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271 N Country Road, Smithtown
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 907590 MLS
Introducing one of the most elegant, exquisite, and high-end new construction homes to ever hit the market in the highly coveted Smithtown School District—this custom-built 4-bedroom, 2.5-bath colonial is set on a private 3/4-acre lot and showcases craftsmanship, design, and luxury at every turn. Set back from the road, the home welcomes you with a private blacktop driveway with cobblestone border, two sleek black garage doors, black gutters, a bold black front door, charming front portico, and premium vinyl siding accented by board and bat soffits for a stunning architectural touch. Step inside to a grand two-story entryway with wide-plank hardwood floors, an extravagant trim and molding package featuring oversized crown molding and extensive box molding throughout, and jaw-dropping shiplap accent walls that run up the staircase and through the second-floor hallway. The formal living room is bright and elegant with box-out windows and detailed wall molding, leading into an expansive great room/den with custom shiplap fireplace wall, wood-burning fireplace, and sliding glass doors that open to your fully fenced white PVC backyard. The outdoor space is a showstopper, complete with a beautiful rear paver patio, front and back inground sprinklers, and lush landscaped grounds. The designer chef’s kitchen is the heart of the home, featuring custom white cabinetry, quartz countertops and matching backsplash, an oversized center island with pendant lighting, black hardware, built-in microwave, and a full Frigidaire appliance package. The formal dining room is nothing short of extraordinary with its coffered ceiling, raised panel box molding, and an abundance of natural light. Upstairs, the palatial primary suite boasts vaulted ceilings, recessed lighting, hardwood floors, a spa-like bath with a white kidney-shaped soaking tub, large glass-enclosed stand-up shower, and a custom walk-in closet with shelving and racking. Three additional spacious bedrooms offer hardwood floors and custom closets, while the second-floor laundry room provides convenience with tiled flooring. Additional features include a full basement with outside entrance, solid 3-box interior doors with black handles, on-demand hot water, gas appliances, two-zone heating and cooling, and full Energy Star certification. This home is the ultimate combination of timeless elegance and cutting-edge luxury—a true masterpiece built for those who expect nothing but the best.

271 N Country Road, Smithtown
330 Edgewood Avenue, Smithtown
$1,003,000
4 Beds ⋅ 3 Baths ⋅ 976987 MLS
Welcome to this beautiful Colonial set on a private 1-acre property in Smithtown featuring an inground pool, 2-car garage, and expansive driveway. This home offers a spacious layout with a primary bedroom featuring an en-suite bath, plus three additional bedrooms and 1.5 additional baths. The main floor includes formal living room, formal dining room, family room, and eat-in kitchen ideal for entertaining and everyday living. A partially finished basement provides additional flexible space. The large property offers endless possibilities and great outdoor entertaining space.

330 Edgewood Avenue, Smithtown
17 Leslie Lane, Smithtown
$999,999
4 Beds ⋅ 3 Baths ⋅ 1005004 MLS
Welcome to 17 Leslie Lane...a Beautifully updated Colonial Splanch nestled in a tree-lined neighborhood in Smithtown with Commack SD, this spacious home features 4 possibly 5 bedrooms and 2.5 Baths..Large Entry Foyer, Formal Dining Room, Expansive Kitchen with large Island..and Sitting/Den area with Fireplace and steps up to a Large Living Room, Gas Cooking and Heat, CAC. Hardwood Floors, Step outside to a Private Backyard with paver patio complete with a Salt Water/ Heated In-ground pool. This home has it all...all while conveniently located near shopping, restaurants, and Parks...make this your forever home!!

17 Leslie Lane, Smithtown
5 Supreme Court, Smithtown
$999,999
4 Beds ⋅ 4 Baths ⋅ 988386 MLS
Welcome to 5 Supreme Court, Smithtown – Located in the Highly Sought-After Hauppauge School District with Low Taxes ($16,940). This spacious Post Modern home offers an exceptional layout with soaring ceilings and a dramatic 24-foot foyer entry, creating a grand first impression. The open floor plan features hardwood flooring, a bright and airy living and dining area, and a center island kitchen ideal for both everyday living and entertaining. Offering 4 bedrooms with an optional 5th bedroom or home office on the main level, this home provides flexibility to suit a variety of lifestyles. The primary suite features a double-door entry, and the home includes wood and ceramic flooring throughout. The full, finished basement with outside separate entrance (OSE) and full bath adds valuable additional living space. Additional highlights include natural gas, baseboard heating, central air conditioning and the property is set on a private cul-de-sac.

5 Supreme Court, Smithtown
22 Whispering Woods Drive, Smithtown
$999,999
4 Beds ⋅ 3 Baths ⋅ 909207 MLS
Welcome to 22 Whispering Woods Drive, located in the sought-after Smithtown School District! This beautiful home sits on a .35-acre property and boasts a true resort-style backyard. Step into the two-story entry foyer, where vaulted ceilings set the tone for this inviting home. The young, updated chef’s kitchen is a true showstopper, offering plenty of counter space, a wine and coffee bar, and views of the stunning yard. Sliders off the kitchen lead to a paver patio, making summer barbecues easy and enjoyable. The yard is an entertainer’s dream, featuring a sparkling inground pool with a new liner and heater, plus a relaxing hot tub. The first floor sitting room is the perfect place to unwind with a good book or can double as a home office. The thoughtful floor plan allows seamless entertaining between the living room, den, and kitchen, while the spacious dining room is ideal for hosting holiday gatherings. Upstairs, you’ll find generously sized bedrooms, creating a private retreat for rest and relaxation. The full basement offers additional living space, perfect for a play area, home gym, or theater. Additional highlights include Updated roof and hot water system,150 Amp electric service, LED high hats throughout, Precast cesspool. This home blends style, function, and outdoor living for the ultimate lifestyle experience!

22 Whispering Woods Drive, Smithtown
22 Whitney Gate, Smithtown
$999,999
4 Beds ⋅ 3 Baths ⋅ 904259 MLS
This Majestic Colonial With Water Views And Access To The Nissequogue River Features *Four Large Bedrooms Primary With Ensuite*Formal Livingroom With Wood Burning Fireplace* Family Room With Fire Place*Formal Dining room*Updated Kitchen With Granite Counter Tops ,Black Stainless Appliances* Gas Cooking Stove With Electric Oven & EIK Island* A Legally Converted Garage Of 440 Sq Feet Now Being Used As Office Space Offers Endless Possibilities* New Washer & Dryer, Granite Counter Top Laundry Area With ample Storage*Large Basement For Extra Storage*Gas Heating System /Three Zone Heating* Three Central AC Units*Lawn Sprinklers Located In Front And Rear Yard* Heated Salt Water Pool *New Paver Walk Ways And Paver Patio* Large Gazebo With Electric* 2 Sheds* Best Bonus Of All A Detached Unit Strategically Located With Water Views This Free Standing Unit Has Heat And Air Conditioning (Water Located Outside Of Unit) Wiz Lighting System Inside & Outside To High Light River Water*Smithtown School District* Smithtown Township Offers Access To Short Beach & Hoyt Farms With Resident Only Access* This property qualifies owners to have up to two horses.

22 Whitney Gate, Smithtown
9 Aron Street, Smithtown
$999,999
4 Beds ⋅ 3 Baths ⋅ 905390 MLS
**Previous buyers lost his job - New Opportunity for serious homebuyer** Welcome to this Stunning 2,900 Sq Ft Victorian-Style Home in the Heart of Smithtown! Step into timeless elegance with this spacious four-bedroom, 2.5-bathroom gem, offering classic charm paired with modern conveniences. The heart of the home is a generously sized NDA Custom kitchen featuring abundant cabinetry and a cozy eating area—perfect for family meals or entertaining guests. Enjoy formal gatherings in the full dining room, relax by the gas fireplace in the den, or unwind in the extra-large living room designed for comfort and style. Additional features include an unfinished basement with a separate outside entrance—ideal for storage or future expansion. Step outside to your private backyard oasis, boasting a spectacular inground pool with a waterfall and meticulously landscaped grounds—with plenty of extra yard space to enjoy. Located just minutes from shopping, restaurants, and vibrant nightlife, this home combines the charm of Victorian architecture with modern living in one of Smithtown’s most desirable areas. Some recent updates include pool linear 2024, Central Air 2018, Roof 2017, Spray foam insulation 2017. Don't miss your opportunity to own this one-of-a-kind home!

9 Aron Street, Smithtown
30 Abbot Road, Smithtown
$999,900
5 Beds ⋅ 3 Baths ⋅ 893474 MLS
Welcome to this beautifully updated Brookfield Colonial, ideally situated on a peaceful cul-de-sac and just steps from a charming neighborhood park, perfect for year-round enjoyment. Thoughtfully renovated in 2023, the heart of the home is a stunning open-concept farmhouse-style kitchen featuring an oversized center island with pendent lighting above—perfect for everyday meals or hosting unforgettable gatherings. The kitchen flows seamlessly into an expansive formal dining room, creating a layout designed for both daily comfort and effortless entertaining. Just off the kitchen, a well-placed, powder room adorned with shiplap walls leads to a spacious family room featuring a wood-burning fireplace with built-in shelves and a wall of windows overlooking the private, country club-style backyard. The formal living room, also offers built-in shelving and a uniquely styled, stacked stone fireplace, adding warmth and character to the space. Upstairs, you'll find four generously sized guest bedrooms, including one with its own sitting area, and an open hallway that adds to the home's airy feel. The luxurious primary suite features a newly renovated, spa-inspired bath complete with a classic clawfoot soaking tub and a separate tiled shower. A full guest bathroom rounds out the second floor. Another showstopper to this home is the backyard oasis—complete with an inground, heated saltwater pool (redone in 2019), a covered outdoor bar, and a fully fenced yard with a wooded backdrop for ultimate privacy. Additional updates include: Natural gas heating (2015), Tankless water heater (2018), First-layer roof (2024), Andersen windows throughout, Whole-house water filtration system This exceptional home offers the perfect balance of everyday comfort and sophisticated entertaining—inside and out.

30 Abbot Road, Smithtown
10 S Lot Road, Smithtown
$999,000
3 Beds ⋅ 3 Baths ⋅ 1003638 MLS
Welcome to this beautifully maintained, sprawling ranch nestled on a spectacular country club property at the end of a cul-de-sac. Designed for seamless modern living, this sun-drenched home features 3 spacious bedrooms, 3 full baths, and an effortless, flowing layout. The main level boasts a bright, inviting living room, a formal dining room, and a classic tile kitchen. Unwind in the cozy den, anchored by a charming wood-burning fireplace equipped with a brand-new chimney insert (2025). The Ultimate Primary Retreat, this luxurious primary suite serves as your own private sanctuary, highlighted by a dramatic atrium addition. Featuring floor-to-ceiling windows, this breathtaking space offers panoramic views of the magnificent backyard. Step outside into a vacation-at-home paradise, complete with meticulously landscaped grounds, a sparkling in-ground pool, a serene koi pond, and a tranquil, cascading waterfall. Roof & Structure (2025): Brand-new roof, upgraded insulation, floorboards, and 4 stunning, light-flooding skylights. Finished Basement (2024–2025): Fully finished lower level maximizing your entertaining and living space, complete with a commercial-grade industrial dehumidifier. Drainage & Landscaping (2022–2023): New driveway, robust retaining walls, property drains along the tree line, a French drain system, and a new sump pump. Power & Utilities: New backup generator (2023), underground propane tank, and a certified cesspool with overflow system. Premium Extras: High-end Anderson windows throughout and an updated front door. With its pristine infrastructure and resort-style backyard, this turnkey property perfectly blends premium suburban comfort with your own private vacation destination.

10 S Lot Road, Smithtown
43 Grassy Pond Drive, Smithtown
$999,000
4 Beds ⋅ 3 Baths ⋅ 988946 MLS
Located in the award-winning Hauppauge School District, consistently ranked among the top districts on Long Island. Enjoy Smithtown-area amenities with noticeably lower taxes than Smithtown proper — the best of both worlds. Quiet, tree-lined neighborhood with easy access to the LIE and Northern State Parkway, and both north and south shore beaches. Central AC Whole house generator Over 1/2 acre Heated In-ground pool Pool Shed Outdoor shower 4 bedrooms 3 full bathrooms

43 Grassy Pond Drive, Smithtown
7 Flamingo Drive, Smithtown
$999,000
4 Beds ⋅ 3 Baths ⋅ 955127 MLS
Colonial in desirable Forest Woods Development has hardwood floors throughout. Primary bedroom with walk-in closet & Primary bathroom. The three additional bedrooms with ample closets & hardwood floors. Banquet size Dining Room & Formal Living Room with picture window and warm & cozy fireplace. Kitchen with granite, double ovens and stove top. Sliders lead into Sunroom. Pull down attic stairs. Two zone oil heat and Central Air. Fenced in yard with a dog run. In-ground sprinklers. Outside kitchen garden. Laundry Room with new washer & additional storage with built-in shed and a two-car garage. Conveniently located to park, hiking, stores and restaurants.

7 Flamingo Drive, Smithtown
7 Windmill Court, Smithtown
$999,000
4 Beds ⋅ 4 Baths ⋅ 894118 MLS
Renovated 4 Bedroom Colonial with 3.5 baths, IGP located on a cul-des-sac in Smithtown East SD! Home features new kitchen, bathrooms, flooring, roof, CAC and much more. Full finished basement with Bar for entertainers and sauna for relaxation. Excellent location in the Village of the Branch.

7 Windmill Court, Smithtown
75 Wesleyan Road, Smithtown
$995,000
4 Beds ⋅ 3 Baths ⋅ 925583 MLS
Welcome to this beautiful, recently renovated Splanch located in the heart of Smithtown! This stunning home offers the perfect blend of elegance, comfort, and modern design. Featuring four spacious bedrooms and two-and-a-half baths, including a luxurious primary ensuite with a beautifully updated bathroom, this home is sure to impress. Step inside to find a large formal dining room, an open eat-in kitchen with breakfast nook, spacious den complete with a wood-burning fireplace, perfect for gatherings and relaxation. The expansive living room with cathedral ceilings creates a grand yet inviting atmosphere filled with natural light. The lower level includes a basement, offering plenty of room for storage, recreation, or future expansion. Outside, enjoy your own backyard oasis featuring a freeform heated in-ground pool, surrounded by beautifully landscaped grounds with front and rear inground sprinklers — ideal for entertaining or simply unwinding in style. This home truly has it all — modern finishes, open spaces, and an unbeatable Smithtown location close to parks, schools, and amenities. A must-see property that combines sophistication and comfort in every detail!

75 Wesleyan Road, Smithtown
58 Cherry Lane, Smithtown
$990,000
4 Beds ⋅ 2 Baths ⋅ 992568 MLS
Welcome to 58 Cherry Lane ~ A beautiful house in a beautiful neighborhood waiting to be your new home. This handsome expanded Cape Cod style home has been lovingly maintained and elevated with a NEW NAVIEN gas heating system. The open floor plan, lofty ceilings, wide plank pine floors and custom stone gas fireplace sets a tone of comfort and ease. Remodeled kitchen with many new SS appliances, maple cabinetry and stone counters is open and bright Separate den, and flex room as office/playroom houses new built in washer and dryer station. Unique floor plan provides loft bedroom apart from 3 main bedrooms. Perfectly landscaped and private backyard has entertainment deck and spectacular freeform saltwater pool with waterfall feature. Recent upgrades include roof, cesspool, 200 amp electric, CAC, CVAC, IGS and more. Smithtown Schools Taxes do not reflect the STAR discount (savings of $877.00)

58 Cherry Lane, Smithtown
69 Churchill Lane, Smithtown
$990,000
4 Beds ⋅ 4 Baths ⋅ 958093 MLS
Welcome to 69 Churchill Lane, a custom-designed expanded ranch nestled in the heart of the serene Smithtown Pines and the Hauppauge School District. This exquisite brick home is a haven of tranquility, offering four spacious bedrooms and three and a half bathrooms. Step inside your entry foyer to discover an expansive open-concept kitchen, complete with sleek stainless-steel appliances, granite countertops, and custom cabinetry. The kitchen seamlessly flows into an oversized living room. This exquisite home features an entry foyer, den/family room with a wood burning fireplace, an expansive living room with vaulted ceilings and hardwood floors throughout and offers an ideal space for entertaining or simply relaxing. The primary bedroom is complete with an ensuite full bathroom, providing a perfect blend of comfort and style. Adding to the charm of this home is the cozy den with a brick fireplace, a perfect spot for those chilly evenings. The full finished basement offers an outside entrance and is a versatile space that can cater to your unique lifestyle needs. Whether you require additional space, storage, a home office, a workout room, or a dance area, this space is ready to adapt to your needs. Outside, the home boasts a two-car garage and a circular driveway, offering ample parking space. The backyard is a private oasis, featuring a back deck accessible via sliding doors, a firepit, and a brick barbecue grill, perfect for outdoor entertaining. The property is located in a quiet block within Smithtown Pines, a highly sought-after community known for its peaceful ambiance and friendly neighbors. The area is rich in local amenities, providing easy access to shopping, dining, beaches, parks and recreational activities. 69 Churchill Lane is more than just a home - it's a lifestyle. Don't miss this opportunity to enjoy the best of Smithtown living.

69 Churchill Lane, Smithtown
45 Grandview Lane, Smithtown
$990,000
4 Beds ⋅ 3 Baths ⋅ 896030 MLS
LARGE 4 BEDROOM 2.5 BATH COLONIAL ON 1.23 ACRES OF PARKLIKE PROPERTY IN THE PINES SECTION OF SMITHTOWN.BRAND NEW KITCHEN WITH LARGE ISLAND AND QUARTZ COUNTERTOPS AND BACKSPLASH. PRIMARY BEDROOM HAS AN ON SUITE BATHROOM WITH STAND ALONE TUB AND SEPERATE SHOWER. LARGE CIRCULAR DRIVEWAY PLUS A SEPERATE STRAIGHT DRIVEWAY JUST REDONE WITHIN 2 YEARS. 2 YEAR OLD NAVIEN COMBI GAS HEATING SYSTEM. BRAND NEW 30 YEAR ROOF. CENTRAL AC WAS INSTALLED 2.5 YEARS AGO AND ALSO A DUCTLESS UNIT WAS INSTALLED IN THE FINISHED BASEMENT WITH HEAT AND AC. 200 AMP ELECTRIC WAS INSTALLED 2 YEARS AGO. RELAX IN THE LARGE DEN WITH THE WOOD BURNING FIREPLACE ON THOSE COLD NIGHTS. CEMENT AND PAVER PATIO WAS DONE 1.5 YEARS AGO. MAKE THIS HOME YOUR FOREVER HOME.

45 Grandview Lane, Smithtown
14 Hills Park Lane, Smithtown
$985,000
4 Beds ⋅ 4 Baths ⋅ 954778 MLS
Welcome to 14 Hills Park Lane ~ Smithtown, NY. Located in the The Pines, a highly desired location with beautiful properties and proximity to major roadways and shopping, this expansive four bedroom ranch sits beautifully on a full usable acre+ lot with mature trees and landscaping. A graceful paver walkway leads to the covered front porch and welcomes you in to its generous entry foyer. At this point, you will feel the expansive qualities of this home ~ wide hallways, large bright living room and banquet size dining room. The handsome eat in kitchen was tastefully updated in 2018/19 with new cabinetry, quality appliances, and quartz counters and has a separate pantry, and laundry room with outside entrance. A separate cozy Den with brick fireplace and wood burning insert adds additional living space and opens to the back yard. The bedroom wing of the home provides three ample bedrooms that share a tremendous main bath and also houses the spacious primary suite with walk-in closet and private bath. A mid-century style open staircase leads to a basement full of potential with main recreation room, baths, office with outside entrance and access to the one car garage. The private fully fenced 1.01 acre backyard offers a two level paver patio, one with newer awning and generous open yard spaces that surround the As-Is Gunite pool. Beautiful hardwood floors, newer Anderson windows in most of the home, whole house fan, 200 amp service, Many updates include roof(2022), heating(2012)and central air(2005) Paver patios, fencing and awning(2022) *approximate dates Hauppauge Schools Please note taxes updated for 2026...with STAR $13,904.55

14 Hills Park Lane, Smithtown
11 Dillmont Drive, Smithtown
$985,000
4 Beds ⋅ 3 Baths ⋅ 887218 MLS
Majestic, Expanded Center Hall Colonial, 4 BR, 2.5 Baths on Usable 1/2 Acre Plus Property in North Smithtown; All Updated Windows Including Floor to Ceiling Andersens with Panoramic Views, Updated Siding (5 yrs), Roofing, Heating, Cesspool (10 Yrs); Newer Central AC (4 Yrs), Newer In Ground 16x32 Pool, Updated Appliances; Huge Primary Suite with 2 Walk-In Closets, Jacuzzi Tub and Separate Shower. Tax with Basic Star $18,567.36.

11 Dillmont Drive, Smithtown
Lot 21 Hurtin Boulevard, Smithtown
$979,900
5 Beds ⋅ 3 Baths ⋅ 819558 MLS
NEW CONSTRUCTION-To Be Built- 4/5 Bedroom 3 bathrooms, Colonial 2 Car Garage, 4/5 Bedrooms, 2.5 Bathrooms, 9 Foot Ceilings 1st Floor, Oak Floors Thruout 2 Zone Gas Heat, Custom Black Windows, Custom Kitchen/Granite Countertops, Stove, Dishwasher, Refrigerator and Microwave, Molding Package and Full Unfinished Basement With Egress Window. 2 Zone Central Air, Fireplace, Smithtown Schools Summer Delivery!

Lot 21 Hurtin Boulevard, Smithtown
103 Redan Drive, Smithtown
$975,000
4 Beds ⋅ 3 Baths ⋅ 1026048 MLS
Come Live A Lifestyle in this very Desirable 24/7 Gated Golf Community with Amenities. This 4 Bdrm, 3 Bth Colonial style Home offers endless possibilities to make this the home of your Dreams! The Grand entrance foyer boasts a soaring 20 ft Ceiling/ chandelier on a power switch, as well as beautiful architectural moldings. The main level includes a Formal Living Room, Formal Dining Rm, Great Rm/Wood Burning Fplc, EIK/Beautiful Wood Cabinets, Full Bthrm, Office or 4th Bdrm & Mud Room. Double Sliding Doors from the Kitchen & Great Rm lead out to a pavered patio which overlooks tranquil views of the 2nd Fairway. The 2nd level features a Primary Bdrm /3 large Closets & Master Bthrm/Jacuzzi Tub, Double Sinks, Toilet & Linen Closet. There are 2 additional Over Sized Bdrms/ a Full Bathroom. The Laundry Rm is conveniently located on the 2nd Floor/Washer, Dryer & Slop Sink. This Beautiful Home Offers CAC, CVAC, Alarm System, Gas Heat & Gas Cooking, & Sprinkler system. The Lower Level offers a Full Unfinished Bsmt/9'Ceilings for Extensive Storage or to finish to your own Specifications. Residence of Stonebridge can enjoy a Heated Salt Water Pool, Tennis & Pickleball, Card & Exercise Room. HOA dues of $565.00 include Landscape maintenance, Snow Removal, Trash pickup & Water. Conveniently located next to Blydenburg Park/easy access to No.State Pkwy & LIE, McArthur Airport, Great Restaurants & Town Beaches.

103 Redan Drive, Smithtown
3 Ingram Court, Smithtown
$975,000
4 Beds ⋅ 4 Baths ⋅ 835422 MLS
Nestled on a serene dead-end court in the sought-after Village of the Branch, this spacious colonial offers the perfect blend of comfort, character, and modern updates. Built in 1970 by the renowned Mr.Ingram, this home has been lovingly maintained by the same family for over 28 years. Sitting on a generous half-acre lot, this property features 4 bedrooms, 3.5 bathrooms, open concept kitchen & dining room, cozy living area with fireplace, full finished basement with outside entrance, heated in-ground pool, pavers patio, 2 cars garage, central air conditioning, hardwood floors and much more! From the inviting grand foyer to the fenced in spacious backyard, this home offers plenty of room to relax, entertain, and grow. Conveniently located near schools, shopping, and parks, this is a rare opportunity to own a piece of Smithtown history. Don't miss out on this special property. Schedule your showing today!

3 Ingram Court, Smithtown
68 Churchill Lane, Smithtown
$970,000
3 Beds ⋅ 3 Baths ⋅ 919101 MLS
Welcome to 68 Churchill Lane, a beautiful home nestled in the heart of Smithtown Pines. This Diamond condition expanded ranch delivers a blend of luxury and comfort that stands out. Enter this impeccable home through the entry foyer and you will be greeted by gleaming hardwood floors that lead you into your formal living room and then into a beautifully designed open concept kitchen that boasts two sets of sliding doors overlooking the expansive yard and providing wonderful natural light. This culinary haven boasts custom cabinetry, an island for additional workspace, and stunning granite countertops. The kitchen is further enhanced with Kitchen-Aid Stainless Steel Appliances including a double-wall oven and gas top cooking, making it a dream for any home cook. The custom millwork and crown molding add an extra touch of elegance throughout the home. The home features three spacious bedrooms and three bathrooms including a primary bedroom complete with an ensuite full bath, providing ample space for relaxation and convenience, Gourmet Kitchen, Formal Living Room, Dining Area, Den/Family Room and a full finished Basement with large storage area, laundry and utilities. For those working from home, there is a dedicated office space, ensuring productivity and comfort. The sunken den/family room provides an intimate area for family gatherings or quiet evenings. Step outside to a country club-style backyard, complete with a saltwater 20x40 heated in ground pool. The pool has a new liner, Loop-Loc cover and is surrounded by professionally landscaped grounds. An oversized, covered patio overlooks and surrounds the pool, offering a perfect spot for outdoor entertainment or relaxation. This home is equipped with natural gas cooking and heating, central air conditioning and a whole house Kohler Generator with an automatic transfer switch, ensuring uninterrupted power supply. A home security system is in place for added safety, and an oversized driveway provides ample parking space, The property also includes a lawn irrigation system to maintain the lush green surroundings. 68 Churchill Lane is located on a quiet block in Smithtown Pines, a welcoming community known for its tranquility and charm. The home is a perfect blend of luxury and comfort, ready to welcome its new owners. Come and experience the serene and luxurious lifestyle that 68 Churchill Lane has to offer.

68 Churchill Lane, Smithtown
310 Terry Road, Smithtown
$967,500
5 Beds ⋅ 4 Baths ⋅ 938535 MLS
Discover a home that truly stands apart. Lovingly maintained by the original owners, this impressive 5-bedroom, 3.5-bath residence features soaring ceilings, abundant natural sunlight, and a spacious primary with an en suite. A Mother–Daughter with proper permits layout provides versatility for multigenerational living or visiting guests. Upgrades include a brand-new boiler and oil tank, a cozy wood-burning pellet stove, and a gas fireplace. Step outside to resort-style grounds highlighted by lush hydrangeas, mature crepe myrtle trees, a custom waterfall, and a show-stopping inground fiberglass pool in the coveted Caribbean Sand finish. A tranquil Koi fishpond completes this extraordinary outdoor sanctuary. Every detail has been crafted for beauty, comfort, and undeniable appeal—an opportunity buyers won’t want to miss.

310 Terry Road, Smithtown
5 Old Landers Court, Smithtown
$965,000
4 Beds ⋅ 3 Baths ⋅ 993990 MLS
Location, Location, Location for this Brookfield Colonial on a dead-end Street. Home Situated on Flat 1/2acre, 2-Car Garage and Basement. Features include 4 Nice Size Bedrooms, 2.5 Baths, Yng EIK, Grand Formal Dining Room, Formal Living Room, Den with French Doors to Backyard, Laundry Area on 1st Floor, Gleaming Hardwood Floors thru-out, updated 200 AMPS Electric, Burner-2017, Fenced Yard, Cement Patio, Plenty of Potential to design Dream Resort Backyard. Smithtown Schools and again Location, Location, for this Brookfield Colonial on Dead-End Street.

5 Old Landers Court, Smithtown
334 Edgewood Avenue, Smithtown
$965,000
4 Beds ⋅ 2 Baths ⋅ 983941 MLS
Step into a world where architecture and nature exist in perfect harmony in this custom-built Mid-Century Modern California ranch, tucked away in the heart of Smithtown. Designed with intention and integrity, this striking home welcomes you with soaring cathedral ceilings and a dramatic center beam that anchors the open-concept living space. Walls of glass blur the line between indoors and out, framing breathtaking views of the serene, park-like grounds beyond. A spectacular living room flows into a formal dining area, where a dual wood-burning fireplace sets the tone for intimate gatherings, while the sun-drenched sunroom invites you to unwind and step directly into your own private oasis. The sleek galley kitchen, adorned with butcher block and granite counters, offers both style and function beneath soaring ceilings. The main level features three spacious guest bedrooms and pristine hardwood floors throughout, while the upper level reveals a tranquil primary retreat complete with sweeping backyard views, a walk-in closet, and full bath. The walk-out lower level opens to a versatile space ideal for a home office, gym, or creative studio, complemented by a temperature-controlled wine cellar for the true enthusiast. Outside, the grounds are nothing short of magical—lush, mature landscaping, winding garden paths, and a peaceful waterfall pond create a botanical sanctuary. Be swept away by a charming tea house set poolside, inviting quiet mornings and sunset escapes, leading to a sparkling in-ground pool that defines this extraordinary lifestyle offering.

334 Edgewood Avenue, Smithtown
45 Woodland Drive, Smithtown
$960,000
5 Beds ⋅ 3 Baths ⋅ 987129 MLS
Location, Location, Location!!! This classic, VERY spacious and well maintained farm ranch home has loads of character and charm with hardwood floors throughout. 5-bedrooms, 3 full -baths and 2 car garage set on a picturesque, quite, tree lined and manicured street. This lovely and traditional home blends timeless elegance with thoughtful updates and TONS of storage. Some recent improvements include a new roof and upgraded pool equipment (pump, heater, and filter) some Anderson windows, a fully fenced yard for added privacy, and a beautiful mahogany deck overlooking the in-ground heated pool—perfect for relaxing or entertaining. Located within the highly regarded Smithtown School District, this property offers both charm and modern convenience in a desirable setting and close to all that Smithtown has to offer ......nature and hiking trails galore, incredible restaurants, coffee shops, boutiques and close to LIRR.

45 Woodland Drive, Smithtown
11 Coventry Lane, Smithtown
$950,000
4 Beds ⋅ 3 Baths ⋅ 1010236 MLS
Welcome to this stunning Hamptons-style Colonial located within the highly sought-after Smithtown School District. This beautifully updated home offers 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, combining timeless elegance with modern conveniences. Throughout the home, you'll find gleaming hardwood floors, beautiful chair rail moldings extending from the kitchen into the laundry area, and thoughtful updates that enhance both style and functionality. The heart of the home is the beautifully appointed kitchen, featuring rich cherry wood cabinetry and brand-new stainless steel appliances. Additional upgrades include a brand-new central air conditioning system with Nest smart home controls, new siding, and a one-layer roof for added peace of mind.The impressive primary suite features soaring cathedral ceilings, creating a bright and airy retreat complete with a private en-suite bathroom. The fully finished basement provides exceptional additional living space, complete with a ductless AC system and abundant storage options. Step outside to your own private resort-style backyard oasis. Perfect for entertaining, the outdoor space showcases a two-tiered paver patio, natural gas fire feature, and a stunning in-ground saltwater pool with a brand-new liner. The all-paver driveway further enhances the home's curb appeal and luxurious feel. Offering exceptional indoor and outdoor living, modern upgrades throughout, and a prime location, this move-in-ready home is a rare opportunity you won't want to miss.

11 Coventry Lane, Smithtown
20 Villa Lane, Smithtown
$950,000
4 Beds ⋅ 3 Baths ⋅ 910427 MLS
Welcome to 20 Villa Lane Smithtown your next Home. True Diamond home with all the Bells and Whistles already included. Many Updates thru-out this beautiful home. Features 4 Bedrooms, 2.5 Baths all Updated, Grand Chef EIK w/Marble Counters and Gas Cooking, Wall of Windows in Kitchen, plus Marble Table Included, Updated Gas Heat-3 Zones, Plus Some Radiant Heated Floors in Bathroom, CAC-System, 200 AMP Electric, 2 Fireplaces, Brazilian Cherry Hardwood Floors, Updated Roof, Updated Windows, Updated Cesspools, Plus that beautiful In-Ground Pool to enjoy in the summers with 2 Gazebos for shade and lovely Patio Pavers thru-out. Homes Faces East for Sun in the morning, and all afternoon gets sunshine in your pool area. Looking for that perfect home with Young Kitchen, Baths, and inground pool within Smithtown Schools then don't miss this true turnkey home

20 Villa Lane, Smithtown
4 Burham Court, Smithtown
$950,000
3 Beds ⋅ 2 Baths ⋅ 910485 MLS
Welcome to 4 Burham Court located on a private Cul-De-Sac in the heart of North Smithtown... This beautifully maintained Ranch features an entry foyer way, formal living room, Formal Dining Room, Den Area with wood burning fireplace, EIK with granite counter tops and an abundance of natural light, 3 bedrooms and 2 full bathrooms, Downstairs you will find an oversized partially finished basement w/ recreation area, ample storage and access to your extremely oversized and spacious 2.5 car garage!!! Step outside to a Very Private & Tranquil fully fenced professionally landscaped property! Additional features include.... Hard wood Floors, Crown molding throughout, Anderson windows, CAC (1 Zone), Oil Heat (2 Zone), 200 AMP electric... All of this and so much more set on a picturesque .65 Acre, you do not want to miss this!!

4 Burham Court, Smithtown
3 Five Acre Court, Smithtown
$950,000
3 Beds ⋅ 2 Baths ⋅ 906029 MLS
Welcome to this stunning sprawling ranch, perfectly situated on a beautifully landscaped one-acre lot in a quiet Smithtown cul-de-sac. This exceptional home offers 3 bedrooms and 2 full baths, including a spacious primary suite with en-suite bathroom. The interior features gleaming hardwood floors, a formal dining room, formal living room, den with fireplace, and an eat-in kitchen with granite countertops. A bright sunroom/den with sliding doors opens to a wraparound Azek deck and a private inground pool—ideal for indoor-outdoor living and entertaining. Additional highlights include central air conditioning, 200amp service, inground sprinklers, a two-car garage, and potential for extended family or multi-generational living. Roof, deck, pool and pavers are 4 years old. Located just minutes from Main Street, Smithtown Landing Golf Course, LIRR, Smith Haven Mall, the Nissequogue River, parks, and more. A rare opportunity to own a true retreat in one of Smithtown’s most desirable neighborhoods!

3 Five Acre Court, Smithtown

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