Smithtown, NY Homes

• 

  Est $754,376 Not Listed For Sale

  32 Mulberry Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • Built 1963

  32 Mulberry Dr, Smithtown, NY 11787

  Last Sold Summary

  • 14% Above List Price
  • $582/SF
  • 29 Days On Market

  • Last Sold Price $660,000
  • Sep 26, 2023

  Last Listing Agent Joseph Donofrio Douglas Elliman Real Estate
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  /17

  $599,990 Pending

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  18 Annetta Ave, Smithtown, NY 11787

  Wonderful opportunity to own a lovely home located on a quiet street with Smithtown schools. This home has hardwood floors throughout. The living room is large with a brick hearth fireplace and large windows. The extended eat in kitchen has a large eating area with sliding patio doors leading to a deck. Off the kitchen there is a den. The bedrooms are all spacious. The basement is full with an

  Rowena Nedvin Signature Premier Properties

  18 Annetta Ave, Smithtown, NY 11787
• 

  $745,000 Sold Aug 27, 2025

  2 Cornell Ct N, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1955

  Last Sold Summary

  • 6% Above List Price
  • $571/SF
  • 11 Days On Market

  Current Estimated Value $759,492

  Last Listing Agent Kate Works Compass Greater NY LLC

  2 Cornell Ct N, Smithtown, NY 11787
• 

  Not Listed For Sale

  20 Mulberry Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1963

  20 Mulberry Dr, Smithtown, NY 11787

  Last Sold Summary

  • 69 Days On Market

  • Last Sold Price $650,000
  • Dec 20, 2024

  Last Listing Agent William Zezelic Signature Premier Properties
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  /28

  $669,000 Pending

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft

  7 Gedney Ave, Smithtown, NY 11787

  Welcome to 7 Gedney Avenue, a beautifully updated 3/1 ranch in the highly sought-after Smithtown School District, perfectly situated on a meticulously landscaped .23-acre property and tucked away on a quiet, tree-lined street! Step into a sun-drenched living room featuring recently refinished hardwood floors, recessed lighting, and an abundance of natural light, creating a warm and inviting space

  Nicole Schwartz RE/MAX Team

  7 Gedney Ave, Smithtown, NY 11787
• 

  $925,000 Sold Sep 19, 2025

  15 Format Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,535 Sq Ft
  • Built 1970

  Last Sold Summary

  • 9% Above List Price
  • $365/SF
  • 21 Days On Market

  Current Estimated Value $924,188

  Last Listing Agent Lorraine Marotta Signature Premier Properties

  15 Format Ln, Smithtown, NY 11787
• 

  Est $955,531 Not Listed For Sale

  33 Grassy Pond Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 1976

  33 Grassy Pond Dr, Smithtown, NY 11787

  Last Sold Summary

  • 22% Above List Price
  • 21 Days On Market

  • Last Sold Price $785,000
  • Aug 02, 2023

  Last Listing Agent Elia Rubinstein Realty Connect USA L I Inc
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  /50

  $874,900 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

  44 Steven Place, Smithtown, NY 11787

  Welcome to 44 Steven Pl, Smithtown, NY! This stunning detached single-family home offers a perfect blend of charm and functionality. With an open floor plan which includes 4 spacious bedrooms and 2.5 bathrooms, this property is designed to accommodate your lifestyle. Step inside to discover an inviting, large foyer that leads to a living room, family room, half bathroom and an elegant formal

  Lisa Minuto Compass Greater NY LLC

  44 Steven Place, Smithtown, NY 11787
• 

  $665,000 Sold Dec 22, 2025

  58 Sherbrooke Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 1,656 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Above List Price
  • $402/SF
  • 48 Days On Market

  Current Estimated Value $719,053

  Last Listing Agent Luisa Fazzalari Douglas Elliman Real Estate

  58 Sherbrooke Dr, Smithtown, NY 11787
• 

  Est $929,559 Not Listed For Sale

  51 Woodland Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,222 Sq Ft
  • Built 1970

  51 Woodland Ln, Smithtown, NY 11787

  Last Sold Summary

  • 12% Above List Price
  • $374/SF
  • 8 Days On Market

  • Last Sold Price $830,000
  • Jul 03, 2024

  Last Listing Agent Christine Daddio Howard Hanna Coach
• 

  

  /48

  $2,599,000

  • 6 Beds
  • 8 Baths
  • 3,946 Sq Ft

  2 Riverview Terrace, Smithtown, NY 11787

  Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and

  Jamie Marcantonio Signature Premier Properties

  2 Riverview Terrace, Smithtown, NY 11787
• 

  $815,000 Sold Oct 14, 2025

  19 Laurel Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,647 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $308/SF
  • 15 Days On Market

  Current Estimated Value $879,480

  Last Listing Agent Kelly Burke Kelly Daniel Gale Sothebys Intl Rlty

  19 Laurel Dr, Smithtown, NY 11787
• 

  Est $1,025,687 Not Listed For Sale

  47 Woodland Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,222 Sq Ft
  • Built 1972

  47 Woodland Ln, Smithtown, NY 11787

  Last Sold Summary

  • 8% Above List Price
  • $428/SF
  • 23 Days On Market

  • Last Sold Price $950,000
  • Nov 18, 2024

  Last Listing Agent Mohamed Elbaroudy Redfin Real Estate
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  /26

  $699,999

  • 2 Beds
  • 2.5 Baths
  • 1,576 Sq Ft

  157 Hidden Ponds Cir, Smithtown, NY 11787

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath condominium located in a desirable gated community in Smithtown, offering serene pond views and an exceptional lifestyleThis inviting home features an eat-in kitchen and a stunning living room with vaulted ceilings, a cozy gas fireplace, and three skylights that fill the space with natural light. The spacious king-size primary bedroom

  John Matthew Douglas Elliman Real Estate

  157 Hidden Ponds Cir, Smithtown, NY 11787
• 

  $820,000 Sold Oct 31, 2025

  90 Blydenburg Ave, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1952

  Last Sold Summary

  • 5% Below List Price
  • $373/SF
  • 66 Days On Market

  Last Listing Agent Derek Greene Greene Realty Group

  90 Blydenburg Ave, Smithtown, NY 11787
• 

  Est $1,281,598 Not Listed For Sale

  45 Woodland Ln, Smithtown, NY 11787

  • 5 Beds
  • 4.5 Baths
  • 3,448 Sq Ft
  • Built 1971

  45 Woodland Ln, Smithtown, NY 11787

  Last Sold Summary

  • 4% Above List Price
  • $358/SF
  • 14 Days On Market

  • Last Sold Price $1,235,000
  • Oct 11, 2024

  Last Listing Agent Christine Daddio Howard Hanna Coach
• 

  

  /32

  $829,999 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  49 Sandy Hollow Dr, Smithtown, NY 11787

  Welcome to this fully renovated raised ranch located in the highly desirable Commack School District, offering the perfect combination of modern design and everyday functionality. This 3 bedroom, 2 full bathroom home features a bright open concept layout with hardwood floors throughout and a stunning kitchen complete with quartz countertops, stainless steel appliance, a center island, gas

  Mathias Coni Oversouth LLC

  49 Sandy Hollow Dr, Smithtown, NY 11787
• 

  $912,000 Sold Aug 04, 2025

  25 Grassy Pond Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,048 Sq Ft
  • Built 1968

  Last Sold Summary

  • 14% Above List Price
  • $445/SF
  • 17 Days On Market

  Current Estimated Value $952,212

  Last Listing Agent Debbie Herman American Way Real Estate Inc

  25 Grassy Pond Dr, Smithtown, NY 11787
• 

  Est $782,471 Not Listed For Sale

  24 Grassy Pond Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft
  • Built 1964

  24 Grassy Pond Dr, Smithtown, NY 11787

  Last Sold Summary

  • 16% Above List Price
  • $466/SF
  • 15 Days On Market

  • Last Sold Price $675,000
  • Oct 18, 2024

  Last Listing Agent Christine Daddio Howard Hanna Coach
• 

  

  /47

  $849,999 Pending

  • 4 Beds
  • 3 Baths
  • 2,183 Sq Ft

  7 Quincy Ln, Smithtown, NY 11787

  Step inside this Beautiful & Spacious 4 Bedroom, 3 Full bath California Hi Ranch! This home features an Updated EIK with Custom Cherry Cabinets, Granite Countertops, SS Appliances & Vaulted Ceilings, HUGE Living Room w/ Wood burning stove and dining area w/ Cathedral Ceilings, Primary Bedroom Suite w/ Full Bath, downstairs you have a large family room, additional bedroom, updated full bath, and

  Deborah Lettieri Signature Premier Properties

  7 Quincy Ln, Smithtown, NY 11787
• 

  $850,000 Sold Oct 24, 2025

  50 Valleywood Rd, ComMacK, NY 11725

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $370/SF
  • 36 Days On Market

  Current Estimated Value $893,929

  Last Listing Agent Anna Niola Douglas Elliman Real Estate

  50 Valleywood Rd, ComMacK, NY 11725
• 

  Est $1,064,232 Not Listed For Sale

  6 Fairoaks Ln, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft
  • Built 1988

  6 Fairoaks Ln, Smithtown, NY 11787

  Last Sold Summary

  • 11% Above List Price
  • $313/SF
  • 329 Days On Market

  • Last Sold Price $963,000
  • Jul 10, 2024

  Last Listing Agent Jonathan Minerick HomeCoin.com
• 

  

  /29

  $1,250,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  2 Sycamore Place, Smithtown, NY 11787

  THE DORCHESTER (3134 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/ensuite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,700 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso Realty Connect USA L I Inc

  2 Sycamore Place, Smithtown, NY 11787
• 

  $810,000 Sold Jul 10, 2025

  4 Kim Place, Kings Park, NY 11754

  • 4 Beds
  • 2.5 Baths
  • 2,083 Sq Ft
  • Built 1985

  Last Sold Summary

  • 7% Below List Price
  • $389/SF
  • 282 Days On Market

  Current Estimated Value $854,336

  Last Listing Agent Jacqueline Clancy Serhant East End LLC

  4 Kim Place, Kings Park, NY 11754
• 

  Est $818,948 Not Listed For Sale

  32 Ledgewood Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • Built 1955

  32 Ledgewood Dr, Smithtown, NY 11787

  Last Sold Summary

  • 6% Above List Price
  • 12 Days On Market

  • Last Sold Price $771,000
  • Dec 18, 2024

  Last Listing Agent Allyson Bruetsch Developing Dreams Realty USA
• 

  

  /39

  $999,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,531 Sq Ft

  288 Bow Dr E, Smithtown, NY 11787

  Turn Key Home in Beautiful Neighborhood with Lots of Trees, Sidewalks, Parks Nearby, Smithtown Schools, Gorgeous Staycation Backyard with Pool, Fish Pond and Pavilion ,Super Clean, Nice 4 Bedroom ,2.5 Bath, 2 Car Garage Splanch/Colonial ( 4th Bedroom is Currently Open as Flex Space), Outdoor Speaker System, Gutter Guards, Upstairs A/C Condenser 1 year young, Rachio In ground Sprinkler System,

  Robert Scarito Douglas Elliman Real Estate

  288 Bow Dr E, Smithtown, NY 11787
• 

  $1,875,000 Sold Jul 29, 2025

  62 Winston Dr, Smithtown, NY 11787

  • 5 Beds
  • 4 Baths
  • 5,015 Sq Ft
  • Built 2010

  Last Sold Summary

  • 15% Below List Price
  • $374/SF
  • 133 Days On Market

  Current Estimated Value $1,946,667

  Last Listing Agent Christine Daddio Howard Hanna Coach

  62 Winston Dr, Smithtown, NY 11787
• 

  Est $750,975 Not Listed For Sale

  62 Amsterdam Rd, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft
  • Built 1963

  62 Amsterdam Rd, Smithtown, NY 11787

  Last Sold Summary

  • 16% Above List Price
  • $614/SF
  • 20 Days On Market

  • Last Sold Price $645,000
  • May 02, 2023

  Last Listing Agent John Amore Prime Realty
• 

  

  /24

  $259,900 Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  365 Route 111 Unit B6, Smithtown, NY 11787

  Welcome to this Beautiful One Bedroom Unit in Tanglewood ---Skip the Rent and Step into Ownership with this stunning, sun-drenched second-floor co-op-Featuring vaulted ceilings and an open-concept layout, making this unit feels incredibly spacious and modern. It is Freshly painted with gleaming oak hardwood floors throughout. The large living room features a cozy fireplace, while the versatile

  Cecelia Schmidt Coldwell Banker American Homes

  365 Route 111 Unit B6, Smithtown, NY 11787
• 

  $709,000 Sold Apr 16, 2026

  16 Blackman St, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Above List Price
  • $536/SF
  • 14 Days On Market

  Current Estimated Value $634,972

  Last Listing Agent Kate Works Compass Greater NY LLC

  16 Blackman St, Smithtown, NY 11787
• 

  Est $867,743 Not Listed For Sale

  4 Belford Ln, Smithtown, NY 11787

  • 5 Beds
  • 2 Baths
  • 2,601 Sq Ft
  • Built 1961

  4 Belford Ln, Smithtown, NY 11787

  Last Sold Summary

  • 11% Above List Price
  • $302/SF
  • 59 Days On Market

  • Last Sold Price $785,000
  • May 30, 2023

  Last Listing Agent Frank Mann BERKSHIRE HATHAWAY
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  /36

  $1,659,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 4,800 Sq Ft

  48 River Heights Dr, Smithtown, NY 11787

  Welcome to a true masterpiece & entertainer’s delight, in beautiful North Smithtown! This luxurious 4,800 SF home has been custom-designed, built, & renovated in 2007 & 2025 by the current owner. 5BR, 4 Bath, Office (6 BR?), Cherry & Hardwood Floors, IG Pool, Flat 0.52 acres, Private Yard, 27x27 Chef’s EIK w/Large 13x5 Granite Island, SS Appliances, 2 DW's, Butler’s Pantry w/2nd Fridge, Open

  Ralph Harvey ListWithFreedom.Com

  48 River Heights Dr, Smithtown, NY 11787
• 

  $820,000 Sold Sep 10, 2025

  16 Scarborough Dr, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $432/SF
  • 18 Days On Market

  Current Estimated Value $837,406

  Last Listing Agent Audrey Buron Signature Premier Properties

  16 Scarborough Dr, Smithtown, NY 11787
• 

  Est $787,165 Not Listed For Sale

  10 Belford Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1962

  10 Belford Ln, Smithtown, NY 11787

  Last Sold Summary

  • 12% Above List Price
  • 7 Days On Market

  • Last Sold Price $700,000
  • Sep 27, 2023

  Last Listing Agent Ronni Tranes Coldwell Banker American Homes
• 

  

  /24

  $749,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,265 Sq Ft

  17 Stone Gate Ct, Smithtown, NY 11787

  Tucked away on a quiet cul-de-sac in the heart of Smithtown, this hidden gem offers privacy, comfort, and convenience. This spacious, move-in-ready 3-bedroom, 3.5-bath townhouse features a sunlit living room with vaulted ceilings, a formal dining room, and an EIK kitchen with SS appliances and granite countertops. A cozy family room with a gas fireplace and hardwood floors throughout. Laundry

  Stella DeRosa Signature Premier Properties

  17 Stone Gate Ct, Smithtown, NY 11787
• 

  $730,000 Sold Jun 06, 2025

  139 Saint Nicholas Ave, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,612 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $453/SF
  • 62 Days On Market

  Current Estimated Value $758,908

  Last Listing Agent Lillybeth Chionchio Douglas Elliman Real Estate

  139 Saint Nicholas Ave, Smithtown, NY 11787
• 

  Est $715,434 Not Listed For Sale

  27 Morewood Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • Built 1960

  27 Morewood Dr, Smithtown, NY 11787

  Last Sold Summary

  • 2% Above List Price
  • $567/SF
  • 10 Days On Market

  • Last Sold Price $700,000
  • Aug 29, 2024

  Last Listing Agent Geralda Desir Goldcrest Realty Group LLC
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  /34

  $759,990 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  57 Juniper Ave, Smithtown, NY 11787

  This is a charming, newly updated Colonial home that offers a blend of modernity and comfort. This residence boasts three bedrooms and two bathrooms, all of which have been meticulously renovated for your convenience. The house features a brand new architectural roof, ensuring durability and improved insulation. The windows have been replaced, providing an abundance of natural light that enhances

  Nicholas Albanese Douglas Elliman Real Estate

  57 Juniper Ave, Smithtown, NY 11787
• 

  $840,000 Sold Jul 28, 2025

  155 Plymouth Blvd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Above List Price
  • $409/SF
  • 18 Days On Market

  Current Estimated Value $891,920

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty

  155 Plymouth Blvd, Smithtown, NY 11787
• 

  Est $845,558 Not Listed For Sale

  4 Norwalk Ln, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  4 Norwalk Ln, Smithtown, NY 11787

  Last Sold Summary

  • 19% Above List Price
  • 13 Days On Market

  • Last Sold Price $710,000
  • Dec 19, 2024

  Last Listing Agent Kevin Collins Signature Premier Properties

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