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$675,000
4 Beds 3 Baths 1050207 MLS
Just Listed in desirable New England Village! This 4-bedroom, 2.5-bath home offers an open floor plan ideal for entertaining. An additional room on the first level provides flexible space that can be used as a den, office, or bedroom, as desired. The kitchen was renovated in 2024 and features quartz countertops, a center island, farmhouse sink, and stainless steel appliances. The primary suite includes a walk-in closet, washer and dryer, and full bathroom. Bedrooms feature ceiling fans. Additional features include a full attic, full unfinished basement, two-car garage, and 200-amp electrical service. The oil burner, hot water heater, and roof are approximately 10 years old. Leased solar panels may help reduce electric costs with a warranty that is transferable. The monthly electric ranged from $28-$50 according to Sunrun. The property also features underground utilities and public sewer. The private, level backyard offers space for outdoor enjoyment, with beautiful sunrise and sunset views. In-ground sprinklers help maintain the landscaping. Conveniently located near the LIRR, MacArthur Airport, LIE, Sunrise Highway, schools, parks, shopping, and restaurants. Sachem School District.

362 Singingwood Drive, Holbrook

$630,000
4 Beds 3 Baths 1049960 MLS
Welcome to 152 Alkier Street, a truly unique 4-bedroom, 2.5-bath Raised Ranch perfectly positioned on a spacious corner lot in the heart of Brentwood. Recently renovated and thoughtfully updated, this home offers an impressive combination of space, comfort, and versatility. Step inside to a bright and inviting layout featuring generous living areas and plenty of room for entertaining. Outside is where this property truly stands apart—enjoy your own private backyard retreat featuring a beautiful in-ground pool and ample space for gatherings, summer barbecues, and entertaining. The spacious corner lot also provides plenty of parking, a rare and valuable feature. Additional highlights include natural gas heating and cooking, updated finishes, and a flexible layout with endless possibilities. Conveniently located near the Long Island Rail Road, major shopping centers, schools, public transportation, and major roadways including the Long Island Expressway (I-495) and Sunrise Highway, making commuting and everyday conveniences easily accessible. Offering exceptional indoor and outdoor living space in a prime Brentwood location, 152 Alkier Street is not your typical Raised Ranch—this is a home you have to experience in person!

152 Alkier Street, Brentwood

$719,000
3 Beds 2 Baths 1050347 MLS
WHERE TIMELESS CHARM MEETS EXCEPTIONAL OPPORTUNITY. Discover the warmth, character, and enduring appeal of this beautifully maintained Colonial, ideally situated in one of Smithtown’s most desirable neighborhoods. Rich hardwood floors, an inviting fireplace, and flowing floor plan create an atmosphere that feels instantly like home. Offering three spacious bedrooms and one-and-a-half baths, this residence features a gracious living room with fireplace, Dining room, and eat-in Kitchen. The partially finished basement provides abundant storage while offering potential for additional living space. Step outside and experience a setting that feels straight from the pages of a storybook. Meandering stone pathways weave through mature landscaped gardens, leading to an expansive fenced backyard that invites summer gatherings, outdoor celebrations, or simply peaceful evenings surrounded by nature. Perfectly positioned on a quiet residential street, this exceptional home offers the tranquility buyers seek while remaining just minutes from the Long Island Expressway, Northern State Parkway, shopping, dining, and all that the Town of Smithtown has to offer—including its renowned parks, beaches, and recreational amenities. Whether you’re searching for your forever home or a rare opportunity in one of Long Island’s most sought-after communities, this residence offers the perfect blend of charm, comfort, location, and future potential.

20 Brook Lane, Smithtown

$359,999
1 Beds 1 Baths 1050327 MLS
Welcome to 10 Smithtown Boulevard, Unit 6A, a beautifully redesigned main-level residence offering elevated co-op living in the highly sought-after Smithtown School District. Completely transformed with modern finishes and thoughtful design, this home combines the comfort of a high-end residence with the value of co-op ownership. Sunlit interiors, seamless flow, and quality craftsmanship create a space that feels both sophisticated and inviting. A Rare and Highly Valuable Feature of this home is the fully enclosed and secure 300-square-foot private storage space located directly beneath the unit, offering exceptional convenience and flexibility rarely found in co-op living. The designer kitchen features custom cabinetry, sleek finishes, generous storage, and a spacious dining area perfect for everyday living or entertaining. The spa-inspired bathroom showcases clean lines and elegant modern details. The king-sized primary suite is exceptionally spacious for a one-bedroom and offers abundant closet space. A versatile flex area provides the ideal setting for a home office or quiet retreat. Light oak hardwood floors run throughout the home, complemented by crown molding, modern lighting, and a soft neutral palette that enhances the bright, airy feel. Additional features include: • Assigned parking for two vehicles Immaculate and move-in ready, this home presents a rare opportunity in one of Smithtown’s most desirable communities. One of a kind. A true step above.

10 Smithtown Boulevard Unit #6A, Smithtown

$449,999
3 Beds 2 Baths 1048027 MLS
Incredible opportunity to own the highly desirable Essex model in Woodgate Village! Why rent when you can own? Tucked away toward the back of the development, this spacious corner-unit duplex townhouse offers 3 bedrooms, 1.5 baths, an abundance of storage, and a fantastic open-concept layout filled with natural light. A beautiful private stone patio welcomes you into the home, where the ceramic-tiled first floor features a spacious formal living room with a wood-burning stove, ceiling fan, and beautiful plantation shutters on many of the windows, flowing seamlessly into the formal dining room. At the heart of the home is the chef’s kitchen featuring stainless steel appliances, maple cabinetry, a distinctive shiplap ceiling, abundant cabinet and counter space, and an extended garden-style window above the sink, creating the perfect spot for plants and décor. A convenient first-floor powder room with a shiplap accent wall and a separate washer/dryer closet complete the main level. Upstairs, the enormous Primary suite is a true retreat, highlighted by its own private balcony and ceiling fan, along with two additional bedrooms, each with ceiling fans. The full bath features both a glass-enclosed stand-up shower and separate tub, soaring vaulted ceilings, and a skylight that fills the space with natural light. Storage is plentiful throughout, including a pull-down attic, storage beneath the staircase, and the unit’s own private storage locker. Woodgate Village is connected to sewers, offers plenty of available parking, and features an impressive array of community amenities, including a clubhouse, community pool, tennis, pickleball, basketball, and playground. Conveniently located near shopping, schools, the train station, airport, and major highways, this townhouse combines space, convenience, storage, and community amenities in one exceptional opportunity. Unit is being sold as-is.

204 Springmeadow Drive Unit #M, Holbrook

$799,000
4 Beds 3 Baths 1050209 MLS
Builder’s Model Colonial located in the desirable Morewood Estates of Smithtown, featuring 4 bedrooms with 2.5 baths. The main level offers a entry foyer, formal living room and formal dining room with beautiful hardwood floors, an eat-in kitchen with access to an oversized deck overlooking .44 acres of a beautiful natural backyard setting, and a cozy den with fireplace. Upstairs features all beautiful hardwood flooring throughout all the bedrooms. You have the primary bedroom, three additional bedrooms, and two full baths. A bonus area provides additional flexible space to suit your needs. Brand New Hot water heater just installed, newer roof 3 yrs old. Conveniently located just minutes from shopping, dining, transportation, and more. This is a must see!

14 Morewood Drive, Smithtown

$689,999
2 Beds 3 Baths 1047459 MLS
Welcome to Willow Wood at Smithtown, a remarkable townhouse and condominium development featuring the stunning Apple Wood model with 1,900 interior square feet. As you enter, you’re greeted by a spacious foyer bathed in natural light from a skylight, leading to an open staircase that ascends to the second floor. Upstairs, you’ll find a well-designed layout that includes a primary en suite with two walk-in closets and a double vanity featuring both a tub and shower, alongside a second bedroom, also with a walk-in closet. Conveniently located off the bedroom is a laundry room for easy access. Returning to the main level, the cozy living and dining room combination showcases engineered hardwood floors and a gas fireplace, with sliding doors that open to a private patio—ideal for outdoor relaxation. The spacious eat-in kitchen is perfect for gatherings, while a conveniently located powder room and ample closet space throughout ensure both comfort and functionality. The home also includes a one-car garage with an electric opener, offering additional parking and storage solutions. For added security, the property is fully alarmed with Ring cameras at the front door and garage door. Monthly common charges of $500.00 includes landscaping and maintenance, access to the inground saltwater pool, clubhouse, and fitness center, snow removal, and water, along with discounts on Optimum TV and Internet services. Community amenities further enhance the living experience with an inground pool, clubhouse, fitness center, and a relaxing gazebo, all in a pet-friendly environment. Don’t miss out on this exceptional chance to live in a vibrant community at Willow Wood in Smithtown!

5 Monitor Road, Smithtown

$599,000
3 Beds 2 Baths 1050033 MLS
Welcome to this well-maintained 3-bedroom, 1.5-bath ranch offering comfortable single-level living with a functional and spacious layout. The home features a bright living room with hardwood floors that flows into the dining room and an additional den, providing plenty of space for everyday living and entertaining. The eat-in kitchen offers ample cabinetry, gas cooking, and laminate flooring. All three bedrooms are conveniently located on the main level, including the primary bedroom, along with a full bathroom and additional half bath. A separate side entrance provides convenient access to the main living area, unfinished basement, and attached one-car garage. The unfinished basement houses the utilities and laundry while providing additional storage space. Hardwood floors run throughout much of the home, with tile flooring in the den and laminate flooring in the kitchen. Outside, enjoy a spacious backyard with a patio area and plenty of room for outdoor entertaining, gardening, or recreation. Additional Features & Updates: Approximately 10-year-old asphalt roof | Approximately 5-year-old boiler | Approximately 5-year-old water heater | 100-amp electrical service | Natural gas | Attached 1-car garage | Unfinished basement with utilities & laundry | Hardwood floors throughout most of the home | Tile flooring in den | Laminate flooring in kitchen

206 Alkier Street, Brentwood

$1,395,000
4 Beds 3 Baths 1050030 MLS
Set on one serene, private acre surrounded by beautifully landscaped grounds, this distinctive four-bedroom, two-and-a-half-bath residence blends warmth, character and craftsmanship with modern comfort and efficiency. Rich architectural details include hardwood floors, custom millwork, exposed beams and coffered ceilings. The expansive kitchen features custom cabinetry, granite countertops, a center island, professional-style appliances, propane gas cooking and radiant heated floors. The primary suite offers a sitting room, two walk-in closets and a spa-like bathroom. Significant upgrades include high-efficiency heat pump heating and central air, a hybrid heat-pump water heater, whole-house insulation, water filtration and air-purification systems, extensive LED lighting and a generator. A family room with brick fireplace, two-car garage and partially finished basement with a separate heating zone and ample storage complete the interior. Outside, enjoy an in-ground gunite pool, deck, bluestone walkway, seven-zone WiFi sprinkler system, front porch and mature gardens.

4 Salt Hay Way, Smithtown

$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

$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

$799,990
3 Beds 3 Baths 1049319 MLS
Experience refined, resort-style living in this magnificent Woodbine 3 bedroom 3.5 bath end unit—the largest model offered in the prestigious Country Pointe–Nesconset community. Ideally positioned in a prime interior location, this exceptional residence offers added privacy, beautiful landscaping, and an impressive combination of space, comfort, and custom upgrades. A dramatic two-story entry with soaring ceilings introduces a bright, open layout featuring gleaming hardwood floors, recessed lighting, a gas fireplace, and central vacuum. The beautifully remodeled chef’s kitchen showcases custom finishes, stainless steel appliances, generous cabinetry, and plenty of space for gathering and entertaining. Conveniently located on the main level, the spacious primary suite features a walk-in closet and a private bathroom with a Jacuzzi soaking tub and separate shower. Upstairs, a large open loft provides flexible living space, along with two additional generously sized bedrooms. The full basement with high ceilings offers abundant storage. Additional highlights include an attached garage, a heating system that is approximately two years young, and a private rear patio surrounded by professionally landscaped grounds and specimen plantings. Country Pointe residents enjoy 24-hour gated security, a clubhouse, fitness center, heated saltwater pool, tennis, pickleball, basketball and bocce courts, a playground, visitor parking, and meticulously maintained common areas. This non-age-restricted community is conveniently located near Wegmans, Trader Joe’s, Whole Foods, restaurants, parks, beaches, major roadways, and Stony Brook University Hospital. This is a rare opportunity to enjoy luxury, privacy, exceptional amenities, and an unbeatable location.

89 Deer Valley Drive, Nesconset

$1,199,000
5 Beds 4 Baths 1049096 MLS
Welcome to this beautiful & Spacious 5 Bedroom Colonial, ideally situated on a cul de sac & offering 3301Sq Ft of living space ,not including the full basement. From the moment you enter you will appriciate the generous room sizes, beautiful oak floors and the comfortable flow throughout this impressive home. The granite Kitchen is designed for both everyday living and entertaining featuring a center island,ample cabinetry,and a covienient butlers pantry. A warm inviting wood burning fireplace creates a perfect setting for relaxing evenings at home. Step outside and discover your own private backyard oasis. Enjoy the oversized paver patio, perfect for outdoor dining and entertaining overlooking the beautiful heated saltwater inground pool. The basement provides valuble additional space and features an outside entrance offering endless possibilties. With aprroximately 3301 sq ft of living space, a Cul de sac location, this home offers the space,comfort and lifestyle you have been looking for !

5 Keystone Court, Smithtown

$3,750,000
1049315 MLS
For the first time in more than 75 years, a legacy of land assembled over generations is being offered to the public. Beginning with the acquisition of its first parcel in 1949, what started as a single investment has evolved into a remarkable nine-parcel assemblage encompassing approximately 4.21 acres in the heart of the Ronkonkoma/Nesconset corridor. Never before offered as one acquisition, this is a once-in-a-generation opportunity to control an entire mixed-use portfolio with exceptional flexibility and long-term potential. More than just real estate, this is the opportunity to shape the future of an entire development block. Whether your vision is a thoughtfully planned residential community, a mixed-use redevelopment, an income-producing investment portfolio, or a phased development strategy, this offering provides a foundation that would be extraordinarily difficult to recreate in today's market. The assemblage includes: • Two commercially zoned parcels with prominent frontage and visibility along Smithtown Boulevard. • A six-unit multifamily property providing immediate income while future plans are developed. • Five contiguous residential development parcels totaling approximately 2.75 acres, offering exceptional potential for future residential expansion. • A single-family residence that may serve as rental property, or future redevelopment component. What makes this offering truly exceptional is not simply the acreage—it's the opportunity. Acquiring nearly an entire development block under one ownership eliminates the time, uncertainty, and expense of assembling multiple properties from different owners. It creates a level of flexibility and control that is increasingly difficult to find in today's market. Strategically positioned with frontage on Smithtown Boulevard and additional access from Spectacle Lake Drive and Lillian Drive, the property enjoys outstanding visibility, multiple access points, proximity to Lake Ronkonkoma, the Long Island Rail Road, shopping, dining, major transportation corridors, and regional employment centers. Very few opportunities offer this combination of location, existing income, commercial frontage, residential development potential, and long-term flexibility within a single acquisition. For more than seven decades, this property has been part of one family's story. Today, it is ready to become part of someone else's vision. All information is deemed reliable but not guaranteed. Buyers are responsible for independently verifying zoning, permitted uses, development potential, approvals, utilities, lot dimensions, environmental conditions, and all other matters material to their intended use.

357 Smithtown Boulevard, Nesconset

$735,000
3 Beds 3 Baths 1047891 MLS
Experience country club living year-round in The Colony, a sought-after 24-hour gated community! This beautifully updated detached home features an open, versatile floor plan with soaring cathedral ceilings. The main level offers a spacious custom great room, dining room with new sliding glass doors and remote-controlled blinds leading to a large Trex deck and private yard, and an eat-in kitchen equipped with a new Bosch dishwasher and natural gas cooking. A newly renovated powder room, new washer and dryer, direct entry to the two-car garage including a level 2 EV Charger, and a large driveway accommodating up to four vehicles complete this level. Upstairs, the primary en suite features two walk-in closets and a stunning new full bathroom with a double vanity. Two additional bedrooms and another beautifully updated full bathroom provide plenty of comfortable living space. Additional improvements include a new roof, central air conditioning, hot water heater, LED lighting, interior doors, carpeting, and Trex deck. Residents of The Colony enjoy an impressive 15,000-square-foot clubhouse featuring a ballroom, lounge, card room, game room, racquetball courts, fully equipped gym, three pools, tennis, pickleball, and more. This exceptional home truly has it all!

28 Colony Drive, Holbrook

$1,625,000
5 Beds 4 Baths 1048862 MLS
Welcome to 40 Friendly Rd. A home that redefines style, comfort, and convenience. This turn-key, fully renovated property combined luxury and functionality flawlessly. The exterior showcases a perfect blend of brick, Azek facade and oversized Andersen windows exuding a modern yet timeless appeal. As you step inside, you are greeted by a two-story entry foyer with a grand chandelier and monorail/glass floating staircase. The open floor layouts on both floors provide a seamless flow from room to room, making it perfect for both entertaining and everyday living. The kitchen is a chef's dream, featuring custom 3/4" solid white oak and black glass cabinets, custom quartz hood, Viking appliances with a 6-burner stove, and a double island set up. The hidden walk-in butler's pantry offers plenty of storage and adds a touch of luxury. Kitchen flows into a vaulted ceiling family room with a large concrete fireplace which leads to an oversized Trex deck perfect for outdoor entertaining. The property boasts five bedrooms and three and a half well-appointed bathrooms. Custom millwork throughout with 9" wide plank wood flooring, 6" base moldings and a large wet bar on the first level. The home is equipped with a tankless Navien system and a York HVAC system, ensuring optimal comfort all year round. The meticulously landscaped outdoor area with 9 sprinkler zones and new sod provides a tranquil retreat, perfect for enjoying the outdoors. This home is located close to 347 allowing easy access to all local amenities. Whether you are looking for recreation, shopping centers or dining options, you'll find it all within easy reach.

40 Friendly Road, Smithtown

$855,000
4 Beds 3 Baths 1047477 MLS
Welcome to this beautifully appointed 4-bedroom, 2.5-bath Colonial, ideally situated in the highly desirable Royal Woods/Hillside neighborhood and within the acclaimed Smithtown School District. Freshly painted throughout, this inviting home offers a bright, move-in-ready feel from the moment you arrive. Sun-filled interiors showcase beautiful hardwood floors, cathedral ceiling, a charming bay window, and skylights that create an airy and welcoming atmosphere throughout the home. The spacious living area is anchored by a stunning floor-to-ceiling, full-wall granite wood-burning fireplace, creating an impressive focal point that brings warmth, character, and timeless elegance to the space. The well-appointed kitchen features stainless steel appliances just three years old, combining modern convenience with functionality. The spacious primary suite offers a private retreat, complete with a walk-in cedar closet and a full bath. Enjoy year-round comfort with a high-efficiency heat pump installed just one year ago, providing reliable heating and cooling. An oil-fired hot water heating system remains available as an additional heating option. Step outside and discover your own backyard sanctuary. The inviting inground pool features a one-year-old liner, steps, and pump, while the expansive stone-paver patio provides the perfect backdrop for outdoor entertainment, summer gatherings, or simply relaxing in your own peaceful outdoor escape. Ideally located near Smithtown beaches and Smithtown Landing Golf & Country Club, this exceptional home offers a wonderful combination of comfort, style, convenience, and lifestyle. With its spacious interiors, beautiful outdoor setting, and prime location, this is an opportunity not to be missed. Come make this special home your own!

22 Sheryl Crescent, 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.