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: 4.02% Traditional cash on cash: 8.01% Airbnb Rental Income: $1840 Traditional Rental Income: $1973 Airbnb ROI: 4.02% Traditional ROI: 8.01%
18 Pine Street Cortland, NY This beautifully renovated home sits on a double lot and is close to a park, schools, down...	3 beds \| 1 baths \| 960 sq.ft.	$150,000	Airbnb cash on cash: 5.23% Traditional cash on cash: 3.29% Airbnb Rental Income: $1840 Traditional Rental Income: $1066 Airbnb ROI: 5.23% Traditional ROI: 3.29%
12 Ellwood Avenue Cortland, NY This West End Cape Cod style home featuring three bedrooms and one and a half baths, is su...	3 beds \| 2 baths \| 1,740 sq.ft.	$204,900	Airbnb cash on cash: 2.01% Traditional cash on cash: 6.74% Airbnb Rental Income: $1840 Traditional Rental Income: $2264 Airbnb ROI: 2.01% Traditional ROI: 6.74%
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.	$145,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 4.91% Airbnb Rental Income: $1840 Traditional Rental Income: $1364 Airbnb ROI: 4.77% Traditional ROI: 4.91%
17 Woodruff Street Cortland, NY Terrific property conveniently located close to college and amenities. This house was rece...	5 beds \| 2 baths \| 1,655 sq.ft.	$145,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 7.06% Airbnb Rental Income: $1728 Traditional Rental Income: $1630 Airbnb ROI: 4.33% Traditional ROI: 7.06%
25 Bellrose Avenue Cortland, NY Wonderful and cozy are just a couple ways to describe this City home nestled at the end of...	3 beds \| 1 baths \| 1,012 sq.ft.	$179,900	Airbnb cash on cash: 3.74% Traditional cash on cash: 2.65% Airbnb Rental Income: $1840 Traditional Rental Income: $1158 Airbnb ROI: 3.74% Traditional ROI: 2.65%
12 Woodruff Street Cortland, NY multi-family property in City of Cortland. Opportunity awaits for a owner occupy with rent...	8 beds \| 3 baths \| 2,688 sq.ft.	$240,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 6.97% Airbnb Rental Income: $1728 Traditional Rental Income: $2623 Airbnb ROI: 0.92% Traditional ROI: 6.97%
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: 0.4% Traditional cash on cash: 2.21% Airbnb Rental Income: $1728 Traditional Rental Income: $1754 Airbnb ROI: 0.4% Traditional ROI: 2.21%
3676 Hedgemoor Drive Cortland, NY Nestled in a sought-after neighborhood at the end of a quiet cul-de-sac, this stunning cus...	3 beds \| 3 baths \| 2,377 sq.ft.	$425,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.41% Airbnb Rental Income: $1840 Traditional Rental Income: $2744 Airbnb ROI: -0.11% Traditional ROI: 3.41%
15 Stevenson Street Cortland, NY NICE SINGLE FAMILY HOME ON COLLEGE HILL RECENTLY USED AS STUDENT HOUSING. THERE ARE 5 BEDR...	5 beds \| 2 baths \| 1,586 sq.ft.	$185,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 9.47% Airbnb Rental Income: $1728 Traditional Rental Income: $2450 Airbnb ROI: 2.66% Traditional ROI: 9.47%
2139 Darius Drive unit: 16D #16D Cortland, NY Welcome to our home away from home at Greek Peak Ski Resort with year round activities for...	3 beds \| 2 baths \| 1,116 sq.ft.	$199,900	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.58% Airbnb Rental Income: $1840 Traditional Rental Income: $1793 Airbnb ROI: 1.22% Traditional ROI: 3.58%
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% Traditional cash on cash: 3.6% Airbnb Rental Income: $1840 Traditional Rental Income: $2757 Airbnb ROI: 0% Traditional ROI: 3.6%
437 Nye Road Cortland, NY Welcome to this spacious country home set back off the road. Featuring an open dining/kitc...	4 beds \| 3 baths \| 1,874 sq.ft.	$385,000	Airbnb cash on cash: 9.31% Traditional cash on cash: 5.21% Airbnb Rental Income: $5650 Traditional Rental Income: $3041 Airbnb ROI: 9.31% Traditional ROI: 5.21%
4011 College View Drive Cortland, NY Welcome to your new home, nestled within this wonderful neighborhood of established homes,...	5 beds \| 4 baths \| 3,900 sq.ft.	$550,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 4.46% Airbnb Rental Income: $1728 Traditional Rental Income: $3967 Airbnb ROI: -0.83% Traditional ROI: 4.46%
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: 3.1% Traditional cash on cash: 9.04% Airbnb Rental Income: $1840 Traditional Rental Income: $2472 Airbnb ROI: 3.1% Traditional ROI: 9.04%
17 Chestnut Street Cortland, NY Welcome to 17 Chestnut Street, nestled on the desirable west end of the City of Cortland! ...	2 beds \| 2 baths \| 968 sq.ft.	$179,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 5.79% Airbnb Rental Income: $1379 Traditional Rental Income: $1786 Airbnb ROI: 0.97% Traditional ROI: 5.79%
1991 Artemis Drive Cortland, NY Bring the outside in, and discover your year-round escape nestled in the scenic Town of Vi...	4 beds \| 2 baths \| 1,913 sq.ft.	$369,000	Airbnb cash on cash: 9.31% Traditional cash on cash: 3.65% Airbnb Rental Income: $5650 Traditional Rental Income: $2559 Airbnb ROI: 9.31% Traditional ROI: 3.65%
4012 College View Drive Cortland, NY Welcome to the one you've been waiting for! This 5 bedroom, 3.5 bathroom Split-Level home ...	5 beds \| 4 baths \| 2,276 sq.ft.	$344,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.98% Airbnb Rental Income: $1728 Traditional Rental Income: $3407 Airbnb ROI: 0.33% Traditional ROI: 6.98%
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: 4.48% Traditional cash on cash: 9.2% Airbnb Rental Income: $1840 Traditional Rental Income: $1934 Airbnb ROI: 4.48% Traditional ROI: 9.2%
7 Sunnyfield Drive Cortland, NY Looking for a split level or raised ranch in the City of Cortland? Look no further. Front ...	3 beds \| 1 baths \| 1,230 sq.ft.	$160,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 7.1% Airbnb Rental Income: $1840 Traditional Rental Income: $1745 Airbnb ROI: 4.48% Traditional ROI: 7.1%
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: 4.98% Traditional cash on cash: 9.45% Airbnb Rental Income: $1840 Traditional Rental Income: $2008 Airbnb ROI: 4.98% Traditional ROI: 9.45%
66 Wheeler Avenue Cortland, NY If you want a beautiful home near everything, your search stops here! You will fall in lov...	2 beds \| 2 baths \| 1,056 sq.ft.	$189,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 6.02% Airbnb Rental Income: $1379 Traditional Rental Income: $1841 Airbnb ROI: 1.14% Traditional ROI: 6.02%
21 Wadsworth Street Cortland, NY Charming ranch located in the West end of the City of Cortland. The two bedrooms are very ...	2 beds \| 1 baths \| 768 sq.ft.	$143,900	Airbnb cash on cash: 2.22% Traditional cash on cash: 6.01% Airbnb Rental Income: $1379 Traditional Rental Income: $1484 Airbnb ROI: 2.22% Traditional ROI: 6.01%
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.	$299,900	Airbnb cash on cash: 0.39% Traditional cash on cash: 5.13% Airbnb Rental Income: $1840 Traditional Rental Income: $2682 Airbnb ROI: 0.39% Traditional ROI: 5.13%
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.	$419,900	Airbnb cash on cash: 6.91% Traditional cash on cash: 2.19% Airbnb Rental Income: $5650 Traditional Rental Income: $2664 Airbnb ROI: 6.91% Traditional ROI: 2.19%
1150 The Park unit: D #D Cortland, NY ALL OFFERS DUE TO LISTING AGENT BY FRIDAY, SEPTEMBER 19, 2025 BY 8:00 PM. SELLER WILL REVI...	2 beds \| 2 baths \| 1,256 sq.ft.	$179,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 4.82% Airbnb Rental Income: $1379 Traditional Rental Income: $1756 Airbnb ROI: 0.15% Traditional ROI: 4.82%
481 Nye Road Cortland, NY Discover this spacious ranch home set on over 2 acres, offering beautiful views and a peac...	3 beds \| 3 baths \| 2,104 sq.ft.	$359,900	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.59% Airbnb Rental Income: $1840 Traditional Rental Income: $2706 Airbnb ROI: -0.44% Traditional ROI: 3.59%
3278 Gracie Road Cortland, NY This 3 bedroom, 2 bath ranch offers the perfect blend of comfort, functionality and scenic...	3 beds \| 2 baths \| 1,270 sq.ft.	$299,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.2% Airbnb Rental Income: $1840 Traditional Rental Income: $1980 Airbnb ROI: 1.95% Traditional ROI: 4.2%
144 Tompkins Street Cortland, NY INVESTMENT PROPERTY IN GREAT LOCATION AWAITS. 3 ADJACENT PARCELS TOTALING 27 BEDS WITH 5 B...	10 beds \| 5 baths \| 2,478 sq.ft.	$290,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 8.27% Airbnb Rental Income: $1728 Traditional Rental Income: $3685 Airbnb ROI: -0.64% Traditional ROI: 8.27%
148-148 1/2 Tompkins Street unit: 48-148 #48-148 Cortland, NY 2 MINUTES WALKING DISTANCE TO CAMPUS INVESTORS THIS IS A RARE OPPIRTUNITY TO OWN 5 ADJACEN...	9 beds \| 3 baths \| 3,533 sq.ft.	$285,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 6.89% Airbnb Rental Income: $1728 Traditional Rental Income: $2940 Airbnb ROI: 0.6% Traditional ROI: 6.89%
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: 0.84% Traditional cash on cash: 7.92% Airbnb Rental Income: $1728 Traditional Rental Income: $3021 Airbnb ROI: 0.84% Traditional ROI: 7.92%
2323 Parks Road Cortland, NY Nestled on 12 private and peaceful acres, this exceptional property offers a rare combinat...	3 beds \| 2 baths \| 1,792 sq.ft.	$280,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 5.07% Airbnb Rental Income: $1840 Traditional Rental Income: $2249 Airbnb ROI: 1.65% Traditional ROI: 5.07%
100 Clinton Avenue Cortland, NY Welcome to this unique 2 story home centrally located in the City of Cortland. Close to al...	3 beds \| 2 baths \| 2,040 sq.ft.	$269,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 5.69% Airbnb Rental Income: $1840 Traditional Rental Income: $2291 Airbnb ROI: 1.96% Traditional ROI: 5.69%
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: 2.61% Traditional cash on cash: 8.78% Airbnb Rental Income: $1379 Traditional Rental Income: $1817 Airbnb ROI: 2.61% Traditional ROI: 8.78%
51 South Avenue Cortland, NY Investor's dream or perfect addition to your portfolio! Pictures are pre-tenants moving in...	6 beds \| 2 baths \| 2,455 sq.ft.	$154,900	Airbnb cash on cash: 3.44% Traditional cash on cash: 11.47% Airbnb Rental Income: $1728 Traditional Rental Income: $2440 Airbnb ROI: 3.44% Traditional ROI: 11.47%
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: 2.74% Traditional cash on cash: 9.75% Airbnb Rental Income: $1728 Traditional Rental Income: $2518 Airbnb ROI: 2.74% Traditional ROI: 9.75%
3897 Highland Road Cortland, NY Charming Ranch in Homer Schools - Endless Potential! Discover this 2-3 bedroom ranch brimm...	2 beds \| 1 baths \| 1,300 sq.ft.	$124,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 7.73% Airbnb Rental Income: $1379 Traditional Rental Income: $1652 Airbnb ROI: 1.98% Traditional ROI: 7.73%
3727 Lyncourt Drive Cortland, NY Sprawling Ranch with Modern Comfort and Serene Outdoor Living This beautifully updated ran...	3 beds \| 3 baths \| 2,200 sq.ft.	$339,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 5.24% Airbnb Rental Income: $1840 Traditional Rental Income: $2864 Airbnb ROI: 0.48% Traditional ROI: 5.24%

Real Estate investment in Cortland, NY

There are 39 properties for sale in the city of Cortland . The median list price in Cortland is $199,900 and the average price per square foot is $104. In October 2025, the average monthly cash on cash return in Cortland is 7.00%. The average monthly rental income in Cortland is $2,281.

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

There are 39 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 $2,281.

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: 4.02%

Traditional cash on cash: 8.01%

Airbnb Rental Income: $1840

Traditional Rental Income: $1973

Airbnb ROI: 4.02%

Traditional ROI: 8.01%

18 Pine Street

Cortland, NY

3 beds | 1 baths | 960 sq.ft.

$150,000

Airbnb cash on cash: 5.23%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1840

Traditional Rental Income: $1066

Airbnb ROI: 5.23%

Traditional ROI: 3.29%

12 Ellwood Avenue

Cortland, NY

3 beds | 2 baths | 1,740 sq.ft.

$204,900

Airbnb cash on cash: 2.01%

Traditional cash on cash: 6.74%

Airbnb Rental Income: $1840

Traditional Rental Income: $2264

Airbnb ROI: 2.01%

Traditional ROI: 6.74%

22 Samson Street

Cortland, NY

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

$145,000

Airbnb cash on cash: 4.77%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $1840

Traditional Rental Income: $1364

Airbnb ROI: 4.77%

Traditional ROI: 4.91%

17 Woodruff Street

Cortland, NY

5 beds | 2 baths | 1,655 sq.ft.

$145,000

Airbnb cash on cash: 4.33%

Traditional cash on cash: 7.06%

Airbnb Rental Income: $1728

Traditional Rental Income: $1630

Airbnb ROI: 4.33%

Traditional ROI: 7.06%

25 Bellrose Avenue

Cortland, NY

3 beds | 1 baths | 1,012 sq.ft.

$179,900

Airbnb cash on cash: 3.74%

Traditional cash on cash: 2.65%

Airbnb Rental Income: $1840

Traditional Rental Income: $1158

Airbnb ROI: 3.74%

Traditional ROI: 2.65%

12 Woodruff Street

Cortland, NY

8 beds | 3 baths | 2,688 sq.ft.

$240,000

Airbnb cash on cash: 0.92%

Traditional cash on cash: 6.97%

Airbnb Rental Income: $1728

Traditional Rental Income: $2623

Airbnb ROI: 0.92%

Traditional ROI: 6.97%

13 James Street

Cortland, NY

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

$295,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 2.21%

Airbnb Rental Income: $1728

Traditional Rental Income: $1754

Airbnb ROI: 0.4%