Saint James Real Estate

Welcome to Saint James, a charming hamlet nestled in the heart of Suffolk County, New York. Located on the picturesque North Shore of Long Island, Saint James offers a delightful blend of suburban tranquility and vibrant community spirit. With its rich history and beautiful landscapes, this area is perfect for those seeking a serene lifestyle without sacrificing convenience.

Saint James boasts a variety of amenities that cater to all ages. The hamlet is home to several parks, including the scenic Caleb Smith State Park Preserve, which offers hiking trails, picnic areas, and opportunities for fishing and birdwatching. The community also features a selection of local shops, restaurants, and cafes, creating a warm and inviting atmosphere for residents and visitors alike.

Education is a priority in Saint James, with highly regarded schools that are part of the Smithtown Central School District, ensuring that families have access to quality education. The area is also well-connected to nearby towns, making commuting to New York City a breeze for professionals.

For those who appreciate the arts, Saint James is close to cultural attractions, including theaters and galleries, offering a variety of entertainment options. The hamlet’s community events, such as farmers' markets and seasonal festivals, foster a strong sense of belonging among residents.

In summary, Saint James is a hidden gem that combines natural beauty, community warmth, and accessibility. Whether you’re looking to settle down or invest in a property, Saint James is a place where you can truly feel at home. Come explore the charm of this lovely hamlet and discover why so many are proud to call it home!

Newest Listings in Saint James

$399,000

1 Beds ⋅ 1 Baths ⋅ 1030363 MLS

Welcome to 1203 Cabot Court, the greatest opportunity in one of Long Island’s most sought-after 55+ developments located in the heart in historic Saint James. This condo features 1 bedroom and 1 full bath. Design your own open layout to your personal taste. Plan where to locate your in-unit laundry & central air vents! Sliding glass doors lead to a private patio plus attached garage with storage & shared driveway with one space. The Fairfield at Saint James community provides resort-style amenities including a clubhouse, fitness center, basketball, tennis & new pickleball courts. Enjoy swimming no matter the season! The indoor pool is open during the winter season & two outdoor pools are open during the summer season. Residents enjoy a vibrant social calendar, there are beautifully manicured grounds, well maintained blacktop trails and benches run throughout this lush community affording residents ability to take in the lake views and water features throughout this secure gated community. The Fairfield which has 675 units built from the early 1970's throughout the 1990's offers low common charges, low taxes and is close proximity to Smith Haven Mall shopping, top dining, golf, Award Winning Stonybrook Hospital 4.7 miles away, beautiful North Shore beaches & major highways. Only 2.1 miles to Saint James LIRR Station for an easy commute to Manhattan. One can experience a comfortable lifestyle within a 30 minute drive to vineyards, farmstands & seasonal resorts throughout the coveted North Fork of Long Island. This opportunity of a lifetime will not last long!

1203 Cabot Court, Saint James

$499,000

2 Beds ⋅ 2 Baths ⋅ 1031076 MLS

Welcome to Fairfield at St. James, a desirable 55+ gated community! This spacious first-floor corner condo offers 2 bedrooms and 2 full baths with no one above. Enter into a foyer with large coat closet from your covered front porch. Enjoy an eat-in kitchen with stone countertops, dishwasher and electric oven with Microwave hood. A formal dining room comfortably fits a large table to seat 6+ and hutch. Spacious living room with sliders to a private patio. This unit has an in-unit washer and dryer, central air and electric heat. The patio features an awning and a charming garden area. Ideally located directly across from the clubhouse, pool and tennis courts!

302 Bentley Court W, Saint James

$990,000

4 Beds ⋅ 3 Baths ⋅ 1028829 MLS

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

4 Patricks Way, Saint James

$739,000

3 Beds ⋅ 2 Baths ⋅ 1028816 MLS

Welcome to this beautifully updated 3-bedroom, 2-bath home in the heart of St. James! Walking 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 it’s 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

$2,375,000

5 Beds ⋅ 4 Baths ⋅ 1027926 MLS

Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless character. The heart of the home is the stunning new kitchen, designed with a modern aesthetic that features sleek finishes, built-in Sub-zero refrigerator, Wolf oven, Jenn Air cooktop- with an intuitive layout perfect for both daily living and large-scale hosting. The large center island with seating, waterfall-edge quartz countertop and second sink invites entertaining on a grand scale, or just a perfect intimate gathering. The new picture window provides a panoramic view of the pristine outdoor, resort-like grounds. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor, and contemporary tiling, providing a spa-like experience in every corner of the house. The entertaining spaces include an expansive family room with access to the patio, an adjacent living room, and a bright, open sitting room off the kitchen with floor-to-ceiling windows looking out to the parklike property. The home provides comfort and style across the entire living space! Beyond the interior, the property serves as a private sanctuary. A brand-new patio leads to a sparkling pool with all new equipment installed in 2022, creating an outdoor oasis framed by mature trees and fenced-in expansive greenery. You will also find a dining pavilion offering shade and comfort, a bar, and a cabana with a changing area, bath and outdoor shower for added convenience. The commitment to quality is evident in the structural upgrades as well, including a new balcony off of the primary suite, new roof and the addition of owned solar panels for exceptional energy efficiency. The lower level reveals a fully finished basement, offering versatile space including a summer kitchen, home gym, media room and recreation area. With every detail meticulously addressed—from the expansive living spaces to the secluded acreage—this estate represents a rare opportunity to enjoy a turnkey lifestyle in one of the most sought-after locations on the North Shore. Note: please see the attached document for a full list of upgrades to this home!

5 Meadow Gate W, Saint James

$700,000

4 Beds ⋅ 2 Baths ⋅ 1027335 MLS

This Hi-Ranch Style Home Features 4 Bedrooms, 2 Full Baths, Formal Dining Room, Kitchen & 1 Car Garage. The information provided is estimated to the best of our abilities at this time.

47 Cleremont Avenue, Saint James

$749,999

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

$1,589,000

5 Beds ⋅ 4 Baths ⋅ 1024519 MLS

Spectacular 5 BR, 3.5 Bath Post-Modern Colonial in a premier 24hr gated community. This home has been extensively updated with incredible attention to detail. Features include brand-new solid oak hardwood floors throughout the entire house. The spacious kitchen is beautifully updated with a brand-new dishwasher, a high-efficiency exhaust fan, and sleek new countertops with a deep-basin sink. Enjoy a grand open layout, sun-drenched principal rooms, a family room with a fireplace, and a massive primary suite. Pristine 0.41-acre property with a 3-car garage and full basement. Resort-style community amenities include a private clubhouse, sparkling pool, fitness center, and Playground. Smithtown School District. Impeccably maintained with too many updates to list—this turn-key gem feels brand new!

35 Monterrey Drive, Saint James

$849,000

4 Beds ⋅ 2 Baths ⋅ 1023804 MLS

MOTHER DAUGHTER SET UP AND BASEMENT WITH OUTSIDE ENTRANCE! 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.

273 Cambon Avenue, Saint James

$649,000

2 Beds ⋅ 2 Baths ⋅ 1021169 MLS

Ground Floor Unit In Beautiful 55 + Fairfield At St James Community.All New Updated Unit,Move In Ready,Cul de sac Location,Added Privacy,High Ceilings,Natural Light,One Car Attached Garage,Private Patio With Sliding Doors,Primary Suite With Large Closets. Amenities Include Clubhouse, Pool,Tennis Court,And Fitness Center. No Pets Allowed Policy.

1205 Gotham Drive, Saint James

$429,000

1 Beds ⋅ 1 Baths ⋅ 1022072 MLS

Bright 1 Bedroom Unit in the Highly-Desired Fairfield Saint James 55+ Community. Features an Eat-In Kitchen with Granite Counters, Large Walk-In Pantry and Washer/Dryer. Spacious Living Room with Sliders to Patio. Generous-Sized Bedroom with Walk-in Closet and Primary Bathroom. Community Amenities include: Community Pool, Clubhouse Activities, Trips, Bus Service to Senior Center, Shopping, and other Locations. Walking Trail, Tennis Courts, Bocce, Billiards, Gym and a Variety of Other Activities.

606 Flair Court W, Saint James

$685,000

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

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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.