Smithtown, NY Homes

• 

  $937,500

  Sold Apr 29, 2026

  25 Sheryl Crescent, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 2,521 Sq Ft
  • Built 1965

  Last Sold Summary

  • 17% Above List Price
  • $372/SF
  • 7 Days On Market

  Current Estimated Value $901,560

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  25 Sheryl Crescent, Smithtown, NY 11787
• 

  Est $1,136,222

  Not Listed For Sale

  2 Harness Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1989

  2 Harness Rd, Saint James, NY 11780

  Last Sold Summary

  • 103 Days On Market
• 

  

  

  /21

  $735,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,268 Sq Ft

  43 Dale Ln, Smithtown, NY 11787

  Welcome to this charming 3-bedroom ranch nestled on a desirable block and backing directly to a peaceful greenbelt, offering added privacy. This home features an eat-in kitchen, formal dining room, spacious family room, and full basement providing additional recreation space. Additional features are central air and natural gas. Enjoy the fully fenced backyard, perfect for outdoor gatherings. A

  Katherine Giouvalakis Douglas Elliman Real Estate

  43 Dale Ln, Smithtown, NY 11787
• 

  $635,000

  Sold Jul 17, 2025

  35 Saint Nicholas Ave, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1960

  Last Sold Summary

  • 6% Below List Price
  • $483/SF
  • 60 Days On Market

  Current Estimated Value $671,400

  Last Listing Agent Frank Sparacino Keller Williams Points North

  35 Saint Nicholas Ave, Smithtown, NY 11787
• 

  Est $1,039,716

  Not Listed For Sale

  5 Denise Ct, Saint James, NY 11780

  • 4 Beds
  • 3.5 Baths
  • 2,573 Sq Ft
  • Built 1968

  5 Denise Ct, Saint James, NY 11780

  Last Sold Summary

  • 13 Days On Market
• 

  

  /31

  $999,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  22 Marquette Dr, Smithtown, NY 11787

  Totally renovated and expanded hi-ranch with 5 bedrooms, 2.5 baths on a pristine 1/4 acre mid block location. Beautiful open concept main living spaces with new kitchen featuring double wall oven and massive side by side tower fridge/freezer. Huge island, breakfast area and coffee bar. Many windows have been recently replaced with Andersen windows, 2023 cesspool, 2020 central air, 2024 main bath

  Shahzad Qureshi Pinnacle R E Consulting Inc

  22 Marquette Dr, Smithtown, NY 11787
• 

  $600,000

  Sold Feb 24, 2026

  4 Washington Ave, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,113 Sq Ft
  • Built 1957

  Last Sold Summary

  • $539/SF
  • 23 Days On Market

  Current Estimated Value $606,946

  Last Listing Agent gordon lewis RE/MAX Integrity Leaders

  4 Washington Ave, Smithtown, NY 11787
• 

  Est $985,193

  Not Listed For Sale

  39 Twixt Hills Rd, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1972

  39 Twixt Hills Rd, Saint James, NY 11780

  Last Sold Summary

  • 75 Days On Market
• 

  

  /34

  $799,888

  Pending

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft

  23 Clearbrook Dr, Smithtown, NY 11787

  Nestled on a beautifully maintained half an acre in a quiet cul-de-sac, in the heart of Smithtown this 3-bedroom, 2 full bath home offers a versatile living space filled with natural light and thoughtful design.Featuring a stunning sunroom entrance complete skylights and wall of windows that flood the space with sunlight year-round, just off the sunroom is oversized living room with gorgeous

  Liyah Deen Listing Pro Realty Services

  23 Clearbrook Dr, Smithtown, NY 11787
• 

  $880,000

  Sold Sep 03, 2025

  3 Ivy Hill Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,706 Sq Ft
  • Built 1967

  Last Sold Summary

  • 11% Above List Price
  • $516/SF
  • 6 Days On Market

  Current Estimated Value $887,282

  Last Listing Agent Christine Daddio Howard Hanna Coach

  3 Ivy Hill Dr, Smithtown, NY 11787
• 

  Est $1,054,964

  Not Listed For Sale

  10 Regal Ct, Saint James, NY 11780

  • 5 Beds
  • 3.5 Baths
  • Built 1969

  10 Regal Ct, Saint James, NY 11780

  Last Sold Summary

  • 0 Days On Market
• 

  

  /50

  $1,375,000

  Pending

  • 6 Beds
  • 5 Baths
  • 3,800 Sq Ft

  10 Alpine Ct, Smithtown, NY 11787

  “Love Island” — the talk of the town for its unmatched privacy and incredible entertaining space — sets the stage for this exquisite Colonial located in the prestigious “The Pines” section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest

  Jamie Weinberg Realty Connect USA L I Inc

  10 Alpine Ct, Smithtown, NY 11787
• 

  $815,000

  Sold Nov 25, 2025

  38 Mcarthur Ln, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Below List Price
  • $370/SF
  • 80 Days On Market

  Current Estimated Value $850,919

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate

  38 Mcarthur Ln, Smithtown, NY 11787
• 

  Est $1,076,853

  Not Listed For Sale

  15 Glenrich Dr, Saint James, NY 11780

  • 5 Beds
  • 3 Baths
  • 2,926 Sq Ft
  • Built 1968

  15 Glenrich Dr, Saint James, NY 11780

  Last Sold Summary

  • 29 Days On Market
• 

  

  /34

  $1,175,000

  $25K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  30 Redan Dr, Smithtown, NY 11787

  Love Where You Live! Enjoy a Country Club Life Style while Living in a Gated Golf Course Community/Ameneties. This is the Home that you've been waiting for..... This very RARE EDEN RANCH model offers 3 Bdrms & 2.5 Baths/a very Open & Expanded layout. The kitchen in this home offers an Eat in Area, Gas cooking, Stainless Steel Appliances, & Silastone Countertops. The Oversized Great Room has a

  Carol Flaherty Lynch Signature Premier Properties

  30 Redan Dr, Smithtown, NY 11787
• 

  $1,175,000

  Sold Oct 03, 2025

  2 Whispering Woods Dr, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,405 Sq Ft
  • Built 1996

  Last Sold Summary

  • $489/SF
  • 23 Days On Market

  Current Estimated Value $1,201,978

  Last Listing Agent Lynn Witz Howard Hanna Coach

  2 Whispering Woods Dr, Smithtown, NY 11787
• 

  Est $1,198,431

  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
• 

  

  /49

  $1,124,999

  Open Sun 12PM - 2PM $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  364 Twilight Ln, Smithtown, NY 11787

  Welcome to 364 Twilight Lane, Smithtown! This beautifully maintained home has everything you’ve been waiting for, from the grand open foyer and hardwood floors to the high-ceiling kitchen with quartz countertops and propane cooking. Upstairs features 3 spacious bedrooms including a primary suite with its own private bath and great closet space. The finished basement with an outside entrance

  Sean Manning OverSouth LLC

  364 Twilight Ln, Smithtown, NY 11787
• 

  $816,000

  Sold Aug 25, 2025

  16 Stanwich Rd, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $389/SF
  • 8 Days On Market

  Current Estimated Value $851,694

  Last Listing Agent JoAnn Aronson Signature Premier Properties

  16 Stanwich Rd, Smithtown, NY 11787
• 

  Est $862,141

  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
• 

  

  /30

  $599,999

  Pending

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

  73 S Pond Ln, Smithtown, NY 11787

  Welcome to 73 South Pond Lane, a beautifully maintained townhouse nestled within the highly desirable Hidden Ponds community in Smithtown. This spacious residence offers an ideal blend of comfort, convenience, and low-maintenance living. Step inside to find a bright and inviting layout featuring generous living space, and oversized windows that fill the home with natural light. The primary suite

  Maria Raimondi Vantage Realty Partners

  73 S Pond Ln, Smithtown, NY 11787
• 

  $700,000

  Sold Aug 26, 2025

  8 Baylor Dr, Smithtown, NY 11787

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

  Last Sold Summary

  • 11% Above List Price
  • $530/SF
  • 20 Days On Market

  Current Estimated Value $720,114

  Last Listing Agent Rowena Nedvin Signature Premier Properties

  8 Baylor Dr, Smithtown, NY 11787
• 

  Est $885,512

  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
• 

  

  /42

  $739,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft

  42 Summit Dr, Smithtown, NY 11787

  Welcome to this charming 3 bedroom, 2 full-bath ranch nestled on beautifully landscaped, park-like grounds in the highly desirable Smithtown area. This well-maintained home features an inviting updated eat-in kitchen w/ skylight and a spacious living room highlighted by a cozy wood-burning fireplace, creating the perfect setting for relaxing or entertaining. Oak floors under carpeting through out

  Jeanette Cinelli Signature Premier Properties

  42 Summit Dr, Smithtown, NY 11787
• 

  $805,000

  Sold Jun 27, 2025

  92 Morewood Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • Built 1964

  Last Sold Summary

  • 7% Above List Price
  • 19 Days On Market

  Current Estimated Value $839,790

  Last Listing Agent Jon David Lenard Signature Premier Properties

  92 Morewood Dr, Smithtown, NY 11787
• 

  Est $817,105

  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
• 

  

  /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
• 

  $980,000

  Sold Aug 18, 2025

  20 S Lot Rd, Smithtown, NY 11787

  • 5 Beds
  • 4.5 Baths
  • 3,066 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $320/SF
  • 9 Days On Market

  Current Estimated Value $1,034,891

  Last Listing Agent Jordan Turk Cardinal Realty Group LLC

  20 S Lot Rd, Smithtown, NY 11787
• 

  Est $842,553

  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
• 

  

  /35

  $825,000

  Open Fri 4:30PM - 6:30PM

  • 4 Beds
  • 3 Baths
  • 1,609 Sq Ft

  15 Veronica Ct, Smithtown, NY 11787

  Nestled on a quiet cul-de-sac, this beautifully constructed ranch welcomes you with a circular driveway, charming front porch, and inviting entrance foyer. Recently refreshed, the home features newly refinished hardwood floors throughout and fresh interior paint, creating a bright, airy atmosphere with exceptional functionality. The main level offers three spacious bedrooms, two full bathrooms,

  Kelley Taylor Douglas Elliman Real Estate

  15 Veronica Ct, Smithtown, NY 11787
• 

  $999,600

  Sold Feb 06, 2026

  270 Sachem Hill Place, Saint James, NY 11780

  • 5 Beds
  • 5 Baths
  • 2,800 Sq Ft
  • Built 1968

  Last Sold Summary

  • $357/SF
  • 18 Days On Market

  Current Estimated Value $1,007,058

  Last Listing Agent Natalie Hough Daniel Gale Sothebys Intl Rlty

  270 Sachem Hill Place, Saint James, NY 11780
• 

  Est $804,390

  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
• 

  

  /41

  $839,000

  Pending

  • 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
• 

  $720,000

  Sold Feb 13, 2026

  28 Glacier Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,138 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Below List Price
  • $337/SF
  • 38 Days On Market

  Current Estimated Value $744,353

  Last Listing Agent Nicole Schwartz RE/MAX Team

  28 Glacier Dr, Smithtown, NY 11787
• 

  Est $898,218

  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
• 

  

  /50

  $1,499,990

  Pending

  • 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
• 

  $760,000

  Sold Aug 07, 2025

  223 Larch Ln, Smithtown, NY 11787

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Above List Price
  • $585/SF
  • 18 Days On Market

  Current Estimated Value $784,623

  Last Listing Agent Robert Scarito Douglas Elliman Real Estate

  223 Larch Ln, Smithtown, NY 11787
• 

  Est $912,548

  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
• 

  

  /50

  $1,199,950

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

  17 Erita Ln, Smithtown, NY 11787

  Welcome to 17 Erita Lane in Smithtown. This is the home you have been waiting for. This large Brookfield Colonial gem, Boasting 4 spacious bedrooms and 2.5 well-appointed bathrooms, this property is a perfect blend of style and comfort. Step into a grand entry foyer that leads you to a large formal dining room, ideal for those family gatherings and dinner parties. The expansive living room,

  Nicholas Albanese Douglas Elliman Real Estate

  17 Erita Ln, Smithtown, NY 11787
• 

  $1,325,000

  Sold Jun 25, 2026

  277 River Rd, Saint James, NY 11780

  • 4 Beds
  • 2.5 Baths
  • 3,015 Sq Ft
  • Built 1972

  Last Sold Summary

  • 10% Above List Price
  • $439/SF
  • 13 Days On Market

  Current Estimated Value $1,161,910

  Last Listing Agent Christine Stevens Daniel Gale Sothebys Intl Rlty

  277 River Rd, Saint James, NY 11780

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