Smithtown, NY Homes

• 

  

  

  /50

  $989,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,395 Sq Ft

  10 S Lot Rd, Smithtown, NY 11787

  Welcome to this beautifully maintained, sprawling ranch nestled on a spectacular country club property at the end of a cul-de-sac. Designed for seamless modern living, this sun-drenched home features 3 spacious bedrooms, 3 full baths, and an effortless, flowing layout.The main level boasts a bright, inviting living room, a formal dining room, and a classic tile kitchen. Unwind in the cozy

  Patrice Silvestri Coldwell Banker American Homes

  10 S Lot Rd, Smithtown, NY 11787
• 

  $725,000

  Sold Jul 30, 2026

  16 Hunter Place, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1957

  Last Sold Summary

  • 21% Above List Price
  • $483/SF
  • 18 Days On Market

  Current Estimated Value $603,020

  Last Listing Agent Gail Carillo Coldwell Banker American Homes

  16 Hunter Place, Smithtown, NY 11787
• 

  Est $870,996

  Not Listed For Sale

  5 Bayberry Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,741 Sq Ft
  • Built 1960

  5 Bayberry Ln, Smithtown, NY 11787

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Rosemary Delorenzo Signature Premier Properties
• 

  

  

  /13

  $749,000

  $51K PRICE DROP

  • 4 Beds
  • 2 Baths

  191 Old Willets Path, Smithtown, NY 11787

  Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full

  Traci Conforti Realty Connect USA L I Inc

  191 Old Willets Path, Smithtown, NY 11787
• 

  $850,000

  Sold Apr 01, 2026

  175 Evergreen Ave, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Above List Price
  • $526/SF
  • 9 Days On Market

  Current Estimated Value $802,715

  Last Listing Agent Michelle Norris Signature Premier Properties

  175 Evergreen Ave, Smithtown, NY 11787
• 

  Est $1,628,000

  Not Listed For Sale

  20 Winston Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft
  • Built 2024

  20 Winston Dr, Smithtown, NY 11787

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Natalie Carey Exit Realty Achieve
• 

  

  /27

  $995,000

  $4K PRICE DROP Pending

  • 7 Beds
  • 3 Baths
  • 2,456 Sq Ft

  80 Mount Pleasant Rd, Smithtown, NY 11787

  Calling all land lovers! Step into this beautiful Smithtown home exclusively located in the Village of the Branch! This move-in ready ranch carries 7 bedrooms & 3 full bathrooms with a brick walkway to the entrance, a wrap around driveway & a 2 car attached garage nestled on a whole 1 acre of beautiful land. Part the Smithtown School District, it is zoned for Mt. Pleasant Elementary School, Great

  Sophia Wu Homes By Mara

  80 Mount Pleasant Rd, Smithtown, NY 11787
• 

  $825,000

  Sold Nov 20, 2025

  30 Twixt Hills Rd, Saint James, NY 11780

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1970

  Last Sold Summary

  • 8% Below List Price
  • $375/SF
  • 61 Days On Market

  Current Estimated Value $863,868

  Last Listing Agent Ronni Tranes Douglas Elliman Real Estate

  30 Twixt Hills Rd, Saint James, NY 11780
• 

  Est $945,139

  Not Listed For Sale

  26 Laurel Dr, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft
  • Built 1964

  26 Laurel Dr, Smithtown, NY 11787

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Anna Mastandrea Howard Hanna Coach
• 

  

  /40

  $900,000

  $100K PRICE INCREASE Pending

  • 5 Beds
  • 3 Baths
  • 2,287 Sq Ft

  4 Long Hill Rd, Smithtown, NY 11787

  Tucked away on a quiet dead-end street just moments from the heart of Smithtown, this expanded Hi Ranch offers the space, flexibility, and location today’s buyers are searching for. With a thoughtfully designed den-side extension featuring vaulted ceilings (added in 1999), the home opens up beautifully to create a bright, airy living space that stands apart from typical layouts. With 5 bedrooms

  Gordon Lewis RE/MAX Integrity Leaders

  4 Long Hill Rd, Smithtown, NY 11787
• 

  $1,175,301

  Sold Nov 25, 2025

  36 Woodland Ln, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,850 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Below List Price
  • $412/SF
  • 97 Days On Market

  Current Estimated Value $1,158,958

  Last Listing Agent Deborah Dooley Signature Premier Properties

  36 Woodland Ln, Smithtown, NY 11787
• 

  Est $830,389

  Not Listed For Sale

  29 Wyandanch Blvd, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,622 Sq Ft
  • Built 1957

  29 Wyandanch Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Danielle Lenard Signature Premier Properties
• 

  

  /23

  $1,890,000

  $210K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  12 Glenridge Ln, Kings Park, NY 11754

  Exceptional custom-built estate nestled on over an acre in one of Kings Park’s most prestigious enclaves. Thoughtfully designed with approx. 4,000 sqft. of elegant living space, this residence blends timeless craftsmanship with modern luxury. From gracious entertaining spaces to beautifully appointed bedrooms.

  Annmarie Portaro Signature Premier Properties

  12 Glenridge Ln, Kings Park, NY 11754
• 

  $2,799,000

  Sold Sep 24, 2025

  317 Old Mill Rd, Smithtown, NY 11787

  • 4 Beds
  • 4.5 Baths
  • 4,250 Sq Ft
  • Built 2023

  Last Sold Summary

  • $659/SF
  • 23 Days On Market

  Current Estimated Value $2,624,667

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  317 Old Mill Rd, Smithtown, NY 11787
• 

  Est $1,007,732

  Not Listed For Sale

  16 Wyandanch Blvd, Smithtown, NY 11787

  • 5 Beds
  • 5 Baths
  • 2,700 Sq Ft
  • Built 1969

  16 Wyandanch Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 51 Days On Market

  Last Listing Agent Charles Ferrara HomeSmart Dynamic Realty
• 

  

  /25

  $808,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,730 Sq Ft

  8 Roundabout Rd, Smithtown, NY 11787

  Welcome to this stunning expanded ranch in desirable Smithtown, set back on a generous 0.87-acre lot offering exceptional privacy. This bright and spacious three-bedroom, three-bath home features approximately 1,700 sq. ft. of interior living space, thoughtfully designed for both comfort and functionality. Step into a welcoming central hall leading to an updated kitchen and an open-concept living

  Maureen Ramsbottom Maureen Folan R E Group LLC

  8 Roundabout Rd, Smithtown, NY 11787
• 

  $920,000

  Sold Nov 13, 2025

  68 Steven Place, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 1971

  Last Sold Summary

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

  Current Estimated Value $922,327

  Last Listing Agent Robert Scarito RE/MAX Integrity Leaders

  68 Steven Place, Smithtown, NY 11787
• 

  Est $985,946

  Not Listed For Sale

  8 Wyandanch Blvd, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Built 1975

  8 Wyandanch Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Patty Vorilas Douglas Elliman Real Estate
• 

  

  /45

  $1,050,000

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

  20 Oak Tree Dr, Smithtown, NY 11787

  Welcome to 20 Oak Tree Drive in the highly desirable Village of the Branch. Proudly offered by the original owners, this lovingly maintained 4-bedroom, 3-bath ranch has been cherished for many years and showcases true pride of ownership throughout. Set on a beautifully landscaped, park-like property, this spacious home offers comfortable one-level living with a functional floor plan designed for

  Nicole Calandro Cornerstone Properties of LI

  20 Oak Tree Dr, Smithtown, NY 11787
• 

  $915,000

  Sold Jul 08, 2026

  8 Noel Place, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,595 Sq Ft
  • Built 1955

  Last Sold Summary

  • 18% Above List Price
  • $353/SF
  • 21 Days On Market

  Last Listing Agent Kimberly Carrette Signature Premier Properties

  8 Noel Place, Smithtown, NY 11787
• 

  Est $413,593

  Not Listed For Sale

  10 Siracusa Blvd, Smithtown, NY 11787

  • 1 Bed
  • 1,200 Sq Ft
  • Built 1909

  10 Siracusa Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 64 Days On Market

  Last Listing Agent Maureen Raia Signature Premier Properties
• 

  

  /49

  $999,999

  • 4 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  14 Sandpiper Ct, Smithtown, NY 11787

  Nestled on a quiet cul-de-sac, this timeless Colonial offers the perfect blend of comfort, elegance, and privacy. Featuring 4 bedrooms and 2.5 baths, the home showcases warm wood flooring, abundant natural light, and a neutral palette throughout. he spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, ample prep space,

  Nicholas Mazziotti Signature Premier Properties

  14 Sandpiper Ct, Smithtown, NY 11787
• 

  $1,025,000

  Sold Feb 18, 2026

  271 N Country Rd, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  Last Sold Summary

  • 3% Above List Price
  • 7 Days On Market

  Last Listing Agent Bryan Karp Coldwell Banker American Homes

  271 N Country Rd, Smithtown, NY 11787
• 

  Est $816,615

  Not Listed For Sale

  165 Fifty Acre Rd S, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft
  • Built 1968

  165 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Thomas Santisi Douglas Elliman Real Estate
• 

  

  /39

  $989,000

  • 4 Beds
  • 4 Baths
  • 3,060 Sq Ft

  30 New Mill Rd, Smithtown, NY 11787

  Welcome to this beautifully renovated 4-bedroom, 4-bathroom home in the heart of Smithtown! This move-in-ready property features a thoughtfully designed open floor plan, a stunning modern kitchen, spacious living areas, and fully updated bathrooms throughout. Guest Suite with private bathroom allows for flexible living options. The finished basement offers exceptional additional living space,

  Manny Dominguez D B Austin Realty Inc

  30 New Mill Rd, Smithtown, NY 11787
• 

  $840,000

  Sold Jul 22, 2026

  25 Haskel Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 1967

  Last Sold Summary

  • $300/SF
  • 53 Days On Market

  Current Estimated Value $837,844

  Last Listing Agent Glenn Meyer Listing Pro Realty Services

  25 Haskel Ln, Smithtown, NY 11787
• 

  Est $930,712

  Not Listed For Sale

  129 Fifty Acre Rd S, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft
  • Built 1967

  129 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Tracy Sobel Signature Premier Properties
• 

  

  /38

  $1,890,000

  • 4 Beds
  • 2.5 Baths
  • 3,211 Sq Ft

  225 Old Willets Path, Smithtown, NY 11787

  Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship

  carol hurnyak Long Island Homes & Horse Prop

  225 Old Willets Path, Smithtown, NY 11787
• 

  $810,000

  Sold Sep 12, 2025

  44 Cross St, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,312 Sq Ft
  • Built 1960

  Last Sold Summary

  • 6% Above List Price
  • $350/SF
  • 8 Days On Market

  Current Estimated Value $841,198

  Last Listing Agent Marc Kaplan Pinpoint Realty LI

  44 Cross St, Smithtown, NY 11787
• 

  Est $844,145

  Not Listed For Sale

  153 Fifty Acre Rd S, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,208 Sq Ft
  • Built 1967

  153 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Ronni Tranes Coldwell Banker American Homes
• 

  

  /37

  $575,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,726 Sq Ft

  39 William St, Smithtown, NY 11787

  Investor & Handyman Special! Property being sold AS-IS. Opportunity awaits at 39 William Street, Smithtown. This 3-bedroom, 1.5-bath Colonial offers 1,726 square feet of living space on a flat, level property and is ready for its next chapter. Featuring a well-designed layout, this home offers endless potential for renovation and customization. The walk-out basement provides the possibility for a

  Catherine Davis Serhant East End LLC

  39 William St, Smithtown, NY 11787
• 

  $1,450,000

  Sold Apr 15, 2026

  628 Meadow Rd, Kings Park, NY 11754

  • 5 Beds
  • 3.5 Baths
  • 4,787 Sq Ft
  • Built 2025

  Last Sold Summary

  • 15% Below List Price
  • $303/SF
  • 119 Days On Market

  Current Estimated Value $1,451,488

  Last Listing Agent Antonio Russo True Homes Inc

  628 Meadow Rd, Kings Park, NY 11754
• 

  Est $817,233

  Not Listed For Sale

  169 Fifty Acre Rd S, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,404 Sq Ft
  • Built 1969

  169 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent June Ellis Howard Hanna Coach
• 

  /2

  $849,995

  $99K PRICE DROP

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

  434 Meadow Rd, Kings Park, NY 11754

  BUILDERS INVESTORS!!!IDEAL PROPRTY IN PRIME KINGS PARK LOCATIONSUBDIVISION WAS APPROVED IN 2005( WITH BOARD OF HEALTH APPROVAL) INTO 2 PARCELSHOUSE AND ONE LOT PREVIOUS OWNER LET IT EXPIRE IT CAN BE ARROVED AGAIN!!!ORIGINAL SURVEY IS ATTACHED (REVISED SURVEYS SHALL BE COMPLETED WITHIN 2-3 WEEKS)

  Pedro velez Deal House Realty Inc.

  434 Meadow Rd, Kings Park, NY 11754
• 

  $157,000

  Sold Oct 08, 2025

  355 Route 111 Unit 5, Smithtown, NY 11787

  • 1 Bath
  • 500 Sq Ft
  • Built 1964

  Last Sold Summary

  • 12% Below List Price
  • $314/SF
  • 56 Days On Market

  Current Estimated Value $295,000

  Last Listing Agent Daniel Donato Howard Hanna Coach

  355 Route 111 Unit 5, Smithtown, NY 11787
• 

  Est $879,204

  Not Listed For Sale

  112 Fifty Acre Rd S, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • Built 1967

  112 Fifty Acre Rd S, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Lyssa Gugliotta Howard Hanna Coach
• 

  

  /39

  $980,000

  $81K PRICE INCREASE Pending

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  5 Old Landers Ct, Smithtown, NY 11787

  Location, Location, Location for this Brookfield Colonial on a dead-end Street. Home Situated on Flat 1/2acre, 2-Car Garage and Basement. Features include 4 Nice Size Bedrooms, 2.5 Baths, Yng EIK, Grand Formal Dining Room, Formal Living Room, Den with French Doors to Backyard, Laundry Area on 1st Floor, Gleaming Hardwood Floors thru-out, updated 200 AMPS Electric, Burner-2017, Fenced Yard, Cement

  Michael Scarito RE/MAX Integrity Leaders

  5 Old Landers Ct, Smithtown, NY 11787
• 

  $1,150,000

  Sold Nov 18, 2025

  44 Croft Ln, Smithtown, NY 11787

  • 3 Beds
  • 3.5 Baths
  • 3,197 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $360/SF
  • 85 Days On Market

  Current Estimated Value $1,191,397

  Last Listing Agent Tracy Sobel Signature Premier Properties

  44 Croft Ln, Smithtown, NY 11787
• 

  Est $776,132

  Not Listed For Sale

  25 Baylor Dr, Smithtown, NY 11787

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

  25 Baylor Dr, Smithtown, NY 11787

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Jennifer Villasante Signature Premier Properties
• 

  

  /24

  $749,999

  Pending

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  12 Sandalwood Dr, Smithtown, NY 11787

  Welcome to this beautifully renovated ranch that offers the perfect blend of comfort, style, and convenience. Featuring 3 bedrooms and 2 full bathrooms, this move-in-ready home showcases gleaming hardwood floors, an updated interior, and an inviting layout designed for everyday living and entertaining.The fully finished basement provides valuable additional living space, ideal for a family

  John Terranova Real Broker NY LLC

  12 Sandalwood Dr, Smithtown, NY 11787

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