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24 Frank Street, Smithtown
$899,999
4 Beds ⋅ 3 Baths ⋅ 1058590 MLS
Welcome to 24 Frank Street!! This Spacious center hall colonial features a beautiful open floor plan with a large entry foyer, formal living room (or formal dining area if preferred), Great room w/ wood burning FP, spacious dining area, EIK w/ SS Appliances and Granite Counter tops, 1/2 bath powder room, Laundry Area and access to your heated (+AC Wall unit) attached 2-car attached garage! Upstairs you have a spacious primary bedroom w/ WIC, sitting area and full bathroom, 3 additional spacious bedrooms and full hall bathroom. The partially finished basement features an oversized recreation area w/ brand new carpet and ample storage space! This home is Situated on a professionally landscaped 1/2 acre of flat property with an IG heated pool, oversized paver patio, and Trex deck area w/ Cabana. Additional features include the following… Natural Gas Heat (3 zones – Burner 2022), CAC (1 zone - 2017), 50 Gallon Gas Hot Water tank (2022), 200 AMP Electric, Roof 1 Layer 30 Year Architectural w/ 25-year warranty (2023) – skylights updated same time, Updated Anderson windows/slider doors, IG Sprinkler System (15 Zones), IG Heated Pool (Liner – 2016). All this and so much more on a private .50-acre lot, you do not want to miss this!!

24 Frank Street, Smithtown
365 Rt 111 Unit #A16, Smithtown
$269,000
1 Beds ⋅ 1 Baths ⋅ 1058457 MLS
Welcome to this one-bedroom, one-bathroom upper-level co-op in Tanglewood Terrace in Smithtown, offering approximately 750 square feet of comfortable, well-planned living space. The inviting eat-in kitchen provides a pleasant setting for casual meals, while the oversized living room offers plenty of flexibility for entertaining guests, relaxing or creating a dedicated home office. The hallway and bedroom closets provide convenient storage. Step outside to the private balcony for morning coffee, fresh air or a quiet evening retreat. Additional features include a blend of hardwood and carpeted flooring, baseboard heating, a wall-mounted air-conditioning unit, dishwasher, oven, refrigerator and freezer. A conveniently located basement laundry center adds everyday ease. Monthly maintenance is $1,225 and includes taxes, gas, heat, gas cooking, water, sewer and all exterior maintenance. Ideally situated near the Smithtown LIRR station, restaurants, shopping and major highways, this home combines comfortable living with convenient access to the surrounding area.

365 Rt 111 Unit #A16, Smithtown
296 Moriches Road, Smithtown
$699,000
3 Beds ⋅ 3 Baths ⋅ 1058587 MLS
Discover the perfect blend of modern updates, timeless appeal, and comfortable living in this beautifully updated 3-bedroom, 3-bath ranch in St. James. The inviting interior showcases hardwood floors, a welcoming living room with fireplace, and an updated kitchen featuring elegant quartz countertops and a breakfast bar. The finished lower level with a separate outside entrance offers exceptional flexibility for recreation, a home office, guests, or additional living space. Outdoors, enjoy a fully fenced property complemented by a stone patio and storage shed, creating an inviting setting for relaxation and entertaining. Additional highlights include gas heat and cooking. Ideally located directly across from a park and playground, with convenient access to shopping, dining, schools, and transportation. Thoughtfully updated and move-in ready, this home offers the perfect balance of style, functionality, and location.

296 Moriches Road, Smithtown
23 Willow Ridge Drive, Smithtown
$849,000
3 Beds ⋅ 4 Baths ⋅ 1053815 MLS
Welcome to 23 Willow Ridge Drive, A RARE CORNER, END UNIT in the desirable Willow Ridge community! Beautifully maintained and thoughtfully appointed, this exceptional home offers 3 bedrooms and 3.5 baths with an impressive blend of style, comfort, and convenience. The beautiful white kitchen features Thermador appliances, granite countertops, and heated floors, creating an inviting space for both everyday living and entertaining. Two gas fireplaces add warmth and character throughout the home. Upstairs, the newly updated primary bathroom offers a luxurious retreat with a free-standing Jacuzzi tub and heated floors. A conveniently located second-floor washer and dryer makes laundry a breeze, while two cedar closets provide thoughtful storage and a central vacuum system adds ease to everyday home maintenance. Enjoy seamless indoor-outdoor living from the first-floor balcony overlooking the spacious backyard—an ideal setting for relaxing or entertaining. A natural gas barbecue connection and convenient walk-out access make outdoor gatherings effortless. Exquisite custom blinds and beautiful lighting fixtures, including a stunning chandelier, add an elegant finishing touch throughout the home. The freshly painted interior create a clean, move in ready feel. Residents of Willow Ridge enjoy exceptional community amenities, including a heated pool, recreation room, and tennis and pickleball courts. With its desirable corner end-unit location, beautiful updates, luxurious details, and outstanding amenities, 23 Willow Ridge Drive is truly a special place to call home. Don’t miss the opportunity to make this exceptional property yours!

23 Willow Ridge Drive, Smithtown
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
45 Summit Drive, Smithtown
$399,000
4 Beds ⋅ 2 Baths ⋅ 1053453 MLS
NO INTERIOR ACCESS OR SHOWINGS. OCCUPIED PROPERTY. PLEASE DO NOT DISTURB OCCUPANTS. Property is being sold strictly as is. CASH OFFERS ONLY. Because interior access is unavailable, information regarding the property’s condition, layout, room count, features, and other characteristics has been obtained from public/tax records and/or estimated where necessary. All information should be independently verified by the buyer and accuracy is not guaranteed.

45 Summit Drive, Smithtown
355 Forest Lane, Smithtown
$899,000
4 Beds ⋅ 3 Baths ⋅ 1052534 MLS
Renovated well beyond the surface, this Smithtown home in the Hauppauge school district offers a thoughtfully reconfigured floor plan with excellent flow, functionality, and space exactly where it matters most. Virtually everything is new — from the systems to the finishes — delivering true turnkey living with the peace of mind of new construction. At the heart of the home, a full-service kitchen impresses with abundant cabinetry and generous storage. Single-level living is made easy with a first-floor master suite featuring his-and-hers closets, opening directly to a dedicated family gathering space thoughtfully set for relaxing and entertaining alike. Upstairs, you'll find three generously sized bedrooms, a well-appointed common bath, and something you'll appreciate every week - a second-floor laundry with washer/dryer hookups. Comfort continues with new central A/C and all-new ductwork, plus brand-new gleaming flooring throughout the entire home. Outside is where this property truly sets itself apart. A large, park-like backyard offers exceptional outdoor space, complete with a paved BBQ area — plus a separate, isolated structure perfect for a greenhouse, studio, or hobby space of your own. A newly paved, wide driveway — bordered for a clean, finished look — stretches to the 1.5-car garage. Your house-hunting stops here!

355 Forest Lane, 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
9 Mulberry Drive, Smithtown
$849,000
4 Beds ⋅ 2 Baths ⋅ 1051155 MLS
Welcome to this beautifully maintained 4-bedroom, 2-bath hi-ranch in Royal Oaks, Smithtown, offering comfortable living, flexible space, and an impressive backyard retreat. A charming front sunroom welcomes you inside, while the second sunroom features a natural gas fireplace and French doors leading to the upper deck overlooking the backyard. The home offers two full kitchens with appliances included, along with a lower level featuring a one-bedroom apartment. The home is a legal mother-daughter, with the required permits included with the property, offering added flexibility for its next owner. The recently renovated upstairs bathroom features ambient flooring, a heated towel rack, and a jacuzzi bathtub, adding comfort and convenience to the space. Step outside to enjoy a heated, gas-heated saltwater in-ground pool, hot tub, cedar sauna, gazebo, mature landscaping, and in-ground sprinklers. The property also features a full surveillance system for added peace of mind. Additional updates include newly insulated exterior walls and attic, a whole-house water filtration system, and a brand-new cesspool. Thoughtfully maintained and offering a versatile layout with extensive indoor and outdoor amenities, this Smithtown home is ready for its next owner. Come see everything it has to offer and schedule your private tour today!

9 Mulberry Drive, 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
47 Route 25A, Smithtown
$485,000
3 Beds ⋅ 1050824 MLS
18th Century Home in disrepair being sold AS-IS with great potential. Some previous upgrades to foundation and structure. Interesting property with double sided center fireplace and original beams and architectural features. Detached 2 car garage AS-IS with newer concrete flooring. Low taxes ...own a piece of history. No functional bathrooms, kitchen or heating.

47 Route 25A, 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 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
351 Forest Lane, Smithtown
$997,999
5 Beds ⋅ 4 Baths ⋅ 1045526 MLS
Exceptional Extra-Large, Charming Home with Resort-Style Backyard & Incredible Flexible Living Space- (Perfect Mother/Daughter or guest area) ..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
355 Route 111 Unit #30 Route 111 Unit #30, Smithtown
$280,000
1 Beds ⋅ 1 Baths ⋅ 1049471 MLS
Fantastic Opportunity to Own! Why rent when you can buy in Smithtown's Award winning School District. This Updated Corner Unit Has Hard Oak Flooring, Granite Countertops, Stainless Appliances, New Wall AC units, Laundry on site and Large Rooms with Plenty of Closet Space ..

355 Route 111 Unit #30 Route 111 Unit #30, Smithtown
22 Sheryl Crescent, 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
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
6 North Avenue, Smithtown
$725,000
4 Beds ⋅ 2 Baths ⋅ 1044596 MLS
Super Clean Home that Features 4 Bedrooms, 1.5 Baths, Hardwood Floors, Anderson Windows thru-out, 2025 New Burner, Whole House water filtration system, Roof 2011, Granite EIK around 2018, Fireplace in Family Room, Pull Down-stairs for attic storage, 200 AMPS Electric, Expanded Driveway plus 2-Car Garage, Natural Gas in street already if you want to convert, Fenced Yard with Deck, Patio, Gardens, Shed for storage, and Low Maintenance yard to maintain. Taxes $12k per year, Need Smithtown Schools, then view this home located close to town.

6 North Avenue, Smithtown
31 Dehan Street, Smithtown
$899,000
4 Beds ⋅ 2 Baths ⋅ 1047231 MLS
Welcome to 31 Dehan Street! A lovingly maintained three-bedroom, two-bathroom home with the flexibility for a fourth bedroom, inviting spaces designed for everyday comfort and located in one of the best school districts in town. Inside, hardwood floors flow through warm living areas featuring a wood-burning fireplace, formal dining room, granite countertops, Sub-Zero appliances, central air, and a partially finished basement. Step outside and discover the true showstopper: a beautifully level half-acre surrounded by mature, lush landscaping. Thoughtfully designed for relaxing and entertaining, the backyard offers generous lawn space, an awning, a wide sliding door, and utility connections for a motor home, hot tub, sauna, or Jacuzzi. A two-car attached garage and driveways from both Dehan and Leonard Streets provide exceptional convenience. With Andersen windows, updated mechanicals, and numerous thoughtful improvements, this is a home where comfort, beauty, and possibility come together.

31 Dehan 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
14 Format Lane, Smithtown
$850,000
4 Beds ⋅ 3 Baths ⋅ 1044068 MLS
Beautiful Updated Colonial in a Quiet, Friendly Neighborhood This spacious Colonial home features a fully updated kitchen with a center island, seamlessly opening into a generous formal dining room and an airy living room. A warm and inviting family room with a brick fireplace adds charm and comfort, along with a convenient half bath on the main level. A slider door leads out to a large deck overlooking a fully fenced backyard, complete with an inground pool and slide — perfect for summer fun and entertaining. Upstairs, you’ll find the home’s private living spaces, while the property sits on a quiet, friendly, and picturesque street, close to all shopping, major highways, and transit options for easy commuting.

14 Format 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
6 Sybil Place, Smithtown
$629,999
3 Beds ⋅ 2 Baths ⋅ 1043462 MLS
Welcome to this well-maintained 3-bedroom, 1.5-bathroom split ranch in Smithtown. The home features hardwood floors throughout and offers a comfortable and versatile layout. The kitchen was updated approximately 15 years ago, and the full bathroom was renovated within the past year. Additional features include a den, garage, fenced-in yard, 200-amp electric service, approximately 15-year-old roof, and an in-ground 5-zone sprinkler system. The fenced yard provides private outdoor space for a variety of uses. Conveniently located in Smithtown, this well-maintained home offers an opportunity to add your own personal touches and make it your own.

6 Sybil Place, 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

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