Real Estate Investment Properties for Sale in Olean, NY

Looking for investment property in Olean, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
104 Garfield Court Olean, NY This charming Old-Style home sits on a quiet cul-de-sac in Olean's desirable Seneca Height...	4 beds \| 2 baths \| 1,952 sq.ft.	$179,900	Airbnb cash on cash: 3.38% Traditional cash on cash: 3.98% Airbnb Rental Income: $1833 Traditional Rental Income: $1442 Airbnb ROI: 3.38% Traditional ROI: 3.98%
635 S Union Street Olean, NY Excellent investment opportunity with this 7-unit apartment building offering strong renta...	7 beds \| N/A baths \| 4,000 sq.ft.	$144,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.32% Airbnb Rental Income: $null Traditional Rental Income: $1692 Airbnb ROI: N/A Traditional ROI: 7.32%
315 N 18th Street Olean, NY Welcome to this 3 bed 2 bath ranch. Situated in a quiet neighborhood this home truly has e...	3 beds \| 2 baths \| 1,577 sq.ft.	$170,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 11.62% Airbnb Rental Income: $1168 Traditional Rental Income: $2527 Airbnb ROI: 0.86% Traditional ROI: 11.62%
483 Vermont Street Olean, NY Welcome to this charming 4-bedroom, 2-bathroom home located in the desirable Seneca Height...	4 beds \| 2 baths \| 1,952 sq.ft.	$199,900	Airbnb cash on cash: 2.63% Traditional cash on cash: 10.52% Airbnb Rental Income: $1833 Traditional Rental Income: $2836 Airbnb ROI: 2.63% Traditional ROI: 10.52%
1618 Route 417 Street Olean, NY Unique Mixed-Use Property - Residential & Commercial Space on One Parcel! Endless potentia...	2 beds \| 2 baths \| 1,092 sq.ft.	$225,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 7.09% Airbnb Rental Income: $876 Traditional Rental Income: $2149 Airbnb ROI: -0.46% Traditional ROI: 7.09%
1327 Seneca Avenue Olean, NY Welcome to this well-cared-for Cape Cod home that blends character with thoughtful updates...	3 beds \| 2 baths \| 1,452 sq.ft.	$174,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 10.95% Airbnb Rental Income: $1168 Traditional Rental Income: $2463 Airbnb ROI: 0.87% Traditional ROI: 10.95%
106 S 14th Street Olean, NY Step into this well-appointed home that truly has it all. The kitchen features beautiful g...	5 beds \| 2 baths \| 1,980 sq.ft.	$209,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.18% Airbnb Rental Income: $null Traditional Rental Income: $2909 Airbnb ROI: N/A Traditional ROI: 11.18%
301 York Street Olean, NY Spacious 5-Bedroom Home in Seneca Heights - Across from Mangano Park. Welcome to this well...	5 beds \| 3 baths \| 2,832 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $3663 Airbnb ROI: N/A Traditional ROI: 8.88%
1774 Happy Hollow Road Olean, NY TWO FOR ONE!!! This rare find offers two homes on over an acre in a peaceful setting withi...	3 beds \| 2 baths \| 1,600 sq.ft.	$259,900	Airbnb cash on cash: 1% Traditional cash on cash: 8.05% Airbnb Rental Income: $1168 Traditional Rental Income: $2513 Airbnb ROI: 1% Traditional ROI: 8.05%
221 N 19th Street Olean, NY Welcome to this charming 4-bedroom Cape Cod home set on a rare, oversized .45-acre lot in ...	4 beds \| 1 baths \| 1,578 sq.ft.	$174,900	Airbnb cash on cash: 3.62% Traditional cash on cash: 8.79% Airbnb Rental Income: $1833 Traditional Rental Income: $2199 Airbnb ROI: 3.62% Traditional ROI: 8.79%
111 S 18th Street Olean, NY NEW ON THE MARKET! WELCOME TO THIS BEAUTIFULLY MAINTAINED 3 BEDROOM, 1-1/2 BATH HOME THAT ...	3 beds \| 2 baths \| 1,458 sq.ft.	$189,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 9.84% Airbnb Rental Income: $1168 Traditional Rental Income: $2441 Airbnb ROI: 0.66% Traditional ROI: 9.84%
1414 Witherell Heights Olean, NY A rare opportunity in the Portville School District-privacy, acreage, luxury finishes, and...	5 beds \| 3 baths \| 2,800 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.24% Airbnb Rental Income: $null Traditional Rental Income: $2066 Airbnb ROI: N/A Traditional ROI: 2.24%
1330 Brook St Olean, NY Step into this beautifully renovated single-family home set on a spacious half-acre lot in...	3 beds \| 2 baths \| 1,650 sq.ft.	$279,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 7.76% Airbnb Rental Income: $1168 Traditional Rental Income: $2504 Airbnb ROI: 1.22% Traditional ROI: 7.76%

Real Estate investment in Olean, NY

There are 13 properties for sale in the city of Olean . The median list price in Olean is $124,900 and the average price per square foot is $64. In December 2025, the average monthly cash on cash return in Olean is 15.00%. The average monthly rental income in Olean is $2,489.

Olean, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 13 investment properties available for sale in Olean.

In 2025, the best neighborhood to buy investment property is Olean.

The ROI for Short-Term is higher than the Long-Term in Olean with average rental income of $1,168.

Your search for investment property begins and ends here

Investment Property for Sale in Olean, NY

104 Garfield Court

Olean, NY

4 beds | 2 baths | 1,952 sq.ft.

$179,900

Airbnb cash on cash: 3.38%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1833

Traditional Rental Income: $1442

Airbnb ROI: 3.38%

Traditional ROI: 3.98%

635 S Union Street

Olean, NY

7 beds | N/A baths | 4,000 sq.ft.

$144,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.32%

Airbnb Rental Income: $null

Traditional Rental Income: $1692

Airbnb ROI: N/A

Traditional ROI: 7.32%

315 N 18th Street

Olean, NY

3 beds | 2 baths | 1,577 sq.ft.

$170,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 11.62%

Airbnb Rental Income: $1168

Traditional Rental Income: $2527

Airbnb ROI: 0.86%

Traditional ROI: 11.62%

483 Vermont Street

Olean, NY

4 beds | 2 baths | 1,952 sq.ft.

$199,900

Airbnb cash on cash: 2.63%

Traditional cash on cash: 10.52%

Airbnb Rental Income: $1833

Traditional Rental Income: $2836

Airbnb ROI: 2.63%

Traditional ROI: 10.52%

1618 Route 417 Street

Olean, NY

2 beds | 2 baths | 1,092 sq.ft.

$225,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 7.09%

Airbnb Rental Income: $876

Traditional Rental Income: $2149

Airbnb ROI: -0.46%

Traditional ROI: 7.09%

1327 Seneca Avenue

Olean, NY

3 beds | 2 baths | 1,452 sq.ft.

$174,900

Airbnb cash on cash: 0.87%

Traditional cash on cash: 10.95%

Airbnb Rental Income: $1168

Traditional Rental Income: $2463

Airbnb ROI: 0.87%

Traditional ROI: 10.95%

106 S 14th Street

Olean, NY

5 beds | 2 baths | 1,980 sq.ft.

$209,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2909

Airbnb ROI: N/A

Traditional ROI: 11.18%

301 York Street

Olean, NY

5 beds | 3 baths | 2,832 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.88%

Airbnb Rental Income: $null

Traditional Rental Income: $3663

Airbnb ROI: N/A