Saint James Real Estate

Welcome to Saint James, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet, part of the vibrant Town of Smithtown, offers a perfect blend of suburban tranquility and easy access to urban amenities. With its picturesque tree-lined streets and welcoming community spirit, Saint James is an ideal place for families, professionals, and retirees alike.

Saint James boasts a rich history that dates back to the 18th century, and you can still see remnants of its past in the beautifully preserved architecture and quaint shops that dot the area. The town is known for its strong sense of community, with local events and festivals that bring residents together throughout the year. From farmers' markets to holiday parades, there’s always something happening that fosters connection and camaraderie.

Nature lovers will appreciate the abundance of parks and recreational areas in and around Saint James. The nearby Caleb Smith State Park Preserve offers hiking trails, picnicking spots, and opportunities for birdwatching, making it a perfect escape for outdoor enthusiasts. Additionally, residents enjoy easy access to beautiful beaches along the North Shore, where they can soak up the sun or partake in water activities.

Education is a priority in Saint James, with highly-rated schools that offer exceptional academic programs and extracurricular activities. Families can feel confident in the educational opportunities available to their children.

With its charming atmosphere, excellent schools, and a strong sense of community, Saint James is not just a place to live; it's a place to thrive. Come explore the warmth and beauty of this delightful hamlet, and discover why so many are proud to call Saint James home!

Newest Listings in Saint James

$425,000

1 Beds ⋅ 1 Baths ⋅ 1049800 MLS

Incredible opportunity to enjoy a maintenance-free lifestyle in the highly desirable Fairfield 55+ community in St. James! This first-floor condominium offers a spacious living room, an inviting kitchen with wood cabinetry, a bright and sunny eating area, and a generously sized pantry. The nicely sized bedroom features wall-to-wall carpeting and a walk-in closet. The updated bathroom includes a wood vanity and linen tower, along with a convenient walk-in shower featuring a comfortable built-in seat. Ideally located just a short distance from the clubhouse, this home offers access to resort-style amenities designed for active adult living. Enjoy indoor and outdoor pools, a fitness center, clubhouse, library, billiards room, card room, tennis courts, pickleball courts, walking trails, a gazebo, and a full calendar of social activities and events. Conveniently located near shopping, dining, transportation, and all that the surrounding area has to offer, this exceptional community provides the perfect blend of comfort, convenience, and an active lifestyle. Come discover all that Fairfield has to offer!

403 Cabot Court E, Saint James

$979,000

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

$1,350,000

3 Beds ⋅ 2 Baths ⋅ 1048649 MLS

Welcome to a truly extraordinary St. James residence where timeless elegance meets modern luxury. This stunning 3-bedroom, 2-bath ranch has been meticulously transformed from the ground up, creating a home that feels brand new while offering the warmth, character and comfort of an established property. Every inch has been thoughtfully renovated and no detail has been overlooked. From the moment you arrive, the quality and craftsmanship are evident. The home features a new roof, windows, interior and exterior doors, skylights, siding, trim, gutters, driveway and extensive new brickwork. New insulation, 200-amp electric service, HVAC, buried electrical lines and new cesspools provide peace of mind, while a whole-house generator adds another level of convenience. Inside, every space has been beautifully reimagined with new wood flooring, custom closets, plantation shutters and exceptional trim work throughout. The walls and ceilings have been completely redone, creating a pristine backdrop for the home’s luxurious finishes. The gourmet kitchen features premium Wolf and Sub-Zero appliances, Bosch dishwasher and exquisite quartzite countertops, with granite surfaces throughout the remaining areas. The renovated bathrooms offer a spa-like experience, with the primary bath showcasing porcelain tile, a stunning marble shower and heated floors. Technology and convenience are seamlessly incorporated with central vacuum, including a garage connection, whole-home network system with WiFi extenders in the attic, 15-zone IGS system and brand-new washer and dryer. The basement includes a dedicated home gym with its own AC and heat and WiFi readiness. But the true showstopper awaits outside. Step into your own private country club-style retreat featuring a sparkling in-ground pool, tranquil Koi pond, expansive deck and fully equipped outdoor kitchen — the ultimate setting for entertaining, relaxing poolside or enjoying quiet evenings under the stars. The outdoor experience is enhanced by beautiful landscape lighting, extensive brickwork and thoughtfully designed spaces throughout. Pool filter and Koi pond filter have been updated, and the pool heater is approximately four years old. This is a rare opportunity to own a home where the renovation, infrastructure and luxury upgrades have already been completed to an exceptional standard. Truly turnkey. Truly exceptional. And unlike anything else. Welcome home to your own private retreat in the heart of St. James.

7 King Arthurs Court, Saint James

$850,000

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

$519,000

2 Beds ⋅ 2 Baths ⋅ 1047751 MLS

This upper-level, true two bedroom, two full bath residence offers 1,292 square feet of spacious, thoughtfully designed living space in diamond condition. True hardwood floors flow through the main living areas and bedrooms, while eat in kitchen features granite countertops, and Fridgidaire Gallery stainless steel appliances. The generous L-shaped living and dining room is filled with natural light from its southern exposure, with sliding glass door opening to a private covered terrace. The primary bedroom includes a walk-in closet and an on-suite bathroom with a walk in shower and two pedestal sinks. The guest bathroom features a jacuzzi tub. Additional conveniences include a brand new HVAC system installed June 2026 and a full size LG washer and dryer 2023.Beautifully maintained and truly move-in ready. This home is ready for its next owner. Fairfield at St James is an established, gated 55+ community centrally located near major shopping, restaurants, theaters, beaches, boating and golf. Community amenities include a newly updated pickleball and tennis courts, bocce, outdoor shuffle board, gardening, outdoor pools, indoor pools, fitness room. Don't miss the chance to enjoy an active, connected lifestyle-or simply relax and appreciate everything this community has to offer.

704 Fenway Road, Saint James

$824,999

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

$579,888

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

$799,000

3 Beds ⋅ 3 Baths ⋅ 1026187 MLS

Magnificent Colonial features Entry foyer, Living rm, formal Dining rm currently used as a den, Eat in kitchen with Stainless steel appliances & plenty of cabinets, Laundry area with bonus closet space, 1st floor full bathroom. Bonus area on 1st floor currently used as a 4th bedrrom. 2nd floor features Large primary bedroom suite with a full bathroom & 2 additional s pacious bedrooms and 3rd updated Full baths. A Partial full basement with 2 crawl areas also. Backyard with mature trees for privacy.

21 Sailer Street, Saint James

$759,900

4 Beds ⋅ 3 Baths ⋅ 1043024 MLS

Welcome to this spacious 4 bedroom with 2.5 baths Raised Ranch offering plenty of room to enjoy. This home boasts beautiful hardwood floors and a wood burning fireplace creating a warm and inviting atmosphere. The home features year-round comfort with gas heating and central A/C. The lower level has additional living space for entertainment with an outside entrance. The garage was converted to additional versatile living space. Step outside to your own backyard retreat featuring a deck and above ground pool which is perfect for relaxing on summer days. Ideally located in close proximity to Gaynor Park, schools, Lake Ave shopping and the train station for your convenience. This is a true dream to call home!

49 McKinley Street, Saint James

$749,990

3 Beds ⋅ 1 Baths ⋅ 1041719 MLS

Situated on a dead end street, nearly an acre of property in the heart of St. James, this unique 3-bedroom ranch offers space, versatility, and an incredible opportunity for horse lovers! The property is zoned for up to two horses and features a fully functional 12' x 26' barn with electricity—a standout feature! The property also includes an oversized 18' x 23' garage, providing plenty of additional space for vehicles, storage, a workshop, hobbies, or equipment. Inside, you'll find a charming and inviting home featuring a renovated kitchen, beautiful hardwood floors, and a stunning floor-to-ceiling indoor/outdoor fireplace that brings warmth and character to the living space. Enjoy the privacy and possibilities that come with having nearly an acre of land, all while being conveniently located in the heart of St. James. Whether you're an equestrian, need room for your hobbies and toys, or simply dream of having more property, this is a rare opportunity you won't want to miss!

4 Sunny Road, Saint James

$1,498,000

5 Beds ⋅ 5 Baths ⋅ 1033980 MLS

Built in 2018, this custom Colonial offers approximately 4,300 square feet of thoughtfully designed living space on a beautifully landscaped 0.53-acre property within the prestigious gated community of Hamlet Estates in Saint James. Combining quality construction, modern energy-efficient design, and an exceptional floor plan, the residence features five bedrooms, four full bathrooms, one half bath, a three-car attached garage, and spacious interiors designed for comfortable everyday living and entertaining. The welcoming entry leads to bright, open living spaces highlighted by a dramatic family room with cathedral ceilings, creating an impressive sense of volume and natural light. Formal living and dining areas, a home office, and a first-floor guest suite provide flexibility for today's lifestyle, while the thoughtfully designed layout accommodates both daily living and large gatherings. The gourmet eat-in kitchen is appointed with custom cabinetry, granite countertops, stainless steel appliances, and generous workspace, making it equally suited for casual meals and entertaining. The adjoining family room serves as the heart of the home, while the expansive paved patio and professionally landscaped backyard offer serene views of a picturesque lake, creating a tranquil backdrop for seamless indoor-outdoor living. The primary suite offers a private retreat complete with a spa-inspired bath featuring a Jacuzzi tub, while a second primary-style suite on the first floor enhances the home's versatility for multigenerational living or long-term guests. The remaining bedrooms are generously sized and well served by the home's four-and-a-half-bath layout. Additional highlights include a full basement with approximately 10-foot ceilings offering exceptional finishing potential, ENERGY STAR-qualified construction and mechanical systems, insulated windows and doors, smart thermostat technology, central air conditioning, natural gas heating, central vacuum system and an attached three-car garage. These features combine to provide both long-term efficiency and modern comfort. Hamlet Estates is an exclusive gated community offering 24-hour guard-staffed security and an outstanding collection of resort-style amenities, including a clubhouse, outdoor swimming pool, fitness center, sauna, tennis courts, basketball court, putting green, paddle boats, and beautifully maintained common grounds. Residents also benefit from the highly regarded Smithtown Central School District, making this one of the area's premier luxury communities. HOA common charges apply.

29 Hamlet Woods Drive, Saint James

$499,998

1 Beds ⋅ 1 Baths ⋅ 1034423 MLS

55+gated community of Fairfield at Saint James. The brand new update ranch home offers one car garage, a special primary bedroom with walk in closet and eat in updated kitchen with large window. New appliances only one year new. The club house offers two outdoor pools, a fitness center, an indoor pool, library and much more....

708 W Cabot Court Unit #708, Saint James

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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.