Smithtown, NY Homes

• 

  Est $800,687 Not Listed For Sale

  5 Bayberry Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,741 Sq Ft
  • Built 1960

  5 Bayberry Ln, Smithtown, NY 11787

  Last Sold Summary

  • 1% Below List Price
  • $463/SF
  • 6 Days On Market

  • Last Sold Price $806,000
  • Mar 20, 2025

  Last Listing Agent Rosemary Delorenzo Signature Premier Properties
• 

  

  

  /20

  $699,000 Pending

  • 4 Beds
  • 3 Baths

  1117 Saint Johnland Rd, Kings Park, NY 11754

  Definitely not ordinary. This 4 bedroom, 3 full bath house is designed with a flexible floor plan, featuring separate living areas that may accomodate extended family, guests, or private workspace needs.  Recent updates enhance the homes's appeal, while the cleared lot offers expanded outdoor possibilities. The outdoor deck is perfect for morning coffee or fun-filled evenings of friendly

  Nordeen Accardi Coldwell Banker American Homes

  1117 Saint Johnland Rd, Kings Park, NY 11754
• 

  $802,500 Sold Nov 24, 2025

  83 Sunrise Ln, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 1,984 Sq Ft
  • Built 1952

  Last Sold Summary

  • 18% Above List Price
  • $404/SF
  • 15 Days On Market

  Current Estimated Value $749,751

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  83 Sunrise Ln, Smithtown, NY 11787
• 

  Est $1,568,050 Not Listed For Sale

  20 Winston Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • Built 2024

  20 Winston Dr, Smithtown, NY 11787

  Last Sold Summary

  • 5% Below List Price
  • $485/SF
  • 40 Days On Market

  • Last Sold Price $1,650,000
  • Mar 07, 2025

  Last Listing Agent Natalie Carey Exit Realty Achieve
• 

  

  

  /33

  $999,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,855 Sq Ft

  54 Valleywood Rd, ComMacK, NY 11725

  Spring is around the Corner ! This Nice Splanch offers 5 Bedrooms, 3 Full Baths, Garage, Heated Chlorine In Ground Pool ( Loop Loc Pool Cover and Safety Fence, Heat Pump-2016), Shuffle Board, Roof Updated, Electric 200 Amp, Central Air, Wood and Ceramic Flooring, Cesspool w/ Overflow 2014, In Ground Sprinklers 8 zone, Master Bedroom Offers Air Tub and Shower plus Desirable Hauppauge Schools.

  Robert Scarito Douglas Elliman Real Estate

  54 Valleywood Rd, ComMacK, NY 11725
• 

  $260,000 Sold Sep 05, 2025

  355 Route 111 Unit 26, Smithtown, NY 11787

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

  Last Sold Summary

  • 4% Above List Price
  • $274/SF
  • 29 Days On Market

  Current Estimated Value $285,000

  Last Listing Agent LeighAnn Wulff OverSouth LLC

  355 Route 111 Unit 26, Smithtown, NY 11787
• 

  Est $901,466 Not Listed For Sale

  26 Laurel Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 1964

  26 Laurel Dr, Smithtown, NY 11787

  Last Sold Summary

  • 6% Above List Price
  • $439/SF
  • 11 Days On Market

  • Last Sold Price $851,000
  • Oct 21, 2024

  Last Listing Agent Anna Mastandrea Howard Hanna Coach
• 

  

  /25

  $649,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  4 Clearbrook Dr, Smithtown, NY 11787

  Home Opportunity for Someone that is Handy or wants to Design their Own Home. Beautiful Piece of Property 1/2 Acre Flat, Quiet Street.

  Robert Scarito Douglas Elliman Real Estate

  4 Clearbrook Dr, Smithtown, NY 11787
• 

  $950,000 Sold Sep 02, 2025

  34A Oak St, Smithtown, NY 11787

  • 6 Beds
  • 3 Baths
  • 2,504 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Above List Price
  • $379/SF
  • 17 Days On Market

  Current Estimated Value $1,011,341

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc

  34A Oak St, Smithtown, NY 11787
• 

  Est $945,441 Not Listed For Sale

  16 Wyandanch Blvd, Smithtown, NY 11787

  • 5 Beds
  • 5 Baths
  • 2,700 Sq Ft
  • Built 1969

  16 Wyandanch Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 22% Above List Price
  • $287/SF
  • 51 Days On Market

  • Last Sold Price $775,000
  • Dec 19, 2024

  Last Listing Agent Charles Ferrara HomeSmart Dynamic Realty
• 

  

  /41

  $839,000 Open House 5/16

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  18 Ursular Ct, Smithtown, NY 11787

  Welcome to this beautifully maintained home in the desirable North Smithtown neighborhood, set on a stunning half-acre of landscaped property. This move-in ready residence offers 3 bedrooms and 2 full bathrooms, providing the perfect blend of comfort and functionality. The home features a beautifully updated eat-in kitchen with granite countertops, a center island, custom cabinetry, and stainless

  Debra Ienna Keller Williams Realty Elite

  18 Ursular Ct, Smithtown, NY 11787
• 

  $840,000 Sold Nov 12, 2025

  75 Parnell Dr, Smithtown, NY 11787

  • 5 Beds
  • 2 Baths
  • 1,892 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $444/SF
  • 11 Days On Market

  Current Estimated Value $841,168

  Last Listing Agent Madeline Worontzoff Signature Premier Properties

  75 Parnell Dr, Smithtown, NY 11787
• 

  Est $945,066 Not Listed For Sale

  8 Wyandanch Blvd, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1975

  8 Wyandanch Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 20% Above List Price
  • $314/SF
  • 27 Days On Market

  • Last Sold Price $785,000
  • Jun 21, 2024

  Last Listing Agent Patty Vorilas Douglas Elliman Real Estate
• 

  

  /50

  $1,499,990

  • 4 Beds
  • 3 Baths
  • 4,300 Sq Ft

  10 Kingfisher Dr, Smithtown, NY 11787

  This is an incredible custom-built marvel nestled in the desirable Forestwood section of Smithtown. Constructed in 2016, this 4-bedroom, 3-bathroom home offers an impressive 4300 square feet of living space. Upon entering, you'll be greeted by a striking two-story entryway, leading you to a sprawling main floor adorned with radiant heated porcelain tiles. The expansive kitchen is a chef's dream,

  Nicholas Albanese Douglas Elliman Real Estate

  10 Kingfisher Dr, Smithtown, NY 11787
• 

  $919,000 Sold Dec 19, 2025

  49 Dorchester Rd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1968

  Last Sold Summary

  • $418/SF
  • 25 Days On Market

  Current Estimated Value $906,989

  Last Listing Agent Justin Soriano Signature Premier Properties

  49 Dorchester Rd, Smithtown, NY 11787
• 

  Not Listed For Sale

  10 Siracusa Blvd, Smithtown, NY 11787

  • 1 Bed
  • 1,200 Sq Ft
  • Built 1909

  10 Siracusa Blvd, Smithtown, NY 11787

  Last Sold Summary

  • $362/SF
  • 64 Days On Market

  • Last Sold Price $435,000
  • Apr 08, 2025

  Last Listing Agent Michael Scarito RE/MAX
• 

  

  /36

  $775,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  2 Cindy St, Smithtown, NY 11787

  Say Hello To Your New Home! This Colonial Is A True Stunner Featuring Hardwood Floors And A Great Open Layout That Just Makes Sense. Brand New Chef’s Kitchen With Stainless Steel Appliances And Plenty Of Cabinet Space, Flowing Right Into Your Main Living Areas. The First Floor Also Offers A Comfortable Living Room With A Fireplace, A Separate Den For Extra Flexibility, And A Laundry Room For

  Nicholas Pappas Coldwell Banker American Homes

  2 Cindy St, Smithtown, NY 11787
• 

  $800,000 Sold Apr 22, 2026

  1 Park Ct, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Above List Price
  • $421/SF
  • 10 Days On Market

  Last Listing Agent JoAnn Aronson Signature Premier Properties

  1 Park Ct, Smithtown, NY 11787
• 

  Est $792,602 Not Listed For Sale

  165 Fifty Acre Rd S, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft
  • Built 1968

  165 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 2% Above List Price
  • $485/SF
  • 20 Days On Market

  • Last Sold Price $780,000
  • Dec 12, 2024

  Last Listing Agent Thomas Santisi Douglas Elliman Real Estate
• 

  

  /41

  $794,000

  • 4 Beds
  • 1.5 Baths
  • 1,625 Sq Ft

  28 Dartmouth Dr, Smithtown, NY 11787

  Disclaimer: Agent Owned Property Warm and inviting ranch in the heart of Smithtown within the coveted College Estates neighborhood. Lovingly cared-for home with handcrafted wood finishes throughout, newly finished basement, new primary bath, new furnace, new water heater, and new house-wide plumbing. Main floor features 4 bedrooms, 1 full / 1 half bath, a formal living room, a den, dining room,

  Justin Vitale Yazdeli Keystone Realty USA Corp

  28 Dartmouth Dr, Smithtown, NY 11787
• 

  $840,000 Sold Nov 05, 2025

  32 Hemlock Ln, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 11 Days On Market

  Current Estimated Value $848,086

  Last Listing Agent Felicita Cartagena Nocella Property Professionals Realty

  32 Hemlock Ln, Smithtown, NY 11787
• 

  Est $826,314 Not Listed For Sale

  153 Fifty Acre Rd S, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,208 Sq Ft
  • Built 1967

  153 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 8% Above List Price
  • $348/SF
  • 17 Days On Market

  • Last Sold Price $767,500
  • Dec 15, 2023

  Last Listing Agent Ronni Tranes Coldwell Banker American Homes
• 

  /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
• 

  $915,000 Sold Oct 10, 2025

  21 Kent Place, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Above List Price
  • $366/SF
  • 26 Days On Market

  Current Estimated Value $917,899

  Last Listing Agent Michele Targovnik Daniel Gale Sothebys Intl Rlty

  21 Kent Place, Smithtown, NY 11787
• 

  Est $784,657 Not Listed For Sale

  169 Fifty Acre Rd S, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1969

  169 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 11% Above List Price
  • $295/SF
  • 52 Days On Market

  • Last Sold Price $710,000
  • Jul 23, 2024

  Last Listing Agent June Ellis Howard Hanna Coach
• 

  

  /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
• 

  $830,000 Sold Aug 11, 2025

  58 Oak St, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $415/SF
  • 41 Days On Market

  Current Estimated Value $843,909

  Last Listing Agent Tammy Gatto Signature Premier Properties

  58 Oak St, Smithtown, NY 11787
• 

  Est $776,745 Not Listed For Sale

  65 Carnegie Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 1,606 Sq Ft
  • Built 1967

  65 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 15% Above List Price
  • $420/SF
  • 130 Days On Market

  • Last Sold Price $675,000
  • Jun 13, 2023

  Last Listing Agent Linda Wilson Exit Realty Achieve
• 

  

  /31

  $699,888 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  240 Pond View Ln, Smithtown, NY 11787

  Beautifully upgraded and meticulously maintained 2-bedroom, 2.5-bath duplex in the gated community of Hidden Ponds, located in Smithtown School District. Featuring a 1-car garage and a private driveway, this home impresses from the moment you arrive. The main level showcases elegant wood flooring, custom molding throughout, and a spacious living room/dining room combination highlighted by a

  Janice Chavkin Signature Premier Properties

  240 Pond View Ln, Smithtown, NY 11787
• 

  $750,000 Sold Mar 02, 2026

  15 Penn Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Above List Price
  • $671/SF
  • 30 Days On Market

  Current Estimated Value $668,663

  Last Listing Agent Ashley Miller Realty Connect USA L I Inc

  15 Penn Dr, Smithtown, NY 11787
• 

  Est $837,504 Not Listed For Sale

  112 Fifty Acre Rd S, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • Built 1967

  112 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 13% Above List Price
  • 19 Days On Market

  • Last Sold Price $740,000
  • Apr 08, 2024

  Last Listing Agent Lyssa Gugliotta Howard Hanna Coach
• 

  

  /43

  $699,999

  • 2 Beds
  • 2.5 Baths
  • 1,863 Sq Ft

  28 Willow Ridge Dr, Smithtown, NY 11787

  Welcome to the highly sought-after Willow Ridge community in North Smithtown, where lifestyle, convenience, and opportunity come together.This "Canterbury" model offers a rare chance to create your dream home within one of the area’s most desirable townhome communities. Currently configured as a spacious 2-bedroom, 2-bath unit, this residence presents incredible potential to be converted into

  Brandon Cusma Realty Connect USA LLC

  28 Willow Ridge Dr, Smithtown, NY 11787
• 

  $850,000 Sold Jan 08, 2026

  677 Meadow Rd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1971

  Last Sold Summary

  • $409/SF
  • 55 Days On Market

  Current Estimated Value $855,131

  Last Listing Agent Melissa D'Angelo Compass Greater NY LLC

  677 Meadow Rd, Smithtown, NY 11787
• 

  Est $753,100 Not Listed For Sale

  25 Baylor Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1958

  25 Baylor Dr, Smithtown, NY 11787

  Last Sold Summary

  • 14% Above List Price
  • $500/SF
  • 22 Days On Market

  • Last Sold Price $660,000
  • Aug 04, 2023

  Last Listing Agent Jennifer Villasante Signature Premier Properties
• 

  

  /48

  $1,100,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  32 Branch Dr, Smithtown, NY 11787

  LOCATION LOCATION! Looking for a perfect tranquil spot to call home? This is it! Situated on a dead end street on almost 3/4’s of a flat acre, boarding the green belt with a view of a rolling stream from the back yard. Mrs. Clean lives here! Pride of ownership throughout this beautifully and tastefully updated 4 bedroom 3 bathroom colonial. Updates include granite kitchen with SS appliances, wood

  Mary Dunphy Century 21 Catapano Homes

  32 Branch Dr, Smithtown, NY 11787
• 

  $670,000 Sold Jul 24, 2025

  3 Baylor Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1958

  Last Sold Summary

  • 6% Above List Price
  • $515/SF
  • 17 Days On Market

  Current Estimated Value $697,475

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  3 Baylor Dr, Smithtown, NY 11787
• 

  Est $699,326 Not Listed For Sale

  42 Howell Dr, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,023 Sq Ft
  • Built 1958

  42 Howell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 7% Above List Price
  • $640/SF
  • 7 Days On Market

  • Last Sold Price $655,000
  • Jul 08, 2024

  Last Listing Agent Veronica Mannarino Douglas Elliman Real Estate
• 

  

  /26

  $729,999 Pending

  • 4 Beds
  • 1 Bath
  • 2,087 Sq Ft

  25 Rogers Ln, Smithtown, NY 11787

  This 4-bedroom, 1-bath ranch in Smithtown offers a solid foundation and a great opportunity to create a home tailored to your vision. Situated on a .26-acre fully fenced lot, the property features hardwood floors throughout, a rear deck, and a layout that has been well maintained by the original owners. The home is ready for renovation and updates, making it an ideal option for buyers looking to

  Catherine Wallack Daniel Gale Sothebys Intl Rlty

  25 Rogers Ln, Smithtown, NY 11787
• 

  $1,295,000 Sold Sep 16, 2025

  5 Hills Park Ln, Smithtown, NY 11787

  • 4 Beds
  • 4 Baths
  • 3,430 Sq Ft
  • Built 1969

  Last Sold Summary

  • 10% Above List Price
  • $378/SF
  • 12 Days On Market

  Current Estimated Value $1,311,530

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  5 Hills Park Ln, Smithtown, NY 11787
• 

  Est $764,610 Not Listed For Sale

  23 Dartmouth Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1958

  23 Dartmouth Dr, Smithtown, NY 11787

  Last Sold Summary

  • 8% Above List Price
  • $631/SF
  • 22 Days On Market

  • Last Sold Price $705,000
  • Jan 07, 2025

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate

Showing Results 241 - 280, Page 7 of 18