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Proudly owned by the same family since it was built in 1966, this 4-bedroom, 2.5-bath Colonial offers a rare opportunity to own a home that has been lovingly maintained for more than six decades. In a world of quick flips and rushed renovations, this home offers something far more meaningful, true pride of ownership and a level of care you can feel the moment you arrive. Nestled mid-block on a quiet, tree-lined street with sidewalks in a desirable Hauppauge neighborhood within the Smithtown School District, this cherished home has been meticulously cared for through the years. Offering nearly 2,500 square feet of living space, it provides the perfect blend of warmth, space, and opportunity to make it your own. For today’s buyer, there is peace of mind in knowing many of the major improvements have already been completed, including updated roof, siding, windows, and central air conditioning, allowing you to focus on personalizing the interior over time. The first floor features a welcoming tiled entry foyer with coat closet, formal living room, formal dining room, eat-in kitchen with gas cooking and pantry, a spacious den perfect for gathering, a convenient laundry closet, and a half bath. Upstairs, the generously sized primary suite includes an ensuite bath and two large closets. A hidden bonus awaits the new homeowner (with the exception of the den) beneath the carpeted areas throughout the house there are beautiful hardwood floors like the gleaming hardwood floors you see in the primary bedroom! Three additional well-sized bedrooms, a full hallway bath, and a linen closet complete the second floor. Additional highlights include an attached 2-car garage, attic and a full unfinished basement, offering abundant storage and future possibilities. Outside, enjoy a fully fenced backyard with patio, perfect for relaxing, entertaining, or simply enjoying the outdoors. Location is everything, and this home delivers. Enjoy the convenience of being just down the block from Pine Cone Woods Park while also benefiting from easy access to the Long Island Expressway, the Hauppauge Industrial Park, shopping, restaurants, and major commuting routes, making everyday life just a little easier. Homes like this don’t come along often - deeply loved, exceptionally maintained, and ready for their next chapter. This one won't last!

4 Beds ⋅ 3 Baths ⋅ 1056903 MLS

Proudly owned by the same family since it was built in 1966, this 4-bedroom, 2.5-bath Colonial offers a rare opportunity to own a home that has been lovingly maintained for more than six decades. In a world of quick flips and rushed renovations, this home offers something far more meaningful, true pride of ownership and a level of care you can feel the moment you arrive. Nestled mid-block on a quiet, tree-lined street with sidewalks in a desirable Hauppauge neighborhood within the Smithtown School District, this cherished home has been meticulously cared for through the years. Offering nearly 2,500 square feet of living space, it provides the perfect blend of warmth, space, and opportunity to make it your own. For today’s buyer, there is peace of mind in knowing many of the major improvements have already been completed, including updated roof, siding, windows, and central air conditioning, allowing you to focus on personalizing the interior over time. The first floor features a welcoming tiled entry foyer with coat closet, formal living room, formal dining room, eat-in kitchen with gas cooking and pantry, a spacious den perfect for gathering, a convenient laundry closet, and a half bath. Upstairs, the generously sized primary suite includes an ensuite bath and two large closets. A hidden bonus awaits the new homeowner (with the exception of the den) beneath the carpeted areas throughout the house there are beautiful hardwood floors like the gleaming hardwood floors you see in the primary bedroom! Three additional well-sized bedrooms, a full hallway bath, and a linen closet complete the second floor. Additional highlights include an attached 2-car garage, attic and a full unfinished basement, offering abundant storage and future possibilities. Outside, enjoy a fully fenced backyard with patio, perfect for relaxing, entertaining, or simply enjoying the outdoors. Location is everything, and this home delivers. Enjoy the convenience of being just down the block from Pine Cone Woods Park while also benefiting from easy access to the Long Island Expressway, the Hauppauge Industrial Park, shopping, restaurants, and major commuting routes, making everyday life just a little easier. Homes like this don’t come along often - deeply loved, exceptionally maintained, and ready for their next chapter. This one won't last!

25 Sherry Lane, Hauppauge

$700,000

CALLING ALL INVESTERS!!! 3 BEDROOM, 1 BATH, 2 CAR GARAGE, IN GROUND SWIMMING POOL WITH STEEL FRAME, ON .5 ACRE LOCATED IN THE FOREST ACRES AREA OF SMITHTOWN! FANTASTIC LOCATION!

3 Beds ⋅ 1 Baths ⋅ 1064043 MLS

CALLING ALL INVESTERS!!! 3 BEDROOM, 1 BATH, 2 CAR GARAGE, IN GROUND SWIMMING POOL WITH STEEL FRAME, ON .5 ACRE LOCATED IN THE FOREST ACRES AREA OF SMITHTOWN! FANTASTIC LOCATION!

165 Hickory Lane, Smithtown

$579,000

You Will Fall In Love With This Newly Renovated Ranch In The Desirable Neighborhood Of Nesconset! This Move-In Ready Home Features 2 Bedrooms, 1 Full Bathroom And A Separate Office That Offers Flexible Space For Guests. Enjoy A Detached One-Car Garage, New Roof And Siding, New Driveway, Updated 200-Amp Electric, Updated Plumbing, Ductless AC Units And An Energy-Efficient Water Heater. The Brand-New Eat-In Kitchen Boasts Black Stainless Steel Appliances And A Dining Area With Sliding Glass Doors Leading To The Back Deck, Perfect For Outdoor Entertainment. A Brand-New Bathroom And Recessed Lighting Throughout Complete The Interior. Additional Highlights Include A Private Water Well And Property Taxes Under $7,000. Conveniently Located Near Shopping, Restaurants, Stony Brook University And Hospital And Much More. Don’t Miss This Opportunity To Own A Beautifully Updated Nesconset Home!

2 Beds ⋅ 1 Baths ⋅ 1063663 MLS

You Will Fall In Love With This Newly Renovated Ranch In The Desirable Neighborhood Of Nesconset! This Move-In Ready Home Features 2 Bedrooms, 1 Full Bathroom And A Separate Office That Offers Flexible Space For Guests. Enjoy A Detached One-Car Garage, New Roof And Siding, New Driveway, Updated 200-Amp Electric, Updated Plumbing, Ductless AC Units And An Energy-Efficient Water Heater. The Brand-New Eat-In Kitchen Boasts Black Stainless Steel Appliances And A Dining Area With Sliding Glass Doors Leading To The Back Deck, Perfect For Outdoor Entertainment. A Brand-New Bathroom And Recessed Lighting Throughout Complete The Interior. Additional Highlights Include A Private Water Well And Property Taxes Under $7,000. Conveniently Located Near Shopping, Restaurants, Stony Brook University And Hospital And Much More. Don’t Miss This Opportunity To Own A Beautifully Updated Nesconset Home!

4 Garfield Court, Nesconset

$875,000

4 Bedroom Colonial on a 1/2 acre of property, 3 car detached garage in the Town of Smithtown.

4 Beds ⋅ 3 Baths ⋅ 1063231 MLS

4 Bedroom Colonial on a 1/2 acre of property, 3 car detached garage in the Town of Smithtown.

18 Larsen Avenue, Smithtown

$789,000

Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch nestled on a quiet street in beautiful Smithtown. Set on a .30-acre of flat, park-like property with a sprawling green lawn, this sun-filled home offers a spacious layout designed for comfortable living and easy entertaining. A newly renovated foyer with stylish gray tile flooring sets the tone as you head upstairs to a bright and airy living room featuring skylights and an abundance of natural light. The adjoining formal dining room flows seamlessly into the kitchen, which opens to a full deck overlooking the fenced yard—perfect for outdoor enjoyment. The recently renovated lower level adds wonderful versatility, featuring a fourth bedroom or office, full bath, new vinyl flooring, fresh sheetrock walls, and a laundry area with LG washer and dryer. Additional highlights include new 200-amp electrical service, central air conditioning, natural gas, new recessed lighting, and a sprinkler system. Located in the highly acclaimed Smithtown School District, this is a wonderful opportunity to make this desirable community your home.

4 Beds ⋅ 2 Baths ⋅ 1062916 MLS

Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch nestled on a quiet street in beautiful Smithtown. Set on a .30-acre of flat, park-like property with a sprawling green lawn, this sun-filled home offers a spacious layout designed for comfortable living and easy entertaining. A newly renovated foyer with stylish gray tile flooring sets the tone as you head upstairs to a bright and airy living room featuring skylights and an abundance of natural light. The adjoining formal dining room flows seamlessly into the kitchen, which opens to a full deck overlooking the fenced yard—perfect for outdoor enjoyment. The recently renovated lower level adds wonderful versatility, featuring a fourth bedroom or office, full bath, new vinyl flooring, fresh sheetrock walls, and a laundry area with LG washer and dryer. Additional highlights include new 200-amp electrical service, central air conditioning, natural gas, new recessed lighting, and a sprinkler system. Located in the highly acclaimed Smithtown School District, this is a wonderful opportunity to make this desirable community your home.

46 Parnell Drive, Smithtown

$869,000

Beautifully Updated 4 Bedroom 3 Bath Colonial/Splanch Located In The Desirable House Beautiful Section Of Smithtown West. Impressive From The Moment You Arrive Showcasing Large Center Columns, A Stone Facade And Lush Manicured Landscaping. This Home Features A Bright And Open Floor Plan, Grand Chefs Kitchen (2022), Large Center Island, Stainless Steel Appliances, Quartz Countertops And Formal Dining Room Offering Additional Seating. The Open And Inviting Den/Living Rm Offers A Seamless Flow, Perfect For Everyday Living And Entertaining, While A Floor To Ceiling Stone Fireplace Serves As A Striking Focal Point. Spacious Upstairs WPrimary Bedroom Ensuite, Primary Bath (2022), His & Her Closets, 3 Additional Bedrooms And Full Hall Bath (2022). Additional Interior Features Include Hardwood Floors, Gas Burner (2020), CAC (2020), 200 Amp Electric, Recessed Lighting & Sky Lights. Enjoy Your Very Own Backyard Private Oasis Featuring Lush Landscaping, An Expansive Stone Patio, 17' X 35' In-Ground Heated Pool W/New Heat Exchanger, Loop Loc Cover, Hot Tub And Pergola Offering Additional Seating And Relaxation. Make This Your Forever Home!! Conveniently Located Close To Schools, Parks, Shops & Parkways.

4 Beds ⋅ 3 Baths ⋅ 1062559 MLS

Beautifully Updated 4 Bedroom 3 Bath Colonial/Splanch Located In The Desirable House Beautiful Section Of Smithtown West. Impressive From The Moment You Arrive Showcasing Large Center Columns, A Stone Facade And Lush Manicured Landscaping. This Home Features A Bright And Open Floor Plan, Grand Chefs Kitchen (2022), Large Center Island, Stainless Steel Appliances, Quartz Countertops And Formal Dining Room Offering Additional Seating. The Open And Inviting Den/Living Rm Offers A Seamless Flow, Perfect For Everyday Living And Entertaining, While A Floor To Ceiling Stone Fireplace Serves As A Striking Focal Point. Spacious Upstairs WPrimary Bedroom Ensuite, Primary Bath (2022), His & Her Closets, 3 Additional Bedrooms And Full Hall Bath (2022). Additional Interior Features Include Hardwood Floors, Gas Burner (2020), CAC (2020), 200 Amp Electric, Recessed Lighting & Sky Lights. Enjoy Your Very Own Backyard Private Oasis Featuring Lush Landscaping, An Expansive Stone Patio, 17' X 35' In-Ground Heated Pool W/New Heat Exchanger, Loop Loc Cover, Hot Tub And Pergola Offering Additional Seating And Relaxation. Make This Your Forever Home!! Conveniently Located Close To Schools, Parks, Shops & Parkways.

17 Hill Lane, Smithtown

$1,499,000

An exceptional residence awaits at 6 Cedarfield Terrace, nestled within the prestigious Point of Woods at Berry Hill community in Saint James. Surrounded by Head of the Harbor and Nissequogue, this distinguished enclave offers a refined setting with scale, convenience, and tranquility. Masterfully reimagined, this 5 bedroom, 4 full bathroom residence encompasses approximately 4,000 square feet of sophisticated living space on a builder’s acre lot. Sun filled interiors showcase warm white oak floors, soaring ceilings, new windows, a new roof and siding, and elevated finishes throughout. The first-floor primary suite offers a true hotel-like experience, featuring dramatic vaulted ceilings, two walk-in closets, and a beautifully appointed luxurious bathroom. A private guest wing near the garage provides a secluded retreat for guests, a home office, or flexible living space. At the heart of the home, a stunning chef’s kitchen features skylights, a center island, spacious eat-in area, and walk-in pantry. Upstairs, a spectacular loft with soaring ceilings, exposed wood beams, white oak floors, generous closet space, two additional bedrooms, and a full bathroom creates a versatile setting for a playroom, media room, or additional living area. A gracious, extended driveway welcomes you to the property, while the 9-foot-ceiling basement spanning 1,678 square feet and perfectly situated two-car garage provide exceptional functionality and abundant storage. Located within the highly regarded Smithtown School District, with coveted lower Saint James taxes and an enviable Head of the Harbor location. Just minutes from Stony Brook Village’s renowned restaurants and shops, and close to Stony Brook University Hospital, the property offers unparalleled convenience. Enjoy easy access to Stony Brook Beach, West Meadow Beach, and the scenic waterfront of the North Shore, perfectly complementing this exceptional coastal lifestyle.

5 Beds ⋅ 4 Baths ⋅ 1062232 MLS

An exceptional residence awaits at 6 Cedarfield Terrace, nestled within the prestigious Point of Woods at Berry Hill community in Saint James. Surrounded by Head of the Harbor and Nissequogue, this distinguished enclave offers a refined setting with scale, convenience, and tranquility. Masterfully reimagined, this 5 bedroom, 4 full bathroom residence encompasses approximately 4,000 square feet of sophisticated living space on a builder’s acre lot. Sun filled interiors showcase warm white oak floors, soaring ceilings, new windows, a new roof and siding, and elevated finishes throughout. The first-floor primary suite offers a true hotel-like experience, featuring dramatic vaulted ceilings, two walk-in closets, and a beautifully appointed luxurious bathroom. A private guest wing near the garage provides a secluded retreat for guests, a home office, or flexible living space. At the heart of the home, a stunning chef’s kitchen features skylights, a center island, spacious eat-in area, and walk-in pantry. Upstairs, a spectacular loft with soaring ceilings, exposed wood beams, white oak floors, generous closet space, two additional bedrooms, and a full bathroom creates a versatile setting for a playroom, media room, or additional living area. A gracious, extended driveway welcomes you to the property, while the 9-foot-ceiling basement spanning 1,678 square feet and perfectly situated two-car garage provide exceptional functionality and abundant storage. Located within the highly regarded Smithtown School District, with coveted lower Saint James taxes and an enviable Head of the Harbor location. Just minutes from Stony Brook Village’s renowned restaurants and shops, and close to Stony Brook University Hospital, the property offers unparalleled convenience. Enjoy easy access to Stony Brook Beach, West Meadow Beach, and the scenic waterfront of the North Shore, perfectly complementing this exceptional coastal lifestyle.

6 Cedarfield Terrace, Saint James

$579,990

A must see beautifully maintained Townhouse in the Town of Smithtown, Smithtown schools in the desirable community of The Woods in Nesconset. New roof, new siding, new gutters, 2 new skylights, paver walkway to front entrance, one car attached garage, large bedrooms, walk-in closet, central air, sliders to rear patio, community pool and clubhouse. Newer burner and hot water heater.

3 Beds ⋅ 2 Baths ⋅ 1061889 MLS

A must see beautifully maintained Townhouse in the Town of Smithtown, Smithtown schools in the desirable community of The Woods in Nesconset. New roof, new siding, new gutters, 2 new skylights, paver walkway to front entrance, one car attached garage, large bedrooms, walk-in closet, central air, sliders to rear patio, community pool and clubhouse. Newer burner and hot water heater.

46 Jeremy Circle, Nesconset

$759,999

Welcome to 23 Hillcrest Drive, Smithtown! — where modern elegance, timeless charm, and the beauty of North Shore living come together! Situated on an expansive half-acre-plus property, this beautifully reimagined residence offers the perfect combination of sophisticated finishes, versatile living spaces, and an exceptional location. LOW TAXES OF ONLY $8650! From the moment you arrive, the home's impressive curb appeal sets the tone, featuring new siding, Brand 30 year architectural roof, elegant stone front steps and walkways, refreshed front and rear entryways, a newly paved blacktop driveway, and a detached garage offering additional parking and storage. Step inside to discover beautifully refinished hardwood floors, recessed lighting throughout, and a bright, inviting atmosphere. The stunning renovated kitchen features calacatta countertops, brand-new cabinetry, stainless steel appliances, and modern porcelain tile flooring. Beautifully updated bathrooms, including a spacious double vanity on the main level, bring modern comfort and sophistication to everyday living. The fully finished basement, complete with laminate flooring and a full bathroom, provides exceptional flexibility for extended family, guests, entertaining, or a potential mother-daughter arrangement or accessory dwelling unit (ADU), subject to proper permits and municipal approvals. Additional improvements, including upgraded 200-amp electrical service, further enhance the home's appeal. Beyond the property, enjoy the quintessential North Shore lifestyle, with its charming surroundings, nearby parks, recreational destinations, and vibrant local amenities. Conveniently situated near the Long Island Rail Road, major shopping centers, restaurants, and essential commuter routes, this location offers the perfect balance of suburban tranquility and everyday accessibility. With over half an acre of property, a detached garage, extensive modern upgrades, and the versatility to accommodate a variety of lifestyles, 23 Hillcrest Drive presents an exceptional opportunity to enjoy the very best of Smithtown living. Move right in, spread out, and make this beautifully transformed residence your next place to call home!

4 Beds ⋅ 2 Baths ⋅ 1060645 MLS

Welcome to 23 Hillcrest Drive, Smithtown! — where modern elegance, timeless charm, and the beauty of North Shore living come together! Situated on an expansive half-acre-plus property, this beautifully reimagined residence offers the perfect combination of sophisticated finishes, versatile living spaces, and an exceptional location. LOW TAXES OF ONLY $8650! From the moment you arrive, the home's impressive curb appeal sets the tone, featuring new siding, Brand 30 year architectural roof, elegant stone front steps and walkways, refreshed front and rear entryways, a newly paved blacktop driveway, and a detached garage offering additional parking and storage. Step inside to discover beautifully refinished hardwood floors, recessed lighting throughout, and a bright, inviting atmosphere. The stunning renovated kitchen features calacatta countertops, brand-new cabinetry, stainless steel appliances, and modern porcelain tile flooring. Beautifully updated bathrooms, including a spacious double vanity on the main level, bring modern comfort and sophistication to everyday living. The fully finished basement, complete with laminate flooring and a full bathroom, provides exceptional flexibility for extended family, guests, entertaining, or a potential mother-daughter arrangement or accessory dwelling unit (ADU), subject to proper permits and municipal approvals. Additional improvements, including upgraded 200-amp electrical service, further enhance the home's appeal. Beyond the property, enjoy the quintessential North Shore lifestyle, with its charming surroundings, nearby parks, recreational destinations, and vibrant local amenities. Conveniently situated near the Long Island Rail Road, major shopping centers, restaurants, and essential commuter routes, this location offers the perfect balance of suburban tranquility and everyday accessibility. With over half an acre of property, a detached garage, extensive modern upgrades, and the versatility to accommodate a variety of lifestyles, 23 Hillcrest Drive presents an exceptional opportunity to enjoy the very best of Smithtown living. Move right in, spread out, and make this beautifully transformed residence your next place to call home!

23 Hillcrest Drive, Smithtown

$6,899,000

Experience An Exceptional Waterfront Retreat Where Timeless Brick Architecture Meets Newly Reimagined Luxury. Completely Renovated In 2026, This Luxurious Residence Offers A Striking Expression Of Modern Luxury In The Coveted Incorporated Village Of Nissequogue. A Magnificent Waterfront Brick Masterpiece Set On Approximately 5 Acres, This 9300 Square Foot Residence Features 6 Bedrooms And 6.5 Bathrooms, Pairing Dramatic Architectural Scale With Beautifully Renewed Spaces For Every Day Living And Entertaining. At The Heart Of The Home, A Spectacular New Gourmet Kitchen Features A Beautiful Statement Quartz Island, Farmhouse Sink, Stainless Wolf Appliances, And Wine Refrigerator. From Casual Mornings To Celebratory Gatherings, This Inviting Space Brings Style And Function Together. The Magnificent Great Room, Distinguished By Soaring 22-Foot Ceilings, Creates An Unforgettable Setting For Entertaining On A Grand Scale, While Five Fireplaces Add Warmth And Character Throughout The Residence. The Primary Suite Is A Private Oasis Featuring A Gracious Sitting Room, Fireplace, Expansive Closets, And A Walk-Out Balcony To Capture The Most Beautiful Sunsets - Truly A Peaceful Retreat For Relaxation And Quiet Moments. The Newly Finished Lower Level Adds An Extraordinary Dimension To The Home, Featuring A Luxurious Kitchen, Bar, Full Bathroom, Den, Office, Theater Room, Two Gyms And An Outside Entrance. A Spacious 4-Car Garage, Geothermal Heating And Cooling System, And A Full-House Generator Further Enhance The Home's Comfort, Convenience And Functionality. The Waterfront Grounds Offer A Stunning Setting For Outdoor Living, Highlighted By Lush Lawns And Pristine Landscaping, An Impressive Poolhouse Complete With Bar, Entertaining Space And Full Bathroom, And A Heated And Saltwater In-Ground Pool. Approximately Five Acres And 280 Feet Of Water Frontage Provide An Expansive Backdrop For Relaxed Afternoons And Memorable Summer Gatherings, As Well As Incredible Panoramic Views Of The Long Island Sound. An Extensive 2026 Transformation Brings A Fresh, Cohesive Vision To This Palatial Residence, Delivering A Rare Opportunity To Enjoy Waterfront Luxury Living In One Of Long Island's Most Sought-After North Shore Villages!

6 Beds ⋅ 7 Baths ⋅ 1059832 MLS

Experience An Exceptional Waterfront Retreat Where Timeless Brick Architecture Meets Newly Reimagined Luxury. Completely Renovated In 2026, This Luxurious Residence Offers A Striking Expression Of Modern Luxury In The Coveted Incorporated Village Of Nissequogue. A Magnificent Waterfront Brick Masterpiece Set On Approximately 5 Acres, This 9300 Square Foot Residence Features 6 Bedrooms And 6.5 Bathrooms, Pairing Dramatic Architectural Scale With Beautifully Renewed Spaces For Every Day Living And Entertaining. At The Heart Of The Home, A Spectacular New Gourmet Kitchen Features A Beautiful Statement Quartz Island, Farmhouse Sink, Stainless Wolf Appliances, And Wine Refrigerator. From Casual Mornings To Celebratory Gatherings, This Inviting Space Brings Style And Function Together. The Magnificent Great Room, Distinguished By Soaring 22-Foot Ceilings, Creates An Unforgettable Setting For Entertaining On A Grand Scale, While Five Fireplaces Add Warmth And Character Throughout The Residence. The Primary Suite Is A Private Oasis Featuring A Gracious Sitting Room, Fireplace, Expansive Closets, And A Walk-Out Balcony To Capture The Most Beautiful Sunsets - Truly A Peaceful Retreat For Relaxation And Quiet Moments. The Newly Finished Lower Level Adds An Extraordinary Dimension To The Home, Featuring A Luxurious Kitchen, Bar, Full Bathroom, Den, Office, Theater Room, Two Gyms And An Outside Entrance. A Spacious 4-Car Garage, Geothermal Heating And Cooling System, And A Full-House Generator Further Enhance The Home's Comfort, Convenience And Functionality. The Waterfront Grounds Offer A Stunning Setting For Outdoor Living, Highlighted By Lush Lawns And Pristine Landscaping, An Impressive Poolhouse Complete With Bar, Entertaining Space And Full Bathroom, And A Heated And Saltwater In-Ground Pool. Approximately Five Acres And 280 Feet Of Water Frontage Provide An Expansive Backdrop For Relaxed Afternoons And Memorable Summer Gatherings, As Well As Incredible Panoramic Views Of The Long Island Sound. An Extensive 2026 Transformation Brings A Fresh, Cohesive Vision To This Palatial Residence, Delivering A Rare Opportunity To Enjoy Waterfront Luxury Living In One Of Long Island's Most Sought-After North Shore Villages!

1 Hunters Way, Nissequogue

$729,999

Welcome to 25 Dellmarie Lane! This beautiful four-bedroom Colonial offers exceptional curb appeal with a blacktop driveway accented by a cobblestone border, beautifully landscaped grounds, a covered front porch, and white PVC fencing. Situated on 0.23 acres in a quiet mid-block location within the Smithtown School District, this home features a one-car garage, inviting living spaces, and a picture-perfect backyard. The first floor features a large living room and formal dining room with sliding glass doors leading to a three-season room—an ideal space to relax or entertain. The new white kitchen features granite countertops, white appliances, and recessed lighting. A spacious mudroom provides additional cabinetry, a washer and dryer, a large closet, and an outside entrance to the side yard. A half bathroom completes the main level. Upstairs, the hardwood floors flow through the spacious primary bedroom which offers double closets, accompanied by three additional bedrooms and a full bathroom with a double vanity and deep soaking tub. Enjoy outdoor gatherings on the backyard’s concrete patio, surrounded by beautifully maintained landscaping. Gas heat adds to the comfort and appeal of this charming Colonial.

4 Beds ⋅ 2 Baths ⋅ 1044712 MLS

Welcome to 25 Dellmarie Lane! This beautiful four-bedroom Colonial offers exceptional curb appeal with a blacktop driveway accented by a cobblestone border, beautifully landscaped grounds, a covered front porch, and white PVC fencing. Situated on 0.23 acres in a quiet mid-block location within the Smithtown School District, this home features a one-car garage, inviting living spaces, and a picture-perfect backyard. The first floor features a large living room and formal dining room with sliding glass doors leading to a three-season room—an ideal space to relax or entertain. The new white kitchen features granite countertops, white appliances, and recessed lighting. A spacious mudroom provides additional cabinetry, a washer and dryer, a large closet, and an outside entrance to the side yard. A half bathroom completes the main level. Upstairs, the hardwood floors flow through the spacious primary bedroom which offers double closets, accompanied by three additional bedrooms and a full bathroom with a double vanity and deep soaking tub. Enjoy outdoor gatherings on the backyard’s concrete patio, surrounded by beautifully maintained landscaping. Gas heat adds to the comfort and appeal of this charming Colonial.

25 Dellmarie Lane, Nesconset

$1,149,999

Welcome to 2 Three Pond Road.... This Yablonski built Center Hall Colonial is set on 1 Acre of Beautiful Property, located in the "Prestigious Grange Estates" of North Smithtown! Step inside to your grand entry foyer, formal dining room, EIK w/ top-of-the-line Imported Brazilian Stone Granite counter tops, double oven and updated SS appliances, Formal Living room w/ dual sided wood burning fireplace flowing seamlessly into the expansive den, bath powder room, and custom-built sun room w/ exquisite stone walls and built-in hot tub for tranquil relaxation, along w/ easy interior access to your 2 car attached side entry garage... upstairs you have your primary bedroom w/ private bidet and toilet room with separate shower/spa jacuzzi room, 3 additional generously sized bedrooms, Office space and/or 5th bedroom (or WIC potential), and additional full hall bathroom. Step outside to your private resort like back yard w/ mature privacy trees and professionally designed landscaping surrounding, a resort style IG pool w/ a gradual sloped bottom, custom-built pavilion area, gazebo, oversized Trex deck and tranquil waterfall.... creating the perfect setting for peaceful evenings and ultimate relaxation. Additional features include the following…. In Ground 20x40 Pool (Liner 2025) w/ a solar assisted heating system, CAC (1 Zone – 2018), Oil Heat (1 zone), Single Layer 30-year architectural Roof (2018), Hardwood floors throughout, 200 AMP electric, expansive paver driveway beautifully appointed to the side entry 2-car garage… all this and so much more set on a picturesque acre private corner lot w/ exquisite bluestone walling surrounding, cascading Waterfalls and fountains, lush nature and tranquility, you do not want to miss this!

4 Beds ⋅ 3 Baths ⋅ 1059779 MLS

Welcome to 2 Three Pond Road.... This Yablonski built Center Hall Colonial is set on 1 Acre of Beautiful Property, located in the "Prestigious Grange Estates" of North Smithtown! Step inside to your grand entry foyer, formal dining room, EIK w/ top-of-the-line Imported Brazilian Stone Granite counter tops, double oven and updated SS appliances, Formal Living room w/ dual sided wood burning fireplace flowing seamlessly into the expansive den, bath powder room, and custom-built sun room w/ exquisite stone walls and built-in hot tub for tranquil relaxation, along w/ easy interior access to your 2 car attached side entry garage... upstairs you have your primary bedroom w/ private bidet and toilet room with separate shower/spa jacuzzi room, 3 additional generously sized bedrooms, Office space and/or 5th bedroom (or WIC potential), and additional full hall bathroom. Step outside to your private resort like back yard w/ mature privacy trees and professionally designed landscaping surrounding, a resort style IG pool w/ a gradual sloped bottom, custom-built pavilion area, gazebo, oversized Trex deck and tranquil waterfall.... creating the perfect setting for peaceful evenings and ultimate relaxation. Additional features include the following…. In Ground 20x40 Pool (Liner 2025) w/ a solar assisted heating system, CAC (1 Zone – 2018), Oil Heat (1 zone), Single Layer 30-year architectural Roof (2018), Hardwood floors throughout, 200 AMP electric, expansive paver driveway beautifully appointed to the side entry 2-car garage… all this and so much more set on a picturesque acre private corner lot w/ exquisite bluestone walling surrounding, cascading Waterfalls and fountains, lush nature and tranquility, you do not want to miss this!

2 Three Pond Road, Smithtown

$499,999

Welcome to 8 South Avenue, a charming one-bedroom, one-bath cottage situated on approximately 0.38 acres in Smithtown. The home features an updated kitchen, hardwood and vinyl flooring, and a functional layout filled with natural light. Step outside to a spacious, fully fenced backyard complete with a 4-zone in-ground sprinkler system, large detached garage/shed, and plenty of room to enjoy the outdoors. Notable improvements include a roof replaced in 2019, updated living room windows, driveway, and gutters. Oil heat, a utility basement, and remarkably low taxes of approximately $4,393 add to the appeal. 8 South Avenue combines a sizable property, low taxes, and room to make it your own.

1 Beds ⋅ 1 Baths ⋅ 1052134 MLS

Welcome to 8 South Avenue, a charming one-bedroom, one-bath cottage situated on approximately 0.38 acres in Smithtown. The home features an updated kitchen, hardwood and vinyl flooring, and a functional layout filled with natural light. Step outside to a spacious, fully fenced backyard complete with a 4-zone in-ground sprinkler system, large detached garage/shed, and plenty of room to enjoy the outdoors. Notable improvements include a roof replaced in 2019, updated living room windows, driveway, and gutters. Oil heat, a utility basement, and remarkably low taxes of approximately $4,393 add to the appeal. 8 South Avenue combines a sizable property, low taxes, and room to make it your own.

8 South Avenue, Smithtown

$899,999

Absolutely stunning, turnkey Hi-Ranch in the Smithtown School District, perfectly situated mid-block on a beautiful tree-lined street. Meticulously maintained and thoughtfully updated, this 4-bedroom, 2-full-bath home combines comfortable everyday living with exceptional spaces for entertaining. The heart of the home is the impressive custom kitchen featuring granite countertops, beautiful cabinetry, stainless steel appliances, radiant heated floors and a large center island ideal for entertaining or casual meals. The kitchen flows seamlessly into the dining and living areas, where abundant natural light, hardwood floors and a dramatic cultured-stone accent wall surrounding the wood-burning fireplace create a warm and inviting atmosphere. Downstairs, the spacious and versatile lower level offers tremendous flexibility for a den, family room, home office or guest space, with large sliding glass doors opening directly to a covered patio and your own resort-style backyard. Outside is where this home truly shines. A large second-story composite deck overlooks the heated in-ground pool with waterfall, professionally paved patio areas, pergola and fully fenced yard—creating an incredible setting for summer entertaining, relaxing by the pool or enjoying a quiet evening at home. Additional features include central air conditioning, radiant heated tile floors, a two-car attached garage, large driveway, private laundry area, full attic, storage shed, in-ground sprinkler system, vinyl fencing and more. Move-in ready inside and out, with an incredible backyard and a location that's hard to beat—this is the Smithtown home you've been waiting for.

4 Beds ⋅ 2 Baths ⋅ 1059410 MLS

Absolutely stunning, turnkey Hi-Ranch in the Smithtown School District, perfectly situated mid-block on a beautiful tree-lined street. Meticulously maintained and thoughtfully updated, this 4-bedroom, 2-full-bath home combines comfortable everyday living with exceptional spaces for entertaining. The heart of the home is the impressive custom kitchen featuring granite countertops, beautiful cabinetry, stainless steel appliances, radiant heated floors and a large center island ideal for entertaining or casual meals. The kitchen flows seamlessly into the dining and living areas, where abundant natural light, hardwood floors and a dramatic cultured-stone accent wall surrounding the wood-burning fireplace create a warm and inviting atmosphere. Downstairs, the spacious and versatile lower level offers tremendous flexibility for a den, family room, home office or guest space, with large sliding glass doors opening directly to a covered patio and your own resort-style backyard. Outside is where this home truly shines. A large second-story composite deck overlooks the heated in-ground pool with waterfall, professionally paved patio areas, pergola and fully fenced yard—creating an incredible setting for summer entertaining, relaxing by the pool or enjoying a quiet evening at home. Additional features include central air conditioning, radiant heated tile floors, a two-car attached garage, large driveway, private laundry area, full attic, storage shed, in-ground sprinkler system, vinyl fencing and more. Move-in ready inside and out, with an incredible backyard and a location that's hard to beat—this is the Smithtown home you've been waiting for.

31 Sterling Lane, Smithtown

$579,803

If you are looking for a spacious, move in ready home with an exceptional 55+ community, 1406 Gotham Court W is one you will not want to miss. Offering approximately 1,321 square feet, this beautifully maintained two bedroom, two full bathroom home features a generous layout with an eat in kitchen, formal dining room, huge living room and two large bedrooms. Everything is young or brand new, allowing you to move in and simply enjoy your new home. Located in the desirable Fairfield at St. James community, residents enjoy a clubhouse, community office, indoor and outdoor pools, tennis and bocce ball. Transportation to local stores and shopping is also offered. Snow removal and community maintenance add to the ease and convenience of living in this highly desirable St. James community. The monthly HOA fee is just $339 and includes water, Optimum Basic Cable, Internet, Paramount, Starz/Encore, landscaping and snow removal. Homeowners are responsible for PSEG electric and Suffolk County sewer charges, which are approximately $130 quarterly. Annual property taxes are approximately $4790.58 without a STAR deduction. There are no current or planned assessments in Section III. The HOA is responsible for the exterior of the buildings, with the exception of the gutters, which are the homeowner's responsibility. Homeowners are generally responsible for the interiors, although certain items, including some pest-control issues, may be handled through the community maintenance line.

2 Beds ⋅ 2 Baths ⋅ 1059243 MLS

If you are looking for a spacious, move in ready home with an exceptional 55+ community, 1406 Gotham Court W is one you will not want to miss. Offering approximately 1,321 square feet, this beautifully maintained two bedroom, two full bathroom home features a generous layout with an eat in kitchen, formal dining room, huge living room and two large bedrooms. Everything is young or brand new, allowing you to move in and simply enjoy your new home. Located in the desirable Fairfield at St. James community, residents enjoy a clubhouse, community office, indoor and outdoor pools, tennis and bocce ball. Transportation to local stores and shopping is also offered. Snow removal and community maintenance add to the ease and convenience of living in this highly desirable St. James community. The monthly HOA fee is just $339 and includes water, Optimum Basic Cable, Internet, Paramount, Starz/Encore, landscaping and snow removal. Homeowners are responsible for PSEG electric and Suffolk County sewer charges, which are approximately $130 quarterly. Annual property taxes are approximately $4790.58 without a STAR deduction. There are no current or planned assessments in Section III. The HOA is responsible for the exterior of the buildings, with the exception of the gutters, which are the homeowner's responsibility. Homeowners are generally responsible for the interiors, although certain items, including some pest-control issues, may be handled through the community maintenance line.

1406 Gotham Court W, Saint James

$689,999

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!

2 Beds ⋅ 3 Baths ⋅ 1058725 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

$979,000

Classic Center Hall Colonial in Head of the Harbor, Welcome to this charming 4-bedroom, 2.5-bath Center Hall Colonial, ideally situated on 2.19 acres in the Head of the Harbor area of St. James, NY. Built in 1963, this well-maintained home offers timeless character, spacious living, and an exceptional location. Step inside to discover beautiful wood floors and classic wood doors, adding warmth and character throughout the home. Marvin windows provide quality, natural light, and lasting appeal. The property features a cedar deck, perfect for relaxing outdoors or entertaining while enjoying the privacy and expansive grounds. A detached shed provides additional storage, while the two-car garage offers convenient parking and workspace. The full unfinished basement provides abundant storage and flexible space for future use—whether you envision a recreation area, workshop, home gym, or additional living space. The home's location is a true highlight, with convenient access to the LIRR, St. James town, local shopping and dining, and the beautiful North Shore beaches. The property offers a rare combination of space, privacy, character, and convenience. Roof is 12years old, Oil Burner 5 years old, Cedar Deck 5 years old . A rare opportunity to own a spacious Colonial on over two acres in one of St. James' most private locations. Bring your vision and make this special property your own.

4 Beds ⋅ 3 Baths ⋅ 1057272 MLS

Classic Center Hall Colonial in Head of the Harbor, Welcome to this charming 4-bedroom, 2.5-bath Center Hall Colonial, ideally situated on 2.19 acres in the Head of the Harbor area of St. James, NY. Built in 1963, this well-maintained home offers timeless character, spacious living, and an exceptional location. Step inside to discover beautiful wood floors and classic wood doors, adding warmth and character throughout the home. Marvin windows provide quality, natural light, and lasting appeal. The property features a cedar deck, perfect for relaxing outdoors or entertaining while enjoying the privacy and expansive grounds. A detached shed provides additional storage, while the two-car garage offers convenient parking and workspace. The full unfinished basement provides abundant storage and flexible space for future use—whether you envision a recreation area, workshop, home gym, or additional living space. The home's location is a true highlight, with convenient access to the LIRR, St. James town, local shopping and dining, and the beautiful North Shore beaches. The property offers a rare combination of space, privacy, character, and convenience. Roof is 12years old, Oil Burner 5 years old, Cedar Deck 5 years old . A rare opportunity to own a spacious Colonial on over two acres in one of St. James' most private locations. Bring your vision and make this special property your own.

3 Gate Road, Head Of Harbor

$700,000

Welcome to this charming custom Ranch, beautifully situated on a private, oversized half acre in the heart of Hauppauge. From the moment you arrive you'll appreciate the spacious property and driveway in this peaceful setting. Inside, this home features 3 bedrooms, 1 full bath, hardwood floors, custom tray ceiling, eat in kitchen and living areas to relax!

3 Beds ⋅ 1 Baths ⋅ 1057983 MLS

Welcome to this charming custom Ranch, beautifully situated on a private, oversized half acre in the heart of Hauppauge. From the moment you arrive you'll appreciate the spacious property and driveway in this peaceful setting. Inside, this home features 3 bedrooms, 1 full bath, hardwood floors, custom tray ceiling, eat in kitchen and living areas to relax!

875 Townline Road, Hauppauge

$899,999

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!!

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

$1,189,000

Welcome to this grand, stately Colonial, beautifully landscaped and set on a private, fenced-in 1/2-acre lot. The property offers an exceptional setting for entertaining and enjoying the outdoors, complete with a gunite pool, charming gazebo, house generator, and two-car garage for added convenience and peace of mind. Inside, the home offers four bedrooms, three full bathrooms, one-half bathroom, a versatile den that can also be used as a home office, and two fireplaces. Beautiful hardwood floors extend throughout the main level, adding warmth and timeless elegance. A spacious formal living room and dining room provide an ideal setting for both everyday living and entertaining. The formal living room features a wood-burning fireplace, creating a warm and inviting atmosphere. The thoughtfully expanded kitchen offers an open and welcoming space for cooking, gathering, and enjoying time with guests, complemented by a beautiful gas fireplace that adds warmth and ambiance. The finished basement provides additional versatile space, along with a private outside entrance and bathroom. Step outside to enjoy a beautifully landscaped retreat designed for relaxation and summer entertaining. The expansive fenced-in grounds provide plenty of space to unwind, gather with guests, and create lasting memories. With its generous floor plan, elegant details, versatile finished space, two-car garage, and exceptional setting, this remarkable Colonial offers comfort, character, and an ideal blend of indoor and outdoor living.

4 Beds ⋅ 4 Baths ⋅ 1053324 MLS

Welcome to this grand, stately Colonial, beautifully landscaped and set on a private, fenced-in 1/2-acre lot. The property offers an exceptional setting for entertaining and enjoying the outdoors, complete with a gunite pool, charming gazebo, house generator, and two-car garage for added convenience and peace of mind. Inside, the home offers four bedrooms, three full bathrooms, one-half bathroom, a versatile den that can also be used as a home office, and two fireplaces. Beautiful hardwood floors extend throughout the main level, adding warmth and timeless elegance. A spacious formal living room and dining room provide an ideal setting for both everyday living and entertaining. The formal living room features a wood-burning fireplace, creating a warm and inviting atmosphere. The thoughtfully expanded kitchen offers an open and welcoming space for cooking, gathering, and enjoying time with guests, complemented by a beautiful gas fireplace that adds warmth and ambiance. The finished basement provides additional versatile space, along with a private outside entrance and bathroom. Step outside to enjoy a beautifully landscaped retreat designed for relaxation and summer entertaining. The expansive fenced-in grounds provide plenty of space to unwind, gather with guests, and create lasting memories. With its generous floor plan, elegant details, versatile finished space, two-car garage, and exceptional setting, this remarkable Colonial offers comfort, character, and an ideal blend of indoor and outdoor living.

28 S Lot Road, Smithtown

$699,000

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.

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

$1,199,999

Two distinct living spaces, one extraordinary property! Tucked down a long, private driveway off of Carrie Court, this home offers 4,198 square feet of living space in the Smithtown School District. The spacious main home and attached second living area each have a separate entrance and driveway, providing generous parking and a flexible layout. Real wood cedar siding, mature landscaping, raised stone flower beds, and custom wood entry details make a memorable first impression. Inside the main home, hardwood floors, crown and door molding, recessed lighting, and skylights set the tone. The formal living room features soaring vaulted ceilings and a dramatic three-sided stone wood-burning fireplace. The chef’s kitchen pairs deep espresso-toned Shaker cabinetry with white upper cabinets, glass-front accents, granite countertops, under-cabinet lighting, stainless steel appliances, a Viking gas cooktop, double ovens, dishwasher, built-in microwave, oversized stainless steel double sink, separate vegetable sink, garbage disposal, breakfast bar, and tile backsplash. It opens to an expansive dining room with vaulted ceilings, upper windows, a wall of windows overlooking the backyard, and French doors leading outside. Plantation shutters grace many of the first-floor windows. First floor also features a spacious den/great room, featuring recessed lighting, beautiful wood floors and custom molding. Upstairs, the primary suite occupies its own level, with bamboo flooring, custom shoji-style closets, a translucent screen wall, and a spa-inspired bath featuring radiant-heated floors, a Jacuzzi soaking tub, and an oversized glass-enclosed shower. A loft with vintage oak flooring, vaulted ceilings, and recessed lighting offers flexible space that could serve as an additional bedroom or home office. Two more bedrooms and a full bath with dual glass vessel sinks complete the upper level. The main home’s at-grade lower level has its own entrance, full bath with a glass-enclosed shower, recessed lighting, and box molding. The attached second living area has a separate entrance, oak flooring, crown molding, recessed lighting, a powder room, and a stunning kitchen with double-height ceilings and clerestory windows. Antique-glazed cream custom cabinetry, Viking gas cooktop, double ovens, farmhouse sink, granite countertops, floor-to-ceiling pantry storage, and a sage-green island with carved corbels make this space exceptional. Its primary suite features vaulted ceilings and a beautifully finished bath with Carrara-style marble, a walk-in shower, built-in seat, and custom vanity. Outside, discover a resort-style backyard with a freeform in-ground pool, Trex decking, estate fencing, outdoor shower, slate and paver patios, and multiple spaces to gather or unwind. Additional features include three-zone heating and air conditioning, a gas-powered Generac whole-house generator, a 300-amp electrical panel, and 13-zone in-ground sprinklers. Town of Smithtown records identify the property as a one-family dwelling with a special exception for separate living quarters. The exception does not transfer to a new owner; a buyer would need to reapply with the Town.

5 Beds ⋅ 5 Baths ⋅ 1044455 MLS

Two distinct living spaces, one extraordinary property! Tucked down a long, private driveway off of Carrie Court, this home offers 4,198 square feet of living space in the Smithtown School District. The spacious main home and attached second living area each have a separate entrance and driveway, providing generous parking and a flexible layout. Real wood cedar siding, mature landscaping, raised stone flower beds, and custom wood entry details make a memorable first impression. Inside the main home, hardwood floors, crown and door molding, recessed lighting, and skylights set the tone. The formal living room features soaring vaulted ceilings and a dramatic three-sided stone wood-burning fireplace. The chef’s kitchen pairs deep espresso-toned Shaker cabinetry with white upper cabinets, glass-front accents, granite countertops, under-cabinet lighting, stainless steel appliances, a Viking gas cooktop, double ovens, dishwasher, built-in microwave, oversized stainless steel double sink, separate vegetable sink, garbage disposal, breakfast bar, and tile backsplash. It opens to an expansive dining room with vaulted ceilings, upper windows, a wall of windows overlooking the backyard, and French doors leading outside. Plantation shutters grace many of the first-floor windows. First floor also features a spacious den/great room, featuring recessed lighting, beautiful wood floors and custom molding. Upstairs, the primary suite occupies its own level, with bamboo flooring, custom shoji-style closets, a translucent screen wall, and a spa-inspired bath featuring radiant-heated floors, a Jacuzzi soaking tub, and an oversized glass-enclosed shower. A loft with vintage oak flooring, vaulted ceilings, and recessed lighting offers flexible space that could serve as an additional bedroom or home office. Two more bedrooms and a full bath with dual glass vessel sinks complete the upper level. The main home’s at-grade lower level has its own entrance, full bath with a glass-enclosed shower, recessed lighting, and box molding. The attached second living area has a separate entrance, oak flooring, crown molding, recessed lighting, a powder room, and a stunning kitchen with double-height ceilings and clerestory windows. Antique-glazed cream custom cabinetry, Viking gas cooktop, double ovens, farmhouse sink, granite countertops, floor-to-ceiling pantry storage, and a sage-green island with carved corbels make this space exceptional. Its primary suite features vaulted ceilings and a beautifully finished bath with Carrara-style marble, a walk-in shower, built-in seat, and custom vanity. Outside, discover a resort-style backyard with a freeform in-ground pool, Trex decking, estate fencing, outdoor shower, slate and paver patios, and multiple spaces to gather or unwind. Additional features include three-zone heating and air conditioning, a gas-powered Generac whole-house generator, a 300-amp electrical panel, and 13-zone in-ground sprinklers. Town of Smithtown records identify the property as a one-family dwelling with a special exception for separate living quarters. The exception does not transfer to a new owner; a buyer would need to reapply with the Town.

100 Edgewood Avenue, Smithtown

$649,999

Welcome home to this beautifully updated 3 Bedroom 2.5 Bath Townhome located in the Willow Wood Community with Smithtown Schools. This spacious home features updated Kitchen and Baths, The Master Bedroom Suite has Vaulted Ceilings, 2 walk in closets, an ensuite Bath with Double sinks, Jetted Tub and Walk In Shower...The generously sized Living Room has Gas Fireplace, with sliders to a private Patio, Gas Cooking and Heating, CAC and a 1 Car Garage..

3 Beds ⋅ 3 Baths ⋅ 1050603 MLS

Welcome home to this beautifully updated 3 Bedroom 2.5 Bath Townhome located in the Willow Wood Community with Smithtown Schools. This spacious home features updated Kitchen and Baths, The Master Bedroom Suite has Vaulted Ceilings, 2 walk in closets, an ensuite Bath with Double sinks, Jetted Tub and Walk In Shower...The generously sized Living Room has Gas Fireplace, with sliders to a private Patio, Gas Cooking and Heating, CAC and a 1 Car Garage..

3 Plantation Drive, Hauppauge

$2,300,000

Some properties are simply new. Others are part of a story. Welcome to 595 Moriches Road, where a residence just three years young sits upon 2.6 private acres in a setting rich with Nissequogue history. At the corner of Moriches Road and Cordwood Path, striking stone pillars and wrought-iron gates remain as an intriguing piece of the land’s past, a reminder of the grand estates and history that have long shaped this storied area. Set beyond this glimpse of the past is something entirely different: a beautifully designed modern residence created for today’s way of living. Privately positioned amid mature natural surroundings, the home offers an impressive sense of space and serenity, with generous living areas and exciting possibilities for additional living space. There is something especially compelling about a property where old and new exist side by side. Here, the conveniences of a three-year-young residence meet the character of land with a story still waiting to be fully uncovered. A modern residence. 2.6 peaceful acres. A touch of Nissequogue history. And an opportunity to become the next chapter in the story of 595 Moriches Road.

3 Beds ⋅ 3 Baths ⋅ 1057363 MLS

Some properties are simply new. Others are part of a story. Welcome to 595 Moriches Road, where a residence just three years young sits upon 2.6 private acres in a setting rich with Nissequogue history. At the corner of Moriches Road and Cordwood Path, striking stone pillars and wrought-iron gates remain as an intriguing piece of the land’s past, a reminder of the grand estates and history that have long shaped this storied area. Set beyond this glimpse of the past is something entirely different: a beautifully designed modern residence created for today’s way of living. Privately positioned amid mature natural surroundings, the home offers an impressive sense of space and serenity, with generous living areas and exciting possibilities for additional living space. There is something especially compelling about a property where old and new exist side by side. Here, the conveniences of a three-year-young residence meet the character of land with a story still waiting to be fully uncovered. A modern residence. 2.6 peaceful acres. A touch of Nissequogue history. And an opportunity to become the next chapter in the story of 595 Moriches Road.

595 Moriches Road, Nissequogue

$799,000

Dutch Colonial, 4 bed, 2.5 bath, 1/2 acre, very long driveway capable of storing a motorhome, or up to 12 cars, Smithtown school district, quiet street, set back on lot, close to Smith Haven mall, many shops, easy access to major roads, near hospitals, fenced yard, warm country setting, large yard, room for pool,

4 Beds ⋅ 3 Baths ⋅ 1057367 MLS

Dutch Colonial, 4 bed, 2.5 bath, 1/2 acre, very long driveway capable of storing a motorhome, or up to 12 cars, Smithtown school district, quiet street, set back on lot, close to Smith Haven mall, many shops, easy access to major roads, near hospitals, fenced yard, warm country setting, large yard, room for pool,

14 King Arthurs Court, Saint James

$1,300,000

Welcome to a home where timeless Colonial charm meets comfortable, modern living in the community of St. James. Beautifully designed for both everyday living and effortless entertaining, this exceptional residence offers an abundance of space, amenities, and possibilities. The inviting main level offers generously sized living areas and a formal dining room, creating an elegant setting for dinners, celebrations, and memorable gatherings. Upstairs, you'll find comfortable primary suite and 3 additional bedrooms and downstairs has a layout that allows for the 5th bedroom to serve as a private guest suite, home office, or additional living space to suit your lifestyle. with half Bath The fully finished basement takes the living space to another level, offering endless possibilities for recreation, a home theater, gym, playroom, office, or entertaining area. Whether you're hosting or enjoying a quiet night at home, there's room for it all. Then step outside and discover your own private backyard oasis. The heated , saltwater in ground pool with mood lighting sets the stage for unforgettable summers—spend sunny afternoons poolside, entertaining under the stars, or simply enjoy your own private retreat at the end of the day. Thoughtful features including central air conditioning, gas heat, an in-ground sprinkler system, a generator and a new roof and much more add comfort, convenience, and peace of mind. This is more than just a house—it's a place to gather, entertain, relax, and create memories for years to come. From the spacious interior to the spectacular outdoor setting, this St. James Colonial offers the space, versatility, and lifestyle you've been waiting for.

5 Beds ⋅ 4 Baths ⋅ 1053983 MLS

Welcome to a home where timeless Colonial charm meets comfortable, modern living in the community of St. James. Beautifully designed for both everyday living and effortless entertaining, this exceptional residence offers an abundance of space, amenities, and possibilities. The inviting main level offers generously sized living areas and a formal dining room, creating an elegant setting for dinners, celebrations, and memorable gatherings. Upstairs, you'll find comfortable primary suite and 3 additional bedrooms and downstairs has a layout that allows for the 5th bedroom to serve as a private guest suite, home office, or additional living space to suit your lifestyle. with half Bath The fully finished basement takes the living space to another level, offering endless possibilities for recreation, a home theater, gym, playroom, office, or entertaining area. Whether you're hosting or enjoying a quiet night at home, there's room for it all. Then step outside and discover your own private backyard oasis. The heated , saltwater in ground pool with mood lighting sets the stage for unforgettable summers—spend sunny afternoons poolside, entertaining under the stars, or simply enjoy your own private retreat at the end of the day. Thoughtful features including central air conditioning, gas heat, an in-ground sprinkler system, a generator and a new roof and much more add comfort, convenience, and peace of mind. This is more than just a house—it's a place to gather, entertain, relax, and create memories for years to come. From the spacious interior to the spectacular outdoor setting, this St. James Colonial offers the space, versatility, and lifestyle you've been waiting for.

6 Patricks Way, Saint James

$999,000

Welcome to 30 Damin Circle, your beautifully appointed 2,573 sq ft center hall Colonial in the heart of Saint James. Set on a quiet, tree-lined street, this 4 bed, 2.5 bath home offers timeless architectural detail, generous living spaces and a backyard designed for enjoying every season. A covered front porch opens to an impressive center foyer with two closets and elegant crown- moulded openings leading to the formal dining room and oversized formal living room. Crown moulding continues throughout the home, complemented by wainscoting on the staircase and beautiful hardwood floors. French doors connect the cozy den, complete with wood-burning fireplace, to the formal living room, creating a flexible arrangement for entertaining or relaxing. The well-appointed kitchen features granite countertops, undermount sink, stainless steel appliances, double wall ovens, abundant cabinetry and a generous peninsula. The adjoining dining area provides plenty of space for everyday meals and gatherings, while a versatile room just off the kitchen can easily function as a second sitting room, home office, TV room or playroom. An updated tiled powder room completes the first floor. Upstairs, the spacious primary suite features an en-suite bath and walk-in closet. Three additional generously sized bedrooms provide comfortable accommodations for family, guests or home office needs. Both upstairs bathrooms offer under-sink cabinetry, built-in medicine cabinets and laundry hampers. The private, fully fenced backyard is a true extension of the living space, featuring established landscaping, interlocking stone, two decks, a pond and a heated salt-water pool with a new 2026 Loop-Loc cover. Whether hosting summer gatherings or enjoying a quiet afternoon outdoors, this is a space made to be used and enjoyed. A spacious driveway and two-car garage with separate doors provide ample parking and storage. Conveniently located near local amenities and major highways, yet peacefully removed from the bustle, 30 Damin Circle offers the space, character and flexibility to make this home your own.

4 Beds ⋅ 3 Baths ⋅ 1049354 MLS

Welcome to 30 Damin Circle, your beautifully appointed 2,573 sq ft center hall Colonial in the heart of Saint James. Set on a quiet, tree-lined street, this 4 bed, 2.5 bath home offers timeless architectural detail, generous living spaces and a backyard designed for enjoying every season. A covered front porch opens to an impressive center foyer with two closets and elegant crown- moulded openings leading to the formal dining room and oversized formal living room. Crown moulding continues throughout the home, complemented by wainscoting on the staircase and beautiful hardwood floors. French doors connect the cozy den, complete with wood-burning fireplace, to the formal living room, creating a flexible arrangement for entertaining or relaxing. The well-appointed kitchen features granite countertops, undermount sink, stainless steel appliances, double wall ovens, abundant cabinetry and a generous peninsula. The adjoining dining area provides plenty of space for everyday meals and gatherings, while a versatile room just off the kitchen can easily function as a second sitting room, home office, TV room or playroom. An updated tiled powder room completes the first floor. Upstairs, the spacious primary suite features an en-suite bath and walk-in closet. Three additional generously sized bedrooms provide comfortable accommodations for family, guests or home office needs. Both upstairs bathrooms offer under-sink cabinetry, built-in medicine cabinets and laundry hampers. The private, fully fenced backyard is a true extension of the living space, featuring established landscaping, interlocking stone, two decks, a pond and a heated salt-water pool with a new 2026 Loop-Loc cover. Whether hosting summer gatherings or enjoying a quiet afternoon outdoors, this is a space made to be used and enjoyed. A spacious driveway and two-car garage with separate doors provide ample parking and storage. Conveniently located near local amenities and major highways, yet peacefully removed from the bustle, 30 Damin Circle offers the space, character and flexibility to make this home your own.

30 Damin Circle, Saint James

$599,000

Welcome to this 3-bedroom, 1.5-bath ranch situated on a quarter-acre property and conveniently located close to shopping, dining, and everyday amenities. The home features an attached 1-car garage and a lower level offering additional space and plenty of storage. With a little vision and personal touches, this home offers a wonderful opportunity to create a space that truly reflects your style. Whether updating, renovating, or simply making it your own, the possibilities are here to transform this property into a wonderful home.

3 Beds ⋅ 2 Baths ⋅ 1054159 MLS

Welcome to this 3-bedroom, 1.5-bath ranch situated on a quarter-acre property and conveniently located close to shopping, dining, and everyday amenities. The home features an attached 1-car garage and a lower level offering additional space and plenty of storage. With a little vision and personal touches, this home offers a wonderful opportunity to create a space that truly reflects your style. Whether updating, renovating, or simply making it your own, the possibilities are here to transform this property into a wonderful home.

270 Browns Road, Nesconset

$1,195,000

Completely Renovated Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable property. Relax in the knowledge that heating and cooling systems, appliances, roof and windows have been replaced in the last 6 years. Outdoor Patio is perfect for private dining. Detached 2 Car Garage. Barn and Potting Shed (as-is) Direct access to the 93 Acre Arthur H Kunz County Park on the Nissequogue River and minutes from Smithtown Landing Country Club proves to be a rare location. Easy access to shopping, main roadways and beaches! Smithtown School District

5 Beds ⋅ 3 Baths ⋅ 1055906 MLS

Completely Renovated Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable property. Relax in the knowledge that heating and cooling systems, appliances, roof and windows have been replaced in the last 6 years. Outdoor Patio is perfect for private dining. Detached 2 Car Garage. Barn and Potting Shed (as-is) Direct access to the 93 Acre Arthur H Kunz County Park on the Nissequogue River and minutes from Smithtown Landing Country Club proves to be a rare location. Easy access to shopping, main roadways and beaches! Smithtown School District

592 Landing Avenue, Smithtown

$1,999,000

A Rare Waterfront Sanctuary in the Village of Head of the Harbor. For the first time since it was built more than half a century ago, this remarkable waterfront property is being offered for sale. Privately set on 2.75 acres overlooking Stony Brook Harbor, 89 Harbor Road has remained under its original ownership since its creation and is defined by privacy, natural beauty and an extraordinary connection to the surrounding landscape. With 200 feet of waterfront, sweeping views extend across the pristine harbor toward Nissequogue, and Long Island Sound beyond, while private steps lead directly to the beach and water below, where a substantial stone riprap revetment protects the shoreline. A long and winding drive passes through a wooded landscape, leading to a broad opening with a light-filled residence framed by majestic oaks and a backdrop of water and sky. Upon arrival, there is an immediate sense of having left the hustle and bustle of the outside world behind—a peaceful sanctuary where the landscape, changing tides and natural beauty of the harbor become part of everyday life. Designed by architect Geysa Sarkany, the approximately 4,600-square-foot residence was conceived around its remarkable setting. The home was designed to look outward, with walls of glass creating a seamless connection between the interiors and the water and landscape beyond. Beneath this openness is a home of substantial construction, engineered and built with solidity and permanence. From the principal living spaces, kitchen and covered deck, the architecture continually draws the eye outward, framing individual views of the sky, shoreline and ever-changing harbor. Thoughtfully placed windows and glass, cypress siding and natural materials further connect the architecture to its surroundings, while 5 bedrooms and 3.5 baths across three levels provide substantial living space. Here, no two days on the harbor are quite the same. The tides rise and recede, revealing winding channels and broad tidal flats. Herons wander the shoreline while ospreys and eagles soar overhead, and sailboats, kayaks and paddleboarders quietly pass below. Summer brings long evenings on the covered deck and breathtaking sunsets over the water, as the sky and harbor take on an ever-changing palette of color and texture. In autumn, the marsh grasses turn from green to gold, while the shifting light and changing winds transform the landscape. The connection to the waterfront extends beyond the views, with direct beach and harbor access for kayaking, paddleboarding and sailing—making the water an integral part of life here. Lovingly maintained and thoughtfully updated over the years, great care has been taken to retain the home’s architectural character and its remarkable connection to the surrounding landscape. It presents a rare opportunity for its next owner to continue its story—whether embracing the home as it is or thoughtfully making it their own. While the setting feels a world away from everyday life, it is within the Smithtown School District and only minutes from Stony Brook Village, Stony Brook University and Stony Brook University Hospital, along with local restaurants, shopping, Avalon Nature Preserve and Harmony Vineyards—offering an exceptional balance of privacy, natural beauty and convenience. The combination of acreage, privacy, substantial waterfront, elevation, direct beach access and expansive views across a pristine harbor presents a remarkable setting—an opportunity to live surrounded by natural beauty, within an ecosystem and landscape that change with every tide and season. A property offering this combination of features rarely becomes available.

5 Beds ⋅ 4 Baths ⋅ 1054624 MLS

A Rare Waterfront Sanctuary in the Village of Head of the Harbor. For the first time since it was built more than half a century ago, this remarkable waterfront property is being offered for sale. Privately set on 2.75 acres overlooking Stony Brook Harbor, 89 Harbor Road has remained under its original ownership since its creation and is defined by privacy, natural beauty and an extraordinary connection to the surrounding landscape. With 200 feet of waterfront, sweeping views extend across the pristine harbor toward Nissequogue, and Long Island Sound beyond, while private steps lead directly to the beach and water below, where a substantial stone riprap revetment protects the shoreline. A long and winding drive passes through a wooded landscape, leading to a broad opening with a light-filled residence framed by majestic oaks and a backdrop of water and sky. Upon arrival, there is an immediate sense of having left the hustle and bustle of the outside world behind—a peaceful sanctuary where the landscape, changing tides and natural beauty of the harbor become part of everyday life. Designed by architect Geysa Sarkany, the approximately 4,600-square-foot residence was conceived around its remarkable setting. The home was designed to look outward, with walls of glass creating a seamless connection between the interiors and the water and landscape beyond. Beneath this openness is a home of substantial construction, engineered and built with solidity and permanence. From the principal living spaces, kitchen and covered deck, the architecture continually draws the eye outward, framing individual views of the sky, shoreline and ever-changing harbor. Thoughtfully placed windows and glass, cypress siding and natural materials further connect the architecture to its surroundings, while 5 bedrooms and 3.5 baths across three levels provide substantial living space. Here, no two days on the harbor are quite the same. The tides rise and recede, revealing winding channels and broad tidal flats. Herons wander the shoreline while ospreys and eagles soar overhead, and sailboats, kayaks and paddleboarders quietly pass below. Summer brings long evenings on the covered deck and breathtaking sunsets over the water, as the sky and harbor take on an ever-changing palette of color and texture. In autumn, the marsh grasses turn from green to gold, while the shifting light and changing winds transform the landscape. The connection to the waterfront extends beyond the views, with direct beach and harbor access for kayaking, paddleboarding and sailing—making the water an integral part of life here. Lovingly maintained and thoughtfully updated over the years, great care has been taken to retain the home’s architectural character and its remarkable connection to the surrounding landscape. It presents a rare opportunity for its next owner to continue its story—whether embracing the home as it is or thoughtfully making it their own. While the setting feels a world away from everyday life, it is within the Smithtown School District and only minutes from Stony Brook Village, Stony Brook University and Stony Brook University Hospital, along with local restaurants, shopping, Avalon Nature Preserve and Harmony Vineyards—offering an exceptional balance of privacy, natural beauty and convenience. The combination of acreage, privacy, substantial waterfront, elevation, direct beach access and expansive views across a pristine harbor presents a remarkable setting—an opportunity to live surrounded by natural beauty, within an ecosystem and landscape that change with every tide and season. A property offering this combination of features rarely becomes available.

89 Harbor Road, Head Of Harbor

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