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Welcome home to this Post Modern Colonial, where an impressive two-story entry foyer creates a grand first impression. Beautiful hardwood floors, finished in a modern gray tone, extend throughout the entry foyer, staircase, formal living room, and formal dining room, creating a warm and cohesive flow. Designed for today's lifestyle, the home features a desirable open-concept kitchen and family room with a wood-burning fireplace flanked by custom built-ins, making it the perfect gathering space. The spacious primary suite offers a walk-in closet and a private ensuite bath, while a conveniently located first-floor laundry/mudroom with a new front-load washer and dryer adds everyday functionality. Set on a landscaped .43-acre property in the heart of St. James, the private, fenced backyard is an entertainer's dream, featuring an expansive paver patio with a built-in firepit plus a separately fenced saltwater inground pool with waterfall. Pool updates include new filter, heat pump, and Loop-Loc cover, as well as new pavers surround the pool area, while the gazebo provides the perfect place to relax. Thoughtfully updated for today's modern lifestyle, the home features a Smart Home system allowing you to control lights, doors, and central air from your smartphone, along with a security system with cameras for added peace of mind. Additional improvements include a 2020 roof, a 2024 natural gas heating system, CAC with the second-floor compressor replaced in 2023, a separate gas hot water heater, 200-amp electric service with a dedicated panel for an EV charger, and owned solar panels installed in 2020, providing lower electric costs and valuable property tax exemptions. (Note: Taxes being professionally grieved with an estimated $3,300 reduction; grievance is transferable to the Buyer.) Ideally located on a cul-de-sac and just a short walk to Lake Avenue's shops and restaurants, including the new Galiano Wine Bar. This home also offers beach rights to multiple Town of Smithtown beaches, proximity to parks, hiking trails, and nature preserves, and is situated within the highly regarded Smithtown Central School District.

4 Beds ⋅ 3 Baths ⋅ 1028829 MLS

Welcome home to this Post Modern Colonial, where an impressive two-story entry foyer creates a grand first impression. Beautiful hardwood floors, finished in a modern gray tone, extend throughout the entry foyer, staircase, formal living room, and formal dining room, creating a warm and cohesive flow. Designed for today's lifestyle, the home features a desirable open-concept kitchen and family room with a wood-burning fireplace flanked by custom built-ins, making it the perfect gathering space. The spacious primary suite offers a walk-in closet and a private ensuite bath, while a conveniently located first-floor laundry/mudroom with a new front-load washer and dryer adds everyday functionality. Set on a landscaped .43-acre property in the heart of St. James, the private, fenced backyard is an entertainer's dream, featuring an expansive paver patio with a built-in firepit plus a separately fenced saltwater inground pool with waterfall. Pool updates include new filter, heat pump, and Loop-Loc cover, as well as new pavers surround the pool area, while the gazebo provides the perfect place to relax. Thoughtfully updated for today's modern lifestyle, the home features a Smart Home system allowing you to control lights, doors, and central air from your smartphone, along with a security system with cameras for added peace of mind. Additional improvements include a 2020 roof, a 2024 natural gas heating system, CAC with the second-floor compressor replaced in 2023, a separate gas hot water heater, 200-amp electric service with a dedicated panel for an EV charger, and owned solar panels installed in 2020, providing lower electric costs and valuable property tax exemptions. (Note: Taxes being professionally grieved with an estimated $3,300 reduction; grievance is transferable to the Buyer.) Ideally located on a cul-de-sac and just a short walk to Lake Avenue's shops and restaurants, including the new Galiano Wine Bar. This home also offers beach rights to multiple Town of Smithtown beaches, proximity to parks, hiking trails, and nature preserves, and is situated within the highly regarded Smithtown Central School District.

4 Patricks Way, Saint James

$995,000

WOW, WOW, WOW!!!! YOU DON'T WANT TO MISS THIS ONE!!!! BEAUTIFUL Ranch set on a flat 1/2 Acre property in the heart of St. James in the highly desirable Smithtown School District!!!! House is LOADED AND UPDATED!!!! Vinyl Siding...Roof 2017...Heating (Natural Gas) 2017...CAC 2017...On Demand Hot Water 2025...Hardwood Floors...Tile Floors Kitchen and Bathrooms...Newer Windows...Windows in Primary 2017...Custom Window Blinds throughout...Built in Blinds in Kitchen Door and Primary Sliders...Natural Gas Fireplace in Living Room...Inground Salt Water Pool was installed 2021 with a Natural Gas Heater...Pool has Waterfalls, Water Shooters and LED Lights...8 Zone Inground Sprinklers...PVC Fencing all around...Trex Decking off Primary 2017 (CO'd)...Full Finished Basement with an Outside Entrance with a Split (Split 2017)...Basement Outside Entrance is CO'd...Garage Conversion (CO'd)...There is room to add a Garage to the house...Alarm System...Sprinkler System...Camera System Inside and Outside. EXCLUSIONS: Ceiling Fan in Primary...Dining Room Table and Chandelier...Kitchen Refrigerator (Seller will replace it with a White Refrigerator)...Racks in Basement behind the TV.

3 Beds ⋅ 3 Baths ⋅ 951925 MLS

WOW, WOW, WOW!!!! YOU DON'T WANT TO MISS THIS ONE!!!! BEAUTIFUL Ranch set on a flat 1/2 Acre property in the heart of St. James in the highly desirable Smithtown School District!!!! House is LOADED AND UPDATED!!!! Vinyl Siding...Roof 2017...Heating (Natural Gas) 2017...CAC 2017...On Demand Hot Water 2025...Hardwood Floors...Tile Floors Kitchen and Bathrooms...Newer Windows...Windows in Primary 2017...Custom Window Blinds throughout...Built in Blinds in Kitchen Door and Primary Sliders...Natural Gas Fireplace in Living Room...Inground Salt Water Pool was installed 2021 with a Natural Gas Heater...Pool has Waterfalls, Water Shooters and LED Lights...8 Zone Inground Sprinklers...PVC Fencing all around...Trex Decking off Primary 2017 (CO'd)...Full Finished Basement with an Outside Entrance with a Split (Split 2017)...Basement Outside Entrance is CO'd...Garage Conversion (CO'd)...There is room to add a Garage to the house...Alarm System...Sprinkler System...Camera System Inside and Outside. EXCLUSIONS: Ceiling Fan in Primary...Dining Room Table and Chandelier...Kitchen Refrigerator (Seller will replace it with a White Refrigerator)...Racks in Basement behind the TV.

142 5th Street, Saint James

$990,000

Charming Victorian situated on beautiful 1+ acre of parklike grounds. Spacious covered front porch with swing. This home contains 3 bedrooms with a Master bedroom that has his/her walk-in closets, 1.5 baths, living room, dining room, and family room with wood burning stove. Kitchen has SS appliances, granite countertops and island for additional storage. Beautifully re-finished hardwood floors on the main floor. Brand new propane heating system with 500 gallon buried tank, each bedroom has its own heating thermostat. CAC, in ground sprinklers with 6 zones and wifi, 150 amp electric, water filtration system and unfinished basement. Detached 2 car garage with very large driveway, room for all your toys. Beautiful inground pool with protective fence, expansive outdoor patio and deck for entertaining with 25x25 basketball court. Fully fenced backyard with PVC fence encapsulating your beautiful backyard oasis. All photos are 100% legit, no photoshop or A.I.

3 Beds ⋅ 2 Baths ⋅ 1006011 MLS

Charming Victorian situated on beautiful 1+ acre of parklike grounds. Spacious covered front porch with swing. This home contains 3 bedrooms with a Master bedroom that has his/her walk-in closets, 1.5 baths, living room, dining room, and family room with wood burning stove. Kitchen has SS appliances, granite countertops and island for additional storage. Beautifully re-finished hardwood floors on the main floor. Brand new propane heating system with 500 gallon buried tank, each bedroom has its own heating thermostat. CAC, in ground sprinklers with 6 zones and wifi, 150 amp electric, water filtration system and unfinished basement. Detached 2 car garage with very large driveway, room for all your toys. Beautiful inground pool with protective fence, expansive outdoor patio and deck for entertaining with 25x25 basketball court. Fully fenced backyard with PVC fence encapsulating your beautiful backyard oasis. All photos are 100% legit, no photoshop or A.I.

25 Sunny Road, Saint James

$982,000

Lovely Diamond 4 Bedroom, 3 Bath Farm Ranch, 2 car side entry garage. Belgian Block lined blacktop driveway. Covered Bluestone Front porch, Architectural Roof, paver walkway, Vinyl Perfection siding, Andersen windows, EIK/white cabinetry, granite tops, Stainless Steel appliances. Oil HW 3 zone baseboard heat & 2 zone CAC. HW floors, full bsmt, partially finished w/OSE. Trex Deck, Generator hook up only, Hot Tub, Landscaped yard, IGS front yard, .58 level acre. Must See! SHEDS & HOT TUB are a gift. Fenced rear yard, Low-Line Septic. Audio recording device on property.

4 Beds ⋅ 3 Baths ⋅ 907641 MLS

Lovely Diamond 4 Bedroom, 3 Bath Farm Ranch, 2 car side entry garage. Belgian Block lined blacktop driveway. Covered Bluestone Front porch, Architectural Roof, paver walkway, Vinyl Perfection siding, Andersen windows, EIK/white cabinetry, granite tops, Stainless Steel appliances. Oil HW 3 zone baseboard heat & 2 zone CAC. HW floors, full bsmt, partially finished w/OSE. Trex Deck, Generator hook up only, Hot Tub, Landscaped yard, IGS front yard, .58 level acre. Must See! SHEDS & HOT TUB are a gift. Fenced rear yard, Low-Line Septic. Audio recording device on property.

121 Hobson Avenue, Saint James

$977,500

Welcome to this spectacular 5-bedroom, 1.5-bath Colonial nestled on an incredible 1.5-acre property in one of the area's most exclusive locations—north of North Country Road (25A), just steps from the General Store and the charm of Head of the Harbor, and only minutes to Long Beach and Short Beach. This exceptional home combines timeless appeal with extensive modern updates, offering the perfect blend of elegance, comfort, and convenience. A beautifully expanded circular driveway provides parking for 10+ vehicles and leads to a recently renovated 1.5-car garage featuring epoxy floors, abundant storage, a new attic access, and plywood attic flooring for even more storage possibilities. Inside, you'll find an inviting open floor plan with hardwood floors throughout and a stunning granite eat-in kitchen featuring a granite backsplash, a counter-height granite center island with additional storage, and convenient Sweepovac systems in both the kitchen and laundry room. Just off the kitchen is a full laundry room, adding everyday practicality and function. The lower level is enhanced with recessed lighting and elegant crown molding throughout, creating a warm and refined atmosphere. The living room serves as a beautiful gathering space, complete with an electric fireplace with a stunning mantle and wired for 5-in-1 surround sound—perfect for entertaining or cozy nights at home. A full, unfinished basement provides excellent storage space and endless potential for future expansion, a home gym, workshop, or customization to fit your needs. Nearly every aspect of this home has been thoughtfully updated since 2017, creating a truly move-in-ready experience. Major improvements include natural gas conversion with a 5-year-young Navien on-demand tankless boiler and water heater, new sheetrock throughout the lower level, vinyl siding, fencing, and oversized 6-inch gutters installed in 2020. Outdoor living is equally impressive with Trex front deck and rear patio renovations completed in 2021, along with extensive pool upgrades including reconstructed plumbing, a gas heater, and a new liner. The expansive property offers something for everyone, featuring a custom-built predator-proof chicken coop ready for chicks, a playground, two full vegetable gardens, and a 6-year-old hot tub—creating a private backyard retreat with endless possibilities. Whether entertaining, relaxing, gardening, or enjoying the privacy of this extraordinary property, this home delivers exceptional space, thoughtful upgrades, and a truly unmatched lifestyle in one of the area's most sought-after locations. A rare opportunity to own a beautifully updated Colonial in an exceptional setting.

5 Beds ⋅ 2 Baths ⋅ 1002355 MLS

Welcome to this spectacular 5-bedroom, 1.5-bath Colonial nestled on an incredible 1.5-acre property in one of the area's most exclusive locations—north of North Country Road (25A), just steps from the General Store and the charm of Head of the Harbor, and only minutes to Long Beach and Short Beach. This exceptional home combines timeless appeal with extensive modern updates, offering the perfect blend of elegance, comfort, and convenience. A beautifully expanded circular driveway provides parking for 10+ vehicles and leads to a recently renovated 1.5-car garage featuring epoxy floors, abundant storage, a new attic access, and plywood attic flooring for even more storage possibilities. Inside, you'll find an inviting open floor plan with hardwood floors throughout and a stunning granite eat-in kitchen featuring a granite backsplash, a counter-height granite center island with additional storage, and convenient Sweepovac systems in both the kitchen and laundry room. Just off the kitchen is a full laundry room, adding everyday practicality and function. The lower level is enhanced with recessed lighting and elegant crown molding throughout, creating a warm and refined atmosphere. The living room serves as a beautiful gathering space, complete with an electric fireplace with a stunning mantle and wired for 5-in-1 surround sound—perfect for entertaining or cozy nights at home. A full, unfinished basement provides excellent storage space and endless potential for future expansion, a home gym, workshop, or customization to fit your needs. Nearly every aspect of this home has been thoughtfully updated since 2017, creating a truly move-in-ready experience. Major improvements include natural gas conversion with a 5-year-young Navien on-demand tankless boiler and water heater, new sheetrock throughout the lower level, vinyl siding, fencing, and oversized 6-inch gutters installed in 2020. Outdoor living is equally impressive with Trex front deck and rear patio renovations completed in 2021, along with extensive pool upgrades including reconstructed plumbing, a gas heater, and a new liner. The expansive property offers something for everyone, featuring a custom-built predator-proof chicken coop ready for chicks, a playground, two full vegetable gardens, and a 6-year-old hot tub—creating a private backyard retreat with endless possibilities. Whether entertaining, relaxing, gardening, or enjoying the privacy of this extraordinary property, this home delivers exceptional space, thoughtful upgrades, and a truly unmatched lifestyle in one of the area's most sought-after locations. A rare opportunity to own a beautifully updated Colonial in an exceptional setting.

522 Moriches Road, Saint James

$975,000

Set on over half an acre at the end of a quiet Saint James cul-de-sac, this 4 bedroom, 2.5 bath, 3,313 square foot newer construction center hall colonial offers space, flexibility, and a layout that works for the way people actually live. Hardwood floors run throughout the home, starting with a traditional first-floor layout that includes a welcoming foyer, large formal living room, formal dining room, and a comfortable family room with a wood burning fireplace. Off the family room, sliders open to a huge three-season (300 sq ft) room, creating an additional space to relax, gather, or enjoy the view of the property. From there, another set of doors leads outside, giving the home an easy connection between indoor living and the backyard. The eat-in kitchen anchors the main level with a large center island, generous prep space, sliders to the backyard, and a small butler’s pantry connecting the kitchen and dining room. A first-floor laundry room, two-car attached garage, and basement access add function and convenience to the main level. Upstairs, the second floor opens to a beautiful view overlooking the formal living room below, where cathedral ceilings add height and character to the home. The spacious primary bedroom features vaulted ceilings, two large closets, and an oversized primary bath, while the additional bedrooms feel bright and comfortable with large windows that bring in great natural light. The current upstairs setup offers 3 bedrooms, but this level was originally designed as a 4-bedroom layout and can easily be converted back with one simple wall. With generous room sizes and a flexible second-floor layout, the space can adapt to different needs while still keeping an open, connected feel throughout the home. Outside, the .58-acre property offers a private backyard setting with an in-ground pool, paver areas for lounging and entertaining, in-ground sprinklers, and landscaped front and rear grounds. There is room to enjoy the yard in different ways, whether you are hosting, relaxing, or just appreciating having extra space around you. With its cul-de-sac location, generous square footage, newer construction, and flexible layout throughout, this Saint James colonial offers the kind of space that can grow and change with you.

3 Beds ⋅ 3 Baths ⋅ 1010352 MLS

Set on over half an acre at the end of a quiet Saint James cul-de-sac, this 4 bedroom, 2.5 bath, 3,313 square foot newer construction center hall colonial offers space, flexibility, and a layout that works for the way people actually live. Hardwood floors run throughout the home, starting with a traditional first-floor layout that includes a welcoming foyer, large formal living room, formal dining room, and a comfortable family room with a wood burning fireplace. Off the family room, sliders open to a huge three-season (300 sq ft) room, creating an additional space to relax, gather, or enjoy the view of the property. From there, another set of doors leads outside, giving the home an easy connection between indoor living and the backyard. The eat-in kitchen anchors the main level with a large center island, generous prep space, sliders to the backyard, and a small butler’s pantry connecting the kitchen and dining room. A first-floor laundry room, two-car attached garage, and basement access add function and convenience to the main level. Upstairs, the second floor opens to a beautiful view overlooking the formal living room below, where cathedral ceilings add height and character to the home. The spacious primary bedroom features vaulted ceilings, two large closets, and an oversized primary bath, while the additional bedrooms feel bright and comfortable with large windows that bring in great natural light. The current upstairs setup offers 3 bedrooms, but this level was originally designed as a 4-bedroom layout and can easily be converted back with one simple wall. With generous room sizes and a flexible second-floor layout, the space can adapt to different needs while still keeping an open, connected feel throughout the home. Outside, the .58-acre property offers a private backyard setting with an in-ground pool, paver areas for lounging and entertaining, in-ground sprinklers, and landscaped front and rear grounds. There is room to enjoy the yard in different ways, whether you are hosting, relaxing, or just appreciating having extra space around you. With its cul-de-sac location, generous square footage, newer construction, and flexible layout throughout, this Saint James colonial offers the kind of space that can grow and change with you.

11 Annemarie Drive, Saint James

$975,000

Welcome to 257 Fourth Street, a beautifully maintained and thoughtfully updated Colonial nestled in the heart of Saint James. Offering 4 bedrooms, 3.5 bathrooms, and a floor plan designed for both everyday living and entertaining, this home combines timeless charm with modern amenities in one of Long Island's most desirable North Shore communities. The interior features spacious living areas, an updated kitchen with radiant heated floors, a finished basement complete with a full bathroom and beverage refrigerator, and a luxurious primary suite highlighted by a custom steam shower. Whether you're hosting summer gatherings, relaxing poolside, enjoying a quiet morning coffee on the front porch, or spending an evening around the fire pit with family and friends, 257 Fourth Street offers a lifestyle that's hard to find and even harder to leave. Step outside and discover a private backyard retreat surrounded by mature hedges, creating a tranquil setting for both entertaining and relaxation. The heated saltwater pool with sun shelf, outdoor shower, expansive paver patio, and fully equipped outdoor kitchen featuring a built-in DCS gas barbecue and beverage refrigerator create an exceptional outdoor living experience. The backyard bar provides additional seating and gathering space, making it the perfect setting for memorable celebrations and everyday enjoyment alike. Additional highlights include a 15kW natural gas whole-house generator with automatic transfer switch, landscape lighting, ductless heating and air conditioning in the garage, extensive garage shelving, storage shed, an oversized paver driveway accented with cobblestone curbing, a high-efficiency natural gas boiler, and an 80-gallon hot water heater. Significant improvements include the roof, siding, stonework, pool, pool liner, and pool equipment, providing peace of mind for years to come. Conveniently located near shopping, dining, parks, transportation, and all that Saint James has to offer, this exceptional home delivers the perfect blend of comfort, convenience, and resort-style living. A rare opportunity to own a truly special property with outstanding indoor and outdoor living spaces in one of the North Shore's most sought-after communities.

4 Beds ⋅ 4 Baths ⋅ 1009791 MLS

Welcome to 257 Fourth Street, a beautifully maintained and thoughtfully updated Colonial nestled in the heart of Saint James. Offering 4 bedrooms, 3.5 bathrooms, and a floor plan designed for both everyday living and entertaining, this home combines timeless charm with modern amenities in one of Long Island's most desirable North Shore communities. The interior features spacious living areas, an updated kitchen with radiant heated floors, a finished basement complete with a full bathroom and beverage refrigerator, and a luxurious primary suite highlighted by a custom steam shower. Whether you're hosting summer gatherings, relaxing poolside, enjoying a quiet morning coffee on the front porch, or spending an evening around the fire pit with family and friends, 257 Fourth Street offers a lifestyle that's hard to find and even harder to leave. Step outside and discover a private backyard retreat surrounded by mature hedges, creating a tranquil setting for both entertaining and relaxation. The heated saltwater pool with sun shelf, outdoor shower, expansive paver patio, and fully equipped outdoor kitchen featuring a built-in DCS gas barbecue and beverage refrigerator create an exceptional outdoor living experience. The backyard bar provides additional seating and gathering space, making it the perfect setting for memorable celebrations and everyday enjoyment alike. Additional highlights include a 15kW natural gas whole-house generator with automatic transfer switch, landscape lighting, ductless heating and air conditioning in the garage, extensive garage shelving, storage shed, an oversized paver driveway accented with cobblestone curbing, a high-efficiency natural gas boiler, and an 80-gallon hot water heater. Significant improvements include the roof, siding, stonework, pool, pool liner, and pool equipment, providing peace of mind for years to come. Conveniently located near shopping, dining, parks, transportation, and all that Saint James has to offer, this exceptional home delivers the perfect blend of comfort, convenience, and resort-style living. A rare opportunity to own a truly special property with outstanding indoor and outdoor living spaces in one of the North Shore's most sought-after communities.

257 4th Street, Saint James

$960,000

Welcome to 29 Three Sisters Road, a unique custom-built residence that effortlessly blends historical charm with modern elegance. Built in 1847 and completely renovated, this 4-bedroom, 3-bathroom home is a testament to timeless design and quality craftsmanship. The heart of the home, a stylish kitchen, offers gas cooking, granite counters, and an inviting dining area. The den area, adorned with a cozy wood-burning fireplace and meticulously maintained hardwood floors, serve as welcoming spaces for relaxation and entertainment. There is a large formal dining room great for gatherings and dinner party's. The large formal living room which overlooks the beautiful backyard with vaulted ceiling is an absolutely must see entertaining room. The house has been expanded from its original size. The main level hosts the primary bedroom featuring a walk-in closet and a luxurious updated bathroom. There is also a 2nd, first floor bedroom that doubles as a second den with vaulted ceilings. The first floor also has an beautifully updated full bathroom. The second level unveils two additional bedrooms, a full bathroom, and a versatile office space which at one point was used as a small 5th bedroom. Additional features include a beautifully finished basement with laundry room and ample storage space. The roof, Central Air conditioning, gas heating. and the cesspool are all approximately 10 years old. The outdoor spaces are equally impressive, with an inground sprinkler system in the front and back, a spacious shed, and professionally landscaped gardens that surround the brick patio and walkways. The home also boasts two driveways. This home has just received a permit for town-approved circular driveway and a 2-car garage. The house has a full house gas Generac generator. The wrap around front porch is such a quant feature for just relaxing. Taxes are $14,111 plus $1,513 for the Head of the Harbor Village taxes for a total of $15,624 Located in the heart of Harbor NY, you'll enjoy close proximity to beaches, shops, and the iconic Saint James General store.

4 Beds ⋅ 3 Baths ⋅ 1005328 MLS

Welcome to 29 Three Sisters Road, a unique custom-built residence that effortlessly blends historical charm with modern elegance. Built in 1847 and completely renovated, this 4-bedroom, 3-bathroom home is a testament to timeless design and quality craftsmanship. The heart of the home, a stylish kitchen, offers gas cooking, granite counters, and an inviting dining area. The den area, adorned with a cozy wood-burning fireplace and meticulously maintained hardwood floors, serve as welcoming spaces for relaxation and entertainment. There is a large formal dining room great for gatherings and dinner party's. The large formal living room which overlooks the beautiful backyard with vaulted ceiling is an absolutely must see entertaining room. The house has been expanded from its original size. The main level hosts the primary bedroom featuring a walk-in closet and a luxurious updated bathroom. There is also a 2nd, first floor bedroom that doubles as a second den with vaulted ceilings. The first floor also has an beautifully updated full bathroom. The second level unveils two additional bedrooms, a full bathroom, and a versatile office space which at one point was used as a small 5th bedroom. Additional features include a beautifully finished basement with laundry room and ample storage space. The roof, Central Air conditioning, gas heating. and the cesspool are all approximately 10 years old. The outdoor spaces are equally impressive, with an inground sprinkler system in the front and back, a spacious shed, and professionally landscaped gardens that surround the brick patio and walkways. The home also boasts two driveways. This home has just received a permit for town-approved circular driveway and a 2-car garage. The house has a full house gas Generac generator. The wrap around front porch is such a quant feature for just relaxing. Taxes are $14,111 plus $1,513 for the Head of the Harbor Village taxes for a total of $15,624 Located in the heart of Harbor NY, you'll enjoy close proximity to beaches, shops, and the iconic Saint James General store.

29 Three Sisters Road, Saint James

$954,000

A Modern California Redwood and Frank Lloyd Wright inspired Retreat on the North Shore! Perfectly perched on a tree lined street in the heart of the North Shore, this custom-built 4-bedroom, 2-bath expanded ranch is a true architectural gem-blending modern comfort with incredible design. Come inside to discover 13-foot cathedral ceilings and oversized windows that bring in natural light creating a sense of warmth as soon as you enter. The spacious living room centers around a Georgian marble Heatilator fireplace, offering a refined and cozy place to relax or entertain. The heart of the home is the chef’s kitchen, featuring Medallion cabinetry and seamless flows into the graciously sized family room, where a Norman brick Heatilator fireplace adds warmth and character. Hardwood floors run throughout the home, connecting each room with timeless elegance and style. The Primary Bedroom is a daily reminder that you’re surrounded by the woodland landscape of the North Shore, complete with a Primary Bathroom. A dedicated laundry room offers function and ease, while the oversized deck just off the kitchen invites you to enjoy the peaceful and private 1.3 acres of your backyard oasis. Additional highlights include a 2-car garage, a lower level with outside access, and a full basement with ample storage. Whether you’re drawn to the architectural lines, the curated finishes, or the harmony of indoor-outdoor living, this one-of-a-kind home is not to be missed!

4 Beds ⋅ 2 Baths ⋅ 928688 MLS

A Modern California Redwood and Frank Lloyd Wright inspired Retreat on the North Shore! Perfectly perched on a tree lined street in the heart of the North Shore, this custom-built 4-bedroom, 2-bath expanded ranch is a true architectural gem-blending modern comfort with incredible design. Come inside to discover 13-foot cathedral ceilings and oversized windows that bring in natural light creating a sense of warmth as soon as you enter. The spacious living room centers around a Georgian marble Heatilator fireplace, offering a refined and cozy place to relax or entertain. The heart of the home is the chef’s kitchen, featuring Medallion cabinetry and seamless flows into the graciously sized family room, where a Norman brick Heatilator fireplace adds warmth and character. Hardwood floors run throughout the home, connecting each room with timeless elegance and style. The Primary Bedroom is a daily reminder that you’re surrounded by the woodland landscape of the North Shore, complete with a Primary Bathroom. A dedicated laundry room offers function and ease, while the oversized deck just off the kitchen invites you to enjoy the peaceful and private 1.3 acres of your backyard oasis. Additional highlights include a 2-car garage, a lower level with outside access, and a full basement with ample storage. Whether you’re drawn to the architectural lines, the curated finishes, or the harmony of indoor-outdoor living, this one-of-a-kind home is not to be missed!

341 River Road, Saint James

$950,000

Welcome to 189 Cambon Avenue, a meticulously maintained 4-bedroom, 2.5-bath Colonial set on a beautifully landscaped property in the heart of Saint James. From the moment you arrive, mature plantings, manicured beds, and a custom paver walkway set the tone for a home that's been loved and cared for inside and out. Inside, a center-hall foyer opens to a formal living room and formal dining room, both rich with hardwood floors and abundant natural light. A separate den with a brick wood-burning fireplace offers the perfect cozy retreat, while the eat-in kitchen flows easily to a breakfast nook and updated half bath. Upstairs, the oversized primary suite features a walk-in closet and updated en-suite bath, joined by three additional generously sized bedrooms and a beautifully renovated full bath. Major systems and exterior updates are already done — roof, windows, and siding have all been replaced. A full basement offers flexible recreation and storage space. Outside, the fully fenced backyard is a private retreat with privacy hedges, raised garden beds, a shed, and a newer custom paver patio ideal for entertaining. Two-car side-entry garage and oversized driveway complete the package. All within the award-winning Smithtown school district and just minutes from Saint James village's shops, restaurants, Lake Avenue, Harbor Road, and the LIRR. A turnkey opportunity in one of the North Shore's most beloved hamlets.

4 Beds ⋅ 3 Baths ⋅ 999625 MLS

Welcome to 189 Cambon Avenue, a meticulously maintained 4-bedroom, 2.5-bath Colonial set on a beautifully landscaped property in the heart of Saint James. From the moment you arrive, mature plantings, manicured beds, and a custom paver walkway set the tone for a home that's been loved and cared for inside and out. Inside, a center-hall foyer opens to a formal living room and formal dining room, both rich with hardwood floors and abundant natural light. A separate den with a brick wood-burning fireplace offers the perfect cozy retreat, while the eat-in kitchen flows easily to a breakfast nook and updated half bath. Upstairs, the oversized primary suite features a walk-in closet and updated en-suite bath, joined by three additional generously sized bedrooms and a beautifully renovated full bath. Major systems and exterior updates are already done — roof, windows, and siding have all been replaced. A full basement offers flexible recreation and storage space. Outside, the fully fenced backyard is a private retreat with privacy hedges, raised garden beds, a shed, and a newer custom paver patio ideal for entertaining. Two-car side-entry garage and oversized driveway complete the package. All within the award-winning Smithtown school district and just minutes from Saint James village's shops, restaurants, Lake Avenue, Harbor Road, and the LIRR. A turnkey opportunity in one of the North Shore's most beloved hamlets.

189 Cambon Avenue, Saint James

$950,000

Colonial Featuring 4 Bedrooms, 3 Full Baths. Open Kitchen, Formal living Room, Formal Dining Room, Family Room with Gas Fireplace. Newer Roof, Natural Gas Connected, Hardwood Floors, Full basement, Paved Patio, In-Ground Pool, New Liner, New Filter, Loop lock cover, Extended Driveway Fits 6 Cars, Electric Car Charger in Garage.

4 Beds ⋅ 3 Baths ⋅ 966594 MLS

Colonial Featuring 4 Bedrooms, 3 Full Baths. Open Kitchen, Formal living Room, Formal Dining Room, Family Room with Gas Fireplace. Newer Roof, Natural Gas Connected, Hardwood Floors, Full basement, Paved Patio, In-Ground Pool, New Liner, New Filter, Loop lock cover, Extended Driveway Fits 6 Cars, Electric Car Charger in Garage.

312 Cambon Avenue, Saint James

$950,000

Elegant classic Colonial set on .55 acre lot showcasing light-filled and generously sized rooms. The inviting living room features crown moulding and oversized casement windows allowing for ample natural light, the eat in kitchen boasts white cabinetry, gleaming black granite countertops, and stainless appliances including Sub Zero refrigerator, Bosch dishwasher and Samsung range. The warm and welcoming den offers a marble surround wood burning fireplace, perfect for cozy gatherings while the large formal dining room allows plenty of room for entertaining. The primary bedroom is a true retreat with 3 closets all with custom closet systems, a luxurious ensuite bath complete with a relaxing jetted bathtub, a walk in shower and an elegant double-sink vanity all crafted with Italian marble. Three additional bedrooms, as well as a full bath with tub and shower provide versatility for family and guests. Additional highlights include: a full finished basement which provides for ample recreational space as well as additional storage and a two car garage. Outdoors, the rear yard is a true retreat, showcasing a large in-ground pool, multiple entertaining areas, and well equipped barbeque station perfect for gatherings and leisure. 44 Twixt Hills Road is close to area beaches, fine restaurants, local shopping and Stony Brook University and Medical Center. Smithtown Schools.

4 Beds ⋅ 3 Baths ⋅ 919505 MLS

Elegant classic Colonial set on .55 acre lot showcasing light-filled and generously sized rooms. The inviting living room features crown moulding and oversized casement windows allowing for ample natural light, the eat in kitchen boasts white cabinetry, gleaming black granite countertops, and stainless appliances including Sub Zero refrigerator, Bosch dishwasher and Samsung range. The warm and welcoming den offers a marble surround wood burning fireplace, perfect for cozy gatherings while the large formal dining room allows plenty of room for entertaining. The primary bedroom is a true retreat with 3 closets all with custom closet systems, a luxurious ensuite bath complete with a relaxing jetted bathtub, a walk in shower and an elegant double-sink vanity all crafted with Italian marble. Three additional bedrooms, as well as a full bath with tub and shower provide versatility for family and guests. Additional highlights include: a full finished basement which provides for ample recreational space as well as additional storage and a two car garage. Outdoors, the rear yard is a true retreat, showcasing a large in-ground pool, multiple entertaining areas, and well equipped barbeque station perfect for gatherings and leisure. 44 Twixt Hills Road is close to area beaches, fine restaurants, local shopping and Stony Brook University and Medical Center. Smithtown Schools.

44 Twixt Hills Road, Saint James

$932,500

Beautifully Updated Colonial in the Heart of St. James Nestled on a serene, park-like 3/4 acre flat and private property, this beautifully updated Colonial offers the perfect blend of modern updates and timeless charm. Relax and entertain outdoors on the spacious deck or paver patio while enjoying the tranquility of the fully fenced backyard and professionally updated landscaping. Extensively renovated in 2024, the home features new luxury vinyl flooring, refinished hardwood floors, a refaced stone fireplace, fresh paint throughout, new interior doors, updated moldings, and recessed lighting. The open-concept kitchen is designed for both everyday living and entertaining, showcasing new shaker-style cabinetry, quartz countertops, stainless steel GE Cafe appliances, and propane cooking. Additional updates include a beautifully renovated full bathroom, updated powder room, new hot water heater, and a convenient second-floor laundry room. Other highlights include a cedar closet, spacious living areas, and thoughtful improvements throughout the home. Set on a picturesque property in desirable St. James, this move-in-ready home offers privacy, comfort, and modern style both inside and out. A rare opportunity not to be missed.

3 Beds ⋅ 3 Baths ⋅ 1012416 MLS

Beautifully Updated Colonial in the Heart of St. James Nestled on a serene, park-like 3/4 acre flat and private property, this beautifully updated Colonial offers the perfect blend of modern updates and timeless charm. Relax and entertain outdoors on the spacious deck or paver patio while enjoying the tranquility of the fully fenced backyard and professionally updated landscaping. Extensively renovated in 2024, the home features new luxury vinyl flooring, refinished hardwood floors, a refaced stone fireplace, fresh paint throughout, new interior doors, updated moldings, and recessed lighting. The open-concept kitchen is designed for both everyday living and entertaining, showcasing new shaker-style cabinetry, quartz countertops, stainless steel GE Cafe appliances, and propane cooking. Additional updates include a beautifully renovated full bathroom, updated powder room, new hot water heater, and a convenient second-floor laundry room. Other highlights include a cedar closet, spacious living areas, and thoughtful improvements throughout the home. Set on a picturesque property in desirable St. James, this move-in-ready home offers privacy, comfort, and modern style both inside and out. A rare opportunity not to be missed.

57 Hillside Avenue, Saint James

$925,000

Welcome to 1 Fifty Acre Court, an updated and expanded ranch nestled on a quiet cul-de-sac in St. James. This spacious 3-bedroom, 3-bath home offers the perfect blend of comfort, style, and versatility—ideal for everyday living and entertaining. Upon entry, you immediately notice the striking double-sided fireplace with cultured stone on one side and stacked stone on the other, creating a beautiful focal point. Step down into the inviting den and enjoy the warm, cozy ambiance. The seamless flow from the living room to the den and into the kitchen makes this home perfect for entertaining. The spacious eat-in kitchen features warm maple colored cabinetry, granite countertops, and top-of-the-line KitchenAid stainless steel appliances, including a wall oven, warming drawer, cooktop, dishwasher, and wine/beverage refrigerator. The primary en-suite offers a private full bathroom and two closets separated by a charming window seat. Two additional bedrooms and full bathrooms provide flexibility for guests, a home office space, or an extended family. The backyard is a true resort-style retreat, boasting an in-ground pool with slide, cabana, paver patio, and deck—perfect for summer entertaining and relaxing. Additional highlights include hardwood floors, central air, central vacuum, in-ground sprinklers, Andersen windows, 300-amp electric service, a new roof, and an attached two-car garage. Conveniently located in the desirable Smithtown School District, close to local beaches, fine dining, shopping, and everyday conveniences—this home truly has it all.

3 Beds ⋅ 3 Baths ⋅ 962362 MLS

Welcome to 1 Fifty Acre Court, an updated and expanded ranch nestled on a quiet cul-de-sac in St. James. This spacious 3-bedroom, 3-bath home offers the perfect blend of comfort, style, and versatility—ideal for everyday living and entertaining. Upon entry, you immediately notice the striking double-sided fireplace with cultured stone on one side and stacked stone on the other, creating a beautiful focal point. Step down into the inviting den and enjoy the warm, cozy ambiance. The seamless flow from the living room to the den and into the kitchen makes this home perfect for entertaining. The spacious eat-in kitchen features warm maple colored cabinetry, granite countertops, and top-of-the-line KitchenAid stainless steel appliances, including a wall oven, warming drawer, cooktop, dishwasher, and wine/beverage refrigerator. The primary en-suite offers a private full bathroom and two closets separated by a charming window seat. Two additional bedrooms and full bathrooms provide flexibility for guests, a home office space, or an extended family. The backyard is a true resort-style retreat, boasting an in-ground pool with slide, cabana, paver patio, and deck—perfect for summer entertaining and relaxing. Additional highlights include hardwood floors, central air, central vacuum, in-ground sprinklers, Andersen windows, 300-amp electric service, a new roof, and an attached two-car garage. Conveniently located in the desirable Smithtown School District, close to local beaches, fine dining, shopping, and everyday conveniences—this home truly has it all.

1 Fifty Acre Court, Saint James

$925,000

Two Story Masonry Building, Four Rental Units, Three Commercial Store Rentals and One Second Floor Apartment, Ample On-Site 21 Car Parking Spaces, 100ft Frontage on Lake Avenue, Across from St. James Elementary School, Four Separate Electric Meters, Gas, Oil Electric and Heat Pump Heating., Building Size:4023

L3577841 MLS

Two Story Masonry Building, Four Rental Units, Three Commercial Store Rentals and One Second Floor Apartment, Ample On-Site 21 Car Parking Spaces, 100ft Frontage on Lake Avenue, Across from St. James Elementary School, Four Separate Electric Meters, Gas, Oil Electric and Heat Pump Heating., Building Size:4023

559-561 Lake Avenue, Saint James

$920,000

Beautifully maintained Colonial set on a tree-lined street in Saint James, just moments from the village. This 4-bedroom, 2.5-bath home offers a warm, inviting feel the second you walk in. Recent updates include the upper structure was rebuilt with permits and completed by 2004, a brand-new roof, updated bathrooms, and a heating system replaced in 2020. The HVAC system is under 15 years old, giving buyers added peace of mind. The home also features upstairs laundry for everyday convenience. A standout feature is the charming sunroom with its own outside access, also leading directly to the basement—perfect for relaxing or entertaining. The unfinished basement offers endless potential for a home gym, or guest space. Beautifully landscaped grounds and a true sense of community make this home as comfortable outside as it is inside. Move-in ready and filled with character—this is the one you’ve been waiting for.

4 Beds ⋅ 3 Baths ⋅ 995082 MLS

Beautifully maintained Colonial set on a tree-lined street in Saint James, just moments from the village. This 4-bedroom, 2.5-bath home offers a warm, inviting feel the second you walk in. Recent updates include the upper structure was rebuilt with permits and completed by 2004, a brand-new roof, updated bathrooms, and a heating system replaced in 2020. The HVAC system is under 15 years old, giving buyers added peace of mind. The home also features upstairs laundry for everyday convenience. A standout feature is the charming sunroom with its own outside access, also leading directly to the basement—perfect for relaxing or entertaining. The unfinished basement offers endless potential for a home gym, or guest space. Beautifully landscaped grounds and a true sense of community make this home as comfortable outside as it is inside. Move-in ready and filled with character—this is the one you’ve been waiting for.

211 2nd Street, Saint James

$902,500

"Back on the market due to buyers inability to close"!! Welcome to 1 Spring Hollow Road, nestled in the heart of serene St. James, within the prestigious Village of Nissequogue. Set on 2.5 acres of natural beauty, this classic 5+ bedroom, 3 full bath Colonial offers more than just space—it offers a way of life. Wake up to the sounds of nature, enjoy slow mornings by the fireplace, and spend your days in a home that invites creativity, connection, and calm. Whether you’re hosting family and friends, working from your private Oak Room office, or simply savoring the quiet moments, every corner of this home supports the lifestyle you’ve been craving. Inside, hardwood floors flow through generously sized rooms, while three fireplaces and a cozy wood-burning stove add warmth and ambiance throughout the seasons. The sun-drenched Oak Room—with its soaring ceilings, custom oak mantle, loft space, and walls of Anderson windows—offers the perfect blend of inspiration and seclusion. With its own entrance, it’s ideal for remote professionals, creatives, or anyone in need of a peaceful retreat. While the home offers timeless structure and strong bones, it’s ready for your vision. A pre-inspection has been completed, giving you peace of mind as you personalize and transform it into your dream haven. But the true value extends beyond the walls. Located in Nissequogue Village, one of Long Island’s most exclusive and naturally beautiful coastal communities, you’ll enjoy the perfect blend of privacy and access. The area is known for its spacious estates, winding country roads, and a lifestyle centered around the outdoors—think horse trails, kayaking on the Nissequogue River, or quiet afternoons near the Long Island Sound. You’re just minutes from the shops and restaurants of St. James and nearby Stony Brook Village, plus convenient LIRR access for commuting to NYC. With endless potential to create a private resort-like setting—gardens, a pool, or an entertainer’s backyard—this is more than a home. It’s a peaceful, grounded lifestyle waiting to be lived.

5 Beds ⋅ 3 Baths ⋅ 803187 MLS

"Back on the market due to buyers inability to close"!! Welcome to 1 Spring Hollow Road, nestled in the heart of serene St. James, within the prestigious Village of Nissequogue. Set on 2.5 acres of natural beauty, this classic 5+ bedroom, 3 full bath Colonial offers more than just space—it offers a way of life. Wake up to the sounds of nature, enjoy slow mornings by the fireplace, and spend your days in a home that invites creativity, connection, and calm. Whether you’re hosting family and friends, working from your private Oak Room office, or simply savoring the quiet moments, every corner of this home supports the lifestyle you’ve been craving. Inside, hardwood floors flow through generously sized rooms, while three fireplaces and a cozy wood-burning stove add warmth and ambiance throughout the seasons. The sun-drenched Oak Room—with its soaring ceilings, custom oak mantle, loft space, and walls of Anderson windows—offers the perfect blend of inspiration and seclusion. With its own entrance, it’s ideal for remote professionals, creatives, or anyone in need of a peaceful retreat. While the home offers timeless structure and strong bones, it’s ready for your vision. A pre-inspection has been completed, giving you peace of mind as you personalize and transform it into your dream haven. But the true value extends beyond the walls. Located in Nissequogue Village, one of Long Island’s most exclusive and naturally beautiful coastal communities, you’ll enjoy the perfect blend of privacy and access. The area is known for its spacious estates, winding country roads, and a lifestyle centered around the outdoors—think horse trails, kayaking on the Nissequogue River, or quiet afternoons near the Long Island Sound. You’re just minutes from the shops and restaurants of St. James and nearby Stony Brook Village, plus convenient LIRR access for commuting to NYC. With endless potential to create a private resort-like setting—gardens, a pool, or an entertainer’s backyard—this is more than a home. It’s a peaceful, grounded lifestyle waiting to be lived.

1 Spring Hollow Road, Saint James

$900,000

Located on a pristine, tree-lined street north of 25A in highly desired St. James, this spacious 4 BR, 3.5BA colonial boasts hardwood floors throughout, 2 fireplaces, updated natural gas heat, and a full finished basement w OSE offering plenty of room for extended family. First floor offers a separate home office. The spacious 2 car garage has plenty of room for cars and additional storage. Updated Andersen windows, flat usable private yard with land-locked, state-owned property directly behind it, serving a beautiful, natural buffer for privacy. Central air approx 6 years old, 200 amp service, Cesspool is approx 10 years old. Roof approx 10 years old. Generously sized rooms and a primary en-suite with 2 closets and primary bath! This home offers an abundance of closet space and meticulously maintained In-ground sprinkler system. Short drive to beautiful north shore beaches and close to some of the most highly rated restaurants and shops in the area. Do not miss this opportunity!

4 Beds ⋅ 4 Baths ⋅ 1003970 MLS

Located on a pristine, tree-lined street north of 25A in highly desired St. James, this spacious 4 BR, 3.5BA colonial boasts hardwood floors throughout, 2 fireplaces, updated natural gas heat, and a full finished basement w OSE offering plenty of room for extended family. First floor offers a separate home office. The spacious 2 car garage has plenty of room for cars and additional storage. Updated Andersen windows, flat usable private yard with land-locked, state-owned property directly behind it, serving a beautiful, natural buffer for privacy. Central air approx 6 years old, 200 amp service, Cesspool is approx 10 years old. Roof approx 10 years old. Generously sized rooms and a primary en-suite with 2 closets and primary bath! This home offers an abundance of closet space and meticulously maintained In-ground sprinkler system. Short drive to beautiful north shore beaches and close to some of the most highly rated restaurants and shops in the area. Do not miss this opportunity!

3 Thompson Hill Road, Saint James

$900,000

This Classic Dutch Colonial blends timeless architectural charm with modern luxury within this inviting 3 bedroom home situated on a generous .55 acre property. Inside this home, a stunning granite kitchen serves as the centerpiece with elegant finishes for everyday living and entertaining. It flows seamlessly into a bright and airy four-seasons room with radiant heated floors, offering year-round enjoyment. Relax in your own backyard private retreat with an in-ground pool, patio with a gazebo and a spacious deck ideal for summer gatherings. Major exterior updates completed approximately a year ago, including a new roof, siding and many windows. The oversized 4 car garage with a loft offers exceptional versatility-perfect for car enthusiasts, a workshop, or studio. It offers privacy, space and curb appeal while admiring its craftsmanship throughout this warm inviting home!

3 Beds ⋅ 2 Baths ⋅ 975613 MLS

This Classic Dutch Colonial blends timeless architectural charm with modern luxury within this inviting 3 bedroom home situated on a generous .55 acre property. Inside this home, a stunning granite kitchen serves as the centerpiece with elegant finishes for everyday living and entertaining. It flows seamlessly into a bright and airy four-seasons room with radiant heated floors, offering year-round enjoyment. Relax in your own backyard private retreat with an in-ground pool, patio with a gazebo and a spacious deck ideal for summer gatherings. Major exterior updates completed approximately a year ago, including a new roof, siding and many windows. The oversized 4 car garage with a loft offers exceptional versatility-perfect for car enthusiasts, a workshop, or studio. It offers privacy, space and curb appeal while admiring its craftsmanship throughout this warm inviting home!

88 Astor Avenue, Saint James

$895,000

Welcome to this expanded high ranch featuring an open and modern floor plan. The kitchen offers rich cherry cabinetry, granite countertops, and a large island with pendant lighting, seamlessly flowing into the spacious and well appointed family room—ideal for both everyday living and entertaining. A formal dining room with elegant wainscotting and crown molding provides the perfect setting for gatherings and special occasions. The upper level includes three bedrooms with hardwood flooring throughout. The primary bedroom showcases a coffered ceiling and a beautiful stained-glass window, adding character and charm. The recently remodeled bathroom features plank tile flooring, an oversized shower, and a cherry vanity .The lower level provides additional living space with a den, an extra bedroom, and direct access to a paver patio, perfect for multigenerational living. Additional features include gas heating, central air conditioning, oversized Belgium block lined driveway, and a fully fenced rear yard with maintenance-free vinyl fencing. This is not your typical high ranch—offering exceptional space, light, and openness throughout. Nearby to local shopping, area beaches, fine dining and Stony Brook University and Medical Center. Smithtown Schools

4 Beds ⋅ 2 Baths ⋅ 932745 MLS

Welcome to this expanded high ranch featuring an open and modern floor plan. The kitchen offers rich cherry cabinetry, granite countertops, and a large island with pendant lighting, seamlessly flowing into the spacious and well appointed family room—ideal for both everyday living and entertaining. A formal dining room with elegant wainscotting and crown molding provides the perfect setting for gatherings and special occasions. The upper level includes three bedrooms with hardwood flooring throughout. The primary bedroom showcases a coffered ceiling and a beautiful stained-glass window, adding character and charm. The recently remodeled bathroom features plank tile flooring, an oversized shower, and a cherry vanity .The lower level provides additional living space with a den, an extra bedroom, and direct access to a paver patio, perfect for multigenerational living. Additional features include gas heating, central air conditioning, oversized Belgium block lined driveway, and a fully fenced rear yard with maintenance-free vinyl fencing. This is not your typical high ranch—offering exceptional space, light, and openness throughout. Nearby to local shopping, area beaches, fine dining and Stony Brook University and Medical Center. Smithtown Schools

190 Northern Boulevard, Saint James

$886,000

Set on a beautifully landscaped .63-acre property along a picturesque tree-lined street, this expansive 5-bedroom, 3.5-bath home offers an impressive amount of living space combined with extensive updates throughout. Designed with comfort and functionality in mind, the home features a bright, open feel with generously sized rooms, a flowing layout, and incredible flexibility for today’s lifestyle. From the spacious interior living areas to the beautifully maintained outdoor space, this home offers room to spread out, entertain, and enjoy for years to come. Inside, gleaming wood floors and a light-filled flowing floor plan create an inviting atmosphere. The spacious den is rich with character, featuring vaulted wood ceilings with exposed beams and sliders leading to the back deck — an ideal setting for outdoor dining, grilling, and gatherings. Formal living and dining rooms provide elegant entertaining spaces, while the large eat-in kitchen offers abundant wood cabinetry, ample counter space, vaulted ceilings with two skylights, and a sun-filled dinette area overlooking the property. The primary suite features a private ensuite bath, while the flexible layout offers additional bedrooms and comfortable living space throughout. The lower level of this home is incredibly spacious and offers exceptional versatility, featuring a large great room that is perfect for cozy nights or entertaining, highlighted by a beautiful floor-to-ceiling stone wood-burning fireplace, updated Andersen bay window, and door leading to the backyard and outdoor entertaining space. This level also includes a convenient powder room, laundry room, additional living space, two bedrooms, and a full bath nearby — offering excellent potential for guest accommodations, multigenerational living, or a private guest retreat. Additional updates include Andersen windows, gas heat, updated roof (2020), owned solar panels (2019), Rheem central air, and an updated cesspool. The fully fenced level property features inground sprinklers, patio space, and a built-in storage shed. Ideally located close to shopping, restaurants, Long Island Sound beaches, Stony Brook University, and Stony Brook University Hospital, this exceptional home offers space, versatility, and modern updates in a highly convenient location. A property with so much to offer both inside and out.

5 Beds ⋅ 4 Baths ⋅ 999279 MLS

Set on a beautifully landscaped .63-acre property along a picturesque tree-lined street, this expansive 5-bedroom, 3.5-bath home offers an impressive amount of living space combined with extensive updates throughout. Designed with comfort and functionality in mind, the home features a bright, open feel with generously sized rooms, a flowing layout, and incredible flexibility for today’s lifestyle. From the spacious interior living areas to the beautifully maintained outdoor space, this home offers room to spread out, entertain, and enjoy for years to come. Inside, gleaming wood floors and a light-filled flowing floor plan create an inviting atmosphere. The spacious den is rich with character, featuring vaulted wood ceilings with exposed beams and sliders leading to the back deck — an ideal setting for outdoor dining, grilling, and gatherings. Formal living and dining rooms provide elegant entertaining spaces, while the large eat-in kitchen offers abundant wood cabinetry, ample counter space, vaulted ceilings with two skylights, and a sun-filled dinette area overlooking the property. The primary suite features a private ensuite bath, while the flexible layout offers additional bedrooms and comfortable living space throughout. The lower level of this home is incredibly spacious and offers exceptional versatility, featuring a large great room that is perfect for cozy nights or entertaining, highlighted by a beautiful floor-to-ceiling stone wood-burning fireplace, updated Andersen bay window, and door leading to the backyard and outdoor entertaining space. This level also includes a convenient powder room, laundry room, additional living space, two bedrooms, and a full bath nearby — offering excellent potential for guest accommodations, multigenerational living, or a private guest retreat. Additional updates include Andersen windows, gas heat, updated roof (2020), owned solar panels (2019), Rheem central air, and an updated cesspool. The fully fenced level property features inground sprinklers, patio space, and a built-in storage shed. Ideally located close to shopping, restaurants, Long Island Sound beaches, Stony Brook University, and Stony Brook University Hospital, this exceptional home offers space, versatility, and modern updates in a highly convenient location. A property with so much to offer both inside and out.

193 Cambon Avenue, Saint James

$880,000

Blink and you will miss it! This magnificent 3 bedroom 2 bath stunner has been meticulously maintained inside and out. It is an entertainer's dream starting with the chef's kitchen expanded and remodeled in 2024 to include an induction stove, microwave w/ convection capabilities, reverse osmosis water filtration, instant hot water, more shaker cabinets and sleek quartz counter space than you will know what to do with. The adjacent dining area has room to easily accommodate a table for 12. Guess who is hosting the holidays? Enjoy your after dinner coffee fireside just a few feet away in the cozy living room w/ wood-burning fireplace. Solid wood flooring throughout adds warmth and style. The main level is completed by 2 aptly-sized bedrooms, a recently updated full bath, and a dreamy window bench-perfect for snuggling up with a book and your furry friend. When your guests have left, you can retreat to your 2nd floor Primary sanctuary w/ a king-sized bedroom w/ tray ceiling, spa bathroom including a soaker tub, and spacious his and hers walk-in closets. Your laundry room is conveniently located on the 2nd floor as well. If your guests are staying over, they will find plenty of comfort and privacy in the fully finished basement. Whether it's the gentle breeze of a ceiling fan, the 2-zone CAC, or an endless hot shower made possible by the tankless HW heater, this home has it covered. "But wait, there's more!" Step outside where your resort backyard awaits. Landscaped w/ privacy in mind, enjoy the heated, saltwater IG pool. Take a break from the sun under the pergola, or grab a cold drink at the beverage shed. As day turns to night, get cozy by the fire-pit. This yard has something for everyone and does not disappoint! *Important features: "Leased to own" solar panels will be paid in full by the seller. Cesspool and grey-water overflow last serviced 9/25. Chimney was swept 10/25. In-ground sprinkler system w/ 6 zones. Loop-lock style pool cover and a removable safety fence for around the pool are included.

3 Beds ⋅ 2 Baths ⋅ 1006420 MLS

Blink and you will miss it! This magnificent 3 bedroom 2 bath stunner has been meticulously maintained inside and out. It is an entertainer's dream starting with the chef's kitchen expanded and remodeled in 2024 to include an induction stove, microwave w/ convection capabilities, reverse osmosis water filtration, instant hot water, more shaker cabinets and sleek quartz counter space than you will know what to do with. The adjacent dining area has room to easily accommodate a table for 12. Guess who is hosting the holidays? Enjoy your after dinner coffee fireside just a few feet away in the cozy living room w/ wood-burning fireplace. Solid wood flooring throughout adds warmth and style. The main level is completed by 2 aptly-sized bedrooms, a recently updated full bath, and a dreamy window bench-perfect for snuggling up with a book and your furry friend. When your guests have left, you can retreat to your 2nd floor Primary sanctuary w/ a king-sized bedroom w/ tray ceiling, spa bathroom including a soaker tub, and spacious his and hers walk-in closets. Your laundry room is conveniently located on the 2nd floor as well. If your guests are staying over, they will find plenty of comfort and privacy in the fully finished basement. Whether it's the gentle breeze of a ceiling fan, the 2-zone CAC, or an endless hot shower made possible by the tankless HW heater, this home has it covered. "But wait, there's more!" Step outside where your resort backyard awaits. Landscaped w/ privacy in mind, enjoy the heated, saltwater IG pool. Take a break from the sun under the pergola, or grab a cold drink at the beverage shed. As day turns to night, get cozy by the fire-pit. This yard has something for everyone and does not disappoint! *Important features: "Leased to own" solar panels will be paid in full by the seller. Cesspool and grey-water overflow last serviced 9/25. Chimney was swept 10/25. In-ground sprinkler system w/ 6 zones. Loop-lock style pool cover and a removable safety fence for around the pool are included.

58 Roseville Avenue, Saint James

$880,000

Welcome to 19 Pumpkin Rd, where privacy, presence, and possibility collide in the sought after Storybook section of St. James, within the Smithtown School District! Positioned at the very end of a quiet cul-de-sac and set on a half-acre with no rear neighbors, this is the kind of setting that simply doesn’t come around often. Inside, the home delivers an effortless, open-concept layout designed for real living. Sunlight pours across hardwood floors. The LR offers recessed lighting and open flow to your FDR and a beautifully updated eat-in kitchen with a center island, SS appliances, and granite countertops. With two potential primary suites, you have options. Whether it’s multi-generational living, guest space, or simply choosing the retreat that fits your lifestyle best. One en-suite offers a cozy electric fireplace, a fully updated en-suite bath with a walk in shower, and three closets. The other en-suite offers HW floors and a half bath. 2 additional bedrooms feature HW floors and share an updated full bath! The full basement expands your lifestyle even further, featuring a beautifully finished laundry room, new washer/dryer, abundant storage, and a partially finished space ready to become your gym, office, media room - or all three. This home is also dialed in where it counts - young central air, a newer hot water heater, 200 amp electrical service, a 10-zone in-ground sprinkler system, and a full 360 video surveillance system already in place. Step outside and it only gets better! A flat, usable half-acre with a firepit area, completely fenced in, a patio, and 2 sheds for storage. There is endless potential to create your backyard oasis - room for a pool, outdoor kitchen, entertaining space… you name it. With no one behind you, the backdrop is nothing but peace, privacy, and possibility. This isn’t just a home - it’s space to grow, host, and unwind!

4 Beds ⋅ 3 Baths ⋅ 992380 MLS

Welcome to 19 Pumpkin Rd, where privacy, presence, and possibility collide in the sought after Storybook section of St. James, within the Smithtown School District! Positioned at the very end of a quiet cul-de-sac and set on a half-acre with no rear neighbors, this is the kind of setting that simply doesn’t come around often. Inside, the home delivers an effortless, open-concept layout designed for real living. Sunlight pours across hardwood floors. The LR offers recessed lighting and open flow to your FDR and a beautifully updated eat-in kitchen with a center island, SS appliances, and granite countertops. With two potential primary suites, you have options. Whether it’s multi-generational living, guest space, or simply choosing the retreat that fits your lifestyle best. One en-suite offers a cozy electric fireplace, a fully updated en-suite bath with a walk in shower, and three closets. The other en-suite offers HW floors and a half bath. 2 additional bedrooms feature HW floors and share an updated full bath! The full basement expands your lifestyle even further, featuring a beautifully finished laundry room, new washer/dryer, abundant storage, and a partially finished space ready to become your gym, office, media room - or all three. This home is also dialed in where it counts - young central air, a newer hot water heater, 200 amp electrical service, a 10-zone in-ground sprinkler system, and a full 360 video surveillance system already in place. Step outside and it only gets better! A flat, usable half-acre with a firepit area, completely fenced in, a patio, and 2 sheds for storage. There is endless potential to create your backyard oasis - room for a pool, outdoor kitchen, entertaining space… you name it. With no one behind you, the backdrop is nothing but peace, privacy, and possibility. This isn’t just a home - it’s space to grow, host, and unwind!

19 Pumpkin Road, Saint James

$879,000

Welcome to this beautiful St. James home. This must-see 4 bedroom, 2.5 bath residence offers a wonderful blend of comfort, style, and charm. Spacious living areas, and a perfect layout. Step outside to your very own private backyard oasis, complete with a stunning in-ground pool and a serene setting perfect for relaxing, entertaining and creating lasting memories. A truly special home that offers the perfect combination of indoor elegance and outdoor enjoyment!

4 Beds ⋅ 3 Baths ⋅ 1016977 MLS

Welcome to this beautiful St. James home. This must-see 4 bedroom, 2.5 bath residence offers a wonderful blend of comfort, style, and charm. Spacious living areas, and a perfect layout. Step outside to your very own private backyard oasis, complete with a stunning in-ground pool and a serene setting perfect for relaxing, entertaining and creating lasting memories. A truly special home that offers the perfect combination of indoor elegance and outdoor enjoyment!

245 Northern Boulevard, Saint James

$875,000

If you’ve been waiting for something special in St. James, this is a home you won’t want to miss. The primary en suite with tray ceiling creates an open, airy feel, is a true retreat, complete with sliders to your own private deck — the perfect spot for morning coffee or winding down at the end of the day. The full bath features a beautiful clawfoot tub and a separate shower, creating a spa-like experience right at home. Two additional bedrooms share a convenient Jack and Jill full bath, offering comfort and privacy for family or guests. The heart of the home is the open-concept kitchen and living area, designed for both everyday living and entertaining. A spacious island with built-in dining flows seamlessly into the living room, making it easy to stay connected. The Viking stove and Sub-Zero refrigerator bring both function and style to this thoughtfully designed space. Just off the main living area, you’ll find a den with a half bath and side entrance, ideal for a home office, guest space, or flexible living needs. The formal dining room has an elegant tray ceiling adding architectural detail and visual height , with French doors leading to a bright sunroom. Located in the Smithtown School District on a dead end street, this home offers comfort, privacy and timeless charm, all in a beautiful St. James setting. Oil heat, new CAC, In ground sprinklers, Pella windows, Full basement.

3 Beds ⋅ 3 Baths ⋅ 967143 MLS

If you’ve been waiting for something special in St. James, this is a home you won’t want to miss. The primary en suite with tray ceiling creates an open, airy feel, is a true retreat, complete with sliders to your own private deck — the perfect spot for morning coffee or winding down at the end of the day. The full bath features a beautiful clawfoot tub and a separate shower, creating a spa-like experience right at home. Two additional bedrooms share a convenient Jack and Jill full bath, offering comfort and privacy for family or guests. The heart of the home is the open-concept kitchen and living area, designed for both everyday living and entertaining. A spacious island with built-in dining flows seamlessly into the living room, making it easy to stay connected. The Viking stove and Sub-Zero refrigerator bring both function and style to this thoughtfully designed space. Just off the main living area, you’ll find a den with a half bath and side entrance, ideal for a home office, guest space, or flexible living needs. The formal dining room has an elegant tray ceiling adding architectural detail and visual height , with French doors leading to a bright sunroom. Located in the Smithtown School District on a dead end street, this home offers comfort, privacy and timeless charm, all in a beautiful St. James setting. Oil heat, new CAC, In ground sprinklers, Pella windows, Full basement.

9 Storybook Lane, Saint James

$850,000

Completely Renovated Expanded Cape, 4 Beds, 3 Baths, Move In Ready! 1 Acre Of Property- ***Potential To Subdivide And Build With 1 Neighbor's Approval*** Whole House Water Filtration System/Reverse Osmosis Brand New Heat/Hot Water System Roof Was Partially Done 4 Years Ago/New Chimney Cap, Flashing, Repointing, Sealing New 30ft Concrete Patio In The Backyard And Walk-In Garden Separate Entrance To Basement, Partially Finished/Storage Furniture Available For Purchase Separately (Like New) 0.9 Miles From Saint James Train Very Private Backyard Taxes $14,585 Smithtown East High School

4 Beds ⋅ 3 Baths ⋅ 970829 MLS

Completely Renovated Expanded Cape, 4 Beds, 3 Baths, Move In Ready! 1 Acre Of Property- ***Potential To Subdivide And Build With 1 Neighbor's Approval*** Whole House Water Filtration System/Reverse Osmosis Brand New Heat/Hot Water System Roof Was Partially Done 4 Years Ago/New Chimney Cap, Flashing, Repointing, Sealing New 30ft Concrete Patio In The Backyard And Walk-In Garden Separate Entrance To Basement, Partially Finished/Storage Furniture Available For Purchase Separately (Like New) 0.9 Miles From Saint James Train Very Private Backyard Taxes $14,585 Smithtown East High School

186 Lake Avenue, Saint James

$850,000

This cozy home is nestled in the quaint town of Saint James. Privacy is one of its' characteristics as it is set back from the road and has a large, fenced backyard. Since only a part of the backyard is finished, a large , tree filled area can be developed to accomodate a pool, athletic area or something of your choice.There are inground sprinklers front and back. The open floor concept of the kitchen and den invites friendly gatherings. The privacy of the dining room and living room makes for a cozy atmosphere.The attic is accessible from the upstairs hallway and there is a partial basement.

3 Beds ⋅ 2 Baths ⋅ 969719 MLS

This cozy home is nestled in the quaint town of Saint James. Privacy is one of its' characteristics as it is set back from the road and has a large, fenced backyard. Since only a part of the backyard is finished, a large , tree filled area can be developed to accomodate a pool, athletic area or something of your choice.There are inground sprinklers front and back. The open floor concept of the kitchen and den invites friendly gatherings. The privacy of the dining room and living room makes for a cozy atmosphere.The attic is accessible from the upstairs hallway and there is a partial basement.

260 Washington Avenue, Saint James

$850,000

Beautifully renovated 4 Bedroom 4.5 Bath Colonial in desirable town of Saint James. Eat-n-Kitchen with Center Island, quartz countertops, double wall oven. Living room, Dining room, half bath. Anderson windows. Radiant Heating on first floor and upstairs bathrooms. Laundry room second floor. 1 car garage. Part basement with 2 rooms, egress window and Full Bathroom. Central air, Central Vac. and upgraded electric. Cedar shake siding.

4 Beds ⋅ 5 Baths ⋅ 944120 MLS

Beautifully renovated 4 Bedroom 4.5 Bath Colonial in desirable town of Saint James. Eat-n-Kitchen with Center Island, quartz countertops, double wall oven. Living room, Dining room, half bath. Anderson windows. Radiant Heating on first floor and upstairs bathrooms. Laundry room second floor. 1 car garage. Part basement with 2 rooms, egress window and Full Bathroom. Central air, Central Vac. and upgraded electric. Cedar shake siding.

9 Floral Lane, Saint James

$845,000

Elegant and inviting expanded ranch featuring numerous recent updates and spacious living throughout. Expanded in 2009, the home offers generously sized bedrooms and a layout designed for both comfortable living and entertaining Upon entering, you are welcomed by a spacious formal dining room highlighted by a large picture window that fills the space with natural light. Just beyond, the stunning great room features pegged hardwood flooring, a cozy wood-burning fireplace, and custom built-in bookshelves, creating the perfect gathering space. Recently remodeled in 2024, the kitchen boasts white cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook ideal for casual dining. The private primary suite offers a vaulted ceiling with high hats, a walk-in closet, and its own full bath. Two additional oversized bedrooms share a beautifully maintained full bathroom. Additional features include a partially finished basement, new central air conditioning, a new cesspool, updated heating system, and many new or replaced windows throughout the home. Outside, the fully fenced backyard creates a private retreat complete with an in-ground pool featuring a new liner and new heater — perfect for relaxing or entertaining all summer long. Ideally located near area shopping, fine dining, local beaches, and Stony Brook University and Medical Center. Smithtown Schools

3 Beds ⋅ 2 Baths ⋅ 999791 MLS

Elegant and inviting expanded ranch featuring numerous recent updates and spacious living throughout. Expanded in 2009, the home offers generously sized bedrooms and a layout designed for both comfortable living and entertaining Upon entering, you are welcomed by a spacious formal dining room highlighted by a large picture window that fills the space with natural light. Just beyond, the stunning great room features pegged hardwood flooring, a cozy wood-burning fireplace, and custom built-in bookshelves, creating the perfect gathering space. Recently remodeled in 2024, the kitchen boasts white cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook ideal for casual dining. The private primary suite offers a vaulted ceiling with high hats, a walk-in closet, and its own full bath. Two additional oversized bedrooms share a beautifully maintained full bathroom. Additional features include a partially finished basement, new central air conditioning, a new cesspool, updated heating system, and many new or replaced windows throughout the home. Outside, the fully fenced backyard creates a private retreat complete with an in-ground pool featuring a new liner and new heater — perfect for relaxing or entertaining all summer long. Ideally located near area shopping, fine dining, local beaches, and Stony Brook University and Medical Center. Smithtown Schools

28 King Arthurs Court, Saint James

$844,999

Set on 1.5 acres of level, flat property in St. James, this home offers a private and peaceful retreat while remaining conveniently close to everyday amenities. The expansive parcel presents potential for subdivision (buyer to verify), including the possibility of a flag lot or alternate access from Lt. John A. Olsen Lane with approved easement. Lovingly maintained by the same owners for over 25 years, the home features numerous updates including double cesspools (approx. 2 years), burner (approx. 3 years), kitchen appliances (approx. 2 years), and new commercial-grade flooring throughout—extra thick and scratch-resistant. Two beautifully updated baths (under 3 years), including an upstairs bath with radiant heated floors, add to the home’s appeal. Additional improvements include an updated eat-in kitchen and a 40-year roof with approximately 20 years remaining. The home includes a legal garage conversion with a private entrance, ideal for extended family, with potential for a legal accessory apartment with proper permits. An oversized driveway provides ample parking and easily accommodates an RV, boat, or trailer. A large unfinished basement with both interior and exterior entrances offers endless possibilities and features a wood-burning stove, allowing heat to naturally rise throughout the home. Enjoy the convenience of a recreational park just across the street, complete with tennis, volleyball and basketball courts, soccer field, playground, and water park—offering activities for every age. Located in the desirable Smithtown School District and just minutes from fine dining, shopping, and local conveniences,

5 Beds ⋅ 3 Baths ⋅ 948402 MLS

Set on 1.5 acres of level, flat property in St. James, this home offers a private and peaceful retreat while remaining conveniently close to everyday amenities. The expansive parcel presents potential for subdivision (buyer to verify), including the possibility of a flag lot or alternate access from Lt. John A. Olsen Lane with approved easement. Lovingly maintained by the same owners for over 25 years, the home features numerous updates including double cesspools (approx. 2 years), burner (approx. 3 years), kitchen appliances (approx. 2 years), and new commercial-grade flooring throughout—extra thick and scratch-resistant. Two beautifully updated baths (under 3 years), including an upstairs bath with radiant heated floors, add to the home’s appeal. Additional improvements include an updated eat-in kitchen and a 40-year roof with approximately 20 years remaining. The home includes a legal garage conversion with a private entrance, ideal for extended family, with potential for a legal accessory apartment with proper permits. An oversized driveway provides ample parking and easily accommodates an RV, boat, or trailer. A large unfinished basement with both interior and exterior entrances offers endless possibilities and features a wood-burning stove, allowing heat to naturally rise throughout the home. Enjoy the convenience of a recreational park just across the street, complete with tennis, volleyball and basketball courts, soccer field, playground, and water park—offering activities for every age. Located in the desirable Smithtown School District and just minutes from fine dining, shopping, and local conveniences,

280 Moriches Road, Saint James