Smithtown, NY Homes

• 

  $827,000 Sold Jan 22, 2026

  311 Devon Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Above List Price
  • $507/SF
  • 12 Days On Market

  Last Listing Agent Team Rivera Keller Williams Points North

  311 Devon Ln, Smithtown, NY 11787
• 

  Est $800,180 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths

  7 Bayberry Ln, Smithtown, NY 11787

  7 Bayberry Ln, Smithtown, NY 11787
• 

  

  

  /40

  $949,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,360 Sq Ft

  341 River Rd, Saint James, NY 11780

  A Modern California Redwood and Frank Lloyd Wright inspired Retreat on the North Shore!Perfectly perched on a tree lined street in the heart of the North Shore, this custom-built 4-bedroom, 2-bath expanded ranch is a true architectural gem-blending modern comfort with incredible design. Come inside to discover 13-foot cathedral ceilings and oversized windows that bring in natural light

  Anthony Perrotta Signature Premier Properties

  341 River Rd, Saint James, NY 11780
• 

  $650,000 Sold Nov 21, 2025

  239 Pond View Ln, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $361/SF
  • 61 Days On Market

  Last Listing Agent Anna Niola Douglas Elliman Real Estate

  239 Pond View Ln, Smithtown, NY 11787
• 

  Est $912,361 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  26 Laurel Dr, Smithtown, NY 11787

  26 Laurel Dr, Smithtown, NY 11787
• 

  

  /29

  $724,500 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  60 South Ave, Smithtown, NY 11787

  It Has Arrived and It's Awesome!! *** Welcome To This Large Expanded Ranch Style Home With A Private Ensuite With New Full Bath***Walk Inside and You Can Feel The Love This Family Has Created Over 40 Years, Raising a Large Family In. The Huge Update Eat In Kitchen Is Just The Place To Create a Meal and Have Around The Kitchen Table Or Enjoy In The Formal Dining Room. Relax In The Living Room

  Kristine Purish Signature Premier Properties

  60 South Ave, Smithtown, NY 11787
• 

  $982,000 Sold Jun 18, 2025

  39 Roundabout Rd, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1955

  Last Sold Summary

  • 16% Above List Price
  • $546/SF
  • 6 Days On Market

  Current Estimated Value $983,171

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  39 Roundabout Rd, Smithtown, NY 11787
• 

  Est $900,054 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,700 Sq Ft

  16 Wyandanch Blvd, Smithtown, NY 11787

  16 Wyandanch Blvd, Smithtown, NY 11787
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  /2

  $500,000 Pending

  • 4 Beds
  • 2 Baths

  31 Brooksite Dr, Smithtown, NY 11787

  Home needs updating, Additional information: Appearance:Poor

  Barbara Ner Real Estate Plan LLC

  31 Brooksite Dr, Smithtown, NY 11787
• 

  $650,000 Sold Apr 30, 2025

  13 Ursular Ct, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • Built 1951

  Last Sold Summary

  • 8% Above List Price
  • 25 Days On Market

  Current Estimated Value $692,825

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

  13 Ursular Ct, Smithtown, NY 11787
• 

  Est $946,538 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft

  8 Wyandanch Blvd, Smithtown, NY 11787

  8 Wyandanch Blvd, Smithtown, NY 11787
• 

  

  /34

  $499,000 Pending

  • Land
  • 2.1 Acres
  • $237,619 per Acre

  326A River Rd, Saint James, NY 11780

  History and Riverfront combine to create an unparalleled ambiance on this special property Prominently situated along the Nissequogue Riverfront. Rolling Lawn leads to River Level clearing previously home to the original estate horse paddock. Along the path to deeded river access stands what has been said to be the original rum running bunker room that fueled Smithtowns famed history.

  t johnson Daniel Gale Sothebys Intl Rlty

  326A River Rd, Saint James, NY 11780
• 

  $500,000 Sold Nov 13, 2025

  41 W Pond Ct, Smithtown, NY 11787

  • 2 Beds
  • 1.5 Baths
  • 1,129 Sq Ft
  • Built 1987

  Last Sold Summary

  • 20% Below List Price
  • $443/SF
  • 41 Days On Market

  Last Listing Agent Shirley Chen Prime Realty

  41 W Pond Ct, Smithtown, NY 11787
• 

  Est $830,574 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  165 Fifty Acre Rd S, Smithtown, NY 11787

  165 Fifty Acre Rd S, Smithtown, NY 11787
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  /34

  $839,000 Pending

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

  34 Winston Dr, Smithtown, NY 11787

  Fall in Love with this Pines 3 Bedroom, 3 Bath Extended Ranch, Open Floor Plan, Light and Airy, Panoramic Andersen Windows, Fireplace, Built-Ins, Extended Primary Suite, Vinyl Siding, Newer Roofing (1 Year), 3 Zone HW Heating (Oil Tank in Basement), Porch, New Attic Fans (2), Double Cesspools, , Large Part Finished Basement Plus Addit Storage Under Extension, Circular Drive, Flat Usable Private

  Ronni Tranes Douglas Elliman Real Estate

  34 Winston Dr, Smithtown, NY 11787
• 

  $900,000 Sold Nov 03, 2025

  3 Everit Place, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft
  • Built 1961

  Last Sold Summary

  • $692/SF
  • 7 Days On Market

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

  3 Everit Place, Smithtown, NY 11787
• 

  Est $884,796 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,208 Sq Ft

  153 Fifty Acre Rd S, Smithtown, NY 11787

  153 Fifty Acre Rd S, Smithtown, NY 11787
• 

  

  /5

  $499,000

  • Land
  • 2.25 Acres
  • $221,778 per Acre

  260 Old Mill Rd, Smithtown, NY 11780

  Build Your Dream Home in Spectacular and Peaceful Nissequogue Village. Building permit was issued on 12/9/25.Located in the heart of the serene and prestigious Nissequogue Village, this exceptional property offers the rare opportunity to bring your vision to life.Key Features:• Approved blueprints for a luxurious 5-bedroom, 5.5-bathroom home designed with modern elegance and

  Bryan Whalen VYLLA Home

  260 Old Mill Rd, Smithtown, NY 11780
• 

  $875,000 Sold Jul 30, 2025

  8 Clover Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Built 1961

  Last Sold Summary

  • $337/SF
  • 12 Days On Market

  Current Estimated Value $896,003

  Last Listing Agent Christine Daddio Howard Hanna Coach

  8 Clover Dr, Smithtown, NY 11787
• 

  Est $816,705 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft

  169 Fifty Acre Rd S, Smithtown, NY 11787

  169 Fifty Acre Rd S, Smithtown, NY 11787
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  /12

  $1,049,000

  • 4 Beds
  • 3.5 Baths
  • 3,061 Sq Ft

  5 Lincoln Ave, Smithtown, NY 11787

  Welcome to 5 Lincoln Avenue, Smithtown! This large colonial offers the perfect blend of timeless charm and modern updates. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home provides exceptional comfort for today’s lifestyle. Step into the giant en-suite retreat, complete with a luxurious jacuzzi and walk-in closets—a true sanctuary for relaxation. The updated kitchen boasts granite

  Abraham Peña Uncommon R E

  5 Lincoln Ave, Smithtown, NY 11787
• 

  $660,000 Sold Sep 08, 2025

  60 Tanglewood Dr, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • Built 1957

  Last Sold Summary

  • 10% Above List Price
  • 27 Days On Market

  Current Estimated Value $667,120

  Last Listing Agent Gail Carillo Coldwell Banker American Homes

  60 Tanglewood Dr, Smithtown, NY 11787
• 

  Est $769,145 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,606 Sq Ft

  65 Carnegie Dr, Smithtown, NY 11787

  65 Carnegie Dr, Smithtown, NY 11787
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  /31

  $1,048,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  20 Shirley Ct, ComMacK, NY 11725

  Welcome to this stunning, totally renovated four-bedroom Colonial located in the highly desirable Commack School District. Set on a quarter-acre lot, this sun-drenched home offers a desirable open floor plan with generously sized rooms and exceptional flow for everyday living and entertaining. The brand-new kitchen and bathrooms feature modern finishes throughout, including stainless steel

  Robert Korber Signature Premier Properties

  20 Shirley Ct, ComMacK, NY 11725
• 

  $255,000 Sold Mar 04, 2025

  355 Route 111 Unit 16, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • Built 1964

  Last Sold Summary

  • 4% Above List Price
  • 76 Days On Market

  Current Estimated Value $245,000

  Last Listing Agent Frank Mosca Executive Group Realty

  355 Route 111 Unit 16, Smithtown, NY 11787
• 

  Est $866,593 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths

  112 Fifty Acre Rd S, Smithtown, NY 11787

  112 Fifty Acre Rd S, Smithtown, NY 11787
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  /32

  $829,900

  • 4 Beds
  • 5 Baths
  • 2,225 Sq Ft

  4 E Hill Dr, Smithtown, NY 11787

  This expanded cape home featuring a unique floorplan with two separate living spaces, offering four bedrooms, three full baths, and two half baths on a flat quarter-acre lot with mature fig trees. An inviting front porch leads into the entry hall to the open concept living room, dining area and updated chef’s kitchen with a eat in space. The kitchen showcases granite countertops, custom cabinetry

  Patricia Daniels Prime Properties Long Island

  4 E Hill Dr, Smithtown, NY 11787
• 

  $850,000 Sold Feb 12, 2025

  52 Steven Place, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,334 Sq Ft
  • Built 1969

  Last Sold Summary

  • $364/SF
  • 32 Days On Market

  Current Estimated Value $928,717

  Last Listing Agent Stephanie Calinoff Signature Premier Properties

  52 Steven Place, Smithtown, NY 11787
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  Est $756,678 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  25 Baylor Dr, Smithtown, NY 11787

  25 Baylor Dr, Smithtown, NY 11787
• 

  

  /22

  $635,000 Pending

  • 4 Beds
  • 2 Baths

  34 Rose Ct, Smithtown, NY 11787

  PRICE JUST REDUCED BY $65,000!!! If you’ve been waiting for the right moment, this might be it. 34 Rose Court in the Pines section of Smithtown now offers even more value! This 4-bedroom, 2-bath Expanded Cape sits on a spacious corner lot of nearly half an acre. Step inside to find a bright living room, formal dining room, and an eat-in kitchen ready for your personal touch. The first floor

  Susan Modelewski Signature Premier Properties

  34 Rose Ct, Smithtown, NY 11787
• 

  $900,000 Sold Feb 06, 2025

  6 Terrace Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • 23 Days On Market

  Current Estimated Value $947,694

  Last Listing Agent Michelle Bender Douglas Elliman Real Estate

  6 Terrace Ln, Smithtown, NY 11787
• 

  Est $741,728 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,023 Sq Ft

  42 Howell Dr, Smithtown, NY 11787

  42 Howell Dr, Smithtown, NY 11787
• 

  

  /5

  $475,000 Pending

  • 3 Beds
  • 1 Bath

  27 Rogers Ln Unit L, Smithtown, NY 11787

  Ranch in Desirable Morewood Section of Smithtown. Home sits on level .24acre of property and 1-car Garage. Features 3 Bedrooms, Bath, EIK, FLR, FDR, Full Basement, Gas Heat, HWH, Sidewalks thru-out community, Taxes with Basic star $9,754.67, Smithtown Schools close by. Home SOLD "AS IS" Condition

  Michael Scarito RE/MAX Integrity Leaders

  27 Rogers Ln Unit L, Smithtown, NY 11787
• 

  $470,000 Sold Jan 29, 2025

  175 North Ln, Smithtown, NY 11787

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  Last Sold Summary

  • 7% Above List Price
  • 29 Days On Market

  Current Estimated Value $517,611

  Last Listing Agent Denise Reinke Signature Premier Properties

  175 North Ln, Smithtown, NY 11787
• 

  Est $773,175 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,118 Sq Ft

  23 Dartmouth Dr, Smithtown, NY 11787

  23 Dartmouth Dr, Smithtown, NY 11787
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  /48

  $925,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,234 Sq Ft

  310 Terry Rd, Smithtown, NY 11787

  Discover a home that truly stands apart. Lovingly maintained by the original owners, this impressive 5-bedroom, 3.5-bath residence features soaring ceilings, abundant natural sunlight, and a spacious primary with an en suite. A Mother–Daughter with proper permits layout provides versatility for multigenerational living or visiting guests. Upgrades include a brand-new boiler and oil tank, a cozy

  Melissa Roger Howard Hanna Coach

  310 Terry Rd, Smithtown, NY 11787
• 

  $870,000 Sold Jul 10, 2025

  98 Morewood Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,362 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Below List Price
  • $368/SF
  • 29 Days On Market

  Current Estimated Value $899,377

  Last Listing Agent JoAnn Aronson Signature Premier Properties

  98 Morewood Dr, Smithtown, NY 11787
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  Est $780,144 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,070 Sq Ft

  7 Dartmouth Dr, Smithtown, NY 11787

  7 Dartmouth Dr, Smithtown, NY 11787
• 

  

  /41

  $739,999 Pending

  • 3 Beds
  • 3 Baths
  • 1,943 Sq Ft

  65 Birchbrook Dr, Smithtown, NY 11787

  Discover this impeccably maintained 3-bedroom, 3-bathroom home offering a versatile layout designed for today’s lifestyle. With a formal living and dining room, a cozy den, and a private home office that can easily convert to a 4th bedroom, this home adapts to your every need.At the heart of the home lies the newly renovated kitchen, boasting custom cabinetry, modern finishes, and an open

  Lisa Estrada Daniel Gale Sothebys Intl Rlty

  65 Birchbrook Dr, Smithtown, NY 11787
• 

  $969,000 Sold Oct 10, 2025

  1 Cakewalk Terrace, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 3,876 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Below List Price
  • $250/SF
  • 67 Days On Market

  Current Estimated Value $993,136

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Cakewalk Terrace, Smithtown, NY 11787

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