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$1,349,000
5 Beds ⋅ 4 Baths ⋅ 1045111 MLS
Move right into this extended, sprawling 6 BR, 4BA ranch, located in highly desired Mills Pond Estates offering an incredible "in-law" space rarely found in the neighborhood. This open concept home, which boasts hardwood floors throughout the main part of the home, is flooded with natural sunlight and is ideal for entertaining. The principle rooms are spacious, open and airy and overlook the resort-style yard which has an IG heated pool with updated liner, (2026) pump, (2025) and filter (2024), as well as a sports court, outdoor kitchen and built-in firepit. Amazing and rare basement allows for additional living space (with proper permits) or storage. This extended model has a classic brick exterior, designated home office, spacious laundry and functional mudroom spaces you wont find in elsewhere. Natural gas hooked up to the home, just needs to be connected. Current heating system can be converted to gas. Some windows redone 2025 and 2026. Oversized garage. 300 amp service. Solar panels are leased and allow for very low electric bills. Don't miss this truly unique opportunity!

9 Elderwood Drive, Saint James
$899,000
4 Beds ⋅ 3 Baths ⋅ 1048941 MLS
Welcome to 17 White Cliff Lane, a picture-perfect four-bedroom, two-and-a-half-bath splanch offering move-in ready living in desirable Dover Hill Estates. Situated in the Smithtown Central School District, this home boasts tremendous curb appeal with a spacious front yard, mature landscaping, new siding (2024), and updated bedroom windows (2024). Inside, the main living spaces flow together through wide, open doorways. The foyer and formal dining room showcase board-and-batten accent walls, complemented by beautiful wood stair railings. The heart of the home features an inviting eat-in kitchen finished with granite countertops and stainless steel appliances opening to a cozy den with a wood-burning fireplace and views of the backyard garden. Everyday comfort is assured with central air conditioning installed in 2023, along with an updated heating system and oil burner. Practical convenience continues with a partial basement, easy-access attic storage, and a two-car garage. The fully fenced, private quarter-acre backyard is an outdoor sanctuary, complete with an updated irrigation system and an in-ground fiberglass swimming pool featuring a brand-new Loop-Loc cover (2024). With the rear property line bordering a forested recharge basin, the property enjoys added privacy and nature while entertaining or relaxing. Positioned just minutes from the Smith Haven Mall and multiple grocery options, this turnkey home balances peaceful suburban living with everyday convenience.

17 White Cliff Lane, Nesconset
$850,000
4 Beds ⋅ 3 Baths ⋅ 1048431 MLS
Remarkable Custom Built 4 Bedroom, 2.5 Bath Colonial In The Heart Of Saint James. This Classic Residence Has Detailed Architectural Design, Crown Moulding, Mill Work And Elegant Appointments Throughout. Boosting A 2-Story Entry Foyer With Staircase, Formal Dining Room, Formal Living Room with Prominent Gas Fireplace, Family Room With Stone Gas Fireplace, and Siding Glass Doors to Composite Deck. Spacious Eat In Kitchen Complimented With Newer Appliances. Renovated Hall Laundry Area, First Floor Powder Room. Upper Level Includes Primary Bedroom Suite With Vaulted Ceilings, Skylights and His-And-Her Closets, Primary Bath w/ Soaker Tub, Shower and Vanity Counter. All Large Bedrooms with Plush Carpeting and Closet Systems. Upper Level Full Bathroom. All Hardwood Flooring as Seen/Carpet As Seen. Spectacular Fenced Property With Lush Professional Landscape, In-Ground Heated Chlorine Pool. All Composite Decking on Outside Deck, 2 Car Garage and Shed, Valuable Updates Include: 2023 New Roof, Newer Kitchen Appliances, Closets Systems, 2025 Hot Water Heater, Digital Irrigation System, Front Windows Casing Replaced with Azex Trim. Located Close Beaches, Golf Clubs, Renowned Restaurants, Located in the Desirable Smithtown School District.

220 St. James Avenue N, Saint James
$875,000
3 Beds ⋅ 4 Baths ⋅ 1048487 MLS
Welcome to the Devonshire model at Willow Ridge, an impeccably maintained 3-bedroom, 3 and a half bath corner-unit condominium offering approximately 3,570 square feet of spacious living across three levels. Privately situated in one of the community’s most beautiful locations, this exceptional home overlooks a peaceful wooded area and offers a wonderful combination of privacy, comfort, and resort-style living. The main level features a spacious living room with soaring vaulted ceilings, creating an open and inviting atmosphere, along with a private primary ensuite complete with his-and-hers closets and a recently updated full bathroom. The main level also offers a convenient laundry room located directly off the garage. Step outside to the private balcony overlooking the wooded surroundings, complete with a retractable awning—an ideal spot for morning coffee, outdoor dining, or relaxing. The upper level features two additional generously sized bedrooms and a full bathroom, providing an ideal private space for family, guests, or a home office. The lower level offers additional flexible living space with two bonus rooms/bedrooms and a private patio, perfect for entertaining, recreation, or simply enjoying the tranquil setting. Additional features include gas heat, gas cooking, central air conditioning, and a home that has been lovingly cared for and meticulously maintained. Willow Ridge offers an array of amenities, including an in-ground pool, tennis courts, pickleball courts, and more. This beautifully situated Devonshire model offers generous living space, exceptional privacy, multiple outdoor areas, and the convenience of a premier community—all in desirable Smithtown on Long Island’s North Shore.

53 Willow Ridge Drive, Smithtown
$749,999
4 Beds ⋅ 2 Baths ⋅ 1044596 MLS
Super Clean Home that Features 4 Bedrooms, 1.5 Baths, Hardwood Floors, Anderson Windows thru-out, 2025 New Burner, Whole House water filtration system, Roof 2011, Granite EIK around 2018, Fireplace in Family Room, Pull Down-stairs for attic storage, 200 AMPS Electric, Expanded Driveway plus 2-Car Garage, Natural Gas in street already if you want to convert, Fenced Yard with Deck, Patio, Gardens, Shed for storage, and Low Maintenance yard to maintain. Taxes $12k per year, Need Smithtown Schools, then view this home located close to town.

6 North Avenue, Smithtown
$699,999
2 Beds ⋅ 2 Baths ⋅ 1047297 MLS
Welcome to Country Pointe! This is a private, gated community in Nesconset. The community offers many amenities including a heated salt-water pool, 2 tennis courts, Bocce, a playground and gym. This townhouse is truly beautiful and has a lovely porch. It was completely renovated with a new kitchen put in 2 years ago. It is an elegant and classic design. The open space and natural light in the home is very inviting. The kitchen has nice appliances and offers gas cooking. There is a table with a window for dining. There is also a dining room area for larger parties. This space is open to the living room for easy entertaining. The living room has sliders going out to the fenced deck. It is a very nice location in the community. The primary bedroom features walk-in-closets and an ensuite bathroom that is so pretty. The 2nd bedroom is also very nice and the hallway bathroom is updated. The laundry is in the common hallway. This home features a added bonus with the full finished basement. There is a den area, a recreation area and a spare room. The ulilties are also here in the storage area. CAC 15 years, Stove brand new, Dishwasher 2 years, Bathrooms 5 years, There is a roof assessment that has been fully paid for.

107 Deer Valley Drive, Nesconset
$635,000
3 Beds ⋅ 2 Baths ⋅ 1029446 MLS
Charming Ranch on Oversized Lot in Desirable St. James! Welcome home to this warm and inviting 3-bedroom, 2-bathroom Ranch nestled on an oversized property in the heart of St. James. Offering the ease of single-level living paired with incredible expansive outdoor space, this home is perfect for both relaxed daily living and effortless entertaining. Features Main Level with Bright, fluid layout featuring three comfortable bedrooms and one full bathroom. Finished Basement: with Additional finished space and 2nd Full Bathroom. Outdoor Oasis is Set on an unusually deep/large lot. Limitless potential for a pool, outdoor kitchen, or garden expansion. Prime St. James Location: Enjoy proximity to local shops, dining, top-rated schools, and convenient LIRR access. Don’t miss this rare combination of prime St. James property.

101 Lake Avenue, Saint James
$869,000
4 Beds ⋅ 3 Baths ⋅ 1026666 MLS
Welcome to this exceptional 4-bedroom, 2.5-bath Splanch located in the prestigious East Hill Estates section of Smithtown. Offering approximately 2,380 square feet of beautifully designed living space, this residence seamlessly blends timeless elegance with everyday comfort. A gracious floor plan features sun-filled living areas, a warm and inviting fireplace, spacious formal and casual gathering spaces, and a well-appointed kitchen designed for both entertaining and daily living. The generous primary suite provides a peaceful retreat, while three additional bedrooms offer flexibility for family, guests, or a home office. Enjoy year-round comfort with an updated HVAC system, providing efficient heating and cooling throughout the home. Step outside to your private backyard oasis featuring a heated in-ground salt water swimming pool, expansive patio with gas BBQ connection , and beautifully landscaped grounds—perfect for outdoor entertaining or relaxing all summer long. Additional highlights include an attached two-car garage, a full basement offering abundant storage and future finishing potential, and pride of ownership throughout. Ideally situated in the award-winning Smithtown Central School District, the home is conveniently located near parks, golf courses, shopping, dining, beaches, major parkways, and the Long Island Rail Road. This is a rare opportunity to own a beautifully maintained home in one of Smithtown’s most sought-after neighborhoods, where classic Colonial charm meets modern comfort.

6 Navy Drive, Smithtown
$810,000
3 Beds ⋅ 3 Baths ⋅ 984501 MLS
Move right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, 1-car garage, with updated designer kitchen with quartz counters and stainless-steel appliances, updated bathrooms, new flooring/carpeting, fresh paint, etc. Close to local shopping, transportation and amenities. Don’t miss out on this opportunity! Grass photos were digitally enhanced.

26 Stone Gate Court, Smithtown
$2,599,000
6 Beds ⋅ 8 Baths ⋅ 952372 MLS
Paradise on the Nissequogue River with 65 feet of waterfront, ideal for canoeing, kayaking, and serene relaxation. This impressive 5,500+ sq ft contemporary with traditional accents offers 15 rooms and two fully separate living quarters, each with its own basement—perfect for extended or multi-generational living. Both residences feature updated granite eat-in kitchens with wood cabinetry and stainless-steel appliances, formal dining rooms, living and sitting rooms, and spacious primary suites with baths. Additional living space includes two additional bedrooms and a full bath, plus a lower-level spacious guest suite, entertainment rooms, abundant storage, and outside separate entrance (OSE) with its own designated parking. Set on 1.09 beautifully landscaped acres with specimen trees, brick patios, decks and exterior lighting, a spectacular salt water heated gunite in-ground pool (approx. 43’ x 25’) with waterfall, spa, lighting, and natural rock diving board—perfectly positioned to capture sweeping river views. Enjoy evenings by the wood-burning fire pit, surrounded by nautical wildlife and breathtaking sunsets. Located in the highly sought-after Smithtown community, close to fine dining, boutique shopping, theatre, mall, Caleb Smith Preserve, Sunken Meadow Park, beaches, golf, and Smithtown schools. Smithtown offers a blend of tranquil suburban life, historic charm and easy access to parkways and the LIRR/NYC. Additional Features: 2-car garage, North Wing: electric heat exchanger, CAC, heat/AC, South Wing: 3 mini-splits, 5-ton compressor, oil burner, forced hot air/CAC, 60-panel solar system (shared by both wings), In-ground sprinklers, Central vacuum, Two propane tanks, Two fireplaces (one gas, one wood-burning), Two separate hot water heaters, Additional electric panels, Laundry room with slop sink and storage, Brick patio with built-in BBQ

2 Riverview Terrace, Smithtown

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.