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
1016 W Sullivan Street Olean, NY Welcome to this charming and well-maintained 3-bedroom, 1.5-bath home, beautifully remodel...	3 beds \| 2 baths \| 1,428 sq.ft.	$164,900	Airbnb cash on cash: 1.83% Traditional cash on cash: 10.67% Airbnb Rental Income: $1343 Traditional Rental Income: $2322 Airbnb ROI: 1.83% Traditional ROI: 10.67%
1109 River Street Olean, NY Spacious and well-maintained 4-bedroom, 2-bath home located on a quiet neighborhood street...	4 beds \| 2 baths \| 2,074 sq.ft.	$199,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 11.02% Airbnb Rental Income: $1199 Traditional Rental Income: $2800 Airbnb ROI: 0.54% Traditional ROI: 11.02%
839 Crown Street Olean, NY This beautifully maintained 4-bedroom, 2-bath two-story home offers 2,022 square feet of l...	4 beds \| 2 baths \| 2,022 sq.ft.	$239,900	Airbnb cash on cash: -0.15% Traditional cash on cash: 6.95% Airbnb Rental Income: $1199 Traditional Rental Income: $2420 Airbnb ROI: -0.15% Traditional ROI: 6.95%
115 N 17th Street Olean, NY Beautifully maintained 4 bedroom West End Home with 2 Full Baths with loads of charm, beau...	4 beds \| 2 baths \| 1,638 sq.ft.	$189,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 10.84% Airbnb Rental Income: $1199 Traditional Rental Income: $2647 Airbnb ROI: 0.66% Traditional ROI: 10.84%
1708 Haskell Parkway Olean, NY	3 beds \| 1 baths \| 984 sq.ft.	$205,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 7.11% Airbnb Rental Income: $1343 Traditional Rental Income: $1966 Airbnb ROI: 1.78% Traditional ROI: 7.11%
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.	$247,400	Airbnb cash on cash: 1.73% Traditional cash on cash: 8.5% Airbnb Rental Income: $1343 Traditional Rental Income: $2513 Airbnb ROI: 1.73% Traditional ROI: 8.5%
111 S 18th Street Olean, NY NEW PRICE! WELCOME TO THIS BEAUTIFULLY MAINTAINED 3-BEDROOM, 1-1/2 BATH HOME THAT PERFECTL...	3 beds \| 2 baths \| 1,458 sq.ft.	$169,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 10.97% Airbnb Rental Income: $1343 Traditional Rental Income: $2441 Airbnb ROI: 1.64% Traditional ROI: 10.97%
328 N 6th Street Olean, NY Newly renovated and fully furnished three-bedroom, three bath, two story home that sits st...	3 beds \| 3 baths \| 1,084 sq.ft.	$158,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 11.54% Airbnb Rental Income: $1343 Traditional Rental Income: $2158 Airbnb ROI: 3.4% Traditional ROI: 11.54%
307 W Oak Street Olean, NY Experience worry-free living in this absolutely stunning, fully remodeled 3-bedroom, 1.5-b...	3 beds \| 2 baths \| 1,316 sq.ft.	$179,900	Airbnb cash on cash: 2.91% Traditional cash on cash: 10.72% Airbnb Rental Income: $1343 Traditional Rental Income: $2266 Airbnb ROI: 2.91% Traditional ROI: 10.72%
129 S 11th Street Olean, NY Welcome to this beautifully updated 3-bedroom, 1.5-bath home located in West Olean. Fully ...	3 beds \| 2 baths \| 1,820 sq.ft.	$189,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 10.96% Airbnb Rental Income: $1343 Traditional Rental Income: $2586 Airbnb ROI: 1.78% Traditional ROI: 10.96%
401 Cherry Street Olean, NY Step into this charming and well-maintained 3-bedroom ranch, where natural light and a coz...	3 beds \| 1 baths \| 1,260 sq.ft.	$145,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 10.22% Airbnb Rental Income: $1343 Traditional Rental Income: $2054 Airbnb ROI: 2.17% Traditional ROI: 10.22%
760 Genesee Street Olean, NY Spacious and full of character, this 5-bedroom, 2-bath Colonial offers the perfect blend o...	5 beds \| 2 baths \| 3,458 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.67% Airbnb Rental Income: $null Traditional Rental Income: $2965 Airbnb ROI: N/A Traditional ROI: 7.67%
1827 Dugan Road Olean, NY Welcome to this beautifully maintained 3-bedroom, 2-bath ranch home situated on a spacious...	3 beds \| 2 baths \| 1,278 sq.ft.	$159,900	Airbnb cash on cash: 3.55% Traditional cash on cash: 10.74% Airbnb Rental Income: $1343 Traditional Rental Income: $2028 Airbnb ROI: 3.55% Traditional ROI: 10.74%
1927 Melody Lane Olean, NY Charming 2-bedroom, 1-bath ranch set on approximately 0.62 acres in a peaceful setting. Bo...	2 beds \| 1 baths \| 1,164 sq.ft.	$159,900	Airbnb cash on cash: -1.3% Traditional cash on cash: 8.94% Airbnb Rental Income: $627 Traditional Rental Income: $1898 Airbnb ROI: -1.3% Traditional ROI: 8.94%
1065 Kingston Drive Olean, NY Some homes simply have everything - and then there's this one. Just outside the city, in t...	3 beds \| 3 baths \| 3,035 sq.ft.	$369,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 6.74% Airbnb Rental Income: $1343 Traditional Rental Income: $3447 Airbnb ROI: -0.51% Traditional ROI: 6.74%
1191 Route 16 S Olean, NY Nestled among the rolling hills, this impressive 3,000 sq. ft. home offers an exceptional ...	4 beds \| 3 baths \| 3,000 sq.ft.	$269,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 10.2% Airbnb Rental Income: $1199 Traditional Rental Income: $3336 Airbnb ROI: 0.27% Traditional ROI: 10.2%
521 E Spring Street Olean, NY Don't let the charming curb appeal fool you. This nearly 1,200-sq-ft ranch packs a punch. ...	3 beds \| 1 baths \| 1,188 sq.ft.	$169,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 9.32% Airbnb Rental Income: $1343 Traditional Rental Income: $2123 Airbnb ROI: 1.95% Traditional ROI: 9.32%
903 Washington Street Olean, NY Welcome to this beautifully remodeled Cape Cod-style home, offering a perfect blend of cla...	3 beds \| 2 baths \| 1,419 sq.ft.	$159,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 11.72% Airbnb Rental Income: $1343 Traditional Rental Income: $2384 Airbnb ROI: 2.2% Traditional ROI: 11.72%
2 Woodview Court Olean, NY Welcome to this beautifully maintained 4-bedroom, 3-bath ranch home offering spacious livi...	4 beds \| 3 baths \| 3,104 sq.ft.	$459,900	Airbnb cash on cash: -1.61% Traditional cash on cash: 4.6% Airbnb Rental Income: $1199 Traditional Rental Income: $3482 Airbnb ROI: -1.61% Traditional ROI: 4.6%
106 Bradley Drive Olean, NY Welcome to 106 Bradley Drive, where style meets functionality in this beautifully maintain...	3 beds \| 3 baths \| 2,016 sq.ft.	$244,900	Airbnb cash on cash: -0.34% Traditional cash on cash: 8.62% Airbnb Rental Income: $1343 Traditional Rental Income: $3004 Airbnb ROI: -0.34% Traditional ROI: 8.62%
961 Kingston Drive Olean, NY Solidly built brick ranch offering the perfect blend of comfort, space, and functionality ...	3 beds \| 3 baths \| 1,456 sq.ft.	$179,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 7.68% Airbnb Rental Income: $1343 Traditional Rental Income: $2238 Airbnb ROI: 0.01% Traditional ROI: 7.68%
111 Taggerty Avenue Olean, NY Welcome home to this meticulously maintained 3-bedroom, 2-bathroom ranch offering the comf...	3 beds \| 2 baths \| 1,512 sq.ft.	$299,900	Airbnb cash on cash: -0.3% Traditional cash on cash: 4.49% Airbnb Rental Income: $1343 Traditional Rental Income: $2282 Airbnb ROI: -0.3% Traditional ROI: 4.49%

Real Estate investment in Olean, NY

There are 23 properties for sale in the city of Olean . The median list price in Olean is $119,928 and the average price per square foot is $72. In July 2026, the average monthly cash on cash return in Olean is 14.00%. The average monthly rental income in Olean is $2,426.

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

There are 23 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 $1,343.

Your search for investment property begins and ends here

Investment Property for Sale in Olean, NY

1016 W Sullivan Street

Olean, NY

3 beds | 2 baths | 1,428 sq.ft.

$164,900

Airbnb cash on cash: 1.83%

Traditional cash on cash: 10.67%

Airbnb Rental Income: $1343

Traditional Rental Income: $2322

Airbnb ROI: 1.83%

Traditional ROI: 10.67%

1109 River Street

Olean, NY

4 beds | 2 baths | 2,074 sq.ft.

$199,900

Airbnb cash on cash: 0.54%

Traditional cash on cash: 11.02%

Airbnb Rental Income: $1199

Traditional Rental Income: $2800

Airbnb ROI: 0.54%

Traditional ROI: 11.02%

839 Crown Street

Olean, NY

4 beds | 2 baths | 2,022 sq.ft.

$239,900

Airbnb cash on cash: -0.15%

Traditional cash on cash: 6.95%

Airbnb Rental Income: $1199

Traditional Rental Income: $2420

Airbnb ROI: -0.15%

Traditional ROI: 6.95%

115 N 17th Street

Olean, NY

4 beds | 2 baths | 1,638 sq.ft.

$189,900

Airbnb cash on cash: 0.66%

Traditional cash on cash: 10.84%

Airbnb Rental Income: $1199

Traditional Rental Income: $2647

Airbnb ROI: 0.66%

Traditional ROI: 10.84%

1708 Haskell Parkway

Olean, NY

3 beds | 1 baths | 984 sq.ft.

$205,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 7.11%

Airbnb Rental Income: $1343

Traditional Rental Income: $1966

Airbnb ROI: 1.78%

Traditional ROI: 7.11%

1774 Happy Hollow Road

Olean, NY

3 beds | 2 baths | 1,600 sq.ft.

$247,400

Airbnb cash on cash: 1.73%

Traditional cash on cash: 8.5%

Airbnb Rental Income: $1343

Traditional Rental Income: $2513

Airbnb ROI: 1.73%

Traditional ROI: 8.5%

111 S 18th Street

Olean, NY

3 beds | 2 baths | 1,458 sq.ft.

$169,900

Airbnb cash on cash: 1.64%

Traditional cash on cash: 10.97%

Airbnb Rental Income: $1343

Traditional Rental Income: $2441

Airbnb ROI: 1.64%

Traditional ROI: 10.97%

328 N 6th Street

Olean, NY

3 beds | 3 baths | 1,084 sq.ft.

$158,000

Airbnb cash on cash: 3.4%

Traditional cash on cash: 11.54%

Airbnb Rental Income: $1343

Traditional Rental Income: $2158

Airbnb ROI: 3.4%