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$678,000
4 Beds ⋅ 3 Baths ⋅ 1031653 MLS
Classic Colonial home offering spacious, and comfortable living . The expansive living room and beautiful wood floors throughout the home create a warm and inviting atmosphere. The eat-in kitchen flows seamlessly into the den, featuring a cozy wood-burning fireplace—perfect for everyday living and entertaining. The primary bedroom boasts an updated marble en-suite bath, while the additional bathrooms have also been tastefully renovated with quality finishes. In addition there are 3 nicely sized bedrooms on the second floor. The recently remodeled basement features durable luxury vinyl plank flooring and an outside entrance, providing versatile space for recreation, or a home office.. Step outside to enjoy the backyard deck with retractable awning, ideal for relaxing or hosting gatherings. Conveniently located near local shopping, the Long Island Rail Road, area beaches, fine dining, and Stony Brook University, and Stony Brook University Medical Center, this home offers the perfect combination of comfort, and accessibility. Smithtown Schools

322 2nd Avenue, Saint James
$899,999
4 Beds ⋅ 2 Baths ⋅ 1028706 MLS
Welcome to 41 Oak Street. This inviting High Ranch offers exceptional curb appeal with stately pillars, shingle style vinyl siding, Fieldstone accents, paver walkways, a charming Arbor enhancing the entrance to the backyard and an oversized Belgian Block lined driveway. The home is surrounded by mature landscaping offering natural privacy and a serene setting. Step inside to discover gleaming hardwood floors, sunlit living spaces enhanced by bay and bow windows, custom hand carved wood detailing and stain glass accents that create a warm inviting ambiance. The beautifully appointed kitchen, expansive den with a large skylight and a tastefully renovated full bathroom further enhance the home’s appeal. The versatile lower level offers excellent potential for extended living with proper permits. The sliding glass doors leads to your own private retreat. Multi-level Trex and wood decking with handcrafted built in benches, tiered wood walkways, a custom awning, tranquil fish pond, and a sparkling 20x40 in ground pool surrounded by stone pavers featuring a new liner complete this thoughtfully designed outdoor space. Additional highlights include a new 275 gallon Roth Oil tank, 200-Amp electrical service, a new first floor central air conditioning system, and a roof and siding that are approximately 10 yrs. old. Conveniently located near Smithtown Beaches, Smithtown Landing Golf and Country Club. All of-this is set on .50 acres in a truly desirable location. Don’t miss this wonderful opportunity to make this home your own and create lasting memories for years to come.

41 Oak Street, Smithtown
$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
$775,000
3 Beds ⋅ 2 Baths ⋅ 1027993 MLS
Welcome home! This pristine 3-bedroom, 2-bathroom Splanch sits perfectly on a flat, fenced .25-acre lot in a sought-after, sidewalk-lined neighborhood. Beautifully merging modern updates with exceptional energy efficiency, this residence is entirely turn-key. From the moment you arrive, the new double-wide paver driveway provides the convenience for parking multiple cars without the chaos. Enjoy the newer kitchen and updated bathrooms. Bright sliders lead directly from the home to a brand-new deck, perfect for summer barbecues and outdoor dining or relax by the warm gas fireplace in your inviting main living space. Stay comfortable year-round with efficient gas heating and central air conditioning in a home that is fully equipped with solar panels to drastically lower your monthly electric bills. This property is situated in the Smithtown School District. It offers easy access to the town's Main Street, dining, and shopping, as well as gorgeous state and county parks. Commuting is effortless and convenient to major highways and the Long Island Rail Road (LIRR). Everything you could want is waiting for you right here.

11 Sandalwood Drive, Smithtown
$849,000
4 Beds ⋅ 3 Baths ⋅ 1026950 MLS
Contemporary 4-bedroom, 2.5-bath home situated on approximately 0.35 acres in the Smithtown School District. Built in 1967, this spacious residence offers approximately 2,745 square feet of living space, a fireplace, and a partial basement. The generous lot provides ample outdoor space for entertaining, gardening, or recreation. Conveniently located near shopping, restaurants, parks, major roadways, and other everyday amenities. A wonderful opportunity to make this home your own.

12 Kenny Street, Hauppauge
$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
$929,000
3 Beds ⋅ 3 Baths ⋅ 1023162 MLS
Welcome to this beautifully updated home, originally built in 2004 and thoughtfully enhanced with quality improvements throughout just 5 months ago . Offering the perfect blend of modern updates and timeless comfort, this move-in-ready residence has had virtually everything replaced. Step inside to discover beautifully refinished hardwood floors that add warmth and elegance throughout the home. Enjoy peace of mind with all-new plumbing throughout, a brand-new roof just five months old, and a full suite of appliances that are only three months old. Each of the home's three bathrooms has been exquisitely remodeled just 5 months ago, using premium, top-of-the-line materials, creating luxurious spaces designed for everyday comfort.Additional highlights include in ground sprinklers, 200 amp electric, new high-hat lighting, efficient natural gas heating and hot water, central a/c, new paint, crown molding, along with a spacious two-car detached garage offering exceptional storage, workspace, or room for your favorite hobbies.Nestled on a quiet dead-end street and fully fenced within a highly sought-after school district, this home provides the perfect setting for peaceful living while remaining centrally located to shopping, dining, and the Long Island Rail Road just 1.6 miles away, making daily commuting both easy and convenient. Outdoor enthusiasts will appreciate the abundance of nearby recreational opportunities. Spend weekends exploring the scenic trails, fishing, or cross-country skiing at Caleb Smith State Park Preserve. Enjoy kayaking, river access, and a playground at Landing Avenue Park, or take advantage of the outstanding athletic facilities at Robert A. Brady Park, featuring baseball and softball fields, tennis and basketball courts, volleyball, and a roller hockey rink. With exceptional updates, an unbeatable location, this remarkable home presents a wonderful opportunity to enjoy modern living in an established neighborhood. Simply unpack and start making memories!

38 Hallock Avenue, Smithtown
$768,000
3 Beds ⋅ 3 Baths ⋅ 1013242 MLS
Move right in...76 Burlington Boulevard offers timeless modern comfort on one of Smithtown's most tranquil and sought-after neighborhoods in the Smithtown school district. This impeccably updated 3-bedroom, 3-full-bath residence showcases rich hardwood flooring throughout the spacious living room, formal dining room, and inviting family room, creating warm spaces for everyday living and entertaining. The thoughtfully designed layout is complemented by a very expansive, beautifully finished, lower level with designer tile flooring, offering exceptional flexibility and space for a media room, home office, play room, fitness studio, or guest retreat. A detached two-car garage with a low maintenance, long cement driveway and beautifully maintained property complete this exceptional offering. Ideally located just a few blocks from the vibrant shops, restaurants, cafes and everyday conveniences of downtown Smithtown, this home offers the perfect blend of tranquility and accessibility. Whether you're a growing family searching for a move-in-ready home or looking to downsize without sacrificing quality, space, or style, 76 Burlington Boulevard presents a rare opportunity to enjoy refined living in one of Smithtown's most sought-after locations.

76 Burlington Boulevard, Smithtown
$950,000
4 Beds ⋅ 3 Baths ⋅ 1009532 MLS
Welcome to 19 Knoll Lane, Smithtown — Where Comfort Meets Elegance Nestled in the heart of Smithtown, this stunning 4-bedroom, 2.5-bath colonial is the home you've been waiting for. From the moment you step inside, you'll be captivated by the thoughtfully designed layout that perfectly balances everyday living with sophisticated entertaining. The spacious formal living room and formal dining room set the stage for memorable gatherings, while the warm and inviting den offers the perfect retreat for quiet evenings at home. The eat-in kitchen is ideal for casual meals and morning coffee alike. Rest easy knowing you're covered year-round with natural gas heat, central air conditioning, and a security system, ensuring comfort and peace of mind in every season. Step outside and discover your own private paradise. Unwind beneath the charming gazebo, host unforgettable evenings around the built-in fire pit, or simply soak in the tranquility of your beautifully appointed backyard. 19 Knoll Lane isn't just a house — it's the lifestyle you deserve. Don't miss your chance to call this exceptional property home!

19 Knoll Lane, Smithtown
$719,000
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 Fully Updated 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
$999,999
3 Beds ⋅ 3 Baths ⋅ 1010352 MLS
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, flexibility, and a layout that works for the way people actually live. Hardwood floors run throughout the home, starting with a traditional first-floor layout that includes a welcoming foyer, large formal living room, formal dining room, and a comfortable family room with a wood burning fireplace. Off the family room, sliders open to a huge three-season (300 sq ft) room, creating an additional space to relax, gather, or enjoy the view of the property. From there, another set of doors leads outside, giving the home an easy connection between indoor living and the backyard. The eat-in kitchen anchors the main level with a large center island, generous prep space, sliders to the backyard, and a small butler’s pantry connecting the kitchen and dining room. A first-floor laundry room, two-car attached garage, and basement access add function and convenience to the main level. Upstairs, the second floor opens to a beautiful view overlooking the formal living room below, where cathedral ceilings add height and character to the home. The spacious primary bedroom features vaulted ceilings, two large closets, and an oversized primary bath, while the additional bedrooms feel bright and comfortable with large windows that bring in great natural light. The current upstairs setup offers 3 bedrooms, but this level was originally designed as a 4-bedroom layout and can easily be converted back with one simple wall. With generous room sizes and a flexible second-floor layout, the space can adapt to different needs while still keeping an open, connected feel throughout the home. Outside, the .58-acre property offers a private backyard setting with an in-ground pool, paver areas for lounging and entertaining, in-ground sprinklers, and landscaped front and rear grounds. There is room to enjoy the yard in different ways, whether you are hosting, relaxing, or just appreciating having extra space around you. With its cul-de-sac location, generous square footage, newer construction, and flexible layout throughout, this Saint James colonial offers the kind of space that can grow and change with you.

11 Annemarie Drive, Saint James
$2,399,000
6 Beds ⋅ 5 Baths ⋅ 1010665 MLS
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 Village of Head of the Harbor. Privately set amid mature trees and manicured grounds in the highly coveted White Spruce Farms community. This exceptional residence combines timeless architectural elegance with modern comfort, with expansive living spaces filled with natural light of generous proportion and seamless indoor-outdoor flow creating a tranquil retreat just moments from the harbor, beaches, yacht clubs, vineyards and nature preserves. Set on two beautifully landscaped level acres of property designed for both everyday enjoyment and sophisticated entertaining. This private estate seamlessly blends timeless elegance, modern luxury, and resort-style living. A grand two-story foyer introduces the home's sophisticated interiors, where soaring cathedral ceilings, gleaming hardwood floors, abundant natural light, and exquisite architectural details create an atmosphere of warmth and refinement. Thoughtfully updated throughout, every space has been designed with both everyday comfort and effortless entertaining in mind. The recently renovated chef's kitchen serves as the heart of the home, featuring a dramatic Crawford ceiling, custom crown and box moldings, quartzite-topped center island, and a suite of premium appliances including a Sub-Zero refrigerator, Bosch range, double ovens, microwave drawer, and dishwasher. The kitchen flows seamlessly into the impressive great room, highlighted by a floor-to-ceiling stone wood-burning fireplace and walls of windows overlooking the picturesque grounds. Elegant entertaining spaces continue with a gracious formal living room accessed through glass pocket doors, and a spacious dining room perfectly suited for hosting intimate gatherings or larger celebrations. The main level offers five generously proportioned bedrooms and three full bathrooms, including two recently renovated baths appointed with refined finishes. Upstairs, an expansive loft with hardwood floors overlooking the great room provides additional living and entertaining space and leads to the luxurious primary suite. This private retreat features hardwood flooring, custom closets, detailed millwork, and a stunning newly renovated spa-inspired bath complete with a soaking tub, oversized glass-enclosed shower, dual vanity, and exquisite Italian tile. The outdoor setting is nothing short of extraordinary. Professionally landscaped grounds surround a tranquil in-ground pool, complemented by multiple paver patios designed for elegant outdoor entertaining and relaxation. A sprawling Trex deck extends nearly the entire length of the home, creating a seamless connection between indoor and outdoor living. Additional highlights include a fully finished lower level with a full bath, offering exceptional flexibility for recreation, fitness, guest accommodations, or extended living space. Car enthusiasts will appreciate the rare offering of four garage spaces, including two attached and two detached garages. Recent improvements include extensive interior and exterior painting, newer windows, custom closet systems, wood flooring throughout most of the house and numerous thoughtful upgrades throughout. A wonderful opportunity awaits for you to own this property and reap the rewards of resort living in the White Spruce Farm Community within the Village of Head of the Harbor. Taxes Include Village Taxes of $3,199

15 The Chase, Saint James
$1,200,000
5 Beds ⋅ 3 Baths ⋅ 1011636 MLS
Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities. This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and hardwood flooring throughout the first floor. The interior was freshly painted in March 2026, creating a bright and welcoming atmosphere. The spacious den is highlighted by a cozy wood-burning fireplace with a stove insert, perfect for relaxing on cooler evenings. Updated bathrooms add modern comfort, while the full basement and attached two-car garage provide ample storage and functionality. Enjoy tranquil outdoor living from the rear patio, where partial river views can be appreciated during the summer months. The backyard is surrounded by mature trees, offering privacy, serenity, and a peaceful natural setting. Ideally located near local beaches, hiking and nature trails, fine dining, shopping, and Stony Brook University and Medical Center. This exceptional property combines scenic beauty, modern updates, and convenient access to area amenities. Smithtown Schools

451 River Road, Nissequogue
$1,890,000
4 Beds ⋅ 3 Baths ⋅ 1008414 MLS
Welcome to this one-of-a-kind custom estate-quality residence rebuilt in 2018 by a professional contractor as his personal home with attention to detail and premium materials throughout. Situated on a private 1-acre property, this exceptional 4-bedroom, 2 1/2 bath home welcomes you with a striking stone façade and dramatic arched entryway that sets the tone for the extraordinary craftsmanship found throughout. Features include oak hardwood floors, solid hardwood interior doors, custom millwork, marble and tile mosaics, a custom detached 2-car garage with handcrafted garage doors built by the homeowner and features its own electrical panel. The fully finished basement includes an outside entrance, laundry area and epoxy flooring. The large, open kitchen includes custom cabinetry, granite countertops, stainless steel appliances, and custom designed tile work. A breathtaking handcrafted marble fireplace with carved lion statuary serves as the centerpiece of the home and features a heat-circulating system with dedicated venting to the primary suite above. Built with 2x6 construction and blown-in insulation for exceptional energy efficiency, the home was also strategically positioned above grade to promote superior drainage. Smart home features include remote thermostat controls with separate zones in each bedroom and an automatic leak-detection water shutoff system. Extending the living space outdoors, a covered patio overlooks the private grounds and is already pre-wired for cable and has a water line in place, providing a seamless opportunity to create the outdoor kitchen and entertainment area of your dreams. From the handcrafted architectural details to the thoughtful engineering and modern conveniences, no expense was spared in creating this truly exceptional residence. A rare opportunity to own a luxury home unlike anything else on the market.

225 Old Willets Path, Smithtown
$789,000
4 Beds ⋅ 3 Baths ⋅ 1002364 MLS
Welcome to this beautifully expanded Colonial nestled in the highly sought after College Section of Smithtown. This spacious 4 bedroom, 2.5 bath home offers the perfect blend of classic charm and modern updates. Step inside to discover gleaming hardwood floors, generously sized living spaces, and updated bathrooms designed with todays buyer in mind. The 372 square foot primary suite addition provides a wonderful retreat offering additional space and comfort rarely found in homes of this style. The thoughtfully designed floor plan is ideal for both everyday living and entertaining. A brand new roof (2025) and a young gas burner (2018) are just some of the improvements that provide peace of mind. Situated on .24 acre, enjoy a private backyard setting perfect for relaxing, gardening or hosting outdoor gatherings. A one car-garage, a full unfinished basement and muture landscaping complete the package . Located in one of Smithtowns most desired neighborhoods , this home offers convenient access to parks, shopping, restaurants, transportation all in Smithtown School District. With its spacious layout, desirable updates, and exceptional location, this is an opportunity you won't want to miss.

61 Hofstra Drive, Smithtown
$775,000
5 Beds ⋅ 2 Baths ⋅ 992164 MLS
Stunning 5 possible 6-Bedroom High Ranch in Smithtown East Schools: Welcome Home To This Sprawling And Impeccably Maintained 5-Bedroom, 2-Bathroom High Ranch, Perfectly Situated On An Expansive, Oversized Property Including An Additional Lot. Boasting Incredible Curb Appeal And An Oversized Driveway. This Residence Offers The Rare Combination Of Spacious Interior Living And A Massive Outdoor Oasis. The Heart Of The Home Features A New Updated Gourmet Kitchen Equipped With Modern Finishes, including Soft-Close Cabinets, Stainless Steel Appliances, Center Island, And Quartz Counter Tops, Seamlessly Flowing Into Bright, Open Living Spaces. Both Full Bathrooms Have Been Recently Renovated With Stylish, Contemporary Fixtures. With Five Generous Bedrooms With Ample Closet Space, A Formal Living Room, Dining Room, And Family Room. There Is Ample Space For A Home Office, Guest Quarters, For A Growing Household. Step Outside To Your Private Retreat, Featuring A Sparkling Inground Swimming Pool Surrounded By Professional Landscaping And Vast Green Space, Plus A Screeded-In Patio Space Perfect For Entertaining Or Peaceful Relaxation. Located In The Highly Sought-After Smithtown School District, This Move-In-Ready Gem Offers The Perfect Blend Of Luxury Living, Comfort, And Prime Location. Don't Miss The Opportunity To Own This Unique, Oversized Property!

4 Florence Street, Nesconset
$6,800,000
5 Beds ⋅ 10 Baths ⋅ 000034 MLS
Waterfront – Set along 243’ of pristine Long Island Sound frontage, this extraordinary waterfront estate offers a truly rare combination of sweeping unobstructed water views, direct access to a sandy beach, and beautifully manicured level grounds with no high bluff — creating an unparalleled coastal setting rarely found on the North Shore. Privately nestled at the end of a private cul-de-sac on 2 lush acres, this over 7,000 square foot custom residence plus an unbelievable entertainment lower level is surrounded by magnificent specimen plantings, manicured gardens, and expansive Ipe Brazilian walnut decking designed to embrace the breathtaking waterfront backdrop from every angle. Nearly every room captures stunning water views, creating a seamless connection to the shoreline while filling the home with natural light and tranquility. Custom built with uncompromising quality and craftsmanship, the residence showcases high-end custom finishes, exquisite detailed moldings, elegant designer touches, and only the finest materials and systems throughout. Sophisticated yet inviting, the home offers an exceptional blend of refined luxury and relaxed coastal living. Every detail has been thoughtfully curated with no expense spared. Designed for both grand-scale entertaining and intimate everyday living, the property offers exceptional indoor and outdoor gathering spaces where unforgettable memories are waiting to be made. Enjoy breathtaking sunsets over the Long Island Sound with unobstructed views stretching to Connecticut, all from the privacy of your own extraordinary waterfront retreat. Ideally located approximately 60 miles from Manhattan and moments from fine dining, shopping, marinas, Stony Brook University, and Stony Brook University Hospital, the property offers a rare blend of private coastal living and everyday convenience A true private oasis, this remarkable estate offers the feeling of being worlds away while enjoying the beauty, serenity, and prestige of luxury waterfront living at its absolute finest.

6 Pheasant Run, Nissequogue
$830,000
3 Beds ⋅ 3 Baths ⋅ 984501 MLS
Move right into this renovated, Townhouse, with 3-bedrooms, 2.5 bathrooms, full basement, 1-car garage, with updated designer kitchen with quartz counters and stainless-steel appliances, updated bathrooms, new flooring/carpeting, fresh paint, etc. Close to local shopping, transportation and amenities. Don’t miss out on this opportunity! Grass photos were digitally enhanced.

26 Stone Gate Court, Smithtown
$1,169,000
4 Beds ⋅ 3 Baths ⋅ 966893 MLS
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, and versatility — with a rare equestrian component that elevates it beyond the ordinary! The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors run throughout the home, complemented by tasteful neutral décor and abundant natural light. The custom updated eat-in kitchen is thoughtfully appointed with stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property — creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat. The primary bedroom features a private ensuite bath, and three additional generously sized bedrooms complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout. For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding — all within the comfort of your own property. Located within the Smithtown School District, this unique property is just minutes from shopping, restaurants, parks, transportation, Stony Brook University, Stony Brook Hospital, and the beaches of the Long Island Sound. Offering a rare combination of space, flexibility, and convenience, this exceptional St. James property presents an outstanding opportunity to create something truly special. Whether enjoyed as-is or tailored to suit your vision, this remarkable offering is ready for its next chapter.

14 Hillside Avenue, Saint James
$1,099,000
4 Beds ⋅ 3 Baths ⋅ 936825 MLS
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 a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location. Ask about our Builder Incentives

122 4th Street, 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.