Smithtown, NY Homes

• 

  $825,000

  Sold Sep 26, 2025

  17 Tiffany Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1968

  Last Sold Summary

  • 10% Above List Price
  • $446/SF
  • 15 Days On Market

  Current Estimated Value $843,745

  Last Listing Agent Danielle Curti Realty Connect USA L I Inc

  17 Tiffany Ln, Smithtown, NY 11787
• 

  Est $667,629

  Not Listed For Sale

  52 River Rd, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Built 1963

  52 River Rd, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Eliot Lonardo Signature Premier Properties
• 

  

  

  /41

  $599,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  79 S Pond Ln, Smithtown, NY 11787

  Don’t miss this beautifully maintained end-unit Emory Ranch, a meticulous one-story home offering 2 bedrooms and 1.5 baths in the highly desirable gated community of Hidden Ponds. Enjoy exceptional privacy with a park-like backyard, plus the convenience of an attached garage and oversized driveway. Inside, the sun-filled eat-in kitchen features a charming breakfast area surrounded by windows on

  Donna Memoli Varland Daniel Gale Sothebys Intl Rlty

  79 S Pond Ln, Smithtown, NY 11787
• 

  $600,000

  Sold Feb 27, 2026

  12 Merrimack Rd, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Built 1998

  Last Sold Summary

  • 14% Below List Price
  • $450/SF
  • 52 Days On Market

  Current Estimated Value $616,884

  Last Listing Agent Teresa Zboray Signature Premier Properties

  12 Merrimack Rd, Smithtown, NY 11787
• 

  Est $877,373

  Not Listed For Sale

  20 Bridle Path Rd, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 2,396 Sq Ft
  • Built 1965

  20 Bridle Path Rd, Smithtown, NY 11787

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Kathleen Micozzi Howard Hanna Coach
• 

  

  /50

  $1,374,000

  $175K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,896 Sq Ft

  6 Averly Place, Smithtown, NY 11787

  Welcome to one of the most impressive properties to hit the market in The Pines. Set on a private half-acre of beautifully manicured grounds, this extraordinary contemporary ranch offers a perfect blend of luxury, comfort, and resort-style living—all in a beautifully landscaped, private setting. A long paved driveway leads to a spacious two-car garage and a grand entry foyer with soaring vaulted

  Robert Scarito Douglas Elliman Real Estate

  6 Averly Place, Smithtown, NY 11787
• 

  $991,000

  Sold Sep 15, 2025

  6 Village Way, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,867 Sq Ft
  • Built 1963

  Last Sold Summary

  • 13% Above List Price
  • $531/SF
  • 28 Days On Market

  Current Estimated Value $988,982

  Last Listing Agent Joseph Donofrio Douglas Elliman Real Estate

  6 Village Way, Smithtown, NY 11787
• 

  Est $494,303

  Not Listed For Sale

  41 Gazebo Ln, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 2007

  41 Gazebo Ln, Smithtown, NY 11787

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders
• 

  

  /43

  $799,999

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  44 Winslow Ln, Smithtown, NY 11787

  Welcome to 44 Winslow Lane, Smithtown! Located in a highly desirable neighborhood within the Smithtown School District, this beautifully maintained 4/5 -bedroom,2.5 bath Ranch offers the perfect blend of comfort, style and functionality..Updated EIK w/Granite Countertops,stainless steel appliances,Formal Living Room,Dining Room,Family Room w/Wood burning Fireplace,hardwood floors,2 bedrooms w/

  Karin Hendricks Real Broker NY LLC

  44 Winslow Ln, Smithtown, NY 11787
• 

  $650,000

  Sold Apr 30, 2026

  27 Dillmont Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1943

  Last Sold Summary

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

  Current Estimated Value $654,665

  Last Listing Agent Brenden Burns Realty Connect USA L I Inc

  27 Dillmont Dr, Smithtown, NY 11787
• 

  Est $421,834

  Not Listed For Sale

  14 Gazebo Ln, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • 1,102 Sq Ft
  • Built 2007

  14 Gazebo Ln, Smithtown, NY 11787

  Last Sold Summary

  • 59 Days On Market

  Last Listing Agent Joshua Pismeny Real Broker NY LLC
• 

  

  /45

  $869,000

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  6 Navy Dr, Smithtown, NY 11787

  Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering

  Tom Amalfitano Exit Realty Island Elite

  6 Navy Dr, Smithtown, NY 11787
• 

  $770,000

  Sold Jul 13, 2026

  33 Brilner Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Above List Price
  • $550/SF
  • 13 Days On Market

  Current Estimated Value $732,228

  Last Listing Agent John Cinque Signature Premier Properties

  33 Brilner Dr, Smithtown, NY 11787
• 

  Est $971,586

  Not Listed For Sale

  8 Bridle Path Rd, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,107 Sq Ft
  • Built 1955

  8 Bridle Path Rd, Smithtown, NY 11787

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Nicole Schwartz RE/MAX Team
• 

  

  /6

  $1,550,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  6 Keystone Ct, Smithtown, NY 11787

  Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A

  Lynn Anne Daly Douglas Elliman Real Estate

  6 Keystone Ct, Smithtown, NY 11787
• 

  $975,000

  Sold Oct 10, 2025

  234 Edgewood Ave, Smithtown, NY 11787

  • 5 Beds
  • 4 Baths
  • 4,307 Sq Ft
  • Built 1947

  Last Sold Summary

  • 3% Above List Price
  • $226/SF
  • 23 Days On Market

  Current Estimated Value $1,008,106

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

  234 Edgewood Ave, Smithtown, NY 11787
• 

  Est $885,176

  Not Listed For Sale

  20 Woodland Dr, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1955

  20 Woodland Dr, Smithtown, NY 11787

  Last Sold Summary

  • 135 Days On Market

  Last Listing Agent Kelly Choulis Auffret Signature Premier Properties
• 

  

  /49

  $1,185,000

  $65K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,498 Sq Ft

  28 Cygnet Dr, Smithtown, NY 11787

  Welcome to your private retreat, where comfort, space, and timeless charm come together! Set on a beautifully landscaped .71 acre property, this spacious 5 bedroom, 2.5 bath home in the heart of Smithtown, nestled in the beautiful Forestwood section, offers the perfect blend of elegance, functionality, and outdoor living. Featuring gleaming hardwood floors throughout and a thoughtfully designed

  Peter Hirschhorn Coldwell Banker American Homes

  28 Cygnet Dr, Smithtown, NY 11787
• 

  $937,000

  Sold Jul 23, 2026

  159 Shady Ln, Smithtown, NY 11787

  • 6 Beds
  • 2.5 Baths
  • 2,998 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $313/SF
  • 12 Days On Market

  Current Estimated Value $898,232

  Last Listing Agent Anita Gordon Realty Connect USA L I Inc

  159 Shady Ln, Smithtown, NY 11787
• 

  Est $808,383

  Not Listed For Sale

  3 Prospect St, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft
  • Built 1887

  3 Prospect St, Smithtown, NY 11787

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Mario Urrutia RE/MAX Team
• 

  

  /6

  $725,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  56 Waverly Ave, Smithtown, NY 11787

  This house has endless possibilities! It features a large living room, formal dining room, den, kitchen, breakfast room/dining area, bedroom on the first level and two upstairs, office, full finished basement and a detached garage. The kitchen has been updated and there are two full baths -one up and one down!! Hardwood floors throughout! The yard is a nice size and fully fenced!!

  Joanne DeMaio Real Broker NY LLC

  56 Waverly Ave, Smithtown, NY 11787
• 

  $780,000

  Sold Feb 20, 2026

  6 Nowick Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,488 Sq Ft
  • Built 1956

  Last Sold Summary

  • 2% Below List Price
  • $314/SF
  • 124 Days On Market

  Current Estimated Value $796,213

  Last Listing Agent Barry Paley Keller Williams Points North

  6 Nowick Ln, Smithtown, NY 11787
• 

  Est $814,583

  Not Listed For Sale

  89 Atterbury Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1954

  89 Atterbury Dr, Smithtown, NY 11787

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders
• 

  

  /37

  $1,200,000

  Pending

  • 3 Beds
  • 1 Bath

  37 Winston Dr, Smithtown, NY 11787

  Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over 1 acre each. Lot 60 is vacant flat land. Lot 61 has a Well-maintained Retro Style Ranch home where buyers can enjoy the it's vintage charm w/ 3 Beds & 1.5 Baths w/ Full Basement w/Outside Entrance. Boasting Hardwood Floors throughout alongside a Bonus Recreational Room w/High ceilings surrounded in Knotty

  Doris Rose Piazza Coldwell Banker American Homes

  37 Winston Dr, Smithtown, NY 11787
• 

  $850,000

  Sold Feb 20, 2026

  1 Clark St, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft
  • Built 1979

  Last Sold Summary

  • 15% Below List Price
  • $434/SF
  • 71 Days On Market

  Current Estimated Value $876,841

  Last Listing Agent Emmanuel Lewis Millionaire Minds Realty

  1 Clark St, Smithtown, NY 11787
• 

  Est $672,968

  Not Listed For Sale

  6 Brooksite Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • Built 1975

  6 Brooksite Dr, Smithtown, NY 11787

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Lisa Corwin Howard Hanna Coach
• 

  

  /37

  $689,888

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  112 Lawrence Ave, Smithtown, NY 11787

  Nestled in the heart of Smithtown on a spacious .38 acre lot (two .19 acre lots) this charming Cape Cod offers a perfect blend of classic appeal and modern convenience. Inside, you’ll find beautiful hardwood and vinyl flooring throughout, a cozy wood burning fireplace and a welcoming Dutch door entry that opens into a functional mudroom. The kitchen is designed for both style and efficiency,

  Sarah Fox Signature Premier Properties

  112 Lawrence Ave, Smithtown, NY 11787
• 

  $1,015,000

  Sold Feb 18, 2026

  1 Glenrich Dr, Saint James, NY 11780

  • 4 Beds
  • 4 Baths
  • 2,856 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $355/SF
  • 7 Days On Market

  Current Estimated Value $1,031,453

  Last Listing Agent Robin Rosenberg Signature Premier Properties

  1 Glenrich Dr, Saint James, NY 11780
• 

  Est $1,029,278

  Not Listed For Sale

  53 Prospect St, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 2,775 Sq Ft
  • Built 1998

  53 Prospect St, Smithtown, NY 11787

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Peter Grosso RE/MAX Integrity Leaders
• 

  

  /42

  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 2,626 Sq Ft

  35 Pine Ridge Dr, Smithtown, NY 11787

  This Pristine Dream Home, Nestled on a Meandering Wooded Street in the Pines, is Ensconced in a Peaceful, Perennial Paradise! The Lushly Landscaped & Lovingly Tended Property, as Meticulous Outside as the Home is Inside, Compels you to Linger on the Covered Porch or Back Patios, just to drink in the View! Inside, a Grand Foyer Shines with its Soaring Ceiling, Stunning Imported Crystal Chandelier

  April Hughes-Kaufman Signature Premier Properties

  35 Pine Ridge Dr, Smithtown, NY 11787
• 

  $965,000

  Sold Jun 25, 2026

  334 Edgewood Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,119 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Below List Price
  • $455/SF
  • 22 Days On Market

  Current Estimated Value $987,481

  Last Listing Agent Tracy Boucher Signature Premier Properties

  334 Edgewood Ave, Smithtown, NY 11787
• 

  Est $836,487

  Not Listed For Sale

  76 Edgewood Ave, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • Built 1900

  76 Edgewood Ave, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Marianne Koke Daniel Gale Sothebys Intl Rlty
• 

  

  /28

  $619,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,612 Sq Ft

  14 Mark Dr, Smithtown, NY 11787

  Location, Location, Location!! Opportunity knocks in the sought-after Forestwood section of Smithtown, one of the area's most coveted enclaves, set on a large lot. This 4-bedroom, 2.5-bath split ranch sits on a generous .60-acre corner lot and is available for the first time in over two decades.Offering approximately 1,612 square feet of living space, an attached garage, a wood-burning

  Anthony Amen American Real Estate Assoc Inc

  14 Mark Dr, Smithtown, NY 11787
• 

  $550,000

  Sold Mar 26, 2026

  2 W Pond Ct, Smithtown, NY 11787

  • 2 Beds
  • 1.5 Baths
  • 1,113 Sq Ft
  • Built 1987

  Last Sold Summary

  • $494/SF
  • 21 Days On Market

  Current Estimated Value $550,873

  Last Listing Agent Darlene Forte Howard Hanna Coach

  2 W Pond Ct, Smithtown, NY 11787
• 

  Est $1,049,052

  Not Listed For Sale

  26 Dawn Dr, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 3,567 Sq Ft
  • Built 1950

  26 Dawn Dr, Smithtown, NY 11787

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Lisa Urcuiolio Century 21 Crown Homes
• 

  

  /50

  $599,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,197 Sq Ft

  91 Hidden Ponds Cir, Smithtown, NY 11787

  Welcome to the sought-after Emory Ranch in the gated Hidden Ponds community. This one story condo offers a spacious and inviting floor plan with 2 bedrooms, 2 full bathrooms, an attached garage, and an overized drivewayfor guest parking. The sun-filled eat-in kitchen features a charming breakfast nook and flows into the open-concept living and dining areas highlighted by soaring vaulted

  Suzanne Savino Compass Greater NY LLC

  91 Hidden Ponds Cir, Smithtown, NY 11787
• 

  $999,000

  Sold Dec 22, 2025

  7 Windmill Ct, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $400/SF
  • 88 Days On Market

  Current Estimated Value $1,021,744

  Last Listing Agent Justin Pollio New Door Properties LLC

  7 Windmill Ct, Smithtown, NY 11787
• 

  Est $943,524

  Not Listed For Sale

  8 Half Acre Ct, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  8 Half Acre Ct, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate
• 

  

  /35

  $1,499,999

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

  10 Burham Dr, Smithtown, NY 11787

  Located in the in a highly desirable area of Smithtown sits this well maintained colonial.... Over 4000 sq ft of living area containing 6 true bedrooms, 3.5 bathrooms, a home office, a formal dining room, guest quarters (bedroom, full bath, living room) with a separate entrance, A sizable sitting room ( 18x25) containing a wood burning fire place, a separate living room and a wonderful screened

  Muharem Hasan Weichert Realtors

  10 Burham Dr, Smithtown, NY 11787
• 

  $999,000

  Sold Jun 26, 2026

  4 Ernest Ct, Kings Park, NY 11754

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

  Last Sold Summary

  • $400/SF
  • 19 Days On Market

  Current Estimated Value $1,040,751

  Last Listing Agent Steohen Belyea Signature Premier Properties

  4 Ernest Ct, Kings Park, NY 11754

Showing Results 441 - 480, Page 12 of 18