Airbnb Properties for Sale in Smithtown, NY

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

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

Airbnb For Sale in Smithtown, NY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
210 Landing Avenue Smithtown, NY Welcome to this very private Cape Cod style home up on a hilltop overlooking Landing Ave l...	3 beds \| 2 baths \| 1,300 sq.ft.	$699,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 2.85% Airbnb Rental Income: $4264 Traditional Rental Income: $3289 Airbnb ROI: 2.96% Traditional ROI: 2.85%
2 Vistas Circle Smithtown, NY Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship...	4 beds \| 4 baths \| 2,600 sq.ft.	$1,499,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 0.36% Airbnb Rental Income: $5968 Traditional Rental Income: $4378 Airbnb ROI: 0.66% Traditional ROI: 0.36%
79 Oakside Road Smithtown, NY Welcome to 79 Oakside Road, a custom-built haven nestled in the heart of Smithtown, NY. Bu...	4 beds \| 3 baths \| 2,800 sq.ft.	$1,150,990	Airbnb cash on cash: 1.8% Traditional cash on cash: 1.46% Airbnb Rental Income: $5968 Traditional Rental Income: $4416 Airbnb ROI: 1.8% Traditional ROI: 1.46%
44 Elizabeth Avenue Smithtown, NY Adorable Cape with so much potential. 2 Bedrooms up and 2 Bedrooms downstairs. Large Eat I...	4 beds \| 2 baths \| N/A	$520,000	Airbnb cash on cash: 6.88% Traditional cash on cash: 5.96% Airbnb Rental Income: $5968 Traditional Rental Income: $4336 Airbnb ROI: 6.88% Traditional ROI: 5.96%
26 Lindner Smithtown, NY Welcome to this updated 4-bedroom, 3-bath ranch nestled on a spacious 1-acre lot in the hi...	4 beds \| 3 baths \| 1,785 sq.ft.	$670,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 3.31% Airbnb Rental Income: $5968 Traditional Rental Income: $4095 Airbnb ROI: 4.41% Traditional ROI: 3.31%
147 Juniper Avenue Smithtown, NY Welcome to 147 Juniper Avenue in Smithtown, a beautifully updated ranch-style home that co...	3 beds \| 2 baths \| 1,500 sq.ft.	$699,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 2% Airbnb Rental Income: $4264 Traditional Rental Income: $3187 Airbnb ROI: 2.27% Traditional ROI: 2%
29 Bayberry Lane Smithtown, NY Construction has begun!! Still time to customize!! Great opportunity to be in The Pines!! ...	4 beds \| 3 baths \| 2,600 sq.ft.	$1,195,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 1.42% Airbnb Rental Income: $5968 Traditional Rental Income: $4635 Airbnb ROI: 1.56% Traditional ROI: 1.42%
18 Thrush Drive Smithtown, NY This Gorgeous Ranch is a rare gem nestled in the Forestwood section of Smithtown. This dis...	4 beds \| 2 baths \| 2,000 sq.ft.	$899,990	Airbnb cash on cash: 2.79% Traditional cash on cash: 2.27% Airbnb Rental Income: $5968 Traditional Rental Income: $4351 Airbnb ROI: 2.79% Traditional ROI: 2.27%
49 Dorchester Road Smithtown, NY Welcome home to 49 Dorchester Rd!! This diamond renovated colonial is the one you've been ...	4 beds \| 3 baths \| 2,200 sq.ft.	$914,999	Airbnb cash on cash: 2.98% Traditional cash on cash: 2.84% Airbnb Rental Income: $5968 Traditional Rental Income: $4663 Airbnb ROI: 2.98% Traditional ROI: 2.84%
10 Quincy Lane Smithtown, NY Immaculate 4-bedroom, 2.5-bath Center Hall Colonial. The entry foyer leads to a large livi...	4 beds \| 3 baths \| 2,700 sq.ft.	$749,803	Airbnb cash on cash: 3.59% Traditional cash on cash: 3.19% Airbnb Rental Income: $5968 Traditional Rental Income: $4510 Airbnb ROI: 3.59% Traditional ROI: 3.19%
34 MOREWOOD DRIVE Smithtown, NY WELL MAINTAINED 4 BEDROOM 2 FULL BATH COLONIAL, LOCATED IN THE MOREWOOD ESTATES AREA, PR...	4 beds \| 2 baths \| 2,267 sq.ft.	$865,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 2.25% Airbnb Rental Income: $5968 Traditional Rental Income: $4025 Airbnb ROI: 3.19% Traditional ROI: 2.25%
9 Lorraine Court Smithtown, NY Welcome Home!! Step Inside & Fall In Love With This Light-Filled, Airy 4 Bedroom, 3 Bath ...	4 beds \| 3 baths \| 2,400 sq.ft.	$899,000	Airbnb cash on cash: 2.84% Traditional cash on cash: 2.72% Airbnb Rental Income: $5968 Traditional Rental Income: $4683 Airbnb ROI: 2.84% Traditional ROI: 2.72%
677 Meadow Road Smithtown, NY Lovingly renovated and professionally designed by the homeowner, this home cannot be misse...	4 beds \| 3 baths \| 2,080 sq.ft.	$850,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 2.79% Airbnb Rental Income: $5968 Traditional Rental Income: $4433 Airbnb ROI: 3.24% Traditional ROI: 2.79%
769 Meadow Road Smithtown, NY Great Opportunity with OVER 2 Acres in Prime Smithtown Location. Possible Sub Division, Ho...	4 beds \| 2 baths \| 2,300 sq.ft.	$999,999	Airbnb cash on cash: 2.66% Traditional cash on cash: 1.83% Airbnb Rental Income: $5968 Traditional Rental Income: $4013 Airbnb ROI: 2.66% Traditional ROI: 1.83%
21 E Hill Drive Smithtown, NY Welcome to 21 E Hill Drive, Smithtown! Location, location! This 4-bedroom, 2.5-bath coloni...	4 beds \| 3 baths \| 2,200 sq.ft.	$819,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 3.05% Airbnb Rental Income: $5968 Traditional Rental Income: $4592 Airbnb ROI: 3.3% Traditional ROI: 3.05%
64 Brooksite Drive Smithtown, NY Welcome to a fully renovated masterpiece in Smithtownâs Forestwood Park area, within the...	4 beds \| 3 baths \| 1,536 sq.ft.	$835,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 2.58% Airbnb Rental Income: $5968 Traditional Rental Income: $4329 Airbnb ROI: 3.17% Traditional ROI: 2.58%
5 Platt Avenue Smithtown, NY Welcome to 5 Platt Avenue - This spacious an versatile 4 Bedroom 2 Bath home perfectly loc...	4 beds \| 2 baths \| 1,780 sq.ft.	$675,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 3.09% Airbnb Rental Income: $5968 Traditional Rental Income: $3777 Airbnb ROI: 4.69% Traditional ROI: 3.09%
21 Dehan Street Smithtown, NY This Truly Diamond Ranch Features An Updated Eik W/Ss Appliances,Updated Baths,Dr W/Tray C...	3 beds \| 2 baths \| 1,017 sq.ft.	$700,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 2.36% Airbnb Rental Income: $4264 Traditional Rental Income: $3340 Airbnb ROI: 2.4% Traditional ROI: 2.36%
60 Oak Street Smithtown, NY Lovely Large Colonial on Half Acre of Property with Beautiful Landscaping and In-Ground Po...	4 beds \| 3 baths \| 1,982 sq.ft.	$849,000	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.52% Airbnb Rental Income: $5968 Traditional Rental Income: $4466 Airbnb ROI: 2.92% Traditional ROI: 2.52%
60 South Avenue Smithtown, NY It Has Arrived and It's Awesome!! *** Welcome To This Large Expanded Ranch Style Home Wit...	4 beds \| 3 baths \| 2,200 sq.ft.	$724,500	Airbnb cash on cash: 4.04% Traditional cash on cash: 3.93% Airbnb Rental Income: $5968 Traditional Rental Income: $4713 Airbnb ROI: 4.04% Traditional ROI: 3.93%
34 Rose Court Smithtown, NY Welcome to 34 Rose Court in the desirable âPinesâ section of Smithtown! This 4-bedroom...	4 beds \| 2 baths \| N/A	$699,999	Airbnb cash on cash: 5.01% Traditional cash on cash: 3.64% Airbnb Rental Income: $5968 Traditional Rental Income: $3890 Airbnb ROI: 5.01% Traditional ROI: 3.64%

Vacation Rentals in Smithtown

There are 21 vacation rental properties available for sale in the city of Smithtown . The median list price of Airbnb properties available for sale in Smithtown is $857,500 and the average price per square foot is $360. The cash on cash return on vacation rentals in Smithtown is 2.00%. The average monthly short term rental income in Smithtown is $5,968.

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

There are 21 Airbnb properties available for sale in Smithtown.

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

In October 2025, the average Airbnb occupancy rate in Smithtown is 38%.

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

Your search for investment property begins and ends here

Airbnb For Sale in Smithtown, NY

210 Landing Avenue

Smithtown, NY

3 beds | 2 baths | 1,300 sq.ft.

$699,000

Airbnb cash on cash: 2.96%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $4264

Traditional Rental Income: $3289

Airbnb ROI: 2.96%

Traditional ROI: 2.85%

2 Vistas Circle

Smithtown, NY

4 beds | 4 baths | 2,600 sq.ft.

$1,499,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $5968

Traditional Rental Income: $4378

Airbnb ROI: 0.66%

Traditional ROI: 0.36%

79 Oakside Road

Smithtown, NY

4 beds | 3 baths | 2,800 sq.ft.

$1,150,990

Airbnb cash on cash: 1.8%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $5968

Traditional Rental Income: $4416

Airbnb ROI: 1.8%

Traditional ROI: 1.46%

44 Elizabeth Avenue

Smithtown, NY

4 beds | 2 baths | N/A

$520,000

Airbnb cash on cash: 6.88%

Traditional cash on cash: 5.96%

Airbnb Rental Income: $5968

Traditional Rental Income: $4336

Airbnb ROI: 6.88%

Traditional ROI: 5.96%

26 Lindner

Smithtown, NY

4 beds | 3 baths | 1,785 sq.ft.

$670,000

Airbnb cash on cash: 4.41%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $5968

Traditional Rental Income: $4095

Airbnb ROI: 4.41%

Traditional ROI: 3.31%

147 Juniper Avenue

Smithtown, NY

3 beds | 2 baths | 1,500 sq.ft.

$699,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 2%

Airbnb Rental Income: $4264

Traditional Rental Income: $3187

Airbnb ROI: 2.27%

Traditional ROI: 2%

29 Bayberry Lane

Smithtown, NY

4 beds | 3 baths | 2,600 sq.ft.

$1,195,000

Airbnb cash on cash: 1.56%

Traditional cash on cash: 1.42%

Airbnb Rental Income: $5968

Traditional Rental Income: $4635

Airbnb ROI: 1.56%

Traditional ROI: 1.42%

18 Thrush Drive

Smithtown, NY

4 beds | 2 baths | 2,000 sq.ft.

$899,990

Airbnb cash on cash: 2.79%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $5968

Traditional Rental Income: $4351

Airbnb ROI: 2.79%