Real Estate Investment Properties for Sale in Greencastle, PA

Looking for investment property in Greencastle, PA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1401 SHANNON DR S Greencastle, PA To-be-built Glenix Homes in the Greens of Greencastle feature authentic Modern Farmhouse o...	3 beds \| 3 baths \| N/A	$470,871	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $2513 Airbnb ROI: N/A Traditional ROI: 4.17%
171 EAST AVENUE Greencastle, PA One-of-a-kind historic property offering endless potential. Previously used as a schoolhou...	1 beds \| 2 baths \| N/A	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $1697 Airbnb ROI: N/A Traditional ROI: 4.65%
141 S WASHINGTON Street Greencastle, PA Four-Story Brick Home with Historic Character & Value-Add Potential This four-story brick ...	3 beds \| 2 baths \| 1,750 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.63% Airbnb Rental Income: $null Traditional Rental Income: $2092 Airbnb ROI: N/A Traditional ROI: 8.63%
129 E FRANKLIN Street Greencastle, PA Welcome home to this recently updated 2-bedroom, 1.5-bath property in the heart of Greenca...	2 beds \| 2 baths \| 1,276 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $1418 Airbnb ROI: N/A Traditional ROI: 4.42%
431 LEITERSBURG Street Greencastle, PA Welcome to the Mitchell-Shook House, a distinguished piece of Greencastle history dating b...	5 beds \| 4 baths \| 4,500 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.43% Airbnb Rental Income: $null Traditional Rental Income: $3771 Airbnb ROI: N/A Traditional ROI: 3.43%
1256 EMILYS Court Greencastle, PA Convenient location in Rolling Hills! 3bedroom, 2.5 bath end townhome. Upgraded kitchen, 2...	3 beds \| 3 baths \| 1,864 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.82% Airbnb Rental Income: $null Traditional Rental Income: $2450 Airbnb ROI: N/A Traditional ROI: 6.82%
9931 MCCLANAHAN Road Greencastle, PA WOWZZZERSSS!!!! In-Ground POOL, Massive WORKSHOP, & In-Law Suite!!!! That is just the Icin...	4 beds \| 4 baths \| 3,095 sq.ft.	$417,400	Airbnb cash on cash: N/A Traditional cash on cash: 7.52% Airbnb Rental Income: $null Traditional Rental Income: $3842 Airbnb ROI: N/A Traditional ROI: 7.52%
408 CAROLLE ST Greencastle, PA Room to Grow-Space to Gather-Flexibility for the Future Welcome to 408 Carolle Street in G...	3 beds \| 3 baths \| 3,384 sq.ft.	$384,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $2551 Airbnb ROI: N/A Traditional ROI: 4.77%
1383 SHANNON DR S Greencastle, PA To-be-built Glenix Homes in the Greens of Greencastle feature authentic Modern Farmhouse, ...	4 beds \| 3 baths \| N/A	$472,907	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2827 Airbnb ROI: N/A Traditional ROI: 4.86%
7654 WINDMILL ROAD Greencastle, PA Like-New Rancher on 3 Acres with Mountain & Pastoral Views - Welcome to this stunning, nea...	3 beds \| 4 baths \| 3,132 sq.ft.	$685,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $3267 Airbnb ROI: N/A Traditional ROI: 3.06%
3659 ROLLING HILLS DRIVE Greencastle, PA Introducing this exceptional 4-bedroom, 2.5-bathroom Colonial home nestled in the desirabl...	4 beds \| 3 baths \| 2,836 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.24% Airbnb Rental Income: $null Traditional Rental Income: $2806 Airbnb ROI: N/A Traditional ROI: 5.24%
12121 WILLIAMSPORT Pike Greencastle, PA Upcoming Auction on April 18 at 10:30 am. This spacious split-level home consists of 3BR, ...	3 beds \| 1 baths \| 1,800 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $1722 Airbnb ROI: N/A Traditional ROI: 3.59%
234 S WASHINGTON STREET Greencastle, PA NICE HOME CLOSE TO SCHOOLS, SHOPPING, AND MORE! Welcome to this unique and well-located pr...	5 beds \| 3 baths \| 2,108 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.9% Airbnb Rental Income: $null Traditional Rental Income: $2962 Airbnb ROI: N/A Traditional ROI: 10.9%
893 BUCHANAN TRAIL EAST E Greencastle, PA This is a 3-bedroom 1 Bath rancher with a full basement and an attached garage being sold ...	3 beds \| 1 baths \| N/A	$150,800	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $1418 Airbnb ROI: N/A Traditional ROI: 6.18%
2368 CASTLEGREEN DRIVE Greencastle, PA Rare opportunity to own one of the largest and finest brick ranch homes ever offered in Gr...	4 beds \| 4 baths \| 3,854 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.63% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 0.63%
690 WILLIAMSON ROAD Greencastle, PA Welcome home to this beautifully updated rancher offering the perfect blend of comfort, sp...	4 beds \| 3 baths \| 1,700 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $2782 Airbnb ROI: N/A Traditional ROI: 6.4%
7980 GOLF VISTA DRIVE Greencastle, PA Welcome to this stunning 4 bedroom, 3.5 bath Colonial home located in the prestigious Gree...	4 beds \| 4 baths \| 3,664 sq.ft.	$524,999	Airbnb cash on cash: N/A Traditional cash on cash: 1.9% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 1.9%

Real Estate investment in Greencastle, PA

There are 22 properties for sale in the city of Greencastle . The median list price in Greencastle is $275,000 and the average price per square foot is $143. In April 2026, the average monthly cash on cash return in Greencastle is 5.00%. The average monthly rental income in Greencastle is $2,439.

Greencastle, PA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 22 investment properties available for sale in Greencastle.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Greencastle, PA

1401 SHANNON DR S

Greencastle, PA

3 beds | 3 baths | N/A

$470,871

Airbnb cash on cash: N/A

Traditional cash on cash: 4.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2513

Airbnb ROI: N/A

Traditional ROI: 4.17%

171 EAST AVENUE

Greencastle, PA

1 beds | 2 baths | N/A

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.65%

Airbnb Rental Income: $null

Traditional Rental Income: $1697

Airbnb ROI: N/A

Traditional ROI: 4.65%

141 S WASHINGTON Street

Greencastle, PA

3 beds | 2 baths | 1,750 sq.ft.

$189,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.63%

Airbnb Rental Income: $null

Traditional Rental Income: $2092

Airbnb ROI: N/A

Traditional ROI: 8.63%

129 E FRANKLIN Street

Greencastle, PA

2 beds | 2 baths | 1,276 sq.ft.

$230,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.42%

Airbnb Rental Income: $null

Traditional Rental Income: $1418

Airbnb ROI: N/A

Traditional ROI: 4.42%

431 LEITERSBURG Street

Greencastle, PA

5 beds | 4 baths | 4,500 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3771

Airbnb ROI: N/A

Traditional ROI: 3.43%

1256 EMILYS Court

Greencastle, PA

3 beds | 3 baths | 1,864 sq.ft.

$275,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2450

Airbnb ROI: N/A

Traditional ROI: 6.82%

9931 MCCLANAHAN Road

Greencastle, PA

4 beds | 4 baths | 3,095 sq.ft.

$417,400

Airbnb cash on cash: N/A

Traditional cash on cash: 7.52%

Airbnb Rental Income: $null

Traditional Rental Income: $3842

Airbnb ROI: N/A

Traditional ROI: 7.52%

408 CAROLLE ST

Greencastle, PA

3 beds | 3 baths | 3,384 sq.ft.

$384,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2551

Airbnb ROI: N/A