Smithtown NY Single Family Real Estate, Homes for Sale

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

$999,999

4 Beds ⋅ 3 Baths ⋅ 994048 MLS

Welcome to 2 Crystal Court nestled on a private cul-de-sac in the heart of Smithtown! Step inside to a grand entry foyer, formal living room, an oversized dining room, family room w/ wood-burning FP, Eat-in kitchen w/ quartz countertops, custom-built cabinetry and SS Appliances and a convenient laundry Room w/ access to the two-car attached garage. Upstairs, you’ll find a spacious primary ensuite featuring a walk-in closet and a full bath with a tub, separate shower, and double vanity, three additional generously sized bedrooms and a full hall bathroom….the finished basement offers excellent versatility with a recreation area, utilities, and abundant storage. Step outside to your own private entertainer’s paradise! Enjoy an oversized Timber Tech deck, a fully lit multi-purpose sports court designed for endless recreation, whether it’s pickleball, volleyball, basketball, or other outdoor activities. Thoughtfully designed with a premium playing surface and surrounded by sleek, integrated lighting, it creates a true “center court” atmosphere after sunset while maintaining a polished, resort-like aesthetic during the day. After a day of outdoor fun, unwind beside the outdoor fireplace, where a dedicated sitting area creates the perfect setting for relaxing or entertaining….Additional features include natural gas heat, CAC (2 zones, 2023), a 50-gallon gas water heater, 200-amp electric, and an 8-zone in-ground sprinkler system. This smart home is fully integrated, allowing you to control heat, sound system, lighting, blinds, and more right from your phone. All this and more set on shy 3 quarters of an acre of beautifully maintained property….this is one you don’t want to miss!

2 Crystal Court, 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

$649,000

3 Beds ⋅ 3 Baths ⋅ 993736 MLS

**PRICE RESET AND TAX GRIEVANCE FILED(Letter in photos)** If you've been looking for a spacious home in Smithtown, with great bones and room to make it your own-without breaking the budget-THIS IS THE ONE! Lovingly maintained and full of RETRO CHARM -this 1972-built home is bursting with personality and untapped potential. From pink countertops and custom tile to lavender walls and carpeting, it’s like walking into a retro dream. With central air conditioning, electric heat, and central vac, this home offers a spacious center hall layout with a large living room, formal dining room with a sparkling Swarovski crystal chandelier and a spacious family room featuring slate accents and a wood-burning fireplace. A striking half bath with velvet wallpaper adds even more vintage charm. Upstairs, a winding staircase leads to three bedrooms and two full baths, including a primary bedroom with a walk in closet and bathroom with a dramatic oversized sunken tub. The home also features a full unfinished basement with outside access, a two-car garage with 1 garage door opener and with interior entry through the laundry room. This property sits on a private 2/3-acre flag lot with park-like grounds in a beautiful neighborhood off Milleridge Lane. Set back from Landing Avenue with a unique driveway beside 7 Milleridge Rd, this home offers privacy, space, and a rare opportunity. Located north of 25, this home is located near LIRR and near bustling main street, filled with restaurants and shops galore. For nature enthusiasts, parks and the Nisseqougue River are nearby. Restore or reimagine it entirely—either way, this is a one-of-a-kind property you truly have to COME SEE to believe. ***TAXES ARE OFFICIALLY BEING GRIEVED BY SELLER - LETTER IN PHOTOS- POTENTIAL TAX SAVINGS OF $2,700 IN ADDITION TO SMITHTOWN STAR BASIC*** **DIRECTIONS- ACCESS TO PROPERTY IS PRIVATE DRIVEWAY NEXT TO 7 MILLERIDGE LANE, OFF EDGEWOOD

214 Landing Avenue, 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

$999,000

4 Beds ⋅ 3 Baths ⋅ 991907 MLS

Prestine 4-Bedroom Colonial with FULL BASEMENT in the Smithtown School District! Welcome to this beautifully maintained Colonial offering the perfect blend of elegance, space, and comfort. A charming wraparound porch sets the tone as you enter into an impressive entry foyer with soaring ceilings and a bright, open feel. The home features high ceilings throughout, a spacious den with vaulted ceilings, a stunning stone fireplace with natural gas, recessed lighting, smart thermostat, central air conditioning, central vacuum, and detailed wainscoting and much more. The newer chef’s kitchen is designed for both everyday living and entertaining, complete with stainless steel appliances. A dedicated laundry room with custom built-in cabinetry adds convenience and functionality. The primary suite is a true retreat, featuring his-and-hers walk-in closets and a large private bathroom with double vanity. Additional highlights include a newer roof and a newly updated expanded driveway, providing ample parking and enhanced curb appeal. A huge unfinished full basement with high ceilings offers incredible potential for future living space, storage, gym, or recreation area.

185 Plymouth Boulevard, Smithtown

$1,499,990

4 Beds ⋅ 3 Baths ⋅ 992177 MLS

This is an incredible custom-built marvel nestled in the desirable Forestwood section of Smithtown. Constructed in 2016, this 4-bedroom, 3-bathroom home offers an impressive 4300 square feet of living space. Upon entering, you'll be greeted by a striking two-story entryway, leading you to a sprawling main floor adorned with radiant heated porcelain tiles. The expansive kitchen is a chef's dream, boasting high-end Thermador appliances, double oven, gas cooking, Cambria Quartz counters, and Medallion gold series cherry cabinets and a large center island. Adjacent to the kitchen is a den with vaulted ceilings and an electric fireplace encased in marble, custom moldings perfect for those cozy nights in. leading the the second floor is a Brazilian cherry custom staircase. Once upstairs, the second floor showcases Brazilian Cherry floors and a spacious primary bedroom equipped with an en suite featuring a Bain Ultra jacuzzi tub, Vale wall hung toilet, and Brizio fixtures. Two walk-in closets provide ample storage, with secret doors revealing additional storage space. For your convenience, a second-floor laundry room with a washing machine and gas dryer is provided. Outside, on over 1/2 an acre, the backyard transforms into a personal resort, featuring a propane heated saltwater custom 24 x 44 rolling lake inground pool with concrete walls and floor with vinyl liner, waterfalls, and a one of a kind outdoor kitchen. The surrounding patios are Travertine and bluestone and the landscaping create a tranquil oasis, perfect for entertaining or relaxation. There are so many special parts of this incredible backyard. The home also offers a three-car garage, with one bay designed to accommodate a future lift for additional vehicle storage. A built-in vacuum system makes car maintenance a breeze. The garage flooring is finished with garage tiles. In the basement, a theater room with surround sound and an electric fireplace provides an ideal space for movie nights. The is also a very large unfinished area of the basement. Located just a half block from Blydenburgh Park, the property is also conveniently close to LIRR, restaurants, and highways. This home is more than a residence - it's a lifestyle. A unique blend of luxury, convenience, and comfort, This is truly a one-of-a-kind property that is better than new.

10 Kingfisher 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

$999,999

4 Beds ⋅ 4 Baths ⋅ 988386 MLS

Welcome to 5 Supreme Court, Smithtown – Located in the Highly Sought-After Hauppauge School District with Low Taxes ($16,940). This spacious Post Modern home offers an exceptional layout with soaring ceilings and a dramatic 24-foot foyer entry, creating a grand first impression. The open floor plan features hardwood flooring, a bright and airy living and dining area, and a center island kitchen ideal for both everyday living and entertaining. Offering 4 bedrooms with an optional 5th bedroom or home office on the main level, this home provides flexibility to suit a variety of lifestyles. The primary suite features a double-door entry, and the home includes wood and ceramic flooring throughout. The full, finished basement with outside separate entrance (OSE) and full bath adds valuable additional living space. Additional highlights include natural gas, baseboard heating, central air conditioning and the property is set on a private cul-de-sac.

5 Supreme Court, 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

$745,000

3 Beds ⋅ 2 Baths ⋅ 986843 MLS

This is a charming, newly updated Colonial home that offers a blend of modernity and comfort. This residence boasts three bedrooms and two bathrooms, all of which have been meticulously renovated for your convenience. The house features a brand new architectural roof, ensuring durability and improved insulation. The windows have been replaced, providing an abundance of natural light that enhances the overall ambiance of the home. The kitchen, a true highlight of the property, has been completely overhauled and now boasts Beautiful Quartz countertops and stainless steel appliances, Gas cooking, offering a sleek and modern space for culinary exploration. The bathrooms have also been revamped, offering a stylish and functional space. The main level bathroom being brand new. The house is equipped with a new central air conditioning system, ensuring your comfort during the warm summer months. The flooring throughout the house has been beautifully refinished, with all-new laminate flooring on the second floor, adding a touch of elegance to the home. The large primary bedroom features a spacious walk-in closet, providing ample storage space. The property sits on a generous .38-acre lot, providing a park-like backyard space perfect for outdoor activities or simply enjoying the serenity of your surroundings. The large double driveway is ready for your personal touch, offering ample parking space. This home comes with the added benefit of very low taxes, only $9093 without the basic star, making it a financially smart choice. The property also features a full basement, offering additional space that can be adapted to suit your needs. Situated in the heart of Smithtown, this home is in close proximity to major highways, parks, and the LIRR, ensuring easy connectivity to the rest of the city. The local community is vibrant and welcoming, offering a variety of amenities for your convenience. Don't miss this unique opportunity to own a beautifully renovated, centrally located home in Smithtown. .

57 Juniper Avenue, 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

$1,175,000

3 Beds ⋅ 3 Baths ⋅ 980395 MLS

Love Where You Live! Enjoy a Country Club Life Style while Living in a Gated Golf Course Community/Ameneties. This is the Home that you've been waiting for..... This very RARE EDEN RANCH model offers 3 Bdrms & 2.5 Baths/a very Open & Expanded layout. The kitchen in this home offers an Eat in Area, Gas cooking, Stainless Steel Appliances, & Silastone Countertops. The Oversized Great Room has a Cathedral Ceiling, Gas Fireplace & Wood Floors thru-out. The huge Master Bedroom/Walk in Closet has built in closet system. The en suite Master Bathroom/Jacuzzi tub & 2 Sinks. The Full Unfinished Bsmt has High Ceilings, a Tankless Water Heater & Cedar Closet. There's a pavered walkway & pavered Driveway which leads to a 2 Car Garage/an oversized door. The expanded pavered patio in the back yard overlooks the 16th Fairway of the Golf Cousre/Pondviews.This Gated Community offers 24/7 Security, Saltwater Pool, Tennis/Pickleball, Cabana/Card & Exercise Room. Low HOA dues $565.00 includes Lawn Maintenance, Snow Removal, Garbage Pick up & Water.

30 Redan Drive, 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

$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

$1,250,000

5 Beds ⋅ 4 Baths ⋅ 975603 MLS

Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. This exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting. Boasting generous living space the home features a traditional and functional layout with a spacious Living Room, Dining Room, and inviting Den-perfect for everyday living and entertaining. The Kitchen with its Brazilian granite countertops offers generous space and serves as the perfect canvas to design the heart of your dream home. A beautiful feature of the home is a 280 ft expansive SunRoom extension, complete with hot tub, providing a unique space to unwind and relax all year long while overlooking the yard. Upstairs are 5 well appointed bedrooms including the Primary Bedroom with a huge ensuite full bathroom as well as an additional 1/2 bath. The backyard features a newly renovated 20x40 inground pool with new liner and all new coping (1 year old), and approx 3 year old filter, trex decking for low maintenance outdoor living, a beautiful pavillion to entertain under, and a gazebo. A 2 car garage, a young roof, an above ground 550 gallon oil tank, a 4 zone in-ground sprinklers, a tranquil rock waterfall, lightning rods and an expansive stone wall all around the front of the property. With its grand scale, coveted Smithtown location and proximity to the water, this is a rare find for someone to create a truly exceptional home in a prestigious neighborhood.

2 Three Pond Road, Smithtown

$849,000

4 Beds ⋅ 3 Baths ⋅ 977202 MLS

Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with Full Bath and Walk-In Closet, Country Club Yard, Prof. Landscaped, 20x40 In Ground Pool (5 Yr Liner, Loop-Loc Cover and New Filter), Widened Drive, Partial Garage Space for Storage, Property Tax with Basic Star $14,619.47. NOTE: Natural Gas Line in Street.

43 Hallock Avenue, Smithtown

$899,000

4 Beds ⋅ 3 Baths ⋅ 975582 MLS

Step inside this Beautiful & Spacious 4 Bedroom, 3 Full Bath Farm Ranch! This home features a beautiful open floor plan with an Updated EIK with Granite Countertops & Center Island, Spacious Great Room with Tons of Natural light pouring in ,Formal dining room, Recently Updated Bathrooms including a Main Floor Full Bath w/ Radiant Heated Floors, 1st floor primary bedroom and additional bedroom/office space and access to your 1.5 car attached garage w/ custom oversized 8ft high door.... Upstairs you will find 2 additional spacious bedrooms, full hall bathroom and walkup attic space with split AC/Heat unit (ready to convert to additional living space) The lower level offers ample storage, Laundry area, large recreation room w/ kitchenette and 5th bedroom....Additional features include...Hardwood Floors Throughout, Natural Gas Heat (4 Zones), Ductless AC (2024 Condenser), 50-Gal Natural Gas Hot Water Heater (2024), 200 Amp Electric w/ Generator Hookup, 8-Camera Outdoor Security System, Anderson Windows, Vinyl shakes, Roof (2001 - 1 Layer) & IGS (9 Zones)! All this & more... A true entertainer's delight, set on a half-acre of beautiful parklike property in gorgeous neighborhood of North Smithtown and just steps away from 50+ acres of beautiful trails at the Sweetbriar Nature Center!

16 Ursular Court, Smithtown

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 974379 MLS

Completely renovated luxury home in beautiful Smithtown. The exceptionally bright and airy interior features impressive vaulted ceilings that create a sense of grandeur throughout. The thoughtfully designed floor plan offers versatile living with 3-4 bedrooms and separate areas for entertaining and private life. The heart of this home is its expansive, fully renovated kitchen, showcasing a premium Wolf range, SubZero refrigerator/freezer, elegant white shaker cabinets, huge island for extra storage and seating, a pantry with rollout shelving, and stunning quartz countertops. The generous island provides the perfect gathering spot, while the open concept seamlessly connects to the living room with its inviting fireplace and sliding doors leading to the private outdoor space. Indulge in the massive primary suite, which features a spa-inspired bathroom with radiant heated floors (both bathrooms) and an enormous walk-in closet, offering comfort and luxury in every corner of this exceptional home. No expense was spared in the complete top-to-bottom renovation of this distinctive property. Recent upgrades include new siding, new roof, new HVAC system, new central air conditioning, new doors, including a stunning double front entry door, fresh paint throughout, and completely remodeled bathrooms. Smart home features include a smart thermostat and energy-efficient appliances and finishes for modern convenience (and savings!) Enjoy the professionally landscaped grounds on this generously sized lot featuring a beautiful paver patio perfect for outdoor entertaining and relaxation. The property also includes a spacious garage and an unfinished basement, providing ample storage space. Located in the highly regarded Smithtown School District, this exceptional home offers convenient access to shopping, restaurants, parks, and scenic hiking trails. This completely renovated luxury property offers features and finishes unlike anything currently available on the market. Schedule your private showing today.

1 Valley Avenue, Smithtown

$1,249,000

5 Beds ⋅ 5 Baths ⋅ 969109 MLS

Original owner, clean and well maintained 4000 square foot colonial on 1.2 acres in Point of Woods Section. Featuring 5 beds/4 baths including an ensuite bedroom with full bath on the first floor (see floor plan). Double height entry foyer with large open living spaces. Huge kitchen, dining and family room with wood burning fireplace. Full basement with outside entrance. Two car garage with long driveway for several cars. Move in as it is or renovate to your style and taste. Available for immediate occupancy.

144 Landing Meadow Road, Smithtown

$649,990

4 Beds ⋅ 2 Baths ⋅ 954218 MLS

This Renovated charming & cozy Smithtown home offers a warm, welcoming feel in a location buyers love. Featuring 4 bedrooms, 2 full baths, low taxes, and a 2-car garage, the layout provides flexibility for today’s living. Ideally situated near shopping, dining, and major roadways, this home presents a wonderful opportunity to enjoy Smithtown living while adding your personal touches over time.

81 Oakside Road, Smithtown

$2,599,000

6 Beds ⋅ 8 Baths ⋅ 952372 MLS

Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and stainless-steel appliances, formal dining rooms, living and sitting rooms, and spacious primary suites with baths. Additional living space includes two additional bedrooms and a full bath, plus a lower-level spacious guest suite, entertainment rooms, abundant storage, and outside separate entrance (OSE) with its own designated parking. Set on 1.09 beautifully landscaped acres with specimen trees, brick patios, decks and exterior lighting, a spectacular salt water heated gunite in-ground pool (approx. 43’ x 25’) with waterfall, spa, lighting, and natural rock diving board—perfectly positioned to capture sweeping river views. Enjoy evenings by the wood-burning fire pit, surrounded by nautical wildlife and breathtaking sunsets. Located in the highly sought-after Smithtown community, close to fine dining, boutique shopping, theatre, mall, Caleb Smith Preserve, Sunken Meadow Park, beaches, golf, and Smithtown schools. Smithtown offers a blend of tranquil suburban life, historic charm and easy access to parkways and the LIRR/NYC. Additional Features: 2-car garage, North Wing: electric heat exchanger, CAC, heat/AC, South Wing: 3 mini-splits, 5-ton compressor, oil burner, forced hot air/CAC, 60-panel solar system (shared by both wings), In-ground sprinklers, Central vacuum, Two propane tanks, Two fireplaces (one gas, one wood-burning), Two separate hot water heaters, Additional electric panels, Laundry room with slop sink and storage, Brick patio with built-in BBQ

2 Riverview Terrace, Smithtown

$1,550,000

4 Beds ⋅ 4 Baths ⋅ LP1439479 MLS

Last Home To Be Built In This Cul-de-sac. Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To Show~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:To BeBuilt

6 Keystone Court, Smithtown

$1,499,000

4 Beds ⋅ 4 Baths ⋅ LP1439480 MLS

Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To View~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:Tbb,Separate Hotwater Heater:Y

2 Vistas Circle, Smithtown

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