Airbnb Properties for Sale in Ossining, NY

Looking for a vacation rental investment in Ossining, NY with high ROI ?

Explore a range of newly added short-term rental homes in Ossining, NY. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Ossining, NY

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
18 Jenkins Court Ossining, NY Tucked away at the end of a quiet cul-de-sac, this charming Cape cod is the kind of home t...	4 beds \| 3 baths \| 1,932 sq.ft.	$698,000	Airbnb cash on cash: 6.89% Traditional cash on cash: 3.21% Airbnb Rental Income: $8572 Traditional Rental Income: $4557 Airbnb ROI: 6.89% Traditional ROI: 3.21%
320 Illington Road Ossining, NY Kitchawan Farmhouse built approx. 1850 featuring all up-to-date amenities. Stylish Kitche...	4 beds \| 3 baths \| 2,950 sq.ft.	$1,203,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 1.27% Airbnb Rental Income: $8572 Traditional Rental Income: $4761 Airbnb ROI: 3.24% Traditional ROI: 1.27%
1 Noel Drive Ossining, NY Sprawling Cape Cod style home with first floor primary suite on a fabulous, private settin...	4 beds \| 3 baths \| 3,551 sq.ft.	$899,222	Airbnb cash on cash: 4.16% Traditional cash on cash: 1.64% Airbnb Rental Income: $8572 Traditional Rental Income: $4843 Airbnb ROI: 4.16% Traditional ROI: 1.64%
11c Piping Rock Drive Ossining, NY A/O CTS -Nestled at the end of the serene and private Piping Rock Drive, this stunning col...	4 beds \| 4 baths \| 2,900 sq.ft.	$700,000	Airbnb cash on cash: 6.44% Traditional cash on cash: 4.34% Airbnb Rental Income: $8572 Traditional Rental Income: $5585 Airbnb ROI: 6.44% Traditional ROI: 4.34%
117 S Highland Avenue #6j Ossining, NY Welcome to your perfect home-away-from-the-hustle! Step into this beautifully maintained 7...	1 beds \| 1 baths \| 750 sq.ft.	$150,000	Airbnb cash on cash: 7.21% Traditional cash on cash: 5.34% Airbnb Rental Income: $3447 Traditional Rental Income: $2415 Airbnb ROI: 7.21% Traditional ROI: 5.34%
58 Narragansett Avenue Ossining, NY Welcome Home to Modern Comfort and Relaxed Living! Tucked back at the end of a tree lined ...	4 beds \| 3 baths \| 2,202 sq.ft.	$840,000	Airbnb cash on cash: 5.47% Traditional cash on cash: 2.58% Airbnb Rental Income: $8572 Traditional Rental Income: $4692 Airbnb ROI: 5.47% Traditional ROI: 2.58%
90 Broadway Ossining, NY This Colonial TWO-FAMILY dwelling is located in the heart of the village. The large 3BR Ap...	4 beds \| 2 baths \| 1,935 sq.ft.	$675,000	Airbnb cash on cash: 7.98% Traditional cash on cash: 3.36% Airbnb Rental Income: $8572 Traditional Rental Income: $4041 Airbnb ROI: 7.98% Traditional ROI: 3.36%

Vacation Rentals in Ossining

There are 7 vacation rental properties available for sale in the city of Ossining . The median list price of Airbnb properties available for sale in Ossining is $539,500 and the average price per square foot is $323. The cash on cash return on vacation rentals in Ossining is 1.00%. The average monthly short term rental income in Ossining is $2,048.

Ossining, NY Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 7 Airbnb properties available for sale in Ossining.

In 2025, the best neighborhood to buy short term rental property is Ossining.

In September 2025, the average Airbnb occupancy rate in Ossining is 43%.

Airbnb data on vacation rentals in Ossining, NY is available at Mashvisor. You can access data such as listings, real-time pricing trends, Ossining, NY market insights, guest information and booking details, seasonality trends and historical Ossining, NY Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Ossining, NY

18 Jenkins Court

Ossining, NY

4 beds | 3 baths | 1,932 sq.ft.

$698,000

Airbnb cash on cash: 6.89%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $8572

Traditional Rental Income: $4557

Airbnb ROI: 6.89%

Traditional ROI: 3.21%

320 Illington Road

Ossining, NY

4 beds | 3 baths | 2,950 sq.ft.

$1,203,000

Airbnb cash on cash: 3.24%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $8572

Traditional Rental Income: $4761

Airbnb ROI: 3.24%

Traditional ROI: 1.27%

1 Noel Drive

Ossining, NY

4 beds | 3 baths | 3,551 sq.ft.

$899,222

Airbnb cash on cash: 4.16%

Traditional cash on cash: 1.64%

Airbnb Rental Income: $8572

Traditional Rental Income: $4843

Airbnb ROI: 4.16%

Traditional ROI: 1.64%

11c Piping Rock Drive

Ossining, NY

4 beds | 4 baths | 2,900 sq.ft.

$700,000

Airbnb cash on cash: 6.44%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $8572

Traditional Rental Income: $5585

Airbnb ROI: 6.44%

Traditional ROI: 4.34%

117 S Highland Avenue #6j

Ossining, NY

1 beds | 1 baths | 750 sq.ft.

$150,000

Airbnb cash on cash: 7.21%

Traditional cash on cash: 5.34%

Airbnb Rental Income: $3447

Traditional Rental Income: $2415

Airbnb ROI: 7.21%

Traditional ROI: 5.34%

58 Narragansett Avenue

Ossining, NY

4 beds | 3 baths | 2,202 sq.ft.

$840,000

Airbnb cash on cash: 5.47%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $8572

Traditional Rental Income: $4692

Airbnb ROI: 5.47%

Traditional ROI: 2.58%

90 Broadway

Ossining, NY

4 beds | 2 baths | 1,935 sq.ft.

$675,000

Airbnb cash on cash: 7.98%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $8572

Traditional Rental Income: $4041

Airbnb ROI: 7.98%

Traditional ROI: 3.36%

Vacation Rentals in Ossining

Ossining, NY Short Term Rentals FAQs for Buyers, Sellers and Investors

How many Airbnb properties are available for sale in Ossining?

Which neighborhoods in Ossining to invest in 2025 for short term rentals?

What is the average Airbnb occupancy rate in Ossining, NY?

How to get Ossining, NY Airbnb data?

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.