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$629,999
3 Beds ⋅ 2 Baths ⋅ 1043462 MLS
Welcome to this well-maintained 3-bedroom, 1.5-bathroom split ranch in Smithtown. The home features hardwood floors throughout and offers a comfortable and versatile layout. The kitchen was updated approximately 15 years ago, and the full bathroom was renovated within the past year. Additional features include a den, garage, fenced-in yard, 200-amp electric service, approximately 15-year-old roof, and an in-ground 5-zone sprinkler system. The fenced yard provides private outdoor space for a variety of uses. Conveniently located in Smithtown, this well-maintained home offers an opportunity to add your own personal touches and make it your own.

6 Sybil Place, Smithtown
$700,000
3 Beds ⋅ 3 Baths ⋅ 1042150 MLS
This 3 Bedroom, 3 Full Bathroom, Open Floor Plan, Raised Ranch is awash in natural light. With gas heat and central air-conditioning (new unit, 3 months old), this home delivers year-round comfort. The main level showcases an Eat-in-Kitchen, Dining Room and Living Room with sliding-door exit to the bi- level backyard deck, as well as a Master Bedroom with Full Bath, two additional bedrooms and a second full bath. The lower level hosts a sizable family room, fireplace and bar, including a third full bathroom – perfectly suited for entertaining family & friends, relaxing with a movie or a good book, containing ample space for a home office or study. A straight walk out to the two-car garage passes the separate laundry room. The paver driveway leads to the backyard. An underground sprinkler system feeds the grass and shrubs. Located on a tranquil street, just two blocks from Smithtown Elementary School, it’s a short distance to Main Street, boasting easy access to the LIRR, shopping, restaurants, the Smithtown Library. Or to Brady Park, offering a playground, baseball fields, basketball courts, tennis courts and much more. Beloved by the seller for nearly three decades, the next chapter can be yours.

48 Oak Avenue, Smithtown
$849,000
4 Beds ⋅ 2 Baths ⋅ 1037357 MLS
Discover this beautifully updated 4-bedroom home tucked away in a private Smithtown setting, surrounded by professional landscaping and designed for effortless indoor-outdoor living. A spacious living room welcomes you with a wood-burning fireplace and elegant crown molding, while the formal dining room features classic chair rail molding. The impressive rear extension, enhanced by walls of windows and vaulted ceilings, floods the home with natural light and creates a bright, airy atmosphere perfect for entertaining. The updated eat-in kitchen features warm maple cabinetry, quartz countertops, a center island and breakfast area, seamlessly opening to the spacious family room with vaulted ceilings, with an adjacent beverage center ideal for entertaining. Sliders lead to a Trex deck overlooking the beautifully landscaped backyard, just steps from the in-ground pool—your own private retreat for summer entertaining and relaxation. The second floor offers four comfortable-sized bedrooms and an updated full bathroom. An unfinished basement provides ample storage and additional possibilities. Additional features and updates include hardwood floors, new bathrooms, central air conditioning, in-ground sprinklers, Anderson windows, a young roof, and a Belgian block-lined driveway. Ideally located close to Smithtown shopping, dining, the LIRR, and Town beaches. A wonderful opportunity to enjoy privacy, space, and an exceptional lifestyle in the heart of Smithtown!

103 Harvard Avenue, Smithtown
$989,000
4 Beds ⋅ 4 Baths ⋅ 1036045 MLS
Welcome to this beautifully renovated 4-bedroom, 4-bathroom home in the heart of Smithtown! This move-in-ready property features a thoughtfully designed open floor plan, a stunning modern kitchen, spacious living areas, and fully updated bathrooms throughout. Guest Suite with private bathroom allows for flexible living options. The finished basement offers exceptional additional living space, perfect for a kid's recreation room or a home office. Situated in a desirable neighborhood close to parks, shopping, dining, and top-rated Smithtown schools, this home combines quality craftsmanship, modern finishes, and everyday comfort. A rare opportunity you won't want to miss!

30 New Mill Road, Smithtown
$859,990
3 Beds ⋅ 2 Baths ⋅ 1031558 MLS
Set on 1.25 acres backing directly to the Nissequogue River Preserve this Sprawling Ranch offers a setting that is truly special. Protected woodland replaces neighboring homes, offering a peaceful backdrop where wildlife and changing seasons become part of everyday life. Inside, this inviting ranch features 3 bedrooms, 2 full baths, a farmhouse-inspired kitchen with breakfast nook, separate formal dining room, and beautiful hardwood floors throughout. The spacious family room is filled with natural light and anchored by a brick wood-burning fireplace with removable electric insert, while the formal living room showcases exposed wood beams and a wood-burning stove. Just off the primary suite, a sun-filled sitting room provides the perfect retreat to enjoy your morning coffee while taking in views of the surrounding landscape. Outside, enjoy summer days by the fenced 20x40 in-ground pool with a 2-year-old liner, or relax on the wood deck and brick patio surrounded by mature trees and the peaceful sights and sounds of nature. The fully permitted barn with attached carport and covered patio offers incredible versatility with potential uses including equestrian space, workshop, studio, home gym, or a cottage for extended family or rental income with proper permits. Additional features include a brand-new roof with flashed skylights, new gutters, propane service for cooking and laundry dryer, two-car attached garage, and a full unfinished basement with egress window offering even more possibilities. Conveniently located minutes from Blydenburgh County Park, Caleb Smith State Park Preserve, beaches, shopping, dining, and within the highly acclaimed Smithtown School District, this is a rare opportunity to enjoy the peace of a private setting while staying connected to everything Smithtown has to offer.

16 Landing Meadow Road, Smithtown
$379,999
2 Beds ⋅ 1 Baths ⋅ 1033107 MLS
Absolutely immaculate; fully renovated, move in ready 1st floor 2 bedroom unit. Being on the first floor allows for a private entrance, located just feet away from assigned parking spot as well as the well maintained laundry room. This unit was just renovated earlier this year so everything is brand new! Windows and door have lifetime warranty. The ceiling was sound proofed so one can confidently say it is the quietest unit in the entire coop! Both bedrooms can accommodate queen sized beds and there is TONS of closet space!

355 Route 111 Unit #19, Smithtown
$799,900
4 Beds ⋅ 2 Baths ⋅ 1028706 MLS
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, 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
$999,000
4 Beds ⋅ 3 Baths ⋅ 1020597 MLS
When opportunity knocks the door must be opened. Welcome to 57 Brooksite Drive. A stunning single unit home in the heart of Smithtown NY sitting on nearly a half an acre of property. Renovated just over 1 year ago this home is being offered to the market at an amazing opportunity to be purchased as turn key as they come. Enjoy the state of the art renovations throughout the property including a finished basement, a first floor master bedroom, and an open concept dining room & kitchen. Spark up the fire and sit with the entire group as you enjoy the fully functional living room fireplace. Walk out your sliding door and gaze at your massive nearly half acre of land where you can host and entertain your friends. Got a project? Your attached garage gives you plenty of space to park your car and sustain your handyman fix. This property needs absolutely nothing except your willingness to enjoy it's perfection. This is a truly ICONIC home! Showings by appointment only.

57 Brooksite Drive, Smithtown
$1,250,000
6 Beds ⋅ 4 Baths ⋅ 1021652 MLS
Located in the in a highly desirable area of Smithtown sits this well maintained colonial…. Over 4000 sq ft of living area containing 6 true bedrooms, 3.5 bathrooms, a home office, a formal dining room, guest quarters (bedroom, full bath, living room) with a separate entrance, A sizable sitting room ( 18x25) containing a wood burning fire place, a separate living room and a wonderful screened in patio that can be accessed through the kitchen and the sitting room…. The landscaping of the home is just perfect!! Multiple sitting areas make it easy and fun to enjoy and entertain. A two car garage with electric car charging station, large driveway, close proximity to Town, LI Railroad and major highways just adds more value to this home.

10 Burham Drive, 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
$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
$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
$1,499,000
4 Beds ⋅ 4 Baths ⋅ LP1439480 MLS
Serene Location! To Be Built. Please Note That Rendering/Photo Shown Conveys Craftsmanship of Homes Previously Built. Taxes Are Not Known At This Time. Features Include Hardwood Floors, Granite Kitchen Countertops, Choice Of Cabinets With Dove-Tail Draws & Soft Touch Close, 2 Zone Central Air Conditioning, Colonial Base Moldings & So Much More. Some Optional Features Include Venting Out For Stove, A Fireplace, Tray Ceiling Primary Suite, Shadow-box Molding-- Builder Will Build To Suit- Close Distance To Long Island Railroad, Highways, Shopping And More. No Models Available To View~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:Tbb,Separate Hotwater Heater:Y

2 Vistas Circle, Smithtown

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