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$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
$680,000
3 Beds ⋅ 3 Baths ⋅ 1030359 MLS
Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout. The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the home. Additional recent improvements include a new roof, a 2022 hot water heater and boiler, a new storm door, outdoor electrical outlets in both the front and rear of the home, and a beautiful Nicolock patio—perfect for relaxing or entertaining. Residents of The Highlands enjoy an outstanding resort-style lifestyle with exclusive amenities, including a private beach, clubhouse with fitness center, saltwater in-ground pool, tennis courts, and Port Jefferson Country Club golfing privileges. Additional benefits include free parking in Port Jefferson Village, making it easy to enjoy the area's renowned waterfront, dining, shopping, entertainment, and community events. Ideally located near St. Charles Hospital and Mather Hospital, this exceptional home combines comfort, convenience, and an unbeatable location. Don't miss this rare opportunity to own the largest unit in one of Port Jefferson's most sought-after communities!

149 Windward Court S, 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
$425,000
2 Beds ⋅ 2 Baths ⋅ 1028058 MLS
Welcome to this beautifully appointed second-floor end-unit condominium in the sought-after Highlands at Port Jefferson. This bright and inviting home offers the privacy and abundant natural light that only an end unit can provide. Beautiful custom moldings add timeless elegance throughout the living spaces, creating a warm and sophisticated atmosphere. The spacious primary suite features a private balcony overlooking the peaceful pond and sparkling community pool—the perfect setting to enjoy your morning coffee or relax at the end of the day. Ideally located just minutes from the charming Village of Port Jefferson, you’ll enjoy easy access to waterfront dining, boutique shopping, the ferry, marinas, parks, and year-round community events. Residents of The Highlands also enjoy exceptional amenities, including a clubhouse, fitness center, tennis courts, and a beautifully maintained pool. Whether you’re looking for a year-round residence or a low-maintenance retreat, this exceptional condominium offers comfort, convenience, and an unbeatable location.

88 Leeward Court, 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
$319,000
2 Beds ⋅ 1 Baths ⋅ 1026789 MLS
Welcome to the sought after Stony Hollow Gated Community! This recently updated first floor two bedroom unit features brand new stainless steel appliances, captivating granite countertops, stylish vinyl flooring and two efficient wall AC units. The bathroom is completely renovated with brand new blinds throughout. Each bedroom offers spacious closets, complemented by additional storage in the hallway. The kitchen boasts sliding glass doors with built in blinds that opens to your expansive and private fenced patio with a large storage bin. Maintenance charges cover taxes, heat, gas for the stove, water, and an Optimum Silver cable package, alongside grounds upkeep, pool access and snow removal. Enjoy the community amenities, including an in ground pool, playground, picnic area, and BBQ facilities for your outdoor leisure. The complex is conveniently located near Stony Brook University, Stony Brook, Mather, and St. Charles Hospitals, with easy access to major roads, restaurants and shopping. Experience all that Stony Brook and Port Jefferson Villages have to offer. This unit is ready for you to make it your own!

460 Old Town Road Unit #3G, Port Jefferson
$759,000
4 Beds ⋅ 4 Baths ⋅ 1024562 MLS
Welcome to this beautifully updated, move-in-ready townhouse offering the perfect blend of comfort, style, and sophistication. This multi level home features 4 spacious bedrooms and 3.5 beautifully appointed baths, this meticulously maintained home has been freshly painted and thoughtfully updated throughout. The inviting floor plan boasts a spectacular oversized great room with a wood-burning fireplace, creating the perfect gathering space for family and friends. A second wood-burning fireplace adds warmth and charm to the private primary suite, which also features a relaxing jetted tub—your own private retreat at the end of the day. Additional highlights include: 2 car garage, central air conditioning, gas heat, central vacuum, custom moldings, freshly refinished wood floors as seen, high-hat lighting throughout, public sewers, a newer roof, siding, and driveway, along with numerous recent updates. Enjoy a low-maintenance lifestyle in this beautifully maintained community, where the monthly HOA takes care of professional landscaping and snow removal, allowing you more time to enjoy everything the area has to offer. Ideally located just minutes from the charming Village of Port Jefferson, you'll have easy access to waterfront dining, boutique shopping, marinas, beaches, year-round community events, ferry service to Connecticut, and the renowned John T. Mather Hospital and St. Charles Hospital. Commuters will also appreciate convenient access to major roadways and the Port Jefferson LIRR station. Offering exceptional space, modern updates, and an outstanding location in one of Long Island's most sought-after North Shore communities, this is more than just a home—it's a lifestyle. Don't miss this rare opportunity to own a townhouse of this caliber. Homes this beautiful don't last long! *This is a townhouse, not a condo. Homeowners are responsible for their own exterior maintenance on the structure. Landscaping, snow removal, trash pick up and road maintenance are included in the HOA fee.

6 Princess Tree Court, 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
$810,000
1022471 MLS
Rare find great potential investment property for sale @ 1502 Main Street Port Jefferson in Suffolk County. The existing dry-cleaning tenant pays $4,456 monthly with 3% yearly increase and three years lease remaining. The tenant pays property tax @ $10,131.76 plus Village Tax @ 1,410.32 and all the utilities. The seller pays building insurance of $3,650 ONLY, nets $49,822 yearly, it generates 6% plus cap. Private driveway with five private parking spots for its owe customers. Can't miss the opportunity to own this money maker.

1502 Main Street, 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
$649,999
2 Beds ⋅ 3 Baths ⋅ 1019153 MLS
Welcome to this beautifully maintained 2-bedroom, 2.5-bath home in The Highlands, featuring a versatile bonus room, beautiful hardwood floors, picturesque pond views, and numerous recent updates. The updated kitchen offers granite countertops, stainless steel appliances, gas cooking, and a Bosch dishwasher. French doors in the living room open to picturesque views of the backyard pond, creating a peaceful outdoor setting. The spacious primary suite features French doors, abundant natural light, an ample-sized closet, and a beautifully updated en-suite bathroom. Major mechanical updates include central air conditioning, a furnace, and a washer, all approximately six months old, along with a newer hot water heater. The primary bathroom and first-floor half bath were tastefully renovated in 2023-2024, with the primary bathroom featuring custom glass shower doors installed in 2024. Additional highlights include forced hot air heating, a gas fireplace, carpeting replaced approximately 2.5 years ago, a repaved driveway completed last year, and an attached garage with an automatic door opener. Enjoy the benefits of a low HOA that includes WiFi, cable, snow removal, garbage removal, access to a saltwater pool, fitness center, tennis courts, and more. Ownership includes access to two private village beaches, including a designated dog beach and West Beach, along with eligibility for discounted membership at the Port Jefferson Country Club. Offering numerous recent improvements, quality finishes, and an extensive list of amenities, this home combines comfort, convenience, and thoughtful updates throughout.

56 Leeward Court, 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
$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
$279,999
1015228 MLS
Own one of the North Shore’s most famous boutique retailers, Tabu Boutique! Step into ownership of one of the North Shore’s most recognized and successful boutique retail businesses. For nearly four decades, this beloved gift and specialty retailer has built an outstanding reputation, earning the loyalty of local residents and becoming a favorite destination for visitors from across the region. Known for its unique and trend setting merchandise, and exceptional customer service, the business has become a true community landmark since opening in 1989. Ideally located in the heart of Port Jefferson Village on East Main Street, the store enjoys exceptional visibility and consistent foot traffic year-round. Its large and beautifully curated display window showcases the latest trends and seasonal collections, serving as a powerful marketing tool and setting a standard for visual merchandising that many retailers aspire to achieve. Included in the sale is a valuable customer database of more than 15,000 contacts across established software and marketing platforms, providing a strong foundation for continued growth and customer engagement. Sensible rent and utility expenses, combined with over three decades of consistent revenue and proven success, make this a rare turnkey opportunity. With a rich history, strong brand recognition, and a devoted customer following, this famous boutique retailer offers the next owner the chance to build upon an extraordinary legacy while benefiting from an established and profitable operation. Rarely does an opportunity arise to acquire such a well-known and respected retail business. Continue its legacy and success and become the owner of one of the North Shore’s most celebrated shopping destinations.

158 E Main Street, 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
$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
$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
$425,000
1005293 MLS
One Acre of Land Ready to Build Your Port Jefferson Dream Home!! On a Private Cul de Sac. Famed Port Jefferson Schools, Private Beaches, Country Club and Beautiful Historic Walking Village!

105 Laurel Lane, Port Jefferson
$779,000
4 Beds ⋅ 3 Baths ⋅ 929763 MLS
Welcome to 101 Longfellow Lane, A Unique and Charming 4 Bedroom, 3 Bath, Double A-Frame Home Set in The Tree Tops of Port Jefferson with a Winter Waterview of Port Jefferson Harbor. Nature and Serenity Abounds Looking Out of the Floor to Ceiling Windows In this Creatively Designed Home. The Living/Dining Room is Accented by a Wood & Coal Burning Stove. Enjoy the Sights and Sounds of Nature from the Two-Level Wrap-Around Deck. A Spiral Staircase Leads You To Third Floor Bedroom Loft with Walk-in Closet and Full Bath. This Inviting Loft is Above the Triangular Wall of Windows, Offering Breathtaking Views, Year Round. The Lower Ground Level Offers a Separate Entrance With Two Bedrooms, Full Bath and Space for Office/Study or Gym. The Grounds Are Very Low Maintenance, A Gardener's Delight, Complete with a Potting Shed. Live In Nature's Beauty Among the Treetops in This Unique and Charming Home! A Short Walk To The Heart Of The Village! Beach Rights !

101 Longfellow Lane, Port Jefferson
$699,998
4 Beds ⋅ 3 Baths ⋅ 991204 MLS
BACK ON THE MARKET!!! Circa 1855, the Captain Lewis Tooker Home sits prominently in Port Jefferson Village, offering historic charm with thoughtful modern updates. Designed by architect Geysea Sarkkany, this residence features a chef’s kitchen equipped with a 6-burner Viking stove, cabinetry, and a center island, oversized walk-in pantry. Just off the kitchen is a large formal dining room, two formal living rooms with gas fireplace, and a flexible layout offering 3–4 bedrooms, including an office or optional fourth bedroom. Third floor Scenic views of Port Jefferson Harbor. Recent improvements include heating system upgrades with a new radiator and rebalanced lines for improved efficiency, concrete repairs to the rear chimney, and the addition of a gas line for a fireplace insert. Exterior updates include a widened driveway with new blacktop/Belgian block border, white PVC fencing with gate, and additional wood picket fencing along the side and rear. The home has been newly sided, and the roof is approximately 15 years old. Additional features include central air conditioning, separate hot water heater, a detached two-car garage and back yard patio. 2 blocks from shopping and events in Port Jefferson Village, residents enjoy access to village beaches, country club amenities, live music, seasonal festivals. TAX GRIEVANCE FILED

108 High Street, Port Jefferson
$1,145,000
4 Beds ⋅ 4 Baths ⋅ 982299 MLS
Opportunity to reside in a sought after Village with private Beaches, Golf Course, award Winning Schools plus a ferry to Ct. This custom built home has an open floor plan with Seasonal Waterviews of LI Sound from the Great room, formal DR, and Master Bedroom. A Beautifully designed residence offers the perfect blend of comfort and convenience. new decking, new kitchen about 3-4 years old with walk-in pantry, 3 year old roof , energy efficient cast iron wood burning stove just to mention a few of the improvements ..wonderful retreat home is a short distance from PJV private East Beach and waterfront area on Crystal Brook Hollow Rd where Village residents have accessible racks for small boating recreational enjoyment.

7 Waterview Drive, Port Jefferson
$999,000
4 Beds ⋅ 3 Baths ⋅ 962515 MLS
PRICE REDUCED!!! SELLERS ARE MOTIVATED! Move-in ready, this Harbor Hills post modern home offers a blend of sophisticated updates and timeless charm. The home has been fully renovated to meet the expectations of modern living. Boasting 4 bedrooms and 3 full baths, the bright, open-concept main floor is filled with natural light throughout, across its contemporary design. The sleek, updated kitchen is a chef’s dream, featuring modern cabinetry, a dedicated wine storage area, and a stylish breakfast bar—perfect for both entertaining and everyday living. On the upper level, the expansive primary suite is a true retreat at over 600 square feet, complete with a double doors, vaulted ceiling, cozy sitting area, custom walk-in closets, and a spa-like ensuite bathroom. You will also find two additional bedrooms and an updated full bath on this level. The lower level offers exceptional flexibility, providing endless possibilities, whether you envision it as a home office, guest quarters, or an inviting family room, and it even includes a full bath and private outside entrance for added convenience. Downstairs, the basement level provides entertaining space with a media room, as well as a storage room with laundry. Set on over half an acre of exquisitely landscaped grounds, the property is a private oasis, complete with a semi in-ground heated pool—ready for this summer's enjoyment. What truly sets this home apart is its location and lifestyle access: Its prime location, within the desirable Port Jefferson School District is near the LIRR, and just a short walk to the beach, golf course, hospitals, and Port Jefferson Village, where you will find the local charm and character of the live theater, parks, shops and restaurants, the convenience of the ferry to New England and even enjoy the marina with waterfront dining and beautiful sunsets over the LI Sound. Residents of the Incorporated Village of Port Jefferson have access to the sought-after north shore lifestyle, with resident-only access to multiple beaches on the Long Island Sound. Port Jefferson is a boater's dream, with several private and public marinas just minutes from Harbor Hills, and easy access to Port Jefferson Harbor offering fishing and water sports. For those considering a move away from the pace of city living, this home offers the opportunity to embrace a more relaxed, coastal lifestyle—without compromising on convenience, connectivity, or quality of life. You'll want to embrace the lifestyle that this North Shore location offers! PLEASE NOTE: With a tax grievance already in progress, the next owner is well-positioned to realize potential annual savings of approximately $2,000–$3,000 for the 2027 tax year. Tax grievance letter attached.

87 Soundview Drive, Port Jefferson

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