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$775,000
3 Beds ⋅ 2 Baths ⋅ 1031716 MLS
WHERE TIMELESS CHARM MEETS EXCEPTIONAL OPPORTUNITY. Discover the warmth, character, and enduring appeal of this beautifully maintained Colonial, ideally situated in one of Smithtown’s most desirable neighborhoods. Rich hardwood floors, an inviting fireplace, and flowing floor plan create an atmosphere that feels instantly like home. Offering three spacious bedrooms and one-and-a-half baths, this residence features a gracious living room with fireplace, Dining room, and eat-in Kitchen. The partially finished basement provides abundant storage while offering potential for additional living space. Step outside and experience a setting that feels straight from the pages of a storybook. Meandering stone pathways weave through mature landscaped gardens, leading to an expansive fenced backyard that invites summer gatherings, outdoor celebrations, or simply peaceful evenings surrounded by nature. Perfectly positioned on a quiet residential street, this exceptional home offers the tranquility buyers seek while remaining just minutes from the Long Island Expressway, Northern State Parkway, shopping, dining, and all that the Town of Smithtown has to offer—including its renowned parks, beaches, and recreational amenities. Whether you’re searching for your forever home or a rare opportunity in one of Long Island’s most sought-after communities, this residence offers the perfect blend of charm, comfort, location, and future potential.

20 Brook Lane, Smithtown
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 1030904 MLS
This Pristine Dream Home, Nestled on a Meandering Wooded Street in the Pines, is Ensconced in a Peaceful, Perennial Paradise! The Lushly Landscaped & Lovingly Tended Property, as Meticulous Outside as the Home is Inside, Compels you to Linger on the Covered Porch, just to drink in the View! Inside, a Grand Foyer Shines with its Soaring Ceiling, Stunning Imported Crystal Chandelier & Exquisite Custom Millwork, here & throughout the Home. Attention to Detail is Evident in each room, from the Elegant Formal Dining Room with Custom Window Seat to the Chef's Kitchen with new Stainless Appliances and Family Room w/ Garden Views for Summer & Fireplace for cozy Winters. The Radiant Heated Floors on this Floor Welcome the Colder Seasons! Ascend the Open Staircase to the Bedroom floor where sweet dreams are made in Lovely, Spacious Rooms. You begin and end each day gloriously, when your Primary Bedroom is your personal Suite Escape. The New, Custom Designed EnSuite is Resplendent in Marble with Tasteful Accents that Highlight the Soaking Tub & Glass Enclosed Shower in the Most Beautiful Way! This Home's Beauty is not only Seen, it's Felt...from the minute it beckons you in, you know you'll want to stay. If you Need More Practical Reasons to stay, here they are: The "Forever Slate" Metal Roof (home & shed), All New Andersen Windows, Whole House Generator, Whole House Water Filter System, 2 Zone Lennox Elite Central Air, Bosch High Efficiency Boiler & Tankless Water Heater, Electric Car Charger, Owned Solar Panels, Central Vacuum. Move-In Ready! The Season is Ideal to Enjoy All this Home has to Offer. Relax in the Garden, Entertain on the Patio, before the Autumn Colors & Snowfall Holidays begin. It's Time to Stop Dreaming and Start Living the Dream! Your Best Long Island Life Awaits!

35 Pine Ridge Drive, Smithtown
$699,999
3 Beds ⋅ 1 Baths ⋅ 1030650 MLS
Well maintained cozy ranch on tree lined street in Smithtown on .63 property with a detached garage. This home offers a formal living room, dining room, den, eat in kitchen, w/propane cooking as well as 3 bedrooms and 1 full bathroom. There are Anderson windows, hardwood floors in Living room.

42 Pineacre Drive, Smithtown
$825,000
4 Beds ⋅ 2 Baths ⋅ 1030021 MLS
Welcome Home to Unmatched Space & Craftsmanship in Smithtown! Nestled in the top-rated Commack School District, this meticulously maintained Hi-Ranch has been dramatically transformed by a huge 2-story extension, offering incredible size, flow, and modern luxury. Step inside to find rich hardwood floors and an open, light-filled layout. The expansive upper level culminates in a jaw-dropping Great Room designed for effortless entertaining, leading seamlessly out through double doors to a grand covered deck. Modern essential utilities include Central Air Conditioning and Natural Gas heating and cooking. Lower level offers immense flex space with bedroom, full bath, and family room. Step into a backyard paradise featuring a custom paver patio and built-in fire pit—ideal for cool nights under the stars. Conveniently located near top schools, parks, and major parkways. Turnkey living at its absolute finest!"

20 Hunter Place, Smithtown
$948,000
1029963 MLS
Exceptional owner-user opportunity in the heart of Smithtown! This well-maintained 1,683 SF professional office building is situated on a 10,890 SF lot with NB (Neighborhood Business) zoning. The first floor is ideal for an owner-occupant, while the income-producing lower-level tenant provides immediate rental income to help offset ownership costs. Conveniently located on Terry Road with easy access to major roadways, shopping, restaurants, and the Smithtown business district. A great opportunity for professional, medical, or service-related businesses seeking to own rather than lease, while benefiting from an existing income stream.

198 Terry Road, Smithtown
$990,000
4 Beds ⋅ 3 Baths ⋅ 1029417 MLS
Set on a beautifully landscaped 0.80-acre corner property, this custom Farm Ranch offers space, comfort, and exceptional versatility. A welcoming entry foyer opens to a recently renovated eat-in kitchen featuring a striking double-sided fireplace. The bright and airy den is surrounded by walls of windows, while the formal dining room provides easy access to the deck through sliding glass doors. The main level also includes a spacious living room with a custom window seat and a convenient powder room. The first-floor primary suite is designed as a private retreat, complete with a sitting area or home office, a walk-in closet, and an oversized bath featuring a soaking tub and separate walk-in shower. Three additional bedrooms and a full hall bath provide plenty of room for family or guests. The full, partially finished basement offers an outside entrance, laundry area, utilities, and abundant storage or expansion potential. Additional highlights include radiant heat, hardwood flooring, central air conditioning, in-ground sprinklers, Andersen windows, a 150-amp electrical service, generator hookup, updated paver walkways, a roof replaced in 2021, burner installed in 2020, and a hot water heater replaced in 2021. Ideally located near town beaches, Landing Avenue Golf Course, the LIRR, shopping, and dining. This spacious home offers endless possibilities and is much larger than it appears.

19 Eckernkamp Drive, Smithtown
$899,999
4 Beds ⋅ 2 Baths ⋅ 1028706 MLS
Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 10 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

41 Oak Street, Smithtown
$979,000
4 Beds ⋅ 3 Baths ⋅ 1029017 MLS
Under Construction – Your Opportunity to Own a Beautifully Renovated Home in Smithtown! Welcome to this stunning 4-bedroom, 2.5-bath splanch, currently under a full renovation with today's modern buyer in mind. Upon completion, this home will feature a spacious and modern layout with high-quality finishes throughout. With the main floor having a Beautiful modern kitchen and a formal dining room. Also a comfy den and half bath, The Second floor will have a very large living room/family room. Beautifully finished wood floors throughout with all new lighting and central air. New windows and crown moldings throughout. * Cover photo is an AI rendering of finalized renovation* On the 3rd floor The primary suite will include a full bath and walk in closet. The 3rd floor will also have a full bath plus 3 very large bedrooms The house also has a large fenced in yard perfect for entertaining! Finally beautiful landscaping finishes throughout will provide privacy and great curb appeal

30 Glacier Drive, Smithtown
$775,000
3 Beds ⋅ 2 Baths ⋅ 1027993 MLS
Welcome home! This pristine 3-bedroom, 2-bathroom Splanch sits perfectly on a flat, fenced .25-acre lot in a sought-after, sidewalk-lined neighborhood. Beautifully merging modern updates with exceptional energy efficiency, this residence is entirely turn-key. From the moment you arrive, the new double-wide paver driveway provides the convenience for parking multiple cars without the chaos. Enjoy the newer kitchen and updated bathrooms. Bright sliders lead directly from the home to a brand-new deck, perfect for summer barbecues and outdoor dining or relax by the warm gas fireplace in your inviting main living space. Stay comfortable year-round with efficient gas heating and central air conditioning in a home that is fully equipped with solar panels to drastically lower your monthly electric bills. This property is situated in the Smithtown School District. It offers easy access to the town's Main Street, dining, and shopping, as well as gorgeous state and county parks. Commuting is effortless and convenient to major highways and the Long Island Rail Road (LIRR). Everything you could want is waiting for you right here.

11 Sandalwood Drive, Smithtown
$725,000
3 Beds ⋅ 3 Baths ⋅ 1028158 MLS
Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This end-unit townhouse offers the perfect combination of comfort, style, and convenience with 3 spacious bedrooms, 2.5 bathrooms, and natural gas heating and cooking. The welcoming open-concept main level features a beautifully renovated eat-in kitchen with stainless steel appliances, a massive center island, abundant pantry storage, and seamless flow into the living and dining areas. Hardwood flooring extends throughout the first floor, which also includes a laundry room, powder room, and attached garage. Sliding glass doors lead to a private composite deck overlooking the peaceful greenbelt path, while established flower gardens add charm and privacy. The Upstairs, the expansive primary suite offers a private ensuite bathroom, two walk-in closets, and a versatile office or flex space. Two additional generously sized bedrooms, a full bathroom, and soaring vaulted ceilings complete the second level. Residents of Hidden Ponds enjoy exceptional amenities, including a clubhouse with a kitchen, movie/card room, fitness center, outdoor pool, tennis and pickleball courts, basketball court, bocce ball, playground, mailroom, extended driveway, and ample guest parking. Experience the perfect blend of comfort, convenience, and resort-style living in one of Smithtown’s most desirable gated communities.

300 Pond View Lane, Smithtown
$3,995,000
7 Beds ⋅ 6 Baths ⋅ 1022766 MLS
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown
$985,000
4 Beds ⋅ 3 Baths ⋅ 1028029 MLS
Welcome home to this stunning, meticulously maintained Colonial in the renowned Commack school district. Thoughtfully expanded with additional living space, this home offers room to grow, entertain, and unwind in style. Step outside into your own entertainer's paradise — a country club-worthy backyard featuring a sparkling saltwater in-ground pool (complete with a brand-new pump). Inside, quality craftsmanship shines throughout: gleaming hardwood floors, a cozy fireplace, energy-efficient Andersen windows, recessed lighting, and a sun-drenched skylight create a warm, elevated living experience. The spacious basement offers even more flexible space for a home gym, media room, or playroom. Outside, practicality meets curb appeal with a double-wide driveway, electric garage door opener, and three sheds for all your storage needs.

29 Sandy Hollow Drive, Smithtown
$1,699,000
5 Beds ⋅ 6 Baths ⋅ 1027754 MLS
Experience the pinnacle of luxury living on this sprawling 1.25+ acre equestrian-ready estate. Recently renovated to perfection, this five-bedroom, five-bathroom residence seamlessly blends sophisticated design with modern efficiency, featuring brand-new utilities and owned solar panels. The heart of the home is a dream kitchen, boasting radiant heated floors, a high-end Subzero panel refrigerator, custom cabinetry with integrated inserts, and a spacious walk-in pantry. Entertain with ease in the formal dining room or retreat to the quiet study, complete with floor-to-ceiling custom built-in bookshelves. The primary suite serves as a private sanctuary, featuring an ensuite, with a cozy fireplace, a custom vanity, a bidet, a standalone shower, and a deep soaker tub. Step onto heated floors in both the primary bath and kitchen for year-round comfort. Practicality meets convenience throughout the home, which includes three separate laundry rooms, a fully finished basement, and an oversized three-car garage. Step outside to your own private oasis, where the expansive grounds offer ample space for equestrian pursuits, complemented by a pristine inground pool perfect for summer relaxation. This property offers an unparalleled combination of style, comfort, and sustainable living. Schedule your private tour today.

14 Loft Road, Smithtown
$999,999
4 Beds ⋅ 3 Baths ⋅ 1026048 MLS
Come Live A Lifestyle in this very Desirable 24/7 Gated Golf Community with Amenities. This 4 Bdrm, 3 Bth Colonial style Home offers endless possibilities to make this the home of your Dreams! The Grand entrance foyer boasts a soaring 20 ft Ceiling/ chandelier on a power switch, as well as beautiful architectural moldings. The main level includes a Formal Living Room, Formal Dining Rm, Great Rm/Wood Burning Fplc, EIK/Beautiful Wood Cabinets, Full Bthrm, Office or 4th Bdrm & Mud Room. Double Sliding Doors from the Kitchen & Great Rm lead out to a pavered patio which overlooks tranquil views of the 2nd Fairway. The 2nd level features a Primary Bdrm /3 large Closets & Master Bthrm/Jacuzzi Tub, Double Sinks, Toilet & Linen Closet. There are 2 additional Over Sized Bdrms/ a Full Bathroom. The Laundry Rm is conveniently located on the 2nd Floor/Washer, Dryer & Slop Sink. This Beautiful Home Offers CAC, CVAC, Alarm System, Gas Heat & Gas Cooking, & Sprinkler system. The Lower Level offers a Full Unfinished Bsmt/9'Ceilings for Extensive Storage or to finish to your own Specifications. Residence of Stonebridge can enjoy a Heated Salt Water Pool, Tennis & Pickleball, Card & Exercise Room. HOA dues of $565.00 include Landscape maintenance, Snow Removal, Trash pickup & Water. Conveniently located next to Blydenburg Park/easy access to No.State Pkwy & LIE, McArthur Airport, Great Restaurants & Town Beaches.

103 Redan Drive, Smithtown
$869,000
4 Beds ⋅ 3 Baths ⋅ 1026666 MLS
Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering spaces, and a well-appointed kitchen designed for both entertaining and daily living. The generous primary suite provides a peaceful retreat, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy year-round comfort with an updated HVAC system, providing efficient heating and cooling throughout the home. Step outside to your private backyard oasis featuring a heated in-ground salt water swimming pool, expansive patio with gas BBQ connection , and beautifully landscaped grounds—perfect for outdoor entertaining or relaxing all summer long. Additional highlights include an attached two-car garage, a full basement offering abundant storage and future finishing potential, and pride of ownership throughout. Ideally situated in the award-winning Smithtown Central School District, the home is conveniently located near parks, golf courses, shopping, dining, beaches, major parkways, and the Long Island Rail Road. This is a rare opportunity to own a beautifully maintained home in one of Smithtown’s most sought-after neighborhoods, where classic Colonial charm meets modern comfort.

6 Navy Drive, Smithtown
$825,000
4 Beds ⋅ 2 Baths ⋅ 1026298 MLS
Welcome to this meticulously maintained 4 bedroom, 2 full bath expanded Cape situated on a beautifully landscaped, flat half-acre property. This warm and inviting home features a spacious living room with a fireplace, formal dining room, and hardwood floors throughout. Pride of ownership is evident in the many updates, including a new roof, newly renovated bathrooms, new air conditioner, Andersen windows, and updated 200-amp electric service. Custom kitchen cabinets with Corian counter tops, and butcher block center island. The detached garage offers ample storage and workspace, while the expansive property provides plenty of room for outdoor enjoyment. Combining timeless charm with modern conveniences, this exceptional home is conveniently located near parks, shopping, restaurants, and major roadways. All information deemed accurate but should be independently verified.

119 Brook Lane, Smithtown
$599,999
4 Beds ⋅ 1 Baths ⋅ 1024885 MLS
Welcome to 33 Laurel Drive, a charming cape nestled in the quiet, tree-lined neighborhood of Smithtown Pines. This home presents an exceptional opportunity for those seeking to make their mark on a timeless property with endless potential. Before stepping through the front door, you'll be greeted by a spacious 1/2 acre level lot that offers a peaceful retreat from the hustle and bustle. The expansive driveway can accommodate 8 or more cars, providing ample space for gatherings or simply for those who need the extra parking. Inside, the home offers four bedrooms, one bathroom and an office. The original hardwood flooring adds a touch of elegance and warmth, while the wood-burning fireplace creates a cozy atmosphere for those cooler nights. The property also includes two detached garages, perfect for storage or for those with a passion for projects. The full, unfinished basement features an outside entrance, offering potential for additional space or storage. The highly desirable Pines Section is a sought after gem in Smithtown, a vibrant community that boasts a variety of restaurants, shops, parks, and beaches. Outdoor enthusiasts will appreciate the proximity to golf courses, beaches, and hiking trails. Nearby Laurel Park, a local favorite boasts recently updated recreational activities including; playground, tennis, basketball, handball courts and benches to sit and relax. Major Parkways are easily accessible, making commutes a breeze. Now, imagine the possibilities. This home provides an incredible opportunity for first-time buyers or those looking to expand and customize their dream home. With low taxes and natural gas available in the street, the practicalities of this home are as appealing as its charm. Within this community, you're not just buying a home, but a lifestyle. Enjoy the tranquility of your quiet block, the convenience of nearby amenities, and the potential to create a home that truly reflects your vision. Welcome to 33 Laurel Drive, where charm, opportunity, and community come together.

33 Laurel Drive, Smithtown
$999,000
4 Beds ⋅ 3 Baths ⋅ 1020597 MLS
When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home! Showings by appointment only.

57 Brooksite Drive, Smithtown
$1,749,999
5 Beds ⋅ 4 Baths ⋅ 1023719 MLS
Welcome to Plymouth Estates, a 5 lot subdivision in the prestigious neighborhood of Smithtown, NY. This NEW CONSTRUCTION subdivision on a cul-de-sac offers 5 exceptional lots, with 5 bedrooms, 3 full bathrooms, 1 half bathroom, eat-in kitchen with a large center island, granite/quartz countertops, SS Appliances, double wall ovens, wine fridge, gas cooktop, mudroom with pantry, family room with gas fireplace, living room, dining room, office/study, hardwood floors, crown molding, raised panel molding, primary bedroom with en-suite bathroom, large soaking tub, walk-in closets, 4 additional large bedrooms, and laundry room. 2 car garage, full basement with 9ft. ceilings, egress window and 2 entrances. Taxes to be determined. Currently offering two models, The Villager and The Gazebo. Nestled in the heart of Smithtown, This stunning development promises luxurious living and convenient access to various amenities, including shopping, dining, schools, and recreational facilities. With easy access to major transportation routes, commuting and exploring the area is effortless. Enjoy privacy and tranquility in this exceptional newly built development. 200 amp service, 2 zone gas heat, central A/C, 75 gal. hot water heater, central vacuum, system. Don't miss the chance to establish roots in this remarkable neighborhood.

3 Greentree Court, Smithtown
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 1023260 MLS
Welcome to 20 Oak Tree Drive in the highly desirable Village of the Branch. Proudly offered by the original owners, this lovingly maintained 4-bedroom, 3-bath ranch has been cherished for many years and showcases true pride of ownership throughout. Set on a beautifully landscaped, park-like property, this spacious home offers comfortable one-level living with a functional floor plan designed for both everyday living and entertaining. Generously sized rooms, abundant natural light, a partial basement for additional storage or recreational space, and a two-car garage provide the perfect combination of comfort and convenience. With multiple living areas and a flexible layout, this home offers excellent potential for extended family living or a private space for Mom. Two separate entrances lead to the beautiful backyard, creating added convenience and versatility. Step outside and enjoy the stunning grounds, perfect for entertaining, gardening, or simply relaxing in your own private retreat. The mature landscaping and peaceful setting make this property truly special. Conveniently located near shopping, dining, parks, transportation, and all that Smithtown has to offer, this is a rare opportunity to own a well-cared-for home in one of the area’s most sought-after communities. Come see why this exceptional property has been loved and meticulously maintained by the same family for decades.

20 Oak Tree Drive, Smithtown
$929,000
3 Beds ⋅ 3 Baths ⋅ 1023162 MLS
Welcome to this beautifully updated home, originally built in 2004 and thoughtfully enhanced with quality improvements throughout just 5 months ago . Offering the perfect blend of modern updates and timeless comfort, this move-in-ready residence has had virtually everything replaced. Step inside to discover beautifully refinished hardwood floors that add warmth and elegance throughout the home. Enjoy peace of mind with all-new plumbing throughout, a brand-new roof just five months old, and a full suite of appliances that are only three months old. Each of the home's three bathrooms has been exquisitely remodeled just 5 months ago, using premium, top-of-the-line materials, creating luxurious spaces designed for everyday comfort.Additional highlights include in ground sprinklers, 200 amp electric, new high-hat lighting, efficient natural gas heating and hot water, central a/c, new paint, crown molding, along with a spacious two-car detached garage offering exceptional storage, workspace, or room for your favorite hobbies.Nestled on a quiet dead-end street and fully fenced within a highly sought-after school district, this home provides the perfect setting for peaceful living while remaining centrally located to shopping, dining, and the Long Island Rail Road just 1.6 miles away, making daily commuting both easy and convenient. Outdoor enthusiasts will appreciate the abundance of nearby recreational opportunities. Spend weekends exploring the scenic trails, fishing, or cross-country skiing at Caleb Smith State Park Preserve. Enjoy kayaking, river access, and a playground at Landing Avenue Park, or take advantage of the outstanding athletic facilities at Robert A. Brady Park, featuring baseball and softball fields, tennis and basketball courts, volleyball, and a roller hockey rink. With exceptional updates, an unbeatable location, this remarkable home presents a wonderful opportunity to enjoy modern living in an established neighborhood. Simply unpack and start making memories!

38 Hallock Avenue, Smithtown
$875,000
4 Beds ⋅ 3 Baths ⋅ 1015239 MLS
Well maintained Dutch Colonial on a corner lot in the beautiful Oakwood Forest neighborhood. This home is made for entertaining. Many upgrades throughout on the main floor and an office/flex space in the primary suite. Great closets! Your backyard oasis is ideal for barbeques or quiet dinners under the pergola or in the screened in porch, sitting around the firepit or swimming in the inground saltwater pool. Added highlights include solar panels for energy savings, 5-zone heating, tankless on demand water heater, updated bathrooms and kitchen. This house truly is a home!

16 Brook Lane, Smithtown
$1,499,999
6 Beds ⋅ 4 Baths ⋅ 1021652 MLS
Located in the in a highly desirable area of Smithtown sits this well maintained colonial…. Over 4000 sq ft of living area containing 6 true bedrooms, 3.5 bathrooms, a home office, a formal dining room, guest quarters (bedroom, full bath, living room) with a separate entrance, A sizable sitting room ( 18x25) containing a wood burning fire place, a separate living room and a wonderful screened in patio that can be accessed through the kitchen and the sitting room…. The landscaping of the home is just perfect!! Multiple sitting areas make it easy and fun to enjoy and entertain. A two car garage with electric car charging station, large driveway, close proximity to Town, LI Railroad and major highways just adds more value to this home.

10 Burham Drive, Smithtown
$1,374,000
4 Beds ⋅ 3 Baths ⋅ 1014247 MLS
Welcome to one of the most impressive properties to hit the market in The Pines. Set on a private half-acre of beautifully manicured grounds, this extraordinary contemporary ranch offers a perfect blend of luxury, comfort, and resort-style living—all in a beautifully landscaped, private setting. A long paved driveway leads to a spacious two-car garage and a grand entry foyer with soaring vaulted ceilings that create an unforgettable first impression. Inside, rich hardwood floors, custom moldings, skylights, and high-hat lighting create a warm, elegant ambiance, while central air conditioning throughout ensures year-round comfort. The sun-filled living room, highlighted by a stunning stone fireplace and skylights, features vaulted ceilings that enhance the open, airy feel. The formal dining room sets the stage for unforgettable gatherings. At the heart of the home is a breathtaking chef’s kitchen—boasting a massive granite island, farmhouse sink, custom cabinetry, premium Thermador appliances, and a bright dining area with a tray ceiling and a bow window overlooking the backyard oasis. Sliding glass doors open to a covered Trex porch, a patio, and a pool area—perfect for entertaining or unwinding. The luxurious primary suite is a true retreat—featuring a spa-inspired bath with vaulted ceilings, a jetted shower, and a spacious walk-in closet. The home also includes three full baths, a wet bar with a wine cooler, a mudroom with abundant storage, California closets, and a finished lower level with heating, air conditioning, egress windows, and a large walk-in closet. And then, there’s the backyard. This is your private resort—complete with a spectacular 40-by-20 heated pool, rock waterfall, integrated spa, and complete privacy thanks to specimen plantings, landscape lighting, and PVC fencing. With a covered Trex porch, oversized storage shed, and a commercial-grade Generac whole-house generator, this home is a haven of comfort and convenience. Move-in ready and impeccably maintained—this is a rare opportunity to own a slice of paradise. Don’t miss out—this dream home won’t last long!

6 Averly Place, Smithtown
$799,999
5 Beds ⋅ 3 Baths ⋅ 1021153 MLS
Beautiful well maintained five bedroom colonial. Tree lined street in Smithtown School District. Plenty of privacy in the backyard. Hardwood floors throughout, unfinished basement with cedar closet. Roof is eight years young, brand new boiler.

39 Sheryl Crescent, Smithtown
$599,000
2 Beds ⋅ 2 Baths ⋅ 1020096 MLS
Welcome to the sought-after Emory Ranch in the gated Hidden Ponds community. This one story condo offers a spacious and inviting floor plan with 2 bedrooms, 2 full bathrooms, an attached garage, and an overized driveway for guest parking. The sun-filled eat-in kitchen features a charming breakfast nook and flows into the open-concept living and dining areas highlighted by soaring vaulted ceilings that create an airy, spacious feel. The generous primary suite offers a walk-in closet, an en-suite bathroom, and the most beautiful peaceful pond views. The second bedroom provides flexiblity to serve as a guest room, home office or den. Upgrades include cac, water heater, garage door. Additional conveniences include a hall laundry closet, washer/dryer and attic storage. Relax and enjoy the serene setting from your private outdoor patio space . Hidden Ponds offers resort-style living with a fully renovated clubhouse, kitchen, movie/card room, mail room, fitness center, ping-pong, bocce, heated saltwater pool, tennis/pickleball courts, playground , and dog park in this pet-friendly community. Located off 347 for easy access to major roadways, Smith Haven Mall, and Main Street Smithtown. With its desirable single-level layout, attached garage, and easy accessible location within the development, this home offers comfort, convenience and easy living in one of Smithtowns most desirable communities. This community has it all!

91 Hidden Ponds, Smithtown
$999,999
4 Beds ⋅ 3 Baths ⋅ 1017743 MLS
Nestled on a quiet cul-de-sac, this timeless Colonial offers the perfect blend of comfort, elegance, and privacy. Featuring 4 bedrooms and 2.5 baths, the home showcases warm wood flooring, abundant natural light, and a neutral palette throughout. he spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, ample prep space, and a tiered breakfast bar that keeps family and guests connected. Formal dining and living rooms each feature their own fireplace, creating inviting spaces for gatherings and quiet evenings alike. Outside, the private backyard is a true retreat. Backing directly onto parkland, the property enjoys exceptional privacy and features an inground pool surrounded by wrought iron fencing, beautiful paver patios, and multiple seating areas for relaxing or entertaining. Completing the package are a large garage, generous driveway parking, and storybook style curb appeal that makes a wonderful, lasting first impression.

14 Sandpiper Court, Smithtown
$1,050,000
4 Beds ⋅ 3 Baths ⋅ 1017406 MLS
Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian facilities, making it an exceptional opportunity for horse enthusiasts, hobby farmers, or those seeking a peaceful retreat with endless possibilities. The charming home offers spacious living areas filled with natural light, generously sized bedrooms, and a flexible layout designed for comfortable everyday living. Outside, enjoy expansive open spaces, mature trees, and a tranquil setting rarely found on Long Island. A long private driveway provides ample parking and enhances the estate-like feel of the property. Whether you’re looking to enjoy horseback riding on your own property, simply embrace a lifestyle surrounded by nature, this one-of-a-kind Smithtown offering is not to be missed. Property Highlights: * 4 Bedrooms | 3 Full Bathrooms (2 bedroom 1 full bath on the first floor and 2 bedroom with 1 full bath located on the 2nd floor) * Recent updates: Oil Tank Replacement (2025) , Copper Pipes Installed (2026) * Private Horse Stable & Equestrian Facilities * Expansive Grounds with Open Space * Long Private Driveway with Ample Parking * High-end appliances (Wolf 36” six-burner range with pot filler, 42” paneled Sub-Zero refrigerator/freezer, Bosch ultra-quiet dishwasher, Sharp microwave drawer) * Conveniently Located Near the horse trails at Blydenburgh Park and minutes to Routes 347 & 454, easy access to Major Roadways.

45 Croft Lane, Smithtown
$799,803
4 Beds ⋅ 3 Baths ⋅ 1012271 MLS
Sprawling Ranch Situated On A Beautiful Half-Acre Property In The Heart Of Smithtown. This Well-Maintained Home Features 4 Bedrooms, 3 Full Baths, Hardwood Floors, Spacious Living Areas, And A Finished Lower Level With Outside Separate Entrance Offering Flexible Space For Recreation, Hobbies, Guests, Or Extended Living Needs. The Eat-In Kitchen Showcases Cherry Wood Cabinetry, Granite Countertops, And Ample Space For Everyday Dining And Entertaining. Enjoy A Formal Dining Room, Wood-Burning Fireplace, 16 x32 In-Ground Saltwater Pool With Outdoor Shower, Paver Patio, Deck, And Mature Landscaping. Additional Features Include In-Ground Sprinklers, Smithtown Water, Attached Garage, And Updated Systems. The Flexible Floor Plan Includes A Possible Fourth Bedroom Or Home Office To Suit Your Needs. Conveniently Located Near Shopping, Restaurants, Parks, And Transportation. Tax grievance letter is to inform you that we are in the process of professionally grieving the taxes at the above address. Based on our analysis indicates annual property tax reduction of approximately $3,200 a year. (Please see attached letter) If the case is won, a reduction would take place for the 2027/2028 tax year.. Move Right In And Enjoy Everything This Exceptional Property Has To Offer.

9 Dillmont Drive, Smithtown
$768,000
3 Beds ⋅ 3 Baths ⋅ 1013242 MLS
Move right in...76 Burlington Boulevard offers timeless modern comfort on one of Smithtown's most tranquil and sought-after neighborhoods in the Smithtown school district. This impeccably updated 3-bedroom, 3-full-bath residence showcases rich hardwood flooring throughout the spacious living room, formal dining room, and inviting family room, creating warm spaces for everyday living and entertaining. The thoughtfully designed layout is complemented by a very expansive, beautifully finished, lower level with designer tile flooring, offering exceptional flexibility and space for a media room, home office, play room, fitness studio, or guest retreat. A detached two-car garage with a low maintenance, long cement driveway and beautifully maintained property complete this exceptional offering. Ideally located just a few blocks from the vibrant shops, restaurants, cafes and everyday conveniences of downtown Smithtown, this home offers the perfect blend of tranquility and accessibility. Whether you're a growing family searching for a move-in-ready home or looking to downsize without sacrificing quality, space, or style, 76 Burlington Boulevard presents a rare opportunity to enjoy refined living in one of Smithtown's most sought-after locations.

76 Burlington Boulevard, Smithtown

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