Modern Luxury Meets Heart-of-Town Convenience! Step into a meticulously updated retreat at 55 Waverly Avenue. This stunning 4–5 bedroom residence welcomes you with a beautifully designed modern kitchen and sleek, newly renovated bathrooms. The flexible floor plan adapts effortlessly to your lifestyle, perfect room for a home office, guest suite, or creative space. Completely move-in ready and just moments from the vibrant center of Smithtown, you’ll enjoy premier shopping, gourmet dining, and easy commuting right at your doorstep. Your dream lifestyle starts here!
Welcome to Smithtowns jewel in the rough. This home needs love but offers so much value for the price. This Cape Cod home boasts 4 bedrooms , 2 full bathrooms , 2 kitchens , formal dining room , full basement with outside entrance , semi in ground pool , pool house , carport , 2 driveways all sitting on a half acre lot on a quiet street in Smithtown township . This is the starter home you've been waiting for !
Coming Soon! Well-maintained split-level (Split Ranch) home situated on a large 16,000 SF lot, offering approximately 1,924 SF of interior living space. This 4-bedroom, 1.5-bath residence features a spacious foyer entry, cathedral ceilings in the formal living room, and a family room with fireplace, perfect for comfortable living and entertaining. First Level: Living room, dining room, kitchen, and 1 full bathroom Second Level: Family room with fireplace Third Level: 4 bedrooms and 1 full bathroom The upgraded eat-in kitchen (2021) includes granite countertops and stainless steel appliances. Major improvements include a new driveway and walkway (2025), 22 SEER heat pump and AC system (2022), and roof, siding, PVC fencing, gutters, and above ground 30x30 pool with Hayward motor/filter (2015). Additional highlights include oil baseboard heat, 200-amp electric service, two-car garage with new garage door openers, 6-zone in-ground sprinkler system, 12x12 outdoor shed, wireless upgraded home security system, and a 2-stage snowblower left by the seller. Enjoy an oversized fenced backyard with pool, central air conditioning, and automatic sprinkler system. Low annual property taxes of $14,338. Priced to sell at $778,333. Located in a quiet residential neighborhood within the highly regarded Smithtown School District, zoned for Smithtown High School West, Accompsett Middle School, and Accompsett Elementary School. Convenient to the Long Island Expressway (LIE), Smithtown LIRR station, parks, shopping centers, Trader Joe’s, Stop & Shop, and a variety of restaurants. A rare opportunity to own a move-in-ready home offering space, modern upgrades, and a prime location.
Looks can be deceiving...Welcome home to this beautifully updated, sprawling expanded ranch where space, light, and comfort come together effortlessly. Offering 3–4 bedrooms and 3 full baths, this home is thoughtfully designed to adapt to every stage of life. Sunlight pours through oversized windows, filling each room with warmth and energy. The heart of the home is the inviting eat-in kitchen with center island, stainless steel appliances, and wine cooler, perfect for morning coffee, dinners, and effortless entertaining. The expansive great room flows seamlessly to sliding doors that open to an oversized deck and a large, private backyard, creating the ideal setting for indoor-outdoor living and unforgettable gatherings. Flexible living spaces offer endless possibilities, including a potential home office, guest suite, multi-generational living setup, or private retreat. From the charming front porch and new driveway to beautifully updated bathrooms, boiler, and central air, every detail has been carefully upgraded for comfort and peace of mind. This isn’t just a house, it’s a place to grow, gather, work, relax, and create lasting memories for years to come.
Colonial in desirable Forest Woods Development has hardwood floors throughout. Primary bedroom with walk-in closet & Primary bathroom. The three additional bedrooms with ample closets & hardwood floors. Banquet size Dining Room & Formal Living Room with picture window and warm & cozy fireplace. Kitchen with granite, double ovens and stove top. Sliders lead into Sunroom. Pull down attic stairs. Two zone oil heat and Central Air. Fenced in yard with a dog run. In-ground sprinklers. Outside kitchen garden. Laundry Room with new washer & additional storage with built-in shed and a two-car garage. Conveniently located to park, hiking, stores and restaurants.
Welcome to this completely renovated and expanded split ranch located in the highly sought- after Smithtown School District. Meticulously rebuilt taken down to the studs, with no detail overlooked. This stunning home offers 4 spacious bedrooms and 3 full bathrooms, including an impressive primary suite with a spa-like ensuite bathroom and 2 oversized closets. Show stopping kitchen, complete with over-sized island Taj Mahal quartzite countertops, brand new GE Cafe Stainless Steel appliances, wine fridge, walk-in pantry closet and white oak herringbone wood floors flowing through the kitchen and dining area perfect for entertaining. A large den and finished basement provide abundant living and recreational space. Outdoors, enjoy a generous backyard with endless potential. Electric has already been run to the shed with a dedicated sub panel, making it pool, gazebo or outdoor kitchen ready. With new roof, siding, plumbing, electric, HVAC, windows, PVC Vinyl fencing and 8 zone In-Ground Sprinklers this home offers peace of mind and luxury of new construction. A rare opportunity to own a truly turn key, high end home in a prime Smithtown location.
Welcome to 14 Hills Park Lane ~ Smithtown, NY. Located in the The Pines, a highly desired location with beautiful properties and proximity to major roadways and shopping, this expansive four bedroom ranch sits beautifully on a full usable acre+ lot with mature trees and landscaping. A graceful paver walkway leads to the covered front porch and welcomes you in to its generous entry foyer. At this point, you will feel the expansive qualities of this home ~ wide hallways, large bright living room and banquet size dining room. The handsome eat in kitchen was tastefully updated in 2018/19 with new cabinetry, quality appliances, and quartz counters and has a separate pantry, and laundry room with outside entrance. A separate cozy Den with brick fireplace and wood burning insert adds additional living space and opens to the back yard. The bedroom wing of the home provides three ample bedrooms that share a tremendous main bath and also houses the spacious primary suite with walk-in closet and private bath. A mid-century style open staircase leads to a basement full of potential with main recreation room, baths, office with outside entrance and access to the one car garage. The private fully fenced 1.01 acre backyard offers a two level paver patio, one with newer awning and generous open yard spaces that surround the As-Is Gunite pool. Beautiful hardwood floors, newer Anderson windows in most of the home, whole house fan, 200 amp service, Many updates include roof(2022), heating(2012)and central air(2005) Paver patios, fencing and awning(2022) *approximate dates Hauppauge Schools Please note taxes updated for 2026...with STAR $13,904.55
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.
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
Welcome to 4 Chelsea Drive, Smithtown! Set within the desirable Windcrest Community sits this beautifully maintained 2 bedroom, 2.5 bath Townhouse that offers an open concept living room with fireplace, an updated kitchen with stainless steel appliances. Hardwood floors throughout the first floor, Upstairs, Primary en-suite with Updated Bathroom, 2 WIC's. Generous size 2nd Bedroom and 2nd Full Updated Bathroom. Carpeting upstairs. Additional updates include Tristate windows installed in (2014), Sliding glass door (2019), Heating (2022), Water heater (2023), CAC units, upstairs unit (3 years) and downstairs unit (10 years) Carpeting Upstairs. One car attached garage and a full basement with plenty of storage!! Enjoy the great Community amenities that Windcrest has to offer including an in-ground salt water pool, tennis courts, clubhouse and gym.
Opportunity Knocks ! Great Bones on this Colonial/Splanch with 4 Bedrooms, 1.55 Baths, 2 Car Garage. Wood Floors, Updated 150 Amp, Desirable Gas Heat with Burham Furnace, Separate HW Heater, IGS-Front, Roof Updated, Blue Ribbon Commack Schools, Great Views in the yard, Looking for A Home to Customize as Yours? This is your Home, Call Today !
Welcome Home To 17 Thide Court In Smithtown. This Luxurious 3495 Sqft Colonial Is Set On A Quiet Cul De Sac In The Desirable Heart Of Smithtown. Located Within Minutes Of The Smithtown Landing Country Club & Golf Course. As You Step Inside To A Large Entry Foyer With Hardwood Floors & Custom Windows, Youll Notice Crown Molding Throughout, a Formal Living Room, Eat In Kitchen With Center Island, a Formal Dining Room Featuring A Large Bay Window, Cozy Family Room With Wood Burning Fireplace/Brick Accent Wall, Half Bathroom, Laundry Room With Wash Sink, Four Season Room With Hot Tub & Sauna, Attached Two Car Garage. Second Level Boast Grand Primary Suite With Its Own Sitting Room With Built In Shelving, Private Balcony, Double Walk In Closets, Full Primary Bathroom With Jacuzzi Tub Featuring A Stained Glass Window, Walk In Shower And Double Vanity. Four Additional Bedrooms With Hardwood Floors, Main Full Bathroom With A New Shower And Craft Closet. In Addition, A Finished Basement With New Carpeting, Built In Wall Unit, Playroom, Storage & Utilities. Home Features a Wired In Generator, Full House Water Filtration System & An Alarm System. Scenic Backyard Offers Brick Patio With Pergola, Outdoor Kitchen With Gas BBQ And Sink, Fenced In Semi In Ground Pool (Heated) Surround By Updated Composite Decking And PVC Railing, Large Shed With Lighting & Water Plus Much More! This Beautiful Home Is A Must See!!!
Incredible Opportunity! Gorgeous Victorian on ½ Acre in Hauppauge School District Beautifully maintained Victorian home situated on a spacious ½-acre lot within the desirable Hauppauge School District. This property features an oversized expanded blacktop driveway and a detached two-car garage. Enjoy outdoor living on the charming front porch or the custom paver patio—perfect for relaxing or entertaining. Inside, the home offers an open floor plan with new laminate flooring, fresh paint, and updated light fixtures. The updated kitchen features gray cabinetry, subway-tile backsplash, stainless-steel sink, recessed lighting, and ample cabinet and counter space. The custom main bath includes a barn door, floor-to-ceiling tile, and a stand-up shower. Spacious bedrooms throughout, including an oversized bedroom with walk-in closet. The second-floor full bath features a tub with classic subway tile. The fully finished basement includes an outside entrance, possible second kitchen, and a full bath with both tub and shower—ideal for extended living or guest space. Additional features include a separate hot water heater. A must-see property offering space, charm, and modern updates!
Beautiful 4-Bedroom, 2-Bath Home with Exceptional Amenities in Royal Oaks, SmithtownWelcome to a home that feels like a private retreat while staying close to everything Smithtown has to offer. This beautifully maintained 4-bedroom, 2-bath raised ranch blends comfort, flexibility, and thoughtful upgrades in a setting designed for everyday living and effortless entertaining.Sunlight greets you at every turn, beginning with a charming front sunroom that creates a welcoming first impression and a perfect spot to unwind year-round. Toward the back of the home, a second sunroom with a natural gas fireplace becomes the heart of the house. French doors open to the upper deck, overlooking the pool and backyard, creating a seamless indoor-outdoor flow that’s ideal for gatherings or quiet evenings at home.The backyard is its own destination. Enjoy a heated in-ground saltwater pool, hot tub, cedar sauna, and gazebo, all surrounded by mature landscaping supported by in-ground sprinklers. Whether hosting summer get-togethers or enjoying peaceful moments outdoors, this space invites you to slow down and stay awhile.Inside, the home offers two full kitchens with all appliances included, providing exceptional flexibility for extended family, guests, or multi-generational living. Recently renovated bathrooms elevate everyday comfort with heated floors, a heated towel rack, a jacuzzi tub, and an oversized shower with body-massage jets.Additional highlights include newly insulated exterior walls and attic for year-round efficiency, a whole-house water filtration system, and a professionally installed surveillance system for added peace of mind.Move-in ready and thoughtfully upgraded, this home delivers comfort, privacy, and lifestyle in one of Smithtown’s desirable neighborhoods.
Welcome to 5 Lincoln Avenue, Smithtown! This large colonial offers the perfect blend of timeless charm and modern updates. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home provides exceptional comfort for today’s lifestyle. Step into the giant en-suite retreat, complete with a luxurious jacuzzi and walk-in closets—a true sanctuary for relaxation. The updated kitchen boasts granite countertops, modern finishes, and ample storage, seamlessly opening to the formal dining room, perfect for gatherings and special occasions. Entertain with ease in the expansive den, designed for both cozy nights in and hosting friends. Additional highlights include a detached two-car garage, ensuring plenty of parking and storage. Don't miss out on this one.
Welcome to 7 Riverview Terrace, an exceptional waterfront residence. Every inch of this home reflects modern Long Island luxury, designed for those who appreciate architecture, innovation, and tranquility in perfect harmony. With sweeping views of the Nissequogue River and a sense of privacy that feels worlds away, this home defines the North Shore lifestyle at its highest level. From the moment you enter, you sense the difference. White Brazilian oak flooring, radiant heat, and expansive glass design elements create a space that feels both luxurious and livable. A custom glass-walled wine cellar with matching glass flooring showcases craftsmanship that doubles as art. The chef’s kitchen flows effortlessly into the open living and dining spaces, where walls of glass invite in natural light and breathtaking river views. Whether hosting a dinner party or enjoying a quiet morning, every room feels designed for connection and calm. Technology enhances the experience at every turn with CAT 7 wiring, a Wi-Fi 7 whole-home network, and a high-tech security system complete with integrated cameras, motion sensors, and smart-home automation for lighting, temperature, and entry. This home doesn’t just impress visually it performs intelligently. The grounds were designed for both relaxation and entertainment. A heated in-ground pool, surrounded by Nicoloc pavers, retaining walls, and manicured landscaping, offers a private oasis for year-round enjoyment. Multiple balconies and terraces overlook the water, allowing you to take in the sunset from nearly every angle. The exterior pairs stucco siding with architectural lighting and a three-tab asphalt roof, combining durability with timeless appeal. This home combines privacy, sophistication, and convenience. Residents enjoy easy access to Smithtown Landing Golf Course, Sunken Meadow Beach, Stony Brook Village, and the Long Island Rail Road for quick travel to both NYC and the Hamptons. This is a rare opportunity to own a Long Island waterfront home where every element, design, location, and technology works in harmony to create an extraordinary living experience.
Wonderful, Spacious Hi-Ranch In The Highly Sought After Smithtown School District! Come And Make It Your Own! Mother/Daughter Potential With Proper Permits! Will Not Last!!!!!
Great Opportunity with OVER 2 Acres in Prime Smithtown Location. Possible Sub Division, Horses, Dog Kennel, Family Compound, Landscapers, Tree Companies, Endless Room for Growth Here ! Current Home is Cape with 4 Bedrooms and 2 Baths, Detached 40x30 Garage in Rear, Circular Driveway, 200 Amp, Low Line Cesspool, Room for Extended Family, Smithtown Schools and MORE !
Welcome to 109 Oakside Dr., your dream equestrian retreat, set on 2 scenic acres in the heart of Smithtown. This updated 4-bed, 3.5-bath ranch blends easy single-level living with true equestrian amenities. An eat-in kitchen with granite counters and stainless appliances opens to a spacious family room anchored by a stone fireplace. Throughout the home you’ll find hardwood floors, custom millwork, and recessed lighting. The private main bedroom offers direct access to a low-maintenance Azek deck overlooking a serene backyard with outdoor fireplace, waterfall, and koi pond. A finished basement adds flexible recreation/storage space. For horse enthusiasts: a meticulously maintained barn with 4 heated stalls, tack room, washroom, and hayloft; plus a PVC-fenced paddock with lighting and irrigation for year-round care. Move-in ready and thoughtfully appointed—an exceptional property where comfort, convenience, and equestrian living come together.
This expanded cape home featuring a unique floorplan with two separate living spaces, offering four bedrooms, three full baths, and two half baths on a flat quarter-acre lot with mature fig trees. An inviting front porch leads into the entry hall to the open concept living room, dining area and updated chef’s kitchen with a eat in space. The kitchen showcases granite countertops, custom cabinetry and commercial range along with access to a half bath. The main level includes two bedrooms, a full hall bath, second half bath and a spacious great room featuring cathedral ceilings, many windows and sliding glass doors to the deck and fenced yard. The laundry area and attached two-car garage complete this floor. A staircase from the kitchen leads to the second floor to the primary bedroom and an additional bedroom each with generous closets and an ensuite full baths. The partial basement is unfinished with ample storage and utilities. This home offers three pull-down attics, a new roof, three-zone central air, gas heat, a generator hookup, Andersen windows, 200 amp electric, in ground sprinklers and driveway parking for multiple vehicles. With its versatile layout and abundant storage, the possibilities are endless! Accessory dwelling unit possible with proper permits. Don't miss this special home located in the Smithtown school district with lots of updates.
Welcome to 30 Lone Oak Path, a grand haven nestled in the heart of the highly sought hamlet of Smithtown Pines. This exquisite home offers the opportunity for multi-generational living, it is an expansive and distinctively designed custom-built 6500 plus square foot home sits on a one plus-acre lot. Open the double front doors and step into an exquisite open concept first floor grand entry foyer featuring soaring ceilings, and great natural light. The custom kitchen cabinets with LED undermount lighting and stainless-steel appliances are sure to delight any culinary enthusiast. You will be amazed by the expansive living room, dining room, and custom marble fireplace. This stunning home boasts a generous count of 8 large bedrooms and 6 luxurious baths, with the convenience of first-floor laundry, where comfort meets convenience at every turn. This flowing design offers cathedral ceilings, and oversized picture windows with retractable blinds that make this home a symphony of space and light. The wood-burning custom marble fireplace and designer staircase add a touch of elegance while the two dining areas one with a second staircase that leads to the game room are perfect for hosting large gatherings. This home showcases a grandiose primary suite with separate sitting room, fireplace, oversized primary bedroom with barn door sliders and soaring vaulted ceilings, walk in closet, and a spa-like ensuite bathroom. Across the hall, you will find a second primary suite complete with an ensuite bath that is perfect for hosting guests. This home also includes a fully finished basement with a separate entrance, in-law suite with two bedrooms and full bath. Drive up and park on your oversized circular driveway with a two-car garage with additional built in storage closet. . Step outside to discover a private oasis complete with an in-ground pool with new liner, custom-built pool house, and a large patio that sits under a retractable awning. The fenced backyard is an entertainer's dream, offering a sauna, fire pit, and ample room for outdoor festivities. Complete with separate guest quarters for visitors, an expansive backyard with room to add a tennis court, recreation area or any amenities that you can imagine! This is a rare find and must be seen to be appreciated!
Welcome to 48 River Heights Dr., a true masterpiece located in beautiful North Smithtown! This luxurious home has been custom-designed, built, and renovated in 2007 and 2025 by the current owner. Luxury and functionality depict this beloved home. This home is turnkey ready and waiting for you to make your cherished memories in this very special home! (5) Bedroom (4) Bath & Office 4,800 SF - IG Pool - Flat 0.52 Acres Chef’s Kitchen (2 dishwashers), Butler’s Pantry, Great Room, Dining Room, Master Bedroom Suite, Laundry Room (2 washers 2 dryers), Office, (3) Custom Baths, Cedar Closet, Newly finished Basement, Hardwood floors throughout, ALL BRAND NEW!! (2025): Brand new driveway with Belgian block apron and edging Pool liner, granite slab pool coping, 24x24 Italian porcelain pavers surrounding pool and walkways, granite slab and cultured stone sitting wall, (3) pier mount lighting fixtures, granite slab gas fire pit, and granite slab steps Finished basement: wall-to-wall carpet
Charming 5-Bedroom Smithtown Home with In-Ground Pool Welcome to 16 Wildwood Lane, a spacious and classic single-family residence in desirable Smithtown, NY. This well-maintained home offers 5 bedrooms and 3 full bathrooms across 2,204 square feet of comfortable living space — perfect for both everyday living and entertaining. Step inside to discover a thoughtful layout with ample room for family and guests. The interior includes essential appliances — cooktop, washer, dryer, and refrigerator — and cozy living areas ready to become your own. Set on a generous 10,019-square-foot lot, the property features an inground pool, ideal for summer gatherings and outdoor fun. A long driveway provides convenient off-street parking. Located in the Smithtown Central School District, this home offers access to highly rated schools including Smithtown Elementary, Accompsett Middle School, and Smithtown High School — a big plus for families. Built in 1958, this home blends traditional charm with the potential for personalization and upgrades. With easy access to local amenities, parks, and major commuter routes, this property is a rare find in a coveted neighborhood.
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
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

Smithtown is located in New York. Smithtown, New York 11787has a population of 116,560. Smithtown 11787 is more family-centric than the surrounding county with 37.18% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Smithtown, New York 11787 is $138,137. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Smithtown 11787 is 45.2 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 23.5 degrees. The average rainfall is approximately 46.9 inches per year, with 27.5 inches of snow per year.