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$1,099,988
5 Beds ⋅ 4 Baths ⋅ 991887 MLS
Welcome to this stunning custom residence in the highly sought-after Smithtown Pines community. Set on an expansive property, this one-of-a-kind colonial home showcases a distinctive interior design paired with high-end finishes, making it truly stand out from the rest. The main level features soaring 17-foot cathedral ceilings, oversized windows that flood the home with natural light, a grand entryway, and an open-concept living room centered around a striking stone fireplace. Beautiful parquet hardwood flooring flows throughout the home, complemented by updated porcelain tile bathrooms and numerous additional upgrades. Truly Exceptional is the outside entry to a very spacious living area, where you can provide a 1 or 2 bedroom living area that requires very little steps. In addition to that is the third car, extremely spacious garage, ideal for car enthusiast or create your own art, ceramic or whatever your heart desires studio. The upper level offers a well-appointed kitchen with custom cabinetry and granite countertops, a formal dining room overlooking the main living area, and an additional living space that provides flexibility for today's lifestyle with more versatility with Bedrooms, full bathrooms, and a third living area, making it ideal for extended family, guests, or recreation space. In total, the home features 5 spacious bedrooms and 4 full bathrooms. Step outside to a spacious wood deck, perfect for entertaining while enjoying the privacy of the backyard. Additional highlights include an approximately 1,400-square-foot 3-car attached garage, 2-zone central air conditioning, 200-amp electrical service, and a roof that is approximately 3 years old. this remarkable property presents a rare opportunity to own a truly unique home in Smithtown Pines.

23 Colonial Drive, Smithtown
$1,499,990
4 Beds ⋅ 3 Baths ⋅ 992177 MLS
This is an incredible custom-built marvel nestled in the desirable Forestwood section of Smithtown. Constructed in 2016, this 4-bedroom, 3-bathroom home offers an impressive 4300 square feet of living space. Upon entering, you'll be greeted by a striking two-story entryway, leading you to a sprawling main floor adorned with radiant heated porcelain tiles. The expansive kitchen is a chef's dream, boasting high-end Thermador appliances, double oven, gas cooking, Cambria Quartz counters, and Medallion gold series cherry cabinets and a large center island. Adjacent to the kitchen is a den with vaulted ceilings and an electric fireplace encased in marble, custom moldings perfect for those cozy nights in. leading the the second floor is a Brazilian cherry custom staircase. Once upstairs, the second floor showcases Brazilian Cherry floors and a spacious primary bedroom equipped with an en suite featuring a Bain Ultra jacuzzi tub, Vale wall hung toilet, and Brizio fixtures. Two walk-in closets provide ample storage, with secret doors revealing additional storage space. For your convenience, a second-floor laundry room with a washing machine and gas dryer is provided. Outside, on over 1/2 an acre, the backyard transforms into a personal resort, featuring a propane heated saltwater custom 24 x 44 rolling lake inground pool with concrete walls and floor with vinyl liner, waterfalls, and a one of a kind outdoor kitchen. The surrounding patios are Travertine and bluestone and the landscaping create a tranquil oasis, perfect for entertaining or relaxation. There are so many special parts of this incredible backyard. The home also offers a three-car garage, with one bay designed to accommodate a future lift for additional vehicle storage. A built-in vacuum system makes car maintenance a breeze. The garage flooring is finished with garage tiles. In the basement, a theater room with surround sound and an electric fireplace provides an ideal space for movie nights. The is also a very large unfinished area of the basement. Located just a half block from Blydenburgh Park, the property is also conveniently close to LIRR, restaurants, and highways. This home is more than a residence - it's a lifestyle. A unique blend of luxury, convenience, and comfort, This is truly a one-of-a-kind property that is better than new.

10 Kingfisher Drive, Smithtown
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 980395 MLS
Love Where You Live! Enjoy a Country Club Life Style while Living in a Gated Golf Course Community/Ameneties. This is the Home that you've been waiting for..... This very RARE EDEN RANCH model offers 3 Bdrms & 2.5 Baths/a very Open & Expanded layout. The kitchen in this home offers an Eat in Area, Gas cooking, Stainless Steel Appliances, & Silastone Countertops. The Oversized Great Room has a Cathedral Ceiling, Gas Fireplace & Wood Floors thru-out. The huge Master Bedroom/Walk in Closet has built in closet system. The en suite Master Bathroom/Jacuzzi tub & 2 Sinks. The Full Unfinished Bsmt has High Ceilings, a Tankless Water Heater & Cedar Closet. There's a pavered walkway & pavered Driveway which leads to a 2 Car Garage/an oversized door. The expanded pavered patio in the back yard overlooks the 16th Fairway of the Golf Cousre/Pondviews.This Gated Community offers 24/7 Security, Saltwater Pool, Tennis/Pickleball, Cabana/Card & Exercise Room. Low HOA dues $565.00 includes Lawn Maintenance, Snow Removal, Garbage Pick up & Water.

30 Redan Drive, Smithtown
$1,200,000
5 Beds ⋅ 5 Baths ⋅ 977996 MLS
Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that's perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it's like getting two houses in one! The main home features a large living room that leads to an open dining room and eat-in kitchen. The kitchen is equipped with a center island and Silestone countertops, offering both functionality and style. Just a few steps up, the oversized primary ensuite (15'1" x 30'11") awaits, complete with a full bathroom and the convenience of an in-suite washer and dryer. You will also find two additional bedrooms with a full hall bathroom. The secondary living space area boasts an open floor plan, which includes a cozy living room with a fireplace, dining room, summer kitchen, separate laundry area, and full bathroom. Upstairs, two bedrooms provide private retreats, one with its own ensuite bathroom and dual closets. Set on a private 0.53-acre lot, the backyard is perfect for entertaining. It features a paver patio, an expansive deck with a screened gazebo, and an inviting inground pool. Plus, the property backs the local Park, ensuring complete privacy in a serene setting. Enjoy proximity to Blydenburgh Park and the Town of Smithtown beaches, where outdoor recreation is just moments away. 99 Shirley Ct presents a rare opportunity in the Pines- a perfect blend of elegance, functionality, and tranquility. Whether you need two separate living areas or one large home, this house can accommodate. Don't miss this thoughtfully crafted, one-of-a-kind home!,

99 Shirley Court, Smithtown
$1,250,000
5 Beds ⋅ 4 Baths ⋅ 975603 MLS
Welcome to this stately and impressive Colonial, ideally situated in one of Smithtown's most sought after and picturesque neighborhoods. This exceptional property offers a rare opportunity to create a custom luxury home in a truly premier setting. Boasting generous living space the home features a traditional and functional layout with a spacious Living Room, Dining Room, and inviting Den-perfect for everyday living and entertaining. The Kitchen with its Brazilian granite countertops offers generous space and serves as the perfect canvas to design the heart of your dream home. A beautiful feature of the home is a 280 ft expansive SunRoom extension, complete with hot tub, providing a unique space to unwind and relax all year long while overlooking the yard. Upstairs are 5 well appointed bedrooms including the Primary Bedroom with a huge ensuite full bathroom as well as an additional 1/2 bath. The backyard features a newly renovated 20x40 inground pool with new liner and all new coping (1 year old), and approx 3 year old filter, trex decking for low maintenance outdoor living, a beautiful pavillion to entertain under, and a gazebo. A 2 car garage, a young roof, an above ground 550 gallon oil tank, a 4 zone in-ground sprinklers, a tranquil rock waterfall, lightning rods and an expansive stone wall all around the front of the property. With its grand scale, coveted Smithtown location and proximity to the water, this is a rare find for someone to create a truly exceptional home in a prestigious neighborhood.

2 Three Pond Road, Smithtown
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 974379 MLS
Completely renovated luxury home in beautiful Smithtown. The exceptionally bright and airy interior features impressive vaulted ceilings that create a sense of grandeur throughout. The thoughtfully designed floor plan offers versatile living with 3-4 bedrooms and separate areas for entertaining and private life. The heart of this home is its expansive, fully renovated kitchen, showcasing a premium Wolf range, SubZero refrigerator/freezer, elegant white shaker cabinets, huge island for extra storage and seating, a pantry with rollout shelving, and stunning quartz countertops. The generous island provides the perfect gathering spot, while the open concept seamlessly connects to the living room with its inviting fireplace and sliding doors leading to the private outdoor space. Indulge in the massive primary suite, which features a spa-inspired bathroom with radiant heated floors (both bathrooms) and an enormous walk-in closet, offering comfort and luxury in every corner of this exceptional home. No expense was spared in the complete top-to-bottom renovation of this distinctive property. Recent upgrades include new siding, new roof, new HVAC system, new central air conditioning, new doors, including a stunning double front entry door, fresh paint throughout, and completely remodeled bathrooms. Smart home features include a smart thermostat and energy-efficient appliances and finishes for modern convenience (and savings!) Enjoy the professionally landscaped grounds on this generously sized lot featuring a beautiful paver patio perfect for outdoor entertaining and relaxation. The property also includes a spacious garage and an unfinished basement, providing ample storage space. Located in the highly regarded Smithtown School District, this exceptional home offers convenient access to shopping, restaurants, parks, and scenic hiking trails. This completely renovated luxury property offers features and finishes unlike anything currently available on the market. Schedule your private showing today.

1 Valley Avenue, Smithtown
$1,249,000
5 Beds ⋅ 5 Baths ⋅ 969109 MLS
Original owner, clean and well maintained 4000 square foot colonial on 1.2 acres in Point of Woods Section. Featuring 5 beds/4 baths including an ensuite bedroom with full bath on the first floor (see floor plan). Double height entry foyer with large open living spaces. Huge kitchen, dining and family room with wood burning fireplace. Full basement with outside entrance. Two car garage with long driveway for several cars. Move in as it is or renovate to your style and taste. Available for immediate occupancy.

144 Landing Meadow Road, 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
$1,300,000
944827 MLS
This property is located at the intersection of 25A and Rose street, Smithtown, NY. At this intersection there is a traffic control light. This property is located a half mile north of St Catherine Hospital. This location is 3 blocks from the Smithtown Landing Country Club. Across the street from the building there is a CVS and a Teachers Federal Credit Union.

1217 25A N, Smithtown
$1,550,000
4 Beds ⋅ 4 Baths ⋅ LP1439479 MLS
Last Home To Be Built In This Cul-de-sac. 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 Show~ Purchaser To Pay Customary Builders Fees. Prices Are Subject To Change-, Additional information: Appearance:To BeBuilt

6 Keystone Court, 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.