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$1,295,000
4 Beds ⋅ 3 Baths ⋅ 1032540 MLS
Perfectly positioned within the prestigious Incorporated village of Port Jefferson,56 Old Homestead Road presents an exceptional opportunity to own a private luxury home in one of Long Island's most coveted waterfront communities.Nestled on .93 acres of exquisitely manicured grounds, this 3000-square-foot multi-level contemporary ranch features 4 bedrooms, 3 full baths and an extraordinary blend of sophisticated living and resort-inspired amenities. Double entry doors into an impressive open-concept living space with string vaulted ceilings that create remarkable natural light throughout the living room, dining room and kitchen.The elegant living and dining rooms are anchored by a shared fireplace and seamlessly connect to a rooftop entertaining deck. The master suite opens directly to the rear balcony overlooking the resort style grounds. Luxurious primary suite features two oversized walk in closets, elegant trey ceiling and custom built-in cabinetry. The spa inspired bath features whirlpool jacuzzi, steam shower and rainfall shower head with custom finishes throughout. The lower level continues the home's exceptional design philosophy with an expansive recreation and entertainment area ideal for hosting family and guests. Media and Billiard room , Bar laundry.Three bedrooms with two full baths with direct access to deck and pool area. 1-1/2 garage featuring custom cabinetry featuring stainless steel countertops ,a mechanical room full size refrigerator and freezer plus dual wine refrigerators perfect for entertaining. The rear deck overlooks a koi pond transitioning to a spectacular pool area curated with tropical landscaping featuring a Heated unground swimming pool, Integrated spa , Cascading Waterfall ,Outdoor Kitchen,Custom bar, Outdoor Fireplace wifi throughout the property and integrated surround sound and media system . Beautiful custom shed finished off this rare village home ! A rare village home offering an exceptional combination of privacy , architectural character , resort-quality amenities, and one Port Jefferson Village's most desirable locations , 56 Old Homestead represents far more than a residence - its a private lifestyle destination. Every detail has been thoughtfully curated to deliver year-round luxury living and unforgettable entertaining in one of Long Island's most distinguished waterfront communities .

56 Old Homestead Road, Port Jefferson
$505,000
3 Beds ⋅ 2 Baths ⋅ 1032783 MLS
Split-level ranch in Port Jefferson Station offering 3 bedrooms and 1.5 baths. Home needs some updating, but it's priced for a quick sale, great opportunity for investors or buyers looking to add value. Property includes an in-ground pool. Buyer to verify all permits and certificates, including the pool, which does not have a permit or CO. Bring your vision to this one.

20 Revere Circle, Port Jefferson
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 1032233 MLS
Golf players, Tennis lovers, Boaters & Beach goers! This sprawling 5 bedroom, 3.5 bath ranch that backs up to the lush, green Port Jefferson golf course is not just a house, it's a Lifestyle! A sunfilled open floor plan with vaulted ceilings & skylights leads to the family room with Fireplace and kitchen with breakfast bar. The sunken Living Room brings drama to the party, and the 2 Primary Suites, both with en suite baths, do not disappoint. A 3 Season Sunroom and 2 car garage complete the picture. Visit the Port Jefferson Village restaurants & boutiques for entertainment after a day at the Residents Only Beach and the Country Club, both just a stone's throw from your house! Close to the Marina, Stony Brook University, Hospitals, LIRR, and so much more. Professional photos coming soon.

30 Fairway Drive, Port Jefferson
$589,990
3 Beds ⋅ 3 Baths ⋅ 1005217 MLS
Extended Ranch with a New Legal Accessory Apartment. Home Features: Large Living Room with new Bay Window. Hardwood Flooring Throughout. 3 Season room with Skylight, Bar with running Water, TV, Sliding Doors to Deck and Back Yard. Eat-in Kitchen with Wine Refrigerator, 5 Burner Stove, Ceiling Fan and Large Picture Window overlooking the back yard. Master Bedroom with1/2 Bath. Ceiling Fans in every Bedroom. Family Bathroom with Skylight. Den with 2 Skylights and a Loft. Beautiful Back Yard with a Hot Tub Room with an Outdoor Shower. Shed with Electric. Detached 2 Car Garage with Electric. Fire & Smoke Alarms Wired. New Cesspool (Fuji Clean). Generator. Must See!

135 Howard Street, Port Jefferson
$749,000
4 Beds ⋅ 2 Baths ⋅ 1031586 MLS
Welcome to this spacious and well-maintained Hi-Ranch in the desirable Heatherwood Village community of Port Jefferson Station, offering 4 bedrooms, 1.5 baths, and a flexible layout perfect for today's lifestyle. The lower level features a private bedroom with its own outside entrance, a convenient laundry room, half bath, and a kitchen complete with butcher block countertops and a separate dining area highlighted by a gas fireplace. Relax in the cozy living room, creating the perfect space for entertaining. Upstairs, you'll find the primary bedroom, two additional bedrooms, a full bathroom, and a bright, inviting living room warmed by a charming wood-burning stove. Wood flooring, a tiled foyer, and durable vinyl flooring in the bedrooms add comfort and style throughout. Enjoy peace of mind with numerous updates, including a roof just 2 years old and Andersen windows and doors that are only 7 years young. Additional features include central air conditioning, 200-amp electric service, and natural gas. Step outside to your own backyard retreat with plenty of room for outdoor entertaining. A welcoming front porch completes this exceptional property. Conveniently located near shopping, restaurants, parks, schools, and major roadways, this versatile home offers comfort, functionality, and endless possibilities. Don't miss the opportunity to make it your own! I

14 Fairway Drive, Port Jefferson
$750,000
5 Beds ⋅ 2 Baths ⋅ 1029784 MLS
This home is in the Town of Brookhaven. Nestled on a quiet residential street, this single-family home sits on approximately 0.36 acres, offering plenty of outdoor space and privacy. Conveniently located near shopping, restaurants, parks, major roadways. This property provides easy access to local amenities while maintaining a peaceful neighborhood setting. This home presents a wonderful and desirable opportunity.

2 Custom Lane, Port Jefferson
$879,999
4 Beds ⋅ 3 Baths ⋅ 1025215 MLS
Stunning 4-bedroom, 2.5 bath Colonial nestled on a quiet cul-de-sac in the highly desirable Village of Port Jefferson. This inviting home offers the perfect blend of timeless charm, modern updates, and exceptional location. Features include brand new roof (one month old), refinished hardwood floors, remodeled primary bath, central air, full basement, updated stainless steel appliances including washer/dryer, new hot water heater (5y) , spacious fenced backyard, remodeled entry way with new front door, new decking/porches, new sprinkler system (2y), new 200 amp electrical panel (2y). With low taxes and close proximity to Port Jefferson's scenic harbor, restaurants, shops, parks, and ferry, this move-in-ready Colonial offers the best of North Shore living.

28 Village Woods Road, Port Jefferson
$1,499,999
4 Beds ⋅ 3 Baths ⋅ 1026739 MLS
This 1920's Tudor is in the Private Community of Belle Terre, and Recently Updated. Large Panoramic Windows Throughout Overlook Nature & Water Views of Port Jefferson Harbor. The House Welcomes Warm Rays of Light through the Oversized Panoramic Windows throughout the Home and is Located on a Quiet Cul-De-Sac. This Home Boasts 3 1/2 Stories. 4 Beds. 2.5 Baths, and a Separate 3 car Garage. Brand New Roof w/transferrable warranty, Brand New Custom Windows, New Ductless Split Units throughout the Home for Heating and Cooling. Custom-Built Marble Fireplace. The Sliders Lead to the Large Deck Which Face the Beautiful Picturesque Harbor. Bedrooms and Livingroom Overlook the Beautiful Harbor and the Serene Nature of the Wooded Backyard. The Primary Offers Large Closets, & Sliders that Lead to the Rebuilt Upper Decks. A Newly Finished Ground Level Basement Boast a Bedroom/Office, Extra Living/Entertainment Room, Utilities, Laundry, Storage, and an Outside Entrance. Brand New Cesspool. This Home was Remodeled with True Thought, Detail, and Care. Easy Access to Harbor Right from the Home! Belle Terre Residents Amenities Offer: Direct Access to the Beach, Private Playground. Parks. Tennis Courts, and Community Center. PJ Yacht Club, Local to the Port Jefferson Village which offers Theatre, Restaurants, Nightlife, Art, and More., Connecticut Bridgeport Ferry only Minutes Away. 20 min Drive to Wineries, & Out East! This Home Speaks to You and is Truly One of a Kind.

11 Buena Vista Road, Port Jefferson
$699,999
3 Beds ⋅ 3 Baths ⋅ 1024284 MLS
Charming Cape in the Heart of Port Jefferson Village Filled with timeless charm and character, this beautifully maintained Cape offers the perfect blend of classic style and comfortable living. The spacious eat in kitchen offers abundant cabinetry and storage, along with a charming Dutch door providing easy access to the outside. Formal dining room opens to the den with gas fireplace and living room with a wood burning fireplace, all made for a warm and cozy home. The first floor includes a dedicated laundry space, powder room and a spacious primary bedroom suite with a large private bath, oversized tub, and separate shower. Upstairs offers two additional bedrooms and a full bath, providing plenty of space for family and guests. The charming enclosed porch is highlighted by a custom built brick indoor grill with propane hookup and a professionally vented hood, Separate heat zone offering a one of a kind setting for gatherings in every season. Step outside to your own private backyard retreat with a beautiful in ground pool, outdoor shower, and a Spacious Pool House complete with a spiral staircase leading to a versatile loft, perfect for a home office, studio, recreation room, or guest space. Additional features include a full basement with an outside entrance, two separate driveways providing ample parking, and exceptional outdoor living spaces. Ideally located in the sought after Village of Port Jefferson, this home is just minutes from the waterfront, restaurants, boutique shopping, parks, beaches, marinas, and year round community events. Convenient to Stony Brook University Hospital, Mather Hospital, the Long Island Rail Road, major roadways, and all the amenities that make Port Jefferson Village one of Long Island's most desirable places to call home. A rare opportunity to own a home filled with warmth, character, and endless possibilities in an exceptional location.

199 N Country Road, Port Jefferson
$939,000
4 Beds ⋅ 3 Baths ⋅ 1021854 MLS
Diamond! Timeless, Classic & Elegant. Spectacular fully renovated Colonial on a private, oversized .72-acre property in one of Port Jefferson Village’s most coveted locations, just steps from the Country Club & Golf Course and minutes to shopping, restaurants, the waterfront, and ferries. Stunning custom stone and vinyl exterior, beautiful landscaping, stone walls, and paver walkways create exceptional curb appeal. The open, inviting floor plan features a gourmet quartz kitchen with custom cabinetry, center island, stainless steel appliances, formal living and dining rooms, spacious family room with wood-burning fireplace, sunroom, renovated full bath, and hardwood floors throughout. Luxurious primary suite with vaulted ceilings, walk-in closet, and spa-inspired bath, plus three generous bedrooms. Finished lower level, oversized 2½-car garage, and a private backyard oasis with an expansive paver patio, hot tub, and mature trees. An exceptional North Shore Village home offering luxury, privacy, and impeccable craftsmanship throughout.

135 Oakwood Road, Port Jefferson
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 1022843 MLS
MAJOR PRICE IMPROVEMENT! Welcome to this beautifully secluded residence in the prestigious Incorporated Village of Belle Terre, where privacy, comfort, and timeless North Shore living come together. Nestled on a serene, tree-lined property, this spacious four-bedroom home offers a rare opportunity to enjoy one of Long Island’s most sought-after waterfront communities. Designed for both everyday living and entertaining, the home features four generously sized bedrooms, two full bathrooms, two half bathrooms, and a charming wood-burning fireplace that creates a warm and inviting focal point. Sun-filled living spaces, an easy-flowing floor plan, and peaceful surroundings provide the perfect setting for relaxing or hosting family and friends. Belle Terre residents enjoy exclusive village amenities, including private beaches, waterfront parks, tennis courts, and a picturesque shoreline overlooking Port Jefferson Harbor. Just minutes away, the vibrant Village of Port Jefferson offers exceptional waterfront dining, boutique shopping, cafés, marinas, Harborfront Park, live entertainment, seasonal festivals, and the Bridgeport & Port Jefferson Ferry, providing convenient access to Connecticut. Ideally located near Stony Brook University, Stony Brook University Hospital, golf courses, yacht clubs, parks, nature preserves, and Long Island’s beautiful North Shore beaches, this home offers the perfect balance of peaceful seclusion and everyday convenience. Experience the charm, privacy, and exceptional lifestyle that make Belle Terre one of Long Island’s most desirable waterfront communities. This is a rare opportunity to make this special property your own.

21 Druid Hill Road, Port Jefferson
$679,000
3 Beds ⋅ 2 Baths ⋅ 979382 MLS
Own a Piece of Port Jefferson History! Charming historic home in the heart of Port Jefferson Village! This beautifully maintained residence blends timeless character with thoughtful updates, featuring freshly painted interiors and exterior, refinished hardwood floors, a semi-updated primary bath, and newly painted decks perfect for outdoor enjoyment. The spacious floor plan offers comfortable living, while the large fenced backyard provides plenty of room for entertaining, gardening, or relaxing in privacy. Conveniently located just minutes from Port Jefferson Village shops, restaurants, harbor, ferry, and LIRR train station. Close to Mather Hospital, St. Charles Hospital, and only 3 miles from Stony Brook University. Additional features include a washer and dryer, generous living space, and classic architectural details throughout. A rare opportunity to enjoy historic charm with modern conveniences in one of Long Island's most sought-after communities.

302 E Broadway, Port Jefferson
$710,000
4 Beds ⋅ 2 Baths ⋅ 1020092 MLS
This charming country home on a quiet street in Port Jefferson is filled with natural light and features beautiful craftsman finishes. The main living spaces have an open flow, offering spacious rooms with hardwood floors, even under most carpets upstairs. The versatile layout includes a first-floor bedroom perfect for a home office and a three-season sunroom. An original wide craftsman staircase leads to a large landing, three generous bedrooms, and a full bath on the second floor. Updates include a newer gas heating system, stone countertops, and stainless steel appliances. The oversized two-car garage with loft and garden shed is perfect for storage or workspace, all set amid mature gardens and a lush, flowing lawn. Community offers exclusive beaches, private golf & tennis club, deep water harbor with 4 marinas and community center with year-round events, farmer's market and festivals. Taxes shown include township and incorporated village with no deductions.

18 2nd Avenue, Port Jefferson
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 1018546 MLS
Welcome to the ultimate country club lifestyle! This beautiful home is perfectly positioned across the street from the beautiful resident-only, West Beach! The backyard features a 20x40 salt water inground pool with all day sun exposure by the 11th hole of the prestigious Port Jefferson Country Club Golf Course! Hayward pool pump 2024, Jandy pool salt water system 2025, Jandy pool filter 2026, new pool Dolphin vacuum 2026. Everyday feels like a vacation! The home offers Brazilian Walnut wood floors on 1st floor, oak wood floors on 2nd floor and cedar floors in primary closets. Beautiful chefs kitchen with 48" Wolf Dual Fuel stove/oven (gas burners and griddle; electric oven), Wolf microwave, Bosch DW, GE Cafe refrigerator with hot water dispenser. Waterstone faucet w/lifetime warranty. American walnut center island 8.5" long! Natural stone inset above stove and island lighting: Honey Onyx Top of line Kingswood cabinetry (35 cabinets, 17 drawers!) 1st floor and 2nd floor laundry both equipped with Electrolux washer/dryer Primary bedroom bathroom: marble, Le Bain air massage tub (new control panel 2025) Full bathroom on 1st floor - Marble Central vacuum on all 3 levels Gas fireplace in den ADT alarm system 2024 Hard-wired speakers in LR: Polk, and backyard: Bose IPE Brazilian Walnut hardwood decking Rare opportunity to own a slice of paradise in one of the most coveted locations around, where the beach, golf, and resort-style living are all right outside your door! Conveniently located near 3 hospitals, university, LIRR, Ferry! Award winning Port Jefferson School District!

14 Fairway Drive, Port Jefferson
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 1018245 MLS
Welcome to 406 Brook Road, a gorgeous, turn-key colonial nestled in the heart of Port Jefferson village. Perfectly positioned to capture stunning winter water views, this meticulously maintained residence offers the ideal blend of timeless elegance and modern comfort. Step inside to discover an inviting entryway, leading to your open concept living space with gleaming hardwood floors, coffered ceilings, and thoughtfully designed spaces perfect for both everyday living, and entertaining. The gourmet kitchen is the heart of the home, and features leathered Taj Mahal countertops, Blue Star and Wolf appliances, and a lovely open layout allowing you to entertain your guests while you host. As you step upstairs, you’ll find generously sized bedrooms, including a luxurious owners suite designed as a private retreat, with a large en-suite bath, and walk-in closet. The large windows in the home, frame picturesque seasonal water views while filling the home with abundant natural light. The real show-stopper is the resort backyard, with a large in ground pool, outdoor kitchen, putting green, pergola, and much more. You don’t want to miss this show-stopper, just minutes away from all that exciting Port Jefferson Village has to offer.

406 Brook Road, Port Jefferson
$499,999
3 Beds ⋅ 1 Baths ⋅ 1017937 MLS
Welcome to 35 Oakland Avenue, Port Jefferson Station — a beautifully updated Cape offering flexibility, and incredible value. Renovated in 2019, this move-in-ready home features an open-concept layout, updated kitchen and bath, hardwood floors, and a full basement, all set on a desirable corner lot with low taxes. Outside, enjoy a detached garage with additional bonus space offering endless possibilities for guests, a home office, creative studio, or potential supplemental income with proper permits. Gas is conveniently available on the street, offering an easy conversion option for future improvements. With a private driveway, outdoor entertaining space, and convenient access to shopping, dining, major roadways, and transportation, this home is the perfect blend of comfort, opportunity, and lifestyle.

35 Oakland Avenue, Port Jefferson
$849,000
3 Beds ⋅ 4 Baths ⋅ 1015514 MLS
Come see this Move in Ready Colonial and call it your home! Freshly painted, Newly renovated bathrooms on the 2nd and 1st floor. Hardwood floors, abundant natural lighting throughout, Electric Appliances, Washer and Dryer room in basement. Big fenced in back yard with plenty of room for Entertainment! In ground swimming pool, deck, pavers around the pool in the back yard make it easy and fun to have a family BBQ or party! Wonderful area in the Village of Port Jeff! Minutes to St. Charles Hospital and Mather Hospital, Beautiful north shore beaches, Port Jeff Ferry, Restaurants and Entertainment!!! Don't Miss your Chance! Won't Last!

67 Soundview Drive, Port Jefferson
$1,599,000
5 Beds ⋅ 4 Baths ⋅ 1014504 MLS
Experience the essence of a Hampton-Style Classic Contemporary offering spectacular water views and an extraordinary outdoor lifestyle. This exceptional property features a beautifully designed backyard with expansive bluestone patio, spa, inground gunite heated pool, perfect for entertaining or peaceful relaxation. Enjoy a true country club lifestyle just minutes from private resident-only beaches, kayaking, sailing, harbor-front park, charming cafes, live theater, LIRR, Ferry service and nearby hospitals and university. A rare opportunity to embrace resort-like amenities and the best of the North Shore's coastal lifestyle. All in the renowned Port Jefferson School District! Property Details: - History: Meticulously maintained by the original owners since 1985. - Exterior: Situated on .53 acres featuring four multi-level mahogany decks, landscape lighting, Andersen windows, and fire/burglar alarms. - Recent Upgrades: Roof is under 15 years old; includes a new boiler and a new central air conditioning system. - Pool & Spa: Equipped with separate hot water heaters, filtration systems, and propane heaters. Recent updates include new tiles, marble dusting, and new jets, with a backwash system into a dry well. - Backup Power: Generac 22K propane generator with transfer switch. Interior Features: - Main Level: Open floor plan with cathedral ceilings and five skylights. Includes an entrance foyer, formal dining room, and an expansive living room. The primary bedroom features cathedral ceilings, built-in closets, and a full marble en-suite bath with a massaging jet bathtub. The chef’s Pedini-designed kitchen includes an island and Sub-Zero, Miele, Bosch, and GE Monogram appliances. This level also includes a washer/dryer closet, two additional bedrooms with cathedral ceilings, and a second full bathroom. - Lower Level: Large family room with Brazilian cherry floors, an additional large bedroom with an en-suite bathroom, a fifth bedroom, a play area, recessed lighting, and ample storage. Exterior Features: - Gardens: Multi-level gardens - Views: LI Sound, Mount Sinai Harbor, and Cedar Beach - Patio: Bluestone patio

32 Contessa Court, Port Jefferson
$799,000
4 Beds ⋅ 3 Baths ⋅ 1014268 MLS
Here’s your chance to live in Belle Terre! This 4 bedroom 2.5 bath home allows you to make it just the way you dreamed! Design the kitchen and bathrooms of your dreams! Select your favorite colors to paint! Check out the bonus space above the garage! The property is serene and private! A circular driveway with fresh gravel that reminds you of the elegant Estates of the North Shore. The in ground pool is already there! This summer can be your best ever! Loft with full staircase above garage. The Village of Belle Terre offers amenities including private beaches, cabanas, constables, club house and more. Bring your book of ideas and make your vision a reality in this solid home with great bones and character!

7 Upper Devon Road, Port Jefferson
$699,999
3 Beds ⋅ 2 Baths ⋅ 999888 MLS
Set on a beautiful hilltop property surrounded by mature trees, this updated 3-bedroom, 2 full bath Ranch offers privacy, natural light, and an unbeatable Port Jefferson lifestyle. Situated on over half an acre, the home features an open floorplan with hardwood floors throughout and sun-filled living spaces designed for comfortable everyday living and entertaining. The newly finished basement offers additional flexible living space with electric heat and an outside entrance through the attached 2-car garage. A new heat pump heating system helps offset oil expenses while adding year-round efficiency and comfort. Perfectly located just minutes from the historic shipbuilding Village of Port Jefferson, enjoy easy access to charming shops, restaurants, the Village Center, Harbor, and LIRR. Residents also enjoy exclusive Port Jefferson Village amenities including discounted country club membership, children’s programs, ice skating rink, tennis and pickleball courts and programs, plus the beloved Rocket Ship Park.

223 Old Post Road, Port Jefferson
$1,799,999
5 Beds ⋅ 5 Baths ⋅ 1012794 MLS
Set on 1.5 acres overlooking a pristine golf course, 83 Cliff Road in Port Jefferson delivers the ultimate private resort lifestyle. This exceptional 5-bedroom, 5-bath residence is surrounded by breathtaking grounds featuring a pool, sports court, and dedicated pickleball area-designed for both elevated entertaining and everyday escape. Whether you're hosting unforgettable gatherings or enjoying quiet moments with sweeping views, this property offers a rare blend of space, privacy, and recreation-all in one extraordinary setting. This isn't just a home-it's your own personal retreat. Don't miss the opportunity to experience this one-of-kind property.

83 Cliff Road, Port Jefferson
$2,100,000
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
$899,000
3 Beds ⋅ 2 Baths ⋅ 1009847 MLS
Welcome to this custom-built brick ranch nestled on a beautiful 1.31-acre level lot in the highly desirable Belle Terre community of Port Jefferson and in the Highly desirable Port Jefferson School District. This home offers the perfect blend of quality construction, comfort, and potential. This well-maintained home is ready for its next chapter. The interior features an abundance of natural light streaming through beautiful Andersen windows, creating a warm and inviting atmosphere throughout. The kitchen was tastefully updated in 2016 & both bathrooms have been recently renovated, providing modern conveniences while maintaining the home's timeless appeal. Additional updates include a gas burner, CAC & HW heater, all replaced in 2016 & meticulously maintained. Other features include a new stove (2025), 200-amp electric service w/a back up generator hookup & CVAC. Residents of Belle Terre enjoy access to village amenities, private beaches, parks & the unique charm of Port Jefferson Village with waterfront dining, shopping, entertainment & ferry access. This property is being sold as-is and presents an excellent opportunity for buyers to add their own personal touches and build equity. The current pricing reflects improvements & updates that a new owner may wish to undertake. Seller wishes to disclose that an electrical fire occurred in the attic prior to their purchase of the home in 2014. During their ownership, they have experienced no issues related to this event. Additionally, during periods of heavy rain, water intrusion has been observed near a front basement window. Buyers are encouraged to conduct their own inspections and due diligence regarding all aspects of the property. The water intrusion may be related to grading around the window area, and buyers should discuss this with their home inspector.

42 Cliff Road, Port Jefferson
$3,199,000
5 Beds ⋅ 8 Baths ⋅ 1004985 MLS
Experience unparalleled luxury and architectural grandeur in this extraordinary 15,092-square-foot estate where exceptional craftsmanship and resort-style amenities converge. Privately set behind a gated entrance with a circular driveway, this magnificent residence situated on 1.8 acres offers 5 bedrooms, 8 bathrooms, a 4-car garage, and an impressive array of indoor and outdoor living spaces designed for both lavish entertaining and comfortable everyday living. A dramatic entry foyer makes a lasting impression with a sweeping bridal staircase, a striking double-sided fireplace, and a spectacular illuminated stained-glass ceiling. Throughout the home, exquisite wainscoting, coffered ceilings, custom cornice moldings, and seven fireplaces showcase the meticulous attention to detail and superior quality of construction. The expansive main level features 13 beautifully appointed rooms, including elegant formal living and dining rooms, a richly appointed library, a spacious den, and two generously sized bedrooms. Every bedroom in the home enjoys the privacy and convenience of its own en-suite bath. The gourmet chef's kitchen is outfitted with premium Bosch, Wolf, and Sub-Zero appliances, offering the perfect setting for culinary excellence and entertaining. The luxurious primary suite serves as a private sanctuary, featuring a gracious sitting area, an expansive dressing room, and a spa-inspired en-suite bath complete with a soaking tub, oversized walk-in shower, dual vanities, and private balcony. A unique spiral staircase provides direct access from the suite to the indoor pool and sunroom, creating an unparalleled retreat experience. One of the home's most remarkable features is the enclosed sunroom, which houses a heated indoor in-ground pool and serves as a year-round resort oasis. This spectacular space also includes a fireplace, full bath, and built-in BBQ area, seamlessly blending relaxation and entertainment. An elevator services all four levels of the residence, providing effortless access throughout. The fully finished lower level offers an exceptional collection of amenities, including a media room, full kitchen, climate-controlled wine room, office, den, billiards room, and extensive recreation and gathering spaces. The outdoor grounds are equally impressive, highlighted by a heated saltwater in-ground pool surrounded by an expansive paver patio. A beautifully designed cabana features an outdoor kitchen, BBQ, and fireplace, creating the ultimate setting for outdoor entertaining and relaxation. Completing this extraordinary estate is a stately slate roof, further emphasizing the home's enduring quality and elegance. A rare offering of remarkable scale and distinction, this one-of-a-kind estate delivers an unmatched lifestyle of luxury, privacy, and resort-inspired living.

98 Cliff Road, Port Jefferson
$1,388,000
5 Beds ⋅ 5 Baths ⋅ 1009076 MLS
Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street near the water and discover this custom home in a Beach and Country Club community. The 1.61 acre wooded lot offers privacy with oval driveway and brick walkway to front door. Custom built by "Clarendon", this 4,252 sq ft home features open spaces and lots of light for today's living and entertaining with its huge deck, in-ground pool, 5 bedrooms, 4.5 baths , plus oversize primary with renovated bath and additional room for visiting parents and /or guests on main floor. The Village of Belle Terre has been designated as a bird sanctuary, has a private beach for residents, a park with children's playground, a pickle ball court, a summer program for children, and residents are also welcome at the Port Jefferson Country Club for golf membership. Belle Terre is located adjacent to quaint Port Jefferson Village with restaurants, shops, Library, Ferry to Bridgeport, deep water mooring for boats and 2 major hospitals. Belle Terre truly is "a beautiful place to live!"

6 Cliffside Drive, Port Jefferson
$2,399,000
5 Beds ⋅ 5 Baths ⋅ 1007146 MLS
Incorporated Vill. of Belle Terre , New Construction on flat 1 acre , 5 bedrooms 4.5 baths, 5000 sqft , winter water views, Grand 2 Story Entry, 9' ft First floor 8' 2nd floor with 10'6" tray ceilings, 9' basement w/ outside entrance, Cedar Impressions shingles,Limited Lifetime year Architectural Shingle & Standing Seam Roof, All Electrical Appliances, 6-7" Oak Flooring Throughout, UpGraded Moulding Package,Upgraded Electrical Package, 3zone Bosch Heat Pump HVAC W75 gal storage tank, system (qualified for tax abatement). White or Gray Shaker Kitchen Cabinets with Quartz Countertops, Double sided, Electrical Fireplace with Decorative Surround, Wraparound Covered Porch,Oversized 2 Car Garage, IGS, Sod Package with Green Screening, Asphalt Driveway w/ Stone walkway. NAIA Septic, Appliance Credit, Energy Star Home & Windows, ,2 Laundry Rooms, Maids Quarters,Oversized Closets, Electric Car Charger or One other extra choice from Contractor list. walk to PJ Village, Private Beach, **Time to customize**

18 Bell Circle, Port Jefferson
$779,000
4 Beds ⋅ 3 Baths ⋅ 1005104 MLS
Updated and impeccably maintained 4BR/2.5Bth Colonial offering the perfect blend of comfort, quality and location. Enjoy a low-maintenance private backyard ideal for relaxing or entertaining without too much upkeep. Nestled near playgrounds, parks, elementary school, and fields! Wood burning fireplace and hardwood flooring. Media room has projector, screen, speakers or can be the DR. Primary w/ensuite bthrm. System 2000 Energy Kinetics oil burner! Port Jefferson School District! Note: Tax grievance in progress for 2026/2027.

600 Scraggy Hill Road, Port Jefferson
$1,185,000
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
$750,000
3 Beds ⋅ 2 Baths ⋅ 995289 MLS
Welcome to 101 Red Oak Court, a beautifully updated 3-bedroom, 2-full-bath home tucked away on a quiet cul-de-sac in the desirable Harbor Hills Estates section of Port Jefferson Village. Set among mature trees, flowering landscape, stone walls, and a charming cedar-shake exterior, this home offers warmth, privacy, and the sought-after North Shore lifestyle. Inside, a welcoming foyer opens to light-filled living and dining spaces with hardwood floors, crown molding, soft neutral tones, and inviting natural views from nearly every window. The floor plan offers a comfortable living room, dedicated dining area, spacious open granite kitchen, breakfast nook, and three well-proportioned bedrooms, including a primary bedroom with convenient access to two full baths nearby. The kitchen and breakfast nook create an easy everyday flow, enhanced by a fireplace, skylight, and serene wooded backdrop. Outdoor living is a true highlight, with an expansive rear deck designed for entertaining, dining, relaxing, and enjoying the lush natural surroundings. A private driveway and attached garage add convenience. Located minutes from Port Jefferson Harbor, the Port Jefferson Ferry, train station, marinas, restaurants, and boutique shopping. Enjoy exclusive Port Jefferson Village amenities, including private village beaches, access to Port Jefferson Country Club with golf, tennis, dining, and water views, plus Village Constable services. Conveniently located near Mather Hospital, St. Charles Hospital, and Stony Brook University Hospital. A rare opportunity to enjoy comfort, charm, and the very best of Port Jefferson Village living.

101 Red Oak Court, Port Jefferson
$899,999
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

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