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
52 W Main Street Cortland, NY This well-maintained 3-bedroom, 1-bath single-family home in Cortland offers 1,320 square ...	3 beds \| 1 baths \| 1,320 sq.ft.	$189,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 4.75% Airbnb Rental Income: $1199 Traditional Rental Income: $1666 Airbnb ROI: -0.01% Traditional ROI: 4.75%
98 Evergreen Street Cortland, NY Terrific two-bedroom home featuring spacious rooms and beautiful hardwood flooring through...	2 beds \| 1 baths \| 1,266 sq.ft.	$159,900	Airbnb cash on cash: -2.28% Traditional cash on cash: 2.24% Airbnb Rental Income: $644 Traditional Rental Income: $1038 Airbnb ROI: -2.28% Traditional ROI: 2.24%
32 Cedar Street Cortland, NY This charming 3-bedroom, 1.5-bath home in the City of Cortland offers a warm and inviting ...	3 beds \| 2 baths \| 1,176 sq.ft.	$174,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.64% Airbnb Rental Income: $1199 Traditional Rental Income: $1266 Airbnb ROI: -0.09% Traditional ROI: 2.64%
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.	$485,000	Airbnb cash on cash: -2.84% Traditional cash on cash: 5.18% Airbnb Rental Income: $622 Traditional Rental Income: $3967 Airbnb ROI: -2.84% Traditional ROI: 5.18%
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: 0.97% Traditional cash on cash: 9.27% Airbnb Rental Income: $1199 Traditional Rental Income: $2270 Airbnb ROI: 0.97% Traditional ROI: 9.27%
8 Greenbush Street Cortland, NY Don't miss out on the opportunity to own this fantastic two unit. The downstairs unit has ...	7 beds \| 2 baths \| 2,390 sq.ft.	$159,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 10.26% Airbnb Rental Income: $1074 Traditional Rental Income: $2220 Airbnb ROI: 0.29% Traditional ROI: 10.26%
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: 1% Traditional cash on cash: 9.45% Airbnb Rental Income: $1199 Traditional Rental Income: $2177 Airbnb ROI: 1% Traditional ROI: 9.45%
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.	$555,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 2.61% Airbnb Rental Income: $1074 Traditional Rental Income: $2955 Airbnb ROI: -1.73% Traditional ROI: 2.61%
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: -2.56% Traditional cash on cash: 8.51% Airbnb Rental Income: $622 Traditional Rental Income: $2419 Airbnb ROI: -2.56% Traditional ROI: 8.51%
13 Harrington Avenue Cortland, NY This well-maintained 3-bedroom, 2-bath home in the city of Cortland offers a flexible layo...	3 beds \| 2 baths \| 1,576 sq.ft.	$169,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 7.8% Airbnb Rental Income: $1199 Traditional Rental Income: $2078 Airbnb ROI: -0.07% Traditional ROI: 7.8%
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.	$169,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 9.41% Airbnb Rental Income: $1074 Traditional Rental Income: $2434 Airbnb ROI: -1.26% Traditional ROI: 9.41%
187 Tompkins Street Cortland, NY Charming 3 bed, 2 bath home in the heart of the City of Cortland - ideal location just ste...	3 beds \| 2 baths \| 1,792 sq.ft.	$185,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.82% Airbnb Rental Income: $1199 Traditional Rental Income: $1425 Airbnb ROI: 0.33% Traditional ROI: 3.82%
1996 Alpha Circle unit: 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.	$229,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 3.86% Airbnb Rental Income: $644 Traditional Rental Income: $1512 Airbnb ROI: -1.52% Traditional ROI: 3.86%
2911 Webb Road Cortland, NY Charming, meticulously maintained split-level home offering bright, spacious living across...	5 beds \| 3 baths \| 1,492 sq.ft.	$309,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 5.8% Airbnb Rental Income: $1074 Traditional Rental Income: $2738 Airbnb ROI: -1.18% Traditional ROI: 5.8%
2723 Clute Road Cortland, NY Exceptional rural pond-front property located within 2 mins. of Greek Peak Ski Resort. It ...	2 beds \| 1 baths \| 1,088 sq.ft.	$365,900	Airbnb cash on cash: -2.11% Traditional cash on cash: -0.1% Airbnb Rental Income: $644 Traditional Rental Income: $1038 Airbnb ROI: -2.11% Traditional ROI: -0.1%
10 Rosewood Avenue Cortland, NY Welcome to this fantastic raised ranch in the City of Cortland, offering beautiful views a...	3 beds \| 2 baths \| 1,300 sq.ft.	$289,000	Airbnb cash on cash: -1.74% Traditional cash on cash: 2.35% Airbnb Rental Income: $1199 Traditional Rental Income: $1923 Airbnb ROI: -1.74% Traditional ROI: 2.35%
96 Pendleton Street Cortland, NY This well-maintained duplex presents a great investment or owner-occupant opportunity, fea...	4 beds \| 2 baths \| 2,016 sq.ft.	$159,000	Airbnb cash on cash: -2.78% Traditional cash on cash: 11.12% Airbnb Rental Income: $622 Traditional Rental Income: $2440 Airbnb ROI: -2.78% Traditional ROI: 11.12%
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: 0.41% Traditional cash on cash: 7.06% Airbnb Rental Income: $1074 Traditional Rental Income: $1630 Airbnb ROI: 0.41% Traditional ROI: 7.06%
817 Lamont Cir Cortland, NY Move right in to this beautifully renovated ranch-style home located on a quiet cul-de-sac...	3 beds \| 1 baths \| 1,000 sq.ft.	$199,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.54% Airbnb Rental Income: $1199 Traditional Rental Income: $1155 Airbnb ROI: 0.72% Traditional ROI: 2.54%
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.	$280,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 2.38% Airbnb Rental Income: $1074 Traditional Rental Income: $1754 Airbnb ROI: -1.59% Traditional ROI: 2.38%
44 Union Street Cortland, NY Well-maintained triplex located in the heart of Cortland, New York, offering a strong oppo...	8 beds \| 3 baths \| 2,684 sq.ft.	$230,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 8.08% Airbnb Rental Income: $1074 Traditional Rental Income: $2761 Airbnb ROI: -1.36% Traditional ROI: 8.08%
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: -0.24% Traditional cash on cash: 11.47% Airbnb Rental Income: $1074 Traditional Rental Income: $2440 Airbnb ROI: -0.24% Traditional ROI: 11.47%
3731 Katie Lane Cortland, NY Welcome to this beautifully updated four-bedroom, two-and-a-half-bath colonial sprawling 2...	4 beds \| 3 baths \| 2,558 sq.ft.	$429,900	Airbnb cash on cash: -2.88% Traditional cash on cash: 4.08% Airbnb Rental Income: $622 Traditional Rental Income: $3133 Airbnb ROI: -2.88% Traditional ROI: 4.08%
1835 State Route 13 Cortland, NY Welcome to your new home nestled amongst the trees on 1.95acres, with no direct neighbors....	3 beds \| 2 baths \| 1,671 sq.ft.	$154,500	Airbnb cash on cash: 0.96% Traditional cash on cash: 9.25% Airbnb Rental Income: $1199 Traditional Rental Income: $2034 Airbnb ROI: 0.96% Traditional ROI: 9.25%
71 W Main Street Cortland, NY Welcome home to this charming 3 bedroom, 1 full bathroom two-story home located on the Wes...	3 beds \| 1 baths \| 1,327 sq.ft.	$179,900	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.86% Airbnb Rental Income: $1199 Traditional Rental Income: $1580 Airbnb ROI: 0.36% Traditional ROI: 4.86%
3703 Westvale Drive Cortland, NY If you're looking for a house that has everything, look no further! This welcoming home ha...	4 beds \| 3 baths \| 2,460 sq.ft.	$479,900	Airbnb cash on cash: -2.68% Traditional cash on cash: 3.46% Airbnb Rental Income: $622 Traditional Rental Income: $3084 Airbnb ROI: -2.68% Traditional ROI: 3.46%
5 Summit St Cortland, NY THIS PROPERTY IS NOT FOR RENT. ANY ADVERTISEMENTS ON SOCIAL MEDIA ARE FRAUDULENT. West sid...	3 beds \| 1 baths \| 988 sq.ft.	$150,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 6.24% Airbnb Rental Income: $1199 Traditional Rental Income: $1657 Airbnb ROI: 0.34% Traditional ROI: 6.24%
10 Levydale Park Cortland, NY ALL OFFERS DUE BY WEDNESDAY, APRIL 1ST AT 5:00PM Welcome to 10 Levydale Park! A well-mai...	3 beds \| 2 baths \| 1,532 sq.ft.	$219,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 5.82% Airbnb Rental Income: $1199 Traditional Rental Income: $2188 Airbnb ROI: -0.82% Traditional ROI: 5.82%
2 Delaware Avenue Cortland, NY Charming 4-bedroom, 1-bath city home ideally located near everything you need. This move-i...	4 beds \| 1 baths \| 1,550 sq.ft.	$189,000	Airbnb cash on cash: -2.57% Traditional cash on cash: 4.98% Airbnb Rental Income: $622 Traditional Rental Income: $1686 Airbnb ROI: -2.57% Traditional ROI: 4.98%
781 Sleepy Hollow Road Cortland, NY Welcome to 781 Sleepy Hollow in Cortland, New York. This well-maintained ranch offers comf...	3 beds \| 2 baths \| 1,758 sq.ft.	$359,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.5% Airbnb Rental Income: $1199 Traditional Rental Income: $2219 Airbnb ROI: -0.66% Traditional ROI: 3.5%

Real Estate investment in Cortland, NY

There are 42 properties for sale in the city of Cortland . The median list price in Cortland is $187,000 and the average price per square foot is $113. In April 2026, the average monthly cash on cash return in Cortland is 6.00%. The average monthly rental income in Cortland is $2,183.

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

There are 42 investment properties available for sale in Cortland.

In 2026, 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 $2,183.

Your search for investment property begins and ends here

Investment Property for Sale in Cortland, NY

52 W Main Street

Cortland, NY

3 beds | 1 baths | 1,320 sq.ft.

$189,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $1199

Traditional Rental Income: $1666

Airbnb ROI: -0.01%

Traditional ROI: 4.75%

98 Evergreen Street

Cortland, NY

2 beds | 1 baths | 1,266 sq.ft.

$159,900

Airbnb cash on cash: -2.28%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $644

Traditional Rental Income: $1038

Airbnb ROI: -2.28%

Traditional ROI: 2.24%

32 Cedar Street

Cortland, NY

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

$174,900

Airbnb cash on cash: -0.09%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $1199

Traditional Rental Income: $1266

Airbnb ROI: -0.09%

Traditional ROI: 2.64%

4011 College View Drive

Cortland, NY

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

$485,000

Airbnb cash on cash: -2.84%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $622

Traditional Rental Income: $3967

Airbnb ROI: -2.84%

Traditional ROI: 5.18%

20 E Main Street

Cortland, NY

3 beds | 2 baths | 1,519 sq.ft.

$184,900

Airbnb cash on cash: 0.97%

Traditional cash on cash: 9.27%

Airbnb Rental Income: $1199

Traditional Rental Income: $2270

Airbnb ROI: 0.97%

Traditional ROI: 9.27%

8 Greenbush Street

Cortland, NY

7 beds | 2 baths | 2,390 sq.ft.

$159,000

Airbnb cash on cash: 0.29%

Traditional cash on cash: 10.26%

Airbnb Rental Income: $1074

Traditional Rental Income: $2220

Airbnb ROI: 0.29%

Traditional ROI: 10.26%

56 Madison Street

Cortland, NY

3 beds | 2 baths | 1,506 sq.ft.

$169,500

Airbnb cash on cash: 1%

Traditional cash on cash: 9.45%

Airbnb Rental Income: $1199

Traditional Rental Income: $2177

Airbnb ROI: 1%

Traditional ROI: 9.45%

6 Monroe Street

Cortland, NY

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

$555,000

Airbnb cash on cash: -1.73%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $1074

Traditional Rental Income: $2955

Airbnb ROI: -1.73%