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$997,999
5 Beds ⋅ 4 Baths ⋅ 1045526 MLS
Exceptional Extra-Large, Charming Home with Resort-Style Backyard & Incredible Flexible Living Space...This is a WOW House with lots of character!!! Welcome to this truly special DIAMOND Cape-style, well maintained home, set on beautiful half-acre grounds and offering an impressive blend of quality craftsmanship, modern updates, and exceptional versatility; Quality details continue throughout this home with solid interior doors, hardwood floors in most of home, recessed lighting, and Sonos speakers on the first floor, custom blinds, "50 year roof", clapboard siding with maintenance free shingles, updated electric. This home offers much more than meets the eye, it offers multiple stunning living spaces with an oversized two-car garage, and an incredible backyard retreat ! The MAIN section of this large home features four bedrooms, 2 1/2 baths, and a finished basement with adorable summer kitchen, outside entrance and egress window creating wonderful flexibility for guests, recreation, hobbies, or extended living needs! Adding even more versatility is an ADDITIONAL living area on the main floor featuring another large eat-in kitchen, living room, full bathroom, office, and additional bedroom. Whether used for extended family, guests, a private workspace, or simply additional everyday living space, the possibilities here are endless. The beautifully updated main kitchen is a true highlight, featuring luxurious quartzite countertops, Thermador double ovens, and Bosch appliances overlooking a family room/den with built in shelving and hardwood floors. On the 2nd floor, the primary suite is complemented by a custom-designed closet offering exceptional organization and storage. There are 3 additional bedrooms with skylights and gorgeous full bathroom with mosaic tiles, built-in area in shower and multiple shower heads. Step outside and discover your own private backyard oasis. The custom built salt water, heated in-ground pool features a concrete wall, sun deck, built-in bench seating, and deck jets, creating a resort-like setting for summer entertaining and relaxation. Another feature here is the beautifully built deck providing additional outdoor living space, while the custom outdoor shower is perfect after a swim or simply enjoying the outdoors. The expansive half-acre property also features in-ground sprinklers and a custom shed with chicken run, adding charm and function to the beautifully maintained grounds. Enjoy the lifestyle close to everything you need and want, offering access to beautiful parks with hiking trails. kayaking, beaches, exceptional selection of restaurants, boutiques, LIRR....

351 Forest Lane, Smithtown
$759,000
4 Beds ⋅ 2 Baths ⋅ 1046723 MLS
Welcome to this charming home located in Smithtown, within the award-winning Commack School District! This property offers a comfortable and functional layout featuring a formal living room with crown moldings and ceiling fan, formal dining room with built-in cabinetry and wine storage, perfect for entertaining and sliding glass door to exterior. The kitchen is equipped with stainless steel appliances, wood-finish cabinetry, tiled flooring and provides a great space for everyday living. The home offers 4 bedrooms and 2 full bathrooms, providing plenty of space for guests. A full basement, partially finished, adds valuable additional living and storage space and includes a washer and dryer. Additional features include oil heating, two thermostats for temperature control, a one-car garage, expansive rear Trex deck overlooking the backyard—ideal for outdoor relaxation and entertaining. Expansive back yard with mature trees providing natural privacy. The property is being sold AS IS. Don’t miss the opportunity to make this Smithtown home your own!

90 Cornell Drive, Smithtown
$679,000
3 Beds ⋅ 2 Baths ⋅ 1034437 MLS
Absolutley beautiful three-bedroom, two full bath cape situated on a generous lot in the heart of Smithtown. This move-in-ready home showcases a newer roof, stylish luxury vinyl plank flooring, a beautifully updated bathroom (2026), and a bright eat-in kitchen designed for both everyday living and entertaining. The flexible floor plan offers three spacious bedrooms and two full baths and a versatile loft space, providing plenty of room for family, guests, or a home office. The attractive board-and-batten vinyl siding adds timeless curb appeal and enhances the home's modern farmhouse charm. The oversized property offers endless possibilities for outdoor entertaining, gardening, recreation, or future expansion. Conveniently located near parks, shopping, restaurants, schools, and transportation, this beautifully updated home combines comfort, style, and convenience and is just waiting for its next owner.

22 South Avenue, 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

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.