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    • Positioned in the much-admired Smithtown school district, this stunning four-bedroom, 2.5-bathroom Colonial offers an irresistible blend of traditional charm and sleek sophistication, all set on a beautifully manicured 0.36-acre lot – the perfect backdrop for your next chapter. As you approach, the grand double-door entry makes a striking first impression, hinting at the elegance that lies within. As you step inside, you’ll be greeted by soaring high ceilings and the gentle glow of recessed lighting, creating a warm, inviting ambiance. Hardwood floors charmingly grace the living and dining rooms, while durable ceramic tiles extend through the updated eat-in kitchen and other living areas, ensuring beauty and functionality coexist while you live your best life. The kitchen is truly the heart of this home, offering a stylish gourmet space flaunting abundant cabinetry that promises plenty of storage while gleaming countertops and sweeping bench space provide the perfect stage for the passionate chef to take center stage. Open the sliders and let the outdoors in, revealing a true country club yard. An inground pool sparkles under the sun, surrounded by a paver patio that invites lounging and laughter, while mature trees provide natural shade, and an expansive grassy area offers the perfect spot for games of catch or summertime celebrations. Upstairs, your private sanctuary awaits—a primary suite featuring lofty ceilings, one generous walk-in closets, and an ensuite bathroom that rivals a luxury spa. With a sleek barn door and serene finishes, this space promises to be your personal retreat after a long day. Every detail in this home has been carefully curated to offer both comfort and elegance. Updated bathrooms elevate your everyday routines, while the spacious two-story layout provides ample room for family and guests alike. Located in one of the area’s most desirable neighborhoods and offering resort-style living, this Colonial is a rare gem. Now’s your chance to secure a lifestyle where convenience is at your fingertips, weekends are spent by your private pool, and every corner of your residence feels like a reflection of your dream home. Your forever begins here. Come and experience it for yourself. 40
      6 Whispering Woods Drive Smithtown, NY 11787
      $1,250,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2926.00:# Square Feet
      Single Family For Sale NEW ML# 803801
      Positioned in the much-admired Smithtown school district, this stunning four-bedroom, 2.5-bathroom Colonial offers an irresistible blend of traditional charm and sleek sophistication, all set on a beautifully manicured 0.36-acre lot – the perfect backdrop for your next chapter. As you approach, the grand double-door entry makes a striking first impression, hinting at the elegance that lies within. As you step inside, you’ll be greeted by soaring high ceilings and the gentle glow of recessed lighting, creating a warm, inviting ambiance. Hardwood floors charmingly grace the living and dining rooms, while durable ceramic tiles extend through the updated eat-in kitchen and other living areas, ensuring beauty and functionality coexist while you live your best life. The kitchen is truly the heart of this home, offering a stylish gourmet space flaunting abundant cabinetry that promises plenty of storage while gleaming countertops and sweeping bench space provide the perfect stage for the passionate chef to take center stage. Open the sliders and let the outdoors in, revealing a true country club yard. An inground pool sparkles under the sun, surrounded by a paver patio that invites lounging and laughter, while mature trees provide natural shade, and an expansive grassy area offers the perfect spot for games of catch or summertime celebrations. Upstairs, your private sanctuary awaits—a primary suite featuring lofty ceilings, one generous walk-in closets, and an ensuite bathroom that rivals a luxury spa. With a sleek barn door and serene finishes, this space promises to be your personal retreat after a long day. Every detail in this home has been carefully curated to offer both comfort and elegance. Updated bathrooms elevate your everyday routines, while the spacious two-story layout provides ample room for family and guests alike. Located in one of the area’s most desirable neighborhoods and offering resort-style living, this Colonial is a rare gem. Now’s your chance to secure a lifestyle where convenience is at your fingertips, weekends are spent by your private pool, and every corner of your residence feels like a reflection of your dream home. Your forever begins here. Come and experience it for yourself.
      Presented By: Howard Hanna Coach  631-499-1000
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • This stunning four bedroom home in the Smithtown School District offers a perfect blend of elegance and functionality. Nestled on a horse property with direct access into Blydenburgh Park riding trails, this home is a dream for equestrian enthusiasts. The property features four spacious bedrooms including a master suite with a Juliet balcony overlooking the serene yard. Cozy evenings can be enjoyed by the fireplaces in the primary suite and formal dining room, as well as the wood-burning stove in the living room. The kitchen is equipped with stainless steel appliances, double oven and warming trays. A family room and a large mudroom provide ample space for everyday living. The home also includes a full partially finished basement with both inside and outside access. Main laundry is located on the second floor. Additional amenities include a 2 car attached garage and a circular driveway. The property is fully fenced including the front yard, ensuring privacy and security. The beautifully landscaped grounds feature two gazebos and a pond. For horse lovers the property boasts a 4 stall barn, paddocks and a riding ring. The roof and heating system were updated as part of a comprehensive renovation in 2005. The home features hardwood floors and laminate floors and is freshly painted with new laminate flooring in 3 bedrooms. This property combines luxury living with the tranquility of nature in the sought after Smithtown school district. Don’t miss the opportunity to own this exceptional house. Taxes are being grieved and expected to go down significantly. 35
      31 Croft Lane Smithtown, NY 11787
      $1,100,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3568980
      This stunning four bedroom home in the Smithtown School District offers a perfect blend of elegance and functionality. Nestled on a horse property with direct access into Blydenburgh Park riding trails, this home is a dream for equestrian enthusiasts. The property features four spacious bedrooms including a master suite with a Juliet balcony overlooking the serene yard. Cozy evenings can be enjoyed by the fireplaces in the primary suite and formal dining room, as well as the wood-burning stove in the living room. The kitchen is equipped with stainless steel appliances, double oven and warming trays. A family room and a large mudroom provide ample space for everyday living. The home also includes a full partially finished basement with both inside and outside access. Main laundry is located on the second floor. Additional amenities include a 2 car attached garage and a circular driveway. The property is fully fenced including the front yard, ensuring privacy and security. The beautifully landscaped grounds feature two gazebos and a pond. For horse lovers the property boasts a 4 stall barn, paddocks and a riding ring. The roof and heating system were updated as part of a comprehensive renovation in 2005. The home features hardwood floors and laminate floors and is freshly painted with new laminate flooring in 3 bedrooms. This property combines luxury living with the tranquility of nature in the sought after Smithtown school district. Don’t miss the opportunity to own this exceptional house. Taxes are being grieved and expected to go down significantly.
      Presented By: Coldwell Banker American Homes  631-588-9090
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a little piece of Nissequogue. Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace makes this the center-point of the home. The gourmet kitchen is fully equipped with stainless appliances, custom cabinetry, and an island, ideal for casual gatherings and meal prep alike. A bonus room extends from the kitchen with an outside entrance, acts as a kitchen-nook/mud-room or office. Each bedroom is generously sized, while the primary suite comes with a private spa-inspired bathroom, walk-in closet and dressing room. The home also includes a lower level, ideal for a home office, gym, or entertainment area, and features a large, attached two-car garage located under the house, providing extra storage and convenience. Outdoors, the expansive, beautifully landscaped yard is a true haven with plenty of space for recreation and relaxation. Located just moments from Smithtown’s top-rated schools, parks, shopping, and dining, this residence offers the perfect balance of tranquility and accessibility. Make 45 Roundabout Road your forever home and enjoy all that this incredible property has to offer. 33
      45 Roundabout Rd Smithtown, NY 11787
      $999,990
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2700.00:#
      Single Family For Sale ML# 3586260
      Welcome to 45 Roundabout Road, a stunning 4-bedroom, 3.5-bathroom contemporary home situated on an expansive .84-acre lot in the sought-after community of Smithtown. This tranquil property is a little piece of Nissequogue. Inside, vaulted ceilings with abundant natural lighting highlights an open and inviting floor plan. The spacious living room with large windows and wood burning fireplace makes this the center-point of the home. The gourmet kitchen is fully equipped with stainless appliances, custom cabinetry, and an island, ideal for casual gatherings and meal prep alike. A bonus room extends from the kitchen with an outside entrance, acts as a kitchen-nook/mud-room or office. Each bedroom is generously sized, while the primary suite comes with a private spa-inspired bathroom, walk-in closet and dressing room. The home also includes a lower level, ideal for a home office, gym, or entertainment area, and features a large, attached two-car garage located under the house, providing extra storage and convenience. Outdoors, the expansive, beautifully landscaped yard is a true haven with plenty of space for recreation and relaxation. Located just moments from Smithtown’s top-rated schools, parks, shopping, and dining, this residence offers the perfect balance of tranquility and accessibility. Make 45 Roundabout Road your forever home and enjoy all that this incredible property has to offer.
      Presented By: Signature Premier Properties  516-799-7100
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • Nestled on a serene cul-de-sac, this stunning colonial home offers 4 spacious bedrooms and 2.5 bathrooms, perfect for comfortable living. The bright and inviting interior features a spacious family room with a fireplace, large living room area, formal dining room with a fireplace, and an eat-in kitchen kitchen ideal for entertaining. Outdoors, enjoy a private oasis with a heated in-ground pool and hot tub, set on a meticulously maintained 0.56-acre lot. The expansive backyard offers both relaxation and entertainment, making this home a perfect retreat. This home is a must-see!, Additional information: Appearance:Mint+++, Interior Features:Marble Bath 32
      14 Sandpiper Court Smithtown, NY 11787
      $999,000
      4 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Sale ML# 3576611
      Nestled on a serene cul-de-sac, this stunning colonial home offers 4 spacious bedrooms and 2.5 bathrooms, perfect for comfortable living. The bright and inviting interior features a spacious family room with a fireplace, large living room area, formal dining room with a fireplace, and an eat-in kitchen kitchen ideal for entertaining. Outdoors, enjoy a private oasis with a heated in-ground pool and hot tub, set on a meticulously maintained 0.56-acre lot. The expansive backyard offers both relaxation and entertainment, making this home a perfect retreat. This home is a must-see!, Additional information: Appearance:Mint+++, Interior Features:Marble Bath
      Presented By: Keller Williams Points North  516-865-1800
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • NEW CONSTRUCTION-To Be Built- 4/5 Bedroom 3 bathrooms, Colonial 2 Car Garage, 4/5 Bedrooms, 2.5 Bathrooms, 9 Foot Ceilings 1st Floor, Oak Floors Thruout 2 Zone Gas Heat, Custom Black Windows, Custom Kitchen/Granite Countertops, Stove, Dishwasher, Refrigerator and Microwave, Molding Package and Full Unfinished Basement With Egress Window. 2 Zone Central Air, Fireplace, Smithtown Schools Summer Delivery! 3
      Lot 20 Ellbert Street Smithtown, NY 11787
      $979,900
      5 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:# Square Feet
      Single Family For Sale NEW ML# 806539
      NEW CONSTRUCTION-To Be Built- 4/5 Bedroom 3 bathrooms, Colonial 2 Car Garage, 4/5 Bedrooms, 2.5 Bathrooms, 9 Foot Ceilings 1st Floor, Oak Floors Thruout 2 Zone Gas Heat, Custom Black Windows, Custom Kitchen/Granite Countertops, Stove, Dishwasher, Refrigerator and Microwave, Molding Package and Full Unfinished Basement With Egress Window. 2 Zone Central Air, Fireplace, Smithtown Schools Summer Delivery!
      Presented By: Coldwell Banker American Homes  631-331-9700
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • Head on over to this stunner of a home and keep your sneakers on because you’ll need them with 5 finished levels, 6 bedrooms and 3 1/2 bathrooms! This manicured .28 acre parcel set right beside Smithtown East High School is appointed with sterling flower beds, a lush green lawn with IGS, paver driveway 2011, 1 car garage, outdoor kitchen with natural-gas BBQ and patio with firepit right outside of the main floor living room. Just 10 doors from the cement path that leads straight to school grounds with new track and exercise area. This home is met by sidewalks on both sides of the road and surrounded by endless amenities, shopping, premier retailers, grocers and many iconic harbors and beachfronts as well as 2 local vineyards. Outfitted with countless updates spanning the last 20 years, including but not limited to, CAC, insulated vinyl cladder board siding and architectural roof 2021, Pella windows, Kraft Made hardwood cabinets in your large kitchen as well as the 3rd floor laundry/media room with OSE, commercial grade 20 ft deep cesspool 2011, LVP flooring, updated stainless appliances, 2 sets of laundry machines floor 1 & 3, gas hot water heater 2021. Upon entering you’ll take immediate notice of the breadth of this sprawling home. From the foyer with its cultured ceramic tile flooring which runs through the dining area, kitchen & center hall with dry bar which continues back to the living room and a 1/2 staircase down to the finished basement with large closet. Back to the front of the home on the 1st floor is 1 of 6 bedrooms! Set opposite the powder room, 1st floor laundry room and 1 car garage. Stop over on the way up at the den at the rear of level 3 with Red Oak hardwood floors, recessed LED lighting and oversized picture window overlooking your lovely backyard entertainment area. The 3rd floor is comprised of 4 additional bedrooms with built in closet storage and designer window treatments, including ensuite 1 of 2 in the home as well as a full guest bathroom with terra cotta style ceramic. Heading across floor 3 you will enter the sun filled utility/media area with floor to ceiling cabinetry, 2nd washer/dryer and media wall perfect for entertainment and extended guests. Complimented with a separate outside entrance, this room offers the home opportune rental space with proper permits. Ascend to the final (4th) floor to discover en-suite #2 with a stained lumber contrast wall with reading lights, full bathroom #3 and a walk-in closet with beautiful ebony built-in shelving. Located 8 miles from Stony Brook University, 12 minutes by car to Nissequogue State Park and Short beach and just blocks from Smithaven Mall. Spend an evening on your front porch as the sun sets or in the fenced backyard barbecuing and having an Autumn fire, this lovingly kept and expansive home is ready for you to come and make it your own., Additional information: Appearance:Diamond, Interior Features:Guest Quarters, Separate Hotwater Heater:Y 36
      180 Fifty Acre Rd S Smithtown, NY 11787
      $919,999
      6 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3150.00:#
      Single Family For Sale ML# 3581359
      Head on over to this stunner of a home and keep your sneakers on because you’ll need them with 5 finished levels, 6 bedrooms and 3 1/2 bathrooms! This manicured .28 acre parcel set right beside Smithtown East High School is appointed with sterling flower beds, a lush green lawn with IGS, paver driveway 2011, 1 car garage, outdoor kitchen with natural-gas BBQ and patio with firepit right outside of the main floor living room. Just 10 doors from the cement path that leads straight to school grounds with new track and exercise area. This home is met by sidewalks on both sides of the road and surrounded by endless amenities, shopping, premier retailers, grocers and many iconic harbors and beachfronts as well as 2 local vineyards. Outfitted with countless updates spanning the last 20 years, including but not limited to, CAC, insulated vinyl cladder board siding and architectural roof 2021, Pella windows, Kraft Made hardwood cabinets in your large kitchen as well as the 3rd floor laundry/media room with OSE, commercial grade 20 ft deep cesspool 2011, LVP flooring, updated stainless appliances, 2 sets of laundry machines floor 1 & 3, gas hot water heater 2021. Upon entering you’ll take immediate notice of the breadth of this sprawling home. From the foyer with its cultured ceramic tile flooring which runs through the dining area, kitchen & center hall with dry bar which continues back to the living room and a 1/2 staircase down to the finished basement with large closet. Back to the front of the home on the 1st floor is 1 of 6 bedrooms! Set opposite the powder room, 1st floor laundry room and 1 car garage. Stop over on the way up at the den at the rear of level 3 with Red Oak hardwood floors, recessed LED lighting and oversized picture window overlooking your lovely backyard entertainment area. The 3rd floor is comprised of 4 additional bedrooms with built in closet storage and designer window treatments, including ensuite 1 of 2 in the home as well as a full guest bathroom with terra cotta style ceramic. Heading across floor 3 you will enter the sun filled utility/media area with floor to ceiling cabinetry, 2nd washer/dryer and media wall perfect for entertainment and extended guests. Complimented with a separate outside entrance, this room offers the home opportune rental space with proper permits. Ascend to the final (4th) floor to discover en-suite #2 with a stained lumber contrast wall with reading lights, full bathroom #3 and a walk-in closet with beautiful ebony built-in shelving. Located 8 miles from Stony Brook University, 12 minutes by car to Nissequogue State Park and Short beach and just blocks from Smithaven Mall. Spend an evening on your front porch as the sun sets or in the fenced backyard barbecuing and having an Autumn fire, this lovingly kept and expansive home is ready for you to come and make it your own., Additional information: Appearance:Diamond, Interior Features:Guest Quarters, Separate Hotwater Heater:Y
      Presented By: Aliano Real Estate  631-744-5000
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • Special Features.Large Paved patio Huge walk-in closetstainless steel appliances crown molding throughout Quartz countertops 35
      8 Glacier Drive Smithtown, NY 11787
      $899,000
      3 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3586593
      Special Features.Large Paved patio Huge walk-in closetstainless steel appliances crown molding throughout Quartz countertops
      Presented By: Exit Realty Central  718-848-5900
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • Welcome to this beautifully designed, custom-built expanded split-level home that offers far more space and charm than meets the eye! Perfect for family gatherings, the sunlit family room features gleaming hardwood floors and a cozy wood-burning stove. The expansive renovated eat-in kitchen with custom copper finishings, granite countertops, new appliances, and a large island, with glass doors opening to a deck overlooking a landscaped backyard and saltwater in-ground pool perfect for entertaining. Upstairs, find 2 bedrooms, an updated bath, and a primary suite with a private deck. The lower level includes a 4th bedroom and family room with patio access, while the basement offers a separate entrance, summer kitchen, full bath, and ample storage. Close to Smithtown Landing Country Club, golf courses, and North Shore beaches, this home is an entertainer’s dream! Schedule your showing today to experience its beauty firsthand! Additional Information: HeatingFuel:Oil Above Ground, 38
      18 Trent Lane Smithtown, NY 11787
      $865,000
      4 Bedrooms 3 Full Baths Sq. Ft. 3739.00:#
      Single Family For Sale ML# H6336174
      Welcome to this beautifully designed, custom-built expanded split-level home that offers far more space and charm than meets the eye! Perfect for family gatherings, the sunlit family room features gleaming hardwood floors and a cozy wood-burning stove. The expansive renovated eat-in kitchen with custom copper finishings, granite countertops, new appliances, and a large island, with glass doors opening to a deck overlooking a landscaped backyard and saltwater in-ground pool perfect for entertaining. Upstairs, find 2 bedrooms, an updated bath, and a primary suite with a private deck. The lower level includes a 4th bedroom and family room with patio access, while the basement offers a separate entrance, summer kitchen, full bath, and ample storage. Close to Smithtown Landing Country Club, golf courses, and North Shore beaches, this home is an entertainer’s dream! Schedule your showing today to experience its beauty firsthand! Additional Information: HeatingFuel:Oil Above Ground,
      Presented By: Fathom Realty NY LLC  914-406-5267
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • This beautiful expanded ranch sits on a generous flat 1/2 acre lot offering a perfect blend of space, comfort, and outdoor entertainment. With 4 spacious bedrooms and 3 full bathrooms, this home is ideal for both relaxation and hosting. The open-concept living area boasts large windows, allowing plenty of natural light to fill the space while the layout provides an effortless flow from room to room. The kitchen, with modern appliances and ample counter space, opens up to a cozy dining area. Each of the bedrooms are well-sized with the primary suite featuring its own en-suite bathroom. The additional bathrooms are stylishly designed and strategically placed to accommodate all. Step outside, and you’ll find a beautifully landscaped backyard, complete with an inviting heated in-ground pool surrounded by a spacious patio area - perfect for summer barbecues, pool parties, or quiet relaxation. The large yard also offers plenty of green space for gardening, recreation or future expansions. 32
      51 Dillmont Drive Smithtown, NY 11787
      $849,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2490.00:#
      Single Family For Sale ML# 3585809
      This beautiful expanded ranch sits on a generous flat 1/2 acre lot offering a perfect blend of space, comfort, and outdoor entertainment. With 4 spacious bedrooms and 3 full bathrooms, this home is ideal for both relaxation and hosting. The open-concept living area boasts large windows, allowing plenty of natural light to fill the space while the layout provides an effortless flow from room to room. The kitchen, with modern appliances and ample counter space, opens up to a cozy dining area. Each of the bedrooms are well-sized with the primary suite featuring its own en-suite bathroom. The additional bathrooms are stylishly designed and strategically placed to accommodate all. Step outside, and you’ll find a beautifully landscaped backyard, complete with an inviting heated in-ground pool surrounded by a spacious patio area - perfect for summer barbecues, pool parties, or quiet relaxation. The large yard also offers plenty of green space for gardening, recreation or future expansions.
      Presented By: Signature Premier Properties  516-741-4333
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • Welcome to this updated 2023 home in the heart of Smithtown. Located in a desirable neighborhood, this home offers 4 bedrooms and 3.5 Baths, New Central AC and Heating system. This property boasts a lot of space ideal for entertaining guests. The eat-in kitchen features granite countertops, new cabinets, new appliances. Next to kitchen is a nice size family room and formal dining area, a huge guest bedroom, 1/2 bathroom and full bath complete the first floor. Second floor features a huge Master suite, master bath, walk-in closet, two more big bedrooms with a full bath. Most of the updates include roof, new siding , bathrooms and new windows. Buyers pay transfer tax. The partial finished basement contains a large room, and Bilko doors leads you to the 1.06 acre. Low taxes. New floors, Doors, Bathrooms., Additional information: Appearance:Mint, Separate Hotwater Heater:Y 36
      30 New Mill Rd Smithtown, NY 11787
      $820,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3060.00:#
      Single Family For Sale ML# 3587230
      Welcome to this updated 2023 home in the heart of Smithtown. Located in a desirable neighborhood, this home offers 4 bedrooms and 3.5 Baths, New Central AC and Heating system. This property boasts a lot of space ideal for entertaining guests. The eat-in kitchen features granite countertops, new cabinets, new appliances. Next to kitchen is a nice size family room and formal dining area, a huge guest bedroom, 1/2 bathroom and full bath complete the first floor. Second floor features a huge Master suite, master bath, walk-in closet, two more big bedrooms with a full bath. Most of the updates include roof, new siding , bathrooms and new windows. Buyers pay transfer tax. The partial finished basement contains a large room, and Bilko doors leads you to the 1.06 acre. Low taxes. New floors, Doors, Bathrooms., Additional information: Appearance:Mint, Separate Hotwater Heater:Y
      Presented By: Century 21 AA Realty  631-226-5995
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
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    Maria Orlandi
    (631) 697-0474

    996 W Jericho Turnpike, Smithtown, NY 11787

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