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5 Monitor Road, Smithtown
$689,999
2 Beds ⋅ 3 Baths ⋅ 1058725 MLS
Welcome to Willow Wood at Smithtown, a remarkable townhouse development featuring the stunning Apple Wood model with 1,900 interior square feet. As you enter, you’re greeted by a spacious foyer bathed in natural light from a skylight, leading to an open staircase that ascends to the second floor. Upstairs, you’ll find a well-designed layout that includes a primary en suite with two walk-in closets and a double vanity featuring both a tub and shower, alongside a second bedroom, also with a walk-in closet. Conveniently located off the bedroom is a laundry room for easy access. Returning to the main level, the cozy living and dining room combination showcases engineered hardwood floors and a gas fireplace, with sliding doors that open to a private patio—ideal for outdoor relaxation. The spacious eat-in kitchen is perfect for gatherings, while a conveniently located powder room and ample closet space throughout ensure both comfort and functionality. The home also includes a one-car garage with an electric opener, offering additional parking and storage solutions. For added security, the property is fully alarmed with Ring cameras at the front door and garage door. Monthly common charges of $500.00 includes landscaping and maintenance, access to the inground saltwater pool, clubhouse, and fitness center, snow removal, and water, along with discounts on Optimum TV and Internet services. Community amenities further enhance the living experience with an inground pool, clubhouse, fitness center, and a relaxing gazebo, all in a pet-friendly environment. Don’t miss out on this exceptional chance to live in a vibrant community at Willow Wood in Smithtown!

5 Monitor Road, Smithtown
3 Gate Road, Head Of Harbor
$979,000
4 Beds ⋅ 3 Baths ⋅ 1057272 MLS
Classic Center Hall Colonial in Head of the Harbor, Welcome to this charming 4-bedroom, 2.5-bath Center Hall Colonial, ideally situated on 2.19 acres in the Head of the Harbor area of St. James, NY. Built in 1963, this well-maintained home offers timeless character, spacious living, and an exceptional location. Step inside to discover beautiful wood floors and classic wood doors, adding warmth and character throughout the home. Marvin windows provide quality, natural light, and lasting appeal. The property features a cedar deck, perfect for relaxing outdoors or entertaining while enjoying the privacy and expansive grounds. A detached shed provides additional storage, while the two-car garage offers convenient parking and workspace. The full unfinished basement provides abundant storage and flexible space for future use—whether you envision a recreation area, workshop, home gym, or additional living space. The home's location is a true highlight, with convenient access to the LIRR, St. James town, local shopping and dining, and the beautiful North Shore beaches. The property offers a rare combination of space, privacy, character, and convenience. A rare opportunity to own a spacious Colonial on over two acres in one of St. James' most private locations. Bring your vision and make this special property your own.

3 Gate Road, Head Of Harbor
875 Townline Road, Hauppauge
$700,000
3 Beds ⋅ 1 Baths ⋅ 1057983 MLS
Welcome to this charming custom Ranch, beautifully situated on a private, oversized half acre in the heart of Hauppauge. From the moment you arrive you'll appreciate the spacious property and driveway in this peaceful setting. Inside, this home features 3 bedrooms, 1 full bath, hardwood floors, custom tray ceiling, eat in kitchen and living areas to relax!

875 Townline Road, Hauppauge
24 Frank Street, Smithtown
$899,999
4 Beds ⋅ 3 Baths ⋅ 1058590 MLS
Welcome to 24 Frank Street!! This Spacious center hall colonial features a beautiful open floor plan with a large entry foyer, formal living room (or formal dining area if preferred), Great room w/ wood burning FP, spacious dining area, EIK w/ SS Appliances and Granite Counter tops, 1/2 bath powder room, Laundry Area and access to your heated (+AC Wall unit) attached 2-car attached garage! Upstairs you have a spacious primary bedroom w/ WIC, sitting area and full bathroom, 3 additional spacious bedrooms and full hall bathroom. The partially finished basement features an oversized recreation area w/ brand new carpet and ample storage space! This home is Situated on a professionally landscaped 1/2 acre of flat property with an IG heated pool, oversized paver patio, and Trex deck area w/ Cabana. Additional features include the following… Natural Gas Heat (3 zones – Burner 2022), CAC (1 zone - 2017), 50 Gallon Gas Hot Water tank (2022), 200 AMP Electric, Roof 1 Layer 30 Year Architectural w/ 25-year warranty (2023) – skylights updated same time, Updated Anderson windows/slider doors, IG Sprinkler System (15 Zones), IG Heated Pool (Liner – 2016). All this and so much more on a private .50-acre lot, you do not want to miss this!!

24 Frank Street, Smithtown
28 S Lot Road, Smithtown
$1,189,000
4 Beds ⋅ 4 Baths ⋅ 1053324 MLS
Welcome to this grand, stately Colonial, beautifully landscaped and set on a private, fenced-in 1/2-acre lot. The property offers an exceptional setting for entertaining and enjoying the outdoors, complete with a gunite pool, charming gazebo, house generator, and two-car garage for added convenience and peace of mind. Inside, the home offers four bedrooms, three full bathrooms, one-half bathroom, a versatile den that can also be used as a home office, and two fireplaces. Beautiful hardwood floors extend throughout the main level, adding warmth and timeless elegance. A spacious formal living room and dining room provide an ideal setting for both everyday living and entertaining. The formal living room features a wood-burning fireplace, creating a warm and inviting atmosphere. The thoughtfully expanded kitchen offers an open and welcoming space for cooking, gathering, and enjoying time with guests, complemented by a beautiful gas fireplace that adds warmth and ambiance. The finished basement provides additional versatile space, along with a private outside entrance and bathroom. Step outside to enjoy a beautifully landscaped retreat designed for relaxation and summer entertaining. The expansive fenced-in grounds provide plenty of space to unwind, gather with guests, and create lasting memories. With its generous floor plan, elegant details, versatile finished space, two-car garage, and exceptional setting, this remarkable Colonial offers comfort, character, and an ideal blend of indoor and outdoor living.

28 S Lot Road, Smithtown
296 Moriches Road, Smithtown
$699,000
3 Beds ⋅ 3 Baths ⋅ 1058587 MLS
Discover the perfect blend of modern updates, timeless appeal, and comfortable living in this beautifully updated 3-bedroom, 3-bath ranch in St. James. The inviting interior showcases hardwood floors, a welcoming living room with fireplace, and an updated kitchen featuring elegant quartz countertops and a breakfast bar. The finished lower level with a separate outside entrance offers exceptional flexibility for recreation, a home office, guests, or additional living space. Outdoors, enjoy a fully fenced property complemented by a stone patio and storage shed, creating an inviting setting for relaxation and entertaining. Additional highlights include gas heat and cooking. Ideally located directly across from a park and playground, with convenient access to shopping, dining, schools, and transportation. Thoughtfully updated and move-in ready, this home offers the perfect balance of style, functionality, and location.

296 Moriches Road, Smithtown
3 Ernest, Kings Park
$900,000
5 Beds ⋅ 3 Baths ⋅ 1055953 MLS
"Featured on the Discovery Channel" this Boulder Island circular driveway entry sits in a secluded circle of Luxurious custom built homes. Artist designed and original home owner, Inviting stone and wood double door entry into an impressive main hall with souring cathedral ceilings "hotel like space" with lateral windows to capture every light exposure possible in an open floor plan to entertain in a spacious modern concept with the artist touch of design element. Beautiful sparkling porcelain ceramic flooring for your pets and low maintenance. Dramatic stunning New kitchen with plenty of light, space and counters. Geometric stone Island, top of the line appliances looking into a huge great room with a wall of sliders and windows and impressive stone fireplace. 1st Primary cathedral bedroom on Main level with sliders to a private balcony and outdoor shower. Laundry room new washer and dryer on main level with staff entrance. Head upstairs in a dramatic modern breathtaking floating staircase to a Juliet balcony overlooking the entire main hall and living room. Unmatched double door entry 2nd Primary bedroom, raised fireplace, cathedral ceilings, wall of window and sliders to a luxurious private deck. Double walk in closets. Massive en suite with multi person soaker jet tub, private toilet and shower. Each bedroom has there unique impressive architectural scale in design. Down to the lower level for another whole house living space with outside slider glass door entrance and large windows to private resort style yard. Gym, Media, storage, plumbing ready bath, with great finished space makes this area unique in convenience and design. Park like professionally fully fenced yard, custom free form in ground pool, bridged Koi pond, Flat play areas and trail makes this "Custom Built Luxury " rare in Design, Size, Location and Elegance. Redefine your expectations here on this one of a kind Luxury home. Close to schools, highways, parks, beach, shopping, restaurants, fitness clubs, shopping malls. BEST LOCATION OF LUXURY! Smithtown Schools, Additional information: Interior Features:Guest Quarters,Marble Bath,Separate Hot water Heater:Y

3 Ernest, Kings Park
100 Edgewood Avenue, Smithtown
$1,199,999
5 Beds ⋅ 5 Baths ⋅ 1044455 MLS
Two distinct living spaces, one extraordinary property! Tucked down a long, private driveway off of Carrie Court, this home offers 4,198 square feet of living space in the Smithtown School District. The spacious main home and attached second living area each have a separate entrance and driveway, providing generous parking and a flexible layout. Real wood cedar siding, mature landscaping, raised stone flower beds, and custom wood entry details make a memorable first impression. Inside the main home, hardwood floors, crown and door molding, recessed lighting, and skylights set the tone. The formal living room features soaring vaulted ceilings and a dramatic three-sided stone wood-burning fireplace. The chef’s kitchen pairs deep espresso-toned Shaker cabinetry with white upper cabinets, glass-front accents, granite countertops, under-cabinet lighting, stainless steel appliances, a Viking gas cooktop, double ovens, dishwasher, built-in microwave, oversized stainless steel double sink, separate vegetable sink, garbage disposal, breakfast bar, and tile backsplash. It opens to an expansive dining room with vaulted ceilings, upper windows, a wall of windows overlooking the backyard, and French doors leading outside. Plantation shutters grace many of the first-floor windows. First floor also features a spacious den/great room, featuring recessed lighting, beautiful wood floors and custom molding. Upstairs, the primary suite occupies its own level, with bamboo flooring, custom shoji-style closets, a translucent screen wall, and a spa-inspired bath featuring radiant-heated floors, a Jacuzzi soaking tub, and an oversized glass-enclosed shower. A loft with vintage oak flooring, vaulted ceilings, and recessed lighting offers flexible space that could serve as an additional bedroom or home office. Two more bedrooms and a full bath with dual glass vessel sinks complete the upper level. The main home’s at-grade lower level has its own entrance, full bath with a glass-enclosed shower, recessed lighting, and box molding. The attached second living area has a separate entrance, oak flooring, crown molding, recessed lighting, a powder room, and a stunning kitchen with double-height ceilings and clerestory windows. Antique-glazed cream custom cabinetry, Viking gas cooktop, double ovens, farmhouse sink, granite countertops, floor-to-ceiling pantry storage, and a sage-green island with carved corbels make this space exceptional. Its primary suite features vaulted ceilings and a beautifully finished bath with Carrara-style marble, a walk-in shower, built-in seat, and custom vanity. Outside, discover a resort-style backyard with a freeform in-ground pool, Trex decking, estate fencing, outdoor shower, slate and paver patios, and multiple spaces to gather or unwind. Additional features include three-zone heating and air conditioning, a gas-powered Generac whole-house generator, a 300-amp electrical panel, and 13-zone in-ground sprinklers. Town of Smithtown records identify the property as a one-family dwelling with a special exception for separate living quarters. The exception does not transfer to a new owner; a buyer would need to reapply with the Town.

100 Edgewood Avenue, Smithtown
3 Plantation Drive, Hauppauge
$649,999
3 Beds ⋅ 3 Baths ⋅ 1050603 MLS
Welcome home to this beautifully updated 3 Bedroom 2.5 Bath Townhome located in the Willow Wood Community with Smithtown Schools. This spacious home features updated Kitchen and Baths, The Master Bedroom Suite has Vaulted Ceilings, 2 walk in closets, an ensuite Bath with Double sinks, Jetted Tub and Walk In Shower...The generously sized Living Room has Gas Fireplace, with sliders to a private Patio, Gas Cooking and Heating, CAC and a 1 Car Garage..

3 Plantation Drive, Hauppauge
43 Locust Drive, Nesconset
$1,299,000
4 Beds ⋅ 3 Baths ⋅ 1057404 MLS
Set at the end of a quiet cul-de-sac, this 4-bedroom, 2.5-bath Spacious Colonial with over 3000+ sqft thoughtfully designed living space and also includes a resort-style backyard. A covered front porch introduces a dramatic two-story foyer with cathedral ceilings and detailed custom millwork. The main level balances everyday function with space for entertaining: a formal dining room, bright living room with a window seat, and a family room with a featured gas fireplace. The custom kitchen is designed for both daily meals and larger gatherings, featuring a generous center island, six-burner gas range, copper farmhouse sink, pantry, high-end appliances, under-cabinet lighting and extensive cabinetry. A dedicated first-floor large laundry area adds convenience with access to the side yard. Upstairs, the primary suite includes a marble ensuite bath with radiant heated flooring. Three additional bedrooms provide flexible space for family, guests, or a home office. Outside, the private backyard is built for entertaining with customized exterior uplighting, an in-ground free-form pool, waterfall feature, full outdoor kitchen, bar, and patio. Enjoy nearby park trails and recreational amenities, all while returning home to a peaceful cul-de-sac setting. A rare combination of space, stunning finishes, and exceptional outdoor living space.

43 Locust Drive, Nesconset
14 King Arthurs Court King Arthurs Court E Unit #14, Saint James
$799,000
4 Beds ⋅ 3 Baths ⋅ 1057367 MLS
Dutch Colonial, 4 bed, 2.5 bath, 1/2 acre, very long driveway capable of storing a motorhome, or up to 12 cars, Smithtown school district, quiet street, set back on lot, close to Smith Haven mall, many shops, easy access to major roads, near hospitals, fenced yard, warm country setting, large yard, room for pool,

14 King Arthurs Court King Arthurs Court E Unit #14, Saint James
365 Van Buren Street, Saint James
$670,000
3 Beds ⋅ 2 Baths ⋅ 1057154 MLS
Welcome to 365 Van Buren Street, a spacious 3-bedroom, 2 full bath ranch, lovingly maintained by the same family since it was built over 55 years ago. Offering a wonderful blend of space, comfort, and opportunity, this move in ready home is ready for its next chapter. The home features a primary bedroom with a private full bath, formal dining room, eat in kitchen, and a spacious family room with a cozy fireplace, solid oakwood floors throughout. Just off the kitchen, a bright sunroom provides additional living space and a perfect spot to relax while overlooking the property. One of the home’s standout features is the additional parcel of land, bringing the total property to over half an acre and offering an abundance of possibilities for outdoor living, entertaining, gardening, growth opportunities, and more. A full basement, one-car garage, and attic provide plenty of additional storage. Additional features include an approximately 6-year-old roof, Peerless oil burner approximately 12 years old, recently serviced central air conditioning, and natural gas available in the area. Conveniently located near the St. James train station, shopping, hospitals, public and private schools, and major roadways. Lovingly cared for through the years, this home offers a wonderful foundation to move right in and add your own special touch.

365 Van Buren Street, Saint James
6 Patricks Way, Saint James
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 1053983 MLS
Welcome to a home where timeless Colonial charm meets comfortable, modern living in the community of St. James. Beautifully designed for both everyday living and effortless entertaining, this exceptional residence offers an abundance of space, amenities, and possibilities. The inviting main level offers generously sized living areas and a formal dining room, creating an elegant setting for dinners, celebrations, and memorable gatherings. Upstairs, you'll find comfortable primary suite and 3 additional bedrooms and downstairs has a layout that allows for the 5th bedroom to serve as a private guest suite, home office, or additional living space to suit your lifestyle. with half Bath The fully finished basement takes the living space to another level, offering endless possibilities for recreation, a home theater, gym, playroom, office, or entertaining area. Whether you're hosting or enjoying a quiet night at home, there's room for it all. Then step outside and discover your own private backyard oasis. The heated , saltwater in ground pool with mood lighting sets the stage for unforgettable summers—spend sunny afternoons poolside, entertaining under the stars, or simply enjoy your own private retreat at the end of the day. Thoughtful features including central air conditioning, gas heat, an in-ground sprinkler system, a generator and a new roof and much more add comfort, convenience, and peace of mind. This is more than just a house—it's a place to gather, entertain, relax, and create memories for years to come. From the spacious interior to the spectacular outdoor setting, this St. James Colonial offers the space, versatility, and lifestyle you've been waiting for.

6 Patricks Way, Saint James
30 Damin Circle, Saint James
$999,000
4 Beds ⋅ 3 Baths ⋅ 1049354 MLS
Welcome to 30 Damin Circle, your beautifully appointed 2,573 sq ft center hall Colonial in the heart of Saint James. Set on a quiet, tree-lined street, this 4 bed, 2.5 bath home offers timeless architectural detail, generous living spaces and a backyard designed for enjoying every season. A covered front porch opens to an impressive center foyer with two closets and elegant crown- moulded openings leading to the formal dining room and oversized formal living room. Crown moulding continues throughout the home, complemented by wainscoting on the staircase and beautiful hardwood floors. French doors connect the cozy den, complete with wood-burning fireplace, to the formal living room, creating a flexible arrangement for entertaining or relaxing. The well-appointed kitchen features granite countertops, undermount sink, stainless steel appliances, double wall ovens, abundant cabinetry and a generous peninsula. The adjoining dining area provides plenty of space for everyday meals and gatherings, while a versatile room just off the kitchen can easily function as a second sitting room, home office, TV room or playroom. An updated tiled powder room completes the first floor. Upstairs, the spacious primary suite features an en-suite bath and walk-in closet. Three additional generously sized bedrooms provide comfortable accommodations for family, guests or home office needs. Both upstairs bathrooms offer under-sink cabinetry, built-in medicine cabinets and laundry hampers. The private, fully fenced backyard is a true extension of the living space, featuring established landscaping, interlocking stone, two decks, a pond and a heated salt-water pool with a new 2026 Loop-Loc cover. Whether hosting summer gatherings or enjoying a quiet afternoon outdoors, this is a space made to be used and enjoyed. A spacious driveway and two-car garage with separate doors provide ample parking and storage. Conveniently located near local amenities and major highways, yet peacefully removed from the bustle, 30 Damin Circle offers the space, character and flexibility to make this home your own.

30 Damin Circle, Saint James
270 Browns Road, Nesconset
$599,000
3 Beds ⋅ 2 Baths ⋅ 1054159 MLS
Welcome to this 3-bedroom, 1.5-bath ranch situated on a quarter-acre property and conveniently located close to shopping, dining, and everyday amenities. The home features an attached 1-car garage and a lower level offering additional space and plenty of storage. With a little vision and personal touches, this home offers a wonderful opportunity to create a space that truly reflects your style. Whether updating, renovating, or simply making it your own, the possibilities are here to transform this property into a wonderful home.

270 Browns Road, Nesconset
592 Landing Avenue, Smithtown
$1,195,000
5 Beds ⋅ 3 Baths ⋅ 1055906 MLS
Completely Renovated Historic 3 story Colonial on private 1.3 Acre parcel with circular driveway blends a bright modern feel with classic architectural elements to create a showcase for your style. Stately front to back entrance foyer sets the tone. Dual Staircase, High Ceilings, Substantial Moldings, Hardwood Floors and 5 Fireplaces all add to this unique and desirable property. Relax in the knowledge that heating and cooling systems, appliances, roof and windows have been replaced in the last 6 years. Outdoor Patio is perfect for private dining. Detached 2 Car Garage. Barn and Potting Shed (as-is) Direct access to the 93 Acre Arthur H Kunz County Park on the Nissequogue River and minutes from Smithtown Landing Country Club proves to be a rare location. Easy access to shopping, main roadways and beaches! Smithtown School District

592 Landing Avenue, Smithtown
23 Willow Ridge Drive, Smithtown
$849,000
3 Beds ⋅ 4 Baths ⋅ 1053815 MLS
Welcome to 23 Willow Ridge Drive, A RARE CORNER, END UNIT in the desirable Willow Ridge community! Beautifully maintained and thoughtfully appointed, this exceptional home offers 3 bedrooms and 3.5 baths with an impressive blend of style, comfort, and convenience. The beautiful white kitchen features Thermador appliances, granite countertops, and heated floors, creating an inviting space for both everyday living and entertaining. Two gas fireplaces add warmth and character throughout the home. Upstairs, the newly updated primary bathroom offers a luxurious retreat with a free-standing Jacuzzi tub and heated floors. A conveniently located second-floor washer and dryer makes laundry a breeze, while two cedar closets provide thoughtful storage and a central vacuum system adds ease to everyday home maintenance. Enjoy seamless indoor-outdoor living from the first-floor balcony overlooking the spacious backyard—an ideal setting for relaxing or entertaining. A natural gas barbecue connection and convenient walk-out access make outdoor gatherings effortless. Exquisite custom blinds and beautiful lighting fixtures, including a stunning chandelier, add an elegant finishing touch throughout the home. The freshly painted interior create a clean, move in ready feel. Residents of Willow Ridge enjoy exceptional community amenities, including a heated pool, recreation room, and tennis and pickleball courts. With its desirable corner end-unit location, beautiful updates, luxurious details, and outstanding amenities, 23 Willow Ridge Drive is truly a special place to call home. Don’t miss the opportunity to make this exceptional property yours!

23 Willow Ridge Drive, Smithtown
1102 Gotham Path, Saint James
$639,900
3 Beds ⋅ 3 Baths ⋅ 1047276 MLS
Fairfield at Saint James 55+ Community - rarely available 3 bedroom, 2.5 bath! Bright and spacious unit, ready for you to call home! Master bedroom on 1st floor with en-suite bath. 2 large bedrooms upstairs with a full bath. Kitchen updated with Quartz counters and soft close cabinetry & SS Appliances. Slider door to patio off of dining area. Motorized Shades in Dining room and Living Room. Motorized awning over patio. 3 Solar Tubes provide natural light. Driveway with parking for 2 cars and attached one-car garage with automatic opener. Electric Heat with Multiple Zones. Lots of storage! Low Monthly Common Charge of $405 includes: Grounds Care, Pool, Snow Removal. Gated Community with a Clubhouse, Recreation Room, Indoor and Outdoor Heated Pools, Tennis Courts and a Walking Trail around the community!

1102 Gotham Path, Saint James
168 Cambon Avenue, Saint James
$875,000
5 Beds ⋅ 2 Baths ⋅ 1054530 MLS
Expanded Ranch with 4 or 5 Bedrooms depending on how Set Up. Extension makes great Primary or Room for Mom. Hardwood Floors, Gas Heat and Cooking, Cesspool Updated 2011, 200 Amp Service with Transfer Switch, Central Air Young, IGS in Front Yard, Detached 2 Car Garage, Andersen Windows, Nice Kitchen with Isle and MORE !

168 Cambon Avenue, Saint James
11 Oak Street, Nesconset
$499,990
2 Beds ⋅ 1 Baths ⋅ 1055362 MLS
Welcome to 11 Oak Street, a beautifully updated 2 bedroom ranch located in the desirable Smithtown School District. This move in ready home features a modern kitchen with updated cabinetry and finishes, a refreshed bathroom, and new flooring throughout. With its comfortable layout and convenient Nesconset location, this home offers an ideal blend of style, simplicity, and value. Perfectly sized and thoughtfully improved, this home is an excellent opportunity for first time buyers, downsizers, or anyone seeking a turnkey home in a prime location.

11 Oak Street, Nesconset
20 Overton Pass, Saint James
$1,449,999
4 Beds ⋅ 3 Baths ⋅ 1054875 MLS
****LOCATION LOCATION ******Brand-new luxury construction in the heart of St. James beautifully designed 4-bedroom, 3-bath home offering high-end finishes, thoughtful craftsmanship and modern living throughout. Set within a private, tucked-away neighborhood with only two points of access, this exceptional residence offers a sense of privacy while remaining close to the Village of Head of the Harbor and all that St. James has to offer. The home features an inviting front porch, spacious interiors, a full basement. Outdoor spaces are equally impressive with a patio, professionally designed landscape beds and spacious side yard. Conveniently located within the Smithtown Central School District and close to St. James Elementary, Nesaquake Middle School and Smithtown High School East. Current property data places St. James Elementary approximately 0.4 mile away, Nesaquake Middle School approximately 1.5 miles away and Smithtown High School East approximately 1.3 miles away. Ideally situated in the heart of desirable St. James, offering the perfect blend of North Shore charm, history and convenience. Enjoy close proximity to the historic St. James village center, local shops and dining, the landmark St. James General Store, and the St. James LIRR station. Nearby Head of the Harbor, Stony Brook Harbor, scenic beaches, parks and waterfront destinations complete an exceptional lifestyle in one of the North Shore’s most distinctive communities. ******“Photos shown are renderings for illustrative purposes only and are subject to change. Final construction, finishes, materials, landscaping, colors, fixtures and other details may vary from those depicted. Renderings are not intended to be a representation or guarantee of final completion. Buyer to verify all features, specifications and finishes with builder/seller.”****

20 Overton Pass, Saint James
705 Alden Court, Saint James
$559,803
2 Beds ⋅ 2 Baths ⋅ 1054169 MLS
Welcome to 705 Alden Court, a beautifully updated home offering a wonderful combination of comfort, style and low-maintenance living. Thoughtfully improved with major updates completed between 2024 and 2026, this home is truly ready for its next owner to move in and enjoy. The heart of the home is the completely gutted and renovated kitchen, completed in 2025. Designed with both beauty and function in mind, it features real-wood soft-close cabinetry, granite countertops, a tile backsplash, recessed high-hat lighting and 2 solar tubes that fills the space with natural light. The stainless-steel GE appliance package includes a French-door refrigerator, range with air-fry capability, convection cooking and steam-clean feature, microwave and an ultra-quiet dishwasher. The home offers 12ft ceilings, luxury vinyl flooring and ceramic tile, along with six-panel interior doors and ceiling fans in both the living room and bedroom. A convenient half bath is located in the second bedroom, and additional storage includes pull-down attic access. Window vertical blinds will remain with the home. Master suite with a primary bathroom was beautifully renovated in 2025 and includes a dressing area a closet organizer and enhanced by a second solar tube, bringing in additional natural light. Even the home's major updates include A new central air-conditioning system and air handler were installed in 2025, and a new hot water heater was installed in 2026. The home features electric heat with individual room controls and five programmable thermostats were done in 2025 for added comfort and efficiency. Laundry is made easy with a 2025 LG ventless washer/dryer. New electrical panel 2026. Step outside to enjoy the private patio, complete with a remote-controlled sun setter awning installed in 2024—a perfect spot to relax, entertain or enjoy some shade on a sunny afternoon. Garage with electric garage opener. Newly painted garage floor. Community offers two outdoor and one indoor pool, tennis, pickleball, bocci ball. Transportation services for shopping and senior center. Community & HOA Information The monthly HOA fee is just $289 and includes water, Optimum Basic Cable, Internet, Paramount, Starz/Encore, landscaping and snow removal. Homeowners are responsible for PSEG electric and Suffolk County sewer charges, which are approximately $130 quarterly. Annual property taxes are approximately $3,698 without a STAR deduction. There are no current or planned assessments in Section III. Assessments have historically been rare, with the previous assessment relating to the roofs, which were completed several years ago. The HOA is responsible for the exterior of the buildings, with the exception of the gutters, which are the homeowner's responsibility. Homeowners are generally responsible for the interiors, although certain items, including some pest-control issues, may be handled through the community maintenance line.

705 Alden Court, Saint James
18 Overton Pass, Saint James
$1,449,999
4 Beds ⋅ 3 Baths ⋅ 1053682 MLS
**** LOCATION LOCATION LOCATION***** Nestled in the heart of the desirable Saint James, this brand-new luxury construction offers the perfect blend of North Shore charm, history, and convenience. This beautifully designed 4-bedroom, 3-bath home boasts high-end finishes, including a chef’s kitchen with a center island, a stone fireplace, luxury chandeliers, wide plank white oak flooring, thoughtful craftsmanship, and modern living throughout. Set within a private, tucked-away neighborhood with only two points of access, this exceptional residence provides a sense of privacy while still being close to the Village of Head of the Harbor and all that St. James has to offer. The inviting front porch, spacious interiors, and full basement with tremendous potential make this home truly special. An attached two-car garage with direct interior access adds to its convenience. Outdoor spaces are equally impressive, featuring a patio, professionally designed landscape beds, and a beautifully constructed retaining wall with stone stairs to the back yard. Conveniently located within the Smithtown Central School District, this home is close to St. James Elementary, Nesaquake Middle School, and Smithtown High School East. It’s also close to the historic St. James village center, local shops and dining, the landmark St. James General Store, and the St. James LIRR station. Nearby, you’ll find Head of the Harbor, Stony Brook Harbor, scenic beaches, parks, and waterfront destinations, making it an exceptional lifestyle in one of the North Shore’s most distinctive communities. *****“Photos shown are renderings for illustrative purposes only and are subject to change. Final construction, finishes, materials, landscaping, colors, fixtures and other details may vary from those depicted. Renderings are not intended to be a representation or guarantee of final completion. Buyer to verify all features, specifications and finishes with builder/seller.”***

18 Overton Pass, Saint James
3 June Street, Hauppauge
$599,000
3 Beds ⋅ 1 Baths ⋅ 1054645 MLS
Calling all contractors, investors, and buyers with vision! This 3-bedroom, 1-bath ranch, located in Hauppauge within the Smithtown School District, is a true fixer-upper offering tremendous potential for the right buyer. Situated on a spacious 1/3-acre lot, the home features hardwood floors, central air conditioning, a full unfinished basement, and a 1-car garage. The property is in need of significant updating and renovation but offers a great opportunity to transform it into something special. Bring your ideas, creativity, and imagination and unlock the possibilities this property has to offer. A great opportunity for those looking to renovate and make a home their own!

3 June Street, Hauppauge
10 Smithtown Boulevard Unit #3B, Smithtown
$239,999
1 Beds ⋅ 1 Baths ⋅ 1053623 MLS
Welcome to 10 Smithtown Blvd Unit 3B, offering top-floor privacy in a highly desirable Smithtown location. Stop paying rent and invest in a spacious 1 bedroom, 1 bathroom co-op. Offering generous room dimensions and fantastic natural light, this home gives buyers the change to personalize finishes, paint, and style to match their individual taste. Highlights include an oversized living room, an eat in kitchen, and rare storage options - featuring a hallway walk in closet, double bedroom closets and pull down attic access. Enjoy low maintenance living with taxes, heat, water, snow removal and grounds care included in the maintenance fee. Located within the Smithtown School District close to all. Bring your personal style and create a home you'll love!

10 Smithtown Boulevard Unit #3B, Smithtown
50 Plane Tree Lane, Saint James
$769,990
4 Beds ⋅ 2 Baths ⋅ 1052430 MLS
Welcome to 50 Plane Tree Lane, a gem nestled in the heart of Saint James. This lovingly renovated colonial is a blend of charm, comfort, and convenience, ready to welcome its new owners. Boasting four spacious bedrooms, this home offers ample space for relaxation, work, and play. The converted garage now serves as an additional primary bedroom, providing an extra layer of flexibility to your living arrangements. Two fully updated bathrooms add a dash of modern luxury to this classic home. The bathrooms are tastefully designed, combining functionality with aesthetics for a seamless experience. There is also Gas heat. Step into the updated kitchen, where granite counters meet stainless steel appliances, creating a space that's both stylish and practical. Whether you're a seasoned chef or a culinary novice, this kitchen with gas cooking is designed to inspire your home-cooked meals. The home features beautiful hardwood flooring throughout, adding warmth and character to each room. A 14-year-old roof provides reliable shelter, and the ductless air conditioning ensures you stay cool during the warmer months. The is crown molding throughout. The side walked streets just add to the charm of this home. The double driveway outlined by Brick pavers, adds to the beautiful curb appeal. The fenced backyard is the perfect canvas for your outdoor dreams - be it a garden, a play area, or an outdoor entertainment space. This home is not just about indoor living. Located close to the town center, you'll have easy access to a variety of shopping options and restaurants. Whether you're looking for a quick bite or a leisurely meal, you'll find something to satisfy your palate. The full basement provides extra storage or can be transformed into a recreational room or workspace. The home is equipped with gas heating, ensuring a cozy atmosphere during the colder months. The annual taxes for this property, without any exemptions, come to $14,939.31.

50 Plane Tree Lane, Saint James
4 Huber Place, Saint James
$749,999
3 Beds ⋅ 2 Baths ⋅ 1045238 MLS
Welcome to 4 Huber Place, a charming expanded ranch nestled in a wonderful St. James neighborhood on a beautiful 1/4-acre lot. With 3 bedrooms, 2 full baths, and a comfortable, inviting layout, this home offers the space and setting you've been waiting for. The main living areas include a bright living room, dining room, kitchen, and a cozy den with a wood-burning fireplace — the perfect spot to gather, relax, and make memories. Wood floors are believed to be underneath most of the existing carpeting, offering the opportunity to bring out the warmth and character of the home. A full basement provides abundant storage and possibilities, while the 2-car garage adds everyday convenience. With great bones, generous living space, and a lovely property, this home is ready for your personal vision and finishing touches. Enjoy the charm of an established neighborhood, a desirable school district, and a location close to shopping, dining, parks, transportation, and everything St. James has to offer. Come see the possibilities and imagine making 4 Huber Place your next home!Taxes are approximate due to exemptions , Must be verified.

4 Huber Place, Saint James
16 Arlington Avenue, Saint James
$698,000
5 Beds ⋅ 2 Baths ⋅ 1053418 MLS
Welcome to this spacious high ranch, beautifully situated on a generous quarter-acre in the desirable Hamlet of St. James. A paver-stone driveway and matching front walkway provide excellent curb appeal, while the expansive driveway offers ample parking for multiple vehicles. Inside, you’ll find a freshly painted home featuring hardwood floors throughout the main level. The first floor offers a spacious living room and dining room with vaulted ceilings, creating an open and inviting atmosphere. The thoughtfully designed layout is ideal for multigenerational living, with three bedrooms and a remodeled bathroom on the main floor. The bathroom features an oversized walk-in shower with a glass enclosure, a wood vanity, and convenient access from both the primary bedroom and the hallway. The lower level includes two additional bedrooms, a full bath, and a large recreation room. It also offers a private entrance, providing flexibility for extended family, guests, or additional living space. The updated kitchen features recently remodeled cabinetry and new flooring, and opens directly to a spacious composite deck overlooking the private rear yard—perfect for outdoor dining, entertaining, or relaxing. With its versatile layout, generous property, vaulted ceilings, and excellent indoor-outdoor living spaces, this home offers comfort and flexibility. Conveniently located near local shopping, fine dining, area beaches, LIRR and Stony Brook University and Medical Center. Smithtown Schools

16 Arlington Avenue, Saint James
36 Mayflower Avenue, Smithtown
$629,900
3 Beds ⋅ 1 Baths ⋅ 1036399 MLS
Welcome home to 36 Mayflower Avenue, a beautifully renovated ranch where no detail has been overlooked and every update was made with care and intention. From the moment you arrive, the new front pavers, fresh siding, and a new stoop sets the tone for what's inside. Major mechanicals have all been taken care of such as a new water main, 200 amp electrical upgrade, new plumbing, and central air conditioning. You can move in with complete peace of mind. Inside, you'll fall in love with the renovated kitchen and bathroom. The living room is an absolute showstopper, featuring in-ceiling speakers with motion-detected digital surround sound, perfect for cozy nights in or entertaining guests. Anderson, Pella, and Velux windows flood every room with natural light, and the skylights with motorized blinds add a touch of luxury you didn't know you needed. Outside you're welcomed with a fully fenced backyard complete with beautiful pavers and a retaining wall, your own private retreat, ready for summer gatherings and quiet evenings alike.

36 Mayflower Avenue, Smithtown
240 Washington Avenue, Saint James
$724,900
4 Beds ⋅ 1 Baths ⋅ 1053499 MLS
The Charming Covered Porch Welcomes You to this 4 Bedroom New England Style Cape Home. This Home has been Lovingly Maintained by its Original Owners. There are all Wood Floors on the first level as well as the Staircase, except for the kitchen. The Formal Dining Room is Perfect for Holiday Gatherings with Family and Friends. The Bath was Recently Renovated with Fresh Paint, New Flooring, Toilet and Vanity. The Eat in Kitchen has a New Gas Stove and a Door that Leads to the Deck and the Back Yard. The Primary Bedroom could be on the first level of the Home or the Largest Bedroom Upstairs. The laundry is in the Basement and the Washer is less than 6 month's old. Relax and Enjoy Entertaining or a BBQ on the Rear Deck. The Oversized Spacious Flat Yard is Fully Fenced for Pets or Play and it is Very Private Surrounded by Trees. The Shed has a Light and the Huge Carport is Great for Additional Storage or a Car Collection. The Driveway is also Spacious and can Accommodate at Least 6 Vehicles. There are All Andersen Windows, Fans, Natural Gas Heat & Hot Water System (approx 12 yrs. old) Gutter Guards and 150 Amp Electric Service. The Roof is approximately 10 years old, Architectural Style Shingles and was Re-Insulated with New Plywood when it was installed. Located in Saint James it is Close to Schools, Stony Brook University and Hospital, Smith Haven Mall, Boutique Shops, Supermarkets, Local North Shore Beaches for Swimming, Boating and Festivals. It's Close to All Major Roads as well as the LIRR. Nearby is the New Centennial Park, an Ice Cream Parlor and Fine Dining Restaurants, all that makes St. James a Desirable and Wonderful Place to Live!

240 Washington Avenue, Saint James

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