Smithtown, NY Homes

• 

  $615,000 Sold Jan 22, 2026

  38 Hallock Ave, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2004

  Last Sold Summary

  • 17% Below List Price
  • $342/SF
  • 225 Days On Market

  Last Listing Agent Edward Burke Shine Realty Group

  38 Hallock Ave, Smithtown, NY 11787
• 

  Est $829,835 Not Listed For Sale

  44 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,380 Sq Ft
  • Built 1969

  44 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 13% Above List Price
  • $308/SF
  • 12 Days On Market

  • Last Sold Price $732,500
  • Jul 13, 2023

  Last Listing Agent Louise Tudisco Signature Premier Properties
• 

  

  

  /30

  $699,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,169 Sq Ft

  679A Meadow Rd, Smithtown, NY 11787

  Wonderful, Spacious Hi-Ranch In The Highly Sought After Smithtown School District! Come And Make It Your Own! Mother/Daughter Potential With Proper Permits! Will Not Last!!!!!

  Linda Pisciotta HomeSmart Dynamic Realty

  679A Meadow Rd, Smithtown, NY 11787
• 

  $1,150,000 Sold Nov 18, 2025

  44 Croft Ln, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • 3,197 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $360/SF
  • 85 Days On Market

  Current Estimated Value $1,167,378

  Last Listing Agent Tracy Sobel Signature Premier Properties

  44 Croft Ln, Smithtown, NY 11787
• 

  Est $783,713 Not Listed For Sale

  3 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  3 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 31% Above List Price
  • 12 Days On Market

  • Last Sold Price $599,000
  • Mar 22, 2024

  Last Listing Agent Alexia Poulos Douglas Elliman Real Estate
• 

  

  /16

  $267,500 Pending

  • 1 Bed
  • 1 Bath

  365 Route 111 Unit A2, Smithtown, NY 11787

  Welcome to This Beautiful Ground Floor One Bedroom Unit in the Tanglewood Development. This Inviting Home Features Hardwood Floors Throughout, Complemented by a Tiled Kitchen and Bath. The Bright and Spacious Living Room Offers a Cozy Wood-Burning Fireplace, Creating a Warm and Welcoming Atmosphere. The Eat-In Kitchen Showcases Maple Cabinetry, Stainless Steel Appliances, Granite Countertops, and

  Michael DeBlasi Exit Realty Achieve

  365 Route 111 Unit A2, Smithtown, NY 11787
• 

  $960,000 Sold Aug 21, 2025

  39 Glenrich Dr, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,926 Sq Ft
  • Built 1969

  Last Sold Summary

  • 13% Below List Price
  • $328/SF
  • 98 Days On Market

  Current Estimated Value $992,660

  Last Listing Agent Devang Patel Douglas Elliman Real Estate

  39 Glenrich Dr, Saint James, NY 11780
• 

  Est $756,253 Not Listed For Sale

  18 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 1,774 Sq Ft
  • Built 1964

  18 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 11% Above List Price
  • $383/SF
  • 13 Days On Market

  • Last Sold Price $680,000
  • Jul 02, 2024

  Last Listing Agent Lisa Corwin Howard Hanna Coach
• 

  

  /22

  $299,000

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  355 Route 111 Unit 42, Smithtown, NY 11787

  Welcome home to this well-maintained first-floor CORNER UNIT 2-bedroom coop in the desirable Sherbrooke community of Smithtown. This garden-style unit features hardwood floors throughout, a comfortable living room/dining area layout, spacious bedrooms, and abundant closet space. The entry-level location offers easy access with no stairs. Monthly maintenance of approximately $1,486.92 includes

  gordon lewis RE/MAX Integrity Leaders

  355 Route 111 Unit 42, Smithtown, NY 11787
• 

  $340,000 Sold Jun 18, 2025

  0 Edgewater Ave, Smithtown, NY 11787

  • Land
  • 35,283 Sq Ft
  • $419,753 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 48 Days On Market

  Last Listing Agent Jason Orsini Douglas Elliman Real Estate

  0 Edgewater Ave, Smithtown, NY 11787
• 

  Est $857,317 Not Listed For Sale

  20 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,380 Sq Ft
  • Built 1964

  20 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 3% Above List Price
  • $349/SF
  • 14 Days On Market

  • Last Sold Price $830,000
  • Jun 14, 2024

  Last Listing Agent Marilyn Rubinfeld Douglas Elliman Real Estate
• 

  

  /21

  $649,990 Pending

  • 4 Beds
  • 2 Baths
  • 1,100 Sq Ft

  81 Oakside Rd, Smithtown, NY 11787

  This Renovated charming & cozy Smithtown home offers a warm, welcoming feel in a location buyers love. Featuring 4 bedrooms, 2 full baths, low taxes, and a 2-car garage, the layout provides flexibility for today’s living. Ideally situated near shopping, dining, and major roadways, this home presents a wonderful opportunity to enjoy Smithtown living while adding your personal touches over time.

  Marie Jaffary West Gate Properties New York

  81 Oakside Rd, Smithtown, NY 11787
• 

  $1,225,000 Sold Nov 13, 2025

  1 Arbutus Ct, ComMacK, NY 11725

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $422/SF
  • 16 Days On Market

  Current Estimated Value $1,213,614

  Last Listing Agent Nicholas Santillo Signature Premier Properties

  1 Arbutus Ct, ComMacK, NY 11725
• 

  Est $957,670 Not Listed For Sale

  8 Hurtin Blvd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,421 Sq Ft
  • Built 1974

  8 Hurtin Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 6% Above List Price
  • $372/SF
  • 15 Days On Market

  • Last Sold Price $900,000
  • Aug 15, 2023

  Last Listing Agent Laurie Riechert Signature Premier Properties
• 

  

  /12

  $249,000 Pending

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  355 Route 111 Unit 6, Smithtown, NY 11787

  Lovely second floor one bedroom co-op located in Smithtown. Located centrally near shopping, restaurants & access to major highways. Sale may be subject to term & conditions of an offering plan. Upper 1 bedroom unit, plenty of closet space, spacious closet in primary bedroom, entry hallway, 2 AC wall units. Maintenance fee includes: Heat, hot water, trash, snow removal, grounds care and exterior

  Angela Connelly Stephen Joseph Properties

  355 Route 111 Unit 6, Smithtown, NY 11787
• 

  $650,000 Sold May 23, 2025

  18 Sandalwood Dr, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,268 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Above List Price
  • $513/SF
  • 14 Days On Market

  Current Estimated Value $681,448

  Last Listing Agent Eric Peskin Signature Premier Properties

  18 Sandalwood Dr, Smithtown, NY 11787
• 

  Est $741,978 Not Listed For Sale

  1 Hurtin Blvd, Smithtown, NY 11787

  • 5 Beds
  • 2 Baths
  • 1,951 Sq Ft
  • Built 1932

  1 Hurtin Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 18% Above List Price
  • $323/SF
  • 89 Days On Market

  • Last Sold Price $630,000
  • Nov 27, 2023

  Last Listing Agent Laura Cochran BERKSHIRE HATHAWAY
• 

  

  /31

  $319,999 Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  355 Route 111 Unit 23, Smithtown, NY 11787

  Lovely Second Floor Two Bedroom Co-op Located In Smithtown. New Kitchen, Hardwood Flooring, Large Living Room, Eat-In-Kitchen, Tons Of Closet Space, A/C Wall Units. Located in Sherbrooke Community. Association Fees Includes Heat, Hot Water, Trash, Snow Removal, Grounds Care, Exterior Maintenance. $50/Month Parking Spot Not Included In Maintenance Fee. Fitness Center Included In Association Fee.

  Donna Barilla Signature Premier Properties

  355 Route 111 Unit 23, Smithtown, NY 11787
• 

  $800,000 Sold Oct 01, 2025

  25 Dale Ln, Smithtown, NY 11787

  • 5 Beds
  • 2 Baths
  • 2,474 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Above List Price
  • $323/SF
  • 33 Days On Market

  Current Estimated Value $786,336

  Last Listing Agent Lori Zamore Signature Premier Properties

  25 Dale Ln, Smithtown, NY 11787
• 

  Est $830,503 Not Listed For Sale

  23 Moore St, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,341 Sq Ft
  • Built 1968

  23 Moore St, Smithtown, NY 11787

  Last Sold Summary

  • 13% Above List Price
  • $313/SF
  • 36 Days On Market

  • Last Sold Price $732,500
  • Mar 25, 2024

  Last Listing Agent Maryann Milano Coldwell Banker American Homes
• 

  

  /20

  $1,300,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,841 Sq Ft

  14 Sycamore Place, Smithtown, NY 11787

  3 LOTS LEFT!!! THE BRIDGEHAMPTON (2841 sqft base, with an option of a bonus room to bring total sqft to 3,114 SF): 4bdrm-2.5ba Center Hall Modern Farmhouse, (our most cutting edge design). Features include 2-story foyer, a spanning almost 50' open kitchen-dining-great room combination perfect for entertaining, and front or side-entry 2-car garage. This home is easily customizable into a 5/6 bdrm

  Paul Musso Realty Connect USA L I Inc

  14 Sycamore Place, Smithtown, NY 11787
• 

  $815,000 Sold Sep 12, 2025

  103 Paddington Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,937 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Above List Price
  • $421/SF
  • 12 Days On Market

  Current Estimated Value $828,713

  Last Listing Agent Marianne Imperial Daniel Gale Sothebys Intl Rlty

  103 Paddington Cir, Smithtown, NY 11787
• 

  Est $1,107,450 Not Listed For Sale

  6 Hartsdale St, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,235 Sq Ft
  • Built 1991

  6 Hartsdale St, Saint James, NY 11780

  Last Sold Summary

  • 14% Above List Price
  • $300/SF
  • 7 Days On Market

  • Last Sold Price $970,000
  • Jun 30, 2023

  Last Listing Agent Bonnie Glenn Daniel Gale Sotheby's
• 

  

  /42

  $699,999 Pending

  • 4 Beds
  • 2 Baths
  • 2,426 Sq Ft

  173 Fifty Acre Rd S, Smithtown, NY 11787

  Welcome to 173 Fifty Acre Road ...This home features a welcoming entry foyer area, a spacious living room, and a formal dining room, Extended eat-in kitchen w/ granite countertops, SS Appliances, ample cabinetry space and sliders to deck, and an Updated full hall family bathroom..... the lower level offers more space with an additional bedroom, kitchenette area, a recreation/living room, laundry

  Deborah Lettieri Signature Premier Properties

  173 Fifty Acre Rd S, Smithtown, NY 11787
• 

  $253,750 Sold May 16, 2025

  355 Route 111 Unit 47, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $267/SF
  • 23 Days On Market

  Current Estimated Value $247,000

  Last Listing Agent Sandra Kelly Howard Hanna Coach

  355 Route 111 Unit 47, Smithtown, NY 11787
• 

  Est $1,139,495 Not Listed For Sale

  2 Harness Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1989

  2 Harness Rd, Saint James, NY 11780

  Last Sold Summary

  • 17% Above List Price
  • $325/SF
  • 103 Days On Market

  • Last Sold Price $975,000
  • Aug 20, 2024

  Last Listing Agent Robert Scarito RE/MAX
• 

  

  /50

  $849,000 Pending

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

  64 Marquette Dr, Smithtown, NY 11787

  Welcome to this well-maintained 4-bedroom, 1.5-bath high ranch located in the heart of Smithtown. This spacious home offers a versatile layout with hardwood floors on the main level and durable luxury vinyl plank flooring on the lower level. The bright and inviting living spaces are complemented by Andersen windows and doors, providing both quality and efficiency throughout.The upper level

  Beth Lowe Douglas Elliman Real Estate

  64 Marquette Dr, Smithtown, NY 11787
• 

  $980,000 Sold Aug 08, 2025

  3 Standish Place, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 2,705 Sq Ft
  • Built 1969

  Last Sold Summary

  • 9% Above List Price
  • $362/SF
  • 26 Days On Market

  Current Estimated Value $989,851

  Last Listing Agent Justin Alkes Signature Premier Properties

  3 Standish Place, Smithtown, NY 11787
• 

  Est $1,027,645 Not Listed For Sale

  5 Denise Ct, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • 2,573 Sq Ft
  • Built 1968

  5 Denise Ct, Saint James, NY 11780

  Last Sold Summary

  • 8% Above List Price
  • $369/SF
  • 13 Days On Market

  • Last Sold Price $950,000
  • Sep 17, 2024

  Last Listing Agent Julie Malsky RE/MAX
• 

  

  /39

  $769,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft

  14 Ursular Ct, Smithtown, NY 11787

  Welcome to 14 Ursular Court located in the heart of North Smithtown!!! This Charming updated Ranch features an entry foyer way, Kitchen w/ butcher block counter tops and SS Appliances, Dining area, cozy living room area w/ dual faced woodburning fireplace, Primary Bedroom, two additional bedrooms and full hall bathroom... Downstairs you will find a finished basement w/ kitchenette, an additional

  Deborah Lettieri Signature Premier Properties

  14 Ursular Ct, Smithtown, NY 11787
• 

  $1,200,000 Sold Sep 15, 2025

  1 Highwoods Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $480/SF
  • 30 Days On Market

  Current Estimated Value $1,183,571

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Highwoods Rd, Saint James, NY 11780
• 

  Est $958,852 Not Listed For Sale

  39 Twixt Hills Rd, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1972

  39 Twixt Hills Rd, Saint James, NY 11780

  Last Sold Summary

  • 7% Above List Price
  • $416/SF
  • 75 Days On Market

  • Last Sold Price $899,000
  • Apr 19, 2024

  Last Listing Agent Marianne Koke Daniel Gale Sotheby's
• 

  

  /33

  $999,990

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  45 Roundabout Rd, Smithtown, NY 11787

  Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a "little piece of Nissequogue". Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace

  Elaine Patterson Signature Premier Properties

  45 Roundabout Rd, Smithtown, NY 11787
• 

  $890,000 Sold Jun 12, 2025

  33 Lindron Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 19% Above List Price
  • $307/SF
  • 13 Days On Market

  Current Estimated Value $942,391

  Last Listing Agent Lori Zamore Signature Premier Properties

  33 Lindron Ave, Smithtown, NY 11787
• 

  Not Listed For Sale

  10 Regal Ct, Saint James, NY 11780

  • 5 Beds
  • 3.5 Baths
  • Built 1969

  10 Regal Ct, Saint James, NY 11780

  Last Sold Summary

  • 0 Days On Market

  • Last Sold Price $885,000
  • Apr 04, 2024

  Last Listing Agent Blake Hough H & G Realty New York
• 

  $600,000 Sold Feb 27, 2026

  10 Grand St, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1964

  Last Sold Summary

  • 7% Above List Price
  • $333/SF
  • 21 Days On Market

  Current Estimated Value $592,570

  Last Listing Agent Janet Hewitt Coldwell Banker American Homes

  10 Grand St, Smithtown, NY 11787
• 

  Est $1,019,543 Not Listed For Sale

  15 Glenrich Dr, Saint James, NY 11780

  • 5 Beds
  • 3 Baths
  • 2,926 Sq Ft
  • Built 1968

  15 Glenrich Dr, Saint James, NY 11780

  Last Sold Summary

  • 2% Above List Price
  • $340/SF
  • 29 Days On Market

  • Last Sold Price $995,000
  • Dec 11, 2024

  Last Listing Agent Diane Mascellaro Exit Realty Achieve
• 

  $820,000 Sold Dec 23, 2025

  33 Mobrey Ln, Smithtown, NY 11787

  • 6 Beds
  • 3 Baths
  • Built 1948

  Last Sold Summary

  • 45% Below List Price
  • 145 Days On Market

  Current Estimated Value $813,279

  Last Listing Agent Asya Stepansky Douglas Elliman Real Estate

  33 Mobrey Ln, Smithtown, NY 11787
• 

  Est $1,166,125 Not Listed For Sale

  287 River Rd, Saint James, NY 11780

  • 3 Beds
  • 3 Baths
  • 2,750 Sq Ft
  • Built 1949

  287 River Rd, Saint James, NY 11780

  Last Sold Summary

  • 4% Above List Price
  • $409/SF
  • 41 Days On Market

  • Last Sold Price $1,125,000
  • Jan 17, 2025

  Last Listing Agent Glenn Barnett Nest Seekers International LLC
• 

  $862,000 Sold Feb 10, 2026

  6 Cambridge Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 4,000 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Below List Price
  • $216/SF
  • 106 Days On Market

  Current Estimated Value $924,037

  Last Listing Agent Carol Rodriguez List 2 Sell Inc

  6 Cambridge Dr, Smithtown, NY 11787

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