Smithtown, NY Homes

• 

  Est $672,251

  Not Listed For Sale

  10 South Ave, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • Built 1945

  10 South Ave, Smithtown, NY 11787

  Last Sold Summary

  • 62 Days On Market

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate
• 

  

  

  /22

  $950,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,905 Sq Ft

  43 Grassy Pond Dr, Smithtown, NY 11787

  Located in the award-winning Hauppauge School District, consistently ranked among the top districts on Long Island. Enjoy Smithtown-area amenities with noticeably lower taxes than Smithtown proper — the best of both worlds. Quiet, tree-lined neighborhood with easy access to the LIE and Northern State Parkway, and both north and south shore beaches.Central ACWhole house generatorOver

  William Esslinger HomeSmart Premier Living Rlty

  43 Grassy Pond Dr, 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 $957,832

  Last Listing Agent Lorraine Marotta Signature Premier Properties

  15 Format Ln, Smithtown, NY 11787
• 

  Est $594,322

  Not Listed For Sale

  33 Princeton Ave, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • Built 1940

  33 Princeton Ave, Smithtown, NY 11787

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Oksana Foster Signature Premier Properties
• 

  

  

  /41

  $790,000

  $30K PRICE DROP Pending

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

  9 Quincy Ln, Smithtown, NY 11787

  Welcome to this exceptional California Hi-Ranch offering a bright, open layout designed for today’s lifestyle. The expansive living room showcases soaring cathedral ceilings, creating an airy, sun-filled space perfect for both everyday living and entertaining.The upper level flows seamlessly, while the lower level features a spacious family room—ideal for gatherings, a home office, or

  Maria Caifa Coldwell Banker American Homes

  9 Quincy Ln, 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 $718,269

  Last Listing Agent Luisa Fazzalari Douglas Elliman Real Estate

  58 Sherbrooke Dr, Smithtown, NY 11787
• 

  Est $787,694

  Not Listed For Sale

  26 Thomas Place, Smithtown, NY 11787

  • 5 Beds
  • 4 Baths
  • 2,700 Sq Ft
  • Built 1902

  26 Thomas Place, Smithtown, NY 11787

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Homa Mohmand Realty Connect USA LLC
• 

  

  /44

  $1,299,000

  Pending

  • 3 Beds
  • 4 Baths
  • 3,000 Sq Ft

  109 Shirley Ct, Smithtown, NY 11787

  A rare opportunity to own this exceptional 3 bedroom, 4 bath Ranch situated on a beautifully landscaped property in the coveted Smithtown Pines neighborhood. Meticulously renovated throughout, this turnkey home showcases refined craftsmanship, spacious sun filled interiors, and an effortless flow designed for everyday living and elegant entertaining. The kitchen serves as the heart of the home

  Lisa Locorriere Signature Premier Properties

  109 Shirley Ct, 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 $909,114

  Last Listing Agent Kelly Burke Kelly Daniel Gale Sothebys Intl Rlty

  19 Laurel Dr, Smithtown, NY 11787
• 

  Est $1,182,239

  Not Listed For Sale

  35 Woodland Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1972

  35 Woodland Ln, Smithtown, NY 11787

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Christine Daddio Howard Hanna Coach
• 

  

  /5

  $499,999

  Pending

  • 3 Beds
  • 1 Bath
  • 1,178 Sq Ft

  33 Summit Dr, Smithtown, NY 11787

  Where can you find 1/2 AN ACRE OF FLAT PROPERTY at this price? Amazing opportunity to own a 3 bedroom, 1 bath ranch in a beautiful neighborhood in Smithtown! Perfect location - mid block on a quiet tree-lined street. 1 car garage, central air conditioning, full basement and private, park-like property that is hard to find! Come make this home your very own! Smithtown School District. Home sold

  Joanne Cohen Daniel Gale Sothebys Intl Rlty

  33 Summit Dr, Smithtown, NY 11787
• 

  $1,003,000

  Sold Jun 26, 2026

  330 Edgewood Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,546 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Above List Price
  • $394/SF
  • 14 Days On Market

  Current Estimated Value $989,250

  Last Listing Agent William Brown Gotham City Realty Group LLC

  330 Edgewood Ave, Smithtown, NY 11787
• 

  Est $832,170

  Not Listed For Sale

  50 Parnell Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1960

  50 Parnell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Kerry Protain Developing Dreams Realty USA
• 

  

  /29

  $679,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,313 Sq Ft

  39 Tanglewood Dr, Smithtown, NY 11787

  Welcome to this beautifully renovated 3-bedroom, 1.5-bath ranch nestled in Smithtown and located within the Hauppauge School District. This move-in-ready home features an open-concept layout and was extensively updated in 2024. The stunning new kitchen is equipped with JennAir appliances and a Frigidaire Professional refrigerator, while Anderson windows provide abundant natural light

  Jamie DelCore Signature Premier Properties

  39 Tanglewood Dr, 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

  Current Estimated Value $841,327

  Last Listing Agent Derek Greene Greene Realty Group

  90 Blydenburg Ave, Smithtown, NY 11787
• 

  Est $854,008

  Not Listed For Sale

  52 Parnell Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths

  52 Parnell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate
• 

  

  /44

  $650,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,555 Sq Ft

  86 Hidden Ponds Cir, Smithtown, NY 11787

  Welcome to this meticulously maintained 2-bedroom, 2.5-bath condominium offering the perfect blend of comfort, style, and convenience. Move-in ready and drenched in natural sunlight, this beautiful home features soaring vaulted ceilings and a cozy fireplace in the spacious living room, creating an inviting atmosphere for everyday living and entertaining. The formal dining room flows seamlessly

  Nicole Campisi Keller Williams Points North

  86 Hidden Ponds Cir, 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 $945,909

  Last Listing Agent Anna Niola Douglas Elliman Real Estate

  50 Valleywood Rd, ComMacK, NY 11725
• 

  Est $709,078

  Not Listed For Sale

  61 Plymouth Blvd, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,021 Sq Ft
  • Built 1966

  61 Plymouth Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Cynthia McKenna Real Broker NY LLC
• 

  

  /29

  $799,999

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,294 Sq Ft

  1 Rutgers St, Smithtown, NY 11787

  Welcome to this beautifully maintained split-ranch home nestled in the highly sought-after East Hills Estates of Smithtown. Filled with natural light this move-in-ready residence offers the perfect blend of comfort, style, and functionality. The inviting main level features a bright and airy living room with soaring cathedral ceilings, a cozy gas fireplace, and an open flow into the eat-in

  Livia Bartlau Signature Premier Properties

  1 Rutgers St, 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 $700,665

  Last Listing Agent Kate Works Compass Greater NY LLC

  16 Blackman St, Smithtown, NY 11787
• 

  Est $897,744

  Not Listed For Sale

  25 Smithtown Crescent, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,105 Sq Ft
  • Built 1972

  25 Smithtown Crescent, Smithtown, NY 11787

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Kristen Toffales Serhant LLC
• 

  

  /37

  $825,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  119 Brook Ln, Smithtown, NY 11787

  Welcome to this meticulously maintained 4 bedroom, 2 full bath expanded Cape situated on a beautifully landscaped, flat half-acre property. This warm and inviting home features a spacious living room with a fireplace, formal dining room, and hardwood floors throughout. Pride of ownership is evident in the many updates, including a new roof, newly renovated bathrooms, new air conditioner, Andersen

  Kalliopi Suarez Howard Hanna Coach

  119 Brook Ln, 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 $842,949

  Last Listing Agent Audrey Buron Signature Premier Properties

  16 Scarborough Dr, Smithtown, NY 11787
• 

  Est $942,315

  Not Listed For Sale

  5 Smithtown Crescent, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,756 Sq Ft
  • Built 1973

  5 Smithtown Crescent, Smithtown, NY 11787

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Lisa Kass Coldwell Banker American Homes
• 

  

  /38

  $875,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,629 Sq Ft

  16 Brook Ln, Smithtown, NY 11787

  Well maintained Dutch Colonial on a corner lot in the beautiful Oakwood Forest neighborhood. This home is made for entertaining. Many upgrades throughout on the main floor and an office/flex space in the primary suite. Great closets! Your backyard oasis is ideal for barbeques or quiet dinners under the pergola or in the screened in porch, sitting around the firepit or swimming in the inground

  Eileen White RE/MAX Signature Real Estate

  16 Brook Ln, Smithtown, NY 11787
• 

  $725,000

  Sold Aug 21, 2025

  52 Hofstra Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1966

  Last Sold Summary

  • 7% Above List Price
  • $604/SF
  • 26 Days On Market

  Current Estimated Value $751,647

  Last Listing Agent Zehava Friedman Coldwell Banker American Homes

  52 Hofstra Dr, Smithtown, NY 11787
• 

  Est $729,895

  Not Listed For Sale

  36 Mulberry Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1962

  36 Mulberry Dr, Smithtown, NY 11787

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Danielle Sandella Signature Premier Properties
• 

  

  /38

  $899,000

  $50K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,823 Sq Ft

  34 Aberdeen Rd, Smithtown, NY 11787

  Location, Location and Location ! One of the Most Wanted Addresses in Smithtown with Hauppauge Schools plus Forest Brook Elementary. Nice Center Hall Ranch with Wood Floors Everywhere, Granite Eat in Kitchen with SS Appliances, Lots of Natural Light from Skylights, Arch Roof, Cold Central Air, Hi-Hats, Family Room with Wood Burning Fireplace, Formal Dining Room with Picture Molding, Primary

  Robert Scarito Douglas Elliman Real Estate

  34 Aberdeen Rd, Smithtown, NY 11787
• 

  $700,000

  Sold Oct 10, 2025

  46 W Pond Ct, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1988

  Last Sold Summary

  • 12% Above List Price
  • $486/SF
  • 31 Days On Market

  Current Estimated Value $720,616

  Last Listing Agent Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  46 W Pond Ct, Smithtown, NY 11787
• 

  Est $773,933

  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

  • 29 Days On Market

  Last Listing Agent Joseph Donofrio Douglas Elliman Real Estate
• 

  

  /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
• 

  $835,000

  Sold Sep 22, 2025

  31 Sterling Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,026 Sq Ft
  • Built 1960

  Last Sold Summary

  • 11% Above List Price
  • $412/SF
  • 13 Days On Market

  Current Estimated Value $863,009

  Last Listing Agent Andrew Norotsky Howard Hanna Coach

  31 Sterling Ln, Smithtown, NY 11787
• 

  Est $759,380

  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 Listing Agent William Zezelic Signature Premier Properties
• 

  

  /23

  $699,000

  Pending

  • 3 Beds
  • 2 Baths

  52 Summit Dr, Smithtown, NY 11787

  Move right into this beautifully renovated 3-bedroom, 2-bath Cape offering comfort and updates! The layout features an eat-in kitchen with stainless steel appliances, including a dishwasher, a formal dining room, and living room. Major improvements include a new roof, new siding, and new front and rear entry doors. The full unfinished basement with outside entrance offers endless possibilities.

  Gail Carillo Coldwell Banker American Homes

  52 Summit Dr, Smithtown, NY 11787
• 

  $655,000

  Sold Jul 29, 2026

  458 New York 111, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Above List Price
  • $655/SF
  • 16 Days On Market

  Current Estimated Value $611,588

  Last Listing Agent Theresa Murino Wolf Signature Premier Properties

  458 New York 111, Smithtown, NY 11787
• 

  Est $1,011,563

  Not Listed For Sale

  41 Parnell Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 1960

  41 Parnell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Bryan Karp Coldwell Banker American Homes
• 

  

  /45

  $1,249,000

  $100K PRICE DROP Pending

  • 5 Beds
  • 4.5 Baths
  • 3,937 Sq Ft

  144 Landing Meadow Rd, Smithtown, NY 11787

  Original owner, clean and well maintained 4000 square foot colonial on 1.2 acres in Point of Woods Section. Featuring 5 beds/4 baths including an ensuite bedroom with full bath on the first floor (see floor plan). Double height entry foyer with large open living spaces. Huge kitchen, dining and family room with wood burning fireplace. Full basement with outside entrance. Two car garage with long

  Shahzad Qureshi Pinnacle R E Consulting Inc

  144 Landing Meadow Rd, Smithtown, NY 11787
• 

  $682,000

  Sold Oct 14, 2025

  8 W Pond Ct, Smithtown, NY 11787

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 1987

  Last Sold Summary

  • 14% Above List Price
  • $455/SF
  • 21 Days On Market

  Current Estimated Value $656,175

  Last Listing Agent Gordon Lewis RE/MAX Integrity Leaders

  8 W Pond Ct, Smithtown, NY 11787
• 

  Est $811,231

  Not Listed For Sale

  10 Weston Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1961

  10 Weston Ln, Smithtown, NY 11787

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Nordeen Accardi Coldwell Banker American Homes

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