Smithtown, NY Homes

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  /49

  $1,275,000

  $275K PRICE INCREASE Pending

  • 4 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  37 Pine Ridge Dr, Smithtown, NY 11787

  Impeccably maintained and lovingly cared for, this DIAMOND oversized ranch is located in the coveted Smithtown Pines! This 4 bedroom, 3 1/2 bath home has beautiful hard wood floors with radiant heat (10 zones), soaring ceilings in many of the rooms, 2 fireplaces, one gas and one wood burning, CAC with 2 systems and 2 zones, in ground sprinklers, alarm system, natural gas service including a

  Veronica Mannarino Douglas Elliman Real Estate

  37 Pine Ridge Dr, Smithtown, NY 11787
• 

  $775,000

  Sold Jan 02, 2026

  34 Brooksite Dr, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 2,525 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $307/SF
  • 8 Days On Market

  Current Estimated Value $800,284

  Last Listing Agent Pedro velez Deal House Realty Inc.

  34 Brooksite Dr, Smithtown, NY 11787
• 

  Est $1,212,449

  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

  • 41 Days On Market

  Last Listing Agent Glenn Barnett Nest Seekers International LLC
• 

  

  

  /27

  $749,000

  $50K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft

  106 Summit Dr, Smithtown, NY 11787

  Great Hi Ranch with 2 Sep Living Areas plus Garage, Fenced Yard, Oversize Driveway, Smithtown Schools, Central Air

  Robert Scarito Douglas Elliman Real Estate

  106 Summit Dr, Smithtown, NY 11787
• 

  $485,000

  Sold Dec 03, 2025

  203 Pond View Ln, Smithtown, NY 11787

  • 1 Bed
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $465/SF
  • 15 Days On Market

  Current Estimated Value $507,374

  Last Listing Agent Brandi Everett Coldwell Banker American Homes

  203 Pond View Ln, Smithtown, NY 11787
• 

  Est $907,645

  Not Listed For Sale

  4 Tween Ct, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • Built 1969

  4 Tween Ct, Saint James, NY 11780

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Anthony Guidice RE/MAX Signature Real Estate
• 

  

  /22

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  22 South Ave, Smithtown, NY 11787

  Beautifully updated three-bedroom, two-bath Cape Cod situated on a generous lot in the heart of Smithtown. This move-in-ready home showcases a newer roof, stylish luxury vinyl plank flooring, a beautifully updated bathroom, and a bright eat-in kitchen designed for both everyday living and entertaining. The flexible floor plan offers three spacious bedrooms and two full baths and a versatile loft

  Barbi Schwartzberg Douglas Elliman Real Estate

  22 South Ave, Smithtown, NY 11787
• 

  $269,000

  Sold Dec 17, 2025

  365 Route 111 Unit C-4, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1964

  Last Sold Summary

  • 10% Above List Price
  • $269/SF
  • 13 Days On Market

  Current Estimated Value $238,000

  Last Listing Agent Victoria Seeger Signature Premier Properties

  365 Route 111 Unit C-4, Smithtown, NY 11787
• 

  Est $884,134

  Not Listed For Sale

  16 Pia Blvd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft
  • Built 1966

  16 Pia Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Kerri McDonald Cornerstone Properties of LI
• 

  

  /41

  $1,600,000

  Pending

  • 5 Beds
  • 3 Baths
  • 3,610 Sq Ft

  25 Yellow Top Ln, Smithtown, NY 11787

  If you appreciate the privacy and security of a gated community, this exceptional home is not to be missed. Built in 2006 and extensively upgraded over the past 13 years, this stunning residence offers approximately 3,600 square feet of beautifully designed living space with 5 bedrooms and 3 full baths.A grand two-story entry foyer welcomes you into a home filled with architectural elegance,

  Maria Caifa Coldwell Banker American Homes

  25 Yellow Top Ln, Smithtown, NY 11787
• 

  $750,000

  Sold Nov 12, 2025

  392 N Country Rd, Smithtown, NY 11787

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft
  • Built 1910

  Last Sold Summary

  • 5% Below List Price
  • $536/SF
  • 28 Days On Market

  Current Estimated Value $747,048

  Last Listing Agent Fabian Sookoo Howard Hanna Coach

  392 N Country Rd, Smithtown, NY 11787
• 

  Est $824,305

  Not Listed For Sale

  22 Pantzer St, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,341 Sq Ft
  • Built 1969

  22 Pantzer St, Smithtown, NY 11787

  Last Sold Summary

  • 236 Days On Market

  Last Listing Agent Todd Yovino Island Advantage Realty LLC
• 

  

  /44

  $1,329,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,248 Sq Ft

  322 Rose Ln, Smithtown, NY 11787

  Looking for that "wow" factor? Welcome to this beautiful, totally custom 4bed/3.5bath home complete with all the bells and whistles! From the moment you walk in you'll be impressed by the thoughtfully selected design elements from the two-story foyer, statement-making millwork and trim, the stunning recently remodeled (2024) Chef's kitchen, recently updated designer bathrooms and so much more.

  Alexandra Parisi Compass Greater NY LLC

  322 Rose Ln, Smithtown, NY 11787
• 

  $766,500

  Sold Dec 15, 2025

  1 Charter Ln, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 1967

  Last Sold Summary

  • 9% Below List Price
  • $358/SF
  • 198 Days On Market

  Current Estimated Value $796,835

  Last Listing Agent Verria Hairston Opendoor Brokerage LLC

  1 Charter Ln, Smithtown, NY 11787
• 

  Est $859,169

  Not Listed For Sale

  23 Demont St, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1966

  23 Demont St, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Dennis Consalvo Aliano Real Estate
• 

  

  /16

  $269,999

  $20K PRICE INCREASE Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  365 Route 111 Unit A12, Smithtown, NY 11787

  Bright and inviting, this 1-bedroom, 1-bath second-floor co-op offers a comfortable, low-maintenance lifestyle in the heart of Smithtown. High ceilings and generous natural light create an airy, open feel throughout, giving you a great canvas to add your own personal touch. Step out onto your private balcony for a tranquil spot to unwind, or take advantage of the basement storage and on-site

  Jonathan Guercio Signature Premier Properties

  365 Route 111 Unit A12, Smithtown, NY 11787
• 

  $810,000

  Sold Aug 27, 2025

  12 Friendly Rd, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 4,625 Sq Ft
  • Built 1990

  Last Sold Summary

  • 10% Below List Price
  • $175/SF
  • 83 Days On Market

  Current Estimated Value $907,045

  Last Listing Agent Monica Rea Signature Premier Properties

  12 Friendly Rd, Smithtown, NY 11787
• 

  Est $855,261

  Not Listed For Sale

  19 Lizetta St, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,122 Sq Ft
  • Built 1968

  19 Lizetta St, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Denise Reinke Signature Premier Properties
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  /39

  $985,000

  Open Sun 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  29 Sandy Hollow Dr, Smithtown, NY 11787

  Welcome home to this stunning, meticulously maintained Colonial in the renowned Commack school district. Thoughtfully expanded with additional living space, this home offers room to grow, entertain, and unwind in style.Step outside into your own entertainer's paradise — a country club-worthy backyard featuring a sparkling saltwater in-ground pool (complete with a brand-new pump).Inside,

  Salvatore Vacchio Countryside Realty & Mgmt Svcs

  29 Sandy Hollow Dr, Smithtown, NY 11787
• 

  $785,000

  Sold Jun 23, 2026

  32 Derby Place, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,609 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $488/SF
  • 33 Days On Market

  Current Estimated Value $786,450

  Last Listing Agent Joseph Donofrio Douglas Elliman Real Estate

  32 Derby Place, Smithtown, NY 11787
• 

  Est $798,001

  Not Listed For Sale

  21 Pia Blvd, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1978

  21 Pia Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Mary Preisel EXIT Realty Premier
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  /48

  $725,000

  $24K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,196 Sq Ft

  20 Veronica Ct, Smithtown, NY 11787

  Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting.This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind

  Daren Debel Keller Williams Points North

  20 Veronica Ct, Smithtown, NY 11787
• 

  $755,000

  Sold Nov 19, 2025

  7 Village Way, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Below List Price
  • $315/SF
  • 49 Days On Market

  Current Estimated Value $823,640

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  7 Village Way, Smithtown, NY 11787
• 

  Est $904,061

  Not Listed For Sale

  23 Dunedin St, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,865 Sq Ft
  • Built 1967

  23 Dunedin St, Smithtown, NY 11787

  Last Sold Summary

  • 106 Days On Market

  Last Listing Agent Denise Lanzarone Real Broker NY LLC
• 

  

  /44

  $825,000

  Pending

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

  75 Elm Ave, Smithtown, NY 11787

  Tucked behind a classic front porch, this Craftsman-style colonial offers the perfect blend of timeless charm and modern peace of mind. Nearly rebuilt from the ground up in 2004—with updated framing, electrical, plumbing, insulation, and drywall—it lives like a newer home wrapped in character.A cozy den featuring Patagonian rosewood floors and a high end Jotul wood-burning stove overlooks the

  Gordon Lewis RE/MAX Integrity Leaders

  75 Elm Ave, Smithtown, NY 11787
• 

  $950,000

  Sold Dec 03, 2025

  3 Five Acre Ct, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Above List Price
  • $557/SF
  • 14 Days On Market

  Current Estimated Value $948,946

  Last Listing Agent Szabolcs Muharay HomeSmart Dynamic Realty

  3 Five Acre Ct, Smithtown, NY 11787
• 

  Est $908,905

  Not Listed For Sale

  65 Hurtin Blvd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,477 Sq Ft
  • Built 1970

  65 Hurtin Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Laura Cochran BERKSHIRE HATHAWAY
• 

  

  /34

  $699,999

  • 3 Beds
  • 1 Bath
  • 1,465 Sq Ft

  42 Pineacre Dr, Smithtown, NY 11787

  Well maintained cozy ranch on tree lined street in Smithtown on .63 property with a detached garage. This home offers a formal living room, dining room, den, eat in kitchen, w/propane cooking as well as 3 bedrooms and 1 full bathroom. There are Anderson windows, hardwood floors in Living room.

  Lorraine Dee Donovan Signature Premier Properties

  42 Pineacre Dr, Smithtown, NY 11787
• 

  $850,000

  Sold Mar 24, 2026

  335 Landing Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 1975

  Last Sold Summary

  • 23% Above List Price
  • $340/SF
  • 19 Days On Market

  Current Estimated Value $847,950

  Last Listing Agent Kristin Lettieri Signature Premier Properties

  335 Landing Ave, Smithtown, NY 11787
• 

  Est $1,016,968

  Not Listed For Sale

  39 Roundabout Rd, Smithtown, NY 11787

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

  39 Roundabout Rd, Smithtown, NY 11787

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Deborah Lettieri Signature Premier Properties
• 

  

  /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
• 

  $790,000

  Sold Jun 09, 2026

  3 Aron St, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,756 Sq Ft
  • Built 1967

  Last Sold Summary

  • 13% Above List Price
  • $450/SF
  • 17 Days On Market

  Current Estimated Value $787,384

  Last Listing Agent Dame Cascone Century 21 AA Realty

  3 Aron St, Smithtown, NY 11787
• 

  Est $1,063,706

  Not Listed For Sale

  45 Roundabout Rd, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft
  • Built 1982

  45 Roundabout Rd, Smithtown, NY 11787

  Last Sold Summary

  • 58 Days On Market

  Last Listing Agent Elaine Patterson Signature Premier Properties
• 

  

  /39

  $1,250,000

  $249K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 2,788 Sq Ft

  2 Three Pond Rd, Smithtown, NY 11787

  Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. This exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting.Boasting generous living space the home features a traditional and functional layout with a spacious Living Room, Dining Room, and inviting

  Lyssa Gugliotta Howard Hanna Coach

  2 Three Pond Rd, Smithtown, NY 11787
• 

  $1,500,000

  Sold Nov 14, 2025

  74 Laurel Dr, Smithtown, NY 11787

  • 5 Beds
  • 5.5 Baths
  • 3,800 Sq Ft
  • Built 1955

  Last Sold Summary

  • 12% Below List Price
  • $395/SF
  • 33 Days On Market

  Current Estimated Value $1,473,667

  Last Listing Agent Joseph Donofrio Douglas Elliman Real Estate

  74 Laurel Dr, Smithtown, NY 11787
• 

  Est $963,928

  Not Listed For Sale

  1 Kent Place, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1970

  1 Kent Place, Smithtown, NY 11787

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Jason Frangoulis Coldwell Banker American Homes
• 

  

  /24

  $762,990

  $7K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  28 Dartmouth Dr, Smithtown, NY 11787

  Disclaimer: Agent Owned PropertyNote: Some listing photos have been virtually staged 28 Dartmouth Drive sits in College Estates, one of Smithtown's most established neighborhoods. Quiet streets, strong neighbors, and one of Long Island's top-rated school districts right outside your door. The home has been thoughtfully maintained and strategically updated where it counts. The home received a

  Justin Vitale Yazdeli Keystone Realty USA Corp

  28 Dartmouth Dr, Smithtown, NY 11787
• 

  $979,900

  Sold Apr 07, 2026

  21 Hurtin Blvd, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 3,100 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $316/SF
  • 19 Days On Market

  Current Estimated Value $997,545

  Last Listing Agent Joseph Bartone Coldwell Banker American Homes

  21 Hurtin Blvd, Smithtown, NY 11787
• 

  Est $703,665

  Not Listed For Sale

  47 Bellemeade Ave, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • Built 1935

  47 Bellemeade Ave, Smithtown, NY 11787

  Last Sold Summary

  • 71 Days On Market

  Last Listing Agent Katy Cardinale Douglas Elliman Real Estate
• 

  

  /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

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