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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8 Samstag Avenue Ossining, NY Charming ranch offers a bright and spacious living room with built-in shelves, an eat-in-k...	3 beds \| 1 baths \| 1,031 sq.ft.	$459,999	Airbnb cash on cash: 9.13% Traditional cash on cash: 3.17% Airbnb Rental Income: $6931 Traditional Rental Income: $3018 Airbnb ROI: 9.13% Traditional ROI: 3.17%
114 Charter Circle #114 Ossining, NY This is a Fannie Mae Homepath property and First Look applies to this home. This is a com...	2 beds \| 2 baths \| 900 sq.ft.	$265,000	Airbnb cash on cash: 6.06% Traditional cash on cash: 3.84% Airbnb Rental Income: $4231 Traditional Rental Income: $2781 Airbnb ROI: 6.06% Traditional ROI: 3.84%
1 Agate Avenue Ossining, NY Westchester welcomes you to your new home sweet home! One family house for a first-time ho...	2 beds \| 1 baths \| 960 sq.ft.	$389,000	Airbnb cash on cash: 4.18% Traditional cash on cash: 3.04% Airbnb Rental Income: $4172 Traditional Rental Income: $2873 Airbnb ROI: 4.18% Traditional ROI: 3.04%
1010 Eagle Bay Drive #1010 Ossining, NY This charming Condo located at 1010 Eagle Bay Drive in Ossining, NY was built in 1982 and ...	1 beds \| 2 baths \| 1,378 sq.ft.	$499,999	Airbnb cash on cash: 1.29% Traditional cash on cash: 0.79% Airbnb Rental Income: $3518 Traditional Rental Income: $2511 Airbnb ROI: 1.29% Traditional ROI: 0.79%
30 Hunter Street Ossining, NY Here is your chance to take advantage of a rare opportunity to buy a designers honeymoon w...	2 beds \| 1 baths \| 1,474 sq.ft.	$300,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 4.41% Airbnb Rental Income: $4172 Traditional Rental Income: $2877 Airbnb ROI: 5.86% Traditional ROI: 4.41%
125-2 S Highland Avenue #A-6 Ossining, NY This garden style setting is quiet yet close to all and where in Westchester can you find ...	1 beds \| 1 baths \| 750 sq.ft.	$140,000	Airbnb cash on cash: 8.8% Traditional cash on cash: 7.53% Airbnb Rental Income: $3518 Traditional Rental Income: $2572 Airbnb ROI: 8.8% Traditional ROI: 7.53%
5 Tavano Road Ossining, NY Imagine the thrill you get while sailing over the water in a totally quiet and private loc...	3 beds \| 3 baths \| 2,295 sq.ft.	$875,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 2.92% Airbnb Rental Income: $6931 Traditional Rental Income: $5061 Airbnb ROI: 3.56% Traditional ROI: 2.92%
16 Rockledge Avenue #7DD1 Ossining, NY Welcome to Scarborough Manor, A Co-Op That Offers The Perfect Balance Of Tranquility And C...	1 beds \| 1 baths \| 736 sq.ft.	$250,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 2.82% Airbnb Rental Income: $3518 Traditional Rental Income: $2738 Airbnb ROI: 2.84% Traditional ROI: 2.82%
4 Aspen Court Ossining, NY Charming 3-Bedroom Home in a Peaceful Cul-de-Sac Welcome to your dream home! This beautifu...	3 beds \| 2 baths \| 1,717 sq.ft.	$725,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 2.22% Airbnb Rental Income: $6931 Traditional Rental Income: $3760 Airbnb ROI: 4.93% Traditional ROI: 2.22%
117 S Highland Avenue #5A Ossining, NY Welcome to 117 South Highland Avenue, Unit 5A, Ossining. This meticulously maintained 2-be...	2 beds \| 1 baths \| 900 sq.ft.	$179,000	Airbnb cash on cash: 9.02% Traditional cash on cash: 6.21% Airbnb Rental Income: $4172 Traditional Rental Income: $2809 Airbnb ROI: 9.02% Traditional ROI: 6.21%
25 First Avenue Ossining, NY Welcome Home! This well-loved and beautifully maintained property offers warmth, charm...	3 beds \| 1 baths \| 840 sq.ft.	$436,500	Airbnb cash on cash: 9.73% Traditional cash on cash: 3.36% Airbnb Rental Income: $6931 Traditional Rental Income: $2985 Airbnb ROI: 9.73% Traditional ROI: 3.36%
3 Marshall Place Ossining, NY Welcome to this charming Dutch Colonial home, where classic architecture meets modern upda...	3 beds \| 2 baths \| 2,164 sq.ft.	$600,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 3.19% Airbnb Rental Income: $6931 Traditional Rental Income: $3712 Airbnb ROI: 6.53% Traditional ROI: 3.19%
17 Feeney Road Ossining, NY Welcome to 17 Feeney Road in Ossining, NY! This charming home offers 3 bedrooms and 1.5 ba...	3 beds \| 2 baths \| 1,650 sq.ft.	$649,900	Airbnb cash on cash: 5.5% Traditional cash on cash: 2.24% Airbnb Rental Income: $6931 Traditional Rental Income: $3611 Airbnb ROI: 5.5% Traditional ROI: 2.24%
117 S Highland Avenue #5J Ossining, NY Open, bright and spacious one bedroom, corner apartment in the desirable Parkview Cooperat...	1 beds \| 1 baths \| 750 sq.ft.	$159,900	Airbnb cash on cash: 7.87% Traditional cash on cash: 4.52% Airbnb Rental Income: $3518 Traditional Rental Income: $2232 Airbnb ROI: 7.87% Traditional ROI: 4.52%
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: 7.41% Traditional cash on cash: 1.69% Airbnb Rental Income: $11782 Traditional Rental Income: $4843 Airbnb ROI: 7.41% Traditional ROI: 1.69%
19 Lincoln Place #32 Ossining, NY Welcome to this inviting tri-level townhouse in the desirable Cedar Gardens Condominium Co...	2 beds \| 2 baths \| 1,347 sq.ft.	$450,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 3.11% Airbnb Rental Income: $4172 Traditional Rental Income: $2920 Airbnb ROI: 3.99% Traditional ROI: 3.11%
4 Briarcliff Drive south #41 Ossining, NY Welcome to Briarcliff Woods, A Pristine and wonderfully maintained condo complex that incl...	2 beds \| 2 baths \| 1,262 sq.ft.	$399,999	Airbnb cash on cash: 4.04% Traditional cash on cash: 3.02% Airbnb Rental Income: $4172 Traditional Rental Income: $2905 Airbnb ROI: 4.04% Traditional ROI: 3.02%
59 Old Albany Post Road Ossining, NY Experience your own slice of paradise in this charming colonial with direct Croton River f...	3 beds \| 3 baths \| 2,178 sq.ft.	$725,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 2.68% Airbnb Rental Income: $6931 Traditional Rental Income: $4411 Airbnb ROI: 4.42% Traditional ROI: 2.68%
31 Ramapo Road Ossining, NY This property is a charming single-family home located in the desirable Indian Village sec...	3 beds \| 2 baths \| 1,200 sq.ft.	$639,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 2.21% Airbnb Rental Income: $6931 Traditional Rental Income: $3491 Airbnb ROI: 5.73% Traditional ROI: 2.21%
32 Knoll View Ossining, NY Welcome to 32 Knoll View, a spacious 2-bedroom, 2.5-bath end-unit townhome situated in the...	2 beds \| 3 baths \| 1,384 sq.ft.	$360,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 2.81% Airbnb Rental Income: $4172 Traditional Rental Income: $3258 Airbnb ROI: 2.9% Traditional ROI: 2.81%
1004 Eagle Bay Drive Ossining, NY A highly sought-after community along the scenic Hudson River, Eagle Bay has it all. Fully...	2 beds \| 2 baths \| 1,248 sq.ft.	$445,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.49% Airbnb Rental Income: $4172 Traditional Rental Income: $3012 Airbnb ROI: 3.15% Traditional ROI: 2.49%
6 Mundet Drive Ossining, NY Welcome to this charming, sun-filled ranch at 6 Mundet Drive! This three-bedroom, two ful...	3 beds \| 2 baths \| 1,320 sq.ft.	$510,000	Airbnb cash on cash: 7.77% Traditional cash on cash: 3.54% Airbnb Rental Income: $6931 Traditional Rental Income: $3569 Airbnb ROI: 7.77% Traditional ROI: 3.54%

Vacation Rentals in Ossining

There are 22 vacation rental properties available for sale in the city of Ossining . The median list price of Airbnb properties available for sale in Ossining is $459,999 and the average price per square foot is $267. The cash on cash return on vacation rentals in Ossining is 6.00%. The average monthly short term rental income in Ossining is $4,172.

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

There are 22 Airbnb properties available for sale in Ossining.

In 2024, the best neighborhood to buy short term rental property is Ossining.

In December 2024, the average Airbnb occupancy rate in Ossining is 70%.

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

8 Samstag Avenue

Ossining, NY

3 beds | 1 baths | 1,031 sq.ft.

$459,999

Airbnb cash on cash: 9.13%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $6931

Traditional Rental Income: $3018

Airbnb ROI: 9.13%

Traditional ROI: 3.17%

114 Charter Circle #114

Ossining, NY

2 beds | 2 baths | 900 sq.ft.

$265,000

Airbnb cash on cash: 6.06%

Traditional cash on cash: 3.84%

Airbnb Rental Income: $4231

Traditional Rental Income: $2781

Airbnb ROI: 6.06%

Traditional ROI: 3.84%

1 Agate Avenue

Ossining, NY

2 beds | 1 baths | 960 sq.ft.

$389,000

Airbnb cash on cash: 4.18%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $4172

Traditional Rental Income: $2873

Airbnb ROI: 4.18%

Traditional ROI: 3.04%

1010 Eagle Bay Drive #1010

Ossining, NY

1 beds | 2 baths | 1,378 sq.ft.

$499,999

Airbnb cash on cash: 1.29%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $3518

Traditional Rental Income: $2511

Airbnb ROI: 1.29%

Traditional ROI: 0.79%

30 Hunter Street

Ossining, NY

2 beds | 1 baths | 1,474 sq.ft.

$300,000

Airbnb cash on cash: 5.86%

Traditional cash on cash: 4.41%

Airbnb Rental Income: $4172

Traditional Rental Income: $2877

Airbnb ROI: 5.86%

Traditional ROI: 4.41%

125-2 S Highland Avenue #A-6

Ossining, NY

1 beds | 1 baths | 750 sq.ft.

$140,000

Airbnb cash on cash: 8.8%

Traditional cash on cash: 7.53%

Airbnb Rental Income: $3518

Traditional Rental Income: $2572

Airbnb ROI: 8.8%

Traditional ROI: 7.53%

5 Tavano Road

Ossining, NY

3 beds | 3 baths | 2,295 sq.ft.

$875,000

Airbnb cash on cash: 3.56%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $6931

Traditional Rental Income: $5061

Airbnb ROI: 3.56%

Traditional ROI: 2.92%

16 Rockledge Avenue #7DD1

Ossining, NY

1 beds | 1 baths | 736 sq.ft.

$250,000

Airbnb cash on cash: 2.84%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $3518

Traditional Rental Income: $2738

Airbnb ROI: 2.84%