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$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
$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
$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
$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
$1,200,000
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
$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
$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
$995,000
7 Beds ⋅ 3 Baths ⋅ 1001866 MLS
Calling all land lovers! Step into this beautiful Smithtown home exclusively located in the Village of the Branch! This move-in ready ranch carries 7 bedrooms & 3 full bathrooms with a brick walkway to the entrance, a wrap around driveway & a 2 car attached garage nestled on a whole 1 acre of beautiful land. Part the Smithtown School District, it is zoned for Mt. Pleasant Elementary School, Great Hollow Middle School & Smithtown High School West. With many newly renovated updates, this home is designed for both everyday living & entertaining. The remodeled kitchen is complete with 2 islands, stainless steel appliances, abundant cabinetry & an open flow ideal for gatherings. The high ceilings in the fireplace living room provide a spacious area to create memories in. Located next to the kitchen there is an additional fireplace in the bedroom that has an attached bathroom as well. A washer & dryer is installed into the laundry room, with a sink & exit to the 2 car garage. The home carries hardwood floors throughout. The remodeled bathrooms, new vinyl siding, new roof, & new gas burner throughout the home create a lovely cozy atmosphere. Step out on to the deck & enjoy the expansive backyard on flat land. A newly constructed spacious shed within a beautiful view supports endless possibilities for recreation or your own private retreat. With generous living space, thoughtful upgrades, & an amazing location, this exceptional ranch surely offers a place to call home. There are plenty of reasons to fall in love with this exceptional & rare opportunity right in the heart of Smithtown's Village of the Branch!

80 Mount Pleasant Road, 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

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