Smithtown Real Estate

Welcome to Smithtown, a vibrant and family-friendly community nestled in the heart of Suffolk County, New York. Renowned for its exceptional educational opportunities, Smithtown boasts a school district that is consistently recognized for its commitment to academic excellence and student development.

The Smithtown Central School District serves students from pre-kindergarten through 12th grade, providing a nurturing environment that fosters both intellectual and emotional growth. With a strong emphasis on innovative teaching methods and a diverse curriculum, students are encouraged to explore their passions, whether in the arts, sciences, or athletics. The district is home to several highly-rated elementary, middle, and high schools, each equipped with state-of-the-art facilities and resources that enhance the learning experience.

Parents can take comfort in the district’s impressive track record of academic achievement, with students consistently performing above state averages on standardized tests. The dedicated faculty and staff are committed to creating a supportive atmosphere where every child can thrive. Beyond academics, Smithtown schools offer a plethora of extracurricular activities, from sports teams to clubs that cater to various interests, ensuring that every student finds their place.

Moreover, the Smithtown community values education and actively participates in initiatives that promote student success. With a rich history and a strong sense of community spirit, Smithtown is not just a place to live; it's a place to grow, learn, and create lasting memories. If you’re considering a move to this charming area, you’ll find that the Smithtown school district is a shining jewel that adds immense value to the community. Come and discover why families are proud to call Smithtown home!

Newest Listings in Smithtown

$579,000

2 Beds ⋅ 1 Baths ⋅ 1063663 MLS

You Will Fall In Love With This Newly Renovated Ranch In The Desirable Neighborhood Of Nesconset! This Move-In Ready Home Features 2 Bedrooms, 1 Full Bathroom And A Separate Office That Offers Flexible Space For Guests. Enjoy A Detached One-Car Garage, New Roof And Siding, New Driveway, Updated 200-Amp Electric, Updated Plumbing, Ductless AC Units And An Energy-Efficient Water Heater. The Brand-New Eat-In Kitchen Boasts Black Stainless Steel Appliances And A Dining Area With Sliding Glass Doors Leading To The Back Deck, Perfect For Outdoor Entertainment. A Brand-New Bathroom And Recessed Lighting Throughout Complete The Interior. Additional Highlights Include A Private Water Well And Property Taxes Under $7,000. Conveniently Located Near Shopping, Restaurants, Stony Brook University And Hospital And Much More. Don’t Miss This Opportunity To Own A Beautifully Updated Nesconset Home!

4 Garfield Court, Nesconset

$875,000

4 Beds ⋅ 3 Baths ⋅ 1063231 MLS

4 Bedroom Colonial on a 1/2 acre of property, 3 car detached garage in the Town of Smithtown.

18 Larsen Avenue, Smithtown

$789,000

4 Beds ⋅ 2 Baths ⋅ 1062916 MLS

Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch nestled on a quiet street in beautiful Smithtown. Set on a .30-acre of flat, park-like property with a sprawling green lawn, this sun-filled home offers a spacious layout designed for comfortable living and easy entertaining. A newly renovated foyer with stylish gray tile flooring sets the tone as you head upstairs to a bright and airy living room featuring skylights and an abundance of natural light. The adjoining formal dining room flows seamlessly into the kitchen, which opens to a full deck overlooking the fenced yard—perfect for outdoor enjoyment. The recently renovated lower level adds wonderful versatility, featuring a fourth bedroom or office, full bath, new vinyl flooring, fresh sheetrock walls, and a laundry area with LG washer and dryer. Additional highlights include new 200-amp electrical service, central air conditioning, natural gas, new recessed lighting, and a sprinkler system. Located in the highly acclaimed Smithtown School District, this is a wonderful opportunity to make this desirable community your home.

46 Parnell Drive, Smithtown

$869,000

4 Beds ⋅ 3 Baths ⋅ 1062559 MLS

Beautifully Updated 4 Bedroom 3 Bath Colonial/Splanch Located In The Desirable House Beautiful Section Of Smithtown West. Impressive From The Moment You Arrive Showcasing Large Center Columns, A Stone Facade And Lush Manicured Landscaping. This Home Features A Bright And Open Floor Plan, Grand Chefs Kitchen (2022), Large Center Island, Stainless Steel Appliances, Quartz Countertops And Formal Dining Room Offering Additional Seating. The Open And Inviting Den/Living Rm Offers A Seamless Flow, Perfect For Everyday Living And Entertaining, While A Floor To Ceiling Stone Fireplace Serves As A Striking Focal Point. Spacious Upstairs WPrimary Bedroom Ensuite, Primary Bath (2022), His & Her Closets, 3 Additional Bedrooms And Full Hall Bath (2022). Additional Interior Features Include Hardwood Floors, Gas Burner (2020), CAC (2020), 200 Amp Electric, Recessed Lighting & Sky Lights. Enjoy Your Very Own Backyard Private Oasis Featuring Lush Landscaping, An Expansive Stone Patio, 17' X 35' In-Ground Heated Pool W/New Heat Exchanger, Loop Loc Cover, Hot Tub And Pergola Offering Additional Seating And Relaxation. Make This Your Forever Home!! Conveniently Located Close To Schools, Parks, Shops & Parkways.

17 Hill Lane, Smithtown

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 1062232 MLS

An exceptional residence awaits at 6 Cedarfield Terrace, nestled within the prestigious Point of Woods at Berry Hill community in Saint James. Surrounded by Head of the Harbor and Nissequogue, this distinguished enclave offers a refined setting with scale, convenience, and tranquility. Masterfully reimagined, this 5 bedroom, 4 full bathroom residence encompasses approximately 4,000 square feet of sophisticated living space on a builder’s acre lot. Sun filled interiors showcase warm white oak floors, soaring ceilings, new windows, a new roof and siding, and elevated finishes throughout. The first-floor primary suite offers a true hotel-like experience, featuring dramatic vaulted ceilings, two walk-in closets, and a beautifully appointed luxurious bathroom. A private guest wing near the garage provides a secluded retreat for guests, a home office, or flexible living space. At the heart of the home, a stunning chef’s kitchen features skylights, a center island, spacious eat-in area, and walk-in pantry. Upstairs, a spectacular loft with soaring ceilings, exposed wood beams, white oak floors, generous closet space, two additional bedrooms, and a full bathroom creates a versatile setting for a playroom, media room, or additional living area. A gracious, extended driveway welcomes you to the property, while the 9-foot-ceiling basement spanning 1,678 square feet and perfectly situated two-car garage provide exceptional functionality and abundant storage. Located within the highly regarded Smithtown School District, with coveted lower Saint James taxes and an enviable Head of the Harbor location. Just minutes from Stony Brook Village’s renowned restaurants and shops, and close to Stony Brook University Hospital, the property offers unparalleled convenience. Enjoy easy access to Stony Brook Beach, West Meadow Beach, and the scenic waterfront of the North Shore, perfectly complementing this exceptional coastal lifestyle.

6 Cedarfield Terrace, Saint James

$579,990

3 Beds ⋅ 2 Baths ⋅ 1061889 MLS

A must see beautifully maintained Townhouse in the Town of Smithtown, Smithtown schools in the desirable community of The Woods in Nesconset. New roof, new siding, new gutters, 2 new skylights, paver walkway to front entrance, one car attached garage, large bedrooms, walk-in closet, central air, sliders to rear patio, community pool and clubhouse. Newer burner and hot water heater.

46 Jeremy Circle, Nesconset

$759,999

4 Beds ⋅ 2 Baths ⋅ 1060645 MLS

Welcome to 23 Hillcrest Drive, Smithtown! — where modern elegance, timeless charm, and the beauty of North Shore living come together! Situated on an expansive half-acre-plus property, this beautifully reimagined residence offers the perfect combination of sophisticated finishes, versatile living spaces, and an exceptional location. LOW TAXES OF ONLY $8650! From the moment you arrive, the home's impressive curb appeal sets the tone, featuring new siding, Brand 30 year architectural roof, elegant stone front steps and walkways, refreshed front and rear entryways, a newly paved blacktop driveway, and a detached garage offering additional parking and storage. Step inside to discover beautifully refinished hardwood floors, recessed lighting throughout, and a bright, inviting atmosphere. The stunning renovated kitchen features calacatta countertops, brand-new cabinetry, stainless steel appliances, and modern porcelain tile flooring. Beautifully updated bathrooms, including a spacious double vanity on the main level, bring modern comfort and sophistication to everyday living. The fully finished basement, complete with laminate flooring and a full bathroom, provides exceptional flexibility for extended family, guests, entertaining, or a potential mother-daughter arrangement or accessory dwelling unit (ADU), subject to proper permits and municipal approvals. Additional improvements, including upgraded 200-amp electrical service, further enhance the home's appeal. Beyond the property, enjoy the quintessential North Shore lifestyle, with its charming surroundings, nearby parks, recreational destinations, and vibrant local amenities. Conveniently situated near the Long Island Rail Road, major shopping centers, restaurants, and essential commuter routes, this location offers the perfect balance of suburban tranquility and everyday accessibility. With over half an acre of property, a detached garage, extensive modern upgrades, and the versatility to accommodate a variety of lifestyles, 23 Hillcrest Drive presents an exceptional opportunity to enjoy the very best of Smithtown living. Move right in, spread out, and make this beautifully transformed residence your next place to call home!

23 Hillcrest Drive, Smithtown

$6,899,000

6 Beds ⋅ 7 Baths ⋅ 1059832 MLS

Experience An Exceptional Waterfront Retreat Where Timeless Brick Architecture Meets Newly Reimagined Luxury. Completely Renovated In 2026, This Luxurious Residence Offers A Striking Expression Of Modern Luxury In The Coveted Incorporated Village Of Nissequogue. A Magnificent Waterfront Brick Masterpiece Set On Approximately 5 Acres, This 9300 Square Foot Residence Features 6 Bedrooms And 6.5 Bathrooms, Pairing Dramatic Architectural Scale With Beautifully Renewed Spaces For Every Day Living And Entertaining. At The Heart Of The Home, A Spectacular New Gourmet Kitchen Features A Beautiful Statement Quartz Island, Farmhouse Sink, Stainless Wolf Appliances, And Wine Refrigerator. From Casual Mornings To Celebratory Gatherings, This Inviting Space Brings Style And Function Together. The Magnificent Great Room, Distinguished By Soaring 22-Foot Ceilings, Creates An Unforgettable Setting For Entertaining On A Grand Scale, While Five Fireplaces Add Warmth And Character Throughout The Residence. The Primary Suite Is A Private Oasis Featuring A Gracious Sitting Room, Fireplace, Expansive Closets, And A Walk-Out Balcony To Capture The Most Beautiful Sunsets - Truly A Peaceful Retreat For Relaxation And Quiet Moments. The Newly Finished Lower Level Adds An Extraordinary Dimension To The Home, Featuring A Luxurious Kitchen, Bar, Full Bathroom, Den, Office, Theater Room, Two Gyms And An Outside Entrance. A Spacious 4-Car Garage, Geothermal Heating And Cooling System, And A Full-House Generator Further Enhance The Home's Comfort, Convenience And Functionality. The Waterfront Grounds Offer A Stunning Setting For Outdoor Living, Highlighted By Lush Lawns And Pristine Landscaping, An Impressive Poolhouse Complete With Bar, Entertaining Space And Full Bathroom, And A Heated And Saltwater In-Ground Pool. Approximately Five Acres And 280 Feet Of Water Frontage Provide An Expansive Backdrop For Relaxed Afternoons And Memorable Summer Gatherings, As Well As Incredible Panoramic Views Of The Long Island Sound. An Extensive 2026 Transformation Brings A Fresh, Cohesive Vision To This Palatial Residence, Delivering A Rare Opportunity To Enjoy Waterfront Luxury Living In One Of Long Island's Most Sought-After North Shore Villages!

1 Hunters Way, Nissequogue

$729,999

4 Beds ⋅ 2 Baths ⋅ 1044712 MLS

Welcome to 25 Dellmarie Lane! This beautiful four-bedroom Colonial offers exceptional curb appeal with a blacktop driveway accented by a cobblestone border, beautifully landscaped grounds, a covered front porch, and white PVC fencing. Situated on 0.23 acres in a quiet mid-block location within the Smithtown School District, this home features a one-car garage, inviting living spaces, and a picture-perfect backyard. The first floor features a large living room and formal dining room with sliding glass doors leading to a three-season room—an ideal space to relax or entertain. The new white kitchen features granite countertops, white appliances, and recessed lighting. A spacious mudroom provides additional cabinetry, a washer and dryer, a large closet, and an outside entrance to the side yard. A half bathroom completes the main level. Upstairs, the hardwood floors flow through the spacious primary bedroom which offers double closets, accompanied by three additional bedrooms and a full bathroom with a double vanity and deep soaking tub. Enjoy outdoor gatherings on the backyard’s concrete patio, surrounded by beautifully maintained landscaping. Gas heat adds to the comfort and appeal of this charming Colonial.

25 Dellmarie Lane, Nesconset

$1,149,999

4 Beds ⋅ 3 Baths ⋅ 1059779 MLS

Welcome to 2 Three Pond Road.... This Yablonski built Center Hall Colonial is set on 1 Acre of Beautiful Property, located in the "Prestigious Grange Estates" of North Smithtown! Step inside to your grand entry foyer, formal dining room, EIK w/ top-of-the-line Imported Brazilian Stone Granite counter tops, double oven and updated SS appliances, Formal Living room w/ dual sided wood burning fireplace flowing seamlessly into the expansive den, bath powder room, and custom-built sun room w/ exquisite stone walls and built-in hot tub for tranquil relaxation, along w/ easy interior access to your 2 car attached side entry garage... upstairs you have your primary bedroom w/ private bidet and toilet room with separate shower/spa jacuzzi room, 3 additional generously sized bedrooms, Office space and/or 5th bedroom (or WIC potential), and additional full hall bathroom. Step outside to your private resort like back yard w/ mature privacy trees and professionally designed landscaping surrounding, a resort style IG pool w/ a gradual sloped bottom, custom-built pavilion area, gazebo, oversized Trex deck and tranquil waterfall.... creating the perfect setting for peaceful evenings and ultimate relaxation. Additional features include the following…. In Ground 20x40 Pool (Liner 2025) w/ a solar assisted heating system, CAC (1 Zone – 2018), Oil Heat (1 zone), Single Layer 30-year architectural Roof (2018), Hardwood floors throughout, 200 AMP electric, expansive paver driveway beautifully appointed to the side entry 2-car garage… all this and so much more set on a picturesque acre private corner lot w/ exquisite bluestone walling surrounding, cascading Waterfalls and fountains, lush nature and tranquility, you do not want to miss this!

2 Three Pond Road, Smithtown

$499,999

1 Beds ⋅ 1 Baths ⋅ 1052134 MLS

Welcome to 8 South Avenue, a charming one-bedroom, one-bath cottage situated on approximately 0.38 acres in Smithtown. The home features an updated kitchen, hardwood and vinyl flooring, and a functional layout filled with natural light. Step outside to a spacious, fully fenced backyard complete with a 4-zone in-ground sprinkler system, large detached garage/shed, and plenty of room to enjoy the outdoors. Notable improvements include a roof replaced in 2019, updated living room windows, driveway, and gutters. Oil heat, a utility basement, and remarkably low taxes of approximately $4,393 add to the appeal. 8 South Avenue combines a sizable property, low taxes, and room to make it your own.

8 South Avenue, Smithtown

$899,999

4 Beds ⋅ 2 Baths ⋅ 1059410 MLS

Absolutely stunning, turnkey Hi-Ranch in the Smithtown School District, perfectly situated mid-block on a beautiful tree-lined street. Meticulously maintained and thoughtfully updated, this 4-bedroom, 2-full-bath home combines comfortable everyday living with exceptional spaces for entertaining. The heart of the home is the impressive custom kitchen featuring granite countertops, beautiful cabinetry, stainless steel appliances, radiant heated floors and a large center island ideal for entertaining or casual meals. The kitchen flows seamlessly into the dining and living areas, where abundant natural light, hardwood floors and a dramatic cultured-stone accent wall surrounding the wood-burning fireplace create a warm and inviting atmosphere. Downstairs, the spacious and versatile lower level offers tremendous flexibility for a den, family room, home office or guest space, with large sliding glass doors opening directly to a covered patio and your own resort-style backyard. Outside is where this home truly shines. A large second-story composite deck overlooks the heated in-ground pool with waterfall, professionally paved patio areas, pergola and fully fenced yard—creating an incredible setting for summer entertaining, relaxing by the pool or enjoying a quiet evening at home. Additional features include central air conditioning, radiant heated tile floors, a two-car attached garage, large driveway, private laundry area, full attic, storage shed, in-ground sprinkler system, vinyl fencing and more. Move-in ready inside and out, with an incredible backyard and a location that's hard to beat—this is the Smithtown home you've been waiting for.

31 Sterling Lane, Smithtown

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Smithtown Real Estate

Newest Listings in Smithtown

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