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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
$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
$1,100,000
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
$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
$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
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 969672 MLS
Welcome to this stunning new construction home located in an exclusive six-home subdivision in the heart of Port Jefferson Village. Tucked within one of the North Shore’s most sought-after communities, this private setting offers the charm and character of a coastal village that feels like a vacation destination year-round. This beautifully designed residence features approximately 3,500 square feet of living space, plus an additional 1,840-square-foot basement offering endless possibilities for recreation, storage, or future customization. The home includes 4 spacious bedrooms and 3.5 bathrooms, thoughtfully designed with modern living and comfort in mind. Enjoy the perfect blend of privacy, luxury, and village living—just moments from Port Jefferson’s vibrant harbor, shops, restaurants, and waterfront lifestyle.

Lot 6 Pine Hill Court, Port Jefferson
$699,000
4 Beds ⋅ 3 Baths ⋅ 966593 MLS
GREAT OPPORTUNITY FOR YOU TO OWN AN INVESTMENT PROPERTY! Brand New Home- Less Than 5 Years Old! 4 Bedrooms/2.5 Baths; Low Taxes-Including Village Taxes; Open Kitchen w Granite Countertops & Stainless Steel Appliances; Lenox Equipment; Central Air; Private Driveway & 1 Car Garage; Natural Gas & Sewer; Stroll to Beautiful Historic Port Jefferson Village Private Beaches: Premier Country Club: Harborfront Park with Amazing Sunsets; Port Jefferson Village Center; Famed Port Jefferson Schools; Close to Trains, Buses, Ferry, Hospitals & StonyBrook University. A Must See! CLICK ON DOCUMENTS TO SEE SURVEY AND FLOOR PLAN

105 Liberty Avenue, Port Jefferson
$680,000
4 Beds ⋅ 4 Baths ⋅ 917170 MLS
Welcome to this spacious, well-designed bi-level home with 4 bedrooms and 3.5 bathrooms, complete with a basement, possible in home office, ample parking, and a private backyard — perfect for living or entertaining. Situated in Port Jefferson Village, you’ll enjoy the best of small-town coastal living while still being minutes from a vibrant downtown filled with boutiques, restaurants, and cultural spots along the harbor. The local public schools are highly rated, offering strong academics and a tight-knit community atmosphere and are in close proximity to this home. Residents benefit from easy access to waterfront parks, marinas, beaches, and a calendar full of community events and festivals — Pet owners, and anyone who values both a peaceful home base and an active village life. Parking for showings and open houses: there is a driveway that is accessible from Willis ave. Just before the corner of Liberty ave and Willis ave. Parking is available at the top of this driveway. Also street parking is available on Liberty ave just before and after the corner of Liberty ave and Fruita Street.

306 Liberty Avenue, Port Jefferson
$3,950,000
8 Beds ⋅ 5 Baths ⋅ 843812 MLS
Nestled along the pristine shores of Port Jefferson Harbor, “The Cottage” a 5,800 square foot English Country Estate set on 3.85 lush waterfront acres with 530 feet of private beachfront is now for sale. Built circa 1906 as the private residence of Ralph Peters, former President of the Long Island Rail Road, the Estate has been preserved and restored as a master class in timeless early American craftsmanship and modern luxury. Step inside and be transported; this is not merely a home, but a living gallery. A reverent celebration of form and function, where flawless millwork and stained glass accents evoke a period era of workmanship. Diamond-pane windows framed with hand-finished grilles wrap the facade and invite natural light showcasing curated interiors filled with original artwork and antique furnishings. The heart of the residence is an awe-inspiring open concept grand room, crowned by a two-story atrium and 360-degree mezzanine. A massive central fireplace anchors the open concept space while the wrap around enclosed porch offers sweeping first-floor vistas of the Harbor, providing an unforgettable sensory experience. A dedicated first-floor study and formal dining room, each with their own fireplace, create a balance of intimacy and grandeur. The primary suite is an oasis featuring a resort-style full marble bath with oversized soaking tub. The home’s upper level, which includes a formal office and has a dedicated stairwell, offers additional bedrooms and bath, bringing the total for the house to eight bedrooms and four and a half baths. The homes lower level includes a changing room with dual showers, water closet, washer/dryer and direct outdoor access perfect for beach days. Aproned in cobblestone, the long private driveway, auto court and full roundabout provide access to a multi-level and terraced property that includes large sun deck and pergola overlooking the beach. A detached two-car garage complements a property designed and engineered with infrastructure and sustainability in mind. Retaining walls, terraces, patios, walkways and planters are constructed with the finest natural stone, cobblestone, crushed stone, slate and timber. A park-like property adorned in natural, mature perennials and blooming shrubs. A singular North Shore landmark in luxury, where history and heritage meet horizon on the bluffs of Belle Terre.

10 Pine Path, 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.