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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
28 Dartmouth Drive Smithtown, NY Disclaimer: Agent Owned Property Warm and inviting ranch in the heart of Smithtown within ...	4 beds \| 2 baths \| 1,625 sq.ft.	$794,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 2.71% Airbnb Rental Income: $5968 Traditional Rental Income: $3905 Airbnb ROI: 3.9% Traditional ROI: 2.71%
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%
9 Chester Street Smithtown, NY Opportunity knocks in the heart of Smithtown! This well-maintained 4-bedroom, 2.5-bath col...	4 beds \| 3 baths \| 2,041 sq.ft.	$749,999	Airbnb cash on cash: 4.01% Traditional cash on cash: 3.11% Airbnb Rental Income: $5968 Traditional Rental Income: $4154 Airbnb ROI: 4.01% Traditional ROI: 3.11%
44 Elizabeth Avenue Smithtown, NY Beautiful newly renovated expanded Cape featuring 4 bedrooms and 2 full baths. This spacio...	4 beds \| 2 baths \| 1,578 sq.ft.	$679,999	Airbnb cash on cash: 4.83% Traditional cash on cash: 4.12% Airbnb Rental Income: $5968 Traditional Rental Income: $4336 Airbnb ROI: 4.83% Traditional ROI: 4.12%
57 Juniper Avenue Smithtown, NY This is a charming, newly updated Colonial home that offers a blend of modernity and comfo...	3 beds \| 2 baths \| 1,800 sq.ft.	$745,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 2.04% Airbnb Rental Income: $4264 Traditional Rental Income: $3048 Airbnb ROI: 2.5% Traditional ROI: 2.04%
43 Hallock Avenue Smithtown, NY Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated E...	4 beds \| 3 baths \| 2,029 sq.ft.	$899,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 2.76% Airbnb Rental Income: $5968 Traditional Rental Income: $4677 Airbnb ROI: 2.89% Traditional ROI: 2.76%
69 Amsterdam Road Smithtown, NY Welcome to 69 Amsterdam Road, a spacious home located in the highly sought-after Royal Oak...	4 beds \| 2 baths \| 2,445 sq.ft.	$739,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 3.02% Airbnb Rental Income: $5968 Traditional Rental Income: $4362 Airbnb ROI: 3.63% Traditional ROI: 3.02%
4 Clearbrook Drive Smithtown, NY Home Opportunity for Someone that is Handy or wants to Design their Own Home. Beautiful Pi...	3 beds \| 1 baths \| 1,300 sq.ft.	$649,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 2.33% Airbnb Rental Income: $4264 Traditional Rental Income: $3189 Airbnb ROI: 2.62% Traditional ROI: 2.33%
10 Weatherstone Way Smithtown, NY 10 Weatherstone Way, Smithtown, NY 11787 \| Single Family Residential	4 beds \| 2 baths \| N/A	$1,249,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 0.52% Airbnb Rental Income: $5968 Traditional Rental Income: $3843 Airbnb ROI: 1.33% Traditional ROI: 0.52%
334 Edgewood Avenue Smithtown, NY Step into a world where architecture and nature exist in perfect harmony in this custom-bu...	4 beds \| 2 baths \| 2,119 sq.ft.	$998,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 1.99% Airbnb Rental Income: $5968 Traditional Rental Income: $4439 Airbnb ROI: 2.36% Traditional ROI: 1.99%
50 Abbot Road Smithtown, NY Welcome To 50 Abbott Road In Smithtown-A 4-Bedroom, 2.5-Bath Home Located On A Quiet Cul-D...	4 beds \| 3 baths \| 2,500 sq.ft.	$999,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 1.9% Airbnb Rental Income: $5968 Traditional Rental Income: $4227 Airbnb ROI: 2.5% Traditional ROI: 1.9%
458 Route 111 (Hauppauge Road) Smithtown, NY This beautifully maintained expanded Cape offers 3 spacious bedrooms and 2 full baths, pri...	3 beds \| 2 baths \| 1,000 sq.ft.	$599,990	Airbnb cash on cash: 3.44% Traditional cash on cash: 3.23% Airbnb Rental Income: $4264 Traditional Rental Income: $3245 Airbnb ROI: 3.44% Traditional ROI: 3.23%
2 Cindy Street Smithtown, NY Say Hello To Your New Home! This Colonial Is A True Stunner Featuring Hardwood Floors And ...	4 beds \| 2 baths \| 1,900 sq.ft.	$775,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 2.57% Airbnb Rental Income: $5968 Traditional Rental Income: $4131 Airbnb ROI: 3.48% Traditional ROI: 2.57%
185 Plymouth Boulevard Smithtown, NY Prestine 4-Bedroom Colonial with FULL BASEMENT in the Smithtown School District! Welcome t...	4 beds \| 3 baths \| 2,448 sq.ft.	$999,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.2% Airbnb Rental Income: $5968 Traditional Rental Income: $4783 Airbnb ROI: 2.2% Traditional ROI: 2.2%
8 Mulberry Drive Smithtown, NY Welcome to this beautifully updated Hi-Ranch in the desirable Morewood section of Smithtow...	4 beds \| 2 baths \| 1,703 sq.ft.	$799,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 2.26% Airbnb Rental Income: $5968 Traditional Rental Income: $3705 Airbnb ROI: 3.71% Traditional ROI: 2.26%
12 Darling Avenue Smithtown, NY Welcome to 12 Darling Ave. located in the heart of Smithtown. Situated on a .32, level acr...	4 beds \| 2 baths \| N/A	$849,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 2.89% Airbnb Rental Income: $5968 Traditional Rental Income: $4272 Airbnb ROI: 3.54% Traditional ROI: 2.89%
5 Poplar Drive Smithtown, NY Welcome to this completely renovated and expanded split ranch located in the highly sought...	4 beds \| 3 baths \| 3,662 sq.ft.	$1,288,888	Airbnb cash on cash: 2.42% Traditional cash on cash: 1.68% Airbnb Rental Income: $5968 Traditional Rental Income: $3889 Airbnb ROI: 2.42% Traditional ROI: 1.68%
66 Darling Avenue Smithtown, NY Welcome to 66 Darling Avenue. This charming and spacious Colonial features four generously...	4 beds \| 3 baths \| 2,154 sq.ft.	$775,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 3.5% Airbnb Rental Income: $5968 Traditional Rental Income: $4387 Airbnb ROI: 4.05% Traditional ROI: 3.5%
18 Annetta Avenue Smithtown, NY Wonderful opportunity to own a lovely home located on a quiet street with Smithtown school...	3 beds \| 1 baths \| 1,400 sq.ft.	$599,990	Airbnb cash on cash: 2.92% Traditional cash on cash: 2.55% Airbnb Rental Income: $4264 Traditional Rental Income: $3157 Airbnb ROI: 2.92% Traditional ROI: 2.55%
173 Fifty Acre Road S Smithtown, NY Welcome to 173 Fifty Acre Road ...This home features a welcoming entry foyer area, a spaci...	4 beds \| 2 baths \| 2,426 sq.ft.	$699,999	Airbnb cash on cash: 4% Traditional cash on cash: 2.79% Airbnb Rental Income: $5968 Traditional Rental Income: $3993 Airbnb ROI: 4% Traditional ROI: 2.79%
61 Hurtin Boulevard Smithtown, NY Welcome to 61 Hurtin Boulevard....This Spacious Brookfield Colonial features the following...	4 beds \| 3 baths \| 2,477 sq.ft.	$749,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 3.57% Airbnb Rental Income: $5968 Traditional Rental Income: $4718 Airbnb ROI: 3.67% Traditional ROI: 3.57%
32 Branch Drive Smithtown, NY LOCATION LOCATION! Looking for a perfect tranquil spot to call home? This is it! Situated ...	4 beds \| 3 baths \| 2,352 sq.ft.	$1,100,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 1.65% Airbnb Rental Income: $5968 Traditional Rental Income: $4703 Airbnb ROI: 1.73% Traditional ROI: 1.65%
64 Marquette Drive Smithtown, NY Welcome to this well-maintained 4-bedroom, 1.5-bath high ranch located in the heart of Smi...	4 beds \| 2 baths \| 2,200 sq.ft.	$849,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 2.54% Airbnb Rental Income: $5968 Traditional Rental Income: $4307 Airbnb ROI: 3.14% Traditional ROI: 2.54%
16 Ursular Court Smithtown, NY Step inside this Beautiful & Spacious 4 Bedroom, 3 Full Bath Farm Ranch! This home feature...	4 beds \| 3 baths \| 2,074 sq.ft.	$899,000	Airbnb cash on cash: 2.95% Traditional cash on cash: 2.45% Airbnb Rental Income: $5968 Traditional Rental Income: $4367 Airbnb ROI: 2.95% Traditional ROI: 2.45%
14 Ursular Court Smithtown, NY Welcome to 14 Ursular Court located in the heart of North Smithtown!!! This Charming updat...	3 beds \| 2 baths \| 1,162 sq.ft.	$769,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 1.78% Airbnb Rental Income: $4264 Traditional Rental Income: $3252 Airbnb ROI: 1.94% Traditional ROI: 1.78%

Vacation Rentals in Smithtown

There are 25 vacation rental properties available for sale in the city of Smithtown . The median list price of Airbnb properties available for sale in Smithtown is $794,000 and the average price per square foot is $382. The cash on cash return on vacation rentals in Smithtown is 2.00%. The average monthly short term rental income in Smithtown is $4,264.

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

There are 25 Airbnb properties available for sale in Smithtown.

In 2026, the best neighborhood to buy short term rental property is Smithtown.

In May 2026, the average Airbnb occupancy rate in Smithtown is 25%.

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

28 Dartmouth Drive

Smithtown, NY

4 beds | 2 baths | 1,625 sq.ft.

$794,000

Airbnb cash on cash: 3.9%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $5968

Traditional Rental Income: $3905

Airbnb ROI: 3.9%

Traditional ROI: 2.71%

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%

9 Chester Street

Smithtown, NY

4 beds | 3 baths | 2,041 sq.ft.

$749,999

Airbnb cash on cash: 4.01%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $5968

Traditional Rental Income: $4154

Airbnb ROI: 4.01%

Traditional ROI: 3.11%

44 Elizabeth Avenue

Smithtown, NY

4 beds | 2 baths | 1,578 sq.ft.

$679,999

Airbnb cash on cash: 4.83%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $5968

Traditional Rental Income: $4336

Airbnb ROI: 4.83%

Traditional ROI: 4.12%

57 Juniper Avenue

Smithtown, NY

3 beds | 2 baths | 1,800 sq.ft.

$745,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $4264

Traditional Rental Income: $3048

Airbnb ROI: 2.5%

Traditional ROI: 2.04%

43 Hallock Avenue

Smithtown, NY

4 beds | 3 baths | 2,029 sq.ft.

$899,000

Airbnb cash on cash: 2.89%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $5968

Traditional Rental Income: $4677

Airbnb ROI: 2.89%

Traditional ROI: 2.76%

69 Amsterdam Road

Smithtown, NY

4 beds | 2 baths | 2,445 sq.ft.

$739,000

Airbnb cash on cash: 3.63%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $5968

Traditional Rental Income: $4362

Airbnb ROI: 3.63%

Traditional ROI: 3.02%

4 Clearbrook Drive

Smithtown, NY

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

$649,000

Airbnb cash on cash: 2.62%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $4264

Traditional Rental Income: $3189

Airbnb ROI: 2.62%