Refine Search
Map
Sort by
$765,000
4 Beds ⋅ 2 Baths ⋅ 1010120 MLS
Welcome to 52 Brilner Drive in Smithtown, an Updated Expanded Cape, W/ 4 Bedrooms & 2 Full Bathrooms, located in the Highly Desirable Neighborhood Within the Smithtown School District. Ideally situated on a quiet dead-end street backing up to a Nature Preserve, this home offers exceptional privacy and tranquility. The Oversized Primary Bedroom on the First Floor features a spacious Primary Bathroom w/a Great STEAM SHOWER & His & Hers Closets, providing the convenience and comfort of main-level living. This home features a beautifully designed Front Porch w/ Blue Stone Flooring, perfect for a cozy sitting area, & a welcoming Entry Foyer w/ Vaulted Ceilings and a Skylight that fills the home with natural light. The spacious Living Room & Dining Room flow seamlessly into the Extended Eat-in Kitchen, featuring Stainless Steel Appliances, Corian Countertops, a Large Farm Sink, and ample cabinetry, w/ Andersen Sliding Glass Doors leading to a Large TimberTech Deck and a Fully Fenced Backyard. Additional highlights include: Brand New Driveway, New Boiler & Hot Water Heater ( Recently Converted from Oil to Gas), New Siding, Professionally Landscaped, In-ground sprinkler system, Newer Roof, 200 AMP Electric Service, Andersen Windows & Door, Oak Hardwood Floors Recently Refinished. The Second Floor offers two additional Bedrooms. The Full-Size Basement, Partially Finished W/ Outside Entrance. This is the one you’ve been waiting for: stylish, updated, and perfectly located! In a Prime Location Close to Great Shopping, Restaurants, Private Beaches, LIRR, Parks, Highways, Hospitals! A wonderful opportunity to own a beautiful home in desirable Smithtown!

52 Brilner Drive, Smithtown
$1,656,000
5 Beds ⋅ 3 Baths ⋅ 1010107 MLS
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, especially including Sub-Zero refrigerator, hardwood floors throughout entire house. Master suite with radiant heated floors, spa-inspired primary suite, and beautiful views of preserved land, Designed for elegant entertaining and comfortable living with vaulted veiling and extra-large windows. Three high ceiling attached car garage with potential for double car lift storage. The full basement features high ceilings and a separate outside entrance, offering excellent potential for recreation, home office, gym, workshop or future finished living space. This exceptional residence combines timeless architecture, privacy. quite and premium craftsmanship.

589 Landing Avenue, Smithtown
$1,098,000
4 Beds ⋅ 3 Baths ⋅ 1007915 MLS
Addressed to Impress-Experience Elevated Living in One of Smithtown’s Most Prestigious Neighborhoods! Tucked within the distinguished Point of Woods at Weatherstone Ridge in the Village of the Branch, this timeless colonial offers the rare combination of refined living, resort-style outdoor space, and the warmth of an established neighborhood known for its beautiful homes, tree-lined streets, and peaceful setting. Set on a beautifully landscaped half-acre, the property invites a lifestyle centered around comfort, entertaining, and effortless everyday living. A gracious two story entry foyer welcomes you into sun-filled interiors. Elegant formal living and dining spaces create the perfect backdrop for gatherings both intimate and grand, while the inviting den—with its exposed brick fireplace and views overlooking the private backyard—feels like the heart of the home. The spacious kitchen was designed with connection in mind, offering generous cabinetry, granite countertops, casual dining space, and seamless access to the outdoor entertaining areas. Upstairs, the expansive primary suite provides a peaceful retreat complete with a private full bath, while three additional generously sized bedrooms and a newly renovated hall bathroom offer comfort and flexibility for family and guests alike. An additional unfinished bonus space presents exciting possibilities for a future fifth bedroom, private office, fitness studio, media lounge, or dream dressing room. Outside, the experience continues. Framed by mature landscaping and designed for unforgettable summer living, the backyard showcases a heated salt-water in-ground pool with a new liner, expansive patio areas, and the kind of privacy that transforms everyday moments into a true staycation lifestyle. Whether hosting poolside gatherings, quiet evenings under the stars, or weekend celebrations with family and friends, this outdoor setting was made to be enjoyed. Additional highlights include a full basement, generator hookup, two-car garage with electric vehicle hookup, new windows throughout, new roof, updated flooring, and thoughtful improvements throughout the home. Perfectly positioned within one of Smithtown’s most admired residential settings, this is more than just a home—it is a lifestyle defined by space, comfort, privacy, and timeless suburban elegance.

10 Weatherstone Way, Smithtown
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 1009232 MLS
Welcome to 27 Winslow Lane... a Stunning Brookfield colonial with fresh updates and thoughtfully designed touches..........This home features a large entry foyer w/ an abundance of natural light, a generously sized formal living room, a formal dining room that opens into an updated EIK w/ gorgeous white cabinetry, Marble stone countertops and SS appliances, an inviting family room w/ built in cabinetry and wood burning fireplace. Upstairs you will find a primary ensuite w/ oversized WIC and a full double vanity bathroom, 3 additional spacious bedrooms and a newly finished full hall bathroom, the basement is finished also allowing for additional living space and ample storage!! Step out back to your Private Resort like country club yard and enjoy the Heated IG Pool, outdoor Kitchen area w/ BBQ, Pizza Oven, Beverage Refrigerator & A meticulously designed expansive paver patio! Additional features include.... Outside entertainment w/ lighting and sound system, Smart home w/ heat/AC, outdoor lighting, alarm system and more all easily controlled w/ an app! CAC (2 Zones – 2023), Oil Heat (3 Zones), 200 AMP Electric, Hardwood Flooring & Custom moldings throughout, Home surveillance/Security System, IGS (9 Zones) & flowerbeds with drip lines for easy gardening, Craftsman style porch columns w stone base, Vinyl Cedar Impression Shakes, Updated Anderson Windows, Custom paver Driveway, All this and so much more situated on over 1/3 of an acre of professionally landscaped property.... An absolutely gorgeous home in a beautiful neighborhood that will not last!

27 Winslow Lane, Smithtown
$789,000
4 Beds ⋅ 3 Baths ⋅ 1002364 MLS
Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates. Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition provides a wonderful retreat offering additional space and comfort rarely found in homes of this style. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. A brand new roof (2025) and a young gas burner (2018) are just some of the improvements that provide peace of mind. Situated on .24 acre, enjoy a private backyard setting perfect for relaxing, gardening or hosting outdoor gatherings. A one car-garage, a full unfinished basement and muture landscaping complete the package . Located in one of Smithtowns most desired neighborhoods , this home offers convenient access to parks, shopping, restaurants, transportation all in Smithtown School District. With its spacious layout, desirable updates, and exceptional location, this is an opportunity you won't want to miss.

61 Hofstra Drive, Smithtown
$790,000
4 Beds ⋅ 3 Baths ⋅ 1008767 MLS
Welcome to this exceptional California Hi-Ranch offering a bright, open layout designed for today’s lifestyle. The expansive living room showcases soaring cathedral ceilings, creating an airy, sun-filled space perfect for both everyday living and entertaining. The upper level flows seamlessly, while the lower level features a spacious family room—ideal for gatherings, a home office, or extended living. The primary bedroom suite offers a private retreat complete with its own full bath. Thoughtful updates include central air (2021), a newer roof (under 10 years), garage doors under 5 years, a new boiler and water lines, and a brand-new oil tank—providing comfort and peace of mind. In-ground sprinklers keep the property lush and low-maintenance. Set on a beautiful tree-lined street, this special home combines space, updates, and location—truly a must-see.

9 Quincy Lane, Smithtown
$599,000
3 Beds ⋅ 2 Baths ⋅ 1008241 MLS
Charming and beautifully restored, this home seamlessly blends the character of its 1918 origins with today's modern conveniences. Taken down to the studs and completely renovated just four years ago, everything is like new while preserving its timeless curb appeal and old-world charm. Driveway repaved in 2023. Step inside to a bright, sun-filled interior featuring luxury vinyl flooring, central air conditioning, quartz countertops, stainless steel appliances, and an abundance of cabinetry. The spacious living room offers the perfect place to relax or entertain, while large windows flood the home with natural light. The first floor features a convenient bedroom and full bath, ideal for guests or one-level living. Upstairs, you'll find two additional bedrooms and another full bath. Enjoy outdoor living on the wood patio, perfect for morning coffee or evening gatherings. Conveniently located within walking distance to train station, shopping, restaurants, and all that Smithtown has to offer. A rare opportunity to own a fully renovated home with historic charm and modern style.

5 Hawkins Avenue, Smithtown
$780,000
3 Beds ⋅ 2 Baths ⋅ 996702 MLS
Don't miss out on this unique, fully updated 3-bedroom 2-full bath ranch property in the heart of Smithtown! Located on a private country lane, the landscaping and overall curb appeal of this property makes heads turn! Positioned only a few hundred yards from Main Street, you'll enjoy accessability to shops, eateries, the library, and Smithtown Historical Society grounds without even starting your car. Whether you are enjoying morning coffee made at your custom coffee station, or entertaining friends while preparing a meal in your outdoor kitchen, this home is made for relaxing and sharing good times with the people most important to you. For added convenience, you'll find the Smithtown train station to NYC only 1 mile away, Stony Brook University 5 miles, and pristine beaches only a 10 minute drive.

5 Judges Lane, Smithtown
$800,000
4 Beds ⋅ 3 Baths ⋅ 986502 MLS
.Welcome to this classic Smithtown Colonial set on a beautiful .66-acre property surrounded by mature trees and a peaceful, private setting. This 4-bedroom, 2.5-bath home offers generous living space, timeless charm, and plenty of opportunity to make it your own. A welcoming front porch leads inside to a spacious layout featuring a bright living room, formal gathering spaces, hardwood floors, and an updated kitchen with white cabinetry, stone-style countertops, stainless steel appliances, and a clean, modern feel. Upstairs, the home offers comfortable bedrooms with great natural light, including hardwood flooring in select rooms. The large property gives you room to relax, garden, entertain, or create the backyard you have been dreaming about. Located in the heart of Smithtown, close to parks, shops, dining, schools, and major roadways, this home combines privacy, convenience, and long-term potential in one of Smithtown’s most established neighborhoods. A tax grievance has been filed, offering potential savings for the next owner.

23 Whitney Gate, Smithtown
$849,900
4 Beds ⋅ 2 Baths ⋅ 1006953 MLS
Spacious 4/5 Bedroom Hi Ranch on Beautiful .52 Acres Flat Usable Yard. Lovely Landscape Framed with Trees and Greenery, Your Own Parklike Oasis with Heated In Ground Pool (New Heater and Liner). Hardwood Floors, Custom Moldings/Trim, Updated EIK/Granite and SS Appliances, Many Updated Windows, Recessed Lighting, Updated Single Layer Roofing, Newer Cesspool, New Bluestone Entry and Railing, Newer Heating System, In Ground Sprinklers, Outside Lighting, Circular Drive, Property Tax with Basic Star $11,726.08

118 Ledgewood Drive, Smithtown
$889,000
4 Beds ⋅ 3 Baths ⋅ 1006293 MLS
This wonderful colonial is located on a quiet, mid-block, tree-lined street in the Smithtown School District. The full-size living room has a stone fireplace and large bay window, allowing for an abundance of natural light. The updated kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, and new LED lighting. Flowing seamlessly from the kitchen, the cozy family room features a wood burning fireplace and sliding glass doors leading out to the backyard. Rounding out the first floor is the formal dining room. There is a full-size unfinished basement with a utility area and washer and dryer. The second floor has four bedrooms and two updated bathrooms. The primary bedroom has its own ensuite bathroom. The exterior property flaunts an oversized driveway with plenty of parking and an attached two-car garage. This expansive lot includes a remarkable backyard with a newer inground heated pool, brick pavers, patio, and additional lawn space for outdoor activities. The backyard is perfect for entertaining family and friends or just relaxing by the pool; the choice is yours.

4 Quincy Lane, Smithtown
$989,000
3 Beds ⋅ 3 Baths ⋅ 1003638 MLS
Welcome to this beautifully maintained, sprawling ranch nestled on a spectacular country club property at the end of a cul-de-sac. Designed for seamless modern living, this sun-drenched home features 3 spacious bedrooms, 3 full baths, and an effortless, flowing layout. The main level boasts a bright, inviting living room, a formal dining room, and a classic tile kitchen. Unwind in the cozy den, anchored by a charming wood-burning fireplace equipped with a brand-new chimney insert (2025). The Ultimate Primary Retreat, this luxurious primary suite serves as your own private sanctuary, highlighted by a dramatic atrium addition. Featuring floor-to-ceiling windows, this breathtaking space offers panoramic views of the magnificent backyard. Step outside into a vacation-at-home paradise, complete with meticulously landscaped grounds, a sparkling in-ground pool, a serene koi pond, and a tranquil, cascading waterfall. Roof & Structure (2025): Brand-new roof, upgraded insulation, floorboards, and 4 stunning, light-flooding skylights. Finished Basement (2024–2025): Fully finished lower level maximizing your entertaining and living space, complete with a commercial-grade industrial dehumidifier. Drainage & Landscaping (2022–2023): New driveway, robust retaining walls, property drains along the tree line, a French drain system, and a new sump pump. Power & Utilities: New backup generator (2023), underground propane tank, and a certified cesspool with overflow system. Premium Extras: High-end Anderson windows throughout and an updated front door. With its pristine infrastructure and resort-style backyard, this turnkey property perfectly blends premium suburban comfort with your own private vacation destination.

10 S Lot Road, Smithtown
$899,000
4 Beds ⋅ 3 Baths ⋅ 1005004 MLS
Welcome to 17 Leslie Lane...a Beautifully updated Colonial Splanch nestled in a tree-lined neighborhood in Smithtown with Commack SD, this spacious home features 4 possibly 5 bedrooms and 2.5 Baths..Large Entry Foyer, Formal Dining Room, Expansive Kitchen with large Island..and Sitting/Den area with Fireplace and steps up to a Large Living Room, Gas Cooking and Heat, CAC. Hardwood Floors, Step outside to a Private Backyard with paver patio complete with a Salt Water/ Heated In-ground pool. This home has it all...all while conveniently located near shopping, restaurants, and Parks...make this your forever home!!

17 Leslie Lane, Smithtown
$1,499,999
5 Beds ⋅ 4 Baths ⋅ 1005485 MLS
Welcome to 48 River Heights Drive where a tree lined street meets a true custom masterpiece in beautiful North Smithtown. This luxurious 4,800 sq ft home offers 5 bedrooms, 4 baths, a private office, and an incredible blend of high-end design, comfort, and functionality. Custom built, expanded, and fully renovated by the current owner, this home features Brazilian cherry and hardwood oak floors, Pella windows and doors, crown molding, a 400 amp electric service, 4-zone HVAC, central vacuum, full security system, indoor/outdoor Sonos audio, and smart wiring throughout. The heart of the home is the impressive 27x27 chef’s eat-in kitchen with custom cherry cabinetry, granite countertops, natural stone backsplash, a massive 13x5 granite island, high-end appliances, 2 dishwashers, 2 sinks, double ovens, and a butler’s pantry with additional refrigerator/freezer, sink, storage, and heated floors. The kitchen flows into a palatial 40x20 great room with a natural gas fireplace, built-ins, oversized sliders, and beautiful views of the backyard oasis. The 900 sq ft primary suite is a true retreat with soaring 13 ft ceilings, a spa-like bath, oversized shower, jacuzzi tub, double granite vanities, and a custom walk-in closet. Additional highlights include a second-floor dream laundry room with 2 washers, 2 gas dryers, granite folding counters, a custom office, spacious bedrooms, custom baths, and a newly finished basement completed in 2025. Set on a flat and private .52-acre property, the backyard is an entertainer’s dream with an in-ground pool, brand-new liner, granite coping, Italian porcelain pavers, sitting wall, gas fire pit, architectural columns, lighting, and beautiful outdoor living space. Located in the Smithtown Central School District and close to beaches, parks, golf, marinas, restaurants, and shops, this turnkey home offers luxury living inside and out.

48 River Heights Drive, Smithtown
$749,990
4 Beds ⋅ 2 Baths ⋅ 1002604 MLS
Welcome to 3 Bradley Court, a charming 4-bedroom, 2-bathroom Hi-Ranch residence nestled perfectly in a picturesque cul-de-sac in the Smithtown North section of Smithtown, NY. This home boasts an updated roof, windows, and vinyl siding, ensuring durability and low maintenance for years to come. Step inside to find gleaming hardwood floors throughout, creating a warm and inviting ambiance. The house comes with a spacious one-car garage, offering ample storage and convenience. The property's crown jewel is undoubtedly its expansive backyard. Imagine the joy of outdoor gatherings, barbecues, or simply enjoying a quiet cup of coffee on a sunny morning. The yard is equipped with an in-ground sprinkler system, keeping your green space lush and vibrant with minimal effort. Living in Smithtown North, you'll be a stone's throw away from the Smithtown Landing Country Club. Whether you're a golf enthusiast or simply enjoy a leisurely brunch, this local amenity adds to the charm of the area. The home is serviced by a 200-amp electrical service, providing ample power for all your appliances and devices. With taxes under $12,500, this residence offers value and comfort in one of Smithtown's most sought-after neighborhoods. Roof is only 9 years old.

3 Bradley Court, Smithtown
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 1004569 MLS
Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over 1 acre each. Lot 60 is vacant flat land. Lot 61 has a Well-maintained Retro Style Ranch home where buyers can enjoy the it's vintage charm w/ 3 Beds & 1.5 Baths w/ Full Basement w/Outside Entrance. Boasting Hardwood Floors throughout alongside a Bonus Recreational Room w/High ceilings surrounded in Knotty Pine Wood w/interior access to 1 Car Attached Garage. Rare Opportunity for Smart Builders/Investors w/ 3 Options: 1) Combine both lots & create one massive estate 2) Separate lots & create 2 luxury homes 3) Keep existing home & turn the 2nd acre into the backyard everyone wishes they had w/ pool, tennis court, guest house, etc. Request to view New Surveys. Lots are Taxed Separately. Being Sold Together.

37 Winston Drive, Smithtown
$849,999
5 Beds ⋅ 2 Baths ⋅ 1004941 MLS
Welcome to 74A Hilltop, a beautifully maintained home offering the perfect blend of space, flexibility, and outdoor living in the heart of Smithtown. Surrounded by mature landscaping and natural privacy, this property was designed for the way today’s buyers want to live. The spacious layout offers multiple living areas ideal for multi-generational living, extended family, guests, or remote work flexibility. The lower-level living space with a summer kitchen provides seamless access to the backyard, creating an effortless indoor-outdoor flow perfect for entertaining. Step outside to your own private backyard retreat featuring expansive decking, pool area, patio space, fire pit area, and sprawling fenced property perfect for summer gatherings, outdoor dining, and everyday relaxation. Inside, you’ll find sun-filled rooms, hardwood flooring, oversized windows, updated baths, spacious bedrooms, and a large eat-in kitchen with abundant cabinetry and workspace. Located within the highly regarded Smithtown School District and close to parks, shopping, restaurants, major roadways, and the LIRR, 74A Hilltop offers the privacy, functionality, and lifestyle buyers are actively searching for on Long Island.

74A Hilltop Drive Unit #A, Smithtown
$549,999
3 Beds ⋅ 1 Baths ⋅ 1004798 MLS
Welcome to 27 Lindner Place, Smithtown! This completely move-in ready and fully updated 3-bedroom, 1-bath home offers the perfect blend of modern updates, comfort, and property space. Featuring a brand new kitchen with stylish finishes, updated interior throughout, and a spacious layout, this home is ready for its next owner to move right in and enjoy. Situated on a rare half-acre property, the oversized lot provides endless possibilities for entertaining, expansion, outdoor living, or simply enjoying your own private space. Even better, this home offers incredibly low taxes for the area, adding exceptional value and affordability. Conveniently located near shopping, parks, restaurants, and major roadways while still offering the charm and privacy of Smithtown living. Do not miss this opportunity to own your piece of Smithtown!

27 Lindner Place, Smithtown
$825,000
4 Beds ⋅ 3 Baths ⋅ 1004022 MLS
Tucked behind a classic front porch, this Craftsman-style colonial offers the perfect blend of timeless charm and modern peace of mind. Nearly rebuilt from the ground up in 2004—with updated framing, electrical, plumbing, insulation, and drywall—it lives like a newer home wrapped in character. A cozy den featuring Patagonian rosewood floors and a high end Jotul wood-burning stove overlooks the yard, creating a warm, inviting retreat. The second floor offers convenient hallway laundry and a primary suite with a newly renovated bathroom. A permanent staircase leads to a finished third-floor fourth bedroom—ideal for guests, work/office, or flexible living. Additional highlights include a finished basement with outside entrance, rear deck with retractable awning overlooking a flat/usable fenced yard, two-zone central air, 200-amp electric, solar panels, and efficient natural gas heating. Located just 0.3 miles from Smithtown Main Street, you’ll enjoy easy access to local restaurants, shops, LIRR, Brady Park, Millers Pond, and everyday conveniences while coming home to a peaceful residential setting. A rare blend of craftsmanship, smart upgrades, and location-driven lifestyle. Smithtown school district. Taxes 14,028.

75 Elm Avenue, Smithtown
$799,000
6 Beds ⋅ 3 Baths ⋅ 1002038 MLS
There’s something special about a home that feels like it was designed not just for living, but for gathering, connecting, and letting life unfold naturally within it ...and this beautifully maintained property does exactly that. From the moment you arrive, the curb appeal sets the tone. Low-maintenance landscaping, mature trees, expansive asphalt parking, and charming interlocking stone pathways create a sense of warmth and timelessness that feels increasingly rare. The grounds have an old-world sort of beauty to them -the kind that invites evening strolls through the garden, coffee on the patio at sunrise, and pets safely enjoying the fenced backyard while dinner simmers inside. Whether you’re accommodating extended family, creating a multigenerational lifestyle, or simply seeking a property that offers flexibility and privacy, the layout here has been thoughtfully designed to make everyone feel at home without sacrificing togetherness. Inside, natural light pours through large windows highlighting the wood tones of the flooring and a palette of neutral tones that make the spaces feel calm, welcoming, and easy to personalize. The kitchen offers a refined farmhouse feel with stainless steel appliances, solid surface countertops, an undermount sink, abundant cabinetry, and a central island where quick breakfasts become lingering conversations over coffee and charcuterie with friends. Open sightlines into the dining and entertaining areas ensure nobody misses a moment of connection. The dining room itself feels like the heart of the home, where exposed brick and a fireplace create a cozy ambiance that’s equally suited to holiday dinners, wine with friends, or quiet evenings curled up with a book while sunlight streams through the oversized window. The sleeping quarters throughout the home are bright and inviting, while the bathrooms feel polished and spa-like with beautiful tilework, including a stunning low-barrier glass shower and an additional full bath with a tub perfect for relaxing at the end of the day. Outside, the interlocking patio creates the perfect backdrop for al fresco dining, summer evenings under the trees, or quiet moments spent tending plants beside the backyard shed that could easily become a charming potting space or hobby retreat. This is more than a house. It’s a place where lifestyles can coexist beautifully -where memories are waiting to be made around shared meals, backyard laughter, and the comfort of knowing everyone has room to truly feel at home.

53 Mobrey Lane, Smithtown
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 996544 MLS
Welcome to this stately brick Colonial offering timeless character, exceptional space, all set on a quiet double cul-de-sac. This impressive home features a two-story foyer with an oak staircase and tons of natural light. Offering 4 spacious bedrooms and 3 full baths, this home’s large-scale primary suite is complete with walk-in closets and a luxurious en-suite bathroom with radiant heat designed for comfort and privacy. The brightly updated kitchen is designed for cooking with a gas range, all stainless-steel appliances and a large peninsula great for ample workspace or entertainment. The family room has a woodburning fireplace and vaulted ceilings, perfect for gatherings and everyday living. A separate living room features French Doors for privacy and an office nook. The updated full bath on the first floor provides a guest suite option with the living room and an entrance to the back yard for easy access. A large formal dining room provides the ideal setting for hosting holidays and dinner parties with its own built-in bar/butler station. The finished basement has endless possibilities for a recreation room, gym, or guest space. Step outside into a private backyard, paver patio, IGP, IGS, mature plantings and the beautifully designed outdoor entertaining area, perfect for summer gatherings and weekend hosting. Less than 5-minute ride to LIRR. With its striking curb appeal, beautiful landscaping, spacious interior, and premium Village of the Branch location it’s the perfect place to call home.

6 Magnolia Lane, Smithtown
$1,124,999
3 Beds ⋅ 2 Baths ⋅ 1004270 MLS
Welcome to 364 Twilight Lane, Smithtown! This beautifully maintained home has everything you’ve been waiting for, from the grand open foyer and hardwood floors to the high-ceiling kitchen with quartz countertops and propane cooking. Upstairs features 3 spacious bedrooms including a primary suite with its own private bath and great closet space. The finished basement with an outside entrance offers endless possibilities with additional living space and potential room! Step outside to your own backyard retreat featuring a saltwater inground pool with a brand new liner, jacuzzi, putting green, koi pond, Trex deck, and more! Additional updates include CAC, some newer windows, generator hookup, 200 amp electric, and a wood-burning fireplace with a brand new insert. Located in a great location close to everything Smithtown has to offer, this is an opportunity you do not want to miss.

364 Twilight Lane, Smithtown
$849,990
4 Beds ⋅ 3 Baths ⋅ 1003313 MLS
GOING....GOING.... GONE......!!Don't blink or you will miss this one. Completely renovated in 2017. Hardwood floors throughout. 4 good sized bedrooms with 2 full baths on 2nd floor. Finished basement and attached 1 car garage. 1/4 acre midblock location on fully fenced yard. This is the one you have been waiting for. Taxes under $10K with basic star!!!!

12 Westbrook Lane, Smithtown
$995,000
7 Beds ⋅ 3 Baths ⋅ 1001866 MLS
Calling all land lovers! Step into this beautiful Smithtown home exclusively located in the Village of the Branch! This move-in ready ranch carries 7 bedrooms & 3 full bathrooms with a brick walkway to the entrance, a wrap around driveway & a 2 car attached garage nestled on a whole 1 acre of beautiful land. Part the Smithtown School District, it is zoned for Mt. Pleasant Elementary School, Great Hollow Middle School & Smithtown High School West. With many newly renovated updates, this home is designed for both everyday living & entertaining. The remodeled kitchen is complete with 2 islands, stainless steel appliances, abundant cabinetry & an open flow ideal for gatherings. The high ceilings in the fireplace living room provide a spacious area to create memories in. Located next to the kitchen there is an additional fireplace in the bedroom that has an attached bathroom as well. A washer & dryer is installed into the laundry room, with a sink & exit to the 2 car garage. The home carries hardwood floors throughout. The remodeled bathrooms, new vinyl siding, new roof, & new gas burner throughout the home create a lovely cozy atmosphere. Step out on to the deck & enjoy the expansive backyard on flat land. A newly constructed spacious shed within a beautiful view supports endless possibilities for recreation or your own private retreat. With generous living space, thoughtful upgrades, & an amazing location, this exceptional ranch surely offers a place to call home. There are plenty of reasons to fall in love with this exceptional & rare opportunity right in the heart of Smithtown's Village of the Branch!

80 Mount Pleasant Road, Smithtown
$1,375,000
6 Beds ⋅ 5 Baths ⋅ 959993 MLS
“Love Island” — the talk of the town for its unmatched privacy and incredible entertaining space — sets the stage for this exquisite Colonial located in the prestigious “The Pines” section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest accommodations with 1st floor bedroom accommodations & full bath on main level with walk in shower for those wishing to avoid stairs. Inside, soaring ceilings, abundant natural light, plantation shutters, and elegant finishes create a refined yet welcoming atmosphere. The spacious primary suite offers a spa-inspired ensuite bath with radiant heated floors, dual vanities, custom cabinetry, skylight, elegant tilework, and a jacuzzi-style soaking tub. Designed for both everyday comfort and entertaining, the home includes 3 full baths, 2 half baths, multi-zone heat and CAC, newer burner, 2018 water heater, and a fully finished basement with CO, half bath, baseboard heat, sump pump, and 60 AMP subpanel. Step outside to your private backyard oasis featuring a sprawling wood deck, stunning paver patios, and a sparkling inground chlorinated pool with solar heating and a brand-new 2025 liner. Lush landscaping and 8-zone sprinklers complete this resort-style retreat. A rare opportunity offering luxury, versatility, exceptional entertaining space. Close to all shopping, major highways and public transportation. Low taxes! Do not miss out on making this your forever home!

10 Alpine Court, Smithtown
$679,000
3 Beds ⋅ 3 Baths ⋅ 1002274 MLS
Welcome to this beautifully maintained expanded ranch nestled on a manicured 1/3 acre in Smithtown. This spacious and inviting home offers 3 bedrooms, 2.5 bathrooms, plus a versatile bonus room perfect for a possible 4th bedroom, home office, den, or guest space. Step into a stunning entry foyer with soaring cathedral ceilings that create an open and airy first impression. The home features a large eat-in kitchen with stainless steel appliances, perfect for everyday living and entertaining. Enjoy gatherings in the formal dining room and relax in the comfortable living room filled with natural light. Convenience meets functionality with main-level laundry and a huge full basement offering endless possibilities for storage, recreation, gym space, or future finishing. Outside, the beautifully landscaped property continues with a fully PVC-fenced backyard and paver patio, ideal for entertaining, outdoor dining, or simply enjoying peaceful evenings at home. Located in Smithtown, this home offers space, flexibility, and charm both inside and out. One car gargage and large oversized driveway with plenty of parking. A wonderful opportunity you won’t want to miss.

75 Summit Drive, Smithtown
$1,269,000
4 Beds ⋅ 4 Baths ⋅ 1002127 MLS
Welcome to this beautifully Updated Custom-built Colonial w/ 3,500 sq ft of elegant living space in the gated community of Stonebridge Estates in Smithtown. IF YOU ARE A GOLF ENTHUSIAST, this is the right home for you. It will be a Vacation-at-home all year long! Featuring a grand entry foyer with soaring 20-foot cathedral ceilings, this spacious residence has a beautiful view of the Golf Course and offers a Resort-style Lifestyle w/ exceptional indoor and outdoor living. This is the largest Colonial Model in the community and features an open-concept w/ 4 Spacious bedrooms, each w/ a walk-in closet, and 4 bathrooms. The main level includes a formal living room, a formal dining room, a spacious first-floor bedroom with a walk-in closet, a full bath, and an open chef’s kitchen complete w/ stainless steel appliances, granite countertops, and built-in cabinetry. The Great Family room w/ gas fireplace and Double Sliding Glass Doors leading to a newly updated Paved Patio overlooking the golf course, creating an ideal setting for entertaining & outdoor relaxation. Ultra-high privacy fencing has been installed on both sides of the property for added seclusion. The second level features a private primary suite w/ dual walk-in closets and custom California Closets, a spacious primary bath w/ double sinks and a Jacuzzi tub, plus two additional oversized bedrooms w/ walk-in closets and a full bathroom. Additional upgrades include: Brand-new CAC units, two new air handlers, a new washer and dryer, a new central vacuum system & a new hot water heater. The lower level offers: A Finished Basement, w/ approximately 1,800 sq ft of Extra Living and entertaining space, featuring multiple bonus rooms, a full bathroom, extensive storage, and an oversized Custom-built Bar area with granite countertops and new appliances, including a refrigerator, dishwasher & convection oven. Residents of Stonebridge Estates enjoy access to resort-style amenities, including a heated saltwater pool, tennis court, pickleball courts, pool house, card room, gym, and beautifully maintained grounds. Conveniently located near great restaurants, shopping, private beaches, the LIRR, major highways, & right next to Beautiful Blydenburgh Park, perfect for Hiking trails, fishing, kayaking, dog parks, and year-round outdoor recreation. A rare opportunity to own one of the premier golf course homes on Long Island. This exceptional property combines luxury, privacy, space, and lifestyle in one of Smithtown’s most desirable gated communities.

73 Redan Drive, Smithtown
$1,329,000
4 Beds ⋅ 4 Baths ⋅ 1002176 MLS
Looking for that "wow" factor? Welcome to this beautiful, totally custom 4bed/3.5bath home complete with all the bells and whistles! From the moment you walk in you'll be impressed by the thoughtfully selected design elements from the two-story foyer, statement-making millwork and trim, the stunning recently remodeled (2024) Chef's kitchen, recently updated designer bathrooms and so much more. With a large family room, a second living room open from the kitchen (potential 5th bed?) and a third hang out area just outside the primary suite the versatile layout of this home makes it the perfect space for day to day living yet ideal for entertaining friends and family. Into cars? The attached 4-car tandem garage complete with heat, CAC and storage cabinets is something special. The features list here is quite extensive including brand new drinking water reverse osmosis system, 6-zone audio system, laundry room on second floor, solar panels for low electric bills, connection for a generator, 6 zones of heat, 4 zones of CAC, flat and private 1/2 acre property with large patio and pool (gift), 9 zones of in ground sprinklers, central vac, finished basement (2025), low taxes and more. A complete detailed list of all of the features and updates is available. Hauppauge schools!

322 Rose Lane, Smithtown
$980,000
4 Beds ⋅ 3 Baths ⋅ 993990 MLS
Location, Location, Location for this Brookfield Colonial on a dead-end Street. Home Situated on Flat 1/2acre, 2-Car Garage and Basement. Features include 4 Nice Size Bedrooms, 2.5 Baths, Yng EIK, Grand Formal Dining Room, Formal Living Room, Den with French Doors to Backyard, Laundry Area on 1st Floor, Gleaming Hardwood Floors thru-out, updated 200 AMPS Electric, Burner-2017, Fenced Yard, Cement Patio, Plenty of Potential to design Dream Resort Backyard. Smithtown Schools and again Location, Location, for this Brookfield Colonial on Dead-End Street.

5 Old Landers Court, Smithtown
$1,430,000
4 Beds ⋅ 3 Baths ⋅ 999513 MLS
Welcome to this stunning new construction Colonial located in the highly desirable Smithtown Pines community within the Hauppauge School District. Situated on a flat .50-acre property, this exceptional 4 bedroom, 2.5 bath home offers luxury finishes, soaring ceilings, and an open-concept floor plan perfect for everyday living and entertaining. Step inside to a dramatic curved staircase and impressive 10-foot ceilings throughout the first floor. The designer kitchen features white cabinetry, quartz countertops, GE Cafe/Thor stainless steel appliances, a center island with a beverage refrigerator, and plenty of space to gather. The kitchen seamlessly opens to the dining area with sliders leading to a Trex deck overlooking the backyard. The spacious family room also offers sliders to the yard, creating effortless indoor/outdoor living. A formal living room off the foyer provides flexibility for entertaining or the perfect private home office. The second floor boasts 9-foot ceilings and a luxurious primary en-suite complete with dual sinks, a freestanding soaking tub, oversized shower stall, walk-in closet, and attic access for additional storage. Three additional bedrooms all feature walk-in closets. A second-floor laundry room adds everyday convenience. Additional features include a full, unfinished basement with an egress window, utility area, and a second washer/dryer hookup, an attached 2-car garage, central vacuum, central air with heat pumps, hardwood floors, crown molding throughout, smart thermostats, 200-amp electrical service, in-ground sprinklers, and a septic system. A rare opportunity to own a turnkey new construction home just minutes from shopping, parks, restaurants, and major roadways in one of Smithtown’s most sought-after neighborhoods.

95 Grassy Pond Drive, Smithtown

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.