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
3181 Cranberry Rd Olean, NY 3 BEDROOM 2 BATH RANCH HOME IN ALLEGANY.	3 beds \| 2 baths \| 1,750 sq.ft.	$289,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 6.15% Airbnb Rental Income: $1343 Traditional Rental Income: $2412 Airbnb ROI: 0.72% Traditional ROI: 6.15%
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 St 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 St 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.	$225,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 7.47% Airbnb Rental Income: $1199 Traditional Rental Income: $2420 Airbnb ROI: -0.09% Traditional ROI: 7.47%
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%
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.	$750,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 1.99% Airbnb Rental Income: $1199 Traditional Rental Income: $2405 Airbnb ROI: -0.3% Traditional ROI: 1.99%
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%
1117 Old Rock City Rd Olean, NY There's something special about a home that has been cared for by the same owner since it ...	3 beds \| 1 baths \| 1,248 sq.ft.	$189,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 8.52% Airbnb Rental Income: $1343 Traditional Rental Income: $2094 Airbnb ROI: 2.07% Traditional ROI: 8.52%
3110 Route 16 N Olean, NY 3110 Route 16 N, Olean, NY 14760 \| Single Family Residential	3 beds \| 1 baths \| 2,004 sq.ft.	$182,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 6.28% Airbnb Rental Income: $1343 Traditional Rental Income: $1646 Airbnb ROI: 2.15% Traditional ROI: 6.28%
328 N 6th St 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%
114 E Green St Olean, NY 114 E Green St, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 1,830 sq.ft.	$750,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.7% Airbnb Rental Income: $1343 Traditional Rental Income: $1494 Airbnb ROI: -1.51% Traditional ROI: -0.7%
1 Edwards Ct Olean, NY 1 Edwards Ct, Olean, NY 14760 \| Multi Family	1 beds \| N/A baths \| 912 sq.ft.	$750,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.93% Airbnb Rental Income: $1343 Traditional Rental Income: $1334 Airbnb ROI: -1.51% Traditional ROI: -0.93%
118 E Green St Olean, NY 118 E Green St, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 2,044 sq.ft.	$750,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.81% Airbnb Rental Income: $1343 Traditional Rental Income: $1422 Airbnb ROI: -1.51% Traditional ROI: -0.81%
116 E Green St Olean, NY 116 E Green St, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 2,052 sq.ft.	$750,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.58% Airbnb Rental Income: $1343 Traditional Rental Income: $1581 Airbnb ROI: -1.51% Traditional ROI: -0.58%
2 Edwards Ct Olean, NY 2 Edwards Ct, Olean, NY 14760 \| Multi Family	2 beds \| N/A baths \| 912 sq.ft.	$750,000	Airbnb cash on cash: -1.51% Traditional cash on cash: -0.73% Airbnb Rental Income: $1343 Traditional Rental Income: $1477 Airbnb ROI: -1.51% Traditional ROI: -0.73%
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: -0.66% Traditional cash on cash: 3.28% Airbnb Rental Income: $686 Traditional Rental Income: $949 Airbnb ROI: -0.66% Traditional ROI: 3.28%
805 Main St Olean, NY 805 Main St, Olean, NY 14760 \| Single Family Residential	4 beds \| 1 baths \| 2,014 sq.ft.	$215,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 5.52% Airbnb Rental Income: $1199 Traditional Rental Income: $1765 Airbnb ROI: 0.83% Traditional ROI: 5.52%
129 S 11th St Olean, NY Welcome to this beautifully updated 3-bedroom, 1.5-bath home located in West Olean. Fully ...	3 beds \| 1 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%
1703 Haskell Pkwy Olean, NY 1703 Haskell Pkwy, Olean, NY 14760 \| Single Family Residential	3 beds \| 2 baths \| 2,488 sq.ft.	$465,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 2.52% Airbnb Rental Income: $1343 Traditional Rental Income: $2368 Airbnb ROI: -0.78% Traditional ROI: 2.52%
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 St 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%
1569 Spencer Dr Olean, NY 1569 Spencer Dr, Olean, NY 14760 \| Single Family Residential	3 beds \| 1 baths \| 2,016 sq.ft.	$299,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.4% Airbnb Rental Income: $1343 Traditional Rental Income: $1811 Airbnb ROI: 0.27% Traditional ROI: 3.4%
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%
372 Hamilton Ave Olean, NY 372 Hamilton Ave, Olean, NY 14760 \| Single Family Residential	2 beds \| 2 baths \| 1,108 sq.ft.	$245,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 4.56% Airbnb Rental Income: $627 Traditional Rental Income: $1772 Airbnb ROI: -1.66% Traditional ROI: 4.56%
1115 Olean Portville Rd Olean, NY 1115 Olean Portville Rd, Olean, NY 14760 \| Multi Family	8 beds \| 4 baths \| 3,444 sq.ft.	$279,900	Airbnb cash on cash: -1.79% Traditional cash on cash: 10.97% Airbnb Rental Income: $627 Traditional Rental Income: $3698 Airbnb ROI: -1.79% Traditional ROI: 10.97%
Mccann Hollow Rd Olean, NY Mccann Hollow Rd, Olean, NY 14760 \| Other	N/A beds \| N/A baths \| N/A	$114,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 4.92% Airbnb Rental Income: $686 Traditional Rental Income: $936 Airbnb ROI: -0.07% Traditional ROI: 4.92%
Nys Rte 16 S Olean, NY Nys Rte 16 S, Olean, NY 14760 \| Other	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 6.08% Airbnb Rental Income: $686 Traditional Rental Income: $936 Airbnb ROI: 0.34% Traditional ROI: 6.08%
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%
2741 Smith Hollow Rd Olean, NY 2741 Smith Hollow Rd, Olean, NY 14760 \| Other	1 beds \| N/A baths \| 584 sq.ft.	$180,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 4.15% Airbnb Rental Income: $623 Traditional Rental Income: $1265 Airbnb ROI: -1.3% Traditional ROI: 4.15%
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.	$264,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 10.4% Airbnb Rental Income: $1199 Traditional Rental Income: $3336 Airbnb ROI: 0.3% Traditional ROI: 10.4%
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%
3027 Nys Route 417 Olean, NY 3027 Nys Route 417, Olean, NY 14760 \| Other	N/A beds \| N/A baths \| 4,222 sq.ft.	$195,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 2.43% Airbnb Rental Income: $686 Traditional Rental Income: $1042 Airbnb ROI: -1.13% Traditional ROI: 2.43%
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%
2002 W State St Olean, NY 2002 W State St, Olean, NY 14760 \| Single Family Residential	3 beds \| 2 baths \| 1,850 sq.ft.	$184,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 10.07% Airbnb Rental Income: $1343 Traditional Rental Income: $2337 Airbnb ROI: 2.07% Traditional ROI: 10.07%
Lillibridge Rd Olean, NY Lillibridge Rd, Olean, NY 14760 \| Other	N/A beds \| N/A baths \| N/A	$854,500	Airbnb cash on cash: -2.35% Traditional cash on cash: -1.63% Airbnb Rental Income: $686 Traditional Rental Income: $956 Airbnb ROI: -2.35% Traditional ROI: -1.63%
2 Woodview Ct 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%

Real Estate investment in Olean, NY

There are 50 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 $71. In September 2026, the average monthly cash on cash return in Olean is 13.00%. The average monthly rental income in Olean is $2,278.

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

There are 50 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

3181 Cranberry Rd

Olean, NY

3 beds | 2 baths | 1,750 sq.ft.

$289,900

Airbnb cash on cash: 0.72%

Traditional cash on cash: 6.15%

Airbnb Rental Income: $1343

Traditional Rental Income: $2412

Airbnb ROI: 0.72%

Traditional ROI: 6.15%

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 St

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 St

Olean, NY

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

$225,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 7.47%

Airbnb Rental Income: $1199

Traditional Rental Income: $2420

Airbnb ROI: -0.09%

Traditional ROI: 7.47%

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%

120 E Green St

Olean, NY

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

$750,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $1199

Traditional Rental Income: $2405

Airbnb ROI: -0.3%

Traditional ROI: 1.99%

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%