Port Jefferson Real Estate

Welcome to Port Jefferson, a picturesque village nestled on the North Shore of Long Island, New York, within beautiful Suffolk County. This charming maritime community is a hidden gem that perfectly blends small-town charm with a vibrant cultural scene. Known for its stunning waterfront views and rich history, Port Jefferson offers residents and visitors alike a unique lifestyle steeped in both natural beauty and engaging local attractions.

Stroll along the quaint streets lined with historic buildings, boutique shops, and delightful eateries that serve everything from fresh seafood to artisanal coffee. The heart of the village is its bustling harbor, where you can watch boats come and go, or simply enjoy a leisurely afternoon by the water. The scenic Port Jefferson Marina is a hub for boating enthusiasts, while the nearby beaches provide ample opportunities for relaxation and recreation.

Port Jefferson is also home to a thriving arts community, featuring galleries, theaters, and live music venues that host events year-round. Families will appreciate the highly-rated schools and the variety of parks and recreational facilities available, making it an ideal place to raise children.

With its convenient access to the Long Island Rail Road, commuting to New York City is a breeze, allowing residents to enjoy the serene lifestyle of Port Jefferson while still being close to the hustle and bustle of the city. Whether you're looking to settle down in a cozy cottage or a modern waterfront condo, Port Jefferson offers a diverse range of real estate options to suit every taste and budget. Come discover the charm of Port Jefferson—where every day feels like a vacation!

Newest Listings in 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

$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

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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.