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$849,000
4 Beds ⋅ 3 Baths ⋅ 977202 MLS
Lovely Colonial Split, 3/4 Bedroom (4th Bedroom or Office), Spacious Throughout, Updated Eat in Kitchen with Granite/.Stainless Steel Appliances, Attractive Great Room for Gatherings, Updated Baths, Upgraded Recessed Lighting, Updated Windows and Pella Doors, Custom Moldings/Trim, Renovated Entry Level Laundry Room, Central AC- 3 Yrs, 3 Zone Heating System- 3 Yrs, Expanded Primary BR Suite with Full Bath and Walk-In Closet, Country Club Yard, Prof. Landscaped, 20x40 In Ground Pool (5 Yr Liner, Loop-Loc Cover and New Filter), Widened Drive, Partial Garage Space for Storage, Property Tax with Basic Star $14,619.47. NOTE: Natural Gas Line in Street.

43 Hallock Avenue, 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
$1,599,000
6 Beds ⋅ 4 Baths ⋅ 948811 MLS
21 Astor Ave Is Located In The Heart Of Saint James Within The Desirable Smithtown School District. This Custom Built And Architecturally Appealing 6 Bedroom, 3.5 Bath Colonial Is Only 25 Years Young & Sits On 3/4 Of An Acre. A Charming Open Front Porch Greets You Before You Enter The Large 2 Story Foyer With Grand Staircase & A Motorized Chandelier. A Bright Formal Living Room Awaits Your Guests Before You Sit Down For A Meal In The Formal Dining Room Featuring A Tray Ceiling. Lovely Hardwood Floors Throughout The Home. The Spacious Custom Kitchen With Island Has Plenty Of Room For A Dining Table And Is Open To The Family Room With Wood Burning Fireplace. There Is Also A Large Enclosed Porch For More Entertaining Space That Leads To The Rear Yard. You And Your House Guests Or In-Laws Will Appreciate The Privacy Of The 1st Floor Guest Quarters With Full Bath & Separate Entrance Complete With Mud Room And Drop Off Station Or This Could Easily Double As A Home Office. The 2nd Level Has 5 Bedrooms, A Full Bath, Laundry Room, And A Large Private En-Suite With Gas Fireplace, Walk-In Closet, And Full Bath With Tub And Separate Shower Stall. If The 4,147 Square Feet Of Living Space Wasn't Enough For You, Then Maybe The Full Finished Basement With A Home Pub & Half Bath Will Help! Wait! Theres More!! Attached 2 Car Garage, Inground Pool, & BONUS Fully Equipped Pool House With CAC & Heat! An Incredible Value For This Much House! Gas Line In Street. Projected ARV $2,300,000 Owner Motivated. Let’s Talk!

21 Astor Avenue, Saint James
$1,699,543
4 Beds ⋅ 3 Baths ⋅ 919240 MLS
Step into a world of elegance and tranquility at this stunning Colonial home, nestled in the picturesque Village of Nissequogue. Offering a perfect blend of classic charm and modern convenience, this property is a sanctuary where memories are made and cherished. The main house boasts three generously-sized bedrooms, providing ample space for relaxation and personal retreat. Two full bathrooms ensure that morning routines are a breeze, making this home a perfect fit for families or guests. The large kitchen is a chef’s dream, equipped with modern appliances and abundant counter space. Whether you're hosting a dinner party or enjoying a quiet breakfast, this kitchen serves as the heart of the home, seamlessly connecting with the formal dining room that invites laughter and shared meals. The formal living room is an inviting space that sets the stage for cozy evenings by the fireplace, while the den, complete with a wet bar, offers a perfect retreat for entertaining friends or enjoying a nightcap after a long day. Sprawling across 2.36 acres, this property is a true outdoor paradise. Dive into luxury with your own inground pool, where summer days can be spent basking in the sun or hosting unforgettable poolside gatherings. The allure doesn’t stop there; the charming pool house enhances outdoor living with its own living room, kitchenette, and full bath. Perfect for guests or entertaining, the 13' x 21' loft area above provides a unique space for hobbies, a home office, or additional guest accommodation. This home is more than just a place to live; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this captivating Colonial retreat in Nissequogue—where every corner of the property invites relaxation, celebration, and cherished moments. Schedule your private tour today, and step into your dream home!

704 Short Beach Road, Nissequogue
$3,499,000
6 Beds ⋅ 7 Baths ⋅ 894314 MLS
**Starting Summer 2026!** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE* 6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath Fixtures, Frameless Bath Enclosures, Marble & Porcelain Tile baths, Marble and Quartz Countertops. Hi End Appliances. 6" White Oak Floors Herring Bone Patterns, 2 Fireplaces, Modern LED Lighting, Designer Moulding & Trim Package. Fully Finished Garage, finished Basement. Emtek Hardware throughout, Central Vac. Smart Home Technology with PDA controlled Thermostats. Bosch Heat Pump System with 85 gallon electric Hot water tank, in ground 500gal propane tank,Designer Landscape Package w/ Privacy Trees ,Specimen Trees, 600 Perennials, boxwoods, Sod Lawn, IGS, Trex Dock w/ launching pad, 20' x 40' Gunite Heated Pool with Masonry Patios ,walkways and aprons.

326 Nissequogue River Road, Nissequogue
$2,476,666
7 Beds ⋅ 7 Baths ⋅ 885277 MLS
HUGE PRICE REDUCTION OF $223,000! SELLERS ARE MOTIVATED! Make this home yours today! 9 Swan Place is a renovated estate offering over 8,300 square feet of luxurious living space in one of Long Island’s most coveted areas. Nestled in a pristine area, just across from Stony Brook Harbor, this private sanctuary embodies the best of North Shore living. The home is surrounded by the charm of Nissequogue, Smithtown, Head of the Harbor, and Stony Brook. Imagine days spent exploring local beaches, enjoying waterfront activities, or unwinding at nearby fine dining establishments, vineyards and local parks. For boating enthusiasts, this lifestyle is a dream come true. This elegant home features 7 spacious bedrooms and 6.5 baths, including 5 newly updated bathrooms in marble and quartz. The sprawling first-floor primary suite is a true retreat, boasting his-and-hers walk-in closets, a marble fireplace-accented sitting room, and a spa-like marble bathroom with a hot tub just steps away on your private deck. Two additional bedrooms and a full bath on the main floor make this home ideal for multigenerational living. Vaulted ceilings and natural light define the expansive great room, sunroom, and chef’s kitchen, complete with premium stainless steel appliances, a granite-topped island, and updated light wood cabinetry. The sunroom’s new French doors lead to a sprawling 3,000 sq. ft. deck, perfect for entertaining or simply soaking in your serene surroundings. Outside, the 2-acre professionally landscaped property offers resort-style amenities: a heated gunite pool with three waterfalls, a fire pit, volleyball court, stone patio, and an outdoor kitchen. Whether hosting or relaxing, this home has it all. RECENTLY RENOVATED: KITCHEN CABINETS, BATHROOMS, ENTERTAINMENT ROOM, HVAC, HARDWOOD FLOORS, LANDSCAPING, POOL & DECKS. Located in the sought-after Smithtown School District and surrounded by the vibrant lifestyle of the North Shore, this home is the epitome of luxury and comfort. Hidden halfway between NYC and The Hamptons, this glorious home is meticulously renovated while overflowing with natural light. Don’t miss the chance to make it yours.

9 Swan Place, Nissequogue
$775,000
3 Beds ⋅ 3 Baths ⋅ L3591496 MLS
Charming 3 Bedroom, 3 Bathroom Cape With a Thoughtfully Designed Layout. The Main Level Features Two Bedrooms, A Bright Living Room, A Well-Equipped Kitchen, And A Dining Area Perfect For Entertaining. Upstairs, You'll Find A Private Primary Bedroom Suite For Added Comfort. Situated On A Beautifully Landscaped Lot, with a heated in ground pool. This Home Blends Style And Functionality.

10 Marchant Drive, Saint James

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.