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$950,000
4 Beds ⋅ 3 Baths ⋅ 1017406 MLS
Nestled on a sprawling and picturesque property in the heart of Smithtown, this whole house renovated in year 2022, 4-bedroom, 3-bathroom residence offers the perfect blend of privacy, space, and country-style living and very close the horse trails at Blydenburgh Park and minutes to Routes 347 & 454. Set on beautifully maintained grounds, the property features its own horse stable and equestrian facilities, making it an exceptional opportunity for horse enthusiasts, hobby farmers, or those seeking a peaceful retreat with endless possibilities. The charming home offers spacious living areas filled with natural light, generously sized bedrooms, and a flexible layout designed for comfortable everyday living. Outside, enjoy expansive open spaces, mature trees, and a tranquil setting rarely found on Long Island. A long private driveway provides ample parking and enhances the estate-like feel of the property. Whether you’re looking to enjoy horseback riding on your own property, simply embrace a lifestyle surrounded by nature, this one-of-a-kind Smithtown offering is not to be missed. Property Highlights: * 4 Bedrooms | 3 Full Bathrooms (2 bedroom 1 full bath on the first floor and 2 bedroom with 1 full bath located on the 2nd floor) * Recent updates: Oil Tank Replacement (2025) , Copper Pipes Installed (2026) * Private Horse Stable & Equestrian Facilities * Expansive Grounds with Open Space * Long Private Driveway with Ample Parking * High-end appliances (Wolf 36” six-burner range with pot filler, 42” paneled Sub-Zero refrigerator/freezer, Bosch ultra-quiet dishwasher, Sharp microwave drawer) * Conveniently Located Near the horse trails at Blydenburgh Park and minutes to Routes 347 & 454, easy access to Major Roadways.

45 Croft Lane, Smithtown
$789,000
4 Beds ⋅ 2 Baths ⋅ 1016434 MLS
Welcome to 50 Amsterdam Road, an inviting 4-bedroom home ideally situated in one of Smithtown's most desirable neighborhoods. Set on a generous lot, this residence offers comfortable living spaces, room to grow, and endless potential to make it your own. The private backyard provides a peaceful setting for relaxing, entertaining, and enjoying the outdoors, enhanced by architectural landscape lighting that creates a warm and inviting ambiance after sunset. A spacious finished lower level expands the home's versatility, offering multiple finished rooms that can easily adapt to your needs—whether you're seeking additional living space, room for extended family, guest space, a home office, or a recreation area. Located within the highly regarded Smithtown Central School District, homeowners benefit from access to a community known for its strong educational programs, beautiful parks, and exceptional quality of life. Beyond the property, enjoy all that Smithtown has to offer—from its charming downtown filled with local shops and restaurants to nearby recreational amenities, beaches, and convenient transportation options. Combining suburban tranquility with everyday convenience, 50 Amsterdam Road presents a wonderful opportunity to enjoy the warmth, character, and community spirit that make Smithtown one of Long Island's most sought-after places to call home.

50 Amsterdam Road, 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
$749,990
3 Beds ⋅ 2 Baths ⋅ 1015455 MLS
Disclaimer: Agent Owned Property Note: Some listing photos have been virtually staged 28 Dartmouth Drive sits in College Estates, one of Smithtown's most established neighborhoods. Quiet streets, strong neighbors, and one of Long Island's top-rated school districts right outside your door. The home has been thoughtfully maintained and strategically updated where it counts. The home received a full house-wide plumbing replacement and renovated primary bath in 2024, followed by a new furnace and water heater in 2025. While most homes in this price range and era are carrying decades-old systems, this one is not. The home is on natural gas service throughout. Inside, the main floor flows from a formal living room into a separate dining room, den, and eat-in kitchen, well-proportioned spaces filled with natural light from original Anderson windows. The south-facing front of the home draws sun through the main living spaces for most of the day. Hardwood floors and handcrafted wood finishes run throughout, giving the home a warmth and character that's hard to manufacture. Central air keeps things comfortable year round. A bonus room off the main living area works equally well as a home office or extra bedroom. The finished basement adds close to 1,000 square feet of additional space, suited for a home gym, media room, extended family setup, or serious storage. A Cambridge paver stoop greets you at the front entry and a one-car garage rounds out the package. The backyard is private and generous. A quarter-acre lot enclosed by mature trees with one beautiful old anchor tree at the center that gives the space a presence most yards don't have. Minutes to town beaches on the Nissequogue River, Avalon Nature Preserve, Stony Brook University Hospital, downtown Smithtown, and Port Jefferson village. Quick access to the LIE, Route 347, and the St. James LIRR station. Smithtown East school district.

28 Dartmouth Drive, Smithtown
$950,000
4 Beds ⋅ 3 Baths ⋅ 1009532 MLS
Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets Elegance Nestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining. The spacious formal living room and formal dining room set the stage for memorable gatherings, while the warm and inviting den offers the perfect retreat for quiet evenings at home. The eat-in kitchen is ideal for casual meals and morning coffee alike. Rest easy knowing you're covered year-round with natural gas heat, central air conditioning, and a security system, ensuring comfort and peace of mind in every season. Step outside and discover your own private paradise. Unwind beneath the charming gazebo, host unforgettable evenings around the built-in fire pit, or simply soak in the tranquility of your beautifully appointed backyard. 19 Knoll Lane isn't just a house — it's the lifestyle you deserve. Don't miss your chance to call this exceptional property home!

19 Knoll Lane, Smithtown
$679,000
3 Beds ⋅ 2 Baths ⋅ 1012925 MLS
Welcome to this beautifully renovated 3-bedroom, 1.5-bath ranch nestled in Smithtown and located within the Hauppauge School District. This move-in-ready home features an open-concept layout and was extensively updated in 2024. The stunning new kitchen is equipped with JennAir appliances and a Frigidaire Professional refrigerator, while Anderson windows provide abundant natural light throughout. A versatile bonus room offers endless possibilities. Additional updates include gas conversion, dual heating options, natural gas heat, and an energy-efficient heat pump system. A new roof with solar panels, and a partially finished basement that provides additional living, recreation, or storage space. The cesspool is approximately 5 years young. Conveniently located near shopping, restaurants, parks, transportation, and all that Smithtown has to offer, this home combines modern updates, energy efficiency, and everyday convenience in one exceptional package. Don’t miss the opportunity to make this turnkey home your own. Low Taxes!!! With star exemption: $10,567

39 Tanglewood Drive, Smithtown
$775,000
3 Beds ⋅ 3 Baths ⋅ 1014086 MLS
***Located in the desirable Smithtown Pines area and within the Hauppauge School District, this spacious 3-bedroom, 3-full-bath ranch is set high on a picturesque half-acre property and offers tremendous potential for customization.Spacious 3-bedroom, 3-full-bath ranch offers incredible potential and a flexible floor plan ready for your personal touch. Featuring vaulted ceilings and an open-concept layout, the kitchen flows seamlessly into the living room, where a fireplace serves as the centerpiece of the space. The home also offers a formal dining room and a separate family room, providing plenty of room for everyday living and entertaining. The full finished basement with outside separate entrance (OSE) adds valuable additional living space and presents endless possibilities for recreation, a home office, guest accommodations, or extended family. Set on a generous, elevated lot, the property boasts both an attached 2-car garage and a detached 2-car garage—an uncommon feature ideal for car enthusiasts, hobbyists, or those seeking ample storage and workspace. Create your dream residence in a desirable setting with great bones, abundant space, and exceptional potential. Bring your vision and make this property truly your own.

61 Ledgewood Drive, Smithtown
$899,000
3 Beds ⋅ 3 Baths ⋅ 1012301 MLS
Location, Location and Location ! One of the Most Wanted Addresses in Smithtown with Hauppauge Schools plus Forest Brook Elementary. Nice Center Hall Ranch with Wood Floors Everywhere, Granite Eat in Kitchen with SS Appliances, Lots of Natural Light from Skylights, Arch Roof, Cold Central Air, Hi-Hats, Family Room with Wood Burning Fireplace, Formal Dining Room with Picture Molding, Primary Bedroom w/ Bath plus 2 More Bedrooms All on 1 Floor, Laundry on 1st Floor, 2 Car Garage, In Ground Sprinklers for your Professional Landscaping, Fenced Yard Right on the Golf Course with In Ground Pool ( 16x32) Loop Loc Cover, Wood Decking, Composite Raised deck, Updated Force Oil Burner plus Oil Fired Hot Water, Full Basement with 2 Office(bedrooms)Spaces, Huge Playroom, Lots of Storage, These Opportunities Don't Come Up Often, make an Appointment Today !

34 Aberdeen Road, Smithtown
$749,000
4 Beds ⋅ 2 Baths ⋅ 998336 MLS
Smithtown opportunity awaits! This Hi-Ranch horse property home is situated on a beautiful 1-acre lot, set back off the road for added privacy and a peaceful setting. This versatile property features a possible mother/daughter setup with proper permits, providing flexibility for a variety of living arrangements. Additional features include central air conditioning, a wood-burning stove, full attic storage, 200-amp electric service, generator hookup with sub-panel, and an oil burner that has been routinely maintained. Enjoy outdoor living on the Trex deck with awning overlooking the expansive property, complete with a 4-zone in-ground sprinkler system. A spacious two-car garage provides ample room for vehicles, storage, or hobby space, this home presents and excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private , desirable setting . Offering generous living space, a functional layout, and solid bones, this home presents an excellent opportunity for buyers looking to add their own personal touches and create their dream home in a private, desirable setting.

191 Old Willets Path, Smithtown
$680,000
3 Beds ⋅ 2 Baths ⋅ 1009540 MLS
Step into a piece of Smithtown history with this charming Colonial, where timeless character and thoughtful updates come together beautifully. Nestled on a picturesque half-acre property in North Smithtown, this 3-bedroom, 2-bath home offers warmth, personality, and the kind of craftsmanship that is hard to find. Inside, you’ll find an inviting foyer and living room highlighted by a cozy wood-burning fireplace and charming architectural details throughout. The formal dining room features beautiful built-in cabinetry and a bay window with stained glass accents. The country-style kitchen flows seamlessly into a comfortable den, creating the perfect gathering space for everyday living and entertaining. Stainless steel appliances and abundant natural light enhance the home’s welcoming feel. The main level also offers an additional room currently used as a home office, which could also serve as a laundry room, or flex room to suit a variety of needs. Three bedrooms are located on the second floor, and two full bathrooms provide convenience, with one located on each level. Recent updates and improvements include a gas conversion, newer burner, 200-amp electric service, and three split units that provide both heating and cooling. Outside, enjoy a private setting with mature landscaping, a fully fenced yard, a spacious driveway with brick accents, and curb appeal that perfectly complements the home’s historic character. A rare opportunity to own a home filled with charm, warmth, and modern conveniences. Conveniently located near Sweetbriar Nature Center, Landing Avenue Park, and the shops, restaurants, and amenities of Smithtown’s vibrant East Main Street. Taxes totaling $6,157.90 annually.

4 Landing Meadow 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
$899,000
3 Beds ⋅ 3 Baths ⋅ 1011789 MLS
Fall in Love with this Beautiful, Warm and Charming L Ranch Set on Private Cul de Sac, Spacious Rooms, Hardwood Floors throughout, All Andersens, Stone WoodBurning Fireplace, Custom Moldings and Recessed Lighting, Custom EIK and Built-Ins, Main Level Laundry, Huge Finished Basement, Economical Gas Hot Water Heating (4 Zones, 7 Years), HW Heater- 5 Years, Newer Roofing- One Layer-2 Years; Close to All Conveniences! Property Tax with Basic Star $15,231

7 Carrie Court, 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
$799,000
5 Beds ⋅ 2 Baths ⋅ 1002706 MLS
Welcome to this beautifully maintained move in ready Hi-ranch, nestled in the desirable Sherbrooke Drive section of Smithtown. This home offers 2800 sq. ft. of living space with 11 rooms and exceptional versatility. RARE BONUS: Legal Garage Conversion to a gorgeous suite that includes a bedroom, living room, walk in closet, bathroom, summer kitchen & two separate entrances! In addition, new separate ductless AC/heating unit for the suite. Just think of the possibilities you can utilize this addition for. The main level of this home offers huge kitchen with chef's Garland oven, full dining room, sun drenched living room, 3 bedrooms and bathroom, with hard wood oak under all carpeting. The lower level boasts a massive den with a working, wood burning, brick fireplace & additional room with a large closet (office/bedroom) Backyard has an exceptionally expansive deck with details such as built in benches and more. Large attic with easy access provides additional storage space. Must see this exceptional home to truly appreciate.

4 Sherbrooke Drive, Smithtown
$619,000
4 Beds ⋅ 3 Baths ⋅ 1011307 MLS
Location, Location, Location!! Opportunity knocks in the sought-after Forestwood section of Smithtown, one of the area's most coveted enclaves, set on a large lot. This 4-bedroom, 2.5-bath split ranch sits on a generous .60-acre corner lot and is available for the first time in over two decades. Offering approximately 1,612 square feet of living space, an attached garage, a wood-burning fireplace, and a full basement. Sold as-is, it is original throughout and ready for a buyer with vision to restore, reimagine, and build instant equity in a neighborhood where renovated homes command top dollar.

14 Mark 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
$1,890,000
4 Beds ⋅ 3 Baths ⋅ 1008414 MLS
Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship found throughout. Features include oak hardwood floors, solid hardwood interior doors, custom millwork, marble and tile mosaics, a custom detached 2-car garage with handcrafted garage doors built by the homeowner and features its own electrical panel. The fully finished basement includes an outside entrance, laundry area and epoxy flooring. The large, open kitchen includes custom cabinetry, granite countertops, stainless steel appliances, and custom designed tile work. A breathtaking handcrafted marble fireplace with carved lion statuary serves as the centerpiece of the home and features a heat-circulating system with dedicated venting to the primary suite above. Built with 2x6 construction and blown-in insulation for exceptional energy efficiency, the home was also strategically positioned above grade to promote superior drainage. Smart home features include remote thermostat controls with separate zones in each bedroom and an automatic leak-detection water shutoff system. Extending the living space outdoors, a covered patio overlooks the private grounds and is already pre-wired for cable and has a water line in place, providing a seamless opportunity to create the outdoor kitchen and entertainment area of your dreams. From the handcrafted architectural details to the thoughtful engineering and modern conveniences, no expense was spared in creating this truly exceptional residence. A rare opportunity to own a luxury home unlike anything else on the market.

225 Old Willets Path, Smithtown
$765,000
4 Beds ⋅ 2 Baths ⋅ 1010120 MLS
Welcome to 52 Brilner Drive in Smithtown, an Updated Expanded Cape, W/ 4 Bedrooms & 2 Full Bathrooms, located in the Highly Desirable Neighborhood Within the Smithtown School District. Ideally situated on a quiet dead-end street backing up to a Nature Preserve, this home offers exceptional privacy and tranquility. The Oversized Primary Bedroom on the First Floor features a spacious Primary Bathroom w/a Great STEAM SHOWER & His & Hers Closets, providing the convenience and comfort of main-level living. This home features a beautifully designed Front Porch w/ Blue Stone Flooring, perfect for a cozy sitting area, & a welcoming Entry Foyer w/ Vaulted Ceilings and a Skylight that fills the home with natural light. The spacious Living Room & Dining Room flow seamlessly into the Extended Eat-in Kitchen, featuring Stainless Steel Appliances, Corian Countertops, a Large Farm Sink, and ample cabinetry, w/ Andersen Sliding Glass Doors leading to a Large TimberTech Deck and a Fully Fenced Backyard. Additional highlights include: Brand New Driveway, New Boiler & Hot Water Heater ( Recently Converted from Oil to Gas), New Siding, Professionally Landscaped, In-ground sprinkler system, Newer Roof, 200 AMP Electric Service, Andersen Windows & Door, Oak Hardwood Floors Recently Refinished. The Second Floor offers two additional Bedrooms. The Full-Size Basement, Partially Finished W/ Outside Entrance. This is the one you’ve been waiting for: stylish, updated, and perfectly located! In a Prime Location Close to Great Shopping, Restaurants, Private Beaches, LIRR, Parks, Highways, Hospitals! A wonderful opportunity to own a beautiful home in desirable Smithtown!

52 Brilner Drive, Smithtown
$1,626,000
5 Beds ⋅ 3 Baths ⋅ 1010107 MLS
Nestled at the end of a private long drive shared with only 2 other homes and Not directly on Landing, this magnificent custom brick home offering Luxurious living space on a private 1.2 acre setting. features include a dramatic two-story grand entry foyer with two staircases, soaring vaulted ceilings, gourmet chef's kitchen with cherry cabinetry, granite countertops and Viking appliances, especially including Sub-Zero refrigerator, hardwood floors throughout entire house. Master suite with radiant heated floors, spa-inspired primary suite, and beautiful views of preserved land, Designed for elegant entertaining and comfortable living with vaulted veiling and extra-large windows. Three high ceiling attached car garage with potential for double car lift storage. The full basement features high ceilings and a separate outside entrance, offering excellent potential for recreation, home office, gym, workshop or future finished living space. This exceptional residence combines timeless architecture, privacy. quite and premium craftsmanship.

589 Landing Avenue, 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
$789,000
4 Beds ⋅ 3 Baths ⋅ 1002364 MLS
Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates. Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition provides a wonderful retreat offering additional space and comfort rarely found in homes of this style. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. A brand new roof (2025) and a young gas burner (2018) are just some of the improvements that provide peace of mind. Situated on .24 acre, enjoy a private backyard setting perfect for relaxing, gardening or hosting outdoor gatherings. A one car-garage, a full unfinished basement and muture landscaping complete the package . Located in one of Smithtowns most desired neighborhoods , this home offers convenient access to parks, shopping, restaurants, transportation all in Smithtown School District. With its spacious layout, desirable updates, and exceptional location, this is an opportunity you won't want to miss.

61 Hofstra Drive, Smithtown
$599,999
2 Beds ⋅ 2 Baths ⋅ 1008290 MLS
Welcome to 73 South Pond Lane, a beautifully maintained townhouse nestled within the highly desirable Hidden Ponds community in Smithtown. This spacious residence offers an ideal blend of comfort, convenience, and low-maintenance living. Step inside to find a bright and inviting layout featuring generous living space, and oversized windows that fill the home with natural light. The primary suite offers ample closet space and an en-suite bath, while a spacious second bedroom and separate full bath provide comfort and flexibility for guests, a home office, or everyday living. Enjoy outdoor relaxation on your private patio. Hidden Ponds is a gated community known for its beautifully landscaped setting, ponds, walking paths, clubhouse, pool, tennis courts, and carefree lifestyle. Conveniently located near shopping, dining, parks, major roadways, and all that Smithtown has to offer. Don't miss this opportunity to own in one of Smithtown's most sought-after communities. Move right in and enjoy resort-style living every day.

73 S Pond Lane, Smithtown
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 1006718 MLS
Welcome to your private 1.09-acre retreat, offering the perfect blend of comfort, space, and outdoor living. This beautifully maintained home features wood flooring throughout the main living areas, with tile flooring in the foyer, bathrooms, and laundry room for added durability and convenience. The spacious primary suite is conveniently located on the first floor and includes a walk-in closet and a private en-suite bathroom that features radiant heated floors. An additional first-floor guest bathroom provides added convenience for family and visitors. The large den offers a warm and inviting atmosphere centered around a cozy fireplace, making it the perfect place to relax year-round. The expansive kitchen is designed for both everyday living and entertaining, featuring abundant cabinet storage and generous workspace. Adjacent to the kitchen, the dining room impresses with cathedral ceilings accented by stunning wood beams, creating a bright and elegant setting for gatherings. The laundry room comes complete with a washer and dryer and is neatly enclosed with bifold doors. This room also boasts a radiant heated floor. Upstairs, recent renovations have added modern functionality and charm, including custom built-in shelving in one room and a dedicated built-in TV entertainment area in another. The upstairs bathroom has been tastefully updated with subway tile and a sleek glass partition. Step outside to discover an entertainer's paradise. The backyard showcases a massive 40' x 21' composite deck, ideal for hosting large gatherings, barbecues, and outdoor dining. Beyond the deck, you'll find an expansive 42' x 49' pool area featuring a beautiful L-shaped pool, creating a resort-like setting right at home. The property also includes a large storage shed and is surrounded by a secluded, private yard that offers tranquility and plenty of room to enjoy the outdoors. Set on an impressive 1.09-acre lot, this exceptional property combines spacious indoor living with incredible outdoor amenities, making it the perfect place to call home.

30 Landing Meadow Road, Smithtown
$780,000
3 Beds ⋅ 2 Baths ⋅ 996702 MLS
Don't miss out on this unique, fully updated 3-bedroom 2-full bath ranch property in the heart of Smithtown! Located on a private country lane, the landscaping and overall curb appeal of this property makes heads turn! Positioned only a few hundred yards from Main Street, you'll enjoy accessability to shops, eateries, the library, and Smithtown Historical Society grounds without even starting your car. Whether you are enjoying morning coffee made at your custom coffee station, or entertaining friends while preparing a meal in your outdoor kitchen, this home is made for relaxing and sharing good times with the people most important to you. For added convenience, you'll find the Smithtown train station to NYC only 1 mile away, Stony Brook University 5 miles, and pristine beaches only a 10 minute drive.

5 Judges 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
$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
$1,200,000
3 Beds ⋅ 1 Baths ⋅ 1004569 MLS
Two Adjacent Lots in Sought-After Smithtown Pines on Over 2 Scenic Acres! Each lot is over 1 acre each. Lot 60 is vacant flat land. Lot 61 has a Well-maintained Retro Style Ranch home where buyers can enjoy the it's vintage charm w/ 3 Beds & 1.5 Baths w/ Full Basement w/Outside Entrance. Boasting Hardwood Floors throughout alongside a Bonus Recreational Room w/High ceilings surrounded in Knotty Pine Wood w/interior access to 1 Car Attached Garage. Rare Opportunity for Smart Builders/Investors w/ 3 Options: 1) Combine both lots & create one massive estate 2) Separate lots & create 2 luxury homes 3) Keep existing home & turn the 2nd acre into the backyard everyone wishes they had w/ pool, tennis court, guest house, etc. Request to view New Surveys. Lots are Taxed Separately. Being Sold Together.

37 Winston Drive, Smithtown

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