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 Ct Olean, NY This charming Old-Style home sits on a quiet cul-de-sac in Olean's desirable Seneca Height...	4 beds \| 1 baths \| 1,952 sq.ft.	$179,900	Airbnb cash on cash: 3.38% Traditional cash on cash: 4.6% Airbnb Rental Income: $1833 Traditional Rental Income: $1547 Airbnb ROI: 3.38% Traditional ROI: 4.6%
1605 Gemini Dr Olean, NY Welcome to 1605 Gemini Drive in Olean, NY, a beautifully maintained colonial-style home se...	4 beds \| 2 baths \| 2,208 sq.ft.	$289,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 7.33% Airbnb Rental Income: $1833 Traditional Rental Income: $3307 Airbnb ROI: 0.12% Traditional ROI: 7.33%
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%
483 Vermont St 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.	$199,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 10.51% Airbnb Rental Income: $1833 Traditional Rental Income: $2836 Airbnb ROI: 2.58% Traditional ROI: 10.51%
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%
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 Rd 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%
111 S 18th St Olean, NY NEW ON THE MARKET! WELCOME TO THIS BEAUTIFULLY MAINTAINED 3 BEDROOM, 1-1/2 BATH HOME THAT ...	3 beds \| 1 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 Hts 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: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $3681 Airbnb ROI: N/A Traditional ROI: 6.25%
1117 Old Rock City Rd Olean, NY Welcome to this charming 1985-built home, meticulously maintained by its original owner, o...	3 beds \| 1 baths \| 1,248 sq.ft.	$226,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 6.73% Airbnb Rental Income: $1168 Traditional Rental Income: $2094 Airbnb ROI: 0.84% Traditional ROI: 6.73%
1175 Route 16 S Olean, NY Welcome to this beautifully crafted new-construction ranch in the Town of Olean, completed...	2 beds \| 1 baths \| 1,840 sq.ft.	$234,900	Airbnb cash on cash: -1.34% Traditional cash on cash: 8.43% Airbnb Rental Income: $876 Traditional Rental Income: $2712 Airbnb ROI: -1.34% Traditional ROI: 8.43%
988 E Windfall Rd Olean, NY Enjoy the space and serenity of country living in this charming 3-bedroom, 1.5-bath old-st...	3 beds \| 1 baths \| 1,800 sq.ft.	$199,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 9.41% Airbnb Rental Income: $1168 Traditional Rental Income: $2550 Airbnb ROI: 0.1% Traditional ROI: 9.41%

Real Estate investment in Olean, NY

There are 14 properties for sale in the city of Olean . The median list price in Olean is $156,400 and the average price per square foot is $86. In January 2026, the average monthly cash on cash return in Olean is 10.00%. The average monthly rental income in Olean is $1,547.

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

There are 14 investment properties available for sale in Olean.

In 2026, 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 Ct

Olean, NY

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

$179,900

Airbnb cash on cash: 3.38%

Traditional cash on cash: 4.6%

Airbnb Rental Income: $1833

Traditional Rental Income: $1547

Airbnb ROI: 3.38%

Traditional ROI: 4.6%

1605 Gemini Dr

Olean, NY

4 beds | 2 baths | 2,208 sq.ft.

$289,900

Airbnb cash on cash: 0.12%

Traditional cash on cash: 7.33%

Airbnb Rental Income: $1833

Traditional Rental Income: $3307

Airbnb ROI: 0.12%

Traditional ROI: 7.33%

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%

483 Vermont St

Olean, NY

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

$199,000

Airbnb cash on cash: 2.58%

Traditional cash on cash: 10.51%

Airbnb Rental Income: $1833

Traditional Rental Income: $2836

Airbnb ROI: 2.58%

Traditional ROI: 10.51%

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%

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

Traditional ROI: 8.88%

1774 Happy Hollow Rd

Olean, NY

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%