Refine Search
Map
Sort by
$2,200,000
4 Beds ⋅ 4 Baths ⋅ 965701 MLS
Welcome to a unique compound, this stunning Craftsman home showcases an airy open-concept layout with soaring ceilings and elegant rift and quartered oak flooring thoughout, known for its beauty and long-lasting durability. A state-of-the-art custom kitchen will bring out your inner chef, featuring top-tier appliances including a Thermador double-door refrigerator, Thermador 6-burner gas range, double oven, microwave drawer, dual sinks, and dual dishwashers—ideal for entertaining and everyday living. The main level includes a spacious primary suite with cathedral ceilings, a steam shower, rain head, and custom walk-in closet. Two additional bedrooms share a beautifully appointed full bath with an air-jet tub and rain shower. A dedicated home office sits just off the entryway for added convenience, and the large loft and basement both offer plumbing for future customization—ideal for adding bathrooms, guest suites, or flexible living space. The main living area is exquisitely custom in design with a floor to ceiling stone gas fireplace that enhance the open layout effortlessly connecting classic elegance with contemporary comfort, an entertainer's dream, with a spacious dining area, custom built-ins, exquisitely crafted and designed with the finest of materials and craftmanship that provides both warmth and charm. The six-car garage is a car enthusiast’s dream, featuring three 10-foot garage doors, over 20-foot ceilings, epoxy floors, heating and cooling, and a 2-post service lift and a 4-post storage lift. A custom dog-washing station add utility, while built-in storage and a separate septic system ensure maximum functionality. The fully equipped pool house offers year-round comfort with custom built-ins, central air and heat, a luxurious bath with a walk-in shower and soaking tub, washer/dryer, and a spacious loft and additional lower level storage/basement with outside entry. Outside, the professionally landscaped grounds feel like a private retreat—complete with mature plantings, a serene pool, and a sun-soaked sandy area beneath a handcrafted palapa. A pair of sliding doors open the kitchen to a covered bluestone patio featureing a charming wood-burning fireplace and a custom vinyl wall enclosure system that can be installed for cozy winter use, offering year-round outdoor living of the home. Additional features include a full house generator, a hi-tech security and Sono surround systems throughout the whole house and property, Navien boilers, radiant heated floors throughout the home, foam spray insulation and soaring ceilings. This serene oasis is a perfect place to find peace and privacy surrounded by beautiful specimen and mature plantings, truly a magnificent mini estate.

120 Cambon Avenue, Saint James
$2,000,000
6 Beds ⋅ 5 Baths ⋅ 947418 MLS
Impeccably Maintained Inside and Out - Welcome to this stately and sophisticated 6-bedroom, 5.5-bath custom-built colonial. Thoughtfully crafted with timeless design and today’s comforts in mind, this home offers both elegance and elevated everyday living. Perfectly positioned on a quiet cul-de-sac street, this stunning residence offers beautifully designed, expansive living spaces just minutes from Long Island Sound beaches, fine dining, boutique shopping, and convenient transportation. From the moment you enter through the grand double doors into the dramatic two-story foyer, you're greeted by elegant architectural details—featuring a custom wood and wrought iron staircase, 10' ceilings throughout, and gleaming Brazilian cherry hardwood flooring that flows gracefully throughout the home. Every element reflects exceptional craftsmanship and refined design. The rooms remain 10' Height in Upstairs and also in the Walk Out Finished Basement. The formal dining rooms set the stage for elegant entertaining, filled with natural light and complemented by refined finishes. The formal living room, centered around a classic fireplace, offers an ideal space for intimate gatherings. At the heart of the home lies the gourmet chef’s kitchen—thoughtfully designed with professional-grade stainless steel appliances, granite countertops, a central island, and rich cherrywood cabinetry—perfect for both culinary creativity and effortless entertaining. Open to the kitchen, the inviting family room radiates warmth, creating a seamless flow for everyday comfort or hosting guests. The luxurious primary suite offers a true retreat, complete with a spacious walk-in closet and spa-like ensuite bath featuring dual vanities, a soaking tub, and an oversized glass-enclosed shower. Five additional bedrooms offer flexibility for guest accommodations, home offices, or creative spaces. A full basement with a separate outside entrance opens the door to endless possibilities—whether it be a home gym, theater, or private living quarters. A full attic provides generous storage. Escape outside to a private backyard paradise—an entertainer’s dream. The professionally landscaped setting features a heated saltwater in-ground pool, and multiple paver patios, creating an ideal environment for summer fun, alfresco dining, and unforgettable gatherings. Additional highlights include central air conditioning, a central vacuum system, and an oversized 2-car garage with ample storage, and "House and Gardens" beautiful backyard with specimen trees and plantings. Luxury, space, and lifestyle converge in this one-of-a-kind home. Set on a peaceful cul-de-sac street in a prime location, this extraordinary Colonial offers the perfect blend of grandeur and everyday comfort. A rare opportunity to own a home of this caliber awaits the most discerning buyer.

4 Celestial Court, Saint James
$1,600,000
6 Beds ⋅ 5 Baths ⋅ 994674 MLS
Exceptional custom-built brick colonial set on shy 3 private acres,Located in the private Village of Nissequogue offering timeless elegance and quality craftsmanship throughout. This expansive residence features 6 spacious bedrooms and 4.5 baths, including a luxurious primary suite with a stunning marble bath. Cathedral ceilings and rich oak flooring flows throughout the home, complemented by two grand staircases and sophisticated architectural details. Designed for both entertaining and everyday living, the home boasts formal living and dining rooms, a gourmet eat-in kitchen, private home office, and a warm limestone wood-burning fireplace. The finished basement with 9-foot ceilings provides expansive additional living and recreation space, plus another full bathroom. Additional features include Generac propane generator with buried in ground propane tanks. Rear sliders bring you to a well appointed backyard retreat featuring a bluestone patio, in-ground pool with waterfall and beautifully landscaped grounds offering ultimate privacy and custom brick work. additional highlights include a 3-car garage and generously sized rooms throughout. A rare opportunity to own a remarkable estate-style home combining luxury, comfort, and privacy in one of Suffolk county's most exclusive neighborhoods. Taxes include the Village of Nissequogue

2 Spring Hill Road, Saint James
$1,580,000
4 Beds ⋅ 3 Baths ⋅ 976762 MLS
Beautiful Colonial style home on a professionally landscaped one acre lot in desirable Saint James, bordering a private nature preserve! Home features cathedral/vaulted ceilings, 4/5 bedrooms, 3 baths, gourmet kitchen w/ granite countertops & high-end appliances/double ovens, formal dining room, living room, master bedroom suite w/ 2 large custom-built walk-in closets & spacious updated bathroom w/fireplace, hardwood floors throughout. The home also features 4 skylights, 2 fireplaces, central VAC, large family room. Backyard includes large L-Shaped in-ground pool w/waterfall, Patio w/ outdoor kitchen & fire pit. Perfect for entertaining! Full basement w/ 9'ft ceiling. Close to school, beaches, parks, dining, shopping, LIRR.

6 Ashleigh Drive, Saint James
$1,480,000
4 Beds ⋅ 3 Baths ⋅ 1029957 MLS
Calling all cash buyers. Discover a property with tremendous potential. Close to all and ideal for investors, first time homebuyers or anyone looking for a low risk opportunity.

54 Branglebrink Road, Saint James
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 975454 MLS
Welcome to this Stunning Renovated 4-Bedroom 3-Bath Expanded Ranch, nestled at the end of a cul-de-sac in the coveted Head of the Harbor Village. Sitting on 2+ Tranquil Acres, this move-in ready home features hardwood floors throughout, 2 spacious living room/great room areas, a wood-burning fireplace, a formal dining room, newly installed 200 AMP electrical panel and a full basement adding substantial additional space and versatility. Step outside to the professionally curated landscaping, manicured gardens, elegant paver patios, striking rock walls, and landscape lighting creating a truly picturesque backdrop. An in-ground pool enhances the resort-like ambiance offering a private retreat. Surrounded by natural beauty and set in one of the North Shore’s most coveted communities, this exceptional property delivers privacy, style, and timeless appeal.

25 Pinoak Lane, Saint James
$1,325,000
5 Beds ⋅ 3 Baths ⋅ 992792 MLS
Mills Pond Estates! Move right into this 5 BR, 3 BA sprawling ranch located in the highly desired Mills Pond Estates! Entertain to your hearts content in the open-concept kitchen with white cabinetry, vaulted ceilings, SS appliances and opens to the den with fireplace and wet bar. Brand new sliders (2026) lead out to a gorgeous paver patio (2024) and IG SW pool with new liner (2025), new plumbing (2024), new pump (2025) and new loop-loc cover (2025)! Updated baths, CAC 2017 (new compressors 2025), Gas heat (2024) and water heater (2024). Brand new driveway 2020. Paver walkway (2024.) Basement has higher ceilings. Solar panels keep monthly bills low. "Room for in-laws" with proper permits. Very rare opportunity for a sprawling ranch in this incredible community.

11 Arrowood Drive, Saint James
$1,325,000
4 Beds ⋅ 3 Baths ⋅ 963330 MLS
Picture-perfect Center Hall Yablonski Colonial set on a flat, meticulously landscaped acre. This mint-plus residence showcases major renovations, blending timeless style with modern efficiency. The home boasts a new roof with leaf-proof gutters, new James Hardy siding, new windows and doors, all new bathrooms, new or refinished floors throughout, and new air conditioning. Designed for both elegant entertaining and everyday living, the home offers generously sized gathering rooms with new ceiling lights, hardwood floors on the first and second floors, a gourmet remodeled kitchen, and a warm, inviting den anchored by a wood-burning fireplace, a large bank of windows overlooking the back yard, and a sliding door to the young deck. Laundry has been moved to the main floor in a newly created mud room with external access to the driveway, as well as a walk-in pantry with sink. The finished lower level has new waterproof LVT flooring and provides exceptional additional space for recreation, media, workshop, work/craft space, storage, and hosting guests. Plumbing exists to add an additional full bathroom. An attached two-car garage adds convenience, including new electric garage heater, new Race Deck garage flooring, new garage doors, and a new 2nd electrical panel, while the fully fenced backyard serves as a private outdoor retreat. Enjoy a spacious new deck overlooking the spectacular 26' x 46' in-ground pool, complete with a waterfall feature, new heater, new loop-lock cover, and recent liner—ideal for summer entertaining. A new 10’ x 16’ shed with electricity can be used as a garden shed or as a pool house. Perfectly positioned near shopping, dining, wineries, beaches, and the LIRR, this exceptional property offers comfort, style, and convenience in one beautiful package.

277 River Road, Saint James
$1,180,000
4 Beds ⋅ 3 Baths ⋅ 989461 MLS
Move right into this spectacular 4 BR, 2.5 BA colonial in the heart of St. James! The designer kitchen is white, bright and spacious and boasts SS appliances and 9 foot ceilings, and opens up to a sunken den with gas fireplace. Wood floors flow seamlessly through most of the first floor, which overlooks the pristine country club yard with IG saltwater, heated pool, spacious paver patio and koi pond. Upstairs has a primary en-suite with a spacious bathroom with soaking tub and vanity. Three additional charming and spacious bedrooms. Full attic, finished basement, brand new CAC, Andersen Windows, whole house water filtration system. The is the one you have been waiting for!

119 6th Street, Saint James
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 1005233 MLS
Welcome Home to this meticulous Colonial featuring hardwood floors throughout and exceptional updates inside and out. Set on a beautifully landscaped, fully fenced property, this home offers the perfect blend of comfort, space, and entertaining amenities. Highlights include vinyl siding just 3 years young, oil tank 5 years young, separate hot water heater, CAC with heat pump, alarm system, IGS, new shed, and a 2-car garage. The first floor welcomes you with an inviting Entry, Formal Living Room with elegant French doors, Formal Dining Room, and a spacious Den featuring a wood-burning fireplace. The Eat-In Kitchen boasts granite countertops, center island, stainless steel appliances, and hi-hats. A Mud Room/Office with laundry and outside entrance adds convenience and functionality. The second floor offers a spacious Primary Bedroom with Full Bathroom, along with 3 additional large bedrooms and a beautifully updated Full Bathroom featuring double sinks and a deep soaking tub. The full finished basement provides endless possibilities with a recreation room, full bathroom, and abundant storage space. Step outside to your private backyard oasis surrounded by mature trees, featuring a stunning 2-tier Trex deck, in-ground 16x32 pool, plenty of grassy area, and room to entertain all summer long.

1 Regal Court, Saint James
$1,100,000
5 Beds ⋅ 4 Baths ⋅ 956648 MLS
Nestled beside the Head of the Harbor at the pinnacle of Saint James, this is a rare chance to own within one of the area’s most exclusive enclaves comprised of just 42 distinguished residences where privacy, prestige, and opportunity converge. Set on a full builder’s acre, this expansive 3,681 sq. ft. estate offers exceptional flexibility for professionals, executives, or anyone seeking to craft a truly bespoke retreat. The stately five bedroom, four bath residence features generous proportions throughout, including a full basement with soaring nine foot ceilings and an oversized two car garage. The home offers a solid foundation while presenting an exciting canvas for thoughtful updates and refined luxury enhancements tailored to modern living. With coveted lower St. James taxes and a prime location within the Head of the Harbor area, this property represents a rare opportunity to reimagine a classic estate into a custom masterpiece where scale, setting, and long term value are becoming increasingly hard to find.

6 Cedarfield Terrace, Saint James
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 973229 MLS
Welcome to this stunning 3-bedroom ranch, built in 2019 and nestled within the prestigious gated community of Hamlet Estates at Saint. James, offering 24/7 security and resort-style living. Designed with an open floor plan and high ceilings throughout, this home is filled with natural light from oversized, transom-topped windows. The elegant primary suite features a tray ceiling, walk-in closets, and an ensuite bath with jetted soaking tub and separate shower. A private wing of the home offers two additional bedrooms and a full bath, perfect for guests or extended family. Thoughtful details include recessed lighting throughout and custom security upgrades for a camera system. Full lower level with high ceilings provides additional space & storage. Two car Garage. Enjoy outdoor entertaining & privacy on the lushly landscaped .41 acres of property. Residents of this fabulous community will also enjoy world-class amenities including a luxurious clubhouse with gathering rooms, fitness center, pool, tennis courts, putting green, paddle boats, and bocce ball. With a carefree lifestyle just minutes from shopping, dining, and parkways, this home offers the perfect blend of sophistication, comfort, and convenience.

39 Hamlet Woods Drive, Saint James
$1,020,000
3 Beds ⋅ 4 Baths ⋅ 1017995 MLS
Welcome to 20 Oak Street Saint James, an Energy Efficient home. ZERO DEPENDENCY ON OIL, due to newly installed 100% owned Tesla Solar Panels, that include 2 Powerwall rechargeable home batteries, that stores energy generated by the solar panels. It provides emergency backup during grid outages, powers your home at night, and maximizes energy independence by reducing reliance on utility companies. Heating is now provided by a new Samsung High Temperature Air-to-Water Heat Pump, that are initially powered by the Solar Panels, and residually by the electric company provider. The new roof, Anderson windows, as well as newly painted and recently updated insulated stucco exterior, all add to this home’s overall energy efficiency. As you enter the homes foyer, the ceramic tile there has radiant heat, which continues throughout the kitchen on the main floor. Off the foyer you enter a huge living room, with a beautiful wood burning fireplace, formal dining room as well as a den. Moving on, is a huge eat in kitchen with high- end Kitchen Aid appliances and Corian countertops. Upstairs is a large main bedroom suite, including a terrace overlooking the yard. In addition, there are 2 additional nice sized bedrooms and bath. The partially finished basement offers a half bath, laundry area, utilities, as well as direct walk out access out to the yard. The fenced in yard includes a spectacular heated pool, an adjacent fabulous Koi pond, and additional yard space, including a newly installed swing set. Finally, this home has benefited by substantial investments in energy efficiency, comfort, reliability, and long term durability. The combination of Tesla Solar generation, battery back up, and modern heat pump system, provides significant value in lowering the utility bills on this beautiful home. `A MUST SEE!

20 Oak Street, Saint James
$999,999
4 Beds ⋅ 3 Baths ⋅ 985202 MLS
Welcome to this spacious Colonial home, gracefully set on .55 acres of level, park-like property. Inside, you’ll find generously sized rooms enhanced by hardwood flooring. The large, sun-filled eat-in kitchen features warm wood cabinetry, Corian countertops, and stainless steel appliances—perfectly designed for both everyday living and entertaining. An inviting den with a stunning stone, wood-burning fireplace and custom built-in cabinetry creates a cozy and sophisticated gathering space. Even the thoughtfully designed laundry room elevates daily living, transforming routine tasks into an effortless and enjoyable experience. The primary suite offers a private retreat with an en-suite bath and a walk-in closet, while three additional bedrooms provide comfortable accommodations for family or guests. Recent improvements include newer roof, hot water heater and new pool liner. Step outside to a tranquil fenced backyard with built in pool ideal for quiet relaxation or gracious entertaining in a serene, natural setting. This spacious and welcoming home seamlessly blends comfort, functionality, and modern updates. Nearby is the local shopping district, fine dining, town beaches, and Stony Brook University and Medical Center. Smithtown Schools

27 Richie Court N, Saint James
$995,000
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
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
$977,500
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
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
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
$950,000
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
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
$932,500
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
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
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
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
$900,000
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
$886,000
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
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
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
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

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.