Price Reduced35$1,419,999
4 bd · 4 ba · 2,905 sqft
21 Wilderness Road, Smithtown, NY
Jennifer Keenan · Serhant East End LLC
Homes for Sale in Smithtown, NY
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24 of 205 Listings
Price Reduced35$1,419,999
4 bd · 4 ba · 2,905 sqft
21 Wilderness Road, Smithtown, NY
Jennifer Keenan · Serhant East End LLC
37$799,000
4 bd · 2 ba · 2,026 sqft
26 Heritage Place S, Smithtown, NY
Ron Zimmerman · Keller Williams Realty Elite
Price Reduced25$790,000
4 bd · 3 ba · 2,745 sqft
12 Kenny Street, Smithtown, NY
Brian Canny · ERA/Caputo Realty
46$3,995,000
7 bd · 6 ba · 6,000 sqft
38 Landing Meadow Road, Smithtown, NY
Philip C. Laffey · LAFFEY REAL ESTATE
Price Reduced44$928,000
4 bd · 3 ba · 2,400 sqft
29 Sandy Hollow Drive, Smithtown, NY
Salvatore V. Vacchio · Countryside Realty & Mgmt Svcs
Price Reduced50$1,695,000
5 bd · 6 ba · 5,000 sqft
14 Loft Road, Smithtown, NY
Richard Iorio Jr · Douglas Elliman Real Estate
Price Reduced50$1,199,000
7 bd · 6 ba · 5,000 sqft
125 W Main Street, Smithtown, NY
Brenda K. Aparicio CBR · Signature Premier Properties
Price Reduced33$989,999
3 bd · 4 ba · 1,332 sqft
60 Steuben Boulevard, Smithtown, NY
Christian Monge Figueroa · Keller Williams Realty Greater
45$869,000
4 bd · 3 ba · 2,380 sqft
6 Navy Drive, Smithtown, NY
Tom Amalfitano · Exit Realty Island Elite
21$649,000
2 bd · 2 ba · 948 sqft
1205 Gotham Drive, Smithtown, NY
Batul N. Morbi GRI · Compass Greater NY LLC
Price Reduced33$959,000
4 bd · 3 ba · 1,986 sqft
57 Brooksite Drive, Smithtown, NY
Minas Styponias · Realty Executives Today
49$1,589,000
5 bd · 4 ba · 4,960 sqft
35 Monterrey Drive, Smithtown, NY
Kiki Liu · Signature Premier Properties
50$1,279,000
4 bd · 3 ba · 2,390 sqft
8 Feather Lane, Smithtown, NY
Gregory A. Berkowitz · BERKSHIRE HATHAWAY
21$899,000
3 bd · 2 ba · 1,704 sqft
3 Ridge Road, Smithtown, NY
Lisa Pincus · Douglas Elliman Real Estate
13$1,749,999
5 bd · 4 ba · 3,400 sqft
3 Greentree Court, Smithtown, NY
Matthew Hart · World Prop Intl Sea to Sky
Price Reduced35$899,000
3 bd · 3 ba · 1,800 sqft
38 Hallock Avenue, Smithtown, NY
Sheryl Osborne ABR SRS · Exit Realty Edge
Price Reduced35$1,250,000
6 bd · 4 ba · 4,061 sqft
10 Burham Drive, Smithtown, NY
Muharem L. Hasan · Weichert Realtors
Price Reduced19$2,499,000
6 bd · 4 ba · 6,050 sqft
301 Old Mill Road, Smithtown, NY
Gregory J. Masaitis · Keller Williams Realty Elite
Price Reduced43$3,750,000
3 bd · 2 ba · 1,000 sqft
357 Smithtown Boulevard, Smithtown, NY
Jaclyn Marra · Keller Williams Upstate NYProp
Price Reduced34$665,000
4 bd · 4 ba · 1,755 sqft
4 Bowman Lane, Smithtown, NY
Eric Neitzel GRI · DeBarbieri Assoc Inc
Price Reduced49$989,999
4 bd · 3 ba · 2,590 sqft
14 Sandpiper Court, Smithtown, NY
Nicholas Mazziotti · Signature Premier Properties
Price Reduced30$1,599,000
4 bd · 4 ba · 3,000 sqft
597 Pulaski Road, Smithtown, NY
Rachel King · Serhant LLC
Price Reduced13$950,000
4 bd · 3 ba · 1,974 sqft
45 Croft Lane, Smithtown, NY
Min Xiao · Welhome Realty Inc
Price Reduced50$1,999,000
4 bd · 4 ba · 3,737 sqft
67 Sunny Road, Smithtown, NY
Eric Neitzel GRI · DeBarbieri Assoc Inc
OneKey MLSSource: HJN community data
August 2026 · This period is still settling
Selling at 104.4% of asking price
Buyers here are paying above asking. MLS · 38 sales · as of Aug 31, 2026