Real Estate Investment Properties for Sale in Cortland, NY

Looking for investment property in Cortland, NY with high ROI ?

Explore a variety of short-term homes & houses in Cortland, NY. Invest wisely with VRBO & Cortland, 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 Cortland, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
443 Surrey Drive Cortland, NY This is a must-see 3-bedroom, 2.5-bath home tucked on a quiet street with beautiful views ...	3 beds \| 3 baths \| 2,388 sq.ft.	$394,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 3.29% Airbnb Rental Income: $1788 Traditional Rental Income: $2839 Airbnb ROI: -0.87% Traditional ROI: 3.29%
105 Pendleton Street Cortland, NY Situated in the heart of Cortland, this side-by-side duplex offers a fantastic opportunity...	6 beds \| 2 baths \| 2,336 sq.ft.	$165,000	Airbnb cash on cash: 7.21% Traditional cash on cash: 11.52% Airbnb Rental Income: $2311 Traditional Rental Income: $2415 Airbnb ROI: 7.21% Traditional ROI: 11.52%
11 Hamlin Street Cortland, NY Nestled in a convenient location in the heart of Cortland, this home is ready for you to m...	4 beds \| 3 baths \| 2,306 sq.ft.	$219,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.54% Airbnb Rental Income: $1107 Traditional Rental Income: $1626 Airbnb ROI: 0.25% Traditional ROI: 4.54%
15 Harrington Avenue Cortland, NY Welcome to this fully furnished 3-bedroom home ideally located within walking distance to ...	3 beds \| 1 baths \| 1,740 sq.ft.	$199,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 1.46% Airbnb Rental Income: $1788 Traditional Rental Income: $1213 Airbnb ROI: 1.93% Traditional ROI: 1.46%
31 Gulf Hill Road Cortland, NY Conveniently located in the hamlet of McLean, this quaint and this cozy two-bedroom home i...	2 beds \| 1 baths \| 1,572 sq.ft.	$164,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 7.12% Airbnb Rental Income: $1292 Traditional Rental Income: $1624 Airbnb ROI: 2.41% Traditional ROI: 7.12%
98 E Court Street Cortland, NY This charming 3-bedroom, 1.5-bath Cortland home offers the perfect blend of classic charac...	3 beds \| 2 baths \| 1,410 sq.ft.	$157,900	Airbnb cash on cash: 4.64% Traditional cash on cash: 9.33% Airbnb Rental Income: $1788 Traditional Rental Income: $2008 Airbnb ROI: 4.64% Traditional ROI: 9.33%
6 Monroe Street Cortland, NY 3,974 square foot, 3-unit, 15 bedrooms total house (5 bedrooms per unit) currently used fo...	15 beds \| 3 baths \| 3,974 sq.ft.	$535,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 2.74% Airbnb Rental Income: $2311 Traditional Rental Income: $2955 Airbnb ROI: 0.31% Traditional ROI: 2.74%
221 Tompkins Street Cortland, NY Well-maintained 4-bedroom single-family home situated on a desirable corner lot just minut...	4 beds \| 2 baths \| 1,800 sq.ft.	$199,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 8.51% Airbnb Rental Income: $1107 Traditional Rental Income: $2419 Airbnb ROI: -0.42% Traditional ROI: 8.51%
32 N Church Street Cortland, NY Nestled on a beautifully landscaped lot, this 1830s home blends historic charm with though...	4 beds \| 2 baths \| 2,102 sq.ft.	$249,900	Airbnb cash on cash: -0.55% Traditional cash on cash: 6.77% Airbnb Rental Income: $1107 Traditional Rental Income: $2461 Airbnb ROI: -0.55% Traditional ROI: 6.77%
20 & 20.5 Charles Street Cortland, NY Located in the City of Cortland, this investment property features two separate buildings ...	2 beds \| N/A baths \| 5,652 sq.ft.	$249,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.95% Airbnb Rental Income: $1292 Traditional Rental Income: $1783 Airbnb ROI: -0.85% Traditional ROI: 2.95%
164 Central Avenue Cortland, NY Welcome to this 3 bedroom 1.5 bath home on Cortland's East End. Enter through the enclosed...	3 beds \| 2 baths \| 1,656 sq.ft.	$169,900	Airbnb cash on cash: 3.69% Traditional cash on cash: 8.91% Airbnb Rental Income: $1788 Traditional Rental Income: $2147 Airbnb ROI: 3.69% Traditional ROI: 8.91%
10 Leon Avenue Cortland, NY Opportunity awaits in this 3-bedroom, 2-bath raised ranch home located on a quiet neighbor...	3 beds \| 2 baths \| 1,984 sq.ft.	$140,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 9.47% Airbnb Rental Income: $1788 Traditional Rental Income: $2375 Airbnb ROI: 1.47% Traditional ROI: 9.47%
112 Groton Avenue Cortland, NY Welcome to 112 Groton Avenue, Cortland, NY. Exceptional opportunity to acquire a well-main...	42 beds \| N/A baths \| 11,520 sq.ft.	$2,950,000	Airbnb cash on cash: -1.96% Traditional cash on cash: -1.82% Airbnb Rental Income: $2311 Traditional Rental Income: $2125 Airbnb ROI: -1.96% Traditional ROI: -1.82%
870 Sherman Road N Cortland, NY Experience the best of country living on this exceptional horse farm set on more than 15 p...	3 beds \| 3 baths \| 2,300 sq.ft.	$649,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.3% Airbnb Rental Income: $1788 Traditional Rental Income: $2688 Airbnb ROI: 0.01% Traditional ROI: 2.3%
2211 Kypriotis Dr. Extension Cortland, NY Luxurious mountain living awaits at Greek Peak Ski Resort! This stunning custom-built home...	3 beds \| 3 baths \| 4,396 sq.ft.	$1,359,000	Airbnb cash on cash: -1.69% Traditional cash on cash: -0.56% Airbnb Rental Income: $1788 Traditional Rental Income: $2738 Airbnb ROI: -1.69% Traditional ROI: -0.56%
3727 Westvale Drive Cortland, NY Opportunities like this don't come along often! Welcome to this spacious 4-bedroom Colonia...	4 beds \| 3 baths \| 2,106 sq.ft.	$475,000	Airbnb cash on cash: -2.58% Traditional cash on cash: 0.75% Airbnb Rental Income: $1107 Traditional Rental Income: $2215 Airbnb ROI: -2.58% Traditional ROI: 0.75%
2263 E River Road Cortland, NY Enjoy the best of both worlds with this spacious 4-bedroom, 2.5-bath home situated on 2 pl...	4 beds \| 3 baths \| 2,072 sq.ft.	$259,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 5.43% Airbnb Rental Income: $1107 Traditional Rental Income: $2217 Airbnb ROI: -0.64% Traditional ROI: 5.43%
9 Venette Street Cortland, NY Welcome to this affordable and well-maintained 4-bedroom single-family home tucked away on...	4 beds \| 2 baths \| 1,344 sq.ft.	$159,900	Airbnb cash on cash: 1.79% Traditional cash on cash: 8.37% Airbnb Rental Income: $1107 Traditional Rental Income: $1739 Airbnb ROI: 1.79% Traditional ROI: 8.37%
2641 Webb Road Cortland, NY Set well back from the road on 24 private acres, this beautifully maintained ranch home, b...	4 beds \| 3 baths \| 2,214 sq.ft.	$469,900	Airbnb cash on cash: -1.87% Traditional cash on cash: 2.1% Airbnb Rental Income: $1107 Traditional Rental Income: $2477 Airbnb ROI: -1.87% Traditional ROI: 2.1%
21-23 Pearl St Cortland, NY Welcome to this charming 4-bedroom, 1.5-bath home that sits on a spacious double lot. The ...	4 beds \| 2 baths \| 2,324 sq.ft.	$224,900	Airbnb cash on cash: -1.23% Traditional cash on cash: 3.92% Airbnb Rental Income: $1107 Traditional Rental Income: $1830 Airbnb ROI: -1.23% Traditional ROI: 3.92%
20 Scammell Street Cortland, NY This distinctive multi-family property features two separate homes joined by a breezeway, ...	5 beds \| 3 baths \| 1,938 sq.ft.	$224,900	Airbnb cash on cash: 4.1% Traditional cash on cash: 9.7% Airbnb Rental Income: $2311 Traditional Rental Income: $2930 Airbnb ROI: 4.1% Traditional ROI: 9.7%
8 Parkwood Circle Cortland, NY Welcome to this beautifully updated 4-bedroom, 1.5-bath home tucked away on a quiet cul-de...	4 beds \| 2 baths \| 1,700 sq.ft.	$279,900	Airbnb cash on cash: -0.95% Traditional cash on cash: 1.86% Airbnb Rental Income: $1107 Traditional Rental Income: $1475 Airbnb ROI: -0.95% Traditional ROI: 1.86%
1996 Alpha Circle #5B Cortland, NY Welcome to this beautifully updated 2-bedroom, 2 full bathroom townhome with a loft, locat...	2 beds \| 2 baths \| 872 sq.ft.	$219,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 0.18% Airbnb Rental Income: $1292 Traditional Rental Income: $1093 Airbnb ROI: -0.81% Traditional ROI: 0.18%
79 1/2 Hamlin Street Cortland, NY Welcome to this adorable Carriage House, and this home was actually used as a carriage hou...	2 beds \| 1 baths \| 913 sq.ft.	$119,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 5.52% Airbnb Rental Income: $1292 Traditional Rental Income: $1153 Airbnb ROI: 3.21% Traditional ROI: 5.52%
4329 Alexandria Drive Cortland, NY Check out the views from this charming 3-bedroom, 3-bath home, offering comfortable living...	3 beds \| 3 baths \| 1,960 sq.ft.	$315,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 2.07% Airbnb Rental Income: $1788 Traditional Rental Income: $1709 Airbnb ROI: 0.7% Traditional ROI: 2.07%
4011 College View Drive Cortland, NY LOCATION LOCATION!!! Welcome to your new home, nestled within this wonderful neighborhood ...	5 beds \| 4 baths \| 3,900 sq.ft.	$485,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 5.01% Airbnb Rental Income: $2311 Traditional Rental Income: $3967 Airbnb ROI: 0.09% Traditional ROI: 5.01%
20 E Main Street Cortland, NY Great Investor Opportunity! Welcome to 20 E Main Street in Cortland! This well-maintained ...	3 beds \| 2 baths \| 1,519 sq.ft.	$159,900	Airbnb cash on cash: 4.49% Traditional cash on cash: 10.83% Airbnb Rental Income: $1788 Traditional Rental Income: $2270 Airbnb ROI: 4.49% Traditional ROI: 10.83%
56 Madison Street Cortland, NY Come see this charming city home in a convenient location. The house features a spacious f...	3 beds \| 2 baths \| 1,506 sq.ft.	$169,900	Airbnb cash on cash: 3.37% Traditional cash on cash: 8.78% Airbnb Rental Income: $1788 Traditional Rental Income: $2177 Airbnb ROI: 3.37% Traditional ROI: 8.78%
68 Groton Avenue Cortland, NY Well maintained two unit property located on Groton Avenue in the City of Cortland. This p...	6 beds \| 2 baths \| 1,894 sq.ft.	$154,900	Airbnb cash on cash: 5.68% Traditional cash on cash: 10.39% Airbnb Rental Income: $2311 Traditional Rental Income: $2434 Airbnb ROI: 5.68% Traditional ROI: 10.39%
3024 State Route 215 Cortland, NY Welcome to 3024 State Route 215, Cortland, this spacious ranch offering 3 bedrooms and 1 f...	3 beds \| 1 baths \| 1,288 sq.ft.	$249,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.14% Airbnb Rental Income: $1788 Traditional Rental Income: $1709 Airbnb ROI: 1.41% Traditional ROI: 3.14%

Real Estate investment in Cortland, NY

There are 53 properties for sale in the city of Cortland . The median list price in Cortland is $179,892 and the average price per square foot is $94. In July 2026, the average monthly cash on cash return in Cortland is 6.00%. The average monthly rental income in Cortland is $2,207.

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

There are 53 investment properties available for sale in Cortland.

The ROI for Long-Term is higher than the Short-Term in Cortland with average rental income of $2,207.

Your search for investment property begins and ends here

Investment Property for Sale in Cortland, NY

443 Surrey Drive

Cortland, NY

3 beds | 3 baths | 2,388 sq.ft.

$394,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1788

Traditional Rental Income: $2839

Airbnb ROI: -0.87%

Traditional ROI: 3.29%

105 Pendleton Street

Cortland, NY

6 beds | 2 baths | 2,336 sq.ft.

$165,000

Airbnb cash on cash: 7.21%

Traditional cash on cash: 11.52%

Airbnb Rental Income: $2311

Traditional Rental Income: $2415

Airbnb ROI: 7.21%

Traditional ROI: 11.52%

11 Hamlin Street

Cortland, NY

4 beds | 3 baths | 2,306 sq.ft.

$219,900

Airbnb cash on cash: 0.25%

Traditional cash on cash: 4.54%

Airbnb Rental Income: $1107

Traditional Rental Income: $1626

Airbnb ROI: 0.25%

Traditional ROI: 4.54%

15 Harrington Avenue

Cortland, NY

3 beds | 1 baths | 1,740 sq.ft.

$199,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $1788

Traditional Rental Income: $1213

Airbnb ROI: 1.93%

Traditional ROI: 1.46%

31 Gulf Hill Road

Cortland, NY

2 beds | 1 baths | 1,572 sq.ft.

$164,000

Airbnb cash on cash: 2.41%

Traditional cash on cash: 7.12%

Airbnb Rental Income: $1292

Traditional Rental Income: $1624

Airbnb ROI: 2.41%

Traditional ROI: 7.12%

98 E Court Street

Cortland, NY

3 beds | 2 baths | 1,410 sq.ft.

$157,900

Airbnb cash on cash: 4.64%

Traditional cash on cash: 9.33%

Airbnb Rental Income: $1788

Traditional Rental Income: $2008

Airbnb ROI: 4.64%

Traditional ROI: 9.33%

6 Monroe Street

Cortland, NY

15 beds | 3 baths | 3,974 sq.ft.

$535,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $2311

Traditional Rental Income: $2955

Airbnb ROI: 0.31%

Traditional ROI: 2.74%

221 Tompkins Street

Cortland, NY

4 beds | 2 baths | 1,800 sq.ft.

$199,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: 8.51%

Airbnb Rental Income: $1107

Traditional Rental Income: $2419

Airbnb ROI: -0.42%