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
15 Broadway Avenue Cortland, NY Great 3 Bedroom, 1.5 Bath Cape Cod directly across the street from SUNY Cortland. Features...	3 beds \| 2 baths \| 1,170 sq.ft.	$165,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 8.01% Airbnb Rental Income: $2164 Traditional Rental Income: $1973 Airbnb ROI: 5.73% Traditional ROI: 8.01%
1053 Bennie Road Cortland, NY This spacious 4-bedroom, 2.5 bath colonial sits on over 3 acres and offers the perfect ble...	4 beds \| 3 baths \| 2,336 sq.ft.	$364,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.69% Airbnb Rental Income: $2082 Traditional Rental Income: $2917 Airbnb ROI: 0.69% Traditional ROI: 4.69%
4001 Conable Avenue Cortland, NY Welcome to this beautifully rebuilt, meticulously maintained home-every detail thoughtfull...	3 beds \| 2 baths \| 1,176 sq.ft.	$222,500	Airbnb cash on cash: 4.19% Traditional cash on cash: 5.7% Airbnb Rental Income: $2164 Traditional Rental Income: $1933 Airbnb ROI: 4.19% Traditional ROI: 5.7%
22 Samson Street Cortland, NY Discover the perfect blend of city convenience and country charm in this delightful home, ...	3 beds \| 2 baths \| 1,440 sq.ft.	$139,000	Airbnb cash on cash: 7.03% Traditional cash on cash: 5.15% Airbnb Rental Income: $2164 Traditional Rental Income: $1364 Airbnb ROI: 7.03% Traditional ROI: 5.15%
13 James Street Cortland, NY Here's your chance to own a newly renovated rental just steps away from SUNY Cortland. Thi...	6 beds \| 3 baths \| 2,831 sq.ft.	$295,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 2.21% Airbnb Rental Income: $2700 Traditional Rental Income: $1754 Airbnb ROI: 3.32% Traditional ROI: 2.21%
437 Mclean Road Cortland, NY Come and admire this beautifully updated early 19th-century farmhouse that combines histor...	3 beds \| 3 baths \| 2,274 sq.ft.	$419,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.6% Airbnb Rental Income: $2164 Traditional Rental Income: $2757 Airbnb ROI: 0.69% Traditional ROI: 3.6%
183 Gulf Hill Road Cortland, NY	3 beds \| 3 baths \| 1,988 sq.ft.	$250,000	Airbnb cash on cash: 2.97% Traditional cash on cash: 8.38% Airbnb Rental Income: $2164 Traditional Rental Income: $2891 Airbnb ROI: 2.97% Traditional ROI: 8.38%
4011 College View Drive Cortland, NY LOCATION LOCATION!!! Welcome to your new home, nestled within this wonderful neighborhood ...	4 beds \| 4 baths \| 3,900 sq.ft.	$509,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 4.89% Airbnb Rental Income: $2082 Traditional Rental Income: $3967 Airbnb ROI: -0.2% Traditional ROI: 4.89%
464 Foster Moore Road Cortland, NY Enjoy peace and privacy in this three-bedroom home, perfectly situated on a nice one-acre ...	3 beds \| 2 baths \| 2,400 sq.ft.	$199,900	Airbnb cash on cash: 4.52% Traditional cash on cash: 9.04% Airbnb Rental Income: $2164 Traditional Rental Income: $2472 Airbnb ROI: 4.52% Traditional ROI: 9.04%
2033 Artemis Drive Cortland, NY Wow, would you love to live where you can have the best of both worlds? Look no more, nest...	3 beds \| 2 baths \| 1,764 sq.ft.	$385,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.14% Airbnb Rental Income: $2164 Traditional Rental Income: $2324 Airbnb ROI: 1.17% Traditional ROI: 3.14%
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.	$184,900	Airbnb cash on cash: 5.55% Traditional cash on cash: 9.27% Airbnb Rental Income: $2164 Traditional Rental Income: $2270 Airbnb ROI: 5.55% Traditional ROI: 9.27%
1 Yates Place Cortland, NY Seller is motivated! Discover the perfect blend of charm and convenience in this spacious,...	3 beds \| 2 baths \| 1,444 sq.ft.	$179,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 8.38% Airbnb Rental Income: $2164 Traditional Rental Income: $2040 Airbnb ROI: 5.89% Traditional ROI: 8.38%
14 Otter Creek Place Cortland, NY 3 BDRM 2 BATH HOME CLOSE TO SUNY CORTLAND AND IN PAST HAS BEEN STUDENT HOUSING. WOULD MAKE...	3 beds \| 2 baths \| 1,092 sq.ft.	$129,900	Airbnb cash on cash: 6.64% Traditional cash on cash: 9.2% Airbnb Rental Income: $2164 Traditional Rental Income: $1934 Airbnb ROI: 6.64% Traditional ROI: 9.2%
98 E Court Street Cortland, NY Charming 3-Bedroom home in the heart of the City of Cortland! Welcome to this well-maintai...	3 beds \| 2 baths \| 1,410 sq.ft.	$155,000	Airbnb cash on cash: 6.8% Traditional cash on cash: 9.45% Airbnb Rental Income: $2164 Traditional Rental Income: $2008 Airbnb ROI: 6.8% Traditional ROI: 9.45%
5 Hickory Lane Cortland, NY The one you've been waiting for! Welcome to the quintessential home on a quiet street. Thi...	3 beds \| 3 baths \| 1,856 sq.ft.	$290,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.33% Airbnb Rental Income: $2164 Traditional Rental Income: $2682 Airbnb ROI: 1.42% Traditional ROI: 5.33%
12 E Main Street Cortland, NY Enjoy the timeless charm of this beautiful Victorian home nestled on the serene East Main ...	4 beds \| 2 baths \| 2,872 sq.ft.	$249,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 7.39% Airbnb Rental Income: $2082 Traditional Rental Income: $2622 Airbnb ROI: 2.82% Traditional ROI: 7.39%
2555 Carson Road Cortland, NY Nestled on nearly six private acres, surrounded by woods and highlighted by a serene pond,...	4 beds \| 3 baths \| 1,638 sq.ft.	$389,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 3.44% Airbnb Rental Income: $2082 Traditional Rental Income: $2664 Airbnb ROI: 0.37% Traditional ROI: 3.44%
10 Maple Avenue Cortland, NY Fantastic Investment Opportunity, ideal for student housing. This fully renovated property...	12 beds \| 3 baths \| 2,505 sq.ft.	$349,900	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.29% Airbnb Rental Income: $2700 Traditional Rental Income: $2938 Airbnb ROI: 0.62% Traditional ROI: 3.29%
66 Maple Avenue Cortland, NY This beautiful Victorian house is located conveniently on a neighborhood street close to t...	6 beds \| 3 baths \| 2,876 sq.ft.	$265,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 7.92% Airbnb Rental Income: $2700 Traditional Rental Income: $3021 Airbnb ROI: 4.08% Traditional ROI: 7.92%
14 Pomeroy Street Cortland, NY Looking for a great investment property this is it! This a well maintained 2 unit, upstair...	2 beds \| 2 baths \| 1,432 sq.ft.	$145,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 8.78% Airbnb Rental Income: $1478 Traditional Rental Income: $1817 Airbnb ROI: 3.2% Traditional ROI: 8.78%
145 Groton Avenue Cortland, NY Great opportunity for investor or owner occupant! This house offers 2 units close to all a...	6 beds \| 2 baths \| 2,100 sq.ft.	$190,000	Airbnb cash on cash: 7.22% Traditional cash on cash: 9.75% Airbnb Rental Income: $2700 Traditional Rental Income: $2518 Airbnb ROI: 7.22% Traditional ROI: 9.75%
3727 Lyncort Drive Cortland, NY Sprawling Ranch with Modern Comfort and Serene Outdoor Living This beautifully updated ran...	3 beds \| 3 baths \| 2,200 sq.ft.	$329,900	Airbnb cash on cash: 1.4% Traditional cash on cash: 5.43% Airbnb Rental Income: $2164 Traditional Rental Income: $2864 Airbnb ROI: 1.4% Traditional ROI: 5.43%
123 N Main Street Cortland, NY Charming, move- in- ready, professional office space in the heart of the city of Cortland....	N/A beds \| 2 baths \| 1,570 sq.ft.	$132,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 9.52% Airbnb Rental Income: $775 Traditional Rental Income: $1754 Airbnb ROI: -0.7% Traditional ROI: 9.52%
3752 Lyncort Drive Cortland, NY Charming 4-5 bedroom Cape Cod on large lot is waiting for you to make it your own. New sid...	5 beds \| 2 baths \| 1,456 sq.ft.	$259,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 6.59% Airbnb Rental Income: $2700 Traditional Rental Income: $2446 Airbnb ROI: 5.01% Traditional ROI: 6.59%
211 Tompkins Street Cortland, NY Located adjacent to the college, 211 Tompkins Street presents an exceptional investment op...	13 beds \| N/A baths \| 7,190 sq.ft.	$1,850,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -1.34% Airbnb Rental Income: $2700 Traditional Rental Income: $2013 Airbnb ROI: -1.31% Traditional ROI: -1.34%
8 Greenbush Street Cortland, NY Don't miss out on the opportunity to own this fantastic two unit. The downstairs unit has ...	3 beds \| 2 baths \| 2,390 sq.ft.	$164,900	Airbnb cash on cash: 6.02% Traditional cash on cash: 9.87% Airbnb Rental Income: $2164 Traditional Rental Income: $2220 Airbnb ROI: 6.02% Traditional ROI: 9.87%
210 Clinton Avenue Cortland, NY Come and see this well-maintained city home located on a corner lot close to everything! B...	3 beds \| 2 baths \| 967 sq.ft.	$175,000	Airbnb cash on cash: 5.03% Traditional cash on cash: 6.53% Airbnb Rental Income: $2164 Traditional Rental Income: $1865 Airbnb ROI: 5.03% Traditional ROI: 6.53%
56 Madison Street Cortland, NY Well-Built three bedroom home featuring brand new siding, hardwood floors, and ample close...	3 beds \| 2 baths \| 1,506 sq.ft.	$169,500	Airbnb cash on cash: 5.97% Traditional cash on cash: 9.45% Airbnb Rental Income: $2164 Traditional Rental Income: $2177 Airbnb ROI: 5.97% Traditional ROI: 9.45%
4269 West Road Cortland, NY Welcome to 4269 West Road, offering a unique opportunity to enjoy comfortable living with ...	4 beds \| 2 baths \| 1,312 sq.ft.	$649,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 1.26% Airbnb Rental Income: $2082 Traditional Rental Income: $2196 Airbnb ROI: 0.18% Traditional ROI: 1.26%

Real Estate investment in Cortland, NY

There are 29 properties for sale in the city of Cortland . The median list price in Cortland is $194,950 and the average price per square foot is $98. In December 2025, the average monthly cash on cash return in Cortland is 8.00%. The average monthly rental income in Cortland is $2,245.

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

There are 29 investment properties available for sale in Cortland.

In 2025, the best neighborhood to buy investment property is Cortland.

The ROI for Long-Term is higher than the Short-Term in Cortland with average rental income of $2,245.

Your search for investment property begins and ends here

Investment Property for Sale in Cortland, NY

15 Broadway Avenue

Cortland, NY

3 beds | 2 baths | 1,170 sq.ft.

$165,000

Airbnb cash on cash: 5.73%

Traditional cash on cash: 8.01%

Airbnb Rental Income: $2164

Traditional Rental Income: $1973

Airbnb ROI: 5.73%

Traditional ROI: 8.01%

1053 Bennie Road

Cortland, NY

4 beds | 3 baths | 2,336 sq.ft.

$364,900

Airbnb cash on cash: 0.69%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $2082

Traditional Rental Income: $2917

Airbnb ROI: 0.69%

Traditional ROI: 4.69%

4001 Conable Avenue

Cortland, NY

3 beds | 2 baths | 1,176 sq.ft.

$222,500

Airbnb cash on cash: 4.19%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $2164

Traditional Rental Income: $1933

Airbnb ROI: 4.19%

Traditional ROI: 5.7%

22 Samson Street

Cortland, NY

3 beds | 2 baths | 1,440 sq.ft.

$139,000

Airbnb cash on cash: 7.03%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $2164

Traditional Rental Income: $1364

Airbnb ROI: 7.03%

Traditional ROI: 5.15%

13 James Street

Cortland, NY

6 beds | 3 baths | 2,831 sq.ft.

$295,000

Airbnb cash on cash: 3.32%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $2700

Traditional Rental Income: $1754

Airbnb ROI: 3.32%

Traditional ROI: 2.21%

437 Mclean Road

Cortland, NY

3 beds | 3 baths | 2,274 sq.ft.

$419,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $2164

Traditional Rental Income: $2757

Airbnb ROI: 0.69%

Traditional ROI: 3.6%

183 Gulf Hill Road

Cortland, NY

3 beds | 3 baths | 1,988 sq.ft.

$250,000

Airbnb cash on cash: 2.97%

Traditional cash on cash: 8.38%

Airbnb Rental Income: $2164

Traditional Rental Income: $2891

Airbnb ROI: 2.97%

Traditional ROI: 8.38%

4011 College View Drive

Cortland, NY

4 beds | 4 baths | 3,900 sq.ft.

$509,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $2082

Traditional Rental Income: $3967

Airbnb ROI: -0.2%