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Set behind black iron gates and approached by a long sweeping driveway, this extraordinary all-brick estate is a rare offering rich in history, character, and timeless elegance. Originally built in 1905 and set on 8.95 picturesque acres along the scenic Nissequogue River, this landmark property captures the grandeur and old-world appeal of a bygone era while offering an incredible opportunity to restore and reimagine a truly special home. In addition to the main parcel, the property also includes an additional 4.5 acres of wetlands located across the river, creating an exceptionally rare and expansive setting. Steeped in history, the residence once served as a hunting and fishing lodge in the early 1900s and showcases exquisite architectural detailing and craftsmanship rarely found today. Once owned by famed actress Dina Merrill, the estate carries with it a remarkable sense of legacy and prestige. From the moment you enter, the home is filled with warmth and character, featuring impressive millwork, rich wood floors, spacious formal entertaining rooms, and elegant period details throughout. At the heart of the home is the magnificent grand ballroom with soaring ceilings and a stunning stone fireplace — an unforgettable space reminiscent of the estate’s storied past and ideal for grand entertaining. The residence also features a desirable first-floor primary bedroom suite, generously sized rooms throughout, a full basement, and a expansive detached garage. Surrounded by natural beauty and offering exceptional privacy, this remarkable property presents endless potential for those who appreciate historic homes and old-world elegance. Conveniently located just minutes from Long Island beaches, restaurants, shopping, and the LIRR. A truly rare and iconic North Shore estate waiting to be restored to its former glory. Offered in “as is” condition. Please note: Listing photographs reflect the home at the time the current owners purchased the property and do not represent the current interior contents. All contents will be removed prior to closing.

6 Beds ⋅ 6 Baths ⋅ 1004553 MLS

Set behind black iron gates and approached by a long sweeping driveway, this extraordinary all-brick estate is a rare offering rich in history, character, and timeless elegance. Originally built in 1905 and set on 8.95 picturesque acres along the scenic Nissequogue River, this landmark property captures the grandeur and old-world appeal of a bygone era while offering an incredible opportunity to restore and reimagine a truly special home. In addition to the main parcel, the property also includes an additional 4.5 acres of wetlands located across the river, creating an exceptionally rare and expansive setting. Steeped in history, the residence once served as a hunting and fishing lodge in the early 1900s and showcases exquisite architectural detailing and craftsmanship rarely found today. Once owned by famed actress Dina Merrill, the estate carries with it a remarkable sense of legacy and prestige. From the moment you enter, the home is filled with warmth and character, featuring impressive millwork, rich wood floors, spacious formal entertaining rooms, and elegant period details throughout. At the heart of the home is the magnificent grand ballroom with soaring ceilings and a stunning stone fireplace — an unforgettable space reminiscent of the estate’s storied past and ideal for grand entertaining. The residence also features a desirable first-floor primary bedroom suite, generously sized rooms throughout, a full basement, and a expansive detached garage. Surrounded by natural beauty and offering exceptional privacy, this remarkable property presents endless potential for those who appreciate historic homes and old-world elegance. Conveniently located just minutes from Long Island beaches, restaurants, shopping, and the LIRR. A truly rare and iconic North Shore estate waiting to be restored to its former glory. Offered in “as is” condition. Please note: Listing photographs reflect the home at the time the current owners purchased the property and do not represent the current interior contents. All contents will be removed prior to closing.

274 River Road, Saint James

$1,599,999

Nestled on over 2 private, level acres in the prestigious Village of Nissequogue, this beautifully maintained center hall Colonial offers 6 bedrooms, 4.5 baths, and an exceptional layout designed for comfortable living and entertaining. A grand entry foyer welcomes you into a home featuring soaring cathedral ceilings, spacious living areas, and a spectacular 20.6' x 30' kitchen with abundant cabinetry and workspace that serves as the heart of the home. The oversized formal dining room is ideal for hosting gatherings, while the versatile floor plan includes two primary suites on the main level and a third primary ensuite upstairs, along with three additional generously sized bedrooms and another full bath. Step outside to your private backyard retreat featuring a heated in-ground pool surrounded by mature landscaping. Additional highlights include a two-car garage, beach access, mooring rights, and an exceptional North Shore location offering privacy, tranquility, and estate-style living.

6 Beds ⋅ 5 Baths ⋅ 1021330 MLS

Nestled on over 2 private, level acres in the prestigious Village of Nissequogue, this beautifully maintained center hall Colonial offers 6 bedrooms, 4.5 baths, and an exceptional layout designed for comfortable living and entertaining. A grand entry foyer welcomes you into a home featuring soaring cathedral ceilings, spacious living areas, and a spectacular 20.6' x 30' kitchen with abundant cabinetry and workspace that serves as the heart of the home. The oversized formal dining room is ideal for hosting gatherings, while the versatile floor plan includes two primary suites on the main level and a third primary ensuite upstairs, along with three additional generously sized bedrooms and another full bath. Step outside to your private backyard retreat featuring a heated in-ground pool surrounded by mature landscaping. Additional highlights include a two-car garage, beach access, mooring rights, and an exceptional North Shore location offering privacy, tranquility, and estate-style living.

15 Stillwater Road, Saint James

$1,599,990

Rare offering in Mills Pond Estates. Situated in a quiet cul de sac sits this beautifully maintained post modern gem. Soaring entry foyer, Formal living room with vaulted ceilings, banquet dining room, custom gourmet kitchen with custom cabinetry, granite counters, sub-zero refrigerator, Dacor double over and gas range, two dishwashers, wine bar with sink and wine refrigerator and large center island and spacious dining area. The kitchen flows into a cozy family room with wood burning fireplace/wood stove... countless memories will be made in this beautiful, flowing ,open living space. The first floor affords a fifth bedroom or, as currently used, a custom built and designed office space with desks and cabinetry and full bath. Office leads to the back yard making the space ideal for guests or nanny or a quick rinse after a dip in the pool. Enjoy your primary suite with amble closet space and newer beautifully tiled bath with walk in shower, soaking tub, dual vanity, radiant heat floors, towel warming bar and state of the art commode. Three additional spacious bedrooms and newer full bath with similar features.. beautiful tile, radiant heat floors, heated towel bar and state of the art commode. The home affords you all of the amenities you would expect. Efficient gas heat ( new in 2024) Newer roof (2023), Andersen windows, CAC, IGS, CVAC, Surround Sound and lighting controlled from your phone, Extensive hardscaping, patios and outdoor kitchen with gas BBQ... Lazy mountain lake salt water pool with new liner and new gas heater... to much to list and must be seen! All this in the desired and sought after Hamlet of St. James with it's neighborly Lake Ave and restaurant row on 25A.... Visit Avalon, The St. James General Store, local North Shore Beaches, Kayak the Nissequogue River.. take a short ride to Stony Brook Village with its shops, restaurants, museums and the Jazz Loft or the New England like harbor front Port Jefferson Village with it's ferry to New England.. The North Shore affords you the best in health care with Stony Brook Hospital, St. Catherine's, Mather Hospital and St. Charles hospital all a short car ride away. Stony Brook University also offers an array of activities from athletics events to events and shows at the Staller and Wang Center. Hop on the LIRR and in no time you're in the most exciting city in the world! Did we mention the acclaimed Smithtown School District. A lifetime of memories will be made in this home. It's why Mills Pond Estates homes rarely come up for sale.

5 Beds ⋅ 5 Baths ⋅ 1038556 MLS

Rare offering in Mills Pond Estates. Situated in a quiet cul de sac sits this beautifully maintained post modern gem. Soaring entry foyer, Formal living room with vaulted ceilings, banquet dining room, custom gourmet kitchen with custom cabinetry, granite counters, sub-zero refrigerator, Dacor double over and gas range, two dishwashers, wine bar with sink and wine refrigerator and large center island and spacious dining area. The kitchen flows into a cozy family room with wood burning fireplace/wood stove... countless memories will be made in this beautiful, flowing ,open living space. The first floor affords a fifth bedroom or, as currently used, a custom built and designed office space with desks and cabinetry and full bath. Office leads to the back yard making the space ideal for guests or nanny or a quick rinse after a dip in the pool. Enjoy your primary suite with amble closet space and newer beautifully tiled bath with walk in shower, soaking tub, dual vanity, radiant heat floors, towel warming bar and state of the art commode. Three additional spacious bedrooms and newer full bath with similar features.. beautiful tile, radiant heat floors, heated towel bar and state of the art commode. The home affords you all of the amenities you would expect. Efficient gas heat ( new in 2024) Newer roof (2023), Andersen windows, CAC, IGS, CVAC, Surround Sound and lighting controlled from your phone, Extensive hardscaping, patios and outdoor kitchen with gas BBQ... Lazy mountain lake salt water pool with new liner and new gas heater... to much to list and must be seen! All this in the desired and sought after Hamlet of St. James with it's neighborly Lake Ave and restaurant row on 25A.... Visit Avalon, The St. James General Store, local North Shore Beaches, Kayak the Nissequogue River.. take a short ride to Stony Brook Village with its shops, restaurants, museums and the Jazz Loft or the New England like harbor front Port Jefferson Village with it's ferry to New England.. The North Shore affords you the best in health care with Stony Brook Hospital, St. Catherine's, Mather Hospital and St. Charles hospital all a short car ride away. Stony Brook University also offers an array of activities from athletics events to events and shows at the Staller and Wang Center. Hop on the LIRR and in no time you're in the most exciting city in the world! Did we mention the acclaimed Smithtown School District. A lifetime of memories will be made in this home. It's why Mills Pond Estates homes rarely come up for sale.

5 Kenwood Lane, Saint James

$1,399,000

Welcome to 138 Cambon Avenue: A Masterpiece of Custom Luxury and Efficiency Nestled in the heart of St. James, this custom-designed 5-bedroom, 3 Full / 2 Half bathroom residence at 138 Cambon Avenue offers a rare "move-in and unpack" opportunity, perfectly blending luxury with modern efficiency at $1,399,000. The grand interior features soaring high ceilings, efficient gas heat, central air conditioning, and a stunning designer kitchen equipped with premium granite countertops, a built-in espresso machine, and a specialized slow cooker steamer. The home's layout is uniquely versatile, boasting a fully finished basement with a separate entrance, kitchen, and bedroom—creating potential for a mother-daughter setup or accessory apartment with proper permits. A major financial asset to this property is the fully owned solar panel system, which ensures exceptionally low utility costs. Each bathroom has been reimagined with a modern, spa-inspired aesthetic, while the five spacious bedrooms provide ample room for all. The exterior is a true private oasis, meticulously finished with new pavers and professional masonry, featuring a full outdoor kitchen for premier entertaining and a detached three-car garage. Experience a resort-style lifestyle in this masterfully crafted home that balances high-end custom finishes with significant long-term energy savings.

5 Beds ⋅ 5 Baths ⋅ 991522 MLS

Welcome to 138 Cambon Avenue: A Masterpiece of Custom Luxury and Efficiency Nestled in the heart of St. James, this custom-designed 5-bedroom, 3 Full / 2 Half bathroom residence at 138 Cambon Avenue offers a rare "move-in and unpack" opportunity, perfectly blending luxury with modern efficiency at $1,399,000. The grand interior features soaring high ceilings, efficient gas heat, central air conditioning, and a stunning designer kitchen equipped with premium granite countertops, a built-in espresso machine, and a specialized slow cooker steamer. The home's layout is uniquely versatile, boasting a fully finished basement with a separate entrance, kitchen, and bedroom—creating potential for a mother-daughter setup or accessory apartment with proper permits. A major financial asset to this property is the fully owned solar panel system, which ensures exceptionally low utility costs. Each bathroom has been reimagined with a modern, spa-inspired aesthetic, while the five spacious bedrooms provide ample room for all. The exterior is a true private oasis, meticulously finished with new pavers and professional masonry, featuring a full outdoor kitchen for premier entertaining and a detached three-car garage. Experience a resort-style lifestyle in this masterfully crafted home that balances high-end custom finishes with significant long-term energy savings.

138 Cambon Avenue, Saint James

$1,349,000

Move right into this extended, sprawling 6 BR, 4BA ranch, located in highly desired Mills Pond Estates offering an incredible "in-law" space rarely found in the neighborhood. This open concept home, which boasts hardwood floors throughout the main part of the home, is flooded with natural sunlight and is ideal for entertaining. The principle rooms are spacious, open and airy and overlook the resort-style yard which has an IG heated pool with updated liner, (2026) pump, (2025) and filter (2024), as well as a sports court, outdoor kitchen and built-in firepit. Amazing and rare basement allows for additional living space (with proper permits) or storage. This extended model has a classic brick exterior, designated home office, spacious laundry and functional mudroom spaces you wont find in elsewhere. Natural gas hooked up to the home, just needs to be connected. Current heating system can be converted to gas. Some windows redone 2025 and 2026. Oversized garage. 300 amp service. Solar panels are leased and allow for very low electric bills. Don't miss this truly unique opportunity!

5 Beds ⋅ 4 Baths ⋅ 1045111 MLS

Move right into this extended, sprawling 6 BR, 4BA ranch, located in highly desired Mills Pond Estates offering an incredible "in-law" space rarely found in the neighborhood. This open concept home, which boasts hardwood floors throughout the main part of the home, is flooded with natural sunlight and is ideal for entertaining. The principle rooms are spacious, open and airy and overlook the resort-style yard which has an IG heated pool with updated liner, (2026) pump, (2025) and filter (2024), as well as a sports court, outdoor kitchen and built-in firepit. Amazing and rare basement allows for additional living space (with proper permits) or storage. This extended model has a classic brick exterior, designated home office, spacious laundry and functional mudroom spaces you wont find in elsewhere. Natural gas hooked up to the home, just needs to be connected. Current heating system can be converted to gas. Some windows redone 2025 and 2026. Oversized garage. 300 amp service. Solar panels are leased and allow for very low electric bills. Don't miss this truly unique opportunity!

9 Elderwood Drive, Saint James

$1,190,000

Located on a picturesque, tree-lined street in the heart of St. James, this stunner checks every box! Flooded with sunlight, the spacious kitchen features custom white cabinetry, a large center island and stainless steel appliances and opens seamlessly into a large den with fireplace. The expansive living space overlooks the private, resort-like yard. The two-story entry foyer, coupled with the 9 foot ceilings on the entire first floor and the tray ceiling in dining room enhance the bright and airy feel of this entertainers dream. All of the principle rooms are large and there are hardwood floors throughout. The oversized primary suite has a tray ceiling, walk-in closet and a double vanity spa-like en-suite bath with soaking tub. Additional bedrooms are all well-sized with excellent closet space, and a fifth bedroom with full bath on main level is ideal for home office or guest suite. Outside, an in-ground heated, saltwater pool is complimented by a serene waterfall feature and has a large paver patio perfect for abundant seating, lounging and entertaining. The full basement offers high ceilings. Generator panel in garage and portable generator that stays with the home. Plus, 200 amp service provides added peace of mind. Updated CAC, Andersen windows. In-ground sprinklers. This home will not last!

5 Beds ⋅ 3 Baths ⋅ 1032455 MLS

Located on a picturesque, tree-lined street in the heart of St. James, this stunner checks every box! Flooded with sunlight, the spacious kitchen features custom white cabinetry, a large center island and stainless steel appliances and opens seamlessly into a large den with fireplace. The expansive living space overlooks the private, resort-like yard. The two-story entry foyer, coupled with the 9 foot ceilings on the entire first floor and the tray ceiling in dining room enhance the bright and airy feel of this entertainers dream. All of the principle rooms are large and there are hardwood floors throughout. The oversized primary suite has a tray ceiling, walk-in closet and a double vanity spa-like en-suite bath with soaking tub. Additional bedrooms are all well-sized with excellent closet space, and a fifth bedroom with full bath on main level is ideal for home office or guest suite. Outside, an in-ground heated, saltwater pool is complimented by a serene waterfall feature and has a large paver patio perfect for abundant seating, lounging and entertaining. The full basement offers high ceilings. Generator panel in garage and portable generator that stays with the home. Plus, 200 amp service provides added peace of mind. Updated CAC, Andersen windows. In-ground sprinklers. This home will not last!

61 Hillside Avenue, Saint James

$1,099,000

Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location. Ask about our Builder Incentives

4 Beds ⋅ 3 Baths ⋅ 936585 MLS

Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location. Ask about our Builder Incentives

120 4th Street, Saint James

$1,099,000

Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location. Ask about our Builder Incentives

4 Beds ⋅ 3 Baths ⋅ 936825 MLS

Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location. Ask about our Builder Incentives

122 4th Street, Saint James

$999,900

Huge Price Reduction — Opportunity of a Lifetime! Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy, and versatility — with a rare equestrian component that elevates it beyond the ordinary! The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors run throughout the home, complemented by tasteful neutral decor and abundant natural light. The custom updated eat-in kitchen is thoughtfully appointed with stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property — creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat. The primary bedroom features a private ensuite bath, and three additional generously sized bedrooms complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout. For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding — all within the comfort of your own property. Located within the Smithtown School District, this unique property is just minutes from shopping, restaurants, parks, transportation, Stony Brook University, Stony Brook Hospital, and the beaches of the Long Island Sound. Offering a rare combination of space, flexibility, and convenience, this exceptional St. James property presents an outstanding opportunity to create something truly special. Whether enjoyed as-is or tailored to suit your vision, this remarkable offering is ready for its next chapter. Must see to appreciate.

4 Beds ⋅ 3 Baths ⋅ 966893 MLS

Huge Price Reduction — Opportunity of a Lifetime! Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy, and versatility — with a rare equestrian component that elevates it beyond the ordinary! The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors run throughout the home, complemented by tasteful neutral decor and abundant natural light. The custom updated eat-in kitchen is thoughtfully appointed with stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property — creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat. The primary bedroom features a private ensuite bath, and three additional generously sized bedrooms complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout. For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding — all within the comfort of your own property. Located within the Smithtown School District, this unique property is just minutes from shopping, restaurants, parks, transportation, Stony Brook University, Stony Brook Hospital, and the beaches of the Long Island Sound. Offering a rare combination of space, flexibility, and convenience, this exceptional St. James property presents an outstanding opportunity to create something truly special. Whether enjoyed as-is or tailored to suit your vision, this remarkable offering is ready for its next chapter. Must see to appreciate.

14 Hillside Avenue, Saint James

$995,000

This Yablonski Built Home is Located In The Village of Nissequogue and is Nice Center Hall Colonial with Some Renovations, (Kitchen) Done 5 years ago. The Foyer Floor is Original Parquet and the Banister Leading up The Stairs is Quite Impressive. There are 4 Large Bedrooms, Primary Has its Own En-Suite and a Walk In Closet. All Located on the second Floor. There is Also A Half Bath Up There as Well. A Large Kitchen with Tons of Storage and a Sit Down Island and The Perfect Banquet Bar with a Sink and Eating Area with a Fireplace, Where a Wall of Windows Fill The Room With Light. There is Also a Large Dining Room For Gatherings. The Extra Large Living Room Has Many Windows as Well, it Also Has a Window Seat For Curling Up and Reading a Book, Here is Where you Will Find Another Fireplace. To Top it Off The Original Hardwood Floors are Still in Perfect Condition. There is a Large Full Basement That is Unfinished That Can Be Accessed From Inside The Home and The Garage. There are 2 Acres To Do Whatever You Choose To Do. This Home is Located Right Across The Street From The 5th Hole of Nissequogue Golf Club.

4 Beds ⋅ 3 Baths ⋅ 1024831 MLS

This Yablonski Built Home is Located In The Village of Nissequogue and is Nice Center Hall Colonial with Some Renovations, (Kitchen) Done 5 years ago. The Foyer Floor is Original Parquet and the Banister Leading up The Stairs is Quite Impressive. There are 4 Large Bedrooms, Primary Has its Own En-Suite and a Walk In Closet. All Located on the second Floor. There is Also A Half Bath Up There as Well. A Large Kitchen with Tons of Storage and a Sit Down Island and The Perfect Banquet Bar with a Sink and Eating Area with a Fireplace, Where a Wall of Windows Fill The Room With Light. There is Also a Large Dining Room For Gatherings. The Extra Large Living Room Has Many Windows as Well, it Also Has a Window Seat For Curling Up and Reading a Book, Here is Where you Will Find Another Fireplace. To Top it Off The Original Hardwood Floors are Still in Perfect Condition. There is a Large Full Basement That is Unfinished That Can Be Accessed From Inside The Home and The Garage. There are 2 Acres To Do Whatever You Choose To Do. This Home is Located Right Across The Street From The 5th Hole of Nissequogue Golf Club.

11 Smith Lane, Saint James

$979,000

Welcome to this stunning 4-bedroom, 2.5-bath Colonial, thoughtfully transformed from a Splanch in 2009. Set on a private, meticulously landscaped 1-acre property, this exceptional home offers a perfect blend of classic elegance, modern updates, and resort-style outdoor living. A stone-edged driveway and walkway create a beautiful first impression. Step through the front door into an inviting open foyer, where natural light, rich hardwood floors, and elegant design create an immediate sense of warmth and sophistication. High-hat lighting throughout the home enhances the bright, welcoming atmosphere. The heart of the home is the custom-designed kitchen, featuring quartz countertops and stainless-steel appliances. Conveniently located just off the kitchen are a half bath, laundry area, and an exit leading directly to the spectacular outdoor oasis. The raised formal living room overlooks the den and features a wood-burning fireplace with a removable electric insert, creating a warm and inviting space for relaxing or entertaining. Upstairs, the spacious primary bedroom has been thoughtfully updated and features a luxurious en-suite bathroom, a generous walk-in closet, radiant-heated flooring, and pull-down attic stairs providing convenient storage. The additional three bedrooms offer ample storage, including double closets in each room. Two of the top-floor bedrooms feature beautiful cathedral ceilings. The upstairs hallway includes a walk-in closet and an additional linen closet, providing exceptional storage throughout the home. An updated hall bathroom features quartz countertops, a double vanity, and radiant-heated flooring, combining style and comfort. The fully finished partial basement offers additional living or recreational space, along with enclosed closets for the burner and water tank. During the 2009 renovation, the home was converted to gas-fired hot-water heat. The backyard is truly an entertainer’s and swimmer’s dream, highlighted by a 25-yard official short-course, heated, in-ground saltwater pool, perfect for swimming, relaxing, entertaining, or enjoying your own private resort-like retreat. The beautifully landscaped grounds feature a 13-zone irrigation system and are backed by a private quarter-acre wooded area, creating a peaceful and secluded setting. This exceptional property offers space, style, privacy, abundant storage, and beautifully maintained grounds, along with thoughtful updates throughout. A rare opportunity to enjoy Colonial charm, modern amenities, and an extraordinary outdoor lifestyle all in one.

4 Beds ⋅ 3 Baths ⋅ 1042512 MLS

Welcome to this stunning 4-bedroom, 2.5-bath Colonial, thoughtfully transformed from a Splanch in 2009. Set on a private, meticulously landscaped 1-acre property, this exceptional home offers a perfect blend of classic elegance, modern updates, and resort-style outdoor living. A stone-edged driveway and walkway create a beautiful first impression. Step through the front door into an inviting open foyer, where natural light, rich hardwood floors, and elegant design create an immediate sense of warmth and sophistication. High-hat lighting throughout the home enhances the bright, welcoming atmosphere. The heart of the home is the custom-designed kitchen, featuring quartz countertops and stainless-steel appliances. Conveniently located just off the kitchen are a half bath, laundry area, and an exit leading directly to the spectacular outdoor oasis. The raised formal living room overlooks the den and features a wood-burning fireplace with a removable electric insert, creating a warm and inviting space for relaxing or entertaining. Upstairs, the spacious primary bedroom has been thoughtfully updated and features a luxurious en-suite bathroom, a generous walk-in closet, radiant-heated flooring, and pull-down attic stairs providing convenient storage. The additional three bedrooms offer ample storage, including double closets in each room. Two of the top-floor bedrooms feature beautiful cathedral ceilings. The upstairs hallway includes a walk-in closet and an additional linen closet, providing exceptional storage throughout the home. An updated hall bathroom features quartz countertops, a double vanity, and radiant-heated flooring, combining style and comfort. The fully finished partial basement offers additional living or recreational space, along with enclosed closets for the burner and water tank. During the 2009 renovation, the home was converted to gas-fired hot-water heat. The backyard is truly an entertainer’s and swimmer’s dream, highlighted by a 25-yard official short-course, heated, in-ground saltwater pool, perfect for swimming, relaxing, entertaining, or enjoying your own private resort-like retreat. The beautifully landscaped grounds feature a 13-zone irrigation system and are backed by a private quarter-acre wooded area, creating a peaceful and secluded setting. This exceptional property offers space, style, privacy, abundant storage, and beautifully maintained grounds, along with thoughtful updates throughout. A rare opportunity to enjoy Colonial charm, modern amenities, and an extraordinary outdoor lifestyle all in one.

129 Jefferson Avenue, Saint James

$850,000

Remarkable Custom Built 4 Bedroom, 2.5 Bath Colonial In The Heart Of Saint James. This Classic Residence Has Detailed Architectural Design, Crown Moulding, Mill Work And Elegant Appointments Throughout. Boosting A 2-Story Entry Foyer With Staircase, Formal Dining Room, Formal Living Room with Prominent Gas Fireplace, Family Room With Stone Gas Fireplace, and Siding Glass Doors to Composite Deck. Spacious Eat In Kitchen Complimented With Newer Appliances. Renovated Hall Laundry Area, First Floor Powder Room. Upper Level Includes Primary Bedroom Suite With Vaulted Ceilings, Skylights and His-And-Her Closets, Primary Bath w/ Soaker Tub, Shower and Vanity Counter. All Large Bedrooms with Plush Carpeting and Closet Systems. Upper Level Full Bathroom. All Hardwood Flooring as Seen/Carpet As Seen. Spectacular Fenced Property With Lush Professional Landscape, In-Ground Heated Chlorine Pool. All Composite Decking on Outside Deck, 2 Car Garage and Shed, Valuable Updates Include: 2023 New Roof, Newer Kitchen Appliances, Closets Systems, 2025 Hot Water Heater, Digital Irrigation System, Front Windows Casing Replaced with Azex Trim. Located Close Beaches, Golf Clubs, Renowned Restaurants, Located in the Desirable Smithtown School District.

4 Beds ⋅ 3 Baths ⋅ 1048431 MLS

Remarkable Custom Built 4 Bedroom, 2.5 Bath Colonial In The Heart Of Saint James. This Classic Residence Has Detailed Architectural Design, Crown Moulding, Mill Work And Elegant Appointments Throughout. Boosting A 2-Story Entry Foyer With Staircase, Formal Dining Room, Formal Living Room with Prominent Gas Fireplace, Family Room With Stone Gas Fireplace, and Siding Glass Doors to Composite Deck. Spacious Eat In Kitchen Complimented With Newer Appliances. Renovated Hall Laundry Area, First Floor Powder Room. Upper Level Includes Primary Bedroom Suite With Vaulted Ceilings, Skylights and His-And-Her Closets, Primary Bath w/ Soaker Tub, Shower and Vanity Counter. All Large Bedrooms with Plush Carpeting and Closet Systems. Upper Level Full Bathroom. All Hardwood Flooring as Seen/Carpet As Seen. Spectacular Fenced Property With Lush Professional Landscape, In-Ground Heated Chlorine Pool. All Composite Decking on Outside Deck, 2 Car Garage and Shed, Valuable Updates Include: 2023 New Roof, Newer Kitchen Appliances, Closets Systems, 2025 Hot Water Heater, Digital Irrigation System, Front Windows Casing Replaced with Azex Trim. Located Close Beaches, Golf Clubs, Renowned Restaurants, Located in the Desirable Smithtown School District.

220 St. James Avenue N, Saint James

$839,000

The picture-perfect home with the white picket fence. Extensively renovated in 2022, this beautifully updated 5-bedroom, 2.5-bath residence blends charm with modern finishes throughout. Situated on a rare and expansive .67-acre property in the heart of St. James, the home features an open and inviting floor plan designed for both everyday living and entertaining. The main level offers a formal living room with fireplace, a spacious den with cathedral ceilings, and an open-concept kitchen and dining area. The kitchen is appointed with quartz countertops & custom cabinetry. Two bedrooms (possible first floor primary), full bath and a powder room complete the first floor, while the second level features three additional bedrooms and a renovated full bath. Nearly every aspect of the home was updated in 2022 & 2026, including the kitchen, bathrooms, windows, doors, siding, roof, fencing, mechanical systems, fixtures, and oil tank. The grounds offer exceptional outdoor space with expansive, level lawns, mature landscaping, a new paver patio, in-ground sprinkler system, and plenty of room for entertaining, recreation, or future enhancements. A detached two-car garage provides additional storage and convenience. A turnkey home offering the perfect combination of classic character, modern updates, and generous indoor and outdoor living spaces in a convenient St. James location. Will not last!

5 Beds ⋅ 3 Baths ⋅ 1007352 MLS

The picture-perfect home with the white picket fence. Extensively renovated in 2022, this beautifully updated 5-bedroom, 2.5-bath residence blends charm with modern finishes throughout. Situated on a rare and expansive .67-acre property in the heart of St. James, the home features an open and inviting floor plan designed for both everyday living and entertaining. The main level offers a formal living room with fireplace, a spacious den with cathedral ceilings, and an open-concept kitchen and dining area. The kitchen is appointed with quartz countertops & custom cabinetry. Two bedrooms (possible first floor primary), full bath and a powder room complete the first floor, while the second level features three additional bedrooms and a renovated full bath. Nearly every aspect of the home was updated in 2022 & 2026, including the kitchen, bathrooms, windows, doors, siding, roof, fencing, mechanical systems, fixtures, and oil tank. The grounds offer exceptional outdoor space with expansive, level lawns, mature landscaping, a new paver patio, in-ground sprinkler system, and plenty of room for entertaining, recreation, or future enhancements. A detached two-car garage provides additional storage and convenience. A turnkey home offering the perfect combination of classic character, modern updates, and generous indoor and outdoor living spaces in a convenient St. James location. Will not last!

238 Woodlawn Avenue, Saint James

$824,999

Incredible opportunity to own this magnificent oversized Colonial, ideally situated mid-block on an impressive .40 acre property in St. James! The exterior makes an immediate statement with striking architectural presence, an expanded blacktop driveway with Belgian block border, paving-stone walkway, cedar-impression siding, two-car attached garage, and a beautiful paving-stone front porch offering the perfect setting to relax and enjoy the outdoors. The spectacular, fully fenced backyard is built for entertaining and features a two-year-young saltwater in-ground swimming pool surrounded by an enormous sandstone paver patio, multiple defined entertaining areas, and a raised patio that creates additional outdoor living space. Inside, the home offers a bright, open floor plan that has been freshly painted and showcases gorgeous light hardwood flooring throughout the first floor. The stunning chef’s kitchen features custom white cabinetry extending to the ceiling, contrasting black hardware and finishes, quartz countertops, a beautiful glass-tile backsplash, stainless steel appliances including a built-in Sharp microwave, Sharp range, Sharp dishwasher, and LG refrigerator with water and ice dispenser, plus a large center island providing additional prep space, storage, and seating. The spacious eat-in kitchen also features a sliding glass door providing direct access to the incredible backyard. The kitchen flows seamlessly into an enormous den/great room highlighted by recessed lighting and a custom wood-burning fireplace with a dramatic cultured-stone surround, along with a conveniently located powder room. The first floor also offers a generously sized formal dining room flowing into the formal living room, complete with recessed lighting and abundant natural light. Upstairs, the enormous Primary suite features hardwood flooring, a ceiling fan, walk-in closet, and private Primary full bathroom with a glass-enclosed stand-up shower. The additional two bedrooms are spacious and feature hardwood flooring, ceiling fans, and custom molding. The oversized full basement with high ceilings provides tremendous additional potential and includes black stainless steel front-loading washer and dryer. Additional highlights include a one-year-young state-of-the-art forced-air heating and central cooling system, updated 200-amp electrical service with subpanel, two-car attached garage, and Smithtown School District. From the beautifully updated interior to the resort-style backyard and expansive property, this exceptional St. James Colonial offers an incredible combination of space, updates, functionality, and indoor-outdoor living!

3 Beds ⋅ 3 Baths ⋅ 1042862 MLS

Incredible opportunity to own this magnificent oversized Colonial, ideally situated mid-block on an impressive .40 acre property in St. James! The exterior makes an immediate statement with striking architectural presence, an expanded blacktop driveway with Belgian block border, paving-stone walkway, cedar-impression siding, two-car attached garage, and a beautiful paving-stone front porch offering the perfect setting to relax and enjoy the outdoors. The spectacular, fully fenced backyard is built for entertaining and features a two-year-young saltwater in-ground swimming pool surrounded by an enormous sandstone paver patio, multiple defined entertaining areas, and a raised patio that creates additional outdoor living space. Inside, the home offers a bright, open floor plan that has been freshly painted and showcases gorgeous light hardwood flooring throughout the first floor. The stunning chef’s kitchen features custom white cabinetry extending to the ceiling, contrasting black hardware and finishes, quartz countertops, a beautiful glass-tile backsplash, stainless steel appliances including a built-in Sharp microwave, Sharp range, Sharp dishwasher, and LG refrigerator with water and ice dispenser, plus a large center island providing additional prep space, storage, and seating. The spacious eat-in kitchen also features a sliding glass door providing direct access to the incredible backyard. The kitchen flows seamlessly into an enormous den/great room highlighted by recessed lighting and a custom wood-burning fireplace with a dramatic cultured-stone surround, along with a conveniently located powder room. The first floor also offers a generously sized formal dining room flowing into the formal living room, complete with recessed lighting and abundant natural light. Upstairs, the enormous Primary suite features hardwood flooring, a ceiling fan, walk-in closet, and private Primary full bathroom with a glass-enclosed stand-up shower. The additional two bedrooms are spacious and feature hardwood flooring, ceiling fans, and custom molding. The oversized full basement with high ceilings provides tremendous additional potential and includes black stainless steel front-loading washer and dryer. Additional highlights include a one-year-young state-of-the-art forced-air heating and central cooling system, updated 200-amp electrical service with subpanel, two-car attached garage, and Smithtown School District. From the beautifully updated interior to the resort-style backyard and expansive property, this exceptional St. James Colonial offers an incredible combination of space, updates, functionality, and indoor-outdoor living!

282 6th Avenue, Saint James

$824,000

Welcome to this beautifully renovated Saint James home where no expense has been spared. Every detail has been thoughtfully updated, featuring board and batten siding, Andersen windows, and gorgeous hardwood floors throughout. The designer two tone kitchen showcases vanilla and warm brown shaker wood cabinetry, elegant granite countertops, and stainless steel appliances. Both brand new bathrooms have sleek, modern design. Additional upgrades include In ground sprinklers, brand new central air conditioning, new electrical panels for both the house and pool, and a fully finished basement with outside entrance. Step outside to your private backyard oasis featuring a newly updated in ground pool with brand new liner, pump, filter and beautifully landscaped grounds. Ideally located just minutes from Smith Heaven mall, shopping, dining, parks, and major roadways. This home offers both convenience and an exceptional lifestyle. Situated within the highly regarded Smithtown School District! This truly move in ready home delivers luxury finishes, quality craftsmanship, and incredible value. POTENTIAL MOTHER DAUGHTER SET UP AND BASEMENT WITH OUTSIDE ENTRANCE!

4 Beds ⋅ 2 Baths ⋅ 1023804 MLS

Welcome to this beautifully renovated Saint James home where no expense has been spared. Every detail has been thoughtfully updated, featuring board and batten siding, Andersen windows, and gorgeous hardwood floors throughout. The designer two tone kitchen showcases vanilla and warm brown shaker wood cabinetry, elegant granite countertops, and stainless steel appliances. Both brand new bathrooms have sleek, modern design. Additional upgrades include In ground sprinklers, brand new central air conditioning, new electrical panels for both the house and pool, and a fully finished basement with outside entrance. Step outside to your private backyard oasis featuring a newly updated in ground pool with brand new liner, pump, filter and beautifully landscaped grounds. Ideally located just minutes from Smith Heaven mall, shopping, dining, parks, and major roadways. This home offers both convenience and an exceptional lifestyle. Situated within the highly regarded Smithtown School District! This truly move in ready home delivers luxury finishes, quality craftsmanship, and incredible value. POTENTIAL MOTHER DAUGHTER SET UP AND BASEMENT WITH OUTSIDE ENTRANCE!

273 Cambon Avenue, Saint James

$819,000

This unique property offers not one, but two separate dwellings on a beautifully half acre landscaped lot. The main residence is a well-maintained side-by-side split featuring 3 bedrooms, 2 full baths, hardwood floors, a cozy fireplace, and generous living space ideal for everyday comfort and entertaining. The second dwelling is a delightful 1–2 bedroom cottage complete with basement and attic and its own private yard and driveway—perfect for extended family, guests, or rental income opportunities. Enjoy outdoor living on the spacious back deck surrounded by mature trees, or unwind in the peaceful front yard on a dead end street. Whether you're looking for a multigenerational setup or an investment property, this versatile home is a rare find!

4 Beds ⋅ 3 Baths ⋅ 887076 MLS

This unique property offers not one, but two separate dwellings on a beautifully half acre landscaped lot. The main residence is a well-maintained side-by-side split featuring 3 bedrooms, 2 full baths, hardwood floors, a cozy fireplace, and generous living space ideal for everyday comfort and entertaining. The second dwelling is a delightful 1–2 bedroom cottage complete with basement and attic and its own private yard and driveway—perfect for extended family, guests, or rental income opportunities. Enjoy outdoor living on the spacious back deck surrounded by mature trees, or unwind in the peaceful front yard on a dead end street. Whether you're looking for a multigenerational setup or an investment property, this versatile home is a rare find!

11 Grove Avenue, Saint James

$799,990

Lovely home with a beautiful front porch set in a cul de sac. Spacious rooms hardwood floors, and 9 ft ceilings throughout. The updated custom eat in kitchen has an open plan feels with beautiful cabinets quartz counters tops and Stainless appliances. There is a spacious eating area with patio doors leading to the deck.The large family room has a wood burning fireplace and is open to the kitchen. The primary bedroom is big with a tray ceiling walk in closet and ensuite bathroom. There are three addtional bedrooms and updated main bathroom. The laundry area is conviently located on the second floor. The basement is full with outside entrance.There is two zone central air which has been updated . Set on shy one acre of level parklike fenced property with a large deck

4 Beds ⋅ 3 Baths ⋅ 1035173 MLS

Lovely home with a beautiful front porch set in a cul de sac. Spacious rooms hardwood floors, and 9 ft ceilings throughout. The updated custom eat in kitchen has an open plan feels with beautiful cabinets quartz counters tops and Stainless appliances. There is a spacious eating area with patio doors leading to the deck.The large family room has a wood burning fireplace and is open to the kitchen. The primary bedroom is big with a tray ceiling walk in closet and ensuite bathroom. There are three addtional bedrooms and updated main bathroom. The laundry area is conviently located on the second floor. The basement is full with outside entrance.There is two zone central air which has been updated . Set on shy one acre of level parklike fenced property with a large deck

4 Fable Road, Saint James

$799,000

Welcome Home to this cozy, beautifully updated 4-bedroom, 2.5 Baths Colonial in the desirable community of Saint James. Featuring a wonderful open floor plan, this home is designed for comfortable everyday living and effortless entertaining. The updated kitchen offers warm wood cabinetry, quartz countertops, stainless steel appliances, and plenty of space for cooking and gathering. Hardwood floors flow throughout the home, adding warmth and character. Laundry and half bath off kitchen. The spacious primary bedroom features a private en-suite bath with a walk-in shower and large walk-in closet. Three additional good-sized bedrooms and a full hall bath. The basement, accessible through bilco doors, offers excellent storage space. Outside, enjoy a large, fully fenced-in backyard, perfect for entertaining, relaxing, or enjoying outdoor activities. A wonderful combination of comfort, style, and functionality in a great location close to all amenities.

4 Beds ⋅ 3 Baths ⋅ 1014293 MLS

Welcome Home to this cozy, beautifully updated 4-bedroom, 2.5 Baths Colonial in the desirable community of Saint James. Featuring a wonderful open floor plan, this home is designed for comfortable everyday living and effortless entertaining. The updated kitchen offers warm wood cabinetry, quartz countertops, stainless steel appliances, and plenty of space for cooking and gathering. Hardwood floors flow throughout the home, adding warmth and character. Laundry and half bath off kitchen. The spacious primary bedroom features a private en-suite bath with a walk-in shower and large walk-in closet. Three additional good-sized bedrooms and a full hall bath. The basement, accessible through bilco doors, offers excellent storage space. Outside, enjoy a large, fully fenced-in backyard, perfect for entertaining, relaxing, or enjoying outdoor activities. A wonderful combination of comfort, style, and functionality in a great location close to all amenities.

136 Mills Pond Road, Saint James

$739,000

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Convenient distance to shops, restaurants and transportation with taxes under 9k! The stunning 2025 kitchen renovation is the centerpiece of the home. Showcasing natural quartzite countertops, full height backsplash, a 9 ft island with waterfall, professional grade appliances featuring a 6 burner gas range with vented hood. A bar area with beverage center and secondary workstation sink. Original hardwood floors run throughout the home. The fully enclosed, heated and air-conditioned front porch offers year-round enjoyment. The main level also features a formal living room, a full bathroom, recessed lighting, and efficient 4-zone heating and 3-zone cooling for personalized comfort. Upstairs, you'll find the three bedrooms, and another full bathroom, served by 3-zone heating and 2-zone cooling. The partially finished basement was completed in 2024 and provides additional living space. It has its own dedicated heating and cooling zone, along with a front-loading washer and gas dryer. A new high-efficiency Laars wall-mounted gas boiler was installed in 2025. In 2026, the home was fully insulated and finished with maintenance-free Cedar Impressions vinyl siding. The oversized detached two-car garage is equipped with a 60-amp subpanel, multiple 20-amp outlets, and hot and cold water with waste plumbing—ideal for a workshop or hobby space. The property also features a beautifully designed paver patio complete with a wet bar (2024)—perfect for entertaining, ample driveway parking, RV parking, hot and cold exterior water spigots. Additional highlights include Andersen® Thermopane windows, newer architectural roof, new exterior doors, 200-amp electrical service with generator hookup, wifi smart thermostats & porch lights, and eight surveillance cameras. Ideally located a short walk to Lake Avenues shop and restaurants. This home also offers beach rights to multiple Smithtown beaches, close proximity to parks, hiking trails and nature preserves. Situated in the highly regarded Smithtown Central School District.

3 Beds ⋅ 2 Baths ⋅ 1028816 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Convenient distance to shops, restaurants and transportation with taxes under 9k! The stunning 2025 kitchen renovation is the centerpiece of the home. Showcasing natural quartzite countertops, full height backsplash, a 9 ft island with waterfall, professional grade appliances featuring a 6 burner gas range with vented hood. A bar area with beverage center and secondary workstation sink. Original hardwood floors run throughout the home. The fully enclosed, heated and air-conditioned front porch offers year-round enjoyment. The main level also features a formal living room, a full bathroom, recessed lighting, and efficient 4-zone heating and 3-zone cooling for personalized comfort. Upstairs, you'll find the three bedrooms, and another full bathroom, served by 3-zone heating and 2-zone cooling. The partially finished basement was completed in 2024 and provides additional living space. It has its own dedicated heating and cooling zone, along with a front-loading washer and gas dryer. A new high-efficiency Laars wall-mounted gas boiler was installed in 2025. In 2026, the home was fully insulated and finished with maintenance-free Cedar Impressions vinyl siding. The oversized detached two-car garage is equipped with a 60-amp subpanel, multiple 20-amp outlets, and hot and cold water with waste plumbing—ideal for a workshop or hobby space. The property also features a beautifully designed paver patio complete with a wet bar (2024)—perfect for entertaining, ample driveway parking, RV parking, hot and cold exterior water spigots. Additional highlights include Andersen® Thermopane windows, newer architectural roof, new exterior doors, 200-amp electrical service with generator hookup, wifi smart thermostats & porch lights, and eight surveillance cameras. Ideally located a short walk to Lake Avenues shop and restaurants. This home also offers beach rights to multiple Smithtown beaches, close proximity to parks, hiking trails and nature preserves. Situated in the highly regarded Smithtown Central School District.

116 Railroad Avenue, Saint James

$725,000

Nestled on an expansive 12,195 sq. ft. fully fenced property in the heart of St. James and located within the highly acclaimed Smithtown School District, this beautifully maintained farmhouse style Cape Cod is the perfect place to call home. Offering 3 spacious bedrooms and 2 full bathrooms, this inviting residence blends timeless charm with thoughtful updates throughout. Beautifully refinished hardwood floors, a sun filled living room with recessed lighting, a formal dining room, and an updated kitchen create a warm and welcoming atmosphere that's ideal for both everyday living and entertaining. Main-floor laundry adds everyday convenience. The second-floor features three generously sized bedrooms, a full bathroom, a huge walk-in closet, and a large walk-up attic, providing exceptional storage and flexibility. A full basement offers even more storage space and endless possibilities. Step outside to enjoy your private fully fenced front and backyard, complete with a newly updated patio perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing while enjoying the oversized yard. Ideally located just minutes from the St. James LIRR station, shopping, restaurants, parks, and major roadways, this exceptional home offers the perfect combination of charm, space, convenience, and location. Don't miss the opportunity to own this move-in-ready gem in one of Long Island's most sought-after communities.

3 Beds ⋅ 2 Baths ⋅ 1026215 MLS

Nestled on an expansive 12,195 sq. ft. fully fenced property in the heart of St. James and located within the highly acclaimed Smithtown School District, this beautifully maintained farmhouse style Cape Cod is the perfect place to call home. Offering 3 spacious bedrooms and 2 full bathrooms, this inviting residence blends timeless charm with thoughtful updates throughout. Beautifully refinished hardwood floors, a sun filled living room with recessed lighting, a formal dining room, and an updated kitchen create a warm and welcoming atmosphere that's ideal for both everyday living and entertaining. Main-floor laundry adds everyday convenience. The second-floor features three generously sized bedrooms, a full bathroom, a huge walk-in closet, and a large walk-up attic, providing exceptional storage and flexibility. A full basement offers even more storage space and endless possibilities. Step outside to enjoy your private fully fenced front and backyard, complete with a newly updated patio perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing while enjoying the oversized yard. Ideally located just minutes from the St. James LIRR station, shopping, restaurants, parks, and major roadways, this exceptional home offers the perfect combination of charm, space, convenience, and location. Don't miss the opportunity to own this move-in-ready gem in one of Long Island's most sought-after communities.

214 1st Street, Saint James

$699,999

Welcome to 3 Bayberry Drive in the heart of Saint James! This beautifully updated home has been renovated from top to bottom within the last six years and offers the perfect blend of style, comfort, and functionality. The stunning kitchen, renovated in 2022, features quartz countertops, stainless steel appliances, custom tile backsplash, recessed lighting, glass display cabinetry, and thoughtful designer finishes throughout. The main bathroom was also completely updated in 2022. There is a full basement with an outside entrance. For added convenience, washer and dryer hookups are available on both the main level and in the basement. Additional updates include beautifully refinished hardwood floors on the main level (2022), central air conditioning on the main floor, and ductless split units in the basement for year-round comfort. Step outside to enjoy the private backyard retreat featuring a spacious deck leading to a large patio—perfect for entertaining guests, outdoor dining, or simply relaxing after a long day. Nestled in a picturesque, storybook neighborhood, this home offers a prime Saint James location close to everything the community has to offer. With countless updates and amenities throughout, this is truly a home that must be seen to be appreciated. Schedule your private showing today before this exceptional opportunity is gone!

3 Beds ⋅ 2 Baths ⋅ 1006934 MLS

Welcome to 3 Bayberry Drive in the heart of Saint James! This beautifully updated home has been renovated from top to bottom within the last six years and offers the perfect blend of style, comfort, and functionality. The stunning kitchen, renovated in 2022, features quartz countertops, stainless steel appliances, custom tile backsplash, recessed lighting, glass display cabinetry, and thoughtful designer finishes throughout. The main bathroom was also completely updated in 2022. There is a full basement with an outside entrance. For added convenience, washer and dryer hookups are available on both the main level and in the basement. Additional updates include beautifully refinished hardwood floors on the main level (2022), central air conditioning on the main floor, and ductless split units in the basement for year-round comfort. Step outside to enjoy the private backyard retreat featuring a spacious deck leading to a large patio—perfect for entertaining guests, outdoor dining, or simply relaxing after a long day. Nestled in a picturesque, storybook neighborhood, this home offers a prime Saint James location close to everything the community has to offer. With countless updates and amenities throughout, this is truly a home that must be seen to be appreciated. Schedule your private showing today before this exceptional opportunity is gone!

3 Bayberry Drive, Saint James

$685,000

Opportunity awaits in the heart of Saint James! This 4-bedroom, 1.5-bath home offers timeless character and incredible potential. Built in 1900 and in original condition, it's ready for your vision and updates. This historic property also features an oversized detached 3-car garage and a spacious workshop—ideal for hobbyists, contractors, car enthusiasts, or additional storage. Situated on a generous lot in a desirable location close to shopping, restaurants, parks, and transportation, this is a rare chance to restore a classic home and make it your own. Adjacent .13 acre lot included in the sale.

3 Beds ⋅ 2 Baths ⋅ 1020879 MLS

Opportunity awaits in the heart of Saint James! This 4-bedroom, 1.5-bath home offers timeless character and incredible potential. Built in 1900 and in original condition, it's ready for your vision and updates. This historic property also features an oversized detached 3-car garage and a spacious workshop—ideal for hobbyists, contractors, car enthusiasts, or additional storage. Situated on a generous lot in a desirable location close to shopping, restaurants, parks, and transportation, this is a rare chance to restore a classic home and make it your own. Adjacent .13 acre lot included in the sale.

174 Railroad Avenue, Saint James

$655,000

Enjoy maintenance-free luxury in the highly desirable Fairfield at St. James community. This pristine 2-bedroom ranch condo is completely updated from top to bottom, featuring a stunning new kitchen, modern baths, and newer AC and hot water tank. With no one living above you and an attached 1-car garage, this home offers rare convenience and privacy. The back patio opens to peaceful views with total rear privacy. A turnkey gem that is an absolute must-see! Community amenities galore!

2 Beds ⋅ 2 Baths ⋅ 1017062 MLS

Enjoy maintenance-free luxury in the highly desirable Fairfield at St. James community. This pristine 2-bedroom ranch condo is completely updated from top to bottom, featuring a stunning new kitchen, modern baths, and newer AC and hot water tank. With no one living above you and an attached 1-car garage, this home offers rare convenience and privacy. The back patio opens to peaceful views with total rear privacy. A turnkey gem that is an absolute must-see! Community amenities galore!

210 Elton Court W, Saint James

$649,000

.Welcome to 248 6th Avenue, a warm and inviting three-bedroom, two-full-bath ranch set on a beautiful, level 100 x 100 corner property in the Saint James Park section of St. James. Lovingly cared for by its longtime owner, this home feels comfortable the moment you walk through the door. Hardwood floors run throughout the home, while a large picture window fills the living room with natural light. The living and dining areas flow nicely into the updated kitchen featuring granite countertops, wood cabinetry, stainless steel appliances, gas propane cooking, recessed lighting, and a breakfast bar that's perfect for morning coffee or casual meals. Sliding doors lead to the deck and fenced backyard, creating an easy space for summer barbecues, entertaining, gardening, or simply relaxing outside. All three bedrooms feature hardwood floors, and the primary bedroom includes a double closet and private full bath. A full basement offers plenty of storage, plus great potential for a home gym, workshop, recreation area, or additional living space. Add in the attached garage, pull-down attic storage, and generous driveway, and there's room for just about everything. Conveniently located near Lake Avenue, the St. James LIRR station, local shops, restaurants, parks, and North Shore destinations. If you've been looking for comfortable one-level living with a great yard and a true neighborhood feel, 248 6th Avenue is ready to welcome you home.

3 Beds ⋅ 2 Baths ⋅ 1037603 MLS

.Welcome to 248 6th Avenue, a warm and inviting three-bedroom, two-full-bath ranch set on a beautiful, level 100 x 100 corner property in the Saint James Park section of St. James. Lovingly cared for by its longtime owner, this home feels comfortable the moment you walk through the door. Hardwood floors run throughout the home, while a large picture window fills the living room with natural light. The living and dining areas flow nicely into the updated kitchen featuring granite countertops, wood cabinetry, stainless steel appliances, gas propane cooking, recessed lighting, and a breakfast bar that's perfect for morning coffee or casual meals. Sliding doors lead to the deck and fenced backyard, creating an easy space for summer barbecues, entertaining, gardening, or simply relaxing outside. All three bedrooms feature hardwood floors, and the primary bedroom includes a double closet and private full bath. A full basement offers plenty of storage, plus great potential for a home gym, workshop, recreation area, or additional living space. Add in the attached garage, pull-down attic storage, and generous driveway, and there's room for just about everything. Conveniently located near Lake Avenue, the St. James LIRR station, local shops, restaurants, parks, and North Shore destinations. If you've been looking for comfortable one-level living with a great yard and a true neighborhood feel, 248 6th Avenue is ready to welcome you home.

248 6th Avenue, Saint James

$635,000

Charming Ranch on Oversized Lot in Desirable St. James! Welcome home to this warm and inviting 3-bedroom, 2-bathroom Ranch nestled on an oversized property in the heart of St. James. Offering the ease of single-level living paired with incredible expansive outdoor space, this home is perfect for both relaxed daily living and effortless entertaining. Features Main Level with Bright, fluid layout featuring three comfortable bedrooms and one full bathroom. Finished Basement: with Additional finished space and 2nd Full Bathroom. Outdoor Oasis is Set on an unusually deep/large lot. Limitless potential for a pool, outdoor kitchen, or garden expansion. Prime St. James Location: Enjoy proximity to local shops, dining, top-rated schools, and convenient LIRR access. Don’t miss this rare combination of prime St. James property.

3 Beds ⋅ 2 Baths ⋅ 1029446 MLS

Charming Ranch on Oversized Lot in Desirable St. James! Welcome home to this warm and inviting 3-bedroom, 2-bathroom Ranch nestled on an oversized property in the heart of St. James. Offering the ease of single-level living paired with incredible expansive outdoor space, this home is perfect for both relaxed daily living and effortless entertaining. Features Main Level with Bright, fluid layout featuring three comfortable bedrooms and one full bathroom. Finished Basement: with Additional finished space and 2nd Full Bathroom. Outdoor Oasis is Set on an unusually deep/large lot. Limitless potential for a pool, outdoor kitchen, or garden expansion. Prime St. James Location: Enjoy proximity to local shops, dining, top-rated schools, and convenient LIRR access. Don’t miss this rare combination of prime St. James property.

101 Lake Avenue, Saint James

111 Fairfield Drive Unit #111, Saint James

$599,999

Welcome to easy, one-level living in the sought-after Fairfield at St. James community! This beautifully maintained two-bedroom, two-full-bath ranch-style condo truly has it all—with no one living above you. The inviting layout features a spacious living room, dining room, updated eat-in kitchen with a skylight, a primary en suite, a generously sized second bedroom, and a separate laundry area. Two solar tubes fill the home with additional natural light, while ceramic tile and hardwood flooring flow throughout. The attached one-car garage offers convenient direct entry into the kitchen. Step outside to a beautiful paver patio with an electric awning, surrounded by lush, private landscaping—perfect for relaxing or entertaining. Ideally located across from additional parking. Enjoy exceptional community amenities, including a clubhouse, indoor pool, two outdoor pools, fitness center, library, billiards room, tennis, bocce, pickleball, and a nearby scenic trail. This one is not to be missed!

2 Beds ⋅ 2 Baths ⋅ 1048219 MLS

Welcome to easy, one-level living in the sought-after Fairfield at St. James community! This beautifully maintained two-bedroom, two-full-bath ranch-style condo truly has it all—with no one living above you. The inviting layout features a spacious living room, dining room, updated eat-in kitchen with a skylight, a primary en suite, a generously sized second bedroom, and a separate laundry area. Two solar tubes fill the home with additional natural light, while ceramic tile and hardwood flooring flow throughout. The attached one-car garage offers convenient direct entry into the kitchen. Step outside to a beautiful paver patio with an electric awning, surrounded by lush, private landscaping—perfect for relaxing or entertaining. Ideally located across from additional parking. Enjoy exceptional community amenities, including a clubhouse, indoor pool, two outdoor pools, fitness center, library, billiards room, tennis, bocce, pickleball, and a nearby scenic trail. This one is not to be missed!

111 Fairfield Drive Unit #111, Saint James

$595,000

Welcome to 376 Moriches Road in St. James, where small-town charm, North Shore convenience, and everyday comfort come together. St. James is known for its welcoming atmosphere, local restaurants, parks, beaches, shopping, rail access, and its close proximity to Stony Brook University, Stony Brook Hospital, Smith Haven Mall, and the Smithtown School District. This three-bedroom, two-bath ranch offers easy one-level living with hardwood floors, an eat-in kitchen with stainless steel appliances, bay windows in the kitchen and living room, Laundry on the main level just off the kitchen, and a full, partially finished basement that provides flexible space for a den, home office, gym, playroom, media room, guest area, or storage. Out back, the private fenced yard opens the door to a whole new level of everyday living. Picture summer barbecues, morning coffee on the patio, a fire pit area, garden beds, play space, room for pets, or even creating your own outdoor lounge where friends and family can gather. Whether you keep it simple or build out the backyard retreat you have always wanted, the space gives the next owner plenty of possibilities. With a newer roof and a great location close to town, parks, restaurants, shopping, beaches, and transportation, 376 Moriches Road is more than a home. It is a chance to enjoy the St. James lifestyle while creating the next chapter exactly the way you want it.

3 Beds ⋅ 2 Baths ⋅ 1020426 MLS

Welcome to 376 Moriches Road in St. James, where small-town charm, North Shore convenience, and everyday comfort come together. St. James is known for its welcoming atmosphere, local restaurants, parks, beaches, shopping, rail access, and its close proximity to Stony Brook University, Stony Brook Hospital, Smith Haven Mall, and the Smithtown School District. This three-bedroom, two-bath ranch offers easy one-level living with hardwood floors, an eat-in kitchen with stainless steel appliances, bay windows in the kitchen and living room, Laundry on the main level just off the kitchen, and a full, partially finished basement that provides flexible space for a den, home office, gym, playroom, media room, guest area, or storage. Out back, the private fenced yard opens the door to a whole new level of everyday living. Picture summer barbecues, morning coffee on the patio, a fire pit area, garden beds, play space, room for pets, or even creating your own outdoor lounge where friends and family can gather. Whether you keep it simple or build out the backyard retreat you have always wanted, the space gives the next owner plenty of possibilities. With a newer roof and a great location close to town, parks, restaurants, shopping, beaches, and transportation, 376 Moriches Road is more than a home. It is a chance to enjoy the St. James lifestyle while creating the next chapter exactly the way you want it.

376 Moriches Road, Saint James

$579,888

Welcome to this Charming & Loved home in the heart of Saint James! This beautifully updated and maintained colonial-style home features the following... A beautiful open floor plan with an oversized Living Room flowing into the Updated EIK w/ Quartz countertops and SS appliances, along with a convenient 1/2 bath powder room. Upstairs features the primary bedroom, 2 additional bedrooms and a full hall bathroom! The home offers a great layout with plenty of character & charm throughout. Additional features include…. 200 AMP electric, Natural Gas Heat (2 Zones - Burner 2011), Ductless Split AC Units (3 Units) & Anderson Windows throughout....This home is steps away to Shopping, Restaurants & LIRR ..... LOW TAXES TOO!

3 Beds ⋅ 2 Baths ⋅ 1044955 MLS

Welcome to this Charming & Loved home in the heart of Saint James! This beautifully updated and maintained colonial-style home features the following... A beautiful open floor plan with an oversized Living Room flowing into the Updated EIK w/ Quartz countertops and SS appliances, along with a convenient 1/2 bath powder room. Upstairs features the primary bedroom, 2 additional bedrooms and a full hall bathroom! The home offers a great layout with plenty of character & charm throughout. Additional features include…. 200 AMP electric, Natural Gas Heat (2 Zones - Burner 2011), Ductless Split AC Units (3 Units) & Anderson Windows throughout....This home is steps away to Shopping, Restaurants & LIRR ..... LOW TAXES TOO!

314 6th Avenue, Saint James

$499,999

Welcome to 10 Overton Pass! This 2-bedroom, 1-bath home offers a unique opportunity in desirable St. James/Head of the Harbor, with low taxes and natural gas heat. Set on a private lot in an established neighborhood, you’ll enjoy a welcoming community atmosphere close to shops, restaurants, parks, beaches, schools, and major roadways. The home offers plenty of potential, including the existing dormer upstairs, which provides an opportunity to create additional living space such as a bedroom, home office, loft, or sitting area. Whether you're a first-time buyer, investor, or looking to create something truly your own, 10 Overton Pass is ready for your vision!

2 Beds ⋅ 1 Baths ⋅ 1042098 MLS

Welcome to 10 Overton Pass! This 2-bedroom, 1-bath home offers a unique opportunity in desirable St. James/Head of the Harbor, with low taxes and natural gas heat. Set on a private lot in an established neighborhood, you’ll enjoy a welcoming community atmosphere close to shops, restaurants, parks, beaches, schools, and major roadways. The home offers plenty of potential, including the existing dormer upstairs, which provides an opportunity to create additional living space such as a bedroom, home office, loft, or sitting area. Whether you're a first-time buyer, investor, or looking to create something truly your own, 10 Overton Pass is ready for your vision!

10 Overton Pass, Saint James

326A Nissequogue River Road, Saint James

$499,000

History and Riverfront combine to create an unparalleled ambiance on this special property Prominently situated along the Nissequogue Riverfront. Rolling Lawn leads to River Level clearing previously home to the original estate horse paddock. Along the path to deeded river access stands what has been said to be the original rum running bunker room that fueled Smithtowns famed history.

824766 MLS

History and Riverfront combine to create an unparalleled ambiance on this special property Prominently situated along the Nissequogue Riverfront. Rolling Lawn leads to River Level clearing previously home to the original estate horse paddock. Along the path to deeded river access stands what has been said to be the original rum running bunker room that fueled Smithtowns famed history.

326A Nissequogue River Road, Saint James