Port Jefferson Real Estate

Welcome to Port Jefferson, a picturesque village nestled on the North Shore of Long Island, New York, in Suffolk County. With its charming waterfront, vibrant community, and rich history, Port Jefferson is a hidden gem that perfectly blends small-town charm with modern conveniences.

As you stroll through the quaint streets, you’ll be captivated by the village’s historic architecture and stunning views of the Long Island Sound. The bustling harbor is a hub of activity, where you can watch ferries come and go while enjoying a leisurely afternoon at one of the many waterfront parks. The vibrant arts scene is alive and well here, with galleries, theaters, and live music events that create a lively atmosphere year-round.

Port Jefferson is not only a feast for the eyes; it’s also a culinary delight. From cozy cafes to fine dining establishments, the local cuisine reflects the area’s coastal heritage, featuring fresh seafood and farm-to-table options that will tantalize your taste buds.

Outdoor enthusiasts will appreciate the abundance of recreational opportunities, including hiking trails, boating, and fishing. The nearby beaches provide a perfect backdrop for sunbathing, picnicking, or simply enjoying the breathtaking sunsets.

Families will find a welcoming community with excellent schools and a variety of activities for children of all ages. With its blend of natural beauty, cultural richness, and a strong sense of community, Port Jefferson is not just a place to live; it’s a lifestyle. Come and discover the charm of Port Jefferson, where every day feels like a vacation!

Newest Listings in Port Jefferson

$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

$749,000

3 Beds ⋅ 2 Baths ⋅ 1032464 MLS

Welcome to 35 Timberline Circle, a beautifully updated, move-in ready three-bedroom, two-bath residence in the highly sought-after Riviera community of Port Jefferson. Offering the ease and convenience of one-level living, this exceptional home features a lovely open floor plan designed for both comfortable everyday living and elegant entertaining. The sun-drenched living space is highlighted by a cozy fireplace, expansive windows, and sliding glass doors that frame peaceful, scenic views while seamlessly blending indoor and outdoor living. Featuring a beautiful patio and inground sprinklers. Thoughtfully updated throughout with timeless finishes, this residence offers effortless style and comfort in one of the Riviera's most desirable locations, just moments from the community pool while maintaining a peaceful, private setting. Enjoy the best of Long Island living just moments from the waterfront charm of Port Jefferson Village, with its boutique shopping, renowned restaurants, marinas, beaches, parks, the Port Jefferson Ferry, the Long Island Rail Road, and Stony Brook University and Hospital. A rare opportunity to own one of the Riviera's most sought-after models in an exceptional location where luxury, convenience, and lifestyle come together beautifully

35 Timberline 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.

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

$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

$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

$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

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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.