Smithtown Real Estate

Welcome to Smithtown, a charming town nestled in the heart of Suffolk County, New York. With its rich history, vibrant community, and picturesque landscapes, Smithtown offers a perfect blend of suburban tranquility and urban convenience. Named after the early settler Richard Smith, this town boasts a legacy that dates back to the 17th century, making it a place where the past beautifully intertwines with modern living.

Smithtown is renowned for its family-friendly atmosphere, making it an ideal location for those seeking a close-knit community. The town is home to excellent schools, a variety of parks, and recreational facilities that cater to all ages. Whether you’re enjoying a sunny afternoon at the expansive Blydenburgh County Park or exploring the scenic trails of the Nissequogue River State Park, outdoor enthusiasts will find plenty to love.

Shopping and dining options abound in Smithtown, with a variety of local boutiques, cafes, and restaurants that reflect the town's diverse culinary scene. The charming downtown area offers a delightful mix of modern amenities and quaint charm, making it a perfect spot for leisurely strolls and social gatherings.

Smithtown’s strategic location provides easy access to major highways, allowing residents to commute seamlessly to nearby cities like New York City, while still enjoying the serenity of suburban life. With its blend of history, community spirit, and natural beauty, Smithtown is not just a place to live—it’s a place to thrive. Come discover the warmth and charm of Smithtown, where your dream home awaits!

Newest Listings in Smithtown

$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

$965,000

4 Beds ⋅ 3 Baths ⋅ 1061969 MLS

Welcome to your dream home! Perfectly situated in the highly sought-after Hauppauge School District, this spacious 4-bedroom, 3-full-bathroom residence offers the ideal blend of modern upgrades, open living space, and unbeatable outdoor amenities. Bright & spacious living areas along with an open-concept layout designed seamlessly for modern daily living and effortless entertaining. Sun-drenched living room with dramatic floor-to-ceiling windows flood the space with natural light while offering breathtaking views of your backyard retreat. Warm & cozy den located on the main floor, complete with fireplace—the perfect spot to relax on crisp evenings. First floor also offers plenty of room for storage or extra living space. Chef-inspired gourmet kitchen with updated finishes designed for both function and style. Equipped with sleek stainless steel appliances and ample counter space for meal preparation. Your private outdoor oasis backyard awaits. Step outside into a fully private setting, perfect for summer hosting or peaceful relaxation. Enjoy refreshing, low-maintenance summer fun right in your own yard with an above ground salt water pool. Lush landscaping kept pristine year-round with convenient inground sprinklers. Relish in comfort & modern convenience with Central AC complemented by a brand-new ductless unit for custom temperature management. Central Vacuum System adds convenience for effortless home upkeep. Enjoy peace of mind with a complete integrated security system. Move-In Ready! This home truly has it all—location, luxury, and modern updates. Schedule your private showing today before it’s gone!

6 Wyandanch Boulevard, 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

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 1060784 MLS

Picture yourself in a large, sprawling ranch situated among majestic trees in the Hamlet of the Pines. A quiet upscale neighborhood in Smithtown. Life is easy with everything conveniently on the first floor (inc.3 Full Bathrooms). Nestled in over 3/4s level completely usable acre. Fast commute minutes from the LIE and Northern State. Anderson windows, solid oak floors throughout. 4 bedrooms in a separate wing including a spectacular primary En-suite and a 2nd En-suite both with full bathrooms. Grill and eat front porch. Awesome back patio. Completely renovated cheerful eat in kitchen. Warm. Sunlight pours in from a skylight, a picture window above the counter. A gas stove, plentiful cabinets and pantry make cooking a breeze. Enormous great room/den, warm and cozy with a romantic Wood Fireplace and Coal Stoves. Keep dry via 2 car garage, basement has more living space.

16 Argyle Place, Smithtown

$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

$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

$689,999

2 Beds ⋅ 3 Baths ⋅ 1058725 MLS

Welcome to Willow Wood at Smithtown, a remarkable townhouse development featuring the stunning Apple Wood model with 1,900 interior square feet. As you enter, you’re greeted by a spacious foyer bathed in natural light from a skylight, leading to an open staircase that ascends to the second floor. Upstairs, you’ll find a well-designed layout that includes a primary en suite with two walk-in closets and a double vanity featuring both a tub and shower, alongside a second bedroom, also with a walk-in closet. Conveniently located off the bedroom is a laundry room for easy access. Returning to the main level, the cozy living and dining room combination showcases engineered hardwood floors and a gas fireplace, with sliding doors that open to a private patio—ideal for outdoor relaxation. The spacious eat-in kitchen is perfect for gatherings, while a conveniently located powder room and ample closet space throughout ensure both comfort and functionality. The home also includes a one-car garage with an electric opener, offering additional parking and storage solutions. For added security, the property is fully alarmed with Ring cameras at the front door and garage door. Monthly common charges of $500.00 includes landscaping and maintenance, access to the inground saltwater pool, clubhouse, and fitness center, snow removal, and water, along with discounts on Optimum TV and Internet services. Community amenities further enhance the living experience with an inground pool, clubhouse, fitness center, and a relaxing gazebo, all in a pet-friendly environment. Don’t miss out on this exceptional chance to live in a vibrant community at Willow Wood in Smithtown!

5 Monitor Road, Smithtown

$899,999

4 Beds ⋅ 3 Baths ⋅ 1058590 MLS

Welcome to 24 Frank Street!! This Spacious center hall colonial features a beautiful open floor plan with a large entry foyer, formal living room (or formal dining area if preferred), Great room w/ wood burning FP, spacious dining area, EIK w/ SS Appliances and Granite Counter tops, 1/2 bath powder room, Laundry Area and access to your heated (+AC Wall unit) attached 2-car attached garage! Upstairs you have a spacious primary bedroom w/ WIC, sitting area and full bathroom, 3 additional spacious bedrooms and full hall bathroom. The partially finished basement features an oversized recreation area w/ brand new carpet and ample storage space! This home is Situated on a professionally landscaped 1/2 acre of flat property with an IG heated pool, oversized paver patio, and Trex deck area w/ Cabana. Additional features include the following… Natural Gas Heat (3 zones – Burner 2022), CAC (1 zone - 2017), 50 Gallon Gas Hot Water tank (2022), 200 AMP Electric, Roof 1 Layer 30 Year Architectural w/ 25-year warranty (2023) – skylights updated same time, Updated Anderson windows/slider doors, IG Sprinkler System (15 Zones), IG Heated Pool (Liner – 2016). All this and so much more on a private .50-acre lot, you do not want to miss this!!

24 Frank Street, Smithtown

$1,189,000

4 Beds ⋅ 4 Baths ⋅ 1053324 MLS

Welcome to this grand, stately Colonial, beautifully landscaped and set on a private, fenced-in 1/2-acre lot. The property offers an exceptional setting for entertaining and enjoying the outdoors, complete with a gunite pool, charming gazebo, house generator, and two-car garage for added convenience and peace of mind. Inside, the home offers four bedrooms, three full bathrooms, one-half bathroom, a versatile den that can also be used as a home office, and two fireplaces. Beautiful hardwood floors extend throughout the main level, adding warmth and timeless elegance. A spacious formal living room and dining room provide an ideal setting for both everyday living and entertaining. The formal living room features a wood-burning fireplace, creating a warm and inviting atmosphere. The thoughtfully expanded kitchen offers an open and welcoming space for cooking, gathering, and enjoying time with guests, complemented by a beautiful gas fireplace that adds warmth and ambiance. The finished basement provides additional versatile space, along with a private outside entrance and bathroom. Step outside to enjoy a beautifully landscaped retreat designed for relaxation and summer entertaining. The expansive fenced-in grounds provide plenty of space to unwind, gather with guests, and create lasting memories. With its generous floor plan, elegant details, versatile finished space, two-car garage, and exceptional setting, this remarkable Colonial offers comfort, character, and an ideal blend of indoor and outdoor living.

28 S Lot Road, 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.