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
11 Coventry Lane Smithtown, NY Welcome to this stunning Hamptons-style Colonial located within the highly sought-after Sm...	4 beds \| 3 baths \| 2,500 sq.ft.	$929,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 1.92% Airbnb Rental Income: $5968 Traditional Rental Income: $4227 Airbnb ROI: 2.57% Traditional ROI: 1.92%
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%
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%
17 Erita Lane Smithtown, NY Welcome to 17 Erita Lane in Smithtown. This is the home you have been waiting for. This la...	4 beds \| 3 baths \| 2,495 sq.ft.	$1,199,950	Airbnb cash on cash: 1.7% Traditional cash on cash: 1.68% Airbnb Rental Income: $5968 Traditional Rental Income: $4769 Airbnb ROI: 1.7% Traditional ROI: 1.68%
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.	$849,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 2.98% Airbnb Rental Income: $5968 Traditional Rental Income: $4677 Airbnb ROI: 3.12% Traditional ROI: 2.98%
4 Clearbrook Dr 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%
20 Oak Tree Dr Smithtown, NY Beautiful spacious ranch in the desirable Village of the branch. Four beds, 3 full baths. ...	4 beds \| 3 baths \| 2,400 sq.ft.	$1,050,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 2.03% Airbnb Rental Income: $5968 Traditional Rental Income: $4668 Airbnb ROI: 2.14% Traditional ROI: 2.03%
61 Hofstra Drive Smithtown, NY Welcome to this beautifully expanded Colonial nestled in the highly sought after College S...	4 beds \| 3 baths \| 1,900 sq.ft.	$789,000	Airbnb cash on cash: 3.46% Traditional cash on cash: 3.1% Airbnb Rental Income: $5968 Traditional Rental Income: $4526 Airbnb ROI: 3.46% Traditional ROI: 3.1%
118 Ledgewood Drive Smithtown, NY Spacious 4/5 Bedroom Hi Ranch on Beautiful .52 Acres Flat Usable Yard. Lovely Landscape Fr...	4 beds \| 2 baths \| 2,292 sq.ft.	$849,900	Airbnb cash on cash: 3.49% Traditional cash on cash: 2.99% Airbnb Rental Income: $5968 Traditional Rental Income: $4389 Airbnb ROI: 3.49% Traditional ROI: 2.99%
52 Brilner Drive Smithtown, NY Welcome to 52 Brilner Drive in Smithtown, an Updated Expanded Cape, with 4 Bedrooms & 2 Fu...	4 beds \| 2 baths \| 2,100 sq.ft.	$785,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 2.67% Airbnb Rental Income: $5968 Traditional Rental Income: $4081 Airbnb ROI: 3.64% Traditional ROI: 2.67%
19 Knoll Lane Smithtown, NY Welcome to 19 Knoll Lane, Smithtown - Where Comfort Meets Elegance Nestled in the heart of...	4 beds \| 3 baths \| 2,471 sq.ft.	$965,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 2.25% Airbnb Rental Income: $5968 Traditional Rental Income: $4352 Airbnb ROI: 2.74% Traditional ROI: 2.25%
50 Amsterdam Road Smithtown, NY Welcome to 50 Amsterdam Road, an inviting 4-bedroom home ideally situated in one of Smitht...	4 beds \| 2 baths \| 1,284 sq.ft.	$789,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 1.92% Airbnb Rental Income: $5968 Traditional Rental Income: $3355 Airbnb ROI: 3.86% Traditional ROI: 1.92%
15 Veronica Court Smithtown, NY Nestled on a quiet cul-de-sac, this beautifully constructed ranch welcomes you with a circ...	4 beds \| 3 baths \| 1,609 sq.ft.	$825,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 3.23% Airbnb Rental Income: $5968 Traditional Rental Income: $4431 Airbnb ROI: 3.69% Traditional ROI: 3.23%
2 Cindy Street Smithtown, NY BACK ON MARKET BUYERS FAILED TO PRODUCE - Say Hello To Your New Home! This Colonial Is A T...	4 beds \| 2 baths \| 1,900 sq.ft.	$849,999	Airbnb cash on cash: 3.09% Traditional cash on cash: 2.26% Airbnb Rental Income: $5968 Traditional Rental Income: $4131 Airbnb ROI: 3.09% Traditional ROI: 2.26%
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%
23 Whitney Gate Smithtown, NY .Welcome to this classic Smithtown Colonial set on a beautiful .66-acre property surrounde...	4 beds \| 3 baths \| 2,500 sq.ft.	$800,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.62% Airbnb Rental Income: $5968 Traditional Rental Income: $4744 Airbnb ROI: 2.68% Traditional ROI: 2.62%
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%
58 Cherry Lane Smithtown, NY Welcome to 58 Cherry Lane ~ A beautiful house in a beautiful neighborhood waiting to be yo...	4 beds \| 2 baths \| 2,100 sq.ft.	$875,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.33% Airbnb Rental Income: $5968 Traditional Rental Income: $4114 Airbnb ROI: 3.15% Traditional ROI: 2.33%
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%
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%
10 Weatherstone Way Smithtown, NY Addressed to Impress-Experience Elevated Living in One of Smithtown's Most Prestigious Nei...	4 beds \| 3 baths \| 2,738 sq.ft.	$1,098,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 0.91% Airbnb Rental Income: $5968 Traditional Rental Income: $3843 Airbnb ROI: 1.83% Traditional ROI: 0.91%
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%
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 Crystal Court Smithtown, NY Welcome to 2 Crystal Court nestled on a private cul-de-sac in the heart of Smithtown! Step...	4 beds \| 3 baths \| 2,700 sq.ft.	$999,999	Airbnb cash on cash: 2.12% Traditional cash on cash: 1.93% Airbnb Rental Income: $5968 Traditional Rental Income: $4610 Airbnb ROI: 2.12% Traditional ROI: 1.93%
16 Amherst Lane Smithtown, NY Welcome home- inviting colonial in Smithtown with Commack schools. Light, bright & beautif...	4 beds \| 3 baths \| 2,034 sq.ft.	$799,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.39% Airbnb Rental Income: $5968 Traditional Rental Income: $4766 Airbnb ROI: 3.42% Traditional ROI: 3.39%
4 Concord Lane Smithtown, NY Welcome to this beautifully maintained Hi-Ranch in the heart of Smithtown featuring a spac...	4 beds \| 2 baths \| 1,264 sq.ft.	$849,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 2.12% Airbnb Rental Income: $5968 Traditional Rental Income: $3890 Airbnb ROI: 3.26% Traditional ROI: 2.12%
3 Bradley Court Smithtown, NY Welcome to 3 Bradley Court, a charming 4-bedroom, 2-bathroom Hi-Ranch residence nestled pe...	4 beds \| 2 baths \| 1,844 sq.ft.	$749,990	Airbnb cash on cash: 4.06% Traditional cash on cash: 2.78% Airbnb Rental Income: $5968 Traditional Rental Income: $3886 Airbnb ROI: 4.06% Traditional ROI: 2.78%
12 Westbrook Lane Smithtown, NY GOING....GOING.... GONE......!!Don't blink or you will miss this one. Completely renovated...	4 beds \| 3 baths \| 1,788 sq.ft.	$849,990	Airbnb cash on cash: 3.74% Traditional cash on cash: 3.43% Airbnb Rental Income: $5968 Traditional Rental Income: $4538 Airbnb ROI: 3.74% Traditional ROI: 3.43%
37 Winston Drive Smithtown, NY Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over...	3 beds \| 1 baths \| N/A	$1,200,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 1.09% Airbnb Rental Income: $4264 Traditional Rental Income: $3292 Airbnb ROI: 1.15% Traditional ROI: 1.09%
27 Lindner Place Smithtown, NY Welcome to 27 Lindner Place, Smithtown! This completely move-in ready and fully updated 3-...	3 beds \| 1 baths \| 1,229 sq.ft.	$549,999	Airbnb cash on cash: 4.08% Traditional cash on cash: 3.17% Airbnb Rental Income: $4264 Traditional Rental Income: $2899 Airbnb ROI: 4.08% Traditional ROI: 3.17%
78 Cornell Drive Smithtown, NY Welcome home to this beautifully appointed 4-bedroom, 2-bathroom gem offering the ultimate...	4 beds \| 2 baths \| 236 sq.ft.	$739,990	Airbnb cash on cash: 4.28% Traditional cash on cash: 1.91% Airbnb Rental Income: $5968 Traditional Rental Income: $3149 Airbnb ROI: 4.28% Traditional ROI: 1.91%
9 Quincy Lane Smithtown, NY Welcome to this exceptional California Hi-Ranch offering a bright, open layout designed fo...	4 beds \| 3 baths \| 2,183 sq.ft.	$790,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 3.42% Airbnb Rental Income: $5968 Traditional Rental Income: $4641 Airbnb ROI: 3.61% Traditional ROI: 3.42%
20 Croft Lane Smithtown, NY This 3-bedroom, 1-bath ranch is located in the Smithtown Pines. This charming home has a l...	3 beds \| 1 baths \| 1,014 sq.ft.	$500,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 2.85% Airbnb Rental Income: $4264 Traditional Rental Income: $2909 Airbnb ROI: 3.82% Traditional ROI: 2.85%
6 Magnolia Lane Smithtown, NY Welcome to this stately brick Colonial offering timeless character, exceptional space, all...	4 beds \| 3 baths \| 2,884 sq.ft.	$1,250,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 1.46% Airbnb Rental Income: $5968 Traditional Rental Income: $4727 Airbnb ROI: 1.51% Traditional ROI: 1.46%
43 Dale Lane Smithtown, NY Welcome to this charming 3-bedroom ranch nestled on a desirable block and backing directly...	3 beds \| 1 baths \| 1,268 sq.ft.	$735,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 2.19% Airbnb Rental Income: $4264 Traditional Rental Income: $3237 Airbnb ROI: 2.37% Traditional ROI: 2.19%
14 Mark Drive Smithtown, NY Location, Location, Location!! Opportunity knocks in the sought-after Forestwood section o...	4 beds \| 3 baths \| 1,612 sq.ft.	$619,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 4.17% Airbnb Rental Income: $5968 Traditional Rental Income: $4490 Airbnb ROI: 4.68% Traditional ROI: 4.17%

Vacation Rentals in Smithtown

There are 38 vacation rental properties available for sale in the city of Smithtown . The median list price of Airbnb properties available for sale in Smithtown is $834,501 and the average price per square foot is $396. 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 38 Airbnb properties available for sale in Smithtown.

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

In July 2026, the average Airbnb occupancy rate in Smithtown is 21%.

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

11 Coventry Lane

Smithtown, NY

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

$929,000

Airbnb cash on cash: 2.57%

Traditional cash on cash: 1.92%

Airbnb Rental Income: $5968

Traditional Rental Income: $4227

Airbnb ROI: 2.57%

Traditional ROI: 1.92%

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%

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%

17 Erita Lane

Smithtown, NY

4 beds | 3 baths | 2,495 sq.ft.

$1,199,950

Airbnb cash on cash: 1.7%

Traditional cash on cash: 1.68%

Airbnb Rental Income: $5968

Traditional Rental Income: $4769

Airbnb ROI: 1.7%

Traditional ROI: 1.68%

43 Hallock Avenue

Smithtown, NY

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

$849,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $5968

Traditional Rental Income: $4677

Airbnb ROI: 3.12%

Traditional ROI: 2.98%

4 Clearbrook Dr

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%

Traditional ROI: 2.33%

20 Oak Tree Dr

Smithtown, NY

4 beds | 3 baths | 2,400 sq.ft.

$1,050,000

Airbnb cash on cash: 2.14%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $5968

Traditional Rental Income: $4668

Airbnb ROI: 2.14%

Traditional ROI: 2.03%

61 Hofstra Drive

Smithtown, NY

4 beds | 3 baths | 1,900 sq.ft.

$789,000

Airbnb cash on cash: 3.46%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $5968

Traditional Rental Income: $4526

Airbnb ROI: 3.46%