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: 11.47% Airbnb Rental Income: $1833 Traditional Rental Income: $2724 Airbnb ROI: 3.38% Traditional ROI: 11.47%
120 E Green St Olean, NY Currently Fully occupied with long term tenants. Upper and Lower Configuration. Separate m...	2 beds \| N/A baths \| 2,044 sq.ft.	$850,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 1.64% Airbnb Rental Income: $1168 Traditional Rental Income: $2405 Airbnb ROI: -0.41% Traditional ROI: 1.64%
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.	$277,400	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%
208 Main St Olean, NY This Prime 3000+ sqft Mixed Use Property located on a corner parcel offers endless potenti...	2 beds \| 1 baths \| 3,053 sq.ft.	$200,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 8.06% Airbnb Rental Income: $876 Traditional Rental Income: $2318 Airbnb ROI: -1.3% Traditional ROI: 8.06%
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%
1330 Brook St Olean, NY Price Improved! Step into this beautifully renovated single-family home set on a spacious ...	3 beds \| 2 baths \| 1,650 sq.ft.	$239,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 9.19% Airbnb Rental Income: $1168 Traditional Rental Income: $2504 Airbnb ROI: 1.58% Traditional ROI: 9.19%
705 Irving St Olean, NY 705 Irving St, Olean, NY 14760 \| Multi Family	6 beds \| 2 baths \| 2,570 sq.ft.	$169,900	Airbnb cash on cash: 5% Traditional cash on cash: 11.92% Airbnb Rental Income: $1833 Traditional Rental Income: $2459 Airbnb ROI: 5% Traditional ROI: 11.92%
3110 Route 16 N Olean, NY 3110 Route 16 N, Olean, NY 14760 \| Single Family Residential	3 beds \| 1 baths \| 2,004 sq.ft.	$189,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 5.92% Airbnb Rental Income: $1168 Traditional Rental Income: $1646 Airbnb ROI: 1.14% Traditional ROI: 5.92%
1802 Stardust Ln Olean, NY 1802 Stardust Ln, Olean, NY 14760 \| Single Family Residential	6 beds \| 4 baths \| 2,784 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.85% Airbnb Rental Income: $null Traditional Rental Income: $3248 Airbnb ROI: N/A Traditional ROI: 8.85%
735 E Highland Ave Olean, NY	3 beds \| 1 baths \| 1,488 sq.ft.	$180,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 9.33% Airbnb Rental Income: $1168 Traditional Rental Income: $2151 Airbnb ROI: 1.35% Traditional ROI: 9.33%
2721 Smith Hollow Rd Olean, NY 2721 Smith Hollow Rd, Olean, NY 14760 \| Single Family Residential	2 beds \| 1 baths \| 1,350 sq.ft.	$189,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 5% Airbnb Rental Income: $876 Traditional Rental Income: $1480 Airbnb ROI: -0.21% Traditional ROI: 5%
328 N 6th St Olean, NY 328 N 6th St, Olean, NY 14760 \| Single Family Residential	3 beds \| 3 baths \| 1,084 sq.ft.	$180,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 9.37% Airbnb Rental Income: $1168 Traditional Rental Income: $2158 Airbnb ROI: 1.35% Traditional ROI: 9.37%
109 Bradley Dr Olean, NY 109 Bradley Dr, Olean, NY 14760 \| Single Family Residential	3 beds \| 1 baths \| 1,040 sq.ft.	$160,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 7.55% Airbnb Rental Income: $1168 Traditional Rental Income: $1656 Airbnb ROI: 1.84% Traditional ROI: 7.55%
1547 Happy Hollow Rd Olean, NY 1547 Happy Hollow Rd, Olean, NY 14760 \| Single Family Residential	1 beds \| 1 baths \| 736 sq.ft.	$179,900	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.54% Airbnb Rental Income: $744 Traditional Rental Income: $1159 Airbnb ROI: -0.71% Traditional ROI: 3.54%
3031 Nys Route 417 Olean, NY	3 beds \| 1 baths \| 1,120 sq.ft.	$225,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.97% Airbnb Rental Income: $1168 Traditional Rental Income: $1725 Airbnb ROI: 0.55% Traditional ROI: 4.97%
114 E Green St Olean, NY 114 E Green St, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 1,830 sq.ft.	$850,000	Airbnb cash on cash: -2.2% Traditional cash on cash: -0.94% Airbnb Rental Income: $822 Traditional Rental Income: $1494 Airbnb ROI: -2.2% Traditional ROI: -0.94%
1 Edwards Ct Olean, NY 1 Edwards Ct, Olean, NY 14760 \| Multi Family	1 beds \| N/A baths \| 912 sq.ft.	$850,000	Airbnb cash on cash: -2.2% Traditional cash on cash: -1.14% Airbnb Rental Income: $822 Traditional Rental Income: $1334 Airbnb ROI: -2.2% Traditional ROI: -1.14%
118 E Green St Olean, NY 118 E Green St, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 2,044 sq.ft.	$850,000	Airbnb cash on cash: -2.2% Traditional cash on cash: -1.03% Airbnb Rental Income: $822 Traditional Rental Income: $1422 Airbnb ROI: -2.2% Traditional ROI: -1.03%
203 N 4th St Olean, NY 203 N 4th St, Olean, NY 14760 \| Single Family Residential	5 beds \| 2 baths \| 3,132 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.08% Airbnb Rental Income: $null Traditional Rental Income: $2564 Airbnb ROI: N/A Traditional ROI: 6.08%
2 Edwards Ct Olean, NY 2 Edwards Ct, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 912 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.96% Airbnb Rental Income: $null Traditional Rental Income: $1477 Airbnb ROI: N/A Traditional ROI: -0.96%
0 Steam Valley Rd Olean, NY 0 Steam Valley Rd, Olean, NY 14760 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 2.54% Airbnb Rental Income: $822 Traditional Rental Income: $842 Airbnb ROI: 0.12% Traditional ROI: 2.54%
915 Washington Street Olean, NY Welcome home to this impeccable, solid brick residence where classic character meets moder...	4 beds \| 2 baths \| 2,360 sq.ft.	$199,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 10.86% Airbnb Rental Income: $1833 Traditional Rental Income: $2746 Airbnb ROI: 3.44% Traditional ROI: 10.86%
307 W Oak St Olean, NY Experience worry-free living in this absolutely stunning, fully remodeled 3-bedroom, 1.5-b...	3 beds \| 1 baths \| 1,316 sq.ft.	$189,900	Airbnb cash on cash: 1.91% Traditional cash on cash: 10.12% Airbnb Rental Income: $1168 Traditional Rental Income: $2266 Airbnb ROI: 1.91% Traditional ROI: 10.12%
114 S 17th St Olean, NY Welcome to this well-maintained 3-bedroom, 1.5-bathroom home in West Olean, offering a cla...	3 beds \| 1 baths \| 1,372 sq.ft.	$149,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 11.98% Airbnb Rental Income: $1168 Traditional Rental Income: $2301 Airbnb ROI: 1.41% Traditional ROI: 11.98%

Real Estate investment in Olean, NY

There are 35 properties for sale in the city of Olean . The median list price in Olean is $159,900 and the average price per square foot is $84. In March 2026, the average monthly cash on cash return in Olean is 12.00%. The average monthly rental income in Olean is $2,266.

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

There are 35 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: 11.47%

Airbnb Rental Income: $1833

Traditional Rental Income: $2724

Airbnb ROI: 3.38%

Traditional ROI: 11.47%

120 E Green St

Olean, NY

2 beds | N/A baths | 2,044 sq.ft.

$850,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $1168

Traditional Rental Income: $2405

Airbnb ROI: -0.41%

Traditional ROI: 1.64%

1605 Gemini Dr

Olean, NY

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

$277,400

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%

208 Main St

Olean, NY

2 beds | 1 baths | 3,053 sq.ft.

$200,000

Airbnb cash on cash: -1.3%

Traditional cash on cash: 8.06%

Airbnb Rental Income: $876

Traditional Rental Income: $2318

Airbnb ROI: -1.3%

Traditional ROI: 8.06%

111 S 18th St

Olean, NY

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

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%

1330 Brook St

Olean, NY

3 beds | 2 baths | 1,650 sq.ft.

$239,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 9.19%

Airbnb Rental Income: $1168

Traditional Rental Income: $2504

Airbnb ROI: 1.58%