Real Estate Investment Properties for Sale in Smithtown, NY
Looking for investment property in Smithtown, NY with high ROI ?
Explore a variety of short-term homes & houses in Smithtown, NY. Invest wisely with VRBO & Smithtown, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Smithtown, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
296 Moriches RoadSmithtown, NYDiscover the perfect blend of modern updates, timeless appeal, and comfortable living in t... |
3 beds | 3 baths | 1,354 sq.ft. |
$699,000 |
Airbnb cash on cash: -0.7%
|
90 Cornell DriveSmithtown, NYWelcome to this charming home located in Smithtown, within the award-winning Commack Schoo... |
4 beds | 2 baths | 1,376 sq.ft. |
$729,000 |
Airbnb cash on cash: 4%
|
9 Mulberry DriveSmithtown, NYWelcome to this beautifully maintained 4-bedroom, 2-bath hi-ranch in Royal Oaks, Smithtown... |
4 beds | 2 baths | 2,200 sq.ft. |
$849,000 |
Airbnb cash on cash: 3.16%
|
6 Wyandanch BoulevardSmithtown, NYWelcome to your dream home! Perfectly situated in the highly sought-after Hauppauge School... |
4 beds | 3 baths | 2,272 sq.ft. |
$965,000 |
Airbnb cash on cash: 2.98%
|
47 McArthur LaneSmithtown, NYLOW TAXES OF JUST $14,638! A PRIVATE RESORT-STYLE RETREAT IN SMITHTOWN PINES! Experience t... |
4 beds | 3 baths | 2,482 sq.ft. |
$1,299,000 |
Airbnb cash on cash: 1.76%
|
2 Vistas CircleSmithtown, NYThe final opportunity to own a brand-new, custom masterpiece in this exclusive cul-de-sac.... |
4 beds | 4 baths | 2,600 sq.ft. |
$1,499,000 |
Airbnb cash on cash: 0.66%
|
46 Parnell DriveSmithtown, NYWelcome to this inviting 4-bedroom, 2-bath Hi-Ranch nestled on a quiet street in beautiful... |
4 beds | 2 baths | 1,676 sq.ft. |
$789,000 |
Airbnb cash on cash: 3.76%
|
4 6th AvenueSmithtown, NYWelcome to this beautifully maintained 3-bedroom Colonial, built in 2005, featuring an ope... |
3 beds | 3 baths | 1,600 sq.ft. |
$849,000 |
Airbnb cash on cash: -0.67%
|
44 Elizabeth AveSmithtown, NYMagnificent, completely redone expanded Cape set on an oversized property in the Smithtown... |
3 beds | 2 baths | N/A |
$649,000 |
Airbnb cash on cash: -0.16%
|
14 Sandpiper CourtSmithtown, NYNestled on a quiet cul-de-sac, this timeless Colonial offers the perfect blend of comfort,... |
4 beds | 3 baths | 2,590 sq.ft. |
$989,999 |
Airbnb cash on cash: 1.9%
|
6 Keystone CourtSmithtown, NYLast Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of H... |
4 beds | 4 baths | 2,600 sq.ft. |
$1,550,000 |
Airbnb cash on cash: 2.2%
|
9 Franciscan LaneSmithtown, NYWelcome to this stately 4-bedroom, 2.5-bath Center Hall Colonial, gracefully positioned wi... |
4 beds | 3 baths | 2,502 sq.ft. |
$1,349,000 |
Airbnb cash on cash: 1.25%
|
592 Landing AvenueSmithtown, NYCompletely Renovated Historic 3 story Colonial on private 1.3 Acre parcel with circular dr... |
5 beds | 3 baths | 4,000 sq.ft. |
$1,195,000 |
Airbnb cash on cash: N/A
|
2 Riverview TerSmithtown, NY2 Riverview Ter, Smithtown, NY 11787 | Single Family Residential |
6 beds | 5 baths | 3,946 sq.ft. |
$2,599,000 |
Airbnb cash on cash: N/A
|
10 Smithtown Boulevard #6ASmithtown, NYWelcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence ... |
1 beds | 1 baths | 820 sq.ft. |
$344,999 |
Airbnb cash on cash: -0.69%
|
2 Three Pond RoadSmithtown, NYWelcome to 2 Three Pond Road.... This Yablonski built Center Hall Colonial is set on 1 Acr... |
4 beds | 3 baths | 2,788 sq.ft. |
$1,149,999 |
Airbnb cash on cash: 1.5%
|
26 Stone Gate CourtSmithtown, NYMove right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, ... |
3 beds | 3 baths | 2,265 sq.ft. |
$810,000 |
Airbnb cash on cash: -1.6%
|
20 Veronica CourtSmithtown, NYWelcome to 20 Veronica Court, Smithtown - a spacious ranch-style home nestled on a quiet c... |
5 beds | 3 baths | 2,196 sq.ft. |
$699,000 |
Airbnb cash on cash: N/A
|
23 Colonial DriveSmithtown, NYWelcome to this expansive 3,800-square-foot home offering exceptional space and flexibilit... |
5 beds | 4 baths | 3,800 sq.ft. |
$1,099,988 |
Airbnb cash on cash: N/A
|
589 Landing AvenueSmithtown, NYNestled at the end of a private long drive shared with only 2 other homes and Not directly... |
5 beds | 3 baths | 3,851 sq.ft. |
$1,626,000 |
Airbnb cash on cash: N/A
|
225 Old Willets PathSmithtown, NYWelcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a profess... |
4 beds | 3 baths | 3,211 sq.ft. |
$1,890,000 |
Airbnb cash on cash: 0.59%
|
300 Pond View LnSmithtown, NY300 Pond View Ln, Smithtown, NY 11787 | Condo/Coop |
3 beds | 2 baths | 1,800 sq.ft. |
$725,000 |
Airbnb cash on cash: -1.12%
|
119 Brook LnSmithtown, NY119 Brook Ln, Smithtown, NY 11787 | Single Family Residential |
4 beds | 2 baths | 2,000 sq.ft. |
$825,000 |
Airbnb cash on cash: 3.39%
|
91 Hidden PondsSmithtown, NY91 Hidden Ponds, Smithtown, NY 11787 | Condo/Coop |
2 beds | 2 baths | 1,197 sq.ft. |
$599,000 |
Airbnb cash on cash: -0.58%
|
103 Redan DrSmithtown, NY103 Redan Dr, Smithtown, NY 11787 | Single Family Residential |
4 beds | 3 baths | 3,200 sq.ft. |
$985,000 |
Airbnb cash on cash: 1.72%
|
14 Loft RoadSmithtown, NYExperience the pinnacle of luxury living on this sprawling 1.25+ acre equestrian-ready est... |
5 beds | 6 baths | 5,000 sq.ft. |
$1,695,000 |
Airbnb cash on cash: N/A
|
35 Pine Ridge DrSmithtown, NY35 Pine Ridge Dr, Smithtown, NY 11787 | Single Family Residential |
4 beds | 2 baths | 2,626 sq.ft. |
$1,299,000 |
Airbnb cash on cash: 1.17%
|
29 Ivy Hill DriveSmithtown, NYSprawling Smithtown Ranch on .52 Acre with Gunite Pool & 3-Car Garage! Space, flexibility ... |
4 beds | 3 baths | 2,462 sq.ft. |
$800,000 |
Airbnb cash on cash: 2.61%
|
33 Laurel DrSmithtown, NY33 Laurel Dr, Smithtown, NY 11787 | Single Family Residential |
4 beds | 1 baths | 1,371 sq.ft. |
$599,999 |
Airbnb cash on cash: 5.67%
|
38 Landing Meadow RdSmithtown, NY38 Landing Meadow Rd, Smithtown, NY 11787 | Single Family Residential |
7 beds | 5 baths | 6,000 sq.ft. |
$3,995,000 |
Airbnb cash on cash: N/A
|
6 Navy DrSmithtown, NY6 Navy Dr, Smithtown, NY 11787 | Single Family Residential |
4 beds | 2 baths | 2,380 sq.ft. |
$869,000 |
Airbnb cash on cash: 3.09%
|
191 Old Willets PathSmithtown, NY191 Old Willets Path, Smithtown, NY 11787 | Single Family Residential |
4 beds | 2 baths | N/A |
$749,000 |
Airbnb cash on cash: 4.01%
|
3 Greentree CtSmithtown, NY3 Greentree Ct, Smithtown, NY 11787 | Single Family Residential |
5 beds | 3 baths | 3,400 sq.ft. |
$1,749,999 |
Airbnb cash on cash: N/A
|
38 Hallock AveSmithtown, NY38 Hallock Ave, Smithtown, NY 11787 | Single Family Residential |
3 beds | 2 baths | 1,800 sq.ft. |
$899,000 |
Airbnb cash on cash: -0.91%
|
16 Brook LnSmithtown, NY16 Brook Ln, Smithtown, NY 11787 | Single Family Residential |
4 beds | 2 baths | 2,629 sq.ft. |
$875,000 |
Airbnb cash on cash: 3.05%
|
10 Burham DrSmithtown, NY10 Burham Dr, Smithtown, NY 11787 | Single Family Residential |
6 beds | 3 baths | 4,061 sq.ft. |
$1,250,000 |
Airbnb cash on cash: N/A
|
6 Averly PlSmithtown, NY6 Averly Pl, Smithtown, NY 11787 | Single Family Residential |
4 beds | 2 baths | 2,896 sq.ft. |
$1,374,000 |
Airbnb cash on cash: 0.96%
|
76 Burlington BlvdSmithtown, NY76 Burlington Blvd, Smithtown, NY 11787 | Single Family Residential |
3 beds | 3 baths | 1,684 sq.ft. |
$768,000 |
Airbnb cash on cash: -0.6%
|
49 Sandy Hollow DrSmithtown, NY49 Sandy Hollow Dr, Smithtown, NY 11787 | Single Family Residential |
3 beds | 2 baths | 1,328 sq.ft. |
$749,999 |
Airbnb cash on cash: -0.55%
|
22 South AveSmithtown, NY22 South Ave, Smithtown, NY 11787 | Single Family Residential |
3 beds | 2 baths | 1,280 sq.ft. |
$649,000 |
Airbnb cash on cash: -0.22%
|
Real Estate investment in Smithtown, NY
There are 117 properties for sale in the city of Smithtown . The median list price in Smithtown is $900,571 and the average price per square foot is $410. In November 2026, the average monthly cash on cash return in Smithtown is 3.00%. The average monthly rental income in Smithtown is $4,193.