Newest Homes for Sale in Smithtown, NY

• 

  

  

  /45

  $779,999

  $20K PRICE DROP

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

  36 Fifty Acre Rd S, Smithtown, NY 11787

  Welcome to this newly renovated 4 bedroom, 2 bathroom Expanded Cape home, located on a 0.38 Acre lot, in a desirable area of Smithtown, NY.The main level boasts a beautiful inviting living room with a bay window, designer molding, recessed lighting, new flooring, and sliders to backyard, an open concept kitchen with stainless steel appliances, dining area with sliders for quick access to

  Gursatinder Kaur National Real Estate Agency

  36 Fifty Acre Rd S, Smithtown, NY 11787
• 

  

  

  /34

  $725,000

  $25K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 1,834 Sq Ft

  653 Meadow Rd, Smithtown, NY 11787

  Welcome to this beautifully and completely updated expansive home in renowned Smithtown school district. This home is thoughtfully designed for modern living and multigenerational flexibility. The home features a private separate entry setup, ideal for an in-law suite, or extended family. The interior has been extensively updated with finishes throughout, including beautiful, refinished hardwood

  Brenin Stark Olga Baram

  653 Meadow Rd, Smithtown, NY 11787
• 

  

  

  /17

  $765,000

  $35K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,891 Sq Ft

  149 Grassy Pond Dr, Smithtown, NY 11787

  Welcome to Smithtown Pines! I am excited to share this beautifully maintained 3-Bedroom, 2.5-Bathroom Colonial home which was totally rebuilt from the foundation up in 2003 with a full basement.The exterior features a charming covered porch and a deep backyard complete with a large deck and a pond, perfect for outdoor relaxation.Inside, the first floor boasts a Living Room with a

  Maria Farina RE/MAX Best

  149 Grassy Pond Dr, Smithtown, NY 11787
• 

  

  

  /33

  $1,649,000

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  6 Hayloft Ct, Smithtown, NY 11787

  Welcome to this beautiful 5 bedroom 3.5 Bath Colonial perfectly positioned on a quiet cul-de-sac set within Yellow Top Estates, a rare gated enclave of luxury single-family homes. From the covered front porch and beautiful paver and asphalt driveway to the 3-car garage, this home makes an incredible first impression. Enter inside to a dramatic two-story entry foyer with soaring ceilings,

  Anthony Perrotta Signature Premier Properties

  6 Hayloft Ct, Smithtown, NY 11787
• 

  

  

  /30

  $649,000

  Open Sat 1PM - 3PM $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft

  22 South Ave, Smithtown, NY 11787

  Absolutley beautiful three-bedroom, two full bath cape situated on a generous lot in the heart of Smithtown. This move-in-ready home showcases a newer roof, stylish luxury vinyl plank flooring, a beautifully updated bathroom (2026), and a bright eat-in kitchen designed for both everyday living and entertaining. The flexible floor plan offers three spacious bedrooms and two full baths and a

  Barbi Schwartzberg Douglas Elliman Real Estate

  22 South Ave, Smithtown, NY 11787
• 

  

  /23

  $905,000

  • 4 Beds
  • 2.5 Baths

  22 S Lot Rd, Smithtown, NY 11787

  Pristine and sophisticated, this beautifully customized 4-bedroom, 2.5-bath ranch offers a spectacular open-concept design perfect for today's lifestyle. Originally built in the 1960s, the home has been thoughtfully updated over the years to reflect timeless elegance and exceptional craftsmanship. The stunning center island kitchen features a dramatic 7-foot black granite island, Sub-Zero

  Linda Sauerbrey Daniel Gale Sothebys Intl Rlty

  22 S Lot Rd, Smithtown, NY 11787
• 

  

  /6

  $379,999

  Open Sat 3PM - 5PM

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  355 Route 111 Unit 19, Smithtown, NY 11787

  Absolutely immaculate; fully renovated, move in ready 1st floor 2 bedroom unit. Being on the first floor allows for a private entrance, located just feet away from assigned parking spot as well as the well maintained laundry room. This unit was just renovated earlier this year so everything is brand new! Windows and door have lifetime warranty. The ceiling was sound proofed so one can confidently

  Laura Budney Prime Realty

  355 Route 111 Unit 19, Smithtown, NY 11787
• 

  

  /24

  $699,990

  • 4 Beds
  • 1.5 Baths

  4 Smithtown Crescent, Smithtown, NY 11787

  Prime Location with Limitless Potential! ?Welcome to this spacious 4-bedroom home situated in a highly desirable neighborhood within the Smithtown Central School District. Offering a perfect canvas for your vision, this property boasts incredible potential for updates and customization. ?Key Highlights: ?Spacious Layout: 4 generously sized bedrooms ready for your personal touch.?Prime

  James Manikas BH&G R E Realty Connect

  4 Smithtown Crescent, Smithtown, NY 11787
• 

  

  /34

  $699,999

  Open Sat 2PM - 3:30PM

  • 3 Beds
  • 1 Bath
  • 1,465 Sq Ft

  42 Pineacre Dr, Smithtown, NY 11787

  Well maintained cozy ranch on tree lined street in Smithtown on .63 property with a detached garage. This home offers a formal living room, dining room, den, eat in kitchen, w/propane cooking as well as 3 bedrooms and 1 full bathroom. There are Anderson windows, hardwood floors in Living room.

  Lorraine Dee Donovan Signature Premier Properties

  42 Pineacre Dr, Smithtown, NY 11787
• 

  

  /28

  $800,000

  $60K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  29 Ivy Hill Dr, Smithtown, NY 11787

  Sprawling Smithtown Ranch on .52 Acre with Gunite Pool & 3-Car Garage!Space, flexibility and a backyard built for summer living come together in this distinctive 4-bedroom, 2.5-bath home set on a beautiful .52-acre property in the desirable Smithtown School District. Offering the ease and open feel of ranch-style living with a thoughtfully designed split-level bedroom wing, this home

  Carlene Calabrese BH&G R E Realty Connect

  29 Ivy Hill Dr, Smithtown, NY 11787
• 

  /2

  $979,000

  • 4 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  30 Glacier Dr, Smithtown, NY 11787

  Under Construction – Your Opportunity to Own a Beautifully Renovated Home in Smithtown!Welcome to this stunning 4-bedroom, 2.5-bath splanch, currently under a full renovation with today's modern buyer in mind. Upon completion, this home will feature a spacious and modern layout with high-quality finishes throughout.With the main floor having a Beautiful modern kitchen and a formal

  Alvaro Dumancela Douglas Elliman Real Estate

  30 Glacier Dr, Smithtown, NY 11787
• 

  

  /45

  $3,995,000

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

  38 Landing Meadow Rd, Smithtown, NY 11787

  Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining

  Philip Laffey LAFFEY REAL ESTATE

  38 Landing Meadow Rd, Smithtown, NY 11787
• 

  

  /36

  $949,999

  $35K PRICE DROP

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

  29 Sandy Hollow Dr, Smithtown, NY 11787

  Welcome home to this stunning, meticulously maintained Colonial in the renowned Commack school district. Thoughtfully expanded with additional living space, this home offers room to grow, entertain, and unwind in style.Step outside into your own entertainer's paradise — a country club-worthy backyard featuring a sparkling saltwater in-ground pool (complete with a brand-new pump).Inside,

  Salvatore Vacchio Countryside Realty & Mgmt Svcs

  29 Sandy Hollow Dr, Smithtown, NY 11787
• 

  

  /50

  $1,695,000

  $4K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,000 Sq Ft

  14 Loft Rd, Smithtown, NY 11787

  Experience the pinnacle of luxury living on this sprawling 1.25+ acre equestrian-ready estate. Recently renovated to perfection, this five-bedroom, five-bathroom residence seamlessly blends sophisticated design with modern efficiency, featuring brand-new utilities and owned solar panels.The heart of the home is a dream kitchen, boasting radiant heated floors, a high-end Subzero panel

  Richard Iorio Douglas Elliman Real Estate

  14 Loft Rd, Smithtown, NY 11787
• 

  

  /45

  $869,000

  • 4 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  6 Navy Dr, Smithtown, NY 11787

  Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering

  Tom Amalfitano Exit Realty Island Elite

  6 Navy Dr, Smithtown, NY 11787
• 

  

  /33

  $999,000

  Open Sat 12PM - 2:30PM $51K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,986 Sq Ft

  57 Brooksite Dr, Smithtown, NY 11787

  When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a

  Minas Styponias Realty Executives Today

  57 Brooksite Dr, Smithtown, NY 11787
• 

  

  /13

  $1,749,999

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

  3 Grand St, Smithtown, NY 11787

  Welcome to Plymouth Estates, a 5 lot subdivision in the prestigious neighborhood of Smithtown, NY. This NEW CONSTRUCTION subdivision on a cul-de-sac offers 5 exceptional lots, with 5 bedrooms, 3 full bathrooms, 1 half bathroom, eat-in kitchen with a large center island, granite/quartz countertops, SS Appliances, double wall ovens, wine fridge, gas cooktop, mudroom with pantry, family room with

  Matthew Hart World Prop Intl Sea to Sky

  3 Grand St, Smithtown, NY 11787
• 

  

  /35

  $899,000

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  38 Hallock Ave, Smithtown, NY 11787

  Welcome to this beautifully updated home, originally built in 2004 and thoughtfully enhanced with quality improvements throughout just 6 months ago . Taxes currently being grieved. Hearing all offers. Offering the perfect blend of modern updates and timeless comfort, this move-in-ready residence has had virtually everything replaced. Step inside to discover beautifully refinished hardwood floors

  Sheryl Osborne Exit Realty Edge

  38 Hallock Ave, Smithtown, NY 11787
• 

  

  /35

  $1,250,000

  $250K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 4,061 Sq Ft

  10 Burham Dr, Smithtown, NY 11787

  Located in the in a highly desirable area of Smithtown sits this well maintained colonial.... Over 4000 sq ft of living area containing 6 true bedrooms, 3.5 bathrooms, a home office, a formal dining room, guest quarters (bedroom, full bath, living room) with a separate entrance, A sizable sitting room ( 18x25) containing a wood burning fire place, a separate living room and a wonderful screened

  Muharem Hasan Weichert Realtors

  10 Burham Dr, Smithtown, NY 11787
• 

  

  /50

  $1,374,000

  $175K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,896 Sq Ft

  6 Averly Place, Smithtown, NY 11787

  Welcome to one of the most impressive properties to hit the market in The Pines. Set on a private half-acre of beautifully manicured grounds, this extraordinary contemporary ranch offers a perfect blend of luxury, comfort, and resort-style living—all in a beautifully landscaped, private setting. A long paved driveway leads to a spacious two-car garage and a grand entry foyer with soaring vaulted

  Robert Scarito Douglas Elliman Real Estate

  6 Averly Place, Smithtown, NY 11787
• 

  

  /19

  $2,499,000

  $200K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 6,050 Sq Ft

  301 Old Mill Rd, Saint James, NY 11780

  Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant

  Gregory Masaitis Keller Williams Realty Elite

  301 Old Mill Rd, Saint James, NY 11780
• 

  

  /49

  $989,999

  Open Sun 11AM - 12:30PM $10K PRICE DROP

  • 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
• 

  

  /13

  $950,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,974 Sq Ft

  45 Croft Ln, Smithtown, NY 11787

  Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian

  Min Xiao Welhome Realty Inc

  45 Croft Ln, Smithtown, NY 11787
• 

  

  /35

  $950,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,471 Sq Ft

  19 Knoll Ln, Smithtown, NY 11787

  Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets EleganceNestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining.The spacious formal living room and formal

  Marie Sottile Coldwell Banker M&D Good Life

  19 Knoll Ln, Smithtown, NY 11787
• 

  

  /40

  $749,000

  • 3 Beds
  • 2.5 Baths

  38 Lakebridge Dr S Unit 38, Kings Park, NY 11754

  Resort-style living awaits in the prestigious gated community of Lakebridge in Kings Park. This beautifully maintained and light-filled 3-bedroom, 2.5-bath residence offers a spacious open layout ideal for today's lifestyle. The inviting living room with a gas fireplace flows into the formal dining room, where sliding glass doors open to a Trex deck overlooking a serene manmade lake with a

  Kelley Taylor Douglas Elliman Real Estate

  38 Lakebridge Dr S Unit 38, Kings Park, NY 11754
• 

  

  /27

  $1,150,000

  $50K PRICE DROP

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

  451 River Rd, Saint James, NY 11780

  Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities.This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and

  Marianne Koke Daniel Gale Sothebys Intl Rlty

  451 River Rd, Saint James, NY 11780
• 

  

  /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
• 

  

  /44

  $1,626,000

  $162K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,851 Sq Ft

  589 Landing Ave, Smithtown, NY 11787

  Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances,

  Jin Tao BH&G R E Realty Connect

  589 Landing Ave, Smithtown, NY 11787
• 

  

  /27

  $749,000

  $50K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,100 Sq Ft

  106 Summit Dr, Smithtown, NY 11787

  Great Hi Ranch with 2 Sep Living Areas plus Garage, Fenced Yard, Oversize Driveway, Smithtown Schools, Central Air

  Robert Scarito Douglas Elliman Real Estate

  106 Summit Dr, Smithtown, NY 11787
• 

  

  /48

  $699,000

  $50K PRICE DROP

  • 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
• 

  

  /30

  $810,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  26 Stone Gate Ct, Smithtown, NY 11787

  Move right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, 1-car garage, with updated designer kitchen with quartz counters and stainless-steel appliances, updated bathrooms, new flooring/carpeting, fresh paint, etc. Close to local shopping, transportation and amenities. Don’t miss out on this opportunity! Grass photos were digitally enhanced.

  Todd Yovino Island Advantage Realty LLC

  26 Stone Gate Ct, Smithtown, NY 11787
• 

  

  /46

  $799,000

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  43 Hallock Ave, Smithtown, NY 11787

  Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with

  

  Ronni Tranes

  Douglas Elliman Real Estate

  43 Hallock Ave, Smithtown, NY 11787
• 

  

  /41

  $1,250,000

  $249K PRICE DROP

  • 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. 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 with a spacious Living Room, Dining Room, and inviting

  Lyssa Gugliotta Howard Hanna Coach

  2 Three Pond Rd, Smithtown, NY 11787
• 

  

  /48

  $2,599,000

  • 6 Beds
  • 8 Baths
  • 3,946 Sq Ft

  2 Riverview Terrace, Smithtown, NY 11787

  Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and

  Jamie Marcantonio Signature Premier Properties

  2 Riverview Terrace, Smithtown, NY 11787
• 

  

  /46

  $3,499,000

  New Construction $504K PRICE INCREASE

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  326 Nissequogue River Rd, Saint James, NY 11780

  ** Starting Fall 2026 ** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE*6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath

  Brian Hickey Hickey & Smith REALTORS

  326 Nissequogue River Rd, Saint James, NY 11780
• 

  

  /6

  $1,499,000

  New Construction

  • 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
• 

  

  /6

  $1,550,000

  New Construction

  • 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

Showing Results 41 - 77, Page 2 of 2