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$2,650,000
5 Beds 5 Baths 902772 MLS
This breathtaking beachfront property in one of Port Jefferson's most prestigious locations is available for the first time in over 50 years! The home is nestled in the woods at the water's edge, with captivating views of Long island Sound and an entertaining parade of boats. What makes this property truly unique is the inclusion of a second buildable waterfront lot -a pairing that opens the door to opportunities and imagination. Whether you build a guest retreat, a second house, or hold it as an investment, property of this caliber is exceedingly rare. The classic 4000 s/f Colonial home was sturdily built in 1974, with 6 working fireplaces and water views from every room. Sprawling porches invite you to enjoy the refreshing sea breeze, and the sound of gentle waves lulls you to sleep at night. With 5 bedrooms and a full/partially finished walk-out basement, there is plenty of space for entertaining and expansion. Another unique feature of this property is the abundance of mature trees, which provide cooling shade and privacy in the summer, but drop their leaves in winter to reveal panoramic views of Mt. Sinai Harbor. Kaleidoscopic sunrises over the salt marsh illuminate the rooms with extraordinary pink light from the East in the morning, and then in the evening you can enjoy sunsets over Long Island Sound while grilling on your deck. Step through the garden to jump in the water for a swim! You can even keep a sailboat docked at the end of your beach path. Rarely does such an extraordinary parcel of land come to market. Everyone who sets foot on this land falls in love! Total 2.09 Acres - Taxes for the one-acre buildable lot: Brookhaven: $3,085.31 PJ Village: $404.66 Taxes for the 1.09Acre/4000 s/f Colonial: Brookhaven $19,992.80 PJ Village: $3,893.80

21 Waterview Drive, Port Jefferson

$2,500,000
4 Beds 6 Baths 926947 MLS
Coastal Retreat in Port Jefferson, NY Waterfront prominence with endless coastal views of Long Island Sound and the Connecticut coastline with miles of beautiful sandy beaches. Whether enjoying the Golf Club or the beaches Port Jefferson Village delivers on many levels, this stunning 4-bedroom, 3-bathroom home offers an unparalleled blend of elegance, comfort, and breathtaking natural beauty. With sweeping views stretching across the Sound to the Connecticut shoreline, this lovingly maintained residence is a true gem, perfect for those seeking a serene coastal lifestyle. Step inside to discover a bright and airy open-concept living space, where large windows frame mesmerizing water views and flood the home with natural light. The gourmet kitchen, complete with modern appliances and a spacious island, flows seamlessly into the dining and living areas, ideal for entertaining or cozy family gatherings. Each of the four generously sized bedrooms offers ample space and tranquility, with the primary suite boasting a luxurious en-suite bathroom and private balcony overlooking the Sound. Outside, the property shines with meticulously curated gardens that burst with color and fragrance, creating a peaceful oasis for relaxation or outdoor gatherings. The sprawling lawn and charming patio spaces are perfect for enjoying morning coffee with sunrise views or evening sunsets that paint the sky in vibrant hues. This off-the-charts awesome home is a rare find, combining coastal charm, modern amenities, and a prime location in vibrant Port Jefferson, with its quaint shops, dining, and marina just moments away. Private beaches and all Port Jeff Village amenities, Don’t miss the chance to own this slice of paradise with views that will take your breath away. Schedule a showing today to experience the magic of this Long Island Sound treasure!

15 Stephans Path, Port Jefferson

$2,260,000
10 Beds 4 Baths 912876 MLS
Welcome to the waterfront property of your dreams! Located in the Incorporated Village of Belle Terre, this unique, expansive 4.18 acre property, with one of the most convenient water accesses on the North Shore of Long Island, is everything you’ve been looking for. The home itself is situated perfectly right at the access point of the water, with incredible views of the harbor from the large front porch. With some imagination, and a bit of elbow grease, this early 1900’s beauty can be restored to its former glory and enjoyed for years to come. Featuring high ceilings, exposed beams, beautiful woodwork, and stunning water views from most of the rooms. What makes this property even more unique, is the guest cottage located on the property, and possibility of subdividing the property which will make for other opportunities in the future. Enjoy the large array of amenities that come with living in Belle Terre Village, including a private beach for residents, use of the community center, private park access, pickleball courts, and so much more.

Saints Orchard Road, Port Jefferson

$2,250,000
6 Beds 9 Baths 844645 MLS
6 Bedrooms, 6 Full Baths And 3 Half Baths Spectacular Very Green Efficient Mansion Situated In A 1.6 Acre Secluded Belle Terre Area. You Don't Want To Miss This unique Home Built by High End Architectual Designer Scott Accardo ! 9000 Sq.Ft indoor space. 40'x20' Indoor Solar Heated Gunite Swimming Pool With Ozone sanitizer. 2700 Sq.ft. Pool House with Wood Burner Stove, Changing Room, Full bath And Entertaining Area. New GAF Roof installed 2019 (50 year warranty). New Driveway 2021. 66 Solar panels with more than 22MWh annual power production. Generac 20kw Propane Powered Standby Generator With Automatic Transfer Switch, 150G propane tank for generator. 1000G High Efficiency Viessman New Propane boiler 10 Zone Heating/Cooling. Solar Heating, Hot Water & Geothermal Heat Pump 60G Hot Water Tank Trex Mahogany Finished Deck, Blue Stone Patio. Two Primary Suites One On 1St Floor And The Other On 2nd Floor. Full Baths With Jacuzzi Tubs, Stand up Showers And Bidets. Two junior En-Suites Oversized Kitchen With SS Appliances. Customer Build 48" KitchenAid Refrigerator, Bosch Dishwasher, 48" Wolf Gas Range (Warranty to 2028) High End GE Advantium Microwave/ Convection Oven. Breakfast Nook, 2 sets of washers and dryers 20" Ceiling in Entrance Foyer And Living Room With Fireplace. French Double Door Open To A Cozy Family Room. Game Room, Home Movie Theatre and much more. Open Dining Room For Convenience Guest Entertaining. Two sets of stairways to the 2nd floor. 5 Minutes Away TO Port Jefferson Country Club With Waterview Fine Dining and Beautiful Golf Course.

1 Uva Way, Port Jefferson

$2,050,000
5 Beds 4 Baths 860414 MLS
WATERFRONT WITH DEEP WATER DOCK AND 224 FT. ON PORT JEFFERSON HARBOR--DOCK CAN ACCOMMODATE 55 FT YACHT! Breathtaking views from the house and from the resort-style backyard with deck, balcony, awnings, paver patio, free-form heated salt water in-ground pool, outdoor kitchen and extensive landscaping, plus stairs to your own beach and dock with 50 AMP service & fresh water. This is one of only 4 deep water docks in Belle Terre's Pirates Cove. A truly turn-key home with today's Open Concept, updated kitchen and primary bath, huge fireplace, whole house generator and so much more! The Inc Village of Belle Terre has been designated as a "Bird Sanctuary" and offers Private Constabulary 24/7, Community Beach w/Summer Camps, Park with children's playground, pickle ball & walking path, Community Center & close proximity to Country Club for golf. Nearby Port Jefferson offers shopping, restaurants, ferry to Connecticut, 2 major hospitals and is close to Stony Brook University & Hospital.

12 Sunset Path, Port Jefferson

$1,947,000
4 Beds 3 Baths 1007135 MLS
Perched in the prestigious Belle Terre, this exceptional residence captures sweeping, unobstructed views of Port Jefferson Harbor and delivers a rare blend of refined luxury, privacy, and coastal elegance. Set on over two acres, this sprawling ranch has been thoughtfully reimagined to offer a seamless balance of modern sophistication and timeless design. From the moment you arrive, the home’s expansive setting and commanding water views create a lasting impression. Inside, soaring vaulted ceilings and walls of glass invite natural light. This is a full open-concept living environment. The dramatic double-sided fireplace anchors both the living and dining spaces, creating an ideal backdrop for both everyday living and elevated entertaining. The designer kitchen is nothing short of spectacular, appointed with premium appliances including a statement La Cornue range, exquisite Calacatta quartz surfaces, and an oversized island designed for gathering. A well-equipped butler’s pantry with prep sink and wine refrigeration enhances functionality while maintaining a polished aesthetic. The primary suite serves as a private retreat, offering tranquil water views, a custom inspired bathroom, and convenient access to laundry. Additional bedrooms are generously sized and thoughtfully positioned, while a sun-drenched bonus space provides flexibility for a home office, fitness studio, or serene lounge. The lower level extends the home’s living space with exceptional versatility, featuring a guest suite or office, summer kitchen, and an impressive theater room designed for a true cinematic experience. Sliding doors open to multiple outdoor living areas including an expansive Trex deck and hot tub, are perfectly oriented to take full advantage of the stunning waterfront backdrop. A newly constructed detached two-car garage with private EV charging station, along with modern systems including gas heat, central air, and whole-house generator, ensure both comfort and convenience. Located in Port Jefferson and offering access to the exclusive amenities of Belle Terre, this remarkable property presents a rare opportunity to own a turn-key harbor view retreat where every detail has been carefully considered and every view is unforgettable.

45 Bell Circle, Port Jefferson

$1,800,000
4 Beds 3 Baths 828354 MLS
Nestled in the heart of Belle Terre, this exquisite waterfront sprawling ranch offers breathtaking views of Port Jefferson Harbor and an unparalleled blend of style and sophistication. As you step inside, soaring vaulted ceilings create an airy, open atmosphere, with a spacious living room boasting a stunning stone double-sided fireplace that flows seamlessly into the dining area. Floor-to-ceiling windows and sliding doors bathe the home in natural sunlight, enhancing its bright, welcoming ambiance and impeccable views. The chef’s kitchen is a culinary masterpiece, featuring a La Cornue range, luxurious Calacatta quartz countertops, and a massive island with storage and seating for six. A thoughtfully designed butler’s pantry includes a prep sink and wine fridge, perfect for entertaining. Solid wood doors and rich, 6-inch white oak flooring add a warm and rustic elegance, elevating the home’s refined yet inviting design. Completely renovated, every inch of this home has been thoughtfully updated to offer modern luxury with a timeless design. The primary suite is a true sanctuary, offering sweeping views of the harbor, a custom ensuite bathroom, and convenient laundry access. Step outside to an expansive Trex deck with stunning views and a hot tub, perfect for enjoying the sunrise or sunset. Two additional bedrooms and a full bath, featuring a glass-enclosed custom walk-in shower, offer ample space for family or guests. The sunroom makes a perfect home gym or peaceful retreat leading into a cozy den with sliding barn doors, providing the ideal space for relaxation and quiet moments. The lower level is equally impressive, with a versatile bedroom or office space, a summer kitchen, a state-of-the-art 7-seat theater room and den with sliding doors open to the meticulously landscaped, hardscaped property, designed to capture the waterfront vistas from every angle. A brand-new, detached 2-car garage with an electric car hookup adds convenience, while gas heat, central air conditioning, and gas generator ensure year-round comfort. With access to all the exclusive amenities of Belle Terre and Port Jefferson School District, this home blends luxurious living with natural beauty, offering an unparalleled lifestyle on the water. Taxes include Belle Terre Village tax.

45 Bell Circle, Port Jefferson

$1,510,000
4 Beds 4 Baths 964612 MLS
You will love the modern elegance of this brand new redesigned hilltop beauty perfectly situated on Harbor Hills cul-de-sac. A striking entrance welcomes you with handsome wrought iron doors, setting the tone for this expansive home filled with light, space and style! Open floor concept, hardwood floors throughout, wood-burning fplc, grand scale rooms! The primary suite with tray ceiling design offers a beautiful ensuite bathroom with second floor laundry. Spectacular and private outdoor oasis features a heated gunite inground pool - the perfect home for entertaining and everyday living! Located in the Harbor Hills section just minutes to the Port Jefferson Golf Course and your resident-only private beach! All in the renowned Port Jefferson School District.

120 Peninsula Drive, Port Jefferson

$1,249,000
5 Beds 4 Baths 833478 MLS
Welcome to 10 Fairway Drive in Port Jefferson, a sprawling, immaculately maintained home available for the first time in over 50 years. Situated on a lush, sprawling 1 acre lot, this delightful home features 5 spacious bedrooms and 3.5 renovated bathrooms, providing comfort and convenience. The main level features a center hall leading to large, sunny rooms with abundant room for large-scale entertaining. The modern kitchen boasts professional grade Wolf, Sub-Zero and Miele appliances and a sun-flooded dining nook with verdant tree and park views. The spacious formal dining room is ideal for large gatherings, and the adjacent family room with a gas fireplace is a comfortable haven for relaxation. This level of the home also includes a formal living room, powder room, an additional bedroom, and access to the garage. Upstairs, four bedrooms enjoy abundant natural light and charming views. The grandly proportioned primary suite includes an en-suite bath with a bidet, as well as a large, windowed walk-in closet. On the lower level of the home is a fully finished basement with a separate entrance, new laundry facilities, and a dedicated air conditioning unit. For peace of mind, a whole-house generator has been installed. All renovations are certified. Two separate zones of radiant heat ensure cozy warmth throughout the seasons. The backyard is an oasis bordering a park with a walking trail, pickleball court, and more. Community amenities include nearby beach access, a country club and golf course, free downtown parking for residents, and a vibrant farmers market. Come and embrace the lifestyle you’ve been dreaming of! Taxes include Village.

10 Fairway Drive, Port Jefferson

$1,200,000
5 Beds 4 Baths 854591 MLS
Welcome to your dream home in the highly desirable Village of Belle Terre! This 5 Bedroom, 4 Bath expanisve home boasts 5,000 sq ft of living space and has all the amenities you need for comfortable, luxury living, extended family, entertaining and then some! The home features two kitchens with a mother and daughter setup, all white oak hardwood flooring in excellent condition. The backyard is an entertainers dream with a gunite, marble dusted heated pool and a cabana that is big enough to be whatever you need! It is walking distance to the beach or a 3 minute drive yet not in a flood zone so no flood insurance required. Homeownership in the Belle Terre community comes with exclusive Belle Terre beach rights and access to golf club/amenities. Multiple entrances around the home make it the perfect home for extended family and/or rental income potential. Did we mention the 5 car garage that has enough space for your cars and then some. Don't miss the opportunity to make this your dream home today!

66 Cliff Road, Port Jefferson

$1,185,000
4 Beds 3 Baths L3559884 MLS
This stunning, youthful Post Modern home is situated just one house away from a private Belle Terre beach. Tucked into a hill, it boasts a low-maintenance property with extreme privacy. This well-kept four-bedroom home features flowing hardwood floors, high ceilings, clean-lined moldings, a spacious first-floor office, and much more. The formal living room and dining room lead to a large open kitchen and den. The primary bedroom includes two walk-in closets and an en-suite bathroom and winter water views. Three additional guest bedrooms and a guest bathroom complete the second floor. A full, unfinished basement with high ceilings, a two-car-plus garage and pull-down attic access provides ample storage. Winter water views from the wrap around porch, primary bedroom and living room. Harbor front beach access at the end of the street includes kayak storage. The community also offers two additional private beaches, constable service, private parks, sport court and community center.

22 Saints Orchard Road, Port Jefferson

$1,165,000
4 Beds 3 Baths 894706 MLS
Completely renovated 1964 four bedroom Ranch with central heat (gas) and AC in Belle Terre on 1 acre. Brand new salt water 16x32 heated-pool with blue stone coping surround and lovely new stone paths, a circular pea gravel (newly installed) driveway with oversized Belgian block aprons, 2 car garage with diamond windows and a gorgeous professionally-landscaped grounds with dozens of new plants, evergreens and flowering trees with weather-smart irrigation throughout (8 zones). The very private newly-enclosed backyard has a large lawn, mature hydrangeas and roses, a luxurious outdoor hot shower, and a fabulous bluestone-paver terrace off the living room with a see-thru custom wood and black cable railing with matching blue stone steps to the propane- heated pool and outdoor dining area. Gracious new custom black fiberglass double-doors front entrance leads you to a large foyer. Nailed down oak strip flooring throughout, sanded and stained, satin finish. Original restored wood windows in the front, and new casement, double hung and picture windows in the back. New low profile recessed lighting with Lutron dimmers throughout the home. Entire house was painted Benjamin Moore "Simply White" matt finish on walls, matching flat finish ceiling, and semi gloss for the trim. Convenient Nest thermostat, back door key-pad lock, plus smoke/co2 alarm, controllable from your phone. The 4-sided chef's kitchen has new soft white stone Quartz counters, white new large-format Nemo porcelain subway-tile backsplash with floating shelving from Rakks on one side, and plenty of professionally-painted tan cabinetry on the other sides, with new stainless steel hardware, beautiful under counter hidden led strip-lighting on dimmers, and a breakfast bar plus a windowed eat-in area perfect for breakfasting. All new top of the line appliances: Blue Star Gas Range, matching Blue Star Refrigerator/Freezer, Miele Dishwasher, and a double basin 18-gauge stainless-steel modern Kohler farmers-sink with Kohler pull down spray. Separate laundry room with original work-sink, washer dryer and new white penny tile floor as well next to the side entrance. The chic dining room opens to the kitchen and overlooks the pool and backyard. The living room/media room has a wonderful wood burning fireplace and glass sliding doors to the terrace. The primary bedroom is spacious and has 4 large custom California Closets to fit all your clothes and laundry, and an en-suite bathroom with new gray Nemo mosaic floor tile, new large Carrera marble vanity, mirror and lighting and a shower/tub combo with Jacuzzi. The guest spa-bath is modern and sleek with a wonderful new walk-in glass shower, and a new gray large-format Nemo porcelain tile floor, plus new lighting and vanity. The primary, plus two guest bedrooms, are on the main floor, and downstairs, there is another fourth bedroom, with central heat/ac, new Pergo floor, windows, and a full bath. The basement has been completely restored with a gray painted floor rec room with TV, utility room, gym area, and wood shop! Over 2800 sq feet upstairs living, and 4841 total interior. Best of all you get Belle Terre amenities, including two private beaches with free kayak/small boat storage, one on the Sound, and one on the Harbor, Constabulary, private park with pickle ball, and more! Rare opportunity to acquire a mid-century lovingly renovated home with excellent landscaping, a new pool, new roof, central air, in sought-after Belle Terre. Move right in!

2 Soundview Drive, Port Jefferson

$1,150,000
5 Beds 3 Baths 1003873 MLS
Spacious & Gracious Colonial—set on 1.15 acres of beautifully maintained property, this classic residence offers the perfect blend of timeless design and modern comfort. With 5 spacious bedrooms and 3 full baths, this home is designed for both relaxed living and effortless entertaining. Thoughtfully renovated kitchen and bathrooms, gleaming oak floors, and recessed lighting create a warm, refined atmosphere throughout. The home has been lovingly cared for by its present owners who have accomplished many capital improvements offering a move-in-ready lifestyle leaving you more time to Enjoy! Step outside and discover your own private retreat: a serene backyard complete with lovely rear deck overlooking an in-ground pool and expansive green lawn—perfect for summer gatherings, quiet mornings, and a haven to return to at the end of the day where you can unwind and relax. Living in Belle Terre means embracing a lifestyle that feels worlds away—yet remains close to everything. • Peace & Privacy: A designated bird sanctuary, offering unmatched tranquility and natural beauty • Private Community Beaches & Parks: Enjoy exclusive access to scenic shoreline and green spaces • Amenities: Playgrounds, a community center, and a welcoming neighborhood atmosphere • Nearby Golf & Country Club in close proximity • Close to Port Jefferson Village: Boutique shopping, top-rated dining, and vibrant harbor front park From the moment you step inside 12 Deer Path in Belle Terre, you’ll understand what makes this offering truly special. You’re not just buying a home—you’re arriving at the lifestyle you’ve been waiting for.

12 Deer Path, Port Jefferson

$1,150,000
3 Beds 4 Baths 851352 MLS
Set on 1.2 beautifully landscaped acres in the sought-after Village of Belle Terre, this one-of-a-kind 3,300 sq ft home features a dramatic entry with granite floors and a soaring atrium dome, leading to a sun-drenched open layout with a glass-and-brass floating staircase as its centerpiece. The custom European chef’s kitchen includes dual granite islands and opens to a 1,200 sq ft multi-level deck with gazebo—perfect for entertaining. The main level offers a spacious great room, banquet-sized dining room with marble gas fireplace, and a luxurious primary suite with cathedral ceiling and updated marble bath. A second en-suite bedroom, powder room, and attached two-car garage complete the level. The expansive lower level includes a full butler’s kitchen, oversized media room, third en-suite bedroom, and private walk-out to a large brick patio—ideal for guests or professional use, thanks to its separate entrance. Additional highlights include a new roof, 2-zone central air, gas heating, in-ground sprinklers, and energy-efficient windows. Located just minutes from Port Jefferson Village, beaches, shops, and ferry/train access, with exclusive Belle Terre amenities such as private beaches, parks, and security. Village taxes: $3,617.37.

4 Old Homestead Road Unit #4, Port Jefferson

$1,140,000
3 Beds 3 Baths 914788 MLS
Enjoy Panoramic Views Of Mt. Sinai Harbor, Cedar Beach & LI Sound!! Wake Up To Magnificent Sunrises Surrounded By Mature Woodlands From This Meticulously Maintained San Remo End Unit In The Riviera Community Boasting Spectacular Views From Most Every Room. This Diamond Home Features A Wide Open Floor Plan With Gleaming Hardwood Floors Throughout, All Andersen Windows & Doors, Updated Chef's Kitchen With Custom Cabinetry, Granite Counters, Professional Appliances Including Dacor Oven, DCS 6 Burner Gas Cooktop & Warming Drawer, Kitchen Aid Convection/Microwave, Miele Built-in Coffee Station, Center Island & Breakfast Nook! Beautifully Appointed Living Room With Fireplace, Formal Dining Room With Sliders To Deck, Two First Floor Bedrooms Both With Sliders To Deck And Updated Full Bathroom With Tumbled Marble Complete The First Level. The Second Level Offers A Grand Primary Suite With Gleaming Hardwood Floors, A Wall Of Windows Showcasing The Breathtaking Waterview & Slider To Elevated Deck, Newly Renovated Primary Bathroom With Double Vanity & Walk-In Shower, As Well As His & Her Walk-In Closets. Finished Lower Level With Study/Office With Fireplace, Bedroom, Full Bath With Oversized Soaking Tub, Temperature Controlled Wine Cellar, Full Summer Kitchen, Pantry & Greatroom With Sliders To Yard Is Perfect For Visiting Family & Entertaining Guests! Beautifully Manicured Yard With Specimen Plantings, First Level Wrap Around Deck With Outdoor Shower Make This Home Ideal For Outdoor Entertaining While Enjoying The Beauty Of Nature And Spectacular Water Views. The Private Riviera Community Is the Best Kept Secret On The North Shore With Only 95 Units On 50 Wooded Acres With Saltwater Pool, Maintenance Free Living, LOW Taxes, All Port Jeff Village Amenities, Deeded Beach Rights, Discounted Membership To Golf & Tennis And Much More! Just Minutes From Port Jeff Village, Ferry, Hospitals, Dining, Shops & Entertainment. Don't Miss This Rare Opportunity To Make This Your Own!! Town Of Brookhaven Taxes $7,343.03 Plus Port Jefferson Village Taxes $971.50

49 Rockledge Path, Port Jefferson

$1,110,000
4 Beds 3 Baths 898678 MLS
Welcome to Harbor Hills Estates. This completely rebuilt colonial is located just 1.2 miles from the Port Jefferson Country Club (enjoy discounted membership for village residents), 1.3 miles to PJV private beaches, and .8 miles to Downtown PJV. Cathedral ceilings in your large foyer invite you inside, alongside beautiful 3 ¼ oak floors throughout the entire home. The kitchen is large and open with tons of cabinet space, gas cooking, new quartz countertops, and a massive center island. The first level has a formal living room and back den with sliders to the backyard and a gas fireplace. There are composite blackout shudders throughout the entire home. All of the windows and trim work has been redone featuring crown molding, solidcore wood doors, custom trimwork, built-ins, and a custom made fireplace mantel. The first floor also features a home office space and half bathroom (renovated 2024). There are also multiple large closets and pantries for storage. Upstairs you have 4 bedrooms including the primary suite with a walk in closet and private bathroom. The bedrooms are all large. There is additional space which is currently unfinished (above the garage) that can be used as more living space, another bedroom, or storage. There is a large basement which is currently unfinished where you will find a ton more storage and the ceiling height is great for buyers who are looking to get more living space! The entire property is professionally landscaped front and back, including a new driveway, belgium block apron, and paved walkway to front stoop. The back deck has been refaced with Trex decking and a large gazebo with built in fan and lighting. You will also find a cozy little cottage/studio space added in the backyard which can be used for whatever you desire ! The yard gives you a sanctuary feel and is very private !

38 Landing Lane, Port Jefferson

$1,060,000
5 Beds 4 Baths 978424 MLS
Welcome to 3 Chuck Court, an exceptional 3,700 sq. ft. residence nestled in the heart of the Village of Port Jefferson, offering exclusive village amenities and a true lifestyle experience. This beautifully appointed home features 4 spacious bedrooms, each with its own private en-suite bath, plus a versatile 5th room ideal for a den, guest suite, or additional bedroom. A dramatic interior showcases coffered ceilings, rich stained hardwood floors, French doors, and a warm gas fireplace. The kitchen is designed for everyday living complete with 42” cabinetry, granite countertops, gas cooking, and stainless steel appliances Upstairs, enjoy a loft-style office space and a tremendous primary suite offering comfort and privacy. Additional highlights include walk-in closets, a mudroom with washer and dryer, attic storage with scuttle attic access, and smart home features such as Nest thermostats, smart bulbs, and security cameras. The home is also equipped with two-zone central air (including one new compressor) and two-zone gas heat with a 2016 boiler and separate hot water heater. The finished basement offers a gym and workshop, providing flexible bonus space. Step outside to your own private retreat featuring a stunning in-ground pool, pergola, lush landscaping, and in-ground sprinklers. As a Village of Port Jefferson resident, enjoy access to two exclusive resident-only east and west beaches along with preferential membership opportunities and reduced rates at the local country club. Commuters will appreciate residential preferred parking at the train station, as well as reserved parking spaces throughout the village. Pirates Cove offers six resident designated docking spaces available for use when open. All of this in a prime Village location, just moments from Port Jefferson’s vibrant harbor, dining, shopping, and waterfront attractions.

3 Chuck Court, Port Jefferson

$1,050,000
4 Beds 3 Baths 910064 MLS
Incredible Views of Mount Sinai Harbor! Discover this exquisite 3/4-bedroom Townhome nestled within the coveted Riviera Private Community. Revel in the opulent living, boasting an airy open floor plan. The gourmet Eat-In Kitchen features Gorgeous Custom cabinets, granite countertops, and High End Appliances. The Living Room boasts a propane fireplace, while the Formal Dining Room offers oversized sliders leading to a private deck. Enjoy stunning year round water views from the Living Room and Dining Room on the first floor and Even more captivating water views from the second floor primary Bedroom and 2nd Bedroom. The Primary Suite offers breathtaking water views of Mt. Sinai Harbor & LI Sound, an extravagant state-of-the-art Primary Bath, and a spacious walk-in closet. There is 2 additional bedrooms and a newly redone full bath on the second floor. Throughout the first floor you'll find hi-hat and hardwood flooring, this home also offers a 1st Floor Bedroom/office/Den and a first floor Laundry. The community boasts a heated saltwater IGP, with HOA amenities including snow removal & trash collection. Indulge in all the Port Jefferson Village amenities!

18 Watersedge Way, Port Jefferson

$999,999
3 Beds 3 Baths 923822 MLS
Completely remodeled to perfection, indulge in luxury living in this immaculate young colonial nestled in the heart of Port Jefferson Village (less than half a mile from downtown). Situated on just under half an acre with low taxes, this home is elegant and perfect for those who live to entertain or retreat to their modern oasis in one of the most robust villages on the north shore of long island. As you step inside, be greeted by a custom kitchen featuring marble countertops, a marble waterfall center island, and modern Samsung appliances. The expansive great room invites you to entertain with vaulted ceilings, skylights, and panoramic windows offering serene winter water views of Port Jefferson Harbor. The first floor is a perfect blend of both open space and separation. Retreat to the primary suite upstairs, boasting a remodeled ensuite bathroom and a spacious walk-in closet. The other 2 bedrooms are large and also offer beautiful winter water views. Outside, the meticulously landscaped grounds feature a expansive bluestone patio, dual waterfall features, fire pit, mature evergreens for privacy all year long, and professional landscaped design throughout. Additional highlights include a 2-car garage with interior access, propane cooking, a full unfinished basement with high ceilings, and custom lighting around the entire exterior. Elevate your lifestyle with Port Jefferson amenities, Blue Ribbon Schools, and close proximity to Stony Brook University, LIRR, and harbor front activities such as shopping, dining, and marina.

127 Arlington Avenue, Port Jefferson

$965,000
3 Beds 3 Baths 968074 MLS
Welcome to your exclusive townhome in the Harborview Community of Port Jefferson Village less than a mile from Downtown! LOW TAX and HUGE VALUE! The home is situated on a private hilltop location with seasonal water views of Port Jefferson Harbor and maximum privacy that townhome living can offer. This gated community also provides access to Port Jefferson Village amenities featuring private beaches, village center, and discounted memberships to the village country club. Updates include new gas heating and central air system (2025- condensers + air handlers + smart thermostats with app control), Rheem hot water heater (2025 with 12 year warranty) roof (2021 with 50 year transferable warranty), custom kitchen cabinetry and appliances, Sheetrock and painted garage flooring (2025), Anderson sliding doors to the rear + patio pavers with drywell (2024), and community road with belgium block pavers (2025). The main level of the home is totally open with large windows on the entire rear of the unit. The custom built kitchen is thoroughly designed with high-quality cabinetry and premium appliances, including a WOLF professional gas cooktop and double wall oven. The living area offers vaulted ceilings and a gas fireplace. The oversized back deck provides exceptional privacy and plenty of space for entertaining. In this exclusive community of just 40 units, this home also enjoys access to a large shared grass area—perfect for walking pets, playing with children, or simply relaxing while taking in the beautiful views and local wildlife - Which is RARE for a townhome in the village! There is a two car garage with ample storage. The spacious primary suite easily accommodates king-size furnishings and features dual custom-organized closets. All the bedrooms are large on the upper level and the storage is plentiful. A fully renovated walk-out lower level adds exceptional versatility with new carpeting, cedar closet, laundry area, utilities, generous storage, and additional living space. Residents enjoy community amenities including a saltwater heated in-ground pool, tennis courts, and a clubhouse with fitness center. Conveniently located near Stony Brook University and Hospital, Saint Charles, Mather Hospital, the LIRR, marinas, golf courses, beaches, and the Port Jefferson Harborfront with its shops, dining, and waterfront sunsets.

14 Vantage Court, Port Jefferson

$950,000
4 Beds 4 Baths 978710 MLS
Welcome to this beautifully updated and meticulously maintained residence, offering a rare opportunity to own a private, energy-efficient retreat just moments from the heart of Port Jefferson Village. **Offering over 3,000 sq ft of total usable living space—including approximately 2,626 sq ft above grade plus an additional 700 sq ft of finished lower level—**this home seamlessly combines modern sophistication, smart technology, and resort-style outdoor living for an elevated lifestyle in one of the area’s most desirable locations. Ideally situated minutes from boutique shopping, waterfront dining, Harborfront Park, the Port Jefferson Ferry, and the Village’s vibrant coastal charm, this property offers both convenience and a sense of quiet exclusivity. Thoughtfully upgraded throughout, the home features a whole-house solar system generating approximately 110% of annual electricity usage—providing long-term efficiency and meaningful cost savings. A new roof (2021) and refinished hardwood flooring (2021) enhance both form and function, spanning the first floor, primary suite, walk-in closet, and upper hallway. At the heart of the home is a fully renovated gourmet kitchen (2021), designed with modern finishes, updated appliances, and a layout that seamlessly blends everyday living with effortless entertaining. Updated bathrooms further contribute to the home’s turnkey appeal. The finished lower level (2017) offers approximately 700 sq ft of additional usable living space and exceptional flexibility, complete with a second summer kitchen (no stove), full bathroom, and dedicated entertainment area—ideal for guests, extended living, or a private retreat. Step outside into your own resort-style backyard, where a 36x18 saltwater pool, gazebo, and integrated outdoor entertainment system create a setting designed for both relaxation and hosting. An oversized composite deck, covered front porch, and fully fenced grounds enhance both privacy and usability, offering a true extension of the home’s living space. Smart home features include automated lighting, heating, and cooling via Nest thermostats (2 zones), a Ring alarm system, Nest camera system, keypad entry, and integrated outdoor speakers for both the patio and front porch—bringing convenience and control to everyday living. Additional highlights include a wood-burning fireplace in the den/family dining area, adding warmth, character, and alternative whole-house heating options. Enjoy close proximity to Stony Brook University, Port Jefferson Country Club, walking distance to the elementary school, local beaches, and major transportation routes—making this not just a home, but a refined lifestyle opportunity.

107A Scraggy Hill Road, Port Jefferson

$937,000
3 Beds 4 Baths 999137 MLS
Beautifully updated 3/4 bedroom home located in the desirable Harbor Hills section of Port Jefferson. This home has a great layout with plenty of space for everyday living and entertaining, while still feeling warm and inviting the second you walk in. The main level features vaulted ceilings, skylights, and tons of natural light. The updated kitchen includes granite countertops, shaker cabinetry, and luxury vinyl flooring with plenty of cabinet and counter space. The dining area with a wood burning fireplace and wet bar gives the home a really unique feel and makes it perfect for hosting family and friends. There is a large living area with tray ceilings and plenty of room to entertain, along with updated lighting and custom built ins throughout the home. The primary suite features a spacious walk in closet along with a bathroom complete with double vanity, soaking tub, separate shower, and skylight. The lower level offers even more flexibility with a possible 4th bedroom, updated bathroom, bonus room that can be used as a gym, office, or playroom, additional storage, and access to the 2 car garage. Outside, the home features a private level backyard with plenty of usable space for entertaining, relaxing, or future outdoor possibilities. Some major updates include updated HVAC with Goodman central air, 200 amp and electric with generator hookup. Located on a quiet cul-de-sac just minutes from private beaches,marinas, ferry, LIRR, shopping, and everything Port Jefferson Village has to offer.

105 Nadia Court, Port Jefferson

$930,000
3 Beds 2 Baths 995805 MLS
Step into true elegance with this stunning circa 1940 gem, beautifully nestled on meticulously manicured grounds that invite you to relax and unwind. Surrounded by specimen plantings and enchanting foutains, this property offers a perfect blend of classic charm and modern luxury. Enjoy entertaning on your custom porch and generous paver patio complete with built-in BBQ and kitchen. Picture yourself in the 7-person hot tub under the stars! The enclosed back porch seamlessly brings the outdoors in, creating a delightful breakfast area that connects to the kitchen, both adorned with porcelian radiant heated tile. The home boasts Southern Yellow Pine floors throughout, enhancing its warm, inviting atmosphere. The primary bedroom and guest bedroom are on the 1st floor, and a 3rd bedroom is upstairs with an adjoining office/work space. With 2 updated baths, both with radiant heated floors, every detail has been thoughtfully designed for comfort. Recent upgrades include a new roof, new front & back doors, and fresh paint inside and out! The home is equiped with a Peerless cast iron boiler, whole-house water filter, and whole house generator for ultimate peace of mind. Enjoy the efficieny of natural gas for your dryer, oven/stove, and outdoor BBQ. The electric and plumbing systems have been upgraded and there is a Nest thermostat. Taxes are low! Stone's throw from Pt. Jefferson Village and all it has to offer, including restaurants, waterfront, ferry, shopping, and more. Amenties for this homeowner include private Beach Rights, free Village parking and more!

104 California Avenue, Port Jefferson

$929,000
4 Beds 3 Baths 919696 MLS
Experience refined living in this beautifully renovated, move-in-ready home offering modern upgrades and exceptional comfort. Recent improvements include a new roof, central air, siding, gutters, doors, washer/dryer, and garage door, along with a newly built deck, paver patio, and driveway—perfect for seamless indoor-outdoor living. Designed with flexibility in mind, the spacious layout is ideal for multigenerational living and effortless everyday living. Conveniently located just minutes from charming village shops, beaches, and restaurants, and within a district known for award-winning schools. At the center of the home is a stunning chef’s kitchen featuring an impressive 8-foot center island with soft-close cabinetry, stainless steel appliances, a sleek vent hood with built-in lighting, granite countertops, and a stylish tile backsplash—perfect for entertaining and gathering. This exceptional home combines modern design, thoughtful upgrades, and an unbeatable location.

98 Soundview Drive, Port Jefferson

$925,000
4 Beds 2 Baths 949994 MLS
Don’t miss this rare opportunity to own a distinguished piece of Port Jefferson history. Originally built in 1890 for renowned sea captain Llewellyn Tuthill, this exceptional residence has been thoughtfully maintained and tastefully updated while honoring the craftsmanship and architectural character of its era. Set back and elevated above the roadway, the home commands attention with its stately presence and inviting wraparound porch. Inside, timeless period details abound, including soaring 10-foot ceilings, original custom woodwork, wide-plank flooring, antique push-button switches, decorative hardware, and beautifully restored cast-iron radiators. Stunning original pocket doors gracefully separate the living room from the entrance hallway, adding both architectural elegance and functional design rarely found today. Modern improvements blend seamlessly with the historic charm and include radiant heated flooring in the bathroom, a finished attic offering flexible bonus space, a newer roof, rebuilt chimneys, and a refinished fireplace. Ideally situated in the Historic Village of Port Jefferson, just moments from the harbor, village shops, dining, and amenities, and located within the highly regarded Port Jefferson School District—this is a truly special offering where history, character, and lifestyle come together.

204 Myrtle Avenue, Port Jefferson

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.