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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
918 Crown Street Olean, NY Step into this completely redone 2-bedroom, 1.5-bath home in the heart of East Olean, wher...	2 beds \| 2 baths \| 1,234 sq.ft.	$147,500	Airbnb cash on cash: 1.01% Traditional cash on cash: 11.62% Airbnb Rental Income: $1006 Traditional Rental Income: $2148 Airbnb ROI: 1.01% Traditional ROI: 11.62%
627 Genesee Street Olean, NY Welcome to your dream oasis! This well maintained 4-bedroom, 2-bathroom ranch-style home o...	4 beds \| 3 baths \| 2,696 sq.ft.	$249,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 11.71% Airbnb Rental Income: $2116 Traditional Rental Income: $3884 Airbnb ROI: 1.89% Traditional ROI: 11.71%
315 Laurens Street Olean, NY Well maintained upscale triplex on corner lot with off street parking in nice neighborhood...	4 beds \| 4 baths \| 4,621 sq.ft.	$239,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 11.6% Airbnb Rental Income: $2116 Traditional Rental Income: $3652 Airbnb ROI: 2.4% Traditional ROI: 11.6%
184 Grossman Avenue Olean, NY Beautiful three bedroom two bath home situated in a quiet east end neighborhood. This char...	3 beds \| 2 baths \| 1,448 sq.ft.	$177,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 10.27% Airbnb Rental Income: $1342 Traditional Rental Income: $2359 Airbnb ROI: 1.82% Traditional ROI: 10.27%
201 N 18th Street Olean, NY Seize this incredible opportunity to acquire a well-maintained, income-generating real est...	3 beds \| 3 baths \| 1,342 sq.ft.	$474,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.53% Airbnb Rental Income: $1342 Traditional Rental Income: $2473 Airbnb ROI: 0.05% Traditional ROI: 3.53%
206 S 13th Street Olean, NY Seize this incredible opportunity to acquire a well-maintained, income-generating real est...	3 beds \| 2 baths \| 2,464 sq.ft.	$474,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 4.13% Airbnb Rental Income: $1342 Traditional Rental Income: $2595 Airbnb ROI: 0.38% Traditional ROI: 4.13%
125 N 3rd Street Olean, NY Seize this incredible opportunity to acquire a well-maintained, income-generating real est...	5 beds \| 2 baths \| 3,001 sq.ft.	$474,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $2927 Airbnb ROI: N/A Traditional ROI: 4.69%
217 King Street Olean, NY Seize this incredible opportunity to acquire a well-maintained, income-generating real est...	5 beds \| 2 baths \| 2,196 sq.ft.	$474,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $2788 Airbnb ROI: N/A Traditional ROI: 4.68%
1898 Buffalo Street Olean, NY Modern Home with four + bedrooms, 2.5 bath home with detached 2 car garage, The home sits ...	5 beds \| 3 baths \| 2,478 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $3476 Airbnb ROI: N/A Traditional ROI: 7.4%
208 Main Street Olean, NY This Prime 3000+ sqft Mixed Use Property located on a corner parcel offers endless potenti...	2 beds \| 2 baths \| 3,053 sq.ft.	$200,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 8.06% Airbnb Rental Income: $1006 Traditional Rental Income: $2318 Airbnb ROI: -0.73% Traditional ROI: 8.06%
568 York Street Olean, NY Charming three-bedroom ranch in Olean! This home is set on a neighborhood street on the ed...	3 beds \| 2 baths \| 1,248 sq.ft.	$154,900	Airbnb cash on cash: 1.19% Traditional cash on cash: 10.65% Airbnb Rental Income: $1342 Traditional Rental Income: $2330 Airbnb ROI: 1.19% Traditional ROI: 10.65%
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: 1.76% Traditional cash on cash: 11.62% Airbnb Rental Income: $1342 Traditional Rental Income: $2527 Airbnb ROI: 1.76% Traditional ROI: 11.62%
407 N Clark Street Olean, NY Welcome to this beautifully maintained and thoughtfully updated ranch-style home, offering...	3 beds \| 2 baths \| 1,404 sq.ft.	$174,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 9.84% Airbnb Rental Income: $1342 Traditional Rental Income: $2425 Airbnb ROI: 0.86% Traditional ROI: 9.84%
1501 Windfall Road Olean, NY This well-maintained home offers one of the best views in the area, overlooking the City o...	3 beds \| 2 baths \| 1,952 sq.ft.	$299,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 6.04% Airbnb Rental Income: $1342 Traditional Rental Income: $2734 Airbnb ROI: -0.37% Traditional ROI: 6.04%
709 Main Street Olean, NY Welcome to this charming brick Cape Cod home on Main Street, ideally just a few houses awa...	3 beds \| 4 baths \| 1,902 sq.ft.	$239,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 11.15% Airbnb Rental Income: $1342 Traditional Rental Income: $3350 Airbnb ROI: 0.48% Traditional ROI: 11.15%
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.	$224,900	Airbnb cash on cash: 3.34% Traditional cash on cash: 9.27% Airbnb Rental Income: $2116 Traditional Rental Income: $2836 Airbnb ROI: 3.34% Traditional ROI: 9.27%
1618 Route 417 Street Olean, NY Unique Mixed-Use Property â Residential & Commercial Space on One Parcel! Endless pot...	2 beds \| 2 baths \| 1,092 sq.ft.	$225,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 7.09% Airbnb Rental Income: $1006 Traditional Rental Income: $2149 Airbnb ROI: 0.05% Traditional ROI: 7.09%
834 Prospect Avenue Olean, NY Completely remodeled in 2018, this stunning ranch-style home has high-end finishes and tho...	3 beds \| 2 baths \| 1,323 sq.ft.	$269,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 6.69% Airbnb Rental Income: $1342 Traditional Rental Income: $2544 Airbnb ROI: 0.35% Traditional ROI: 6.69%

Real Estate investment in Olean, NY

There are 18 properties for sale in the city of Olean . The median list price in Olean is $148,250 and the average price per square foot is $81. In September 2025, the average monthly cash on cash return in Olean is 13.00%. The average monthly rental income in Olean is $2,508.

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

There are 18 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 $1,342.

Your search for investment property begins and ends here

Investment Property for Sale in Olean, NY

918 Crown Street

Olean, NY

2 beds | 2 baths | 1,234 sq.ft.

$147,500

Airbnb cash on cash: 1.01%

Traditional cash on cash: 11.62%

Airbnb Rental Income: $1006

Traditional Rental Income: $2148

Airbnb ROI: 1.01%

Traditional ROI: 11.62%

627 Genesee Street

Olean, NY

4 beds | 3 baths | 2,696 sq.ft.

$249,000

Airbnb cash on cash: 1.89%

Traditional cash on cash: 11.71%

Airbnb Rental Income: $2116

Traditional Rental Income: $3884

Airbnb ROI: 1.89%

Traditional ROI: 11.71%

315 Laurens Street

Olean, NY

4 beds | 4 baths | 4,621 sq.ft.

$239,000

Airbnb cash on cash: 2.4%

Traditional cash on cash: 11.6%

Airbnb Rental Income: $2116

Traditional Rental Income: $3652

Airbnb ROI: 2.4%

Traditional ROI: 11.6%

184 Grossman Avenue

Olean, NY

3 beds | 2 baths | 1,448 sq.ft.

$177,900

Airbnb cash on cash: 1.82%

Traditional cash on cash: 10.27%

Airbnb Rental Income: $1342

Traditional Rental Income: $2359

Airbnb ROI: 1.82%

Traditional ROI: 10.27%

201 N 18th Street

Olean, NY

3 beds | 3 baths | 1,342 sq.ft.

$474,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 3.53%

Airbnb Rental Income: $1342

Traditional Rental Income: $2473

Airbnb ROI: 0.05%

Traditional ROI: 3.53%

206 S 13th Street

Olean, NY

3 beds | 2 baths | 2,464 sq.ft.

$474,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $1342

Traditional Rental Income: $2595

Airbnb ROI: 0.38%

Traditional ROI: 4.13%

125 N 3rd Street

Olean, NY

5 beds | 2 baths | 3,001 sq.ft.

$474,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2927

Airbnb ROI: N/A

Traditional ROI: 4.69%

217 King Street

Olean, NY

5 beds | 2 baths | 2,196 sq.ft.

$474,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2788

Airbnb ROI: N/A