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$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
$1,599,990
5 Beds ⋅ 5 Baths ⋅ 1038556 MLS
Rare offering in Mills Pond Estates. Situated in a quiet cul de sac sits this beautifully maintained post modern gem. Soaring entry foyer, Formal living room with vaulted ceilings, banquet dining room, custom gourmet kitchen with custom cabinetry, granite counters, sub-zero refrigerator, Dacor double over and gas range, two dishwashers, wine bar with sink and wine refrigerator and large center island and spacious dining area. The kitchen flows into a cozy family room with wood burning fireplace/wood stove... countless memories will be made in this beautiful, flowing ,open living space. The first floor affords a fifth bedroom or, as currently used, a custom built and designed office space with desks and cabinetry and full bath. Office leads to the back yard making the space ideal for guests or nanny or a quick rinse after a dip in the pool. Enjoy your primary suite with amble closet space and newer beautifully tiled bath with walk in shower, soaking tub, dual vanity, radiant heat floors, towel warming bar and state of the art commode. Three additional spacious bedrooms and newer full bath with similar features.. beautiful tile, radiant heat floors, heated towel bar and state of the art commode. The home affords you all of the amenities you would expect. Efficient gas heat ( new in 2024) Newer roof (2023), Andersen windows, CAC, IGS, CVAC, Surround Sound and lighting controlled from your phone, Extensive hardscaping, patios and outdoor kitchen with gas BBQ... Lazy mountain lake salt water pool with new liner and new gas heater... to much to list and must be seen! All this in the desired and sought after Hamlet of St. James with it's neighborly Lake Ave and restaurant row on 25A.... Visit Avalon, The St. James General Store, local North Shore Beaches, Kayak the Nissequogue River.. take a short ride to Stony Brook Village with its shops, restaurants, museums and the Jazz Loft or the New England like harbor front Port Jefferson Village with it's ferry to New England.. The North Shore affords you the best in health care with Stony Brook Hospital, St. Catherine's, Mather Hospital and St. Charles hospital all a short car ride away. Stony Brook University also offers an array of activities from athletics events to events and shows at the Staller and Wang Center. Hop on the LIRR and in no time you're in the most exciting city in the world! Did we mention the acclaimed Smithtown School District. A lifetime of memories will be made in this home. It's why Mills Pond Estates homes rarely come up for sale.

5 Kenwood Lane, Saint James
$499,999
2 Beds ⋅ 1 Baths ⋅ 1042098 MLS
Welcome to 10 Overton Pass! This 2-bedroom, 1-bath home offers a unique opportunity in desirable St. James/Head of the Harbor, with low taxes and natural gas heat. Set on a private lot in an established neighborhood, you’ll enjoy a welcoming community atmosphere close to shops, restaurants, parks, beaches, schools, and major roadways. The home offers plenty of potential, including the existing dormer upstairs, which provides an opportunity to create additional living space such as a bedroom, home office, loft, or sitting area. Whether you're a first-time buyer, investor, or looking to create something truly your own, 10 Overton Pass is ready for your vision!

10 Overton Pass, Saint James
$649,000
3 Beds ⋅ 2 Baths ⋅ 1037603 MLS
.Welcome to 248 6th Avenue, a warm and inviting three-bedroom, two-full-bath ranch set on a beautiful, level 100 x 100 corner property in the Saint James Park section of St. James. Lovingly cared for by its longtime owner, this home feels comfortable the moment you walk through the door. Hardwood floors run throughout the home, while a large picture window fills the living room with natural light. The living and dining areas flow nicely into the updated kitchen featuring granite countertops, wood cabinetry, stainless steel appliances, gas propane cooking, recessed lighting, and a breakfast bar that's perfect for morning coffee or casual meals. Sliding doors lead to the deck and fenced backyard, creating an easy space for summer barbecues, entertaining, gardening, or simply relaxing outside. All three bedrooms feature hardwood floors, and the primary bedroom includes a double closet and private full bath. A full basement offers plenty of storage, plus great potential for a home gym, workshop, recreation area, or additional living space. Add in the attached garage, pull-down attic storage, and generous driveway, and there's room for just about everything. Conveniently located near Lake Avenue, the St. James LIRR station, local shops, restaurants, parks, and North Shore destinations. If you've been looking for comfortable one-level living with a great yard and a true neighborhood feel, 248 6th Avenue is ready to welcome you home.

248 6th Avenue, 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
$635,000
3 Beds ⋅ 2 Baths ⋅ 1029446 MLS
Charming Ranch on Oversized Lot in Desirable St. James! Welcome home to this warm and inviting 3-bedroom, 2-bathroom Ranch nestled on an oversized property in the heart of St. James. Offering the ease of single-level living paired with incredible expansive outdoor space, this home is perfect for both relaxed daily living and effortless entertaining. Features Main Level with Bright, fluid layout featuring three comfortable bedrooms and one full bathroom. Finished Basement: with Additional finished space and 2nd Full Bathroom. Outdoor Oasis is Set on an unusually deep/large lot. Limitless potential for a pool, outdoor kitchen, or garden expansion. Prime St. James Location: Enjoy proximity to local shops, dining, top-rated schools, and convenient LIRR access. Don’t miss this rare combination of prime St. James property.

101 Lake 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 entire 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. Off the kitchen, enjoy casual meals in the glass-enclosed dining area. The main floor also features a formal dining room, a bedroom and full bathroom, in addition to the entertaining spaces, which include an expansive family room with fireplace and 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. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor in the primary suite, and contemporary tiling, providing a spa-like experience in every corner of the house. The home's electric service has been upgraded to 450 amp in 2022, and also has a whole house natural gas generator, providing comfort along with 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 across the 2 acre property. 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, new full bathroom, 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. This Head of the Harbor home is surrounded by the charm of Nissequogue, Smithtown, Saint James and Stony Brook. Imagine days spent exploring local beaches, enjoying waterfront activities, or unwinding at nearby fine dining establishments, vineyards and local parks. For boating enthusiasts, this lifestyle is a dream come true. Note: please see the attached document for a full list of upgrades to this home!

5 Meadow Gate W, Saint James
$725,000
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
$824,000
4 Beds ⋅ 2 Baths ⋅ 1023804 MLS
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. POTENTIAL MOTHER DAUGHTER SET UP AND BASEMENT WITH OUTSIDE ENTRANCE!

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
$2,499,000
6 Beds ⋅ 4 Baths ⋅ 1019623 MLS
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 exceptional privacy in the heart of Saint James. Designed with extraordinary attention to detail, this exceptional 6-bedroom, 4-bath residence blends timeless architecture with refined modern luxury, showcasing soaring ceilings, elegant living spaces, thoughtfully curated finishes, distinctive copper roof accents, and impeccable craftsmanship throughout. Additional highlights include a gourmet chef’s kitchen and an expansive lower level with 9-foot ceilings and egress, offering endless possibilities. Every detail reflects quality, comfort, and thoughtful design, creating a truly one-of-a-kind home that must be experienced in person. Available color upgrade through builder.

301 Old Mill Road, Saint James
$2,049,000
4 Beds ⋅ 4 Baths ⋅ 1014240 MLS
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 Covered Front Porch leads into a Double Height Entry Foyer. Offering Four Bedrooms, Four Full Baths, a Family Room with Wood Burning Fireplace, Hardwood Floors, Built-ins & Custom Millwork Throughout. Private Den, First Floor Full Bath, Primary Ensuite with Two Walkin Closets, Propane Fireplace, Private Balcony & Custom Private Bath with Shower, Whirlpool Tub, Bidet & More. Three Additional Bedrooms on Second Floor & Brand-New Full Bathroom. Finished Basement 9' Ceilings with Custom Millwork, Outside Entrance, Custom Bar, Office, Full Bath, Movie Theatre & Much More. Bucolic Rear Yard Encompasses a Double Height Paver Patio, Outdoor Kitchen, Rear Awning, 35x35' Saltwater Heated Inground Pool with Waterfall, Covered Entertainment Area, Tennis Court with Pickleball & Basketball. Rear Stadium Lighting, Built-in Fireplace, Elevated Gazebo, Two Car Detached Garage & Rear Pool House Area. Four Car Garage Total. 400 Amp Electric. Two Zones CAC, two 275 Gallon Oil Tank in Basement. Central Vacuum, Low Line Septic, Built-in Fishtank. Mature Landscaping, Landscape Lighting, Architectural Roof, Pool Table & Much More. Must See to Appreciate. All information to be verified independently by Buyer/Agent. Inquire About CO's.

67 Sunny Road, Saint James
$799,000
4 Beds ⋅ 2 Baths ⋅ 1013005 MLS
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 Heart Of St. James. This Stunning Home Has Been Thoughtfully Redesigned From Top To Bottom With Today’s Buyer In Mind. The Brand-New Kitchen Showcases Elegant White Maple Cabinetry With Crown Moulding And Custom Lighting, Sleek Quartz Countertops, A Custom Tile Backsplash, And Stainless Steel Appliances—Creating A Clean, Sophisticated Space Ideal For Both Everyday Living And Entertaining. Throughout The Home, You’ll Find A Seamless Combination Of Large-Format Tile And Rich Hardwood Flooring, Complemented By Recessed LED Lighting That Enhances The Bright, Open Feel. Both Full Bathrooms Have Been Beautifully Customized With Custom Tile And Quartz Finishes, Delivering A Spa-Like Experience. Major Upgrades Provide Peace Of Mind, Including A New Roof, Cedar Shake Vinyl Siding, Windows, 200 Amp Electric Service And New Heating And Cooling HVAC Systems. Additional Conveniences Include A Stackable Washer/Dryer And Flexible First-Floor Bedroom With Generous Closet Space—Perfect For Guests, Home Office Use, Or Multi-Generational Living, And A Finished Lower Level For Playroom, Media Room, Or Creative Space. Step Outside Through Sliding Doors Off The Dining Area To A Convenient Patio And Fully Fenced Quarter-Acre Backyard With Shed, Offering Ample Space For Outdoor Gatherings, Recreation, Or Future Enhancements. A Single-Car Garage Completes The Package. Ideally Located Less Than A Mile From The St. James LIRR Station And Just Minutes From Shopping, Top Tier Dining, And All The Amenities Of The Smith Haven Mall, This Home Delivers Both Lifestyle And Location. A True Turnkey Opportunity—Simply Unpack And Enjoy.

10 Curlin Lane, Saint James
$1,699,000
4 Beds ⋅ 8 Baths ⋅ 1008427 MLS
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 with a full walk-out basement, three-car attached garage, and a build quality that is visible in every room: oak, marble, and porcelain floors throughout; custom millwork and moldings on every level; Wolf appliances and granite counters in the kitchen; three gas fireplaces, including one anchoring the Lynx outdoor kitchen on the rear terrace; a whole-house generator sized for a home this large; and a residential three-stop elevator serving all levels. The home is fully ADA-compliant and handicapped accessible, engineered into the original build from the foundation up, not retrofitted as an afterthought. The entry foyer establishes the scale immediately — two-story ceiling, custom staircase, hardwood flooring, millwork that carries through the entire main level. The kitchen is organized around Wolf cooking equipment, Sub-Zero-class refrigeration, granite counters, and custom cabinetry built to ceiling height. The rear of the house opens to the pond from the kitchen and main living areas — the sightline was designed deliberately, so the view is part of the daily experience of the home, not reserved for the terrace. Two gas fireplaces on the upper levels; the third anchors the outdoor Lynx kitchen, which turns the rear terrace into a four-season entertaining space with the pond as a backdrop. The lower level is a finished, walk-out floor in its own right. It houses an endless pool and resistance swim system, a dedicated spa room, and a full bathroom — with natural light, grade-level access to the rear yard, and direct sightlines to the pond. This is not a converted storage space. It is a fourth functional level with a specific purpose. Four bedrooms, seven full baths and one half bath. Every bedroom has a private bath. The primary suite is pond-facing on the upper floor. Ten total rooms. The three-stop elevator eliminates the vertical movement problem that makes most three-story homes harder to live in than they look on paper — groceries, luggage, laundry, and daily circulation across levels all become straightforward. The accessible design and flexible floor plan make this home genuinely adaptable across any configuration of use. Hamlet Estates is a gated community of approximately 85 homes with 24-hour guard-staffed entry, a 9,300-square-foot clubhouse, resort-style pool and spa, lighted tennis courts, full fitness center, basketball court, bocce, playground, lakeside putting green, and two community lakes with paddle boats. The pond this home sits on is one of them — a community amenity that 38 Hamlet Woods has exclusive proximity to. HOA common charges apply.

38 Hamlet Woods Drive, Saint James
$1,999,999
5 Beds ⋅ 5 Baths ⋅ 992489 MLS
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 functional layout with a first-floor bedroom and full bath, formal dining room, living room, and an open kitchen with granite countertops, center island, and eat-in area leading to a large family room with fireplace. The second level includes a primary suite with walk-in closets and a private bath, along with additional generously sized bedrooms. Additional highlights include hardwood flooring, crown molding, high ceilings, central air, and natural gas heating. The full finished basement offers additional living space with a lavatory. Exterior features include a 3-car garage, private driveway, and an in-ground pool. Conveniently located near major roadways, shopping, and Smithtown schools.

2 Deepwells Lane, Saint James
$899,888
10 Beds ⋅ 5 Baths ⋅ 933897 MLS
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 fireplace, Gas heat, CAC-system. This unique house sits 032 acre of the flat lot close downtown of Saint James, train station. Needs 24 Hours Noticed to show, Appointment only!

474 Route 25A, Saint James
$1,399,000
804359 MLS
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 with multiple working areas and office space. The second floor consists of two one-bedroom updated apartments with lots of sunlight throughout, approximately, 1,630 +/- square feet of residential space on the second floor. Additional parking room/lot for the autobody part of the building. Contact agents for more information.

400 Lake Avenue, Saint James
$750,000
3 Beds ⋅ 3 Baths ⋅ L3591496 MLS
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 Area Perfect For Entertaining. Upstairs, You'll Find A Private Primary Bedroom Suite For Added Comfort. Situated On A Beautifully Landscaped Lot, with a heated in ground pool. This Home Blends Style And Functionality.

10 Marchant Drive, 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.