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10 Smithtown Boulevard Unit #3B, Smithtown
$239,999
1 Beds ⋅ 1 Baths ⋅ 1053623 MLS
Welcome to 10 Smithtown Blvd Unit 3B, offering top-floor privacy in a highly desirable Smithtown location. Stop paying rent and invest in a spacious 1 bedroom, 1 bathroom co-op. Offering generous room dimensions and fantastic natural light, this home gives buyers the change to personalize finishes, paint, and style to match their individual taste. Highlights include an oversized living room, an eat in kitchen, and rare storage options - featuring a hallway walk in closet, double bedroom closets and pull down attic access. Enjoy low maintenance living with taxes, heat, water, snow removal and grounds care included in the maintenance fee. Located within the Smithtown School District close to all. Bring your personal style and create a home you'll love!

10 Smithtown Boulevard Unit #3B, Smithtown

36 Mayflower Avenue, Smithtown
$629,900
3 Beds ⋅ 1 Baths ⋅ 1036399 MLS
Welcome home to 36 Mayflower Avenue, a beautifully renovated ranch where no detail has been overlooked and every update was made with care and intention. From the moment you arrive, the new front pavers, fresh siding, and a new stoop sets the tone for what's inside. Major mechanicals have all been taken care of such as a new water main, 200 amp electrical upgrade, new plumbing, and central air conditioning. You can move in with complete peace of mind. Inside, you'll fall in love with the renovated kitchen and bathroom. The living room is an absolute showstopper, featuring in-ceiling speakers with motion-detected digital surround sound, perfect for cozy nights in or entertaining guests. Anderson, Pella, and Velux windows flood every room with natural light, and the skylights with motorized blinds add a touch of luxury you didn't know you needed. Outside you're welcomed with a fully fenced backyard complete with beautiful pavers and a retaining wall, your own private retreat, ready for summer gatherings and quiet evenings alike.

36 Mayflower Avenue, Smithtown

24 Spruce Street, Smithtown
$789,900
3 Beds ⋅ 2 Baths ⋅ 1049318 MLS
Welcome to this inviting 3 bedroom, 1.5 bath Ranch in Smithtown, ideally located less than a mile from Smithtown Landing Golf Course. Designed for comfortable living and effortless entertaining, this home features an in-ground pool surrounded by ample outdoor space, including a patio and deck. Inside, the formal dining room is conveniently situated off the kitchen and flows into both the formal living room and cozy den, creating a comfortable layout for everyday living and entertaining. Three bedrooms provide plenty of space for family, guests, or a home office. A two car garage and generous driveway offer abundant parking. Full basement provides plenty of storage. With it's welcoming interior, spacious yard, pool and prime location, this Smithtown Ranch offers a wonderful setting to enjoy both a home and outdoor living.

24 Spruce Street, Smithtown

143 Paddington Circle, Smithtown
$719,000
3 Beds ⋅ 3 Baths ⋅ 1051895 MLS
Enjoy country-club living in this fabulous three-bedroom, 2.5-bath townhouse in the sought-after gated community of Windcrest in Smithtown. The Dover model is the largest townhouse offered in this desirable community of 187 residences. The main level features an inviting living room with a gas fireplace, crown molding, and prefinished hardwood floors, seamlessly opening to the formal dining room. The bright kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a comfortable eating area overlooking the rear paver patio.A cozy den provides the perfect space to relax after a long day. The spacious primary suite features double-door entry, two walk-in closets, and an en-suite bath with a double-sink vanity and soaking tub. Two additional bedrooms provide ample space for family or guests, along with a full hall bath featuring a bathtub with shower, The lower level offers a partial finished basement with laminate flooring and direct access to the two-car garage. Residents of Windcrest enjoy an exceptional array of amenities, including a beautiful remodeled clubhouse with fitness center, saltwater pool, pickleball courts, and tennis court.. This is a wonderful opportunity to enjoy luxury, convenience, and resort-style living in the heart of Smithtown, close to local shopping, fine dining, area beaches, and Stony Brook University and Medical Center. Smithtown Schools

143 Paddington Circle, Smithtown

10 Smithtown Boulevard Unit #6A, Smithtown
$349,999
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

14 Morewood Drive, Smithtown
$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 the 3 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. Basement NOT finished inside entrance only. Conveniently located just minutes from shopping, dining, transportation, and more. This is a must see!

14 Morewood Drive, Smithtown

5 Monitor Road, 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

5 Kenny Street, Smithtown
$749,990
3 Beds ⋅ 2 Baths ⋅ 1047017 MLS
Welcome to 5 Kenny Street, a charming ranch-style home nestled in the heart of Smithtown. This delightful residence boasts three comfortable bedrooms and two full bathrooms, ensuring ample space for all. Upon arrival, you are greeted by the home's impressive curb appeal, set on a generous .34-acre flat parcel. Inside, discover the hidden treasure of hardwood floors beneath the carpeting, preserved for years and ready to shine. The home is equipped with central air conditioning, an updated heating system, and a modern hot water heater for your comfort. Recessed lighting is throughout the house. The spacious living room invites relaxation, while the separate den, enhanced with a cozy gas fireplace, provides an intimate retreat. The kitchen shines with updated stainless steel appliances, a vaulted ceiling with a skylight, and a convenient formal dining room stands ready for your meals and gatherings. The primary bedroom offers the luxury of an ensuite bathroom. The second full bathroom has a skylit vaulted ceiling. This beautiful home has a two-car garage with electric openers, a partially finished large basement with ample storage, and a laundry area adds to the home's practical appeal. Outside, a low-maintenance Trex deck overlooks the picturesque backyard, an ideal spot for outdoor enjoyment. There is an in ground sprinkler system in the front and back yard. The backyard is very private. This home's location is a gem, with easy access to major highways, public transportation, and shopping venues. Welcome to your future home, where convenience meets charm in Smithtown and within the Smithtown School District.

5 Kenny Street, Smithtown

90 Cornell Drive, Smithtown
$759,000
4 Beds ⋅ 2 Baths ⋅ 1046723 MLS
Welcome to this charming home located in Smithtown, within the award-winning Commack School District! This property offers a comfortable and functional layout featuring a formal living room with crown moldings and ceiling fan, formal dining room with built-in cabinetry and wine storage, perfect for entertaining and sliding glass door to exterior. The kitchen is equipped with stainless steel appliances, wood-finish cabinetry, tiled flooring and provides a great space for everyday living. The home offers 4 bedrooms and 2 full bathrooms, providing plenty of space for guests. A full basement, partially finished, adds valuable additional living and storage space and includes a washer and dryer. Additional features include oil heating, two thermostats for temperature control, a one-car garage, expansive rear Trex deck overlooking the backyard—ideal for outdoor relaxation and entertaining. Expansive back yard with mature trees providing natural privacy. The property is being sold AS IS. Don’t miss the opportunity to make this Smithtown home your own!

90 Cornell Drive, Smithtown

1 Rutgers Street, Smithtown
$699,999
3 Beds ⋅ 2 Baths ⋅ 1048457 MLS
Welcome to this beautifully maintained split-ranch home nestled in the highly sought-after East Hills Estates of Smithtown. This 3 bedroom, 2 bath, 1 car garage on 0.3 acres home (currently set up as two bedrooms, can be easily put back to three bedrooms) is filled with natural light and is move-in-ready! This residence offers the perfect blend of comfort, style, and functionality. The inviting main level features a bright and airy living room with soaring cathedral ceilings, a cozy gas fireplace, and an open flow into the eat-in kitchen featuring gas range, refrigerator, microwave, dishwasher (2023) and granite countertops, ideal for both everyday living and entertaining. Upstairs, you'll find a spacious primary bedroom with side-by-side double closets, a generously sized second bedroom, and full hall bath. The lower level offers a sun-filled den with abundant natural light, a full bathroom, laundry room and a convenient outside entrance, providing flexible living space perfect for guests, or a home office. 200-amp electric, Andersen windows, a cesspool with overflow (2021), vinyl fencing, separate hot water heater. and whole-house Generac generator. Situated on a tranquil .34-acre level lot, the private backyard is surrounded by mature specimen trees and lush landscaping and pond. With its mint condition, desirable location, and features, this exceptional home offers everything you are looking for.

1 Rutgers Street, Smithtown

230 Pond View Lane, Smithtown
$779,000
2 Beds ⋅ 3 Baths ⋅ 1044752 MLS
Recently renovated from bottom to top, this beautiful townhouse offers a prime location overlooking the pond in the desirable gated Hidden Ponds community of Smithtown. The bright and inviting open floor plan features high ceilings, plenty of natural light, a fireplace, formal dining room, and sliding doors opening to a private patio with peaceful pond views. Thoughtfully updated throughout with a brand-new kitchen and appliances, three beautifully renovated bathrooms, all-new windows and doors, new flooring and stairs, a new patio door, fresh paint, elegant crown molding, and new bedroom closets. The spacious primary suite offers large windows and a walk-in closet. A private laundry room and attached garage add everyday convenience. Enjoy resort-style amenities including a heated saltwater pool, fitness center, tennis, pickleball, basketball, bocce, shuffleboard, dog run, ping pong, and a renovated clubhouse with a fireplace and kitchen, also available for private gatherings. HOA $391/month. Beautifully updated, move-in ready, and a wonderful opportunity to enjoy the Hidden Ponds lifestyle.

230 Pond View Lane, Smithtown

23 Dale Lane, Smithtown
$759,000
4 Beds ⋅ 4 Baths ⋅ 1042725 MLS
Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on .25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in love!

23 Dale Lane, Smithtown

23 Riviera Drive, Smithtown
$674,999
3 Beds ⋅ 2 Baths ⋅ 1040470 MLS
Location! Location! Location! Welcome to this beautifully refreshed split-level home, where style, comfort, and versatility comes together in one Smithtown offering. From the moment you arrive, the new driveway, 3 year old hot water heater and freshly painted interiors with the cathedral ceiling sets the tone for a home that feels polished, inviting, and ready to enjoy. The home opens to a bright and thoughtfully designed layout offering 3 bedrooms and 2 full baths, with comfortable living spaces that transition effortlessly from everyday moments to entertaining family and friends. What truly sets this home apart is its versatile lower level with a separate entrance, creating exciting possibilities for extended living, a private home office, guest space, recreation area, or whatever best complements your lifestyle. Recent improvements add even more value and peace of mind, including a new gas burner and hot water heater, new dishwasher, and new washing machine. Go outside and enter the generous corner plot that provides the perfect backdrop for alfresco dining, summer gatherings, gardening, or simply unwinding at the end of the day. Thoughtfully updated, and filled with possibilities, this home delivers the space and flexibility today’s buyers are looking for, wrapped in a warm and beautifully presented home. With the top-rated Smithtown schools, and a neighborhood close to shopping, dining, highways and close to the train station, this is a special opportunity in Smithtown that deserves to be experienced in person.

23 Riviera Drive, Smithtown

36 Fifty Acre Road S, Smithtown
$749,999
4 Beds ⋅ 2 Baths ⋅ 1036685 MLS
Welcome to this newly renovated 4 bedroom, 2 bathroom Expanded Cape home, located on a 0.38 Acre lot, in a desirable area of Smithtown, NY. The main level boasts a beautiful inviting living room with a bay window, designer molding, recessed lighting, new flooring, and sliders to backyard, an open concept kitchen with stainless steel appliances, dining area with sliders for quick access to backyard, 2 first floor bedrooms, an updated full bathroom and a laundry area. The second floor offers a very spacious, sun drenched primary bedroom with ensuite bathroom, high ceilings with skylights, plenty of closets, and a forth bedroom. The HUGE backyard has transformed into an entertainer’s paradise, featuring an in-ground pool with waterfall, an upgraded pool filtration system, in-ground sprinkles, two charming wooden decks, a large garage for storage, two sheds and a spacious workshop space in the back that creates a stunning outdoor space perfect for enjoying the warm summer days. Additional improvements include, a remodeled kitchen, two updated bathrooms, new flooring, recessed lighting and new doors, updated out siding, freshly painted interior walls, tree removals, yard leveling, new landscaping, and new pool filtration system. This property is in a PRIME location of Smithtown. Close to Smithtown LIRR train station, Main Street dining & shopping, Smithtown schools, Blydenburge County park, Caleb Smith State Park, Smithtown library, and many other amenities.

36 Fifty Acre Road S, Smithtown

149 Grassy Pond Drive S, Smithtown
$765,000
3 Beds ⋅ 3 Baths ⋅ 1036970 MLS
Welcome to Smithtown Pines! I am excited to share this beautifully maintained 3-Bedroom, 2.5-Bathroom Colonial home which was totally rebuilt from the foundation up in 2003 with a full basement. The exterior features a charming covered porch and a deep backyard complete with a large deck and a pond, perfect for outdoor relaxation. Inside, the first floor boasts a Living Room with a dual-sided gas fireplace that opens into the Dining area, which features sliding glass doors. The large Kitchen comes equipped with stainless steel appliances and leads to a convenient Mudroom featuring a stackable washer/dryer, a side entrance, and a half bath. The second floor offers a Primary Bedroom with two large closets and a spacious bathroom featuring a large Tuscan shower, alongside two additional generously sized bedrooms. Additional features include oil heat, an inground sprinkler system, and completed ductwork ready for central air conditioning.

149 Grassy Pond Drive S, Smithtown

42 Pineacre Drive, Smithtown
$699,999
3 Beds ⋅ 1 Baths ⋅ 1030650 MLS
Well-Maintained Cozy Ranch on a Beautiful Tree-Lined Street in Smithtown Welcome to this charming and well-maintained ranch nestled on a picturesque, tree-lined street in Smithtown, set on a generous .63-acre property with a detached garage. This inviting home offers a comfortable and functional layout featuring a formal living room, formal dining room, cozy den, and an eat-in kitchen with propane cooking. The home offers three bedrooms and one full bathroom, providing plenty of space for comfortable living. Anderson windows and beautiful hardwood floors in the living room add warmth and character to the home. Outside, enjoy the expansive property with plenty of room for outdoor activities, entertaining, gardening, or simply relaxing in your own private setting. The detached garage provides additional storage and convenience. A wonderful opportunity to own a lovingly maintained ranch in a desirable Smithtown location.

42 Pineacre Drive, Smithtown

29 Ivy Hill Drive, Smithtown
$800,000
4 Beds ⋅ 3 Baths ⋅ 1030391 MLS
Sprawling Smithtown Ranch on .52 Acre with Gunite Pool & 3-Car Garage! Space, flexibility and a backyard built for summer living come together in this distinctive 4-bedroom, 2.5-bath home set on a beautiful .52-acre property in the desirable Smithtown School District. Offering the ease and open feel of ranch-style living with a thoughtfully designed split-level bedroom wing, this home provides an exceptional layout for both everyday living and entertaining. A welcoming foyer opens to generously sized living spaces, including a formal living room, formal dining room, expansive den and a separate home office—ideal for working from home or creating a quiet flex space. The eat-in kitchen features granite countertops, stainless steel appliances and direct access to the deck, backyard and pool, making indoor-outdoor entertaining easy. Just a few steps above the main living area are four bedrooms and two full baths, creating separation and privacy without sacrificing the convenience of a ranch-style layout. The spacious primary suite features walk-in closets and a private bath with a sunken tub. The partially finished basement provides additional flexible space along with plenty of storage. Outside is where this property truly shines. Enjoy more than half an acre with a gunite inground pool and waterfall feature, a spacious deck for outdoor dining and entertaining, and an inground sprinkler system. A circular driveway and rare 3-car attached garage provide abundant parking and storage. Gas heat, central air conditioning and public sewer add to the home's everyday comfort and convenience. If you've been searching for generous living space, a private backyard retreat and an exceptionally versatile layout in the Smithtown School District, 29 Ivy Hill Drive deserves a closer look.

29 Ivy Hill Drive, Smithtown

74 Cornell Drive, Smithtown
$759,000
3 Beds ⋅ 2 Baths ⋅ 1001880 MLS
Welcome to 74 Cornell Drive a beautifully maintained 3-bedroom split-level brick and vinyl home tucked on a quiet, established Smithtown block where pride of ownership shows in every direction. From the moment you arrive, you’re greeted by a wide, spacious driveway and a meticulously kept lawn that sets the tone before you even step inside. This is a home that feels cared for inside and out. Step through the door and you’re met with natural light pouring through large windows, enhanced by recessed lighting that creates a warm, modern glow throughout the living spaces. The kitchen is outfitted with stainless steel appliances, designed for both everyday living and effortless entertaining. Upstairs offers three well-proportioned bedrooms, providing comfort, flexibility, and space for everyone. Two full bathrooms deliver convenience and functionality for modern living. Out back is where this home truly comes alive a beautifully kept backyard with a patio made for gathering. It’s the kind of space that naturally pulls people together, whether it’s quiet mornings or summer evenings with friends. Schedule a tour today

74 Cornell Drive, Smithtown

49 Sandy Hollow Drive, Smithtown
$749,999
3 Beds ⋅ 2 Baths ⋅ 992899 MLS
Welcome to this fully renovated raised ranch located in the highly desirable Commack School District, offering the perfect combination of modern design and everyday functionality. This 3 bedroom, 2 full bathroom home features a bright open concept layout with hardwood floors throughout and a stunning kitchen complete with quartz countertops, stainless steel appliance, a center island, gas cooking, and sliding glass doors leading to a deck overlooking the backyard, creating an ideal setup for both daily living and entertaining. The upper level features all three bedrooms including a spacious primary along with a full bathroom, while the lower level offers a versatile living den, a second full bathroom, and direct access to the attached 1 car garage, providing the flexibility today’s buyers are looking for whether for extended living space, guests, or a home office. Additional highlights include central air conditioning with forced hot air and gas heating. Conveniently located near shopping, parks, and major roadways, this is a true move-in ready opportunity in a prime location.

49 Sandy Hollow Drive, Smithtown

20 Veronica Court, Smithtown
$699,000
5 Beds ⋅ 3 Baths ⋅ 984398 MLS
Welcome to 20 Veronica Court, Smithtown — a spacious ranch-style home nestled on a quiet cul-de-sac in a desirable residential setting. This 5-bedroom, 3-bathroom ranch offers comfortable single-level living with additional space to grow. The primary bedroom features a private en-suite bathroom and direct access to its own secluded deck — the perfect spot to enjoy your morning coffee or unwind in the evening. The home also boasts a second deck off the kitchen, ideal for outdoor dining and entertaining in the backyard. A full basement expands the home’s versatility, complete with an additional bedroom and bathroom, providing excellent potential for extended living space, guests, or recreational use. The property offers solid bones and a functional layout, while presenting a great opportunity for buyers to add their personal touches and updates to make it truly their own. Located on a peaceful cul-de-sac, this home combines privacy, convenience, and potential — all within close proximity to shopping, dining, parks, and major roadways.

20 Veronica Court, 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.