Smithtown, NY Homes

• 

  $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 $1,018,053

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  1 Cakewalk Terrace, Smithtown, NY 11787
• 

  Est $845,649

  Not Listed For Sale

  12 Dana Ln, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • Built 1965

  12 Dana Ln, Smithtown, NY 11787

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Laura Johanson Coldwell Banker American Homes
• 

  

  

  /37

  $659,999

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  181 North Ln, Smithtown, NY 11787

  Welcome to Hidden Ponds, where luxury, convenience, and resort-style living come together in one of the area's most desirable gated communities. This beautifully maintained Cornell Model is truly move-in ready and offers a spacious, thoughtfully designed floor plan ideal for both everyday living and entertaining. Step inside to a sun-drenched entry foyer that leads to a recently updated eat-in

  Wayne Hartard EXP Realty

  181 North Ln, Smithtown, NY 11787
• 

  $995,000

  Sold Dec 29, 2025

  75 Wesleyan Rd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft
  • Built 1966

  Last Sold Summary

  • 5% Above List Price
  • $345/SF
  • 26 Days On Market

  Current Estimated Value $1,006,784

  Last Listing Agent Robert Korber Signature Premier Properties

  75 Wesleyan Rd, Smithtown, NY 11787
• 

  Est $817,342

  Not Listed For Sale

  10 Morewood Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • Built 1957

  10 Morewood Dr, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Traci Gazzo Howard Hanna Coach
• 

  

  /27

  $789,000

  Pending

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

  61 Hofstra Dr, Smithtown, NY 11787

  Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates.Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition

  Lyssa Gugliotta Howard Hanna Coach

  61 Hofstra Dr, Smithtown, NY 11787
• 

  $765,000

  Sold Dec 04, 2025

  5 Platt Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Above List Price
  • $430/SF
  • 15 Days On Market

  Current Estimated Value $780,698

  Last Listing Agent Claire Leface Signature Premier Properties

  5 Platt Ave, Smithtown, NY 11787
• 

  Est $777,694

  Not Listed For Sale

  12 Parnell Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • Built 1963

  12 Parnell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Vincent Verni Signature Premier Properties
• 

  

  /46

  $899,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,074 Sq Ft

  16 Ursular Ct, Smithtown, NY 11787

  Step inside this Beautiful & Spacious 4 Bedroom, 3 Full Bath Farm Ranch! This home features a beautiful open floor plan with an Updated EIK with Granite Countertops & Center Island, Spacious Great Room with Tons of Natural light pouring in ,Formal dining room, Recently Updated Bathrooms including a Main Floor Full Bath w/ Radiant Heated Floors, 1st floor primary bedroom and additional

  Deborah Lettieri Signature Premier Properties

  16 Ursular Ct, Smithtown, NY 11787
• 

  $675,000

  Sold Feb 27, 2026

  173 North Ln, Smithtown, NY 11787

  • 2 Beds
  • 2.5 Baths
  • 1,688 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Above List Price
  • $400/SF
  • 10 Days On Market

  Current Estimated Value $675,575

  Last Listing Agent Debra Tringali Signature Premier Properties

  173 North Ln, Smithtown, NY 11787
• 

  Est $764,604

  Not Listed For Sale

  16 Parnell Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,051 Sq Ft
  • Built 1963

  16 Parnell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Madison Swenton VYLLA Home
• 

  

  /50

  $850,000

  Pending

  • 4 Beds
  • 4 Baths
  • 2,365 Sq Ft

  8 Whisper Ln, Smithtown, NY 11787

  Welcome to this beautifully maintained Colonial-style home, ideally located on a quiet cul-de-sac block in Smithtown, offering a desirable blend of privacy and accessibility and just moments from Robert A. Brady Park, Miller's Pond, and Blydenburgh County Park. This spacious residence features 4 bedrooms, 4 full bathrooms, a 2-car garage, and a fully finished basement with a separate outside

  Mustafa Uruk Exit Realty Island Elite

  8 Whisper Ln, Smithtown, NY 11787
• 

  $985,000

  Sold Mar 10, 2026

  14 Hills Park Ln, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft
  • Built 1970

  Last Sold Summary

  • 10% Above List Price
  • $352/SF
  • 13 Days On Market

  Current Estimated Value $967,955

  Last Listing Agent Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  14 Hills Park Ln, Smithtown, NY 11787
• 

  Est $797,087

  Not Listed For Sale

  30 Rogers Ln, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1962

  30 Rogers Ln, Smithtown, NY 11787

  Last Sold Summary

  • 44 Days On Market

  Last Listing Agent Diane Cosentino Cosentino Realty Group LLC
• 

  

  /34

  $2,499,000

  $200K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 6,050 Sq Ft

  301 Old Mill Rd, Saint James, NY 11780

  Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant

  Gregory Masaitis Keller Williams Realty Elite

  301 Old Mill Rd, Saint James, NY 11780
• 

  $645,000

  Sold Apr 03, 2026

  55 Waverly Ave, Smithtown, NY 11787

  • 5 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Built 1947

  Last Sold Summary

  • 8% Above List Price
  • $473/SF
  • 32 Days On Market

  Current Estimated Value $669,135

  Last Listing Agent Pinuccia Bongiorno BERKSHIRE HATHAWAY

  55 Waverly Ave, Smithtown, NY 11787
• 

  Est $817,602

  Not Listed For Sale

  5 Greenwich Rd, Smithtown, NY 11787

  • 3 Beds
  • 4 Baths
  • 1,704 Sq Ft
  • Built 1961

  5 Greenwich Rd, Smithtown, NY 11787

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Lisa Kass Coldwell Banker American Homes
• 

  

  /36

  $1,150,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1 Valley Ave, Smithtown, NY 11787

  Completely renovated luxury home in beautiful Smithtown. The exceptionally bright and airy interior features impressive vaulted ceilings that create a sense of grandeur throughout. The thoughtfully designed floor plan offers versatile living with 3-4 bedrooms and separate areas for entertaining and private life. The heart of this home is its expansive, fully renovated kitchen, showcasing a

  Kate Works Compass Greater NY LLC

  1 Valley Ave, Smithtown, NY 11787
• 

  $565,000

  Sold Sep 25, 2025

  60 Morewood Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,962 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Below List Price
  • $288/SF
  • 33 Days On Market

  Current Estimated Value $639,773

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders

  60 Morewood Dr, Smithtown, NY 11787
• 

  Est $836,338

  Not Listed For Sale

  5 Villa Ln, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  5 Villa Ln, Smithtown, NY 11787

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Jayne St Mary-Conwell Howard Hanna Coach
• 

  

  /45

  $3,995,000

  • 7 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  38 Landing Meadow Rd, Smithtown, NY 11787

  Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining

  Philip Laffey LAFFEY REAL ESTATE

  38 Landing Meadow Rd, Smithtown, NY 11787
• 

  $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 $822,147

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  83 Sunrise Ln, Smithtown, NY 11787
• 

  Est $817,746

  Not Listed For Sale

  26 Morewood Dr, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 1960

  26 Morewood Dr, Smithtown, NY 11787

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Jason Orsini Douglas Elliman Real Estate
• 

  

  /6

  $379,999

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  355 Route 111 Unit 19, Smithtown, NY 11787

  Absolutely immaculate; fully renovated, move in ready 1st floor 2 bedroom unit. Being on the first floor allows for a private entrance, located just feet away from assigned parking spot as well as the well maintained laundry room. This unit was just renovated earlier this year so everything is brand new! Windows and door have lifetime warranty. The ceiling was sound proofed so one can confidently

  Laura Budney Prime Realty

  355 Route 111 Unit 19, Smithtown, NY 11787
• 

  $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 $265,000

  Last Listing Agent LeighAnn Wulff OverSouth LLC

  355 Route 111 Unit 26, Smithtown, NY 11787
• 

  Est $849,784

  Not Listed For Sale

  26 Villa Ln, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 2,000 Sq Ft
  • Built 1966

  26 Villa Ln, Smithtown, NY 11787

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Anthony Guerriero First Realty Properties Inc
• 

  

  /27

  $750,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,629 Sq Ft

  18 Lehigh Dr, Smithtown, NY 11787

  "ALL BINDERS ARE OFF" Location, Location, Location! Welcome to your dream home! This beautifully renovated 4-bedroom, 3-bathroom high ranch offers approximately 1,992 sqft of modern living space in the Smithtown School District. Perfect for family living, this home features gas heat, gas cooking, and hardwood floors. The beautiful, bright living area flows into a 5-year-old kitchen featuring

  Sahra Mansouri Afati Realty Connect USA L I Inc

  18 Lehigh 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 $1,008,778

  Last Listing Agent John Sanders Shea & Sanders Real Estate Inc

  34A Oak St, Smithtown, NY 11787
• 

  Est $952,740

  Not Listed For Sale

  5 Stacey Ln, Smithtown, NY 11787

  • 5 Beds
  • 4 Baths
  • 2,903 Sq Ft
  • Built 1986

  5 Stacey Ln, Smithtown, NY 11787

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent June Ellis Howard Hanna Coach
• 

  

  /35

  $950,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,471 Sq Ft

  19 Knoll Ln, Smithtown, NY 11787

  Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets EleganceNestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining.The spacious formal living room and formal

  Marie Sottile Coldwell Banker M&D Good Life

  19 Knoll Ln, 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 $841,778

  Last Listing Agent Madeline Worontzoff Signature Premier Properties

  75 Parnell Dr, Smithtown, NY 11787
• 

  Est $829,712

  Not Listed For Sale

  43 Sandy Hollow Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,466 Sq Ft
  • Built 1971

  43 Sandy Hollow Dr, Smithtown, NY 11787

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Lynn Witz Howard Hanna Coach
• 

  

  /6

  $1,499,000

  New Construction

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

  2 Vistas Cir, Smithtown, NY 11787

  Serene Location! To Be Built. Please Note That 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

  Lynn Anne Daly Douglas Elliman Real Estate

  2 Vistas Cir, 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 $922,265

  Last Listing Agent Justin Soriano Signature Premier Properties

  49 Dorchester Rd, Smithtown, NY 11787
• 

  Est $838,614

  Not Listed For Sale

  41 Sandy Hollow Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  41 Sandy Hollow Dr, Smithtown, NY 11787

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Denise Rogers Douglas Elliman Real Estate
• 

  

  /18

  $599,999

  Pending

  • 4 Beds
  • 1 Bath
  • 1,371 Sq Ft

  33 Laurel Dr, Smithtown, NY 11787

  Welcome to 33 Laurel Drive, a charming cape nestled in the quiet, tree-lined neighborhood of Smithtown Pines. This home presents an exceptional opportunity for those seeking to make their mark on a timeless property with endless potential. Before stepping through the front door, you'll be greeted by a spacious 1/2 acre level lot that offers a peaceful retreat from the hustle and bustle. The

  Thomas Diana Douglas Elliman Real Estate

  33 Laurel Dr, 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

  Current Estimated Value $807,297

  Last Listing Agent JoAnn Aronson Signature Premier Properties

  1 Park Ct, Smithtown, NY 11787
• 

  Est $755,968

  Not Listed For Sale

  74 Cornell Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • Built 1952

  74 Cornell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Bridget Widmaier Signature Premier Properties
• 

  

  /50

  $789,999

  Pending

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft

  591 Meadow Rd, Kings Park, NY 11754

  Located in Smithtown School District w/Kings Park mailing address. This Beautiful 4 Bedroom , 3 Full Baths Hi Ranch as a flexible floor plan perfect for extended family or possible extra income. Lowerlevel has separate entrance w/Full bath, Bedroom, Den w/fireplace and Custom Built-In Shelves, Playroom, Laundry. Walk-In Storage closet and access to Garage. Main level includes updated Kitchen

  Michele Phelps Vachier Realty Connect USA L I Inc

  591 Meadow Rd, Kings Park, NY 11754
• 

  $275,000

  Sold Jul 21, 2026

  365 Route 111 Unit B6, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $344/SF
  • 14 Days On Market

  Current Estimated Value $258,000

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  365 Route 111 Unit B6, Smithtown, NY 11787

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