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$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
$1,124,999
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
$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
$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
$849,000
4 Beds ⋅ 2 Baths ⋅ 999214 MLS
Welcome to this beautifully maintained Hi-Ranch in the heart of Smithtown featuring a spacious open-concept layout perfect for everyday living and entertaining. The main level offers hardwood flooring, vaulted ceilings, skylights, oversized windows, and a large kitchen with updated stainless-steel appliances, and abundant counter space flowing seamlessly into the dining and living areas. The upper level includes three generously sized bedrooms with custom California closets and a full bathroom with additional storage. Andersen sliders lead to a large deck overlooking the fully fenced backyard featuring an in-ground pool with a cuddle cove and diving board, PVC fencing, paved patio space, shed, and 6-zone in-ground sprinkler system. Additional highlights include vinyl siding with brick accents, gas heat and cooking, 200-amp electric service, pull-down attic storage, and an electric garage door opener. The lower level offers a spacious den, additional bedroom, office/potential fifth bedroom, full bathroom, kitchenette area, laundry area with washer and dryer, walk-in closet, mudroom, egress window, under-stair storage, and its own separate entrance. Ideal space for caretaker suite, multigenerational, guests or work-from-home needs. Conveniently located less than 3 miles from the LIRR and minutes from shopping, dining, highways, and outdoor recreation including Caleb Smith State Park Preserve, and Blydenburgh County Park.

4 Concord Lane, Smithtown
$1,199,950
4 Beds ⋅ 3 Baths ⋅ 997166 MLS
Welcome to 17 Erita Lane in Smithtown. This is the home you have been waiting for. This large Brookfield Colonial gem, Boasting 4 spacious bedrooms and 2.5 well-appointed bathrooms, this property is a perfect blend of style and comfort. Step into a grand entry foyer that leads you to a large formal dining room, ideal for those family gatherings and dinner parties. The expansive living room, bathed in natural light from oversized Andersen windows, offers a perfect spot for relaxation. The eat-in kitchen is a chef's dream with granite counters, stainless steel appliances, and high-end cabinets. The kitchen also features under-cabinet lighting and a beautiful tiled backsplash, and a water filtration system making it not just functional, but also aesthetically pleasing. The cabinet doors and drawers are slow closing. There are both crown and base molding flanking the cabinets. Custom wine rack. The home's comfort is enhanced with a top-of-the-line wall mounted Navien combination boiler 3-zone heating system, with all new baseboards, and a Trane 2-zone condenser central air conditioning system. The main level laundry room, complete with a newer washer and dryer, adds to the convenience this home offers. Each of the four bedrooms is a haven of tranquility, with the primary bedroom featuring two walk-in closets equipped with California closet systems. Hardwood floors throughout the home add a touch of elegance and warmth. all bedrooms have California closets and moldings. The hardwood floors are just like new. The property's exterior is just as impressive as its interior. The backyard is a veritable paradise, featuring a custom 26 X 40 mountain lake gas heated saltwater inground pool surrounded by custom pavers. A new PVC fence encloses this oasis, providing privacy while you enjoy the step-up firepit, outdoor kitchen with granite counters, and an outdoor TV under a retractable electric awning. The two-car garage is a sight to behold with brand new insulated doors, a top-of-the-line Genie garage door opener with smartphone connectivity, and gorgeous epoxy floors complemented by LED lighting and Gladiator shelving and cabinets. The Andersen windows have blackout blinds in the bedrooms. All bathrooms are like new with Kohler pedestal sinks, faucets, Kohler/toto Commodes. There are LED recessed lighting throughout the house with Lutron dimmers. 6 panel doors throughout. This home is nestled in the desirable Royal Woods section of Smithtown, a welcoming community known for its friendly residents and local amenities. 17 Erita Drive is not just a house, it's a lifestyle. A place where every day feels like a vacation. A place where you can create memories that last a lifetime. Don't miss out on the opportunity to call this place home. Come, experience it for yourself.

17 Erita Lane, Smithtown
$999,000
4 Beds ⋅ 3 Baths ⋅ 998175 MLS
Beautifully renovated with no expense spared, this stunning four-bedroom, three-bath home blends luxury, comfort, and exceptional craftsmanship throughout. The sun-filled main level features an open-concept design with soaring coffered ceilings, custom millwork, rich oak flooring, and a spectacular chef’s kitchen with Viking appliances and granite countertops. A spacious family room with gas fireplace and sliding doors opens to the outdoor living spaces beyond. The main level also features a beautifully appointed marble hall bath with jetted tub, a versatile bedroom or home office, and a luxurious primary suite complete with access to a private solarium featuring an electric fireplace and direct access to the deck—creating a true retreat-like atmosphere. The ground level provides additional living space with a den featuring a second gas fireplace, two bedrooms, full bath, bonus room with custom built-in Murphy bed, and access to the oversized 2.5-car garage with laundry. Set on over one-third of an acre, the fully fenced backyard is a true private oasis featuring a covered outdoor kitchen with pizza oven, heated saltwater inground pool and hot tub, pool house with bath, pergola-covered bar, koi pond with waterfalls, putting green, firepit, specimen plantings, outdoor lighting, and built-in speakers. An extraordinary home designed for luxurious living and exceptional entertaining.

106 Morewood Drive, Smithtown
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 998348 MLS
Impeccably maintained and lovingly cared for, this DIAMOND oversized ranch is located in the coveted Smithtown Pines! This 4 bedroom, 3 1/2 bath home has beautiful hard wood floors with radiant heat (10 zones), soaring ceilings in many of the rooms, 2 fireplaces, one gas and one wood burning, CAC with 2 systems and 2 zones, in ground sprinklers, alarm system, natural gas service including a direct line for the BBQ. This home also features remote control upper windows, an expansive loft and additional attics on 2nd floor with endless possibilities!! Plenty of storage here with several custom closets, finished basement w/ den area, office, cedar closet, full bathroom with steam shower, and workshop areas. What a tranquil and serene setting this exceptional home has! Enjoy the park-like property and sprawling lush green lawn, offering the perfect blend of elegance, comfort, and meticulous attention to detail.

37 Pine Ridge Drive, Smithtown
$699,999
3 Beds ⋅ 2 Baths ⋅ 992481 MLS
Welcome to 79 Brooksite Drive in Smithtown, where privacy, space, and natural beauty come together in an exceptional setting just minutes from Main Street Smithtown. Situated on over a half acre of lush property and within walking distance to the scenic trails of Blydenburgh County Park, this 3-bedroom, 1.5-bath ranch offers a rare opportunity to enjoy a peaceful, retreat-like lifestyle without sacrificing convenience. Take in tranquil river views from the expansive covered porch, creating the perfect backdrop for relaxing or entertaining outdoors. Inside, the home showcases warmth and character with exposed beams, crown molding, hardwood floors, and a striking wood-burning fireplace framed by a floor-to-ceiling brick accent wall and mantel. The spacious layout includes a formal dining room, generously sized kitchen with wood cabinetry, oversized sink, and a new Samsung Bespoke 4-Door Refrigerator featuring a beverage center with custom glass and stainless steel panels. A convenient laundry area and half bath complete the main living space. The home also features three generously sized bedrooms and an updated full bath with a pedestal sink, bathtub, and sliding glass shower doors. Additional highlights include a full basement, full attic, accessible crawl space ideal for storage, updated hot water heater, and an in-ground pool surrounded by mature greenery for added privacy. Located within the Hauppauge Union Free School District, this property offers the perfect balance of serene surroundings, spacious property, and close proximity to shopping, dining, parks, and transportation.

79 Brooksite Drive, Smithtown
$729,000
3 Beds ⋅ 2 Baths ⋅ 995406 MLS
Welcome home to 7 Ursular Court located in the heart of "North Smithtown".... Step inside this beautifully maintained home loaded with Character & Charm! This home features an Updated EIK w/ Custom cabinetry, Granite countertops & SS Appliances, Living Room with cathedral ceilings & custom stone Fireplace, and dining area! Upstairs you will find the Primary bedroom, an additional spacious bedroom and full hall bathroom. The lower level you will find another spacious bedroom, office or potential 4th bedroom w/ backyard access) and a newly updated full bathroom w/ radiant heat flooring! Additional features include.... A full basement for ample storage and laundry area, 200 AMP electric, IGS (5 Zone), Natural Gas Heat (2 Zones - BRAND NEW Navien Furnace 2026)......All this and much more set on a 1/2 Acre of gorgeous, flat professionally landscaped property w/ paver patio and built in firepit area, just steps to 50+ Acres of Beautiful trails at Sweetbriar Nature Center!

7 Ursular Court, Smithtown
$850,000
4 Beds ⋅ 4 Baths ⋅ 983050 MLS
Welcome to this beautifully maintained Colonial-style home, ideally located on a quiet cul-de-sac block in Smithtown, offering a desirable blend of privacy and accessibility and just moments from Robert A. Brady Park, Miller's Pond, and Blydenburgh County Park. This spacious residence features 4 bedrooms, 4 full bathrooms, a 2-car garage, and a fully finished basement with a separate outside entrance, providing exceptional flexibility and potential for a variety of living arrangements, recreation space, or extended use options with proper permits. The main level offers a well-designed layout including a formal living room with bay windows and dining room accented with elegant chair rail detailing, along with a comfortable den featuring a wood-burning fireplace and direct access to the garage. Hardwood flooring extends throughout much of the home, adding warmth and timeless appeal. The kitchen was thoughtfully updated approximately six years ago and features quartz countertops, stainless steel appliances, and tile backsplash. A standout extension enhances the space with a vaulted ceiling, two skylights, a bay windows, and expansive windows that fill the area with natural light, along with direct access to the backyard. This bright and airy setting is ideal for both everyday living and entertaining, with seamless flow to a Trex deck overlooking the yard. Upstairs, all four bedrooms are generously sized, including a primary suite with its own en-suite bathroom, offering a comfortable and private retreat. The backyard is designed for enjoyment, featuring a beautiful in-ground pool with built-in lighting, surrounded by a paver pool deck. The pool is equipped with a durable 28-gauge, 20-year liner that is approximately three years old, adding long-term value and peace of mind. Additional highlights include a covered front porch, a new blacktop driveway with paver border, and a generator hookup for added convenience. Blending thoughtful updates, generous living space, and a prime location near local parks and outdoor amenities, this home presents an exceptional opportunity to enjoy both comfort and lifestyle in Smithtown.

8 Whisper Lane, Smithtown
$999,000
4 Beds ⋅ 3 Baths ⋅ 988818 MLS
Welcome To 50 Abbott Road In Smithtown—A 4-Bedroom, 2.5-Bath Home Located On A Quiet Cul-De-Sac With Direct Access To A Neighborhood Park. This Home Has Been Meticulously Maintained With Quality Upgrades Throughout, Including A Custom Kitchen With Quartzite Countertops, Updated Electrical, 2-Zone Central Air, And Full Insulation Improvements For Added Comfort And Efficiency. Enjoy Outdoor Living With A Saltwater Pool, Paver Patio, And Fireplace—Perfect For Entertaining Or Relaxing At Home. A Rare Opportunity In A Location Where Homes Rarely Become Available. Some Homes Just Hit Different. This Is One Of Them.

50 Abbot Road, Smithtown
$949,999
6 Beds ⋅ 3 Baths ⋅ 993943 MLS
Beautifully renovated and move-in ready, this spacious 6-bedroom, 3.5-bath home offers the perfect blend of modern updates and flexible living. The primary suite features a walk-in closet and private full bath, while the updated kitchen with high-end appliances opens to bright, inviting living spaces. New central A/C and a new sprinkler system add comfort and convenience. Designed with versatility in mind, the home includes a layout ideal for extended living, guests, or a home office, with the potential to be used as a mother-daughter home (with proper permits). Situated on a half-acre lot, the property features a large backyard, Multiple car garage, and two separate driveways. Low taxes, plus a convenient location close to parks, shopping, and major highways, make this home an exceptional value.

56 McArthur Lane, Smithtown
$599,990
3 Beds ⋅ 2 Baths ⋅ 995008 MLS
This beautifully maintained expanded Cape offers 3 spacious bedrooms and 2 full baths, primary bedroom on the main floor for added convenience. The den/loft overlooking the living room is ideal for a home office, reading nook, or living space. The full, part finished basement provides plenty of room for recreation, storage, or future customization. A standout feature is the 2-car garage w/one bay heated, complete with washer, dryer, and a slop sink—perfect for year-round use. Recent updates include stainless steel appliances (with a refrigerator just 5 months old), updated windows and baths, and upgraded waste pump and piping. The home is equipped with efficient 2-zone gas heating (installed in 2012) and a brand-new hot water heater (April 2026). Step outside to enjoy a large deck with an electric awning, ideal for entertaining, along with a 6-zone sprinkler system and so much more. The fully fenced property also features an oversized 6-car driveway, offering ample parking for guests. Low taxes of just $8,451 annually—making this home an exceptional value.

458 Route 111 (Hauppauge Road), Smithtown
$799,000
3 Beds ⋅ 3 Baths ⋅ 994146 MLS
Bright and cozy 3-bedroom, 3-bath ranch perfectly situated mid-block with beautiful curb appeal and meticulously manicured landscaping. This well-maintained home offers comfortable living spaces, thoughtful updates. Sun-filled eat-in kitchen with skylight. Living room and formal dining room, Den with fireplace. Generous-sized bedrooms. Finished basement with egress window. 200-amp electric service. Washer, a gas dryer, and a electric dryer. Central air conditioning. Separate hot water heater. New fence. New pavement on walkway and patio. Highly convenient location close to shops, parks, schools, and the railroad.

15 7th Avenue, Smithtown
$1,099,988
5 Beds ⋅ 4 Baths ⋅ 991887 MLS
Welcome to this stunning custom residence in the highly sought-after Smithtown Pines community. Set on an expansive property, this one-of-a-kind colonial home showcases a distinctive interior design paired with high-end finishes, making it truly stand out from the rest. The main level features soaring 17-foot cathedral ceilings, oversized windows that flood the home with natural light, a grand entryway, and an open-concept living room centered around a striking stone fireplace. Beautiful parquet hardwood flooring flows throughout the home, complemented by updated porcelain tile bathrooms and numerous additional upgrades. Truly Exceptional is the outside entry to a very spacious living area, where you can provide a 1 or 2 bedroom living area that requires very little steps. In addition to that is the third car, extremely spacious garage, ideal for car enthusiast or create your own art, ceramic or whatever your heart desires studio. The upper level offers a well-appointed kitchen with custom cabinetry and granite countertops, a formal dining room overlooking the main living area, and an additional living space that provides flexibility for today's lifestyle with more versatility with Bedrooms, full bathrooms, and a third living area, making it ideal for extended family, guests, or recreation space. In total, the home features 5 spacious bedrooms and 4 full bathrooms. Step outside to a spacious wood deck, perfect for entertaining while enjoying the privacy of the backyard. Additional highlights include an approximately 1,400-square-foot 3-car attached garage, 2-zone central air conditioning, 200-amp electrical service, and a roof that is approximately 3 years old. this remarkable property presents a rare opportunity to own a truly unique home in Smithtown Pines.

23 Colonial Drive, Smithtown
$875,000
4 Beds ⋅ 2 Baths ⋅ 992568 MLS
Welcome to 58 Cherry Lane ~ A beautiful house in a beautiful neighborhood waiting to be your new home. This handsome expanded Cape Cod style home has been lovingly maintained and elevated with a NEW NAVIEN gas heating system. The open floor plan, lofty ceilings, wide plank pine floors and custom stone gas fireplace sets a tone of comfort and ease. Remodeled kitchen with many new SS appliances, maple cabinetry and stone counters is open and bright Separate den, and flex room as office/playroom houses new built in washer and dryer station. Unique floor plan provides loft bedroom apart from 3 main bedrooms. Perfectly landscaped and private backyard has entertainment deck and spectacular freeform saltwater pool with waterfall feature. Recent upgrades include roof, cesspool, 200 amp electric, CAC, CVAC, IGS and more. Smithtown Schools Taxes do not reflect the STAR discount (savings of $877.00)

58 Cherry Lane, Smithtown
$779,999
3 Beds ⋅ 2 Baths ⋅ 992899 MLS
Welcome to this fully renovated raised ranch located in the highly desirable Commack School District, offering the perfect combination of modern design and everyday functionality. This 3 bedroom, 2 full bathroom home features a bright open concept layout with hardwood floors throughout and a stunning kitchen complete with quartz countertops, stainless steel appliance, a center island, gas cooking, and sliding glass doors leading to a deck overlooking the backyard, creating an ideal setup for both daily living and entertaining. The upper level features all three bedrooms including a spacious primary along with a full bathroom, while the lower level offers a versatile living den, a second full bathroom, and direct access to the attached 1 car garage, providing the flexibility today’s buyers are looking for whether for extended living space, guests, or a home office. Additional highlights include central air conditioning with forced hot air and gas heating. Conveniently located near shopping, parks, and major roadways, this is a true move-in ready opportunity in a prime location.

49 Sandy Hollow Drive, Smithtown
$599,990
3 Beds ⋅ 2 Baths ⋅ 978382 MLS
Great 3-bedroom, 2-bath home with finished basement, offering additional rooms & flexible living space, set on a generous .39-acre lot in desirable Smithtown, located within the highly sought after Commack School District. This home offers incredible potential and is the perfect opportunity to make it your own. Features include, but are not limited to, a formal living room, dining area, large kitchen, hardwood floors and fresh paint. The home includes central air conditioning (upstairs only, as is), natural gas heat with a Peerless burner, and a cozy wood-burning fireplace. Additional features are a pull-down attic, in-ground sprinklers, and high hats. The very large finished basement offers endless potential! There is a new washer and also a dryer included, plus the main water line is approximately 4 years old. The yard is oversized and simply great for entertaining! This home does need some work but offers tremendous value with its location and features. It’s a true opportunity for buyers looking to customize in a prime location, location, location!

16 Hunter Place, Smithtown
$945,000
5 Beds ⋅ 3 Baths ⋅ 987129 MLS
Location, Location, Location!!! This classic, VERY spacious and well maintained farm ranch home has loads of character and charm with hardwood floors throughout. 5-bedrooms, 3 full -baths and 2 car garage set on a picturesque, quite, tree lined and manicured street. This lovely and traditional home blends timeless elegance with thoughtful updates and TONS of storage. Some recent improvements include a new roof and upgraded pool equipment (pump, heater, and filter) some Anderson windows, a fully fenced yard for added privacy, and a beautiful mahogany deck overlooking the in-ground heated pool—perfect for relaxing or entertaining. Located within the highly regarded Smithtown School District, this property offers both charm and modern convenience in a desirable setting and close to all that Smithtown has to offer ......nature and hiking trails galore, incredible restaurants, coffee shops, boutiques and close to LIRR.

45 Woodland Drive, Smithtown
$808,000
3 Beds ⋅ 3 Baths ⋅ 990199 MLS
Welcome to this stunning expanded ranch in desirable Smithtown, set back on a generous 0.87-acre lot offering exceptional privacy. This bright and spacious three-bedroom, three-bath home features approximately 1,700 sq. ft. of interior living space, thoughtfully designed for both comfort and functionality. Step into a welcoming central hall leading to an updated kitchen and an open-concept living and dining area, highlighted by a charming wood-burning fireplace. Custom bookcase in 1 bedroom , while the main bathroom conveniently includes a washer and dryer. Enjoy additional living space in the versatile three-season room—perfect for relaxing or entertaining year-round. The finished basement offers even more flexibility, complete with a full bath, cedar closet, and abundant storage. Recent updates include a newer roof and central air conditioning system (approximately 6 years old). The home also features an attic for storage, a large garage, and a private driveway. The expansive backyard provides outstanding privacy with plenty of room for a pool, along with in-ground sprinklers and a beautiful patio ideal for outdoor entertaining. A rare opportunity to own a well-maintained home with space, comfort, and convenience in a prime location. Professional photos coming soon.

8 Roundabout Road, Smithtown
$725,000
5 Beds ⋅ 3 Baths ⋅ 984398 MLS
Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting. This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind in the evening. The home also boasts a second deck off the kitchen, ideal for outdoor dining and entertaining in the backyard. A full basement expands the home’s versatility, complete with an additional bedroom and bathroom, providing excellent potential for extended living space, guests, or recreational use. The property offers solid bones and a functional layout, while presenting a great opportunity for buyers to add their personal touches and updates to make it truly their own. Located on a peaceful cul-de-sac, this home combines privacy, convenience, and potential — all within close proximity to shopping, dining, parks, and major roadways.

20 Veronica Court, Smithtown
$950,000
4 Beds ⋅ 3 Baths ⋅ 988946 MLS
Located in the award-winning Hauppauge School District, consistently ranked among the top districts on Long Island. Enjoy Smithtown-area amenities with noticeably lower taxes than Smithtown proper — the best of both worlds. Quiet, tree-lined neighborhood with easy access to the LIE and Northern State Parkway, and both north and south shore beaches. Central AC Whole house generator Over 1/2 acre Heated In-ground pool Pool Shed Outdoor shower 4 bedrooms 3 full bathrooms

43 Grassy Pond Drive, Smithtown
$649,000
3 Beds ⋅ 1 Baths ⋅ 987219 MLS
Home Opportunity for Someone that is Handy or wants to Design their Own Home. Beautiful Piece of Property 1/2 Acre Flat, Quiet Street.

4 Clearbrook Drive, Smithtown
$725,000
3 Beds ⋅ 2 Baths ⋅ 983288 MLS
This house has endless possibilities! It features a large living room, formal dining room, den, kitchen, breakfast room/dining area, bedroom on the first level and two upstairs, office, full finished basement and a detached garage. The kitchen has been updated and there are two full baths -one up and one down!! Hardwood floors throughout! The yard is a nice size and fully fenced!!

56 Waverly Avenue, Smithtown
$739,000
4 Beds ⋅ 2 Baths ⋅ 981194 MLS
Welcome to 69 Amsterdam Road, a spacious home located in the highly sought-after Royal Oaks Neighborhood in the Smithtown School District. Offering generous room sizes, abundant natural light, and a flexible layout, this 2.400+ sq. foot home presents a wonderful opportunity to update and make your own! The main floor features a Living/Dining space with high ceilings, cozy den, large bonus room, & kitchen. There is also a full bath with walk in shower on the main level. Upstairs you will find 4 well sized bedrooms, 3 have walk-in closets and the 4th has a double closet. The Primary Bedroom has a unique set up with whirlpool tub, walk in closets and access to the full bathroom. A full basement with a separate outside entrance adds valuable additional space and flexibility for a variety of uses. There are 2 separate driveways providing parking for multiple vehicles. The backyard has a brick patio and in-ground pool (condition of the pool is unknown and it is being sold as-is). Don't miss this opportunity to create your dream home in this highly desirable neighborhood!

69 Amsterdam Road, Smithtown
$889,999
981964 MLS
Opportunity knocks in one of Long Island’s most desirable commercial storefront located in the heart of Main Street, Smithtown. This is zoned as central business and is ideal for investors or business owners seeking visibility, space, and growth potential. Previously home to the long-standing and successful A&E Unfinished Furniture retail store, this property has since been transformed into a thriving educational center and professional office space. The building has been well maintained and recently upgraded, including a fully finished basement with outside entry and bathroom, effectively doubling your usable space. Zoning ideal for office, retail, education, medical, bar/ restaurant, funeral home, professional services and more! Fully finished lower level with separate access and bath. Main level currently built out for professional/office use. High-traffic, walkable location close to shops, dining, LIRR, and major roads. If you are looking for office use, this is move-in ready! Priced to sell, this opportunity will go to the highest and best offer with favorable terms. We are looking for a fast sale and are ready to pass the torch to the next success story. Your success is our success, let's seal the deal!

47 W Main Street, Smithtown
$1,200,000
5 Beds ⋅ 5 Baths ⋅ 977996 MLS
Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that's perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it's like getting two houses in one! The main home features a large living room that leads to an open dining room and eat-in kitchen. The kitchen is equipped with a center island and Silestone countertops, offering both functionality and style. Just a few steps up, the oversized primary ensuite (15'1" x 30'11") awaits, complete with a full bathroom and the convenience of an in-suite washer and dryer. You will also find two additional bedrooms with a full hall bathroom. The secondary living space area boasts an open floor plan, which includes a cozy living room with a fireplace, dining room, summer kitchen, separate laundry area, and full bathroom. Upstairs, two bedrooms provide private retreats, one with its own ensuite bathroom and dual closets. Set on a private 0.53-acre lot, the backyard is perfect for entertaining. It features a paver patio, an expansive deck with a screened gazebo, and an inviting inground pool. Plus, the property backs the local Park, ensuring complete privacy in a serene setting. Enjoy proximity to Blydenburgh Park and the Town of Smithtown beaches, where outdoor recreation is just moments away. 99 Shirley Ct presents a rare opportunity in the Pines- a perfect blend of elegance, functionality, and tranquility. Whether you need two separate living areas or one large home, this house can accommodate. Don't miss this thoughtfully crafted, one-of-a-kind home!,

99 Shirley Court, Smithtown

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