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St. James Homes and Condos for Sale

Nestled on the picturesque North Shore of Long Island, the Town of Smithtown, New York, is a vibrant community offering a perfect blend of history, charm, and modern amenities. With approximately 117,801 residents as of the 2010 Census, Smithtown encompasses several delightful neighborhoods, including the charming hamlet of St. James.

St. James, with its serene ambiance and rich heritage, is a sought-after destination for families and individuals alike. Once a bustling vacation spot frequented by notable figures like Ethel and Lionel Barrymore, John Barrymore, Myrna Loy, Irving Berlin, and Buster Keaton, St. James still exudes an old-world charm. Its historic allure is evident in landmarks like the renowned St. James General Store, a testament to its vibrant past and the oldest continuously operating general store in the nation. Additionally, the community boasts several structures listed on the National Register of Historic Places, adding to its character and appeal.

Spanning 4.5 square miles of pristine land, St. James offers an array of housing options to suit every lifestyle and budget. From cozy co-ops with an average listing price around $322,500 to spacious condos and townhomes priced near $536,000, there's something for everyone. Multi-family homes, averaging around $379,000, provide flexibility and investment potential, while single-family residences, with an average listing price of $709,500, offer the ideal setting for raising a family or enjoying a peaceful retreat.

Families considering a move to St. James will appreciate its excellent school districts, renowned for their academic excellence and supportive learning environments. With access to top-rated schools, children receive a quality education that lays the foundation for future success.

Beyond its residential offerings, St. James boasts a vibrant culinary scene, with an eclectic mix of restaurants and cafes serving up delicious cuisine to satisfy every palate. From cozy bistros to family-friendly eateries, there's no shortage of dining options to explore.

For those who love to shop, St. James offers a variety of boutiques, specialty stores, and shopping centers, making it easy to find everything you need just minutes from home. Whether you're searching for the latest fashion trends or unique gifts, you'll find it all within reach.

Outdoor enthusiasts will delight in St. James' natural beauty and recreational opportunities. With parks, hiking trails, and scenic waterfront areas, there's plenty to explore and enjoy year-round. Plus, the town's convenient location provides easy access to nearby beaches, golf courses, and other outdoor attractions.

With its rich history, welcoming community, and convenient amenities, St. James, New York, offers the perfect blend of small-town charm and modern convenience. Whether you're searching for your dream home or planning to raise a family, St. James has something for everyone. Contact us today to learn more about the homes for sale in this enchanting community.

Latest St. James Homes and Condos for Sale

301 Old Mill Road, Saint James image
301 Old Mill Road, Saint James $2,699,000

Welcome to 301 Old Mill Road, a masterfully crafted custom-built new construction nestled on a private lot backing directly to protected preserve land, offering exception...

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  • 6 Beds
  • 4 Baths
  • 1019623 MLS
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15 The Chase, Saint James image
15 The Chase, Saint James $2,399,000 ▼

Nestled within one of Long Island’s most coveted North Shore enclaves, 15 The Chase presents a rare opportunity to experience refined estate living in the prestigious Vil...

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  • 6 Beds
  • 5 Baths
  • 1010665 MLS
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5 Meadow Gate W, Saint James image
5 Meadow Gate W, Saint James $2,375,000

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 unp...

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  • 5 Beds
  • 4 Baths
  • 1027926 MLS
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67 Sunny Road, Saint James image
67 Sunny Road, Saint James $2,049,000

Exceptional Custom Estate in the Heart of St. James Proper, Situated on 1 Acre of Meticulously Maintained & Landscaped Property with a Resort Style Bucolic Yard. A Cover...

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  • 4 Beds
  • 4 Baths
  • 1014240 MLS
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2 Deepwells Lane, Saint James image
2 Deepwells Lane, Saint James $1,999,999 ▼

Welcome to this spacious 5-bedroom, 5-bath Colonial set on 1.70 acres in the desirable Head of the Harbor section of Saint James. This 4,788 sq ft home features a functio...

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  • 5 Beds
  • 5 Baths
  • 992489 MLS
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38 Hamlet Woods Drive, Saint James image
38 Hamlet Woods Drive, Saint James $1,699,000

Built in 2010 by Quality Features Inc. to a specification meaningfully above the base community standard, this is a 4,610-square-foot colonial on three above-grade levels...

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  • 4 Beds
  • 8 Baths
  • 1008427 MLS
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15 Stillwater Road, Saint James image
15 Stillwater Road, Saint James $1,599,999

Nestled on over 2 private, level acres in the prestigious Village of Nissequogue, this beautifully maintained center hall Colonial offers 6 bedrooms, 4.5 baths, and an ex...

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  • 6 Beds
  • 5 Baths
  • 1021330 MLS
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21 Astor Avenue, Saint James image
21 Astor Avenue, Saint James $1,599,000 ▼

21 Astor Ave Is Located In The Heart Of Saint James Within The Desirable Smithtown School District. This Custom Built And Architecturally Appealing 6 Bedroom, 3.5 Bath Co...

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  • 6 Beds
  • 4 Baths
  • 948811 MLS
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35 Monterrey Drive, Saint James image
35 Monterrey Drive, Saint James $1,589,000

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 in...

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  • 5 Beds
  • 4 Baths
  • 1024519 MLS
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400 Lake Avenue, Saint James image
400 Lake Avenue, Saint James $1,399,000 ▼

Mixed Use building containing 4,500 square feet commercial space on the ground floor which includes an Existing Auto Body Shop and Beauty Supply Store on the ground floor...

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  • 804359 MLS
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14 Hillside Avenue, Saint James image
14 Hillside Avenue, Saint James $1,169,000 ▼

Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy...

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  • 4 Beds
  • 3 Baths
  • 966893 MLS
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122 4th Street, Saint James image
122 4th Street, Saint James $1,099,000

Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on...

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  • 4 Beds
  • 3 Baths
  • 936825 MLS
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41 Astor Avenue, Saint James image
41 Astor Avenue, Saint James $1,095,000 ▼

Set on .61 acres of flat, beautifully landscaped property in the Hamlet of St. James, this well maintained center-hall Colonial combines timeless charm with spacious livi...

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  • 4 Beds
  • 3 Baths
  • 1001456 MLS
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11 Annemarie Drive, Saint James image
11 Annemarie Drive, Saint James $999,999

Set on over half an acre at the end of a quiet Saint James cul-de-sac, this 4 bedroom, 2.5 bath, 3,313 square foot newer construction center hall colonial offers space, f...

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  • 3 Beds
  • 3 Baths
  • 1010352 MLS
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474 Route 25A, Saint James image
474 Route 25A, Saint James $990,888 ▼

Builder special extended family with plenty of living space, Hord wood floor through out on the first floor. Home features 10 bedrooms, 4.5 Bathrooms, 2 car garages firep...

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  • 10 Beds
  • 5 Baths
  • 933897 MLS
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4 Patricks Way, Saint James image
4 Patricks Way, Saint James $990,000

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 gra...

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  • 4 Beds
  • 3 Baths
  • 1028829 MLS
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273 Cambon Avenue, Saint James image
273 Cambon Avenue, Saint James $849,000

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 ...

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  • 4 Beds
  • 2 Baths
  • 1023804 MLS
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238 Woodlawn Avenue, Saint James image
238 Woodlawn Avenue, Saint James $839,000 ▼

The picture-perfect home with the white picket fence. Extensively renovated in 2022, this beautifully updated 5-bedroom, 2.5-bath residence blends charm with modern finis...

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  • 5 Beds
  • 3 Baths
  • 1007352 MLS
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28 King Arthurs Court, Saint James image
28 King Arthurs Court, Saint James $839,000 ▼

Elegant and inviting expanded ranch featuring numerous recent updates and spacious living throughout. Expanded in 2009, the home offers generously sized bedrooms and a la...

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  • 3 Beds
  • 2 Baths
  • 999791 MLS
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10 Marchant Drive, Saint James image
10 Marchant Drive, Saint James $775,000 ▼

Charming 3 Bedroom, 3 Bathroom Cape With a Thoughtfully Designed Layout. The Main Level Features Two Bedrooms, A Bright Living Room, A Well-Equipped Kitchen, And A Dining...

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  • 3 Beds
  • 3 Baths
  • L3591496 MLS
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10 Curlin Lane, Saint James image
10 Curlin Lane, Saint James $765,000 ▼

Welcome To 10 Curlin Lane, A Completely Gut-Renovated 4 Bedroom 2 Full Bathroom Colonial Offering The Perfect Blend Of Modern Design, Comfort, And Convenience In The Hear...

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  • 4 Beds
  • 2 Baths
  • 1013005 MLS
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214 1st Street, Saint James image
214 1st Street, Saint James $749,999

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...

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  • 3 Beds
  • 2 Baths
  • 1026215 MLS
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116 Railroad Avenue, Saint James image
116 Railroad Avenue, Saint James $739,000

Totally redone 3 BR, 2 full bath Craftsman, New Custom EIK, natural quartzite countertops, matching full height backsplash, waterfall center island, SS professional appli...

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  • 3 Beds
  • 2 Baths
  • 1028816 MLS
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47 Cleremont Avenue, Saint James image
47 Cleremont Avenue, Saint James $700,000

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...

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  • 4 Beds
  • 2 Baths
  • 1027335 MLS
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3 Bayberry Drive, Saint James image
3 Bayberry Drive, Saint James $699,999

Welcome to 3 Bayberry Drive in the heart of Saint James! This beautifully updated home has been renovated from top to bottom within the last six years and offers the perf...

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  • 3 Beds
  • 2 Baths
  • 1006934 MLS
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174 Railroad Avenue, Saint James image
174 Railroad Avenue, Saint James $685,000

Opportunity awaits in the heart of Saint James! This 4-bedroom, 1.5-bath home offers timeless character and incredible potential. Built in 1900 and in original condition,...

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  • 3 Beds
  • 2 Baths
  • 1020879 MLS
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1205 Gotham Drive, Saint James image
1205 Gotham Drive, Saint James $649,000

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 C...

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  • 2 Beds
  • 2 Baths
  • 1021169 MLS
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376 Moriches Road, Saint James image
376 Moriches Road, Saint James $600,000

Welcome to 376 Moriches Road in St. James, where small-town charm, North Shore convenience, and everyday comfort come together. St. James is known for its welcoming atmos...

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  • 3 Beds
  • 2 Baths
  • 1020426 MLS
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260 Old Mill Road, Saint James image
260 Old Mill Road, Saint James $499,000

Build Your Dream Home in Spectacular and Peaceful Nissequogue Village. Building permit was issued on 12/9/25. Located in the heart of the serene and prestigious Nissequog...

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  • 856152 MLS
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606 Flair Court W, Saint James image
606 Flair Court W, Saint James $429,000

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....

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  • 1 Beds
  • 1 Baths
  • 1022072 MLS
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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.

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