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    • Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that’s perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it’s like getting two houses in one! The main home features a large living room that leads to an open dining room and eat-in kitchen. The kitchen is equipped with a center island and Silestone countertops, offering both functionality and style. Just a few steps up, the oversized primary ensuite (15’1 x 30’11) awaits, complete with a full bathroom and the convenience of an in-suite washer and dryer. You will also find two additional bedrooms with a full hall bathroom. The secondary living space area boasts an open floor plan which includes a cozy living room with fireplace, dining room, summer kitchen, and separate laundry area and full bathroom. Upstairs, two bedrooms provide private retreats, one with its own ensuite bathroom and dual closets. Set on a private 0.53-acre lot, the backyard is perfect for entertaining. It features a paver patio, an expansive deck with a screened gazebo, and an inviting inground pool. Plus, the property backs the local Park, ensuring complete privacy in a serene setting. Enjoy proximity to Blydenburgh Park and the Town of Smithtown beaches, where outdoor recreation is just moments away. 99 Shirley Ct presents a rare opportunity in the Pines- a perfect blend of elegance, functionality, and tranquility. Whether you need two separate living areas or one large home, this house can accommodate. Don’t miss this thoughtfully crafted, one-of-a-kind home!, Additional information: Appearance:Mint +++ 35
      99 Shirley Court Smithtown, NY 11787
      $1,200,000
      $1,150,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3634.00:#
      Single Family For Sale PRICE REDUCED ML# 3588503
      Nestled in the highly desirable Smithtown Pines, this one-of-a-kind home offers a unique layout that’s perfect for multigenerational living or for those seeking a spacious, versatile design. With five bedrooms and 4.5 baths, including two primary ensuites, this home offers exceptional accommodations - it’s like getting two houses in one! The main home features a large living room that leads to an open dining room and eat-in kitchen. The kitchen is equipped with a center island and Silestone countertops, offering both functionality and style. Just a few steps up, the oversized primary ensuite (15’1 x 30’11) awaits, complete with a full bathroom and the convenience of an in-suite washer and dryer. You will also find two additional bedrooms with a full hall bathroom. The secondary living space area boasts an open floor plan which includes a cozy living room with fireplace, dining room, summer kitchen, and separate laundry area and full bathroom. Upstairs, two bedrooms provide private retreats, one with its own ensuite bathroom and dual closets. Set on a private 0.53-acre lot, the backyard is perfect for entertaining. It features a paver patio, an expansive deck with a screened gazebo, and an inviting inground pool. Plus, the property backs the local Park, ensuring complete privacy in a serene setting. Enjoy proximity to Blydenburgh Park and the Town of Smithtown beaches, where outdoor recreation is just moments away. 99 Shirley Ct presents a rare opportunity in the Pines- a perfect blend of elegance, functionality, and tranquility. Whether you need two separate living areas or one large home, this house can accommodate. Don’t miss this thoughtfully crafted, one-of-a-kind home!, Additional information: Appearance:Mint +++
      Presented By: Howard Hanna Coach  631-360-1900
      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
    • 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 21 Hurtin Boulevard Smithtown, NY 11787
      $1,090,000
      5 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3100.00:# Square Feet
      Single Family For Sale NEW ML# 819558
      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
    • Welcome to this stunning 4-bedroom, 2.5-bathroom Colonial in the heart of Smithtown! This beautifully maintained property offers the perfect blend of comfort and style, featuring a spacious chef’s eat-in kitchen with tons of cabinetry and granite countertops that is ideal for culinary enthusiasts. The formal dining room provides an elegant setting for special gatherings, while the living room boasts impressive vaulted ceilings, creating a bright and airy atmosphere.The den, with its cozy wood-burning fireplace and tall ceilings, invites you to unwind in front of a crackling fire, while the rich hardwood floors throughout add warmth and character to the space. The primary bedroom and bathroom are quite large and offer lots of closet space. The three additional bedrooms are also large and offer tons of natural lighting. An office on the first floor could easily become an additional bedroom with the addition of a closet.The home is thoughtfully designed with a convenient 2-car garage, CAC, IGS, and 150 amp electrical service. New roof approx 10 years old (one layer).Set on a well-manicured .35-acre lot, the backyard is an entertainer’s dream, offering plenty of room for gatherings, barbecues, or simply enjoying the outdoors. Whether you’re hosting friends or relaxing with family, this home offers the perfect setting for any occasion. Don’t miss the chance to make this your own! Low taxes! This One Is A Must See!!!Please note: Eat-In-Kitchen and Dining Room Chandeliers Not Staying With House. They will be replaced. 28
      20 Whispering Woods Drive Smithtown, NY 11787
      $1,050,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2390.00:# Square Feet
      Single Family For Sale NEW ML# 816926
      Welcome to this stunning 4-bedroom, 2.5-bathroom Colonial in the heart of Smithtown! This beautifully maintained property offers the perfect blend of comfort and style, featuring a spacious chef’s eat-in kitchen with tons of cabinetry and granite countertops that is ideal for culinary enthusiasts. The formal dining room provides an elegant setting for special gatherings, while the living room boasts impressive vaulted ceilings, creating a bright and airy atmosphere.The den, with its cozy wood-burning fireplace and tall ceilings, invites you to unwind in front of a crackling fire, while the rich hardwood floors throughout add warmth and character to the space. The primary bedroom and bathroom are quite large and offer lots of closet space. The three additional bedrooms are also large and offer tons of natural lighting. An office on the first floor could easily become an additional bedroom with the addition of a closet.The home is thoughtfully designed with a convenient 2-car garage, CAC, IGS, and 150 amp electrical service. New roof approx 10 years old (one layer).Set on a well-manicured .35-acre lot, the backyard is an entertainer’s dream, offering plenty of room for gatherings, barbecues, or simply enjoying the outdoors. Whether you’re hosting friends or relaxing with family, this home offers the perfect setting for any occasion. Don’t miss the chance to make this your own! Low taxes! This One Is A Must See!!!Please note: Eat-In-Kitchen and Dining Room Chandeliers Not Staying With House. They will be replaced.
      Presented By: Coldwell Banker American Homes  516-302-8500
      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
    • Location, Location! One of the Best Properties in Smithtown Pines!Discover this exceptional home nestled on one of the most desirable ¾-acre, park-like properties in The Pines. This unique property spans half the block, offering a rare combination of space, convenience, privacy, and serenity—situated directly across from a nature preserve.This spacious residence features five large bedrooms, 2.5 baths, and a thoughtfully designed layout with beautiful oak floors throughout. The bright and sunny, large 12x25 primary bedroom boasts an en suite bath and double walk-in closets, offering both comfort and ample storage.Upon entering, you’re welcomed into a formal entry hall that leads to a formal dining room, an eat-in kitchen (EIK), and a cozy family room with a fireplace. Additionally, the home boasts two bonus rooms, perfect for a home office, playroom, or extended family accommodations.Step outside to enjoy a heated 20x40 in-ground pool with a slide and diving board, a small pond, and tranquil views from the three-season Florida room.For equestrian enthusiasts, the property permits up to two horses and offers direct access to a trail leading to Blydenburgh Park—no trailering required. The park features 627 acres of scenic trails, a 5.7-mile loop around Stump Pond, fishing, rowboat rentals, and ample recreational activities, including hiking with your four-legged friend!Conveniently located near shopping, transportation, and major roadways—including the Northern State Parkway, Sagtikos/Sunken Meadow Parkway, and the LIE—this home is perfect for commuters. Enjoy all the amenities of Smithtown’s parks and beaches, with Sunken Meadow State Park and Beach, as well as Robert Moses Beach, just a short drive away—ideal for summer fun!This is truly one of the finest properties in Smithtown Pines. Don’t miss this rare chance to own a home that combines convenience, privacy, space, and access to nature! This is your opportunity to customize this special property into your forever dream home. 28
      2 Bridge Branch Rd Smithtown, NY 11787
      $899,900
      5 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2595.00:# Square Feet
      Single Family For Sale NEW ML# 817225
      Location, Location! One of the Best Properties in Smithtown Pines!Discover this exceptional home nestled on one of the most desirable ¾-acre, park-like properties in The Pines. This unique property spans half the block, offering a rare combination of space, convenience, privacy, and serenity—situated directly across from a nature preserve.This spacious residence features five large bedrooms, 2.5 baths, and a thoughtfully designed layout with beautiful oak floors throughout. The bright and sunny, large 12x25 primary bedroom boasts an en suite bath and double walk-in closets, offering both comfort and ample storage.Upon entering, you’re welcomed into a formal entry hall that leads to a formal dining room, an eat-in kitchen (EIK), and a cozy family room with a fireplace. Additionally, the home boasts two bonus rooms, perfect for a home office, playroom, or extended family accommodations.Step outside to enjoy a heated 20x40 in-ground pool with a slide and diving board, a small pond, and tranquil views from the three-season Florida room.For equestrian enthusiasts, the property permits up to two horses and offers direct access to a trail leading to Blydenburgh Park—no trailering required. The park features 627 acres of scenic trails, a 5.7-mile loop around Stump Pond, fishing, rowboat rentals, and ample recreational activities, including hiking with your four-legged friend!Conveniently located near shopping, transportation, and major roadways—including the Northern State Parkway, Sagtikos/Sunken Meadow Parkway, and the LIE—this home is perfect for commuters. Enjoy all the amenities of Smithtown’s parks and beaches, with Sunken Meadow State Park and Beach, as well as Robert Moses Beach, just a short drive away—ideal for summer fun!This is truly one of the finest properties in Smithtown Pines. Don’t miss this rare chance to own a home that combines convenience, privacy, space, and access to nature! This is your opportunity to customize this special property into your forever dream home.
      Presented By: Coldwell Banker American Homes  631-863-9800
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
    • This is a beautiful fully custom renovated spacious almost 3, 000 square feet interior house. It has an apartment with CO on main level for any additional mother daughter options or accessory apartment options! Has elegant entry foyer with wooden staircase that even Cinderella would have to call home! Has Chef’s kitchen with quartz counters, gorgeous flooring, ss appliances and island space perfect for meal prep and family gatherings. Formal dining room, den and huge living room with functional wood burning fireplace! 4 oversized bedrooms upstairs with one downstairs for possible use without having to go through stairs! Gigantic Yard space and shaped just perfect!No Showings until 1st Open House!!! 1st OPEN HOUSE is SUNDAY FEB 2, 2025 at 12pm-2pm !!!! 13
      32 Hemlock Lane Smithtown, NY 11787
      $899,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2998.00:# Square Feet
      Single Family For Sale NEW ML# 817275
      This is a beautiful fully custom renovated spacious almost 3, 000 square feet interior house. It has an apartment with CO on main level for any additional mother daughter options or accessory apartment options! Has elegant entry foyer with wooden staircase that even Cinderella would have to call home! Has Chef’s kitchen with quartz counters, gorgeous flooring, ss appliances and island space perfect for meal prep and family gatherings. Formal dining room, den and huge living room with functional wood burning fireplace! 4 oversized bedrooms upstairs with one downstairs for possible use without having to go through stairs! Gigantic Yard space and shaped just perfect!No Showings until 1st Open House!!! 1st OPEN HOUSE is SUNDAY FEB 2, 2025 at 12pm-2pm !!!!
      Presented By: Charles Rutenberg Realty Inc  Khaleeque2003@yahoo.com
      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
    • Discover this opportunity to live in the exclusive Royal Woods development of North Smithtown! This Brookfield Colonial is a 4-bedroom, 2.5-bath home with a 2.5-car garage features an expansive floorplan on three levels to enjoy. The open first floor welcomes you with a foyer, gleaming hardwood floors, and a cozy wood-burning fireplace, ideal for entertaining. The kitchen connects to the dining and family rooms, with views of the in-ground pool and access to the deck and patio. The primary bath features quartz and marble finishes, heated floors, a rain shower, a soaking tub, and a double vanity, plus a large walk-in closet with natural light. Upstairs, hardwood floors continue through three bedrooms and a full bath. The lower level includes a laundry room, recreation space, storage, potential for a mother/daughter setup (with permits), and access to the 2.5-car garage. The private outdoor area has decks, a pool, a patio, and a fenced backyard. Call for your private showing today! 50
      60 Sheryl Crescent Smithtown, NY 11787
      $869,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 0.00:# Square Feet
      Single Family For Sale ML# 811019
      Discover this opportunity to live in the exclusive Royal Woods development of North Smithtown! This Brookfield Colonial is a 4-bedroom, 2.5-bath home with a 2.5-car garage features an expansive floorplan on three levels to enjoy. The open first floor welcomes you with a foyer, gleaming hardwood floors, and a cozy wood-burning fireplace, ideal for entertaining. The kitchen connects to the dining and family rooms, with views of the in-ground pool and access to the deck and patio. The primary bath features quartz and marble finishes, heated floors, a rain shower, a soaking tub, and a double vanity, plus a large walk-in closet with natural light. Upstairs, hardwood floors continue through three bedrooms and a full bath. The lower level includes a laundry room, recreation space, storage, potential for a mother/daughter setup (with permits), and access to the 2.5-car garage. The private outdoor area has decks, a pool, a patio, and a fenced backyard. Call for your private showing today!
      Presented By: JMRENY  516-253-1113
      Call Today: (631) 697-0474, or  Email: Maria Orlandi
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