Homes in ZIP Code 11787

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  /42

  $700,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,380 Sq Ft

  48 Oak Ave, Smithtown, NY 11787

  This 3 Bedroom, 3 Full Bathroom, Open Floor Plan, Raised Ranch is awash in natural light. With gas heat and central air-conditioning (new unit, 3 months old), this home delivers year-round comfort. The main level showcases an Eat-in-Kitchen, Dining Room and Living Room with sliding-door exit to the bi- level backyard deck, as well as a Master Bedroom with Full Bath, two additional bedrooms and a

  Peter Grosso RE/MAX Integrity Leaders

  48 Oak Ave, Smithtown, NY 11787
• 

  

  

  /10

  $2,880 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 110, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers., Two Cats and 1 Dog allowed each apartment

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 110, Smithtown, NY 11787
• 

  $755,000

  Sold Sep 04, 2026

  23 Stone Gate Ct, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $370/SF
  • 23 Days On Market

  Current Estimated Value $751,832

  Last Listing Agent Stella DeRosa Signature Premier Properties

  23 Stone Gate Ct, Smithtown, NY 11787
• 

  Est $326,000

  Not Listed For Sale

  355 Route 111 Unit 47, Smithtown, NY 11787

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft
  • Built 1964

  355 Route 111 Unit 47, Smithtown, NY 11787

  Last Sold Summary

  • 23 Days On Market

  Last Listing Agent Sandra Kelly Howard Hanna Coach
• 

  

  

  /16

  $1,300,000

  New Construction $75K PRICE INCREASE Pending

  • 4 Beds
  • 2.5 Baths
  • 2,572 Sq Ft

  13 Sycamore Place, Smithtown, NY 11787

  THE BIRMINGHAM (2572 SF): 4 bdrm-2.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, 2-car front entry garages. The full basement with outside entrance offers an addt'l ~1,200 SF of space. Move walls, raise ceilings, design bathrooms, add extensions to your heart's content, fully customizable. Pre-designed models are all available, versatile

  Paul Musso BH&G R E Realty Connect

  13 Sycamore Place, Smithtown, NY 11787
• 

  

  /19

  $4,600 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • House for Rent

  17 Jerome St, Smithtown, NY 11787

  Step inside to a bright, open layout where the functional kitchen anchors the main level, featuring granite countertops, stainless steel appliances, and a peninsula that's perfect for casual dining or entertaining. The kitchen flows seamlessly into an adjacent L-shaped living room and dining room, creating an ideal space for both everyday living and gatherings.The first floor offers three

  Sari Eidelkind Serhant East End LLC

  17 Jerome St, Smithtown, NY 11787
• 

  $1,300,000

  Sold Mar 31, 2026

  109 Oakside Dr, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • 13% Below List Price
  • $542/SF
  • 142 Days On Market

  Current Estimated Value $1,329,000

  Last Listing Agent George McKnight George Mcknight REALTORS Inc

  109 Oakside Dr, Smithtown, NY 11787
• 

  Not Listed For Sale

  20 Waverly Ave, Smithtown, NY 11787

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • Built 2024

  20 Waverly Ave, Smithtown, NY 11787

  Last Sold Summary

  • 84 Days On Market

  Last Listing Agent Christina Rieckehoff BH&G R E Realty Connect
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  /50

  $849,999

  Pending

  • 5 Beds
  • 2 Baths
  • 2,044 Sq Ft

  74A Hilltop Dr Unit A, Smithtown, NY 11787

  Welcome to 74A Hilltop, a beautifully maintained home offering the perfect blend of space, flexibility, and outdoor living in the heart of Smithtown. Surrounded by mature landscaping and natural privacy, this property was designed for the way today’s buyers want to live.The spacious layout offers multiple living areas ideal for multi-generational living, extended family, guests, or remote

  Laura Freudenberg BH&G R E Realty Connect

  74A Hilltop Dr Unit A, Smithtown, NY 11787
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  /7

  $2,335 Per Month

  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  116 Smithtown Blvd Unit 22B, Nesconset, NY 11767

  Ask About Our Outstanding Specials*: Newly Renovated Apartments in a Beautiful neighborhood. Shaker-style Kitchen Cabinets. SS Appl. Quartz Ctrtps. Bthrm-Subway Tile. Luxury Vinyl Flooring.Crwn/Base Molding.Ceiling Fans/Hi-Hats.Barn StyleTub Door. W/D. ELFA Closets. Gray Paint. Walking distance to park/shops/dining. Great School district.

  Michelle Holmes Fairfield Properties

  116 Smithtown Blvd Unit 22B, Nesconset, NY 11767
• 

  $850,000

  Sold Mar 20, 2026

  368 Landing Ave, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1967

  Last Sold Summary

  • 15% Below List Price
  • $425/SF
  • 189 Days On Market

  Current Estimated Value $879,087

  Last Listing Agent Ahmed Bilal ILAND Realty

  368 Landing Ave, Smithtown, NY 11787
• 

  Not Listed For Sale

  3 Paddington Cir, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  3 Paddington Cir, Smithtown, NY 11787

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Trish Bergin Signature Premier Properties
• 

  

  /26

  $1,375,000

  New Construction $75K PRICE INCREASE Pending

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  16 Sycamore Place, Smithtown, NY 11787

  THE CONCORD (3,700 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/en suite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,900 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso BH&G R E Realty Connect

  16 Sycamore Place, Smithtown, NY 11787
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  /34

  $7,200 Per Month

  • 6 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • House for Rent

  5 Kohlsaat Ct, Smithtown, NY 11787

  Smithtown Estate Rental – Flexible Furnished or Unfurnished Options. Rare opportunity to lease one of Smithtown's distinctive historic residences. Privately situated on over an acre at the end of a quiet cul-de-sac, this stately Colonial, built in the 1930's, offers approximately 5,000 square feet of living space, blending architectural character with modern updates and amenities. The main

  Michele Targovnik Daniel Gale Sothebys Intl Rlty

  5 Kohlsaat Ct, Smithtown, NY 11787
• 

  $881,000

  Sold Jul 16, 2026

  44 Steven Place, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,879 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Above List Price
  • $469/SF
  • 68 Days On Market

  Current Estimated Value $922,427

  Last Listing Agent Lisa Minuto Compass Greater NY LLC

  44 Steven Place, Smithtown, NY 11787
• 

  Est $1,075,801

  Not Listed For Sale

  203 Bread and Cheese Hollow Rd, Smithtown, NY 11787

  • 5 Beds
  • 3 Baths
  • 2,465 Sq Ft
  • Built 1964

  203 Bread and Cheese Hollow Rd, Smithtown, NY 11787

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Neilson Robles Exit Realty Achieve
• 

  

  /35

  $1,250,000

  New Construction $100K PRICE INCREASE Pending

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  8 Sycamore Place, Smithtown, NY 11787

  THE HAMPTON (2,024 SF): 3bdrm-2.5ba Ranch. Features include an open floor plan with vaulted ceilings throughout for perfect first floor living. The full basement with outside entrance offers an addt'l ~2,000 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs conveniently located 5 minutes to the LIE and 9 minutes to the LIRR. Move walls,

  Paul Musso BH&G R E Realty Connect

  8 Sycamore Place, Smithtown, NY 11787
• 

  

  /14

  $3,295 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 409, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 409, Smithtown, NY 11787
• 

  $720,000

  Sold Oct 17, 2025

  1 Wood Ln, Smithtown, NY 11787

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1959

  Last Sold Summary

  • 11% Above List Price
  • $600/SF
  • 10 Days On Market

  Current Estimated Value $731,963

  Last Listing Agent Deborah Lettieri Signature Premier Properties

  1 Wood Ln, Smithtown, NY 11787
• 

  Est $987,713

  Not Listed For Sale

  33 Lindron Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 2,900 Sq Ft
  • Built 1964

  33 Lindron Ave, Smithtown, NY 11787

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Lori Zamore Signature Premier Properties
• 

  

  /12

  $1,399,000

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  5 Sycamore Place, Smithtown, NY 11787

  THE EASTHAMPTON (3,100 SF and/or 4,200 SF): 5bdrm-3.5ba Classic Dutch Colonial Style Home as you will find in The Hamptons and unique gabled architecture facade. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/en suite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,900 SF of space.

  Peter Musso BH&G R E Realty Connect

  5 Sycamore Place, Smithtown, NY 11787
• 

  

  /11

  $3,295 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 405, Smithtown, NY 11787

  Beautiful Private Lake community, Apartment Includes, Reserved Parking Spot, Fitness Room, 4x4x8 Storage Locker, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 405, Smithtown, NY 11787
• 

  $625,000

  Sold Oct 10, 2025

  12 Ursular Ct, Smithtown, NY 11787

  • 3 Beds
  • 2.5 Baths
  • 1,407 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Below List Price
  • $444/SF
  • 26 Days On Market

  Current Estimated Value $679,943

  Last Listing Agent Christina Tabacco Weber Executive Group Realty

  12 Ursular Ct, Smithtown, NY 11787
• 

  Est $1,256,569

  Not Listed For Sale

  7 Wagon Wheel Ct, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • Built 2010

  7 Wagon Wheel Ct, Smithtown, NY 11787

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Maria Orlandi Compass Greater NY LLC
• 

  

  /35

  $1,250,000

  New Construction $150K PRICE INCREASE Pending

  • 5 Beds
  • 3.5 Baths
  • 3,134 Sq Ft

  9 Sycamore Place, Smithtown, NY 11787

  THE DORCHESTER (3134 SF): 5bdrm-3.5ba Classic Center Hall Colonial. Features include spanning Master Suite, 2-story foyer and great rooms, office/guest quarters/ensuite on the 1st floor, front or side entry 2-car garages. The full basement with outside entrance offers an addt'l ~1,700 SF of space. Sycamore Estates is an 18-home new development consisting of 3 privately sidewalked cul-de-sacs

  Paul Musso BH&G R E Realty Connect

  9 Sycamore Place, Smithtown, NY 11787
• 

  

  /12

  $2,870 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 113, Smithtown, NY 11787

  Beautiful Private Lake community, Apartment Includes, Reserved Parking Spot, Fitness Room, 4x4x8 Storage Locker, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 113, Smithtown, NY 11787
• 

  $675,104

  Sold Aug 17, 2026

  79 Brooksite Dr, Smithtown, NY 11787

  • 3 Beds
  • 1.5 Baths
  • 1,045 Sq Ft
  • Built 1952

  Last Sold Summary

  • 8% Below List Price
  • $646/SF
  • 56 Days On Market

  Current Estimated Value $696,347

  Last Listing Agent Nicole Chimento Coldwell Banker American Homes

  79 Brooksite Dr, Smithtown, NY 11787
• 

  Not Listed For Sale

  252 Maple Ave, Smithtown, NY 11787

  • 6 Beds
  • 4 Baths
  • 1,750 Sq Ft
  • Built 1949

  252 Maple Ave, Smithtown, NY 11787

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Nicholas Iarrobino Douglas Elliman Real Estate
• 

  

  /35

  $599,999

  Pending

  • 3 Beds
  • 1 Bath
  • 1,307 Sq Ft

  1 Dale Ln, Smithtown, NY 11787

  Incredible opportunity to make this ranch in Smithtown SD your own! Eat in kitchen with entrance to back patio. Hardwod floors under carpets confirmed by seller. Garage converted into Den. Living room or dining room . 3 spacious sunlit bedrooms and a full bath with window. Light and bright. Great location! Full Unfinished basement with laundry. Wonderful flat property. Fenced in yard. Oil Heat.

  Ardith Evans Coldwell Banker American Homes

  1 Dale Ln, Smithtown, NY 11787
• 

  

  /10

  $2,870 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 304, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Central Air Conditioning, Separate Laundry Centers., 2 Cats and 1 Dog Per Apartment.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 304, Smithtown, NY 11787
• 

  $520,000

  Sold Nov 18, 2025

  44 Elizabeth Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1940

  Last Sold Summary

  • 49 Days On Market

  Current Estimated Value $647,989

  Last Listing Agent Michaela Viard Signature Premier Properties

  44 Elizabeth Ave, Smithtown, NY 11787
• 

  Est $821,762

  Not Listed For Sale

  3 Woodrow Ln, Smithtown, NY 11787

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1964

  3 Woodrow Ln, Smithtown, NY 11787

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Andrew Blee Serhant LLC
• 

  

  /35

  $985,000

  $15K PRICE DROP Pending

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  103 Redan Dr, Smithtown, NY 11787

  Come Live A Lifestyle in this very Desirable 24/7 Gated Golf Community with Amenities. This 4 Bdrm, 3 Bth Colonial style Home offers endless possibilities to make this the home of your Dreams! The Grand entrance foyer boasts a soaring 20 ft Ceiling/ chandelier on a power switch, as well as beautiful architectural moldings. The main level includes a Formal Living Room, Formal Dining Rm, Great

  Carol Flaherty Lynch Signature Premier Properties

  103 Redan Dr, Smithtown, NY 11787
• 

  

  /11

  $3,285 Per Month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  44 Route 25 A Unit 416, Smithtown, NY 11787

  Beautiful Private Lake Community. Apartment Includes, Reserved Parking Spot, Fitness Rm/Snow Removal/Garbage/Sewer/4'X4'X8' Storage Locker, Cen Air Conditioning, Separate Laundry Centers.

  Mary Beth Donnelly Douglas Elliman Real Estate

  44 Route 25 A Unit 416, Smithtown, NY 11787
• 

  $795,000

  Sold Jan 23, 2026

  22 5th Ave, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • Built 1961

  Last Sold Summary

  • 6% Above List Price
  • $505/SF
  • 32 Days On Market

  Current Estimated Value $802,039

  Last Listing Agent Michael Scarito RE/MAX Integrity Leaders

  22 5th Ave, Smithtown, NY 11787
• 

  Est $825,447

  Not Listed For Sale

  18 Bridle Path Rd, Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • Built 1963

  18 Bridle Path Rd, Smithtown, NY 11787

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Michele Targovnik Daniel Gale Sothebys Intl Rlty
• 

  

  /42

  $789,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,284 Sq Ft

  50 Amsterdam Rd, Smithtown, NY 11787

  Welcome to 50 Amsterdam Road, an inviting 4-bedroom home ideally situated in one of Smithtown's most desirable neighborhoods. Set on a generous lot, this residence offers comfortable living spaces, room to grow, and endless potential to make it your own. The private backyard provides a peaceful setting for relaxing, entertaining, and enjoying the outdoors, enhanced by architectural landscape

  Maeve McDonald Cornerstone Properties of LI

  50 Amsterdam Rd, Smithtown, NY 11787
• 

  

  /8

  $2,580 Per Month

  • 1 Bed
  • 1 Bath
  • 585 Sq Ft
  • Apartment for Rent

  39 Elliot Place Unit 39-5B, Smithtown, NY 11787

  *Ask About our Amazing Rent specials* Charming, Air-Conditioned, Studio, Junior 1 Bedroom & 1 Bedroom Apartments. Some With New Kitchen Cabinetry With New Appliances And Dishwasher And New Baths. Heat & Hot Water Included. Wall-To-Wall Carpeting. Decorator Hallways.Laundry Facility. Walk To Lirr & Walk To Shopping. Pet Friendly! Prices/polices subject to change without notice., Additional

  Michelle Holmes Fairfield Properties

  39 Elliot Place Unit 39-5B, Smithtown, NY 11787
• 

  $999,000

  Sold Aug 19, 2026

  43 Grassy Pond Dr, Smithtown, NY 11787

  • 4 Beds
  • 3 Baths
  • 1,905 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $524/SF
  • 38 Days On Market

  Current Estimated Value $958,195

  Last Listing Agent William Esslinger HomeSmart Premier Living Rlty

  43 Grassy Pond Dr, Smithtown, NY 11787
• 

  Est $1,455,894

  Not Listed For Sale

  4 Privet Ct, Smithtown, NY 11787

  • 5 Beds
  • 3.5 Baths
  • 1,371 Sq Ft
  • Built 2010

  4 Privet Ct, Smithtown, NY 11787

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Elena Galluzzo Compass Greater NY LLC

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