Real Estate Investment Properties for Sale in Harlan, KY

Looking for investment property in Harlan, KY with high ROI ?

Explore a variety of short-term homes & houses in Harlan, KY. Invest wisely with VRBO & Harlan, KY 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 Harlan, KY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
97 SIMONTON Drive Harlan, KY Experience the epitome of luxury with this newly renovated brick home just seconds from Ha...	4 beds \| 2 baths \| 2,560 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.75% Airbnb Rental Income: $null Traditional Rental Income: $2626 Airbnb ROI: N/A Traditional ROI: 5.75%
184 Meadow Dr Harlan, KY The owners built this home and have maintained it with lots of love and care! Inside the h...	4 beds \| 2 baths \| 1,635 sq.ft.	$192,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.85% Airbnb Rental Income: $null Traditional Rental Income: $2488 Airbnb ROI: N/A Traditional ROI: 11.85%
25 Banner Frk Rd Harlan, KY Beautiful manufactured home built in 2017 nestled in the mountains of Harlan County. The s...	4 beds \| 2 baths \| 2,128 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.54% Airbnb Rental Income: $null Traditional Rental Income: $2565 Airbnb ROI: N/A Traditional ROI: 10.54%
208 N Main St Harlan, KY Do you just love the character of an old home? This beautiful home features a large closet...	4 beds \| 2 baths \| 1,913 sq.ft.	$199,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.59% Airbnb Rental Income: $null Traditional Rental Income: $2638 Airbnb ROI: N/A Traditional ROI: 11.59%
1100 Coldiron Heights Harlan, KY The epitomy of luxury seclusion. This 5 bedroom / 4 Bath sits in the quiet Coldiron Height...	5 beds \| 4 baths \| 4,497 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.06% Airbnb Rental Income: $null Traditional Rental Income: $4094 Airbnb ROI: N/A Traditional ROI: 7.06%
0000 Walnut Ln Harlan, KY 0000 Walnut Ln, Harlan, KY 40831 \| Other	N/A beds \| N/A baths \| N/A	$69,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.98% Airbnb Rental Income: $null Traditional Rental Income: $844 Airbnb ROI: N/A Traditional ROI: 8.98%
403 E Mound St Harlan, KY Whether you are looking for your first home or your next investment in Eastern Kentucky, t...	3 beds \| 1 baths \| 1,196 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.33% Airbnb Rental Income: $null Traditional Rental Income: $1863 Airbnb ROI: N/A Traditional ROI: 11.33%
3587 Ky-219 Harlan, KY This beautiful doublewide is only 2 years old! And get this, you can control the hotwater ...	3 beds \| 2 baths \| 1,248 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.94% Airbnb Rental Income: $null Traditional Rental Income: $2200 Airbnb ROI: N/A Traditional ROI: 9.94%

Real Estate investment in Harlan, KY

There are 8 properties for sale in the city of Harlan . The median list price in Harlan is $212,200 and the average price per square foot is $99. In May 2026, the average monthly cash on cash return in Harlan is 10.00%. The average monthly rental income in Harlan is $2,341.

Harlan, KY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Harlan.

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

Your search for investment property begins and ends here

Investment Property for Sale in Harlan, KY

97 SIMONTON Drive

Harlan, KY

4 beds | 2 baths | 2,560 sq.ft.

$355,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.75%

Airbnb Rental Income: $null

Traditional Rental Income: $2626

Airbnb ROI: N/A

Traditional ROI: 5.75%

184 Meadow Dr

Harlan, KY

4 beds | 2 baths | 1,635 sq.ft.

$192,500

Airbnb cash on cash: N/A

Traditional cash on cash: 11.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2488

Airbnb ROI: N/A

Traditional ROI: 11.85%

25 Banner Frk Rd

Harlan, KY

4 beds | 2 baths | 2,128 sq.ft.

$220,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2565

Airbnb ROI: N/A

Traditional ROI: 10.54%

208 N Main St

Harlan, KY

4 beds | 2 baths | 1,913 sq.ft.

$199,500

Airbnb cash on cash: N/A

Traditional cash on cash: 11.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2638

Airbnb ROI: N/A

Traditional ROI: 11.59%

1100 Coldiron Heights

Harlan, KY

5 beds | 4 baths | 4,497 sq.ft.

$479,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.06%

Airbnb Rental Income: $null

Traditional Rental Income: $4094

Airbnb ROI: N/A

Traditional ROI: 7.06%

0000 Walnut Ln

Harlan, KY

N/A beds | N/A baths | N/A

$69,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.98%

Airbnb Rental Income: $null

Traditional Rental Income: $844

Airbnb ROI: N/A

Traditional ROI: 8.98%

403 E Mound St

Harlan, KY

3 beds | 1 baths | 1,196 sq.ft.

$140,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1863

Airbnb ROI: N/A

Traditional ROI: 11.33%

3587 Ky-219

Harlan, KY

3 beds | 2 baths | 1,248 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2200

Airbnb ROI: N/A