Smithtown, NY Homes

• 

  Est $966,414

  Not Listed For Sale

  3 Glacier Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,980 Sq Ft
  • Built 1965

  3 Glacier Dr, Smithtown, NY 11787

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Jacqueline Pollack Coldwell Banker American Homes
• 

  

  

  /44

  $1,626,000

  $162K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,851 Sq Ft

  589 Landing Ave, Smithtown, NY 11787

  Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances,

  Jin Tao Realty Connect USA L I Inc

  589 Landing Ave, 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 $890,403

  Last Listing Agent Felicita Cartagena Nocella Property Professionals Realty

  32 Hemlock Ln, Smithtown, NY 11787
• 

  Est $771,797

  Not Listed For Sale

  2 Sandy Hollow Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,794 Sq Ft
  • Built 1969

  2 Sandy Hollow Dr, Smithtown, NY 11787

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Mario Urrutia RE/MAX Team
• 

  

  

  /11

  $725,000

  $6K PRICE INCREASE Pending

  • 3 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  39 Merrimack Rd, Smithtown, NY 11787

  Welcome to Willow Wood Townhouses! Proudly offered by its original owner since 1998, this meticulously maintained Cedar Wood model is a rare find. Lightly used over the years due to extensive European travel, this home is in true diamond condition and presents like a time capsule—showcasing the quality and craftsmanship of the original build. The spacious layout offers a bright eat-in kitchen

  Lisa Semeraro Kerrigan Country Realty

  39 Merrimack Rd, 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 $937,189

  Last Listing Agent Michele Targovnik Daniel Gale Sothebys Intl Rlty

  21 Kent Place, Smithtown, NY 11787
• 

  Est $806,254

  Not Listed For Sale

  7 Barry Ln, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • Built 1966

  7 Barry Ln, Smithtown, NY 11787

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Scott Comer Douglas Elliman Real Estate
• 

  

  /30

  $830,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  26 Stone Gate Ct, Smithtown, NY 11787

  Move right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, 1-car garage, with updated designer kitchen with quartz counters and stainless-steel appliances, updated bathrooms, new flooring/carpeting, fresh paint, etc. Close to local shopping, transportation and amenities. Don’t miss out on this opportunity! Grass photos were digitally enhanced.

  Todd Yovino Island Advantage Realty LLC

  26 Stone Gate Ct, Smithtown, NY 11787
• 

  $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 $865,405

  Last Listing Agent Tammy Gatto Signature Premier Properties

  58 Oak St, Smithtown, NY 11787
• 

  Est $841,755

  Not Listed For Sale

  3 Barry Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,974 Sq Ft
  • Built 1967

  3 Barry Ln, Smithtown, NY 11787

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Jessica Stanco Howard Hanna Coach
• 

  

  /36

  $599,000

  $51K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Hawkins Ave, Smithtown, NY 11787

  Charming and beautifully restored, this home seamlessly blends the character of its 1918 origins with today's modern conveniences. Taken down to the studs and completely renovated just four years ago, everything is like new while preserving its timeless curb appeal and old-world charm. Driveway repaved in 2023.Step inside to a bright, sun-filled interior featuring luxury vinyl flooring,

  Maria Caifa Coldwell Banker American Homes

  5 Hawkins Ave, 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 $754,038

  Last Listing Agent Ashley Miller Realty Connect USA L I Inc

  15 Penn Dr, Smithtown, NY 11787
• 

  Est $805,929

  Not Listed For Sale

  28 Amherst Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,973 Sq Ft
  • Built 1966

  28 Amherst Ln, Smithtown, NY 11787

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Matthew Bruen Long Island Home Prop LLC
• 

  

  /26

  $374,999

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 820 Sq Ft

  10 Smithtown Blvd Unit 6A, Smithtown, NY 11787

  PRICE REDUCTION, BACK ON MARKET! Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow,

  Mark Brode Signature Premier Properties

  10 Smithtown Blvd Unit 6A, Smithtown, NY 11787
• 

  $1,118,000

  Sold Aug 06, 2026

  10 Weatherstone Way, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,738 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $408/SF
  • 12 Days On Market

  Current Estimated Value $1,099,743

  Last Listing Agent Tracy Boucher Signature Premier Properties

  10 Weatherstone Way, Smithtown, NY 11787
• 

  Est $810,823

  Not Listed For Sale

  23 Amherst Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • Built 1966

  23 Amherst Ln, Smithtown, NY 11787

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Ronni Tranes Douglas Elliman Real Estate
• 

  

  /46

  $1,177,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,740 Sq Ft

  65 Redan Dr, Smithtown, NY 11787

  Welcome to your dream home in the highly sought-after Stonebridge Estates of Smithtown! Nestled on a picturesque, private property with serene golf course views, this stunning ranch offers the perfect blend of comfort, elegance, and lifestyle. Step inside to discover a thoughtfully designed open-concept layout featuring a grand 2-story entry, 3 spacious bedrooms and 3 full baths. The formal

  Lisa Minuto Compass Greater NY LLC

  65 Redan 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 $878,385

  Last Listing Agent Melissa D'Angelo Compass Greater NY LLC

  677 Meadow Rd, Smithtown, NY 11787
• 

  Est $956,254

  Not Listed For Sale

  8 Glacier Dr, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • Built 1965

  8 Glacier Dr, Smithtown, NY 11787

  Last Sold Summary

  • 114 Days On Market

  Last Listing Agent Ruth Chalco Compass Greater NY LLC
• 

  

  /50

  $1,430,000

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,649 Sq Ft

  95 Grassy Pond Dr, Smithtown, NY 11787

  Welcome to this stunning new construction Colonial located in the highly desirable Smithtown Pines community within the Hauppauge School District. Situated on a flat .50-acre property, this exceptional 4 bedroom, 2.5 bath home offers luxury finishes, soaring ceilings, and an open-concept floor plan perfect for everyday living and entertaining. Step inside to a dramatic curved staircase and

  Christine Daddio Howard Hanna Coach

  95 Grassy Pond Dr, 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 $1,342,229

  Last Listing Agent Cecelia Schmidt Coldwell Banker American Homes

  5 Hills Park Ln, Smithtown, NY 11787
• 

  Est $870,667

  Not Listed For Sale

  24 Glacier Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • Built 1965

  24 Glacier Dr, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Ronni Tranes Coldwell Banker American Homes
• 

  

  /28

  $719,990

  • 4 Beds
  • 3 Baths
  • 1,745 Sq Ft

  58 Crescent Place, Smithtown, NY 11787

  Expanded ranch featuring 4 bedrooms, 3 full baths, and a finished basement. Open floor plan with hardwood floors and central air. Den with sliding doors opens to an oversized yard with a private patio and in-ground pool, perfect for entertaining. Tucked away on a private cul-de-sac.

  Mark Cohen Douglas Elliman Real Estate

  58 Crescent Place, Smithtown, NY 11787
• 

  $755,000

  Sold Feb 11, 2026

  25 Estate Rd, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $375/SF
  • 18 Days On Market

  Current Estimated Value $803,254

  Last Listing Agent Nicholas Zestanakis Keller Williams Rlty Landmark

  25 Estate Rd, Smithtown, NY 11787
• 

  Est $874,723

  Not Listed For Sale

  49 Leslie Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,171 Sq Ft
  • Built 1966

  49 Leslie Ln, Smithtown, NY 11787

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate
• 

  

  /37

  $3,499,000

  New Construction $504K PRICE INCREASE

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  326 Nissequogue River Rd, Saint James, NY 11780

  ** Starting Fall 2026 ** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE*6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath

  Brian Hickey Hickey & Smith REALTORS

  326 Nissequogue River Rd, Saint James, NY 11780
• 

  $1,675,000

  Sold Jul 21, 2026

  30 Lone Oak Path, Smithtown, NY 11787

  • 6 Beds
  • 5 Baths
  • 6,700 Sq Ft
  • Built 1968

  Last Sold Summary

  • 26% Below List Price
  • $250/SF
  • 223 Days On Market

  Current Estimated Value $1,558,667

  Last Listing Agent Thomas Diana Douglas Elliman Real Estate

  30 Lone Oak Path, Smithtown, NY 11787
• 

  Est $827,914

  Not Listed For Sale

  12 Amherst Ln, Smithtown, NY 11787

  • 5 Beds
  • 4 Baths
  • Built 1965

  12 Amherst Ln, Smithtown, NY 11787

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Kevin Iglesias Signature Premier Properties
• 

  

  /49

  $1,269,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  73 Redan Dr, Smithtown, NY 11787

  Welcome to this beautifully Updated Custom-built Colonial w/ 3,500 sq ft of elegant living space in the gated community of Stonebridge Estates in Smithtown. IF YOU ARE A GOLF ENTHUSIAST, this is the right home for you. It will be a Vacation-at-home all year long! Featuring a grand entry foyer with soaring 20-foot cathedral ceilings, this spacious residence has a beautiful view of the Golf Course

  Luci Gherardi Douglas Elliman Real Estate

  73 Redan Dr, Smithtown, NY 11787
• 

  $880,000

  Sold Sep 18, 2025

  4 Charter Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Above List Price
  • $410/SF
  • 26 Days On Market

  Current Estimated Value $919,337

  Last Listing Agent Carol Rodriguez List 2 Sell Inc

  4 Charter Ln, Smithtown, NY 11787
• 

  Est $843,802

  Not Listed For Sale

  10 Amherst Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,973 Sq Ft
  • Built 1965

  10 Amherst Ln, Smithtown, NY 11787

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Dennis Blachut Signature Premier Properties
• 

  

  /42

  $889,000

  Pending

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

  4 Quincy Ln, Smithtown, NY 11787

  This wonderful colonial is located on a quiet, mid-block, tree-lined street in the Smithtown School District. The full-size living room has a stone fireplace and large bay window, allowing for an abundance of natural light. The updated kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, and new LED lighting. Flowing seamlessly from the kitchen, the cozy family room

  Darrin Costa Cornerstone R E Services LLC

  4 Quincy Ln, Smithtown, NY 11787
• 

  $815,000

  Sold Jun 11, 2026

  17 Stone Gate Ct, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • 2,265 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Above List Price
  • $360/SF
  • 17 Days On Market

  Current Estimated Value $794,688

  Last Listing Agent Stella DeRosa Signature Premier Properties

  17 Stone Gate Ct, Smithtown, NY 11787
• 

  Est $1,094,958

  Not Listed For Sale

  5 Wesleyan Ct, Smithtown, NY 11787

  • 6 Beds
  • 4.5 Baths
  • 3,400 Sq Ft
  • Built 1965

  5 Wesleyan Ct, Smithtown, NY 11787

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Robert Lorenzo Compass Greater NY LLC
• 

  

  /39

  $929,000

  $60K PRICE DROP Pending

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

  11 Coventry Ln, Smithtown, NY 11787

  Welcome to this stunning Hamptons-style Colonial located within the highly sought-after Smithtown School District. This beautifully updated home offers 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, combining timeless elegance with modern conveniences.Throughout the home, you'll find gleaming hardwood floors, beautiful chair rail moldings extending from the kitchen into the laundry

  Kristin Lettieri Signature Premier Properties

  11 Coventry Ln, Smithtown, NY 11787
• 

  $635,000

  Sold Nov 25, 2025

  10 Mcarthur Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • Built 1965

  Last Sold Summary

  • 3% Above List Price
  • 26 Days On Market

  Current Estimated Value $683,633

  Last Listing Agent Nicholas Pappas Coldwell Banker American Homes

  10 Mcarthur Ln, Smithtown, NY 11787
• 

  Est $845,639

  Not Listed For Sale

  16 Bayberry Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft
  • Built 1968

  16 Bayberry Ln, Smithtown, NY 11787

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Christine Daddio Howard Hanna Coach
• 

  

  /26

  $949,999

  Open Sat 12PM - 2PM $50K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,663 Sq Ft

  56 Mcarthur Ln, Smithtown, NY 11787

  Beautifully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath home offers the perfect blend of modern updates and flexible living. The primary suite features a walk-in closet and private full bath, while the updated kitchen with high-end appliances opens to bright, inviting living spaces. New central A/C and a new sprinkler system add comfort and convenience. Designed with

  Mohammad Irshad Island Advantage Realty LLC

  56 Mcarthur Ln, Smithtown, NY 11787
• 

  $815,000

  Sold Jul 22, 2026

  45 Lone Oak Path, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 3,572 Sq Ft
  • Built 1962

  Last Sold Summary

  • 4% Above List Price
  • $228/SF
  • 14 Days On Market

  Current Estimated Value $809,237

  Last Listing Agent Jo Ann Boettcher Douglas Elliman Real Estate

  45 Lone Oak Path, Smithtown, NY 11787
• 

  Est $1,250,624

  Not Listed For Sale

  3 Bayberry Ln, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,368 Sq Ft
  • Built 1959

  3 Bayberry Ln, Smithtown, NY 11787

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Matthew Hart World Prop Intl Sea to Sky

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