Saint James Real Estate

Welcome to Saint James, New York—a charming hamlet nestled in the heart of Suffolk County. Known for its picturesque landscapes and tight-knit community, Saint James offers a delightful blend of suburban tranquility and vibrant local culture. With its tree-lined streets, beautiful parks, and friendly neighborhoods, it’s no wonder this area is a sought-after destination for families and professionals alike.

Saint James boasts a rich history, with roots dating back to the 17th century. Today, the community is characterized by its quaint shops, diverse dining options, and a variety of recreational activities. The local parks, such as the expansive Caleb Smith State Park, are perfect for outdoor enthusiasts, offering opportunities for hiking, fishing, and picnicking amidst nature’s beauty.

Education is a cornerstone of the Saint James community, with access to highly-rated schools that prioritize student development and success. Families appreciate the commitment to quality education and the nurturing environment that fosters growth.

Conveniently located just a short drive from the bustling towns of Smithtown and Port Jefferson, residents enjoy easy access to shopping, dining, and entertainment. The Long Island Rail Road provides a quick commute to New York City, making it an ideal spot for those who work in the city but seek the serenity of suburban living.

Whether you’re drawn to Saint James for its community spirit, natural beauty, or convenient location, you’ll find that this charming hamlet is a wonderful place to call home. Explore the possibilities and discover the unique charm that Saint James has to offer!

Newest Listings in Saint James

$599,999

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

$495,000

1 Beds ⋅ 2 Baths ⋅ 1051285 MLS

Completely renovated and truly turnkey: a one-bedroom, one-and-a-half-bath condo with a one-of-a-kind view of the tree-lined Cabot Path in Fairfield at St. James, Saint James's premier gated 55+ community. Every major system in this home is new. A brand-new Bosch HVAC system with all-new ductwork, new hot water heater, and new attic insulation mean efficiency and peace of mind from day one. The brand-new kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a shelved pantry closet, and in-unit laundry. Both designer baths are new, including a beautifully appointed primary en suite. Finishing touches throughout include new hi-hat lighting, new ceiling fans, and custom chair rail moulding. A shelved storage shed adds everyday convenience. Life here feels like your own private mini city. Residents enjoy tennis and pickleball courts, two outdoor pools plus a heated indoor pool, a fitness center, sauna, billiards room, craft room, and clubhouse — all behind the gates on beautifully maintained grounds. The value is just as compelling: low taxes with a school tax refund, and a $313 monthly maintenance that includes water, internet and basic cable, snow removal, grounds maintenance, gutter cleaning, and dryer vent cleaning every two years. Nothing to do but unpack. Homes with this level of renovation and this view rarely come to market.

1101 Cabot Court N, Saint James

$1,595,000

5 Beds ⋅ 4 Baths ⋅ 1050942 MLS

Introducing 6 Cedarfield Terrace in beautiful St. James—an exceptional opportunity in one of the area’s most distinguished enclaves. With just 42 residences, this rare setting offers a balance of prime location, effortless connectivity, and exceptional privacy, pairing convenience with the tranquility of a private retreat. Masterfully reimagined, this 5 bedroom, 4 full bathroom residence encompasses approximately 4,000 square feet of sophisticated living space on a full builder’s acre. Sun filled interiors showcase warm white oak floors, soaring ceilings, new windows, a new roof and siding, and elevated finishes throughout. The first-floor primary suite offers a true hotel-like experience, featuring dramatic vaulted ceilings, two walk-in closets, and a beautifully appointed luxurious bathroom. A private guest wing near the garage provides a secluded retreat for guests, a home office, or flexible living space. At the heart of the home, a stunning chef’s kitchen features skylights, a center island, spacious eat-in area, and walk-in pantry. Upstairs, a spectacular loft with soaring ceilings, exposed wood beams, white oak floors, and generous closet space creates a versatile setting for a playroom, media room, or additional living area. A 9 foot ceiling basement spanning 1,678 sqft, along with a perfectly situated two-car garage, provides exceptional usability and abundant storage space. Located within the highly regarded Smithtown Central School District, with coveted lower St. James taxes and an enviable Head of the Harbor location, 6 Cedarfield Terrace offers a rare combination of scale, privacy, refined design, and an exceptional setting. Just minutes from Stony Brook Village’s renowned restaurants and shops, and close to Stony Brook University Hospital, the property offers unparalleled convenience. Enjoy easy access to Stony Brook Beach, West Meadow Beach, and the scenic waterfront of the North Shore, perfectly complementing this exceptional coastal lifestyle.

6 Cedarfield Terrace, Saint James

$1,349,000

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

$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

A 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, New Water Heater September 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

$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

Start Your Search

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.