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
2384 Castlegreen Dr Greencastle, PA Video Tour is a MUST SEE! Ask for it Today! Where Luxury Lives - And Nature Awaits Just Be...	4 beds \| 3 baths \| 4,657 sq.ft.	$604,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.81% Airbnb Rental Income: $null Traditional Rental Income: $2296 Airbnb ROI: N/A Traditional ROI: 1.81%
2013 Castlegreen Ct Greencastle, PA Most recognizable Greencastle Greens home is up for sale! This property has been featured ...	4 beds \| 2 baths \| 3,664 sq.ft.	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $2284 Airbnb ROI: N/A Traditional ROI: 2.5%
3365 Buchanan Trl W Greencastle, PA If you want an open floor plan, this is your home! Nearly 3,000 square feet, 3 bedrooms, ...	3 beds \| 2 baths \| 2,500 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.78% Airbnb Rental Income: $null Traditional Rental Income: $2012 Airbnb ROI: N/A Traditional ROI: 3.78%
347 Catherine St, Greencastle, PA Solid brick rancher great for a starter home or for those looking to downsize. Convenient...	3 beds \| 1 baths \| 1,707 sq.ft.	$264,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.03% Airbnb Rental Income: $null Traditional Rental Income: $1405 Airbnb ROI: N/A Traditional ROI: 3.03%
301 Catherine St Greencastle, PA Well maintained brick rancher located in the Borough of Greencastle. Property sits on .50 ...	3 beds \| 1 baths \| 1,804 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.92% Airbnb Rental Income: $null Traditional Rental Income: $1520 Airbnb ROI: N/A Traditional ROI: 2.92%
552 N Allison St Greencastle, PA This newly renovated 3 bedroom/2 bath home offers the charm of an early 1900's four-square...	4 beds \| 2 baths \| 1,790 sq.ft.	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $2115 Airbnb ROI: N/A Traditional ROI: 4.49%
433 W Baltimore St #B Greencastle, PA This gorgeous 3 bedroom, 2.5 bathroom townhouse awaits you! Featuring 3 levels, entry leve...	3 beds \| 2 baths \| 1,430 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $2238 Airbnb ROI: N/A Traditional ROI: 5.6%
878 Joy Dr Greencastle, PA This 4 Bedroom 3 and a half house has a lot to offer. It has over 4,000 square feet of liv...	4 beds \| 3 baths \| 4,900 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $3830 Airbnb ROI: N/A Traditional ROI: 5.52%
133 Williamson Ave Greencastle, PA CHARMING HOME IN THE HEART OF GREENCASTLE, PA! This home is in a wonderful location situat...	3 beds \| 1 baths \| 900 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $1331 Airbnb ROI: N/A Traditional ROI: 3.16%
1401 Shannon Dr S Greencastle, PA To-be-built Glenix Homes in the Greens of Greencastle feature authentic Modern Farmhouse o...	3 beds \| 2 baths \| 2,000 sq.ft.	$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 Ave Greencastle, PA One-of-a-kind historic property offering endless potential. Previously used as a schoolhou...	1 beds \| N/A baths \| 1,920 sq.ft.	$274,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 4.65% Airbnb Rental Income: $744 Traditional Rental Income: $1697 Airbnb ROI: -0.24% Traditional ROI: 4.65%
5913 HAGER ROAD Greencastle, PA Looking for easy living with room to spread out? This charming home tucked away in a peace...	3 beds \| 2 baths \| 1,512 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.99% Airbnb Rental Income: $null Traditional Rental Income: $2055 Airbnb ROI: N/A Traditional ROI: 4.99%
171 Celestial Ter Greencastle, PA This stately all-brick Colonial offers timeless elegance in Greencastle's prestigious Heri...	4 beds \| 3 baths \| 4,684 sq.ft.	$549,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $3751 Airbnb ROI: N/A Traditional ROI: 4.61%
431 Leitersburg St Greencastle, PA Welcome to the Mitchell-Shook House, a remarkable Pennsylvania historic home dating back t...	5 beds \| 3 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%
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%
8140 Golf Vista Dr Greencastle, PA 8140 Golf Vista Dr, Greencastle, PA 17225 \| Single Family Residential	5 beds \| 4 baths \| 4,382 sq.ft.	$619,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $3045 Airbnb ROI: N/A Traditional ROI: 2.52%
14929 Cedarbrook Dr. Cedarbrook Dr Greencastle, PA 14929 Cedarbrook Dr. Cedarbrook Dr, Greencastle, PA 17225 \| Other	N/A beds \| N/A baths \| N/A	$97,900	Airbnb cash on cash: -5.3% Traditional cash on cash: 0.38% Airbnb Rental Income: $33 Traditional Rental Income: $380 Airbnb ROI: -5.3% Traditional ROI: 0.38%
0 Molly Pitcher Hwy Greencastle, PA 0 Molly Pitcher Hwy, Greencastle, PA 17225 \| Other	N/A beds \| N/A baths \| N/A	$74,900	Airbnb cash on cash: -5.97% Traditional cash on cash: 1.4% Airbnb Rental Income: $33 Traditional Rental Income: $384 Airbnb ROI: -5.97% Traditional ROI: 1.4%
34.77 Acres Red Oak Est S Greencastle, PA 34.77 Acres Red Oak Est S, Greencastle, PA 17225 \| Other	N/A beds \| N/A baths \| N/A	$1,750,000	Airbnb cash on cash: -2.73% Traditional cash on cash: -2.4% Airbnb Rental Income: $33 Traditional Rental Income: $380 Airbnb ROI: -2.73% Traditional ROI: -2.4%
Molly Pitcher Greencastle, PA Molly Pitcher, Greencastle, PA 17225 \| Other	N/A beds \| N/A baths \| N/A	$375,000	Airbnb cash on cash: -3.29% Traditional cash on cash: -1.57% Airbnb Rental Income: $33 Traditional Rental Income: $444 Airbnb ROI: -3.29% Traditional ROI: -1.57%
2579 Castlegreen Greencastle, PA	N/A beds \| N/A baths \| N/A	$89,900	Airbnb cash on cash: -5.42% Traditional cash on cash: 1.47% Airbnb Rental Income: $33 Traditional Rental Income: $444 Airbnb ROI: -5.42% Traditional ROI: 1.47%
1383 Shannon Dr S Greencastle, PA To-be-built Glenix Homes in the Greens of Greencastle feature authentic Modern Farmhouse, ...	4 beds \| 2 baths \| 2,337 sq.ft.	$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 Rd Greencastle, PA Like-New Rancher on 3 Acres with Mountain & Pastoral Views - Welcome to this stunning, nea...	3 beds \| 2 baths \| 3,132 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $3267 Airbnb ROI: N/A Traditional ROI: 3.12%
3659 Rolling Hills Dr Greencastle, PA Roof will be re-shingled prior to closing! Don't wait for new construction to be completed...	4 beds \| 2 baths \| 2,747 sq.ft.	$357,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $2806 Airbnb ROI: N/A Traditional ROI: 5.55%
23 Homestead Dr Greencastle, PA Beautifully Updated One-Level Living in Chadwick Estates! This 3-bedroom, 2-bath home offe...	3 beds \| 2 baths \| 1,474 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $1533 Airbnb ROI: N/A Traditional ROI: 3.06%
10678 Scenic View Dr Greencastle, PA This beautifully maintained 3-bedroom, 2-bath home sits on a generous 0.49-acre lot and of...	3 beds \| 2 baths \| 2,802 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $2529 Airbnb ROI: N/A Traditional ROI: 3.55%
Powell Plan Greencastle, PA Powell Plan, Greencastle, PA 17225 \| Single Family Residential	4 beds \| 2 baths \| 3,126 sq.ft.	$449,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.07% Airbnb Rental Income: $null Traditional Rental Income: $2045 Airbnb ROI: N/A Traditional ROI: 2.07%
Corsica Plan Greencastle, PA Corsica Plan, Greencastle, PA 17225 \| Single Family Residential	4 beds \| 3 baths \| 4,009 sq.ft.	$509,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.95% Airbnb Rental Income: $null Traditional Rental Income: $2247 Airbnb ROI: N/A Traditional ROI: 1.95%
228 & 230 Rowe Ave Greencastle, PA 228 & 230 Rowe Ave, Greencastle, PA 17225 \| Multi Family	4 beds \| N/A baths \| N/A	$412,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.73% Airbnb Rental Income: $null Traditional Rental Income: $1366 Airbnb ROI: N/A Traditional ROI: 0.73%
Ballenger Plan Greencastle, PA Ballenger Plan, Greencastle, PA 17225 \| Single Family Residential	4 beds \| 2 baths \| 2,737 sq.ft.	$424,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.23% Airbnb Rental Income: $null Traditional Rental Income: $2001 Airbnb ROI: N/A Traditional ROI: 2.23%
Cumberland Plan Greencastle, PA Cumberland Plan, Greencastle, PA 17225 \| Single Family Residential	3 beds \| 2 baths \| 2,966 sq.ft.	$479,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $1834 Airbnb ROI: N/A Traditional ROI: 1.31%
0 Jefferson & Franklin St Greencastle, PA 0 Jefferson & Franklin St, Greencastle, PA 17225 \| Other	N/A beds \| N/A baths \| N/A	$330,000	Airbnb cash on cash: -3.38% Traditional cash on cash: -1.43% Airbnb Rental Income: $33 Traditional Rental Income: $444 Airbnb ROI: -3.38% Traditional ROI: -1.43%
52600B Shannon Drive South Greencastle, PA Not too big, not too small! The to-be-built Ballenger, at Heritage Overlook, is just right...	4 beds \| 2 baths \| 2,114 sq.ft.	$399,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.23% Airbnb Rental Income: $null Traditional Rental Income: $2741 Airbnb ROI: N/A Traditional ROI: 4.23%
52655L Shannon Drive South Greencastle, PA The To-Be-Built, LEHIGH, at Heritage Overlook in Greencastle Pennsylvania, combines smart ...	4 beds \| 2 baths \| 3,010 sq.ft.	$454,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $3124 Airbnb ROI: N/A Traditional ROI: 4.32%
52680VB Shannon Drive South Greencastle, PA The stately to-be-built Versailles single-family home, at Heritage Overlook, combines clas...	5 beds \| 3 baths \| 5,355 sq.ft.	$569,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $3127 Airbnb ROI: N/A Traditional ROI: 2.94%
52670CRB Shannon Drive South Greencastle, PA The Heritage Overlook Corsica, is a (to-be-built) single-family home with a spacious floor...	4 beds \| 2 baths \| 3,371 sq.ft.	$509,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.1% Airbnb Rental Income: $null Traditional Rental Income: $2896 Airbnb ROI: N/A Traditional ROI: 3.1%
52525P Shannon Drive South Greencastle, PA The to-be-built Powell single-family home, at Heritage Overlook, sets the stage for great ...	4 beds \| 2 baths \| 2,454 sq.ft.	$429,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $2861 Airbnb ROI: N/A Traditional ROI: 4.06%
52640HB Shannon Drive South Greencastle, PA The To-Be-Built HUDSON, at Heritage Overlook in Greencastle, fits the way you live. The fl...	4 beds \| 2 baths \| 2,718 sq.ft.	$459,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $3445 Airbnb ROI: N/A Traditional ROI: 5.37%
52615CO Shannon Drive South Greencastle, PA The to-be-built Columbia single-family home on a slab foundation, at Heritage Overlook in ...	4 beds \| 2 baths \| 2,423 sq.ft.	$419,990	Airbnb cash on cash: N/A Traditional cash on cash: 5.91% Airbnb Rental Income: $null Traditional Rental Income: $3423 Airbnb ROI: N/A Traditional ROI: 5.91%

Real Estate investment in Greencastle, PA

There are 82 properties for sale in the city of Greencastle . The median list price in Greencastle is $267,410 and the average price per square foot is $124. In September 2026, the average monthly cash on cash return in Greencastle is 2.00%. The average monthly rental income in Greencastle is $1,891.

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

There are 82 investment properties available for sale in Greencastle.

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

The ROI for Long-Term is higher than the Short-Term in Greencastle with average rental income of $1,891.

Your search for investment property begins and ends here

Investment Property for Sale in Greencastle, PA

2384 Castlegreen Dr

Greencastle, PA

4 beds | 3 baths | 4,657 sq.ft.

$604,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.81%

Airbnb Rental Income: $null

Traditional Rental Income: $2296

Airbnb ROI: N/A

Traditional ROI: 1.81%

2013 Castlegreen Ct

Greencastle, PA

4 beds | 2 baths | 3,664 sq.ft.

$485,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.5%

Airbnb Rental Income: $null

Traditional Rental Income: $2284

Airbnb ROI: N/A

Traditional ROI: 2.5%

3365 Buchanan Trl W

Greencastle, PA

3 beds | 2 baths | 2,500 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2012

Airbnb ROI: N/A

Traditional ROI: 3.78%

347 Catherine St,

Greencastle, PA

3 beds | 1 baths | 1,707 sq.ft.

$264,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.03%

Airbnb Rental Income: $null

Traditional Rental Income: $1405

Airbnb ROI: N/A

Traditional ROI: 3.03%

301 Catherine St

Greencastle, PA

3 beds | 1 baths | 1,804 sq.ft.

$314,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.92%

Airbnb Rental Income: $null

Traditional Rental Income: $1520

Airbnb ROI: N/A

Traditional ROI: 2.92%

552 N Allison St

Greencastle, PA

4 beds | 2 baths | 1,790 sq.ft.

$344,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.49%

Airbnb Rental Income: $null

Traditional Rental Income: $2115

Airbnb ROI: N/A

Traditional ROI: 4.49%

433 W Baltimore St #B

Greencastle, PA

3 beds | 2 baths | 1,430 sq.ft.

$289,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.6%

Airbnb Rental Income: $null

Traditional Rental Income: $2238

Airbnb ROI: N/A

Traditional ROI: 5.6%

878 Joy Dr

Greencastle, PA

4 beds | 3 baths | 4,900 sq.ft.

$499,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.52%

Airbnb Rental Income: $null

Traditional Rental Income: $3830

Airbnb ROI: N/A