250 Headland, AL Brick home and 3 lots. Convenient to Headland, Dothan, and Abbeville. Large closed in bac...	3 beds \| 2 baths \| 1,100 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.26% Airbnb Rental Income: $null Traditional Rental Income: $1218 Airbnb ROI: N/A Traditional ROI: 7.26%
717 County Road 73 Headland, AL Welcome to your dream oasis! This meticulously maintained brick home is a true gem, boasti...	4 beds \| 4 baths \| 2,438 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.56% Airbnb Rental Income: $null Traditional Rental Income: $3868 Airbnb ROI: N/A Traditional ROI: 8.56%
117 Weeping Willow Trail Headland, AL Gorgeous new construction abounding with upgrades! This home boasts a fully brick exterior...	4 beds \| 2 baths \| 1,937 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2040 Airbnb ROI: N/A Traditional ROI: 5.13%
212 Wellington Way Headland, AL This four bedroom, two bath, new construction home is located in the new Cove on Main S/D ...	4 beds \| 2 baths \| 2,136 sq.ft.	$304,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.44% Airbnb Rental Income: $null Traditional Rental Income: $2057 Airbnb ROI: N/A Traditional ROI: 5.44%
310 Heritage Way Headland, AL Step into the Destin at Heritage Ridge, one of our popular floorplans available in Headlan...	4 beds \| 3 baths \| 2,273 sq.ft.	$357,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.76% Airbnb Rental Income: $null Traditional Rental Income: $2383 Airbnb ROI: N/A Traditional ROI: 5.76%
312 Heritage Way Headland, AL Step into the Destin at Heritage Ridge, one of our popular floorplans available in Headlan...	4 beds \| 3 baths \| 2,273 sq.ft.	$362,400	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $2383 Airbnb ROI: N/A Traditional ROI: 5.67%
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.	$327,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.78% Airbnb Rental Income: $null Traditional Rental Income: $2002 Airbnb ROI: N/A Traditional ROI: 4.78%
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.	$344,400	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%
4770 County Rd 49 Headland, AL Experience breathtaking views from this beautiful new construction home, nestled on just u...	4 beds \| 3 baths \| 2,353 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2319 Airbnb ROI: N/A Traditional ROI: 4.86%
216 Wellington Way Headland, AL This three bedroom, two bath, new construction home is located in the new Cove on Main S/D...	3 beds \| 2 baths \| 1,823 sq.ft.	$269,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $1782 Airbnb ROI: N/A Traditional ROI: 5.59%
1700 STRICKLAND RD (5 acres) Headland, AL WOW-WOW-WOW HEADLAND BEAUTY! 1700 Strickland Road, Headland, Alabama. The house has 3 bed...	3 beds \| 4 baths \| 2,204 sq.ft.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.5% Airbnb Rental Income: $null Traditional Rental Income: $2730 Airbnb ROI: N/A Traditional ROI: 4.5%
214 Wellington Way Headland, AL This three bedroom, two bath, new construction home is located in the new Cove on Main S/D...	3 beds \| 2 baths \| 1,756 sq.ft.	$262,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $1762 Airbnb ROI: N/A Traditional ROI: 5.67%
204 Cambridge Dr Headland, AL New construction home with 4 bedroom and 3 baths with 2556 sq ft. located in the Cove on M...	4 beds \| 3 baths \| 2,556 sq.ft.	$369,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2359 Airbnb ROI: N/A Traditional ROI: 5.5%
1085 County Road 122 Headland, AL Beautiful private custom home in Headland, AL. with luxury & comfort in mind. 3270 Heated...	3 beds \| 5 baths \| 3,270 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.23% Airbnb Rental Income: $null Traditional Rental Income: $4808 Airbnb ROI: N/A Traditional ROI: 6.23%

Real Estate investment in Headland, AL

There are 47 properties for sale in the city of Headland . The median list price in Headland is $332,000 and the average price per square foot is $158. In December 2024, the average monthly cash on cash return in Headland is 5.00%. The average monthly rental income in Headland is $2,040.

Headland, AL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 47 investment properties available for sale in Headland.

In 2024, the best neighborhood to buy investment property is Headland.

The ROI for Short-Term is higher than the Long-Term in Headland with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Headland, AL

314 Main Street

Headland, AL

3 beds | 2 baths | 2,256 sq.ft.

$260,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.04%

Airbnb Rental Income: $null

Traditional Rental Income: $2167

Airbnb ROI: N/A

Traditional ROI: 7.04%

119 Lake Lane Road

Headland, AL

3 beds | 3 baths | 2,026 sq.ft.

$265,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.61%

Airbnb Rental Income: $null

Traditional Rental Income: $2106

Airbnb ROI: N/A

Traditional ROI: 6.61%

516 County Road 521

Headland, AL

3 beds | 2 baths | 2,530 sq.ft.

$439,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2025

Airbnb ROI: N/A

Traditional ROI: 3.28%

268 Weeping Willow Trail

Headland, AL

4 beds | 3 baths | 2,900 sq.ft.

$439,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2614

Airbnb ROI: N/A

Traditional ROI: 4.71%

126 Heritage Way

Headland, AL

4 beds | 3 baths | 2,350 sq.ft.

$389,400

Airbnb cash on cash: N/A

Traditional cash on cash: 4.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2326

Airbnb ROI: N/A

Traditional ROI: 4.71%

207 Heritage Way

Headland, AL

4 beds | 2 baths | 1,830 sq.ft.

$342,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.07%

Airbnb Rental Income: $null

Traditional Rental Income: $1859

Airbnb ROI: N/A

Traditional ROI: 4.07%

313 Heritage Way

Headland, AL

4 beds | 2 baths | 1,835 sq.ft.

$327,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1988

Airbnb ROI: N/A

Traditional ROI: 4.74%

317 Heritage Way

Headland, AL

4 beds | 2 baths | 1,835 sq.ft.

$327,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1988

Airbnb ROI: N/A