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
208 WILLOW OAKS DR Headland, AL Don't miss this peaceful home situated in Willow Oaks subdivision in Headland. This 4-bedr...	4 beds \| 3 baths \| 2,884 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.77% Airbnb Rental Income: $null Traditional Rental Income: $2652 Airbnb ROI: N/A Traditional ROI: 5.77%
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.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $2025 Airbnb ROI: N/A Traditional ROI: 3.23%
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%
129 LAKE LN Headland, AL Escape to your very own oasis in this stunning four-bedroom, three-bath home featuring eve...	4 beds \| 3 baths \| 2,480 sq.ft.	$318,800	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $2720 Airbnb ROI: N/A Traditional ROI: 7.75%
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%
209 Heritage Way Headland, AL New Construction in Headland by custom builder Steve Hodge Building & Development. Lot 21 ...	4 beds \| 2 baths \| 1,830 sq.ft.	$352,550	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $1859 Airbnb ROI: N/A Traditional ROI: 3.93%
313 Heritage Way Headland, AL Are you looking for a New Home to move into? All photos are AI generated. ALL Brick Rhe...	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 ALL Brick Rhett Plan featuring 4 bedrooms and 2 baths. As you enter the open foyer you wil...	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%
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.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 6.4%
209 Wellington Way Headland, AL The color rendering shown is a representation of the home and is not a depiction of the fi...	4 beds \| 2 baths \| 2,086 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.7% Airbnb Rental Income: $null Traditional Rental Income: $2034 Airbnb ROI: N/A Traditional ROI: 5.7%
206 Wellington Way Headland, AL	3 beds \| 2 baths \| 1,929 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.76% Airbnb Rental Income: $null Traditional Rental Income: $1986 Airbnb ROI: N/A Traditional ROI: 5.76%
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 Are you looking for a New Home to move into? ALL Brick Rhett Plan featuring 4 bedrooms an...	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%
407 Main St. Headland, AL IMMACULATE PROPERTY featuring a completely remodeled main house in 2016, and a completely ...	3 beds \| 3 baths \| 2,331 sq.ft.	$367,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.36% Airbnb Rental Income: $null Traditional Rental Income: $2367 Airbnb ROI: N/A Traditional ROI: 5.36%
182 Timber Creek Drive Headland, AL Discover your dream home in this beautifully designed modern farmhouse, nestled on approxi...	5 beds \| 4 baths \| 2,924 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $3121 Airbnb ROI: N/A Traditional ROI: 4.01%
104 Huntington Drive Headland, AL HEADLAND living with the nearness of Dothan, Ozark, and Abbeville, Come on home to this co...	3 beds \| 2 baths \| 2,470 sq.ft.	$354,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $1873 Airbnb ROI: N/A Traditional ROI: 3.93%
101 Broxton Ct. Headland, AL Luxury Vinyl Plank (LVP) Flooring Installed in 2023 - Workshop (16x18) with Electricity & ...	3 beds \| 2 baths \| 1,460 sq.ft.	$194,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $1440 Airbnb ROI: N/A Traditional ROI: 5.9%
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 BRAND NEW Construction. The "DESTIN" is a BRAND NEW Plan in HEADLAND, ALABAMA by our Montg...	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%
615 Michell street Headland, AL Beautiful 1965 Home That Has Been Updated With Granite Countertops,Wood Flooring And Stain...	3 beds \| 2 baths \| 1,575 sq.ft.	$196,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $1513 Airbnb ROI: N/A Traditional ROI: 6.22%
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%
100 Fern Headland, AL Headland, AL Newly renovated home just outside of downtown. New roof, interior and ext...	3 beds \| 1 baths \| 1,025 sq.ft.	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.9% Airbnb Rental Income: $null Traditional Rental Income: $1211 Airbnb ROI: N/A Traditional ROI: 9.9%
2087 County Road 15 Headland, AL FOLLOW YOUR DREAMS...Picture Perfect and Nestled on 2+ Acres in Headland! New Driveway and...	4 beds \| 3 baths \| 2,388 sq.ft.	$439,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $2410 Airbnb ROI: N/A Traditional ROI: 4.22%
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.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $2040 Airbnb ROI: N/A Traditional ROI: 4.87%
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 BRAND NEW Construction. The "DESTIN" is a BRAND NEW Plan and built for the FIRST time in H...	4 beds \| 3 baths \| 2,273 sq.ft.	$357,400	Airbnb cash on cash: N/A Traditional cash on cash: 3.01% Airbnb Rental Income: $null Traditional Rental Income: $1462 Airbnb ROI: N/A Traditional ROI: 3.01%

Real Estate investment in Headland, AL

There are 45 properties for sale in the city of Headland . The median list price in Headland is $342,900 and the average price per square foot is $167. In November 2024, the average monthly cash on cash return in Headland is 5.00%. The average monthly rental income in Headland is $2,025.

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

There are 45 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

208 WILLOW OAKS DR

Headland, AL

4 beds | 3 baths | 2,884 sq.ft.

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2652

Airbnb ROI: N/A

Traditional ROI: 5.77%

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.

$445,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2025

Airbnb ROI: N/A

Traditional ROI: 3.23%

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%

129 LAKE LN

Headland, AL

4 beds | 3 baths | 2,480 sq.ft.

$318,800

Airbnb cash on cash: N/A

Traditional cash on cash: 7.75%

Airbnb Rental Income: $null

Traditional Rental Income: $2720

Airbnb ROI: N/A

Traditional ROI: 7.75%

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%

209 Heritage Way

Headland, AL

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

$352,550

Airbnb cash on cash: N/A

Traditional cash on cash: 3.93%

Airbnb Rental Income: $null

Traditional Rental Income: $1859

Airbnb ROI: N/A