Smithtown, NY Homes

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  $775,000 Pending

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

  7 Monitor Rd, Smithtown, NY 11787

  Welcome to Willow Wood Townhouses — Where Luxury Meets Effortless Living. Perfectly positioned within the highly sought-after Willow Wood community, this fully renovated Cedar Wood model offers a seamless blend of modern elegance and refined comfort. Thoughtfully redesigned between 2019–2022, this turn-key residence delivers a true “move right in” experience. A sun-drenched, dramatic two-story

  Lisa Semeraro Kerrigan Country Realty

  7 Monitor Rd, 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 $787,122

  Last Listing Agent Nicholas Zestanakis Keller Williams Rlty Landmark

  25 Estate Rd, Smithtown, NY 11787
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  Est $765,316 Not Listed For Sale

  7 Dartmouth Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,070 Sq Ft
  • Built 1960

  7 Dartmouth Dr, Smithtown, NY 11787

  Last Sold Summary

  • $715/SF
  • 21 Days On Market

  • Last Sold Price $765,000
  • Oct 08, 2024

  Last Listing Agent Leana Visalli Daniel Gale Sotheby's
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  $749,000

  • 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
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  $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 $906,519

  Last Listing Agent Carol Rodriguez List 2 Sell Inc

  4 Charter Ln, Smithtown, NY 11787
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  Est $690,182 Not Listed For Sale

  15 E Hill Dr, Smithtown, NY 11787

  • 2 Beds
  • 1.5 Baths
  • 1,118 Sq Ft
  • Built 1959

  15 E Hill Dr, Smithtown, NY 11787

  Last Sold Summary

  • 20% Above List Price
  • $515/SF
  • 23 Days On Market

  • Last Sold Price $576,000
  • Aug 18, 2023

  Last Listing Agent Eric Neitzel DeBarbieri Assoc Inc
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  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  214 Landing Ave, Smithtown, NY 11787

  Step inside a true time capsule—this 1972-built home is bursting with personality and untapped potential. From pink countertops and custom tile to lavender walls and carpeting, it’s like walking into a retro dream. With central air conditioning, electric heat, and central vac, this well maintained home offers a spacious center hall layout with a large living room, formal dining room with a

  JoAnn Spatola Realty Connect USA L I Inc

  214 Landing Ave, Smithtown, NY 11787
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  $1,170,000 Sold Jun 03, 2025

  35 Woodland Ln, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $450/SF
  • 54 Days On Market

  Current Estimated Value $1,193,738

  Last Listing Agent Christine Daddio Howard Hanna Coach

  35 Woodland Ln, Smithtown, NY 11787
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  Est $684,135 Not Listed For Sale

  24 Howell Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  24 Howell Dr, Smithtown, NY 11787

  Last Sold Summary

  • 12% Above List Price
  • 11 Days On Market

  • Last Sold Price $612,000
  • Mar 27, 2024

  Last Listing Agent Daniel Donato Howard Hanna Coach
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  $1,199,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,804 Sq Ft

  10 Manor Place, Smithtown, NY 11787

  Located on a quiet cul-de-sac in Smithtown, this well-maintained 2003 Colonial is set in a neighborhood known for low turnover and pride of ownership. The main level features formal living and dining areas, a den, a spacious eat-in kitchen with an efficient layout, plus a first-floor powder room and laundry room. Upstairs includes a primary suite with private bath and three additional bedrooms.

  Melissa Stark Daniel Gale Sothebys Intl Rlty

  10 Manor Place, Smithtown, NY 11787
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  $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 $643,028

  Last Listing Agent Nicholas Pappas Coldwell Banker American Homes

  10 Mcarthur Ln, Smithtown, NY 11787
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  Est $707,133 Not Listed For Sale

  1 Rutgers St, Smithtown, NY 11787

  • 2 Beds
  • 2 Baths
  • 1,044 Sq Ft
  • Built 1956

  1 Rutgers St, Smithtown, NY 11787

  Last Sold Summary

  • 18% Above List Price
  • $575/SF
  • 15 Days On Market

  • Last Sold Price $600,000
  • Oct 27, 2023

  Last Listing Agent Kristin Lettieri Signature Premier Properties
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  $775,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,154 Sq Ft

  66 Darling Ave, Smithtown, NY 11787

  Welcome to 66 Darling Avenue. This charming and spacious Colonial features four generously sized bedrooms on the second floor, a formal dining room, and an eat-in kitchen perfect for everyday living and entertaining. Hardwood floors flow throughout the home, complemented by a cozy wood-burning fireplace and a two-car garage. Adding incredible value, this property includes lease to owned option

  Cosmelye Castillo Keller Williams Realty Liberty

  66 Darling Ave, Smithtown, NY 11787
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  $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 $769,988

  Last Listing Agent Michelle Norris Signature Premier Properties

  175 Evergreen Ave, Smithtown, NY 11787
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  Est $643,082 Not Listed For Sale

  20 Rutgers St, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1960

  20 Rutgers St, Smithtown, NY 11787

  Last Sold Summary

  • 18% Above List Price
  • $505/SF
  • 88 Days On Market

  • Last Sold Price $545,000
  • Sep 01, 2023

  Last Listing Agent Louise Moran Century 21 Amiable Rlty Grp II
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  /31

  $1,048,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,731 Sq Ft

  20 Shirley Ct, ComMacK, NY 11725

  Welcome to this stunning, totally renovated four-bedroom Colonial located in the highly desirable Commack School District. Set on a quarter-acre lot, this sun-drenched home offers a desirable open floor plan with generously sized rooms and exceptional flow for everyday living and entertaining. The brand-new kitchen and bathrooms feature modern finishes throughout, including stainless steel

  Robert Korber Signature Premier Properties

  20 Shirley Ct, ComMacK, NY 11725
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  $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 $845,786

  Last Listing Agent Ronni Tranes Douglas Elliman Real Estate

  30 Twixt Hills Rd, Saint James, NY 11780
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  Est $781,468 Not Listed For Sale

  32 Hurtin Blvd, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 2,092 Sq Ft
  • Built 1969

  32 Hurtin Blvd, Smithtown, NY 11787

  Last Sold Summary

  • 8% Above List Price
  • $347/SF
  • 8 Days On Market

  • Last Sold Price $726,000
  • Apr 24, 2024

  Last Listing Agent Marco Vinaccia Coldwell Banker American Homes
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  $829,900 Pending

  • 4 Beds
  • 5 Baths
  • 2,225 Sq Ft

  4 E Hill Dr, Smithtown, NY 11787

  This expanded cape home featuring a unique floorplan with two separate living spaces, offering four bedrooms, three full baths, and two half baths on a flat quarter-acre lot with mature fig trees. An inviting front porch leads into the entry hall to the open concept living room, dining area and updated chef’s kitchen with a eat in space. The kitchen showcases granite countertops, custom cabinetry

  Patricia Daniels Howard Hanna Coach

  4 E Hill Dr, Smithtown, NY 11787
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  $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 $1,177,746

  Last Listing Agent Deborah Dooley Signature Premier Properties

  36 Woodland Ln, Smithtown, NY 11787
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  Est $862,517 Not Listed For Sale

  30 Colgate Dr, Smithtown, NY 11787

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 1968

  30 Colgate Dr, Smithtown, NY 11787

  Last Sold Summary

  • 2% Above List Price
  • $313/SF
  • 38 Days On Market

  • Last Sold Price $845,000
  • Nov 22, 2024

  Last Listing Agent Dilsah Gulbahce Oversouth LLC
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  /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
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  $650,000 Sold Jul 30, 2025

  7 Chelsea Dr, Smithtown, NY 11787

  • 2 Beds
  • 2.5 Baths
  • 1,358 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Above List Price
  • $479/SF
  • 14 Days On Market

  Current Estimated Value $669,047

  Last Listing Agent Eliot Lonardo Signature Premier Properties

  7 Chelsea Dr, Smithtown, NY 11787
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  Est $800,915 Not Listed For Sale

  36 Colgate Dr, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • Built 1964

  36 Colgate Dr, Smithtown, NY 11787

  Last Sold Summary

  • 18% Above List Price
  • 23 Days On Market

  • Last Sold Price $680,000
  • Mar 22, 2024

  Last Listing Agent Rowena Nedvin Signature Premier Properties
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  $2,349,000

  • 6 Beds
  • 7 Baths
  • 5,300 Sq Ft

  10 Colonial Dr, Smithtown, NY 11787

  Stunning custom-built luxury home in the sought-after Smithtown Pines and Hauppauge School District! Offering over 5,300 sq ft of beautifully designed living space, this exceptional residence features a finished basement with a private in-law suite and home theater theater, a grand great room with wood-burning fireplace, a billiards room with a wet bar, and a chef’s kitchen with Wolf & Sub-Zero

  Jonathan Minerick HomeCoin.com

  10 Colonial Dr, Smithtown, NY 11787
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  $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 $2,538,109

  Last Listing Agent Bonnie Glenn Daniel Gale Sothebys Intl Rlty

  317 Old Mill Rd, Smithtown, NY 11787
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  Est $927,751 Not Listed For Sale

  53 E Hill Dr, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 2007

  53 E Hill Dr, Smithtown, NY 11787

  Last Sold Summary

  • 8% Above List Price
  • 18 Days On Market

  • Last Sold Price $860,000
  • Sep 07, 2023

  Last Listing Agent Mahesh Sharma Realty Connect USA L I Inc
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  $1,399,999

  • 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. With access to the Nissequogue River at the end of the block, 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

  Lyssa Gugliotta Howard Hanna Coach

  2 Three Pond Rd, Smithtown, NY 11787
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  $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 $896,906

  Last Listing Agent Robert Scarito RE/MAX Integrity Leaders

  68 Steven Place, Smithtown, NY 11787
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  Est $745,859 Not Listed For Sale

  48 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1968

  48 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 14% Above List Price
  • 21 Days On Market

  • Last Sold Price $655,000
  • Jul 29, 2024

  Last Listing Agent Rowena Nedvin Signature Premier Properties
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  $1,550,000

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

  6 Keystone Ct, Smithtown, NY 11787

  Last Home To Be Built In This Cul-de-sac. 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 Stove, A

  Lynn Anne Daly Douglas Elliman Real Estate

  6 Keystone Ct, Smithtown, NY 11787
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  $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
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  Est $767,166 Not Listed For Sale

  8 Navy Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft
  • Built 1969

  8 Navy Dr, Smithtown, NY 11787

  Last Sold Summary

  • 18% Above List Price
  • $310/SF
  • 19 Days On Market

  • Last Sold Price $650,000
  • Jan 12, 2024

  Last Listing Agent Gina DeMaio BERKSHIRE HATHAWAY
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  $789,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  73 Parnell Dr, Smithtown, NY 11787

  Lookout for this beautiful high ranch in a tranquil Smithtown cul-de-sac that has great curb appeal. Step into a house with a spacious, sunlit layout, an updated eat-in kitchen. In addition, there is plenty of room for mom. Step outside and you get a large, private backyard with a trex deck perfect for entertaining. Located in the acclaimed Smithtown School District. Being situated directly

  Tawsiful Haque HomeSmart Dynamic Realty

  73 Parnell Dr, Smithtown, NY 11787
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  $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 $808,424

  Last Listing Agent Marc Kaplan Pinpoint Realty LI

  44 Cross St, Smithtown, NY 11787
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  Est $766,941 Not Listed For Sale

  49 Carnegie Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  49 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 8% Above List Price
  • 15 Days On Market

  • Last Sold Price $710,000
  • Oct 23, 2024

  Last Listing Agent Pamela Hanlon Signature Premier Properties
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  $725,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  56 Waverly Ave, Smithtown, NY 11787

  This house has endless possibilities! It features a large living room, formal dining room, den, kitchen, breakfast room/dining area, bedroom on the first level and two upstairs, office, full finished basement and a detached garage. The kitchen has been updated and there are two full baths -one up and one down!! Hardwood floors throughout! The yard is a nice size and fully fenced!!

  Joanne DeMaio Real Broker NY LLC

  56 Waverly Ave, Smithtown, NY 11787
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  $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 $247,000

  Last Listing Agent Daniel Donato Howard Hanna Coach

  355 Route 111 Unit 5, Smithtown, NY 11787
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  Est $779,050 Not Listed For Sale

  45 Carnegie Dr, Smithtown, NY 11787

  • 4 Beds
  • 1.5 Baths
  • Built 1968

  45 Carnegie Dr, Smithtown, NY 11787

  Last Sold Summary

  • 17% Above List Price
  • 20 Days On Market

  • Last Sold Price $665,000
  • Dec 13, 2023

  Last Listing Agent Jann Oberg Signature Premier Properties
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  $1,200,000

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

  48 Bellflower Path, Smithtown, NY 11787

  Welcome to this exquisite 3-BR, 2.5-BTH Dorchester model in the gated Country Pointe Woods 55+ better community. This 2018 designer-done residence is in Diamond condition and spans 2,400 sq ft of luxury living. Wonderful open floor plan on first floor features elegant living room, dining room, eat in kitchen, laundry, half bath and primary suite. The stunning 2nd story den serves as a centerpiece

  Lily Macari Keller Williams Points North

  48 Bellflower Path, Smithtown, NY 11787

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