Smithtown Homes with Colonial Style

Welcome to Smithtown, a picturesque community nestled in the heart of Suffolk County, New York. Known for its charming suburban atmosphere, Smithtown boasts an exceptional school district that is a cornerstone of the community. The Smithtown Central School District is renowned for its commitment to academic excellence, offering a diverse range of programs that cater to the needs of all students. With highly qualified educators and a variety of extracurricular activities, parents can rest assured that their children are receiving a top-notch education. The district consistently ranks among the best in Long Island, making it an attractive choice for families looking to settle in a nurturing environment.

In addition to its educational offerings, Smithtown is home to an array of stunning Colonial-style homes that reflect the area’s rich history and architectural charm. These stately residences, characterized by their symmetrical facades, gabled roofs, and inviting front porches, provide a warm and welcoming atmosphere for families. Many Colonial homes in Smithtown feature spacious layouts, elegant finishes, and beautifully landscaped yards, perfect for both entertaining and everyday living.

Living in Smithtown means enjoying the perfect blend of suburban tranquility and access to vibrant local amenities. From quaint shops and restaurants to beautiful parks and recreational facilities, there’s always something to explore. Whether you’re drawn to the excellent schools, the stunning Colonial homes, or the overall sense of community, Smithtown is a place where you can truly feel at home. Discover your dream home in this idyllic setting today!

Newest Smithtown Homes with Colonial Style

$799,000

4 Beds ⋅ 3 Baths ⋅ 1050209 MLS

Builder’s Model Colonial located in the desirable Morewood Estates of Smithtown, featuring 4 bedrooms with 2.5 baths. The main level offers a entry foyer, formal living room and formal dining room with beautiful hardwood floors, an eat-in kitchen with access to an oversized deck overlooking .44 acres of a beautiful natural backyard setting, and a cozy den with fireplace. Upstairs features all beautiful hardwood flooring throughout all the bedrooms. You have the primary bedroom, three additional bedrooms, and two full baths. A bonus area provides additional flexible space to suit your needs. Brand New Hot water heater just installed, newer roof 3 yrs old. Conveniently located just minutes from shopping, dining, transportation, and more. This is a must see!

14 Morewood Drive, Smithtown

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 1050030 MLS

Set on one serene, private acre surrounded by beautifully landscaped grounds, this distinctive four-bedroom, two-and-a-half-bath residence blends warmth, character and craftsmanship with modern comfort and efficiency. Rich architectural details include hardwood floors, custom millwork, exposed beams and coffered ceilings. The expansive kitchen features custom cabinetry, granite countertops, a center island, professional-style appliances, propane gas cooking and radiant heated floors. The primary suite offers a sitting room, two walk-in closets and a spa-like bathroom. Significant upgrades include high-efficiency heat pump heating and central air, a hybrid heat-pump water heater, whole-house insulation, water filtration and air-purification systems, extensive LED lighting and a generator. A family room with brick fireplace, two-car garage and partially finished basement with a separate heating zone and ample storage complete the interior. Outside, enjoy an in-ground gunite pool, deck, bluestone walkway, seven-zone WiFi sprinkler system, front porch and mature gardens.

4 Salt Hay Way, Smithtown

$899,000

4 Beds ⋅ 3 Baths ⋅ 1048941 MLS

Welcome to 17 White Cliff Lane, a picture-perfect four-bedroom, two-and-a-half-bath splanch offering move-in ready living in desirable Dover Hill Estates. Situated in the Smithtown Central School District, this home boasts tremendous curb appeal with a spacious front yard, mature landscaping, new siding (2024), and updated bedroom windows (2024). Inside, the main living spaces flow together through wide, open doorways. The foyer and formal dining room showcase board-and-batten accent walls, complemented by beautiful wood stair railings. The heart of the home features an inviting eat-in kitchen finished with granite countertops and stainless steel appliances opening to a cozy den with a wood-burning fireplace and views of the backyard garden. Everyday comfort is assured with central air conditioning installed in 2023, along with an updated heating system and oil burner. Practical convenience continues with a partial basement, easy-access attic storage, and a two-car garage. The fully fenced, private quarter-acre backyard is an outdoor sanctuary, complete with an updated irrigation system and an in-ground fiberglass swimming pool featuring a brand-new Loop-Loc cover (2024). With the rear property line bordering a forested recharge basin, the property enjoys added privacy and nature while entertaining or relaxing. Positioned just minutes from the Smith Haven Mall and multiple grocery options, this turnkey home balances peaceful suburban living with everyday convenience.

17 White Cliff Lane, Nesconset

$1,199,000

5 Beds ⋅ 4 Baths ⋅ 1049096 MLS

Welcome to this beautiful & Spacious 5 Bedroom Colonial, ideally situated on a cul de sac & offering 3301Sq Ft of living space ,not including the full basement. From the moment you enter you will appriciate the generous room sizes, beautiful oak floors and the comfortable flow throughout this impressive home. The granite Kitchen is designed for both everyday living and entertaining featuring a center island,ample cabinetry,and a covienient butlers pantry. A warm inviting wood burning fireplace creates a perfect setting for relaxing evenings at home. Step outside and discover your own private backyard oasis. Enjoy the oversized paver patio, perfect for outdoor dining and entertaining overlooking the beautiful heated saltwater inground pool. The basement provides valuble additional space and features an outside entrance offering endless possibilties. With aprroximately 3301 sq ft of living space, a Cul de sac location, this home offers the space,comfort and lifestyle you have been looking for !

5 Keystone Court, Smithtown

$2,199,000

4 Beds ⋅ 4 Baths ⋅ 1048653 MLS

Beautifully situated directly on Stony Brook Harbor, this exceptional waterfront residence offers captivating water views, remarkable privacy and an extraordinary level of custom craftsmanship. Completed in 2024 with no expense spared, the home is a study in sophisticated design, exceptional materials and meticulous execution. With walls of glass framing the harbor and interiors distinguished by one remarkable detail after another, it has the presence and polish of a home that could have been lifted from the pages of Architectural Digest. Every element feels considered. Soaring ceilings and six-inch-wide white oak flooring establish a sense of warmth and scale, complemented by exceptional millwork, custom solid-wood doors, bespoke cabinetry and authentic 1800s barn beams incorporated as architectural accents. Walls of Andersen casement windows and transoms fill the interiors with natural light, while distinctive ceiling treatments and carefully selected finishes give each room its own character. A sculptural curved staircase creates one of the home’s most memorable architectural moments. Beautifully crafted in solid white oak, its graceful form and open design feel more like a piece of custom architecture than a traditional staircase, bringing another layer of artistry to the interior. The custom chef’s kitchen is a statement in both design and craftsmanship, pairing beautifully crafted white cabinetry and designer hardware with dramatic white marble waterfall countertops, a six-burner Viking range and oven, paneled Sub-Zero refrigeration and top-tier appliances. Authentic antique barn beams introduce warmth and architectural character, while radiant-heated floors, an impressive center island and a window-wrapped dining area with French sliding doors opening to the bluestone patio create an exceptional space for both entertaining and everyday living. The great room takes full advantage of its waterfront setting, with walls of windows framing Stony Brook Harbor, while a gas fireplace, beautifully detailed solid white oak ceilings and custom millwork bring warmth and architectural depth to the space. The entire second floor is devoted to the primary suite, creating an exceptionally private retreat with a custom walk-in closet and spa-like bath beautifully appointed in authentic white marble, featuring a soaking tub, oversized marble shower with built-in bench, radiant-heated floors and a coordinating marble vanity. A separate waterfront sitting room opens through French doors to an expansive Ipe deck overlooking Stony Brook Harbor—a serene place for morning coffee or unwinding as the light changes across the water. A separate private gym completes this remarkable level, creating a retreat devoted entirely to comfort, wellness and privacy. Additional bedrooms and baths continue the home’s bespoke approach, with distinctive materials and custom details giving each space its own character. Even the practical spaces have been thoughtfully considered, including a mudroom and striking custom lower-level entry with wood-paneled walls, integrated lighting and built-in storage. Outside, lush lawns, mature trees, bluestone patios and thoughtfully designed landscaping complement the home and its waterfront surroundings. A full basement, 2.5-car garage, gas heat, whole-house generator, integrated speaker and security systems, and smart-home features complete the residence. Rarely does a home bring together this caliber of craftsmanship, architectural character and waterfront beauty so completely. Created without compromise and entirely one of a kind, this is a residence as extraordinary as its setting—where the beauty of Stony Brook Harbor is ever-present and spectacular sunsets over the water provide an unforgettable backdrop at the end of each day.

31 Thompson Lane, Head Of Harbor

$979,000

4 Beds ⋅ 3 Baths ⋅ 1042512 MLS

Welcome to this stunning 4-bedroom, 2.5-bath Colonial, thoughtfully transformed from a Splanch in 2009. Set on a private, meticulously landscaped 1-acre property, this exceptional home offers a perfect blend of classic elegance, modern updates, and resort-style outdoor living. A stone-edged driveway and walkway create a beautiful first impression. Step through the front door into an inviting open foyer, where natural light, rich hardwood floors, and elegant design create an immediate sense of warmth and sophistication. High-hat lighting throughout the home enhances the bright, welcoming atmosphere. The heart of the home is the custom-designed kitchen, featuring quartz countertops and stainless-steel appliances. Conveniently located just off the kitchen are a half bath, laundry area, and an exit leading directly to the spectacular outdoor oasis. The raised formal living room overlooks the den and features a wood-burning fireplace with a removable electric insert, creating a warm and inviting space for relaxing or entertaining. Upstairs, the spacious primary bedroom has been thoughtfully updated and features a luxurious en-suite bathroom, a generous walk-in closet, radiant-heated flooring, and pull-down attic stairs providing convenient storage. The additional three bedrooms offer ample storage, including double closets in each room. Two of the top-floor bedrooms feature beautiful cathedral ceilings. The upstairs hallway includes a walk-in closet and an additional linen closet, providing exceptional storage throughout the home. An updated hall bathroom features quartz countertops, a double vanity, and radiant-heated flooring, combining style and comfort. The fully finished partial basement offers additional living or recreational space, along with enclosed closets for the burner and water tank. During the 2009 renovation, the home was converted to gas-fired hot-water heat. The backyard is truly an entertainer’s and swimmer’s dream, highlighted by a 25-yard official short-course, heated, in-ground saltwater pool, perfect for swimming, relaxing, entertaining, or enjoying your own private resort-like retreat. The beautifully landscaped grounds feature a 13-zone irrigation system and are backed by a private quarter-acre wooded area, creating a peaceful and secluded setting. This exceptional property offers space, style, privacy, abundant storage, and beautifully maintained grounds, along with thoughtful updates throughout. A rare opportunity to enjoy Colonial charm, modern amenities, and an extraordinary outdoor lifestyle all in one.

129 Jefferson Avenue, Saint James

$855,000

4 Beds ⋅ 3 Baths ⋅ 1047477 MLS

Welcome to this beautifully appointed 4-bedroom, 2.5-bath Colonial, ideally situated in the highly desirable Royal Woods/Hillside neighborhood and within the acclaimed Smithtown School District. Freshly painted throughout, this inviting home offers a bright, move-in-ready feel from the moment you arrive. Sun-filled interiors showcase beautiful hardwood floors, cathedral ceiling, a charming bay window, and skylights that create an airy and welcoming atmosphere throughout the home. The spacious living area is anchored by a stunning floor-to-ceiling, full-wall granite wood-burning fireplace, creating an impressive focal point that brings warmth, character, and timeless elegance to the space. The well-appointed kitchen features stainless steel appliances just three years old, combining modern convenience with functionality. The spacious primary suite offers a private retreat, complete with a walk-in cedar closet and a full bath. Enjoy year-round comfort with a high-efficiency heat pump installed just one year ago, providing reliable heating and cooling. An oil-fired hot water heating system remains available as an additional heating option. Step outside and discover your own backyard sanctuary. The inviting inground pool features a one-year-old liner, steps, and pump, while the expansive stone-paver patio provides the perfect backdrop for outdoor entertainment, summer gatherings, or simply relaxing in your own peaceful outdoor escape. Ideally located near Smithtown beaches and Smithtown Landing Golf & Country Club, this exceptional home offers a wonderful combination of comfort, style, convenience, and lifestyle. With its spacious interiors, beautiful outdoor setting, and prime location, this is an opportunity not to be missed. Come make this special home your own!

22 Sheryl Crescent, Smithtown

$1,249,999

5 Beds ⋅ 4 Baths ⋅ 1048499 MLS

Your resort style paradise you have been waiting for has finally come to market!!! Welcome to 3 Saggese Lane in Nesconset. Tucked away on an oversized cul-de-sac, this beautifully updated 5-bedroom home offers the perfect blend of luxury, comfort, and resort-style living. Inside, enjoy a brand-new kitchen, new flooring throughout, a spacious den with fireplace, mudroom, and an impressive primary suite with walk-in closet and spa-like bath. The partially finished basement adds a BONUS room and another full bath for even more living space. Step outside and experience a true backyard oasis featuring a bi-level yard, lighted waterfall, saltwater in-ground pool surrounded by pavers, outdoor kitchen, fire pit area, and lush landscaping—an entertainer’s dream! Additional upgrades include updated cesspools, central air, PVC fencing, generator hookup, Andersen windows, and a shed with electric. A one-of-a-kind home that feels like a vacation every day! All being within the award winning Smithtown schools. This one will not last!!!

3 Saggese Lane, Nesconset

$850,000

4 Beds ⋅ 3 Baths ⋅ 1048431 MLS

Remarkable Custom Built 4 Bedroom, 2.5 Bath Colonial In The Heart Of Saint James. This Classic Residence Has Detailed Architectural Design, Crown Moulding, Mill Work And Elegant Appointments Throughout. Boosting A 2-Story Entry Foyer With Staircase, Formal Dining Room, Formal Living Room with Prominent Gas Fireplace, Family Room With Stone Gas Fireplace, and Siding Glass Doors to Composite Deck. Spacious Eat In Kitchen Complimented With Newer Appliances. Renovated Hall Laundry Area, First Floor Powder Room. Upper Level Includes Primary Bedroom Suite With Vaulted Ceilings, Skylights and His-And-Her Closets, Primary Bath w/ Soaker Tub, Shower and Vanity Counter. All Large Bedrooms with Plush Carpeting and Closet Systems. Upper Level Full Bathroom. All Hardwood Flooring as Seen/Carpet As Seen. Spectacular Fenced Property With Lush Professional Landscape, In-Ground Heated Chlorine Pool. All Composite Decking on Outside Deck, 2 Car Garage and Shed, Valuable Updates Include: 2023 New Roof, Newer Kitchen Appliances, Closets Systems, 2025 Hot Water Heater, Digital Irrigation System, Front Windows Casing Replaced with Azex Trim. Located Close Beaches, Golf Clubs, Renowned Restaurants, Located in the Desirable Smithtown School District.

220 St. James Avenue N, Saint James

$1,649,000

3 Beds ⋅ 4 Baths ⋅ 1048497 MLS

Welcome to 4 Holly Lane in Nissequogue, an impressive estate style residence set behind a sweeping circular driveway and surrounded by beautifully manicured grounds, mature trees, and expansive lawns. Step inside to a dramatic two story foyer that introduces a bright, spacious interior featuring hardwood floors, elegant formal living and dining rooms, and a stunning great room with soaring ceilings and a floor to ceiling stone fireplace. The well appointed kitchen offers abundant cabinetry and counter space, stainless steel appliances, and a sun filled breakfast area overlooking the backyard. A bright sunroom provides seamless access to the home’s exceptional outdoor entertaining spaces. Upstairs, the expansive primary suite features vaulted ceilings, a window lined sitting area, and a generous en-suite bath with dual vanities and soaking tub\. Additional spacious bedrooms and a large bonus room provide tremendous flexibility for today’s lifestyle. Outside is where this property truly shines. An expansive paver patio, fire feature, multiple entertaining areas, sprawling lawn, and mature landscaping create a private setting designed for gatherings and relaxation\. An impressive detached accessory building offers a warm lodge inspired interior complete with lounge space, kitchenette, bath, and additional recreational space. With oversized garage areas, extensive storage, remarkable grounds, and incredible versatility throughout, 4 Holly Lane offers an exceptional combination of space, privacy, character, and indoor outdoor living in Nissequogue.

4 Holly Lane

$799,000

4 Beds ⋅ 3 Baths ⋅ 1041929 MLS

Welcome to 16 Dogwood Drive, a spacious four-bedroom, 2.5-bath Colonial nestled in the incorporated Village of the Branch. Set on a beautiful .60-acre lot, this home offers a classic Colonial layout, generous living spaces, and wonderful potential to make it truly your own. The main level features a welcoming living room with a wood-burning fireplace, formal dining room, eat-in kitchen, den, and convenient half bath. The spacious layout provides comfortable areas for both everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms with ample closet space, including a primary bedroom with an en-suite full bath, along with an additional full hall bath. The primary bathroom has also been tastefully updated. Thoughtful improvements throughout the home include beautiful wood floors, vinyl siding, a newer cesspool, in-ground sprinkler system, and updated walls with new insulation in most living areas. The inner bedroom walls have also been soundproofed, providing added privacy and peace throughout the home. A full unfinished basement and one-car garage offer plenty of storage and the potential for future living or recreational space. Step outside to your own private backyard oasis, surrounded by mature Leyland cypress that create a peaceful and secluded setting. An in-ground pool and expansive paver-stone patio provide the perfect backdrop for summer relaxation, outdoor entertaining, and making lasting memories. Conveniently located between Smithtown and St. James, this home is close to shopping, restaurants, parks, recreation, and everyday amenities. With its classic Colonial charm, spacious rooms, established landscaping, and numerous updates, 16 Dogwood Drive is the perfect canvas to create the home you’ve always imagined personalized to reflect your own style, vision, and way of living!

16 Dogwood Drive, Smithtown

$824,999

3 Beds ⋅ 3 Baths ⋅ 1042862 MLS

Incredible opportunity to own this magnificent oversized Colonial, ideally situated mid-block on an impressive .40 acre property in St. James! The exterior makes an immediate statement with striking architectural presence, an expanded blacktop driveway with Belgian block border, paving-stone walkway, cedar-impression siding, two-car attached garage, and a beautiful paving-stone front porch offering the perfect setting to relax and enjoy the outdoors. The spectacular, fully fenced backyard is built for entertaining and features a two-year-young saltwater in-ground swimming pool surrounded by an enormous sandstone paver patio, multiple defined entertaining areas, and a raised patio that creates additional outdoor living space. Inside, the home offers a bright, open floor plan that has been freshly painted and showcases gorgeous light hardwood flooring throughout the first floor. The stunning chef’s kitchen features custom white cabinetry extending to the ceiling, contrasting black hardware and finishes, quartz countertops, a beautiful glass-tile backsplash, stainless steel appliances including a built-in Sharp microwave, Sharp range, Sharp dishwasher, and LG refrigerator with water and ice dispenser, plus a large center island providing additional prep space, storage, and seating. The spacious eat-in kitchen also features a sliding glass door providing direct access to the incredible backyard. The kitchen flows seamlessly into an enormous den/great room highlighted by recessed lighting and a custom wood-burning fireplace with a dramatic cultured-stone surround, along with a conveniently located powder room. The first floor also offers a generously sized formal dining room flowing into the formal living room, complete with recessed lighting and abundant natural light. Upstairs, the enormous Primary suite features hardwood flooring, a ceiling fan, walk-in closet, and private Primary full bathroom with a glass-enclosed stand-up shower. The additional two bedrooms are spacious and feature hardwood flooring, ceiling fans, and custom molding. The oversized full basement with high ceilings provides tremendous additional potential and includes black stainless steel front-loading washer and dryer. Additional highlights include a one-year-young state-of-the-art forced-air heating and central cooling system, updated 200-amp electrical service with subpanel, two-car attached garage, and Smithtown School District. From the beautifully updated interior to the resort-style backyard and expansive property, this exceptional St. James Colonial offers an incredible combination of space, updates, functionality, and indoor-outdoor living!

282 6th Avenue, Saint James

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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.