Real Estate Investment Properties for Sale in Carlisle, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
319 N Elm Street Carlisle, KY Welcome to this charming Craftsman-style home just minutes from downtown Carlisle! With mo...	3 beds \| 1 baths \| 1,816 sq.ft.	$200,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 7.97% Airbnb Rental Income: $1019 Traditional Rental Income: $1957 Airbnb ROI: 1.14% Traditional ROI: 7.97%
5990 Moorefield Road Carlisle, KY Beautifully designed custom built home in 2021 with over 3500 Sq. Ft. of living space! 3 b...	3 beds \| 4 baths \| 3,556 sq.ft.	$980,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 1.4% Airbnb Rental Income: $1019 Traditional Rental Income: $3057 Airbnb ROI: -1.23% Traditional ROI: 1.4%
5855 Moorefield Road Carlisle, KY Enjoy country living without the upkeep of a large farm! Situated on 0.66+/- acres & surro...	2 beds \| 2 baths \| 1,056 sq.ft.	$175,000	Airbnb cash on cash: 3.08% Traditional cash on cash: 7.72% Airbnb Rental Income: $1194 Traditional Rental Income: $1580 Airbnb ROI: 3.08% Traditional ROI: 7.72%
4821 Maysville Road Carlisle, KY Located across from the golf course and Lake Carnico this home offers 2 bedrooms, 1 full b...	2 beds \| 1 baths \| 1,120 sq.ft.	$225,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 4.83% Airbnb Rental Income: $1194 Traditional Rental Income: $1407 Airbnb ROI: 2.01% Traditional ROI: 4.83%
3900 Upper Sharpsburg Road Carlisle, KY This remarkable property has been meticulously maintained since 1963, is turn key and read...	3 beds \| 3 baths \| 2,160 sq.ft.	$778,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.24% Airbnb Rental Income: $1019 Traditional Rental Income: $2623 Airbnb ROI: -0.47% Traditional ROI: 2.24%
107 E North Street Carlisle, KY Very nice older home with several updates on a quiet one way street. Lots of really nice w...	3 beds \| 1 baths \| 1,400 sq.ft.	$169,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 10.96% Airbnb Rental Income: $1019 Traditional Rental Income: $2065 Airbnb ROI: 2.24% Traditional ROI: 10.96%
382 W Main Street Carlisle, KY West Main Townhouse Apartments. This two building, eight unit brick townhouse style apartm...	16 beds \| 12 baths \| 1,050 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $2212 Airbnb ROI: N/A Traditional ROI: 1.31%
308 Kennedy Heights Carlisle, KY This meticulously maintained, one-owner 1962 brick ranch sits on a stunning .6-acre tree-f...	3 beds \| 2 baths \| 2,421 sq.ft.	$280,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 7.93% Airbnb Rental Income: $1019 Traditional Rental Income: $2484 Airbnb ROI: 1.02% Traditional ROI: 7.93%
2700 Upper Sharpsburg Road Carlisle, KY MOTIVATED SELLER!!! Open to offers!!! Off grid living!! This 13 +/- acre Amish property wi...	5 beds \| N/A baths \| 2,880 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.89% Airbnb Rental Income: $null Traditional Rental Income: $2179 Airbnb ROI: N/A Traditional ROI: 4.89%
4150 Moorefield Road Carlisle, KY Log home living!!! Welcome to this 1700+/- sq. ft. - 3 bedroom / 2 Full bath log home with...	3 beds \| 2 baths \| 1,692 sq.ft.	$350,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 5.25% Airbnb Rental Income: $1019 Traditional Rental Income: $2261 Airbnb ROI: 0.38% Traditional ROI: 5.25%
130 E Union Road Carlisle, KY "Hello, I'm 130 East Union. I've stood proudly for more than a century, and while my curre...	3 beds \| 2 baths \| 2,660 sq.ft.	$425,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.02% Airbnb Rental Income: $1019 Traditional Rental Income: $2632 Airbnb ROI: 0.07% Traditional ROI: 5.02%
330 Sycamore Street Carlisle, KY Step in to timeless charm with this spacious 2-story home located in the heart of historic...	4 beds \| 2 baths \| 2,908 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.62% Airbnb Rental Income: $null Traditional Rental Income: $2638 Airbnb ROI: N/A Traditional ROI: 10.62%
111 W North Street Carlisle, KY Rare opportunity to enjoy the convenience of in-town living with the privacy and space of ...	5 beds \| 3 baths \| 3,592 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $3043 Airbnb ROI: N/A Traditional ROI: 6.26%
1679 Pleasant Spring Road Carlisle, KY Discover the perfect blend of privacy, functionality, and country living with this excepti...	4 beds \| 2 baths \| 1,904 sq.ft.	$825,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $2424 Airbnb ROI: N/A Traditional ROI: 1.72%
122 Ritchie St Carlisle, KY	3 beds \| 2 baths \| 1,264 sq.ft.	$179,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 9.02% Airbnb Rental Income: $1019 Traditional Rental Income: $1955 Airbnb ROI: 1.46% Traditional ROI: 9.02%
125 Azalea Court Carlisle, KY Cozy cabin in Carlisle! The home has 2 bedrooms and basement as well as covered porch and ...	2 beds \| 1 baths \| 997 sq.ft.	$118,900	Airbnb cash on cash: 4.46% Traditional cash on cash: 10.41% Airbnb Rental Income: $1194 Traditional Rental Income: $1488 Airbnb ROI: 4.46% Traditional ROI: 10.41%
410 2nd Street Carlisle, KY Have you been searching for a move in ready home? Look no further! Comfort meets convenien...	3 beds \| 1 baths \| 1,300 sq.ft.	$168,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 9.59% Airbnb Rental Income: $1019 Traditional Rental Income: $1848 Airbnb ROI: 2.17% Traditional ROI: 9.59%
1475 Saltwell - Headquarters Road Carlisle, KY Discover the perfect recreational getaway with this 51.5 +/- acre farm located on Saltwell...	2 beds \| 1 baths \| 980 sq.ft.	$250,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.53% Airbnb Rental Income: $1194 Traditional Rental Income: $1363 Airbnb ROI: 1.17% Traditional ROI: 3.53%
A-3439 Upper Jackstown Road Carlisle, KY Don't miss this one!!! Newly remodeled , 3 bed / 1.5 bath, 1500 +/- sq. ft. brick ranch wi...	3 beds \| 2 baths \| 1,560 sq.ft.	$289,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 5.75% Airbnb Rental Income: $1019 Traditional Rental Income: $2163 Airbnb ROI: 0.23% Traditional ROI: 5.75%
113 Mockingbird Lane Carlisle, KY Welcome to 113 Mockingbird Ln! This charming 3-bedroom, 1.5-bath ranch offers the perfect ...	3 beds \| 2 baths \| 912 sq.ft.	$170,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 8.77% Airbnb Rental Income: $1019 Traditional Rental Income: $1786 Airbnb ROI: 1.82% Traditional ROI: 8.77%
516 E Main Street Carlisle, KY Welcome to 516 East Main Street, Carlisle, KY! You will be truly impressed the moment you ...	4 beds \| 2 baths \| 1,379 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.25% Airbnb Rental Income: $null Traditional Rental Income: $2442 Airbnb ROI: N/A Traditional ROI: 11.25%

Real Estate investment in Carlisle, KY

There are 21 properties for sale in the city of Carlisle . The median list price in Carlisle is $207,876 and the average price per square foot is $108. In September 2026, the average monthly cash on cash return in Carlisle is 8.00%. The average monthly rental income in Carlisle is $2,163.

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

There are 21 investment properties available for sale in Carlisle.

In 2026, the best neighborhood to buy investment property is Carlisle.

The ROI for Long-Term is higher than the Short-Term in Carlisle with average rental income of $2,163.

Your search for investment property begins and ends here

Investment Property for Sale in Carlisle, KY

319 N Elm Street

Carlisle, KY

3 beds | 1 baths | 1,816 sq.ft.

$200,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 7.97%

Airbnb Rental Income: $1019

Traditional Rental Income: $1957

Airbnb ROI: 1.14%

Traditional ROI: 7.97%

5990 Moorefield Road

Carlisle, KY

3 beds | 4 baths | 3,556 sq.ft.

$980,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $1019

Traditional Rental Income: $3057

Airbnb ROI: -1.23%

Traditional ROI: 1.4%

5855 Moorefield Road

Carlisle, KY

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

$175,000

Airbnb cash on cash: 3.08%

Traditional cash on cash: 7.72%

Airbnb Rental Income: $1194

Traditional Rental Income: $1580

Airbnb ROI: 3.08%

Traditional ROI: 7.72%

4821 Maysville Road

Carlisle, KY

2 beds | 1 baths | 1,120 sq.ft.

$225,000

Airbnb cash on cash: 2.01%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $1194

Traditional Rental Income: $1407

Airbnb ROI: 2.01%

Traditional ROI: 4.83%

3900 Upper Sharpsburg Road

Carlisle, KY

3 beds | 3 baths | 2,160 sq.ft.

$778,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1019

Traditional Rental Income: $2623

Airbnb ROI: -0.47%

Traditional ROI: 2.24%

107 E North Street

Carlisle, KY

3 beds | 1 baths | 1,400 sq.ft.

$169,000

Airbnb cash on cash: 2.24%

Traditional cash on cash: 10.96%

Airbnb Rental Income: $1019

Traditional Rental Income: $2065

Airbnb ROI: 2.24%

Traditional ROI: 10.96%

382 W Main Street

Carlisle, KY

16 beds | 12 baths | 1,050 sq.ft.

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2212

Airbnb ROI: N/A

Traditional ROI: 1.31%

308 Kennedy Heights

Carlisle, KY

3 beds | 2 baths | 2,421 sq.ft.

$280,000

Airbnb cash on cash: 1.02%

Traditional cash on cash: 7.93%

Airbnb Rental Income: $1019

Traditional Rental Income: $2484

Airbnb ROI: 1.02%