Smithtown NY Real Estate, Homes with Pool for Sale

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, a newer Burnham oil burner, 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

$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

$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

$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

$1,549,000

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

$969,000

4 Beds ⋅ 3 Baths ⋅ 1018979 MLS

Welcome to 39 Merrivale Drive, a beautifully updated 4-bedroom, 2.5-bath expanded ranch located in one of Smithtown's most desirable neighborhoods. From the moment you step through the inviting entrance foyer, sunlight pours in through the skylight and soaring picture windows. This home blends comfort and style at every turn. The Eat in kitchen shines with granite countertops, updated appliances and a skylight. The formal living room dazzles with two floor-to-ceiling picture windows that frame the professionally landscaped grounds. A sunken den invites cozy evenings beside the wood-burning fireplace. Spacious primary suite, with brand-new full bath. Three additional bedrooms and 1.5 freshly updated bathrooms offer room for everyone. Stunning sun-soaked three-season room lends to more entertaining space. Step outside to your private resort-style yard where a saltwater in-ground pool with a new liner awaits. Perfect for summer days and unforgettable gatherings. Full finished basement offers endless possibilities—media room, game space, or extra entertaining area. The possibilities are endless. The full attic and 2-car garage provide ample storage. Multi car driveway. Updated high-efficiency Navien heating system ensures year-round peace of mind. New CAC System, 11 Zone IGS Genrator 200 Amp Elec. Ideally located near Blydenburgh County Park, Stonebridge Golf Course, shopping, and major highways, this exceptional home delivers the perfect balance of tranquility and convenience. Don't miss your chance to make it yours! Taxes w/o star exemption

39 Merrivale Drive, Smithtown

$1,675,000

4 Beds ⋅ 6 Baths ⋅ 1017188 MLS

Welcome to 3 Salt Hay Way, an exceptional custom-built residence where timeless architecture, refined craftsmanship, and resort-inspired living come together in one of Smithtown's most picturesque settings. This extraordinary estate offers a rare blend of privacy, elegance, and everyday luxury. Designed for both grand entertaining and comfortable living, this magnificent residence showcases elegant formal and informal dining areas, a welcoming sitting room, a den anchored by a wood-burning fireplace and custom bar, a private home office, and two beautifully finished lower levels featuring a custom home theater and expansive recreation space. At the heart of the home is a stunning chef's kitchen complemented by a separate prep kitchen, creating the perfect setting for effortless entertaining while keeping the main living spaces pristine. Completing the home are four spacious bedrooms, four full bathrooms, and two half bathrooms, anchored by a luxurious primary suite featuring a spa-inspired bath with a soaking tub, separate water closet, makeup vanity, and an impressive custom walk-in closet. Additional features include exquisite architectural millwork, high-end custom finishes, select smart home technology, a central vacuum system, custom closet systems throughout, a whole-house generator, abundant storage, and an attached two-car garage. The resort-style backyard is equally impressive. Professionally landscaped grounds showcase dramatic landscape lighting, a tranquil Zen garden, an outdoor fireplace, a fully equipped outdoor kitchen with a built-in grill, elegant water features, and a spectacular heated in-ground pool while creating an exceptional setting for entertaining or quiet relaxation. Offering an exceptional combination of luxury, craftsmanship, and thoughtful design, 3 Salt Hay Way is a residence that must be experienced to be fully appreciated.

3 Salt Hay Way, Smithtown

$1,299,000

3 Beds ⋅ 4 Baths ⋅ 1010163 MLS

A rare opportunity to own this exceptional 3 bedroom, 4 bath Ranch situated on a beautifully landscaped property in the coveted Smithtown Pines neighborhood. Meticulously renovated throughout, this turnkey home showcases refined craftsmanship, spacious sun filled interiors, and an effortless flow designed for everyday living and elegant entertaining. The kitchen serves as the heart of the home and features quartz countertops, a center island, stainless steel appliances, and ample cabinetry, providing both style and functionality. Updated bathrooms throughout the home offer modern finishes and a clean, refreshed feel. The fully finished basement provides a versatile living space, ideal for recreation, media, home office, additional bedrooms, or extended guest accommodations. The spectacular outdoor setting is truly a standout feature. A heated free form in ground pool with a cascading waterfall is surrounded by lush landscaping, extensive landscape lighting, and multiple areas for relaxation and gathering. The impressive gazebo is equipped with a built in kitchen, TV and cozy fireplace, creating the perfect setting for entertaining guests or enjoying quiet evenings at home. Every detail has been thoughtfully designed to provide a private vacation like retreat right in your own backyard. Meticulously maintained and move-in ready, this exceptional property offers the perfect combination of sophisticated indoor living and unparalleled outdoor amenities in one of Smithtown's most desirable neighborhoods. Just unpack and start enjoying the lifestyle you deserve.

109 Shirley Court, 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

$800,000

3 Beds ⋅ 3 Baths ⋅ 1018369 MLS

Thoughtfully expanded in 2007, this beautifully maintained 3/4-bedroom, 2.5-bath home offers a spacious and versatile floor plan filled with abundant natural light and rich hardwood floors. Recent improvements include a brand-new roof, enhancing both value and peace of mind. The inviting kitchen features granite countertops, custom oak cabinetry with pull-out shelving, stainless steel appliances, a wall oven, cooktop, microwave, dishwasher, and a sun-filled bay window. The second level includes a spacious primary suite with a walk-in closet and private bath, two additional bedrooms, a full bath with a cast-iron tub, and a loft area that provides flexibility for a home office, sitting area, or potential fourth bedroom. The lower level features a comfortable den, half bath, utility area, and additional storage/workroom space. Outside, enjoy the fenced backyard with an impressive 18’ x 36’ in-ground pool and brick paver patios in both the front and back, creating an ideal setting for outdoor entertaining and everyday enjoyment. An oversized two-car garage provides ample room for vehicles, storage, hobbies, or workshop space. The property is located approximately .8 miles from St. Catherine of Siena Hospital. Combining generous living spaces, thoughtful updates, and exceptional indoor and outdoor amenities, this home offers a layout designed to accommodate a variety of lifestyles.

158 Saint Nicholas Avenue, Smithtown

$950,000

4 Beds ⋅ 3 Baths ⋅ 1017293 MLS

Welcome to this stunning high-end Splanch, where timeless elegance meets modern comfort. This beautifully appointed 4-bedroom, 2.5-bath residence showcases exceptional craftsmanship and designer finishes throughout. The spacious primary suite serves as a private retreat, featuring a luxurious en-suite bath with heated floor and walk in closet. Thoughtfully updated, the home offers a 5-year-old roof and a brand-new gas heating system, providing both peace of mind and energy efficiency. Every room reflects sophisticated style, with designer touches and attention to detail creating a warm yet refined atmosphere. The home's flowing layout is perfect for both everyday living and entertaining. Step outside to your own private country club oasis. The spectacular backyard features a sparkling saltwater pool surrounded by elegant travertine pavers, a safety fence, and lush professional landscaping that creates a serene, resort-like setting. Enjoy outdoor dining and relaxation on the spacious patio complete with a retractable awning, offering the perfect blend of sun and shade. This exceptional property combines luxury, comfort, and resort-style living in one remarkable package—a true must-see for the most discerning buyer.

22 Villa Lane, Smithtown

$825,000

4 Beds ⋅ 3 Baths ⋅ 1013533 MLS

Nestled on a quiet cul-de-sac, this beautifully constructed ranch welcomes you with a circular driveway, charming front porch, and inviting entrance foyer. Recently refreshed, the home features newly refinished hardwood floors throughout and fresh interior paint, creating a bright, airy atmosphere with exceptional functionality. The main level offers three spacious bedrooms, two full bathrooms, and abundant storage. The updated maple kitchen is designed for both everyday living and entertaining, featuring granite countertops, a center island, Wolf cooktop, double ovens, and a walk-in pantry. A convenient laundry room and direct access to the three-car garage add to the home's practicality. The open-concept layout seamlessly connects the kitchen to the living and dining areas, all overlooking the picturesque backyard. An open staircase leads to the lower ground level, where you'll find a comfortable den with a wood-burning fireplace, a private home office, bedroom, bathroom and extensive additional storage space. Step outside to your own private backyard oasis. Designed for entertaining, the property boasts an inground gunite pool with spa and Loop-Loc safety cover, a pergola set on low-maintenance Trex decking, and a gazebo providing covered outdoor living and gathering space. This exceptional Smithtown home combines quality construction, thoughtful updates, and mature landscaping that offers exceptional privacy in a highly desirable cul-de-sac location. Come see for yourself and fall in love!

15 Veronica Court, Smithtown

$1,200,000

6 Beds ⋅ 3 Baths ⋅ 1017356 MLS

Welcome to this beautifully upgraded and meticulously maintained home in the prestigious Smithtown Pines, offering an impressive blend of comfort and style. The main living area showcases stunning molding work throughout with coffered ceilings and gas fireplace.. cherrywood hardwood flooring in the master bedroom and a hallway bathroom complete with a luxurious jet soaking tub. One of the bedrooms has been smartly converted into a home gym. Throughout the home, you will find thoughtful details like a secret storage shelf in the back bedroom, an Electrolux washer and dryer, a convenient back powder room, and a beautiful jewelry cabinet. As an added bonus, all TVs are included with the home! The lower level features a newly refinished partial basement boasting high-end, all-new Mohawk engineered hardwood flooring, plenty of extra storage, upgraded utility sink with built-in cabinets, and a spare refrigerator that will remain with the property. Step outside into your private, oasis 20X40 HEATED and salted inground swimming pool. surrounded by custom-designed perennial garden beds featuring fresh oregano, thyme, and chives. The outdoor space is perfect for entertaining, complete with a screened-in gazebo with a fan and outdoor lighting and travatine pavers throughout. The property also features a fully redone, nice-sized storage shed equipped with its own electric panel, new shelving, and a new roof. Generac whole house generator. Navien Tankless hot water heating system with w zones. Inground sprinklers w/ 9 zones. Siding and roof is 5 years old, All window treatments are remote Bali Master bedroom is levelor. electric panel in the shed takes care of everything outside, electric vacuum. 200 amp electric service in the garage,Awnings are about 4 years old ($4000) Circular Belgium block drivway high hat lighting; stainless appliances, state of the art, double ovens (Bosch) wine fridge, gas fireplace (heats up the house in 5 min) mud room, laundry room, 6 bedrooms, - window seat, walk in closet with organized closet system. Tub/ shower, master bath, full hallway bath w/ whirlpool tub, Backyard retractable awning w/remote,pool was 6 years ago totally redone, dug up, all new piping, 20x40 and heated hooked up to gas from the house. Gazebo w/fan, nice size shed w/electric Outdoor lighting,

21 Fairoaks 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

$879,000

4 Beds ⋅ 3 Baths ⋅ 1015936 MLS

Four Bedroom Two and Half Bath Brookfield Colonial with Two Car Attached Garage, Covered Front Porch, 16x32' Inground Pool & Paver Patio, with Fenced Rear Yard. Natural Gas Heat, 150 Amp Electric, Hardwood Floors, Tile & Wall-to-Wall Carpet. Step Down Rear Den with Woodburning Fireplace W/ Stove Insert. Updated Eat-in-Kitchen with Granite Tops & Stainless-Steel Appliances, Gas Cooktop. Formal Dining Room with Two Built-Ins & Hardwood Floors. Large Formal Living Room, Second Floor has Primary Bedroom with Two Closets, Makeup Area & Attached Updated En-Suite Bath. Updated Full Hall Bath & Three Bedrooms with Hardwood Floors. Belgian Block Lined Blacktop Driveway & Paver Front Walkway. Thru Wall AC Units. Inground Sprinklers, Shed & Gazebo are a Gift.

23 Hurtin Boulevard, Smithtown

$1,099,999

4 Beds ⋅ 3 Baths ⋅ 1014077 MLS

Welcome to this beautifully updated 4 bedroom, 2.5 bath Colonial, nestled at the end of quiet dead-end street in the desirable Town of Smithtown. From the moment you arrive, the newly paved circular driveway, manicured grounds, and exceptional curb appeal set the stage for what awaits inside. Step through the front door into a stunning open foyer where natural light and elegant design create an immediate sense of warmth and sophistication. Rich hardwood floors flow throughout the home, leading you into a custom designed kitchen featuring quartz countertops, glass tile flooring, abundant cabinetry, and thoughtful finishes that make both everyday living and entertaining a pleasure. A newly renovated powder room off the kitchen has direct access to the yard, perfect for guests enjoying the outdoor amenities. Convenience meets luxury with a spacious mudroom, pantry, and laundry room off the two car garage. A living room, family room with wood burning fireplace and formal dining room complete the layout of the first floor. Upstairs, skylights bathe the landing in natural light, creating a bright and welcoming second floor space. . Four generously sized bedrooms offer comfort and privacy, including a serene primary suite complete with an updated en-suite bath with heated floors, skylight, electric fireplace and two spacious closets. The fully finished basement provides exceptional additional living space and includes a cedar closet for storage and wet bar. Recent updates include a brand new tankless hot water heater, offering efficiency and peace of mind. Outside, prepare to be captivated by an exquisitely landscaped backyard designed for both relaxation and entertaining. Multi level grounds with charming gazebos, a built in heated pool, pool house, two storage sheds and a nine zone sprinkler system combine to create a resort like setting you will never want to leave. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this outdoor oasis is truly unforgettable. A rare opportunity to own a meticulously and thoughtfully updated home in Smithtown.

17 Lower Road, Smithtown

$749,999

3 Beds ⋅ 2 Baths ⋅ 1011658 MLS

Welcome to this beautifully renovated ranch that offers the perfect blend of comfort, style, and convenience. Featuring 3 bedrooms and 2 full bathrooms, this move-in-ready home showcases gleaming hardwood floors, an updated interior, and an inviting layout designed for everyday living and entertaining. The fully finished basement provides valuable additional living space, ideal for a family room, home office, gym, or guest area. Step outside to your private backyard oasis, complete with a pool, perfect for relaxing summer days and hosting gatherings with family and friends. Conveniently located near Smithtown's beautiful parks, beaches, shopping, dining, and major transportation routes, this home offers the lifestyle you've been looking for in one of Long Island's most desirable communities. A rare opportunity to make this move-in-ready Smithtown gem your own.

12 Sandalwood Drive, Smithtown

$1,099,999

5 Beds ⋅ 4 Baths ⋅ 1005651 MLS

Welcome to 54 Sandy Hollow, a beautifully maintained Brookfield Colonial located within the highly regarded Commack School District. This spacious home offers 5 bedrooms and 3.5 baths, featuring an open and versatile floor plan designed for both everyday living and entertaining. The heart of the home is the impressive kitchen, complete with a large eat-in area, expansive granite island, abundant cabinetry, and soaring ceilings that create a bright and inviting atmosphere. The flexible layout includes two primary suites—one conveniently located on the main level and another on the second floor—providing excellent options for extended living arrangements or guest accommodations. A partially finished basement offers additional living space, storage, and endless possibilities to suit your needs. The attached two-car garage adds convenience and functionality. Step outside to your own private backyard retreat, featuring a heated gunite in-ground swimming pool, generous outdoor living space, and mature landscaping that provides exceptional privacy. Perfect for relaxation or entertaining, this backyard oasis offers the comfort and tranquility you have been searching for. Conveniently located near shopping, dining, parks, and major transportation routes, this is a wonderful opportunity to enjoy all that Commack has to offer. Natural gas service and a whole-house generator provide efficiency, reliability, and peace of mind

54 Sandy Hollow Drive, Smithtown

$1,185,000

5 Beds ⋅ 3 Baths ⋅ 1010498 MLS

Welcome to your private retreat, where comfort, space, and timeless charm come together! Set on a beautifully landscaped .71 acre property, this spacious 5 bedroom, 2.5 bath home in the heart of Smithtown, nestled in the beautiful Forestwood section, offers the perfect blend of elegance, functionality, and outdoor living. Featuring gleaming hardwood floors throughout and a thoughtfully designed layout ideal for both everyday living and entertaining. The heart of the home is the beautiful eat-in-kitchen, featuring granite countertops, tons of cabinetry, and plenty of room for casual meals and conversation. For larger gatherings, the formal dining room provides a warm and inviting setting for holidays and special occasions. Relax in the spacious living room, unwind by the wood-burning fireplace in the cozy den, or enjoy movie nights and game days in the separate oversized family room. With five generously sized bedrooms, there’s plenty of space for family, guests, or a home office. Step outside and discover your own backyard oasis. Multiple decks extend the living space outdoors, creating the perfect setting for barbecues, celebrations, or quiet evenings under the stars. The inground freshwater pool invites you to enjoy summer days in style, while the lush gardens, colorful flowers, and mature plantings add beauty and tranquility year round. An amazing standout feature is the large 2 car barn in the backyard, ideal for hobbyists, gardeners, workshop space, extra storage, or parking additional vehicles. This incredible property offers the rare combination of indoor comfort, outdoor enjoyment, and versatile space, all in a setting that feels both welcoming and private. IGS, CAC, 150 Amps

28 Cygnet Drive, Smithtown

$929,000

4 Beds ⋅ 3 Baths ⋅ 1010236 MLS

Welcome to this stunning Hamptons-style Colonial located within the highly sought-after Smithtown School District. This beautifully updated home offers 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, combining timeless elegance with modern conveniences. Throughout the home, you'll find gleaming hardwood floors, beautiful chair rail moldings extending from the kitchen into the laundry area, and thoughtful updates that enhance both style and functionality. The heart of the home is the beautifully appointed kitchen, featuring rich cherry wood cabinetry and brand-new stainless steel appliances. Additional upgrades include a brand-new central air conditioning system with Nest smart home controls, new siding, and a one-layer roof for added peace of mind.The impressive primary suite features soaring cathedral ceilings, creating a bright and airy retreat complete with a private en-suite bathroom. The fully finished basement provides exceptional additional living space, complete with a ductless AC system and abundant storage options. Step outside to your own private resort-style backyard oasis. Perfect for entertaining, the outdoor space showcases a two-tiered paver patio, natural gas fire feature, and a stunning in-ground saltwater pool with a brand-new liner. The all-paver driveway further enhances the home's curb appeal and luxurious feel. Offering exceptional indoor and outdoor living, modern upgrades throughout, and a prime location, this move-in-ready home is a rare opportunity you won't want to miss.

11 Coventry Lane, Smithtown

$1,600,000

5 Beds ⋅ 3 Baths ⋅ 1010315 MLS

If you appreciate the privacy and security of a gated community, this exceptional home is not to be missed. Built in 2006 and extensively upgraded over the past 13 years, this stunning residence offers approximately 3,600 square feet of beautifully designed living space with 5 bedrooms and 3 full baths. A grand two-story entry foyer welcomes you into a home filled with architectural elegance, including cathedral-vaulted ceilings, tray ceilings, custom moldings, and gleaming hardwood floors throughout. The spacious formal living and dining rooms are ideal for entertaining, while the spectacular chef’s kitchen features a large center island, granite countertops, stainless steel appliances, and a premium Wolf range. The main level includes a versatile guest bedroom or home office, while the expansive lower level provides additional living space with direct access to the backyard. Head upstairs to the luxurious primary suite, featuring two spacious closets and a beautifully appointed primary bath designed for comfort and relaxation. Down the hall, you'll find three additional generously sized bedrooms and a full hall bath, providing ample space for family and guests. Step outside to your own private resort-style retreat. Mature landscaping enhanced with professional lighting surrounds an 18' x 36' heated saltwater freeform pool. Cambridge patios and walkways, an outdoor kitchen, and thoughtfully designed outdoor living spaces create the perfect setting for relaxation and entertaining. Community amenities include pickleball, tennis, basketball courts, and a sport court. The HOA fee is $175 per month, paid quarterly, and covers maintenance of the gated entrance, street lighting, and community recreational facilities. This is a rare opportunity to own a dream home in one of Smithtown’s most desirable gated communities. Luxury, privacy and resort style living await you at 25 YellowTop Lane. Outside kitchen as-is.

25 Yellow Top Lane, Smithtown

$1,098,000

4 Beds ⋅ 3 Baths ⋅ 1007915 MLS

Addressed to Impress-Experience Elevated Living in One of Smithtown’s Most Prestigious Neighborhoods! Tucked within the distinguished Point of Woods at Weatherstone Ridge in the Village of the Branch, this timeless colonial offers the rare combination of refined living, resort-style outdoor space, and the warmth of an established neighborhood known for its beautiful homes, tree-lined streets, and peaceful setting. Set on a beautifully landscaped half-acre, the property invites a lifestyle centered around comfort, entertaining, and effortless everyday living. A gracious two story entry foyer welcomes you into sun-filled interiors. Elegant formal living and dining spaces create the perfect backdrop for gatherings both intimate and grand, while the inviting den—with its exposed brick fireplace and views overlooking the private backyard—feels like the heart of the home. The spacious kitchen was designed with connection in mind, offering generous cabinetry, granite countertops, casual dining space, and seamless access to the outdoor entertaining areas. Upstairs, the expansive primary suite provides a peaceful retreat complete with a private full bath, while three additional generously sized bedrooms and a newly renovated hall bathroom offer comfort and flexibility for family and guests alike. An additional unfinished bonus space presents exciting possibilities for a future fifth bedroom, private office, fitness studio, media lounge, or dream dressing room. Outside, the experience continues. Framed by mature landscaping and designed for unforgettable summer living, the backyard showcases a heated salt-water in-ground pool with a new liner, expansive patio areas, and the kind of privacy that transforms everyday moments into a true staycation lifestyle. Whether hosting poolside gatherings, quiet evenings under the stars, or weekend celebrations with family and friends, this outdoor setting was made to be enjoyed. Additional highlights include a full basement, generator hookup, two-car garage with electric vehicle hookup, new windows throughout, new roof, updated flooring, and thoughtful improvements throughout the home. Perfectly positioned within one of Smithtown’s most admired residential settings, this is more than just a home—it is a lifestyle defined by space, comfort, privacy, and timeless suburban elegance.

10 Weatherstone Way, Smithtown

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 1009232 MLS

Welcome to 27 Winslow Lane... a Stunning Brookfield colonial with fresh updates and thoughtfully designed touches..........This home features a large entry foyer w/ an abundance of natural light, a generously sized formal living room, a formal dining room that opens into an updated EIK w/ gorgeous white cabinetry, Marble stone countertops and SS appliances, an inviting family room w/ built in cabinetry and wood burning fireplace. Upstairs you will find a primary ensuite w/ oversized WIC and a full double vanity bathroom, 3 additional spacious bedrooms and a newly finished full hall bathroom, the basement is finished also allowing for additional living space and ample storage!! Step out back to your Private Resort like country club yard and enjoy the Heated IG Pool, outdoor Kitchen area w/ BBQ, Pizza Oven, Beverage Refrigerator & A meticulously designed expansive paver patio! Additional features include.... Outside entertainment w/ lighting and sound system, Smart home w/ heat/AC, outdoor lighting, alarm system and more all easily controlled w/ an app! CAC (2 Zones – 2023), Oil Heat (3 Zones), 200 AMP Electric, Hardwood Flooring & Custom moldings throughout, Home surveillance/Security System, IGS (9 Zones) & flowerbeds with drip lines for easy gardening, Craftsman style porch columns w stone base, Vinyl Cedar Impression Shakes, Updated Anderson Windows, Custom paver Driveway, All this and so much more situated on over 1/3 of an acre of professionally landscaped property.... An absolutely gorgeous home in a beautiful neighborhood that will not last!

27 Winslow Lane, Smithtown

$849,900

4 Beds ⋅ 2 Baths ⋅ 1006953 MLS

Spacious 4/5 Bedroom Hi Ranch on Beautiful .52 Acres Flat Usable Yard. Lovely Landscape Framed with Trees and Greenery, Your Own Parklike Oasis with Heated In Ground Pool (New Heater and Liner). Hardwood Floors, Custom Moldings/Trim, Updated EIK/Granite and SS Appliances, Many Updated Windows, Recessed Lighting, Updated Single Layer Roofing, Newer Cesspool, New Bluestone Entry and Railing, Newer Heating System, In Ground Sprinklers, Outside Lighting, Circular Drive, Property Tax with Basic Star $11,726.08

118 Ledgewood Drive, Smithtown

$889,000

4 Beds ⋅ 3 Baths ⋅ 1006293 MLS

This wonderful colonial is located on a quiet, mid-block, tree-lined street in the Smithtown School District. The full-size living room has a stone fireplace and large bay window, allowing for an abundance of natural light. The updated kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, and new LED lighting. Flowing seamlessly from the kitchen, the cozy family room features a wood burning fireplace and sliding glass doors leading out to the backyard. Rounding out the first floor is the formal dining room. There is a full-size unfinished basement with a utility area and washer and dryer. The second floor has four bedrooms and two updated bathrooms. The primary bedroom has its own ensuite bathroom. The exterior property flaunts an oversized driveway with plenty of parking and an attached two-car garage. This expansive lot includes a remarkable backyard with a newer inground heated pool, brick pavers, patio, and additional lawn space for outdoor activities. The backyard is perfect for entertaining family and friends or just relaxing by the pool; the choice is yours.

4 Quincy Lane, Smithtown

$989,000

3 Beds ⋅ 3 Baths ⋅ 1003638 MLS

Welcome to this beautifully maintained, sprawling ranch nestled on a spectacular country club property at the end of a cul-de-sac. Designed for seamless modern living, this sun-drenched home features 3 spacious bedrooms, 3 full baths, and an effortless, flowing layout. The main level boasts a bright, inviting living room, a formal dining room, and a classic tile kitchen. Unwind in the cozy den, anchored by a charming wood-burning fireplace equipped with a brand-new chimney insert (2025). The Ultimate Primary Retreat, this luxurious primary suite serves as your own private sanctuary, highlighted by a dramatic atrium addition. Featuring floor-to-ceiling windows, this breathtaking space offers panoramic views of the magnificent backyard. Step outside into a vacation-at-home paradise, complete with meticulously landscaped grounds, a sparkling in-ground pool, a serene koi pond, and a tranquil, cascading waterfall. Roof & Structure (2025): Brand-new roof, upgraded insulation, floorboards, and 4 stunning, light-flooding skylights. Finished Basement (2024–2025): Fully finished lower level maximizing your entertaining and living space, complete with a commercial-grade industrial dehumidifier. Drainage & Landscaping (2022–2023): New driveway, robust retaining walls, property drains along the tree line, a French drain system, and a new sump pump. Power & Utilities: New backup generator (2023), underground propane tank, and a certified cesspool with overflow system. Premium Extras: High-end Anderson windows throughout and an updated front door. With its pristine infrastructure and resort-style backyard, this turnkey property perfectly blends premium suburban comfort with your own private vacation destination.

10 S Lot Road, Smithtown

$899,000

4 Beds ⋅ 3 Baths ⋅ 1005004 MLS

Welcome to 17 Leslie Lane...a Beautifully updated Colonial Splanch nestled in a tree-lined neighborhood in Smithtown with Commack SD, this spacious home features 4 possibly 5 bedrooms and 2.5 Baths..Large Entry Foyer, Formal Dining Room, Expansive Kitchen with large Island..and Sitting/Den area with Fireplace and steps up to a Large Living Room, Gas Cooking and Heat, CAC. Hardwood Floors, Step outside to a Private Backyard with paver patio complete with a Salt Water/ Heated In-ground pool. This home has it all...all while conveniently located near shopping, restaurants, and Parks...make this your forever home!!

17 Leslie Lane, Smithtown

$1,499,999

5 Beds ⋅ 4 Baths ⋅ 1005485 MLS

Welcome to 48 River Heights Drive where a tree lined street meets a true custom masterpiece in beautiful North Smithtown. This luxurious 4,800 sq ft home offers 5 bedrooms, 4 baths, a private office, and an incredible blend of high-end design, comfort, and functionality. Custom built, expanded, and fully renovated by the current owner, this home features Brazilian cherry and hardwood oak floors, Pella windows and doors, crown molding, a 400 amp electric service, 4-zone HVAC, central vacuum, full security system, indoor/outdoor Sonos audio, and smart wiring throughout. The heart of the home is the impressive 27x27 chef’s eat-in kitchen with custom cherry cabinetry, granite countertops, natural stone backsplash, a massive 13x5 granite island, high-end appliances, 2 dishwashers, 2 sinks, double ovens, and a butler’s pantry with additional refrigerator/freezer, sink, storage, and heated floors. The kitchen flows into a palatial 40x20 great room with a natural gas fireplace, built-ins, oversized sliders, and beautiful views of the backyard oasis. The 900 sq ft primary suite is a true retreat with soaring 13 ft ceilings, a spa-like bath, oversized shower, jacuzzi tub, double granite vanities, and a custom walk-in closet. Additional highlights include a second-floor dream laundry room with 2 washers, 2 gas dryers, granite folding counters, a custom office, spacious bedrooms, custom baths, and a newly finished basement completed in 2025. Set on a flat and private .52-acre property, the backyard is an entertainer’s dream with an in-ground pool, brand-new liner, granite coping, Italian porcelain pavers, sitting wall, gas fire pit, architectural columns, lighting, and beautiful outdoor living space. Located in the Smithtown Central School District and close to beaches, parks, golf, marinas, restaurants, and shops, this turnkey home offers luxury living inside and out.

48 River Heights Drive, Smithtown

$849,999

5 Beds ⋅ 2 Baths ⋅ 1004941 MLS

Welcome to 74A Hilltop, a beautifully maintained home offering the perfect blend of space, flexibility, and outdoor living in the heart of Smithtown. Surrounded by mature landscaping and natural privacy, this property was designed for the way today’s buyers want to live. The spacious layout offers multiple living areas ideal for multi-generational living, extended family, guests, or remote work flexibility. The lower-level living space with a summer kitchen provides seamless access to the backyard, creating an effortless indoor-outdoor flow perfect for entertaining. Step outside to your own private backyard retreat featuring expansive decking, pool area, patio space, fire pit area, and sprawling fenced property perfect for summer gatherings, outdoor dining, and everyday relaxation. Inside, you’ll find sun-filled rooms, hardwood flooring, oversized windows, updated baths, spacious bedrooms, and a large eat-in kitchen with abundant cabinetry and workspace. Located within the highly regarded Smithtown School District and close to parks, shopping, restaurants, major roadways, and the LIRR, 74A Hilltop offers the privacy, functionality, and lifestyle buyers are actively searching for on Long Island.

74A Hilltop Drive Unit #A, Smithtown

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 996544 MLS

Welcome to this stately brick Colonial offering timeless character, exceptional space, all set on a quiet double cul-de-sac. This impressive home features a two-story foyer with an oak staircase and tons of natural light. Offering 4 spacious bedrooms and 3 full baths, this home’s large-scale primary suite is complete with walk-in closets and a luxurious en-suite bathroom with radiant heat designed for comfort and privacy. The brightly updated kitchen is designed for cooking with a gas range, all stainless-steel appliances and a large peninsula great for ample workspace or entertainment. The family room has a woodburning fireplace and vaulted ceilings, perfect for gatherings and everyday living. A separate living room features French Doors for privacy and an office nook. The updated full bath on the first floor provides a guest suite option with the living room and an entrance to the back yard for easy access. A large formal dining room provides the ideal setting for hosting holidays and dinner parties with its own built-in bar/butler station. The finished basement has endless possibilities for a recreation room, gym, or guest space. Step outside into a private backyard, paver patio, IGP, IGS, mature plantings and the beautifully designed outdoor entertaining area, perfect for summer gatherings and weekend hosting. Less than 5-minute ride to LIRR. With its striking curb appeal, beautiful landscaping, spacious interior, and premium Village of the Branch location it’s the perfect place to call home.

6 Magnolia Lane, Smithtown

$1,124,999

3 Beds ⋅ 2 Baths ⋅ 1004270 MLS

Welcome to 364 Twilight Lane, Smithtown! This beautifully maintained home has everything you’ve been waiting for, from the grand open foyer and hardwood floors to the high-ceiling kitchen with quartz countertops and propane cooking. Upstairs features 3 spacious bedrooms including a primary suite with its own private bath and great closet space. The finished basement with an outside entrance offers endless possibilities with additional living space and potential room! Step outside to your own backyard retreat featuring a saltwater inground pool with a brand new liner, jacuzzi, putting green, koi pond, Trex deck, and more! Additional updates include CAC, some newer windows, generator hookup, 200 amp electric, and a wood-burning fireplace with a brand new insert. Located in a great location close to everything Smithtown has to offer, this is an opportunity you do not want to miss.

364 Twilight Lane, Smithtown

$1,375,000

6 Beds ⋅ 5 Baths ⋅ 959993 MLS

“Love Island” — the talk of the town for its unmatched privacy and incredible entertaining space — sets the stage for this exquisite Colonial located in the prestigious “The Pines” section of Smithtown on a quiet Cul-de-sac. Offering approximately 3,800 square feet, this exceptional home features 6 bedrooms and 5 bathrooms, ideal for extended family living, an au pair suite, or luxurious guest accommodations with 1st floor bedroom accommodations & full bath on main level with walk in shower for those wishing to avoid stairs. Inside, soaring ceilings, abundant natural light, plantation shutters, and elegant finishes create a refined yet welcoming atmosphere. The spacious primary suite offers a spa-inspired ensuite bath with radiant heated floors, dual vanities, custom cabinetry, skylight, elegant tilework, and a jacuzzi-style soaking tub. Designed for both everyday comfort and entertaining, the home includes 3 full baths, 2 half baths, multi-zone heat and CAC, newer burner, 2018 water heater, and a fully finished basement with CO, half bath, baseboard heat, sump pump, and 60 AMP subpanel. Step outside to your private backyard oasis featuring a sprawling wood deck, stunning paver patios, and a sparkling inground chlorinated pool with solar heating and a brand-new 2025 liner. Lush landscaping and 8-zone sprinklers complete this resort-style retreat. A rare opportunity offering luxury, versatility, exceptional entertaining space. Close to all shopping, major highways and public transportation. Low taxes! Do not miss out on making this your forever home!

10 Alpine Court, Smithtown

$1,269,000

4 Beds ⋅ 4 Baths ⋅ 1002127 MLS

Welcome to this beautifully Updated Custom-built Colonial w/ 3,500 sq ft of elegant living space in the gated community of Stonebridge Estates in Smithtown. IF YOU ARE A GOLF ENTHUSIAST, this is the right home for you. It will be a Vacation-at-home all year long! Featuring a grand entry foyer with soaring 20-foot cathedral ceilings, this spacious residence has a beautiful view of the Golf Course and offers a Resort-style Lifestyle w/ exceptional indoor and outdoor living. This is the largest Colonial Model in the community and features an open-concept w/ 4 Spacious bedrooms, each w/ a walk-in closet, and 4 bathrooms. The main level includes a formal living room, a formal dining room, a spacious first-floor bedroom with a walk-in closet, a full bath, and an open chef’s kitchen complete w/ stainless steel appliances, granite countertops, and built-in cabinetry. The Great Family room w/ gas fireplace and Double Sliding Glass Doors leading to a newly updated Paved Patio overlooking the golf course, creating an ideal setting for entertaining & outdoor relaxation. Ultra-high privacy fencing has been installed on both sides of the property for added seclusion. The second level features a private primary suite w/ dual walk-in closets and custom California Closets, a spacious primary bath w/ double sinks and a Jacuzzi tub, plus two additional oversized bedrooms w/ walk-in closets and a full bathroom. Additional upgrades include: Brand-new CAC units, two new air handlers, a new washer and dryer, a new central vacuum system & a new hot water heater. The lower level offers: A Finished Basement, w/ approximately 1,800 sq ft of Extra Living and entertaining space, featuring multiple bonus rooms, a full bathroom, extensive storage, and an oversized Custom-built Bar area with granite countertops and new appliances, including a refrigerator, dishwasher & convection oven. Residents of Stonebridge Estates enjoy access to resort-style amenities, including a heated saltwater pool, tennis court, pickleball courts, pool house, card room, gym, and beautifully maintained grounds. Conveniently located near great restaurants, shopping, private beaches, the LIRR, major highways, & right next to Beautiful Blydenburgh Park, perfect for Hiking trails, fishing, kayaking, dog parks, and year-round outdoor recreation. A rare opportunity to own one of the premier golf course homes on Long Island. This exceptional property combines luxury, privacy, space, and lifestyle in one of Smithtown’s most desirable gated communities.

73 Redan Drive, Smithtown

$1,329,000

4 Beds ⋅ 4 Baths ⋅ 1002176 MLS

Looking for that "wow" factor? Welcome to this beautiful, totally custom 4bed/3.5bath home complete with all the bells and whistles! From the moment you walk in you'll be impressed by the thoughtfully selected design elements from the two-story foyer, statement-making millwork and trim, the stunning recently remodeled (2024) Chef's kitchen, recently updated designer bathrooms and so much more. With a large family room, a second living room open from the kitchen (potential 5th bed?) and a third hang out area just outside the primary suite the versatile layout of this home makes it the perfect space for day to day living yet ideal for entertaining friends and family. Into cars? The attached 4-car tandem garage complete with heat, CAC and storage cabinets is something special. The features list here is quite extensive including brand new drinking water reverse osmosis system, 6-zone audio system, laundry room on second floor, solar panels for low electric bills, connection for a generator, 6 zones of heat, 4 zones of CAC, flat and private 1/2 acre property with large patio and pool (gift), 9 zones of in ground sprinklers, central vac, finished basement (2025), low taxes and more. A complete detailed list of all of the features and updates is available. Hauppauge schools!

322 Rose Lane, Smithtown

$849,000

4 Beds ⋅ 2 Baths ⋅ 999214 MLS

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

4 Concord Lane, Smithtown

$1,199,950

4 Beds ⋅ 3 Baths ⋅ 997166 MLS

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

17 Erita Lane, Smithtown

$999,000

4 Beds ⋅ 3 Baths ⋅ 998175 MLS

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

106 Morewood Drive, Smithtown

$699,999

3 Beds ⋅ 2 Baths ⋅ 992481 MLS

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

79 Brooksite Drive, Smithtown

$850,000

4 Beds ⋅ 4 Baths ⋅ 983050 MLS

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

8 Whisper Lane, Smithtown

$999,000

4 Beds ⋅ 3 Baths ⋅ 988818 MLS

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

50 Abbot Road, Smithtown

$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

$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

$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

$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

$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

$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

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