Real Estate Investments for Sale in Headland, AL With High ROI

Are you looking for a vacation rental in Headland, AL? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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
610 Cleveland Street Headland, AL This remodeled 1957 gem, with 3-BR, 2-BA, blends Southern charm & modern updates, offering...	3 beds \| 2 baths \| 1,898 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $1894 Airbnb ROI: N/A Traditional ROI: 5.3%
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: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2525 Airbnb ROI: N/A Traditional ROI: 5.42%
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.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.15% Airbnb Rental Income: $null Traditional Rental Income: $2018 Airbnb ROI: N/A Traditional ROI: 6.15%
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: 4.8% Airbnb Rental Income: $null Traditional Rental Income: $2650 Airbnb ROI: N/A Traditional ROI: 4.8%
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.	$345,050	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $1876 Airbnb ROI: N/A Traditional ROI: 4.09%
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: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $2018 Airbnb ROI: N/A Traditional ROI: 4.41%
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: 4.79% Airbnb Rental Income: $null Traditional Rental Income: $2005 Airbnb ROI: N/A Traditional ROI: 4.79%
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: 4.79% Airbnb Rental Income: $null Traditional Rental Income: $2005 Airbnb ROI: N/A Traditional ROI: 4.79%
462 County Road 405 Headland, AL Embrace the peaceful seclusion of this nature lover's paradise! This 3BR, 2BA home sits on...	3 beds \| 2 baths \| 2,490 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $2200 Airbnb ROI: N/A Traditional ROI: 3.65%
448 Woodham Rd Headland, AL Welcome Home to this beautiful property on the north side of Dothan. Please note that the...	3 beds \| 1 baths \| 2,219 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.29% Airbnb Rental Income: $null Traditional Rental Income: $1489 Airbnb ROI: N/A Traditional ROI: 5.29%
108 Melissa Lane Headland, AL Great home in Headland with lots of new things for you. Here are some: Roof, front door, ...	3 beds \| 2 baths \| 1,727 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $1756 Airbnb ROI: N/A Traditional ROI: 5.37%
114 CABRIO WAY Headland, AL Newer Craftsman 2000 Square Foot plus brick home in Headland's Trace Manor subdivision. T...	3 beds \| 2 baths \| 2,198 sq.ft.	$297,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $2165 Airbnb ROI: N/A Traditional ROI: 5.99%
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: 5.73% Airbnb Rental Income: $null Traditional Rental Income: $2105 Airbnb ROI: N/A Traditional ROI: 5.73%
7830 County Rd 55 Headland, AL	3 beds \| 3 baths \| 2,701 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.44% Airbnb Rental Income: $null Traditional Rental Income: $3001 Airbnb ROI: N/A Traditional ROI: 7.44%
710 S Main St Headland, AL Nestled on a sprawling 1.3-acre lot, this beautiful brick home offers ample space and mode...	4 beds \| 4 baths \| 2,552 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.21% Airbnb Rental Income: $null Traditional Rental Income: $3137 Airbnb ROI: N/A Traditional ROI: 8.21%
618 Peachtree Street Headland, AL Comfortable and affordable 3 bedroom, 2 bathroom brick house with a metal roof (2019) with...	3 beds \| 2 baths \| 1,618 sq.ft.	$149,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.93% Airbnb Rental Income: $null Traditional Rental Income: $1573 Airbnb ROI: N/A Traditional ROI: 8.93%
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: 7.06% Airbnb Rental Income: $null Traditional Rental Income: $2091 Airbnb ROI: N/A Traditional ROI: 7.06%
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: 5.36% Airbnb Rental Income: $null Traditional Rental Income: $1880 Airbnb ROI: N/A Traditional ROI: 5.36%
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: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $1876 Airbnb ROI: N/A Traditional ROI: 4.35%
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: 4.6% Airbnb Rental Income: $null Traditional Rental Income: $2234 Airbnb ROI: N/A Traditional ROI: 4.6%
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: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $2162 Airbnb ROI: N/A Traditional ROI: 4.77%
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: 3.3% Airbnb Rental Income: $null Traditional Rental Income: $2728 Airbnb ROI: N/A Traditional ROI: 3.3%
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: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $2083 Airbnb ROI: N/A Traditional ROI: 4.56%
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.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.98% Airbnb Rental Income: $null Traditional Rental Income: $1678 Airbnb ROI: N/A Traditional ROI: 6.98%
208 Scarlett Oak Drive Headland, AL Open concept living, split floor plan w/four bedrooms, quartz countertops in kitchen and b...	4 beds \| 2 baths \| 2,228 sq.ft.	$349,700	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $2256 Airbnb ROI: N/A Traditional ROI: 5.25%
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: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $2539 Airbnb ROI: N/A Traditional ROI: 5.13%
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: 4.7% Airbnb Rental Income: $null Traditional Rental Income: $1812 Airbnb ROI: N/A Traditional ROI: 4.7%
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: 5.42% Airbnb Rental Income: $null Traditional Rental Income: $2386 Airbnb ROI: N/A Traditional ROI: 5.42%
118 Riveredge Court Headland, AL Lovely 4 bedroom/ 3.5 bath in the sought after Headland community & school zone -GATED Sub...	4 beds \| 4 baths \| 2,595 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $2765 Airbnb ROI: N/A Traditional ROI: 5.3%
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.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $2125 Airbnb ROI: N/A Traditional ROI: 3.43%
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: 5.32% Airbnb Rental Income: $null Traditional Rental Income: $2492 Airbnb ROI: N/A Traditional ROI: 5.32%
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: 6.62% Airbnb Rental Income: $null Traditional Rental Income: $1588 Airbnb ROI: N/A Traditional ROI: 6.62%

Real Estate investment in Headland, AL

There are 36 properties for sale in the city of Headland . The median list price in Headland is $329,400 and the average price per square foot is $152. In October 2024, the average monthly cash on cash return in Headland is 5.00%. The average monthly rental income in Headland is $2,091.

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

There are 36 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

610 Cleveland Street

Headland, AL

3 beds | 2 baths | 1,898 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.3%

Airbnb Rental Income: $null

Traditional Rental Income: $1894

Airbnb ROI: N/A

Traditional ROI: 5.3%

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: 5.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2525

Airbnb ROI: N/A

Traditional ROI: 5.42%

119 Lake Lane Road

Headland, AL

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

$269,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2018

Airbnb ROI: N/A

Traditional ROI: 6.15%

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: 4.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2650

Airbnb ROI: N/A

Traditional ROI: 4.8%

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.

$345,050

Airbnb cash on cash: N/A

Traditional cash on cash: 4.09%

Airbnb Rental Income: $null

Traditional Rental Income: $1876

Airbnb ROI: N/A

Traditional ROI: 4.09%

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: 4.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2018

Airbnb ROI: N/A

Traditional ROI: 4.41%

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: 4.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2005

Airbnb ROI: N/A