Smithtown Real Estate

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Newest Listings in Smithtown

$3,699,000

5 Beds ⋅ 8 Baths ⋅ 1037676 MLS

A Rare Opportunity to Create Your Custom Estate on Long Island Opportunities like this are exceptionally rare on Long Island. Set within one of the area’s most prestigious and private villages, this extraordinary new-construction estate offers the space, privacy and ability to customize that are increasingly difficult to find. Privately positioned on a breathtaking 2.35-acre wooded property with an additional one-acre private driveway, this impressive 7,000+ square-foot residence has been thoughtfully designed to combine timeless architecture with today’s most sought-after luxury amenities. Construction has progressed to the point where private tours can now be scheduled, while still offering the opportunity to personalize select finishes and make this remarkable home your own. A sweeping asphalt and stone driveway with cobblestone edging leads to the grand two-story traditional residence and oversized three-car garage. Inside, dramatic proportions immediately set the home apart, with a 20'6" two-story foyer and family room, 10-foot ceilings on the main level, a full 10-foot walk-out basement, and an elevator servicing all floors. The main level is designed for both everyday luxury and effortless entertaining. A spectacular chef’s kitchen features high-end Subzero separate refrigerator and freezer and Wolf appliances; subzero wine cabinetry and wet bar sub-zero, custom cabinetry with wood buildins, granite or quartz countertops, an expansive center island with prep sink, and radiant-heated porcelain floors. The soaring two-story family room is centered around a modern linear gas fireplace and coffered ceiling, while the formal dining room features custom built-ins and elegant millwork. A highly desirable **first-floor en suite** provides exceptional flexibility and convenience. The home also features a primary en suite wing along with 3 additional en-suite bedrooms, wide White Oak flooring, custom closet systems, radiant-heated floors, **two saunas and two steam showers**. Spa-inspired baths with premium Kohler fixtures complete the experience. Outdoor living is equally impressive. A covered rear porch with its own gas fireplace creates a beautiful setting for year-round entertaining, while a dedicated exterior-access full bathroom is ideal for a future pool. An in-ground pool is optional and may be customized to the buyer’s vision. The full 10-foot walk-out basement, complete with a full bathroom and outside entrance, offers tremendous possibilities for additional recreation, fitness, entertainment or guest space. Behind the beauty is equally impressive construction and infrastructure, including engineered wood-web floor joists, 400-amp electric service, natural gas, public water and seven oversized drywells. The home is also designed to accommodate a future generator and pool. Throughout the residence, wide White Oak hardwood floors, substantial moldings, custom millwork and an extra-wide staircase with open railings reflect the level of craftsmanship invested in every detail. More than a new home, this is an opportunity rarely available on Long Island: a newly built 7,000+ square-foot custom estate on exceptional acreage within an exclusive village — offering privacy, scale, luxury and the chance to make the finishing touches uniquely your own. *3D Reality Tours shown are examples of the builder’s previous work and are intended to demonstrate quality and craftsmanship; they do not depict this exact home.

550 Moriches Road, Head Of Harbor

$799,000

3 Beds ⋅ 3 Baths ⋅ 1026187 MLS

Magnificent Colonial features Entry foyer, Living rm, formal Dining rm currently used as a den, Eat in kitchen with Stainless steel appliances & plenty of cabinets, Laundry area with bonus closet space, 1st floor full bathroom. Bonus area on 1st floor currently used as a 4th bedrrom. 2nd floor features Large primary bedroom suite with a full bathroom & 2 additional s pacious bedrooms and 3rd updated Full baths. A Partial full basement with 2 crawl areas also. Backyard with mature trees for privacy.

21 Sailer Street, Saint James

$779,000

2 Beds ⋅ 3 Baths ⋅ 1044752 MLS

Recently renovated from bottom to top, this beautiful townhouse offers a prime location overlooking the pond in the desirable gated Hidden Ponds community of Smithtown. The bright and inviting open floor plan features high ceilings, plenty of natural light, a fireplace, formal dining room, and sliding doors opening to a private patio with peaceful pond views. Thoughtfully updated throughout with a brand-new kitchen and appliances, three beautifully renovated bathrooms, all-new windows and doors, new flooring and stairs, a new patio door, fresh paint, elegant crown molding, and new bedroom closets. The spacious primary suite offers large windows and a walk-in closet. A private laundry room and attached garage add everyday convenience. Enjoy resort-style amenities including a heated saltwater pool, fitness center, tennis, pickleball, basketball, bocce, shuffleboard, dog run, ping pong, and a renovated clubhouse with a fireplace and kitchen, also available for private gatherings. HOA $391/month. Beautifully updated, move-in ready, and a wonderful opportunity to enjoy the Hidden Ponds lifestyle.

230 Pond View Lane, Smithtown

$739,000

2 Beds ⋅ 3 Baths ⋅ 1044542 MLS

A wonderful opportunity to own the highly sought-after Greenwood model in Country Pointe, featuring two bedrooms, two and a half baths, perfectly positioned with a stand alone patio overlooking lush green space. This well-maintained three-story townhouse offers a one-car attached garage, full unfinished basement, and an inviting open-concept layout. The first level features beautiful hardwood floors throughout, and 9-foot ceilings The spacious living room is highlighted by crown molding and high-hat lighting, while the dining room overlooks the deck and has beautiful views of the rear green space. The inviting kitchen offers maple cabinetry, granite countertops, abundant counter space and storage, and a bright, sun-filled eat-in kitchen area. The second floor has a relaxing and inviting den, providing a versatile space to unwind, read, work from home, or enjoy quiet time. With its generous size and flexible layout, the den could also be converted into a third bedroom to accommodate changing lifestyle needs. The spacious primary bedroom features an en-suite bath and an oversized walk-in closet complete with a custom closet system. A second bedroom provides comfortable accommodations for family or guests and offers excellent flexibility. The full unfinished basement provides generous storage and the opportunity to be finished in the future for additional living space, recreation, or a home office. Enjoy the peaceful setting from your private patio overlooking beautifully landscaped green space. The attached one-car garage adds convenience, with additional community parking located nearby. The community is installing new roofs and gutters which will add significant value and provide peace of mind. Country Pointe offers true resort-style living with 24 hour gated security, heated saltwater pool, clubhouse, fitness center, tennis and pickle ball courts, playground and beautifully maintained grounds. The community is centrally located to area shopping, fine restaurants, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

29 Avery Court, Nesconset

$569,000

5 Beds ⋅ 3 Baths ⋅ 1045135 MLS

Calling All Investors and buyers looking to customize !!!! Located in the desireable Smithtown School District,this split level home offers- 5 bedrooms 3 bathrooms , a full finished basement with OSE. Endless Potential to renovate,update, or design to your taste!!!! Greatg Opportunity to bring your vision and unlock maximum value in a prime Nesconset location !!!! Home is being sold AS IS !

14 Roosevelt Avenue, Nesconset

$829,999

4 Beds ⋅ 3 Baths ⋅ 1035890 MLS

Incredible opportunity to own this magnificent 4-bedroom, 3.5-bath builder’s model Colonial, perfectly positioned on an oversized corner lot with driveway access along the side and located within the highly desirable Smithtown School District. Thoughtfully cared for and loaded with impressive features, this exceptional home offers Andersen windows, elegant sage cedar-impression siding on all four sides, a beautiful paving-stone walkway, welcoming stone front porch, and protected-view glass front door with an additional Pella storm door. The resort-style backyard is an absolute showstopper, featuring a fully fenced 16’ x 36’ in-ground chlorine swimming pool surrounded by Stampcrete, complete with a waterslide and diving board, plus an expansive lawn. The pool includes a Loop-Loc cover, Dolphin robotic pool cleaner, pool timer, and a liner and filter replaced in 2023. A large wood deck with a custom awning creates an incredible extension of the home for outdoor dining and entertaining. Step inside to a bright, open layout featuring beautiful hardwood and luxury vinyl flooring, custom moldings, and abundant natural light. The formal living room showcases a large Andersen bay window and flows into the heart of the home: a beautifully updated chef’s eat-in kitchen featuring high-end custom Starmark soft-close cabinetry extending to the ceiling, marble/granite countertops, subway tile backsplash, deep stainless-steel sink, 5-burner electric glass cooktop, stainless-steel GE double ovens, Whirlpool French-door refrigerator with ice and water dispenser, additional refrigerator pull-out drawer and bottom freezer drawer, Sharp built-in microwave, GE dishwasher, Lazy Susan lower corner cabinetry, under-cabinet disc lighting, frosted-glass cabinet interior lighting, hardwood window shutters overlooking the backyard, toe-kick heating, crown molding, high-performance kitchen exhaust fan vented through the roof, and tremendous cabinet and countertop space. The kitchen flows seamlessly into the spacious formal dining room with hardwood floors, chair rail, and wallpaper, as well as the den/great room featuring hardwood floors and a Lenox wood-burning fireplace insert with full chimney liner. An updated powder room completes the first floor. Upstairs, the enormous Primary suite offers hardwood floors, crown molding, a chandelier with dimmer, a walk-in closet, and a private spa-like bathroom with a glass-enclosed walk-in shower and radiant/electric heated flooring. Three additional spacious bedrooms feature hardwood flooring, Andersen windows, generous closet space, and select ceiling fans. The renovated second-floor full bathroom features a bathtub, custom light fixture, and toe-kick heat. The full finished basement adds approximately 1,000 square feet of versatile additional space with a full bathroom, bonus room/office with closet, and an oversized direct outside entrance. Additional highlights include RUUD central air conditioning, an Energy Kinetics System 2000 oil burner, 4-zone heating, a 2-car insulated garage, 200-amp electric with whole-home surge protector, in-ground sprinklers, multiple attic storage areas, Ring video doorbell and cameras, and so much more. This exceptional property delivers tremendous indoor and outdoor living space, extensive upgrades, and an impressive combination of comfort, functionality, and thoughtful design from front to back. The location adds even more to the lifestyle, just minutes from the Nesconset Gazebo, Nesconset Public Library, Charles P. Toner/Armory Park with walking trails, pickleball and tennis courts, playground, splash park and dedicated dog park, as well as Costco, BJ’s, Smith Haven Mall, CT Ferries, LIRR, wineries, beaches, parks, and an incredible selection of nearby restaurants.

255 Lake Avenue S, Nesconset

$850,000

4 Beds ⋅ 3 Baths ⋅ 1044068 MLS

Beautiful Updated Colonial in a Quiet, Friendly Neighborhood This spacious Colonial home features a fully updated kitchen with a center island, seamlessly opening into a generous formal dining room and an airy living room. A warm and inviting family room with a brick fireplace adds charm and comfort, along with a convenient half bath on the main level. A slider door leads out to a large deck overlooking a fully fenced backyard, complete with an inground pool and slide — perfect for summer fun and entertaining. Upstairs, you’ll find the home’s private living spaces, while the property sits on a quiet, friendly, and picturesque street, close to all shopping, major highways, and transit options for easy commuting.

14 Format Lane, Smithtown

$799,999

3 Beds ⋅ 3 Baths ⋅ 1042682 MLS

Welcome to this updated ranch in the heart of Smithtown, offering a wonderful blend of comfort, versatility, and indoor-outdoor living. Upon entry, you’ll immediately notice the abundance of natural light streaming through a wall of windows overlooking the private backyard. The outdoor space is designed for relaxation and entertaining, featuring a saltwater in-ground pool with diving rock, water sprays, and a waterfall, a paver patio, Trex deck, and awning for additional shade and covered enjoyment. Inside, the living room flows into an L-shaped dining room, while the kitchen features warm dark maple cabinetry, granite countertops, and stainless steel appliances. A conveniently located laundry room off the kitchen provides direct access to the two-car garage. The primary en-suite offers a walk-in closet, additional closet, and private full bath with shower stall. Two additional bedrooms share a spa-inspired hall bathroom featuring a vaulted ceiling, whirlpool tub, separate shower stall, and oversized vanity. The finished lower level provides additional living space with a recreation room featuring a wood-burning fireplace, office/possible 4th bedroom, and half bath. The unfinished portion offers utilities and ample storage. Additional features include hardwood and Laminate flooring, central air conditioning, in-ground sprinklers, 200-amp electric, and a two-car garage. Conveniently located just minutes from the train station, St. Catherine of Siena Hospital, shopping, dining, and all that Smithtown has to offer.

59 Derby Place, Smithtown

$650,000

2 Beds ⋅ 2 Baths ⋅ 1042904 MLS

Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This spacious end-unit ranch townhouse offers the perfect combination of comfort, convenience, and easy one-level living. A welcoming foyer leads into the eat-in kitchen with an electric cooktop and the convenience of an in-unit washer and dryer. The open-concept living and dining area showcases a cozy fireplace, soaring ceilings, and sliding glass doors that open to a private oversized patio overlooking tranquil pond views. Tile and carpeting flow throughout the living spaces and bedrooms.The home offers two generously sized bedrooms and two full bathrooms. The primary bedroom features a walk-in closet and private en-suite bathroom, creating a comfortable and functional retreat. Residents of Hidden Ponds enjoy an exceptional array of amenities, including a clubhouse with a kitchen, movie and 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.

59 S Pond Lane, Smithtown

$759,000

4 Beds ⋅ 4 Baths ⋅ 1042725 MLS

Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on .25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in love!

23 Dale Lane, Smithtown

$759,900

4 Beds ⋅ 3 Baths ⋅ 1043024 MLS

Welcome to this spacious 4 bedroom with 2.5 baths Raised Ranch offering plenty of room to enjoy. This home boasts beautiful hardwood floors and a wood burning fireplace creating a warm and inviting atmosphere. The home features year-round comfort with gas heating and central A/C. The lower level has additional living space for entertainment with an outside entrance. The garage was converted to additional versatile living space. Step outside to your own backyard retreat featuring a deck and above ground pool which is perfect for relaxing on summer days. Ideally located in close proximity to Gaynor Park, schools, Lake Ave shopping and the train station for your convenience. This is a true dream to call home!

49 McKinley Street, Saint James

$649,999

2 Beds ⋅ 2 Baths ⋅ 1043012 MLS

Welcome to 51 Deer Valley Drive, a stunning home in the highly sought-after Country Pointe gated Community in Nesconset. This beautifully maintained Belmont Ranch offers the perfect balance of comfort, style, and an open, inviting floorplan ideal for everyday living and entertaining. This desirable first-floor end unit features a seamless flow throughout, highlighted by high ceilings and elegant chandeliers that truly enhance the home's beauty and character. Recent improvements include new flooring, LED lighting, newer central air conditioning, refrigerator, fresh paint and much more. Located within the Smithtown Central school district, this 24 hour gated community is surrounded by professionally manicured grounds and plenty of amenities including two tennis courts, a heated saltwater pool, bocce, pickleball and a playground. Move-in ready and meticulously maintained, this exceptional home offers the opportunity to live close to all shopping, restaurants and transportation while enjoying Country Pointe Lifestyle. Home may be conveyed fully furnished or unfurnished, subject to seller approval.

51 Deer Valley Drive, Nesconset

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.