Smithtown, NY Homes

• 

  Est $797,674 Not Listed For Sale

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

  49 Leslie Ln, Smithtown, NY 11787

  49 Leslie Ln, Smithtown, NY 11787
• 

  

  

  /46

  $1,050,000

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  11 Dillmont Dr, Smithtown, NY 11787

  Majestic, Expanded Center Hall Colonial, 4 BR, 2.5 Baths on Usable 1/2 Acre Plus Property in North Smithtown; All Updated Windows Including Floor to Ceiling Andersens with Panoramic Views, Updated Siding (5 yrs), Roofing, Heating, Cesspool (10 Yrs); Newer Central AC (4 Yrs), Newer In Ground 16x32 Pool, Updated Appliances; Huge Primary Suite with 2 Walk-In Closets, Jacuzzi Tub and Separate Shower.

  Ronni Tranes Douglas Elliman Real Estate

  11 Dillmont Dr, Smithtown, NY 11787
• 

  $875,000 Sold Jul 30, 2025

  • 2,600 Sq Ft
  • $337/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1961

  8 Clover Dr, Smithtown, NY 11787

  Welcome to this beautifully maintained four-bedroom, two-bath Colonial nestled in the sought-after Smithtown Pines. Set on a spacious, flat yard, this home offers a perfect blend of comfort, charm, and functionality.Step onto the inviting covered front porch and enter a warm living room featuring a cozy wood-burning fireplace, perfect for relaxing evenings. The informal dining room flows

  Christine Daddio Howard Hanna Coach

  8 Clover Dr, Smithtown, NY 11787
• 

  Est $773,448 Not Listed For Sale

  • 5 Beds
  • 4 Baths

  12 Amherst Ln, Smithtown, NY 11787

  12 Amherst Ln, Smithtown, NY 11787
• 

  

  

  /50

  $1,250,000

  • 5 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  592 Landing Ave, Smithtown, NY 11787

  Landmark ~ Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway has been totally restored and blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable

  Lynn Sabatelle Daniel Gale Sothebys Intl Rlty

  592 Landing Ave, Smithtown, NY 11787
• 

  $630,000 Sold Jul 30, 2025

  • 19 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1940

  24 South Ave, Smithtown, NY 11787

  WELCOME TO THIS LARGE PROPERTY BOASTING 100 FT X 400 FT PROPERTY. 4 Bedroom, Cape, 2 Full Bath, Wood Floors Exist, Updated Electric 150A, Updated Pearless Boiler, 1 Acre Lot, Property, needs TLC, Potential Horse Property. SELLERS HAVE LIVED HERE FOR OVER 60 YEARS. PROPERTY HAS MATURE TREES AND PLENTY OF SHADE , STORAGE SHED IN REAR YARD. DETACHED UTILITY BUILDING / GARAGE ON PROPERTY ALSO.

  Nancy Stein Douglas Elliman Real Estate

  24 South Ave, Smithtown, NY 11787
• 

  Est $681,600 Not Listed For Sale

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

  10 Amherst Ln, Smithtown, NY 11787

  10 Amherst Ln, Smithtown, NY 11787
• 

  

  /32

  $849,000

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

  38 Mcarthur Ln, Smithtown, NY 11787

  Welcome to 38 Mcarthur Lane, a delightful haven nestled in the heart of Smithtown, NY's Great Pines neighborhood. This spacious property boasts five generously sized bedrooms and three well-appointed bathrooms.A large private yard is a bonus, complete with an inground pool - perfect for recreation or relaxation. Inside, discover the charm of wood floors and the comfort of natural gas

  Robert Scarito Douglas Elliman Real Estate

  38 Mcarthur Ln, Smithtown, NY 11787
• 

  $915,000 Sold Jul 29, 2025

  • 2,260 Sq Ft
  • $405/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  29 Lindron Ave, Smithtown, NY 11787

  Welcome To This Beautifully Updated & Expanded 4 Bedroom 3 Bath Colonial/Splanch Where Timeless Charm Meets Modern Living. Nestled In A Quiet, Sought-After Neighborhood, This Home Offers Generous Living Space, Elegant Finishes And Thoughtful Upgrades Throughout. A Bright & Spacious Interior Featuring A Fully Updated Kitchen With White Cabinetry & Stainless Steel Appliances, Natural Gas,

  Lori Zamore Signature Premier Properties

  29 Lindron Ave, Smithtown, NY 11787
• 

  Est $931,369 Not Listed For Sale

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

  5 Wesleyan Ct, Smithtown, NY 11787

  5 Wesleyan Ct, Smithtown, NY 11787
• 

  

  /30

  $649,000

  • 3 Beds
  • 3 Baths
  • 1,561 Sq Ft

  263 N Country Rd, Smithtown, NY 11787

  Welcome to this beautifully updated ranch-style home offering comfort, character, and convenience. Step inside to find refinished wood floors and freshly painted interiors that create a warm and inviting atmosphere throughout. The spacious living room and dining room are perfect for both relaxing and entertaining. The home features a bright eat-in kitchen, ideal for casual meals. The main

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  263 N Country Rd, Smithtown, NY 11787
• 

  $682,000 Sold Jul 29, 2025

  • 1,470 Sq Ft
  • $464/SF
  • 23 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1962

  2 Ramondo Ln, Smithtown, NY 11787

  This well-maintained Hi-Ranch, with 4 Bedrooms 1.5 bathrooms, located in the desirable Smithtown school district, has been lovingly cared for over the years and presents a fantastic opportunity to create your dream home. The upper level features wood floors throughout, a spacious living room, dining room, and an updated, eat-in kitchen, which has sliding doors to a generous sized deck. In

  Elisabeth Marino HomeSmart Premier Living Rlty

  2 Ramondo Ln, Smithtown, NY 11787
• 

  Est $774,434 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths

  64 Wesleyan Rd, Smithtown, NY 11787

  64 Wesleyan Rd, Smithtown, NY 11787
• 

  

  /12

  $670,000

  • 4 Beds
  • 3 Baths
  • 1,785 Sq Ft

  26 Lindner Place, Smithtown, NY 11787

  Welcome to this updated 4-bedroom, 3-bath ranch nestled on a spacious 1-acre lot in the highly sought-after Smithtown Possible subdivision.

  Marlon Paul Voro LLC

  26 Lindner Place, Smithtown, NY 11787
• 

  $1,875,000 Sold Jul 29, 2025

  • 5,015 Sq Ft
  • $374/SF
  • 133 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2010

  62 Winston Dr, Smithtown, NY 11787

  This stunning post-modern colonial home in Smithtown Pines has been completely remodeled and offers 4/5 bedrooms with 9-foot ceilings throughout. The brand-new chef’s kitchen features a large center island with a wine refrigerator, Thermador appliances, and quartz countertops. It opens seamlessly to a sunlit den with cathedral ceilings and a gas fireplace, perfect for entertaining. The first

  Christine Daddio Howard Hanna Coach

  62 Winston Dr, Smithtown, NY 11787
• 

  Est $660,733 Not Listed For Sale

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

  16 Bayberry Ln, Smithtown, NY 11787

  16 Bayberry Ln, Smithtown, NY 11787
• 

  

  /36

  $5,899,000

  • 7 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  Unlisted Address

  BEAUTY AT A GLANCE: Whether you’re looking for a peaceful retreat, a platform to build something meaningful, or a flexible space that blends both — this estate offers the freedom to live your vision. Rooted in history, surrounded by nature, and ready for what’s next, it’s not just a place to own — it’s a place to belong. WHO IT'S MEANT FOR: a) The Private Visionary Your own riverfront retreat,

  Derek Greene Greene Realty Group

  Unlisted Address
• 

  $730,000 Sold Jul 28, 2025

  • 1,684 Sq Ft
  • $433/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  75 Paddington Cir, Smithtown, NY 11787

  This expansive townhouse is bright & roomy! With cathedral ceilings, oversized windows, primary en-suite with walk-in closet located on main level, main level half bath too! The living room features a gas fireplace. The kitchen includes a beautiful breakfast nook, stainless appliances and elevated ceilings. The 2nd floor is open to below, where you'll find an additional den area, great for

  Trish Bergin Signature Premier Properties

  75 Paddington Cir, Smithtown, NY 11787
• 

  Est $1,097,893 Not Listed For Sale

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

  3 Bayberry Ln, Smithtown, NY 11787

  3 Bayberry Ln, Smithtown, NY 11787
• 

  

  /50

  $1,199,990

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

  79 Oakside Rd, Smithtown, NY 11787

  Welcome to 79 Oakside Road, a custom-built haven nestled in the heart of Smithtown, NY. Built in 2022, this stunning residence is an architectural masterpiece, boasting an array of high-end features and amenities that make it a one-of-a-kind find in today's market.Upon entry, you're greeted by a grand foyer that sets a tone of elegance and sophistication. The first floor houses a spacious

  Nicholas Albanese Douglas Elliman Real Estate

  79 Oakside Rd, Smithtown, NY 11787
• 

  $815,000 Sold Jul 28, 2025

  • 1,904 Sq Ft
  • $428/SF
  • 29 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1951

  9 Croft Ln, Smithtown, NY 11787

  District offers a perfect blend of elegance and functionality nestled on a direct access into Blydenburgh park riding trails, Charming 4-Bedroom Home in Smithtown with Modern Upgrades & Scenic Surroundings, New Roof, New Siding, New Windows, enjoy the natural light pouring through windows, new split a/c included basement 2 Car garage with remote Opener with a huge driveway provide ample parking,

  Kashif Siddiqui One Step Up Realty Inc

  9 Croft Ln, Smithtown, NY 11787
• 

  Est $879,091 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths

  7 Bayberry Ln, Smithtown, NY 11787

  7 Bayberry Ln, Smithtown, NY 11787
• 

  

  /4

  $499,000

  • Land
  • 2.25 Acres
  • $221,778 per Acre

  260 Old Mill Rd, Smithtown, NY 11780

  Build Your Dream Home in Spectacular and Peaceful Nissequogue VillageLocated in the heart of the serene and prestigious Nissequogue Village, this exceptional property offers the rare opportunity to bring your vision to life.Key Features:• Approved blueprints for a luxurious 5-bedroom, 5.5-bathroom home designed with modern elegance and functionality.• All permits in place, ensuring a smooth and

  Bryan Whalen VYLLA Home

  260 Old Mill Rd, Smithtown, NY 11780
• 

  $840,000 Sold Jul 28, 2025

  • 2,055 Sq Ft
  • $409/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1969

  155 Plymouth Blvd, Smithtown, NY 11787

  Discover the charm of this classic colonial home which offers the perfect blend of comfort and convenience. Guests will be welcomed from a covered front porch to a gracious entry foyer with decorative front door with side lights. The spacious formal living room with wood flooring is full of light that the front and back picture windows provide. An inviting den with woodburning fireplace creates a

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  155 Plymouth Blvd, Smithtown, NY 11787
• 

  Est $883,212 Not Listed For Sale

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

  8 Wyandanch Blvd, Smithtown, NY 11787

  8 Wyandanch Blvd, Smithtown, NY 11787
• 

  

  /23

  $699,000

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

  147 Juniper Ave, Smithtown, NY 11787

  Welcome to 147 Juniper Avenue in Smithtown, a beautifully updated ranch-style home that combines modern finishes with timeless charm. This residence offers a comfortable living space with numerous enhancements designed for modern living. The updated eat-in kitchen features white shaker cabinets, granite countertops, and stainless steel appliances, providing a stylish and functional space for

  Nicole Calandro Cornerstone Properties of LI

  147 Juniper Ave, Smithtown, NY 11787
• 

  $865,000 Sold Jul 25, 2025

  • 1,806 Sq Ft
  • $479/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  40 Ridge Rd, Smithtown, NY 11787

  Amazing Backyard Views overlooking Natural Preserve, Nicely Updated Colonial with 4 Bedrooms, 2.5 Baths, 2 Car Garage, Propane Cooking, IGS- 5 zone with Drip lines, 200 Amp Electric, Paver Patio, 2 Zone Heat and 1 Zone Central Air, Convenient 1st Floor Bedroom, Pantry, Laundry on 1st Floor, Master Bedroom with Master Bath and Large Closet, 2 Additional Bedrooms on Second Floor plus Smithtown

  Robert Scarito Douglas Elliman Real Estate

  40 Ridge Rd, Smithtown, NY 11787
• 

  Est $748,144 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft

  42 Sandy Hollow Dr, Smithtown, NY 11787

  42 Sandy Hollow Dr, Smithtown, NY 11787
• 

  

  /48

  $1,299,000

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

  62 Laurel Dr, Smithtown, NY 11787

  Fabulous ranch!!! Summer is coming and this oasis is waiting for YOU! Gorgeous home decorated and upgraded to perfection. Entry foyer features beautiful tile work and custom closet doors. Formal living room overlooks the yard and flows into the dining room for easy entertaining. The kitchen is state of the art with Bosch appliances and a Thermador refrigerator. Center island duets as a table for

  Elena Galluzzo Compass Greater NY LLC

  62 Laurel Dr, Smithtown, NY 11787
• 

  $785,000 Sold Jul 24, 2025

  • 1,657 Sq Ft
  • $474/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  13 Friendly Rd, Smithtown, NY 11787

  Welcome to 13 Friendly Road, Smithtown, NY – A Beautifully Updated Hi-Ranch Offering Style, Comfort, and Functionality. Tucked away in a peaceful and sought-after neighborhood in the heart of Smithtown, this fully updated 4-bedroom, 2-bath Hi-Ranch blends modern upgrades with timeless charm. From the moment you arrive, you’ll be impressed by the home’s clean curb appeal, and welcoming presence.

  Katherine Rodriguez Vantage Realty Partners

  13 Friendly Rd, Smithtown, NY 11787
• 

  Est $763,317 Not Listed For Sale

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

  153 Fifty Acre Rd S, Smithtown, NY 11787

  153 Fifty Acre Rd S, Smithtown, NY 11787
• 

  

  /50

  $1,580,000 Open Sun 11AM - 12:30PM

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  158 Landing Meadow Rd, Smithtown, NY 11787

  Welcome to 158 Landing Meadow Road! Renovated on 1.2 Acres With Pool and Luxury Finishes! Experience refined living in this fully reimagined 4-bedroom, 3.5-bathroom home, thoughtfully designed with a brand-new primary suite. Every detail has been carefully curated, from the gleaming hardwood floors and elegant marble countertops to the sunlit open-concept living spaces. The expansive primary

  John Canino BERKSHIRE HATHAWAY

  158 Landing Meadow Rd, Smithtown, NY 11787
• 

  $670,000 Sold Jul 24, 2025

  • 1,300 Sq Ft
  • $515/SF
  • 17 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  3 Baylor Dr, Smithtown, NY 11787

  Beautifully updated expanded ranch with gleaming hardwood floors throughout. Spacious living room with a dining room. Theeat in kitchen has granite counter with lots of wood cabinets and Island. This home was extended to include a primary bedroom with updated ensuite bathroom and lots of closets. There are two additional bedrooms.The den has an outside entrance leading to the backyard. Set on

  Rowena Nedvin Signature Premier Properties

  3 Baylor Dr, Smithtown, NY 11787
• 

  Est $770,845 Not Listed For Sale

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

  169 Fifty Acre Rd S, Smithtown, NY 11787

  169 Fifty Acre Rd S, Smithtown, NY 11787
• 

  

  /6

  $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
• 

  $770,000 Sold Jul 24, 2025

  • 4,220 Sq Ft
  • $182/SF
  • 108 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1964

  31 New Mill Rd, Smithtown, NY 11787

  Located in the sought-after Forestwood section of Smithtown, 31 New Mill Road is a spacious, 5 bedrooms, 3.5 bathroom home that presents a fantastic opportunity for buyers looking to put their personal touch on a property. Situated in a serene neighborhood, this home offers ample living space, a private 3 room office area in the lower level basement, and the potential for customization

  Pauline Negron Spiller The Agency Northshore NY

  31 New Mill Rd, Smithtown, NY 11787
• 

  Est $752,933 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,606 Sq Ft

  65 Carnegie Dr, Smithtown, NY 11787

  65 Carnegie Dr, Smithtown, NY 11787
• 

  

  /6

  $1,499,000

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

  2 Vistas Cir, Smithtown, NY 11787

  Serene Location! To Be Built. Please Note That 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

  Lynn Anne Daly Douglas Elliman Real Estate

  2 Vistas Cir, Smithtown, NY 11787
• 

  $800,120 Sold Jul 23, 2025

  • 2,000 Sq Ft
  • $400/SF
  • 18 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  10 Lynch Ln, Smithtown, NY 11787

  Discover easy living in this beautifully updated ranch nestled on a quiet, low-traffic block in the heart of Smithtown. This warm and welcoming home features 3 bedrooms, 1 full bath, and a convenient half bath with an adjoining laundry room. The spacious eat-in kitchen boasts Cambria Quartz countertops, gas cooking, a cozy breakfast nook, and flows seamlessly into a formal dining room—perfect for

  Jennifer Gonis Signature Premier Properties

  10 Lynch Ln, Smithtown, NY 11787
• 

  Est $770,668 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths

  112 Fifty Acre Rd S, Smithtown, NY 11787

  112 Fifty Acre Rd S, Smithtown, NY 11787

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