Port Jefferson Real Estate

Welcome to Port Jefferson, a picturesque village nestled on the North Shore of Long Island in Suffolk County, New York. Known for its charming maritime heritage, this vibrant community offers an enchanting blend of scenic beauty, rich history, and modern amenities, making it an ideal place to call home.

Port Jefferson boasts a stunning waterfront, where the serene waters of the Long Island Sound meet the quaint streets lined with boutique shops, delightful restaurants, and cozy cafes. Stroll along the harbor and soak in the breathtaking views, or take a leisurely ferry ride to Connecticut for a day of adventure. The village's historic district is a treasure trove of 19th-century architecture, inviting you to explore its unique character and charm.

For those who appreciate the great outdoors, Port Jefferson is surrounded by lush parks and nature trails, perfect for hiking, biking, and enjoying the beauty of the changing seasons. The nearby beaches offer a perfect escape for sunbathing, swimming, and water sports, while the local marinas cater to boating enthusiasts.

Education is a priority in Port Jefferson, with highly-rated schools and a strong sense of community. Families will appreciate the numerous recreational programs and events that foster a tight-knit atmosphere, making it easy to connect with neighbors and create lasting friendships.

With its blend of quaint charm and modern conveniences, Port Jefferson is more than just a location; it’s a lifestyle. Whether you're seeking a serene retreat or a vibrant community, this delightful village has something for everyone. Discover your dream home in Port Jefferson today and experience the magic of this enchanting locale!

Newest Listings in Port Jefferson

$649,000

3 Beds ⋅ 3 Baths ⋅ 1062007 MLS

One Property, Endless Possibilities! Discover this beautiful Port Jefferson Village home, tucked away on just shy of a half-acre of property offering exceptional privacy, peaceful surroundings, and plenty of room to entertain or relax. Conveniently located near local shopping, dining, parks, beaches, and the vibrant Port Jefferson waterfront, this home offers the perfect blend of location, space, and versatility. Inside, you’ll find a flexible layout with multiple access points and versatile living spaces that offer comfort, privacy, and a variety of possibilities to suit your needs. Whether you're looking for additional living space, room to work from home, or simply more room to spread out, this property offers tremendous potential. Features include a new roof, stainless steel appliances, hardwood and tile flooring, two-zone heating, an in-ground sprinkler system, and a Wave air purification system. The basement features three egress windows, while three separate interior/exterior entrances add to the home's functionality and flexibility. Common-area laundry provides added convenience. Outside, enjoy generous grounds, ample parking, and serene surroundings with plenty of room to make the most of your outdoor space. EXTREMELY LOW TAXES! A unique opportunity to own a versatile property in the desirable Port Jefferson Village area. Don't miss your chance to explore all this home has to offer!

107 Sheep Pasture Road, Port Jefferson

$625,000

4 Beds ⋅ 2 Baths ⋅ 1059422 MLS

Charming Colonial on an Oversized Corner Property! Welcome to this quaint Colonial home, ideally situated on an enormous corner property with a welcoming front porch. Inside, you’ll find a charming living space featuring recessed high-hat lighting throughout. The eat-in kitchen boasts stainless steel appliances, a skylight, and a vaulted ceiling, creating a bright and airy atmosphere that flows into the living room. The first floor offers two bedrooms and a full bathroom with a bathtub. The second floor has a welcoming foyer, where you’ll find two additional generously sized bedrooms, including a spacious primary bedroom with an elegant tray ceiling, along with a separate bathroom featuring a shower stall. Convenient first-floor laundry closet with mechanicals and attic access. With four bedrooms, a functional layout, and an expansive corner property, this Colonial offers charm, space, and plenty of potential to make it your own!

470 Bicycle Path, Port Jefferson

$1,475,000

5 Beds ⋅ 7 Baths ⋅ 1061802 MLS

Hidden among 1.48 acres of established gardens and mature specimen trees in the historic waterfront enclave of Belle Terre, 6 Arbutus Path is a magnificent 1906 Country Georgian estate, rich in architectural character and distinguished by more than a century of remarkable ownership. Once the weekend retreat of New York fashion icon Eleanor Lambert, the residence is a celebration of early American craftsmanship, classical design and an enduring appreciation for the arts. A home where history is not simply remembered, but beautifully preserved within its walls. Original columns introduce a grand entrance foyer with nearly 11-foot soaring ceilings, porcelain floors and a hand-painted mural, while a graceful circular staircase adorned with leaded glass evokes the elegance of another era. Beyond, an extraordinary collection of living spaces unfolds, where original Douglas fir flooring, intricate period detailing and expansive windows create a compelling dialogue between the home’s historic architecture and its natural surroundings. The great room is an architectural centerpiece, distinguished by a dramatic 20-foot bay window, original leaded glass and a magnificent 9-foot antique pier mirror. An adjoining mirrored wall reflects the ever-changing scenery of Port Jefferson Harbor, passing ferries, wooded landscapes and brilliant evening sunsets. Two working fireplaces anchor the home’s gathering spaces, while a richly appointed library lined with custom built-ins provides an intimate retreat. Designed for gracious entertaining, the substantial country kitchen features dark cherry cabinetry, granite countertops, a generous center island, 48-inch Sub-Zero refrigeration and a professional 60-inch Dynasty six-burner range with double ovens. French doors open toward the freshwater pond, inviting the tranquility of the gardens into the heart of the home. Three private en-suite bedrooms offer a wonderful balance of comfort and individuality, including a principal suite with an architect-designed marble bath, circular Jacuzzi, open shower and an extraordinary 15-foot expanse of windows overlooking the harbor. A newly constructed, architect-designed 700-square-foot loft brings the main residence to approximately 4,800 square feet, introducing a serene sanctuary with a bathroom finished in Jerusalem Gold marble and red cedar, with skylights and picturesque pond views. Beyond the main residence, a separate guest cottage offers two bedrooms, a full bath, living room and complete kitchen above a heated two-car garage with room for an additional third vehicle storage and a dedicated landscaper’s bath. The grounds are equally captivating: an original covered veranda, expansive wraparound deck, century-old fluted columns framing a slate terrace, a Roman garden, original stone barbecue and a freshwater pond create a series of intimate outdoor destinations. An integrated indoor/outdoor sound system and walk-ability to both Harbor and Sound beaches further complement the estate’s coastal lifestyle. The property’s remarkable lineage includes shipping-line figure Emmett J. McCormick; Eleanor Lambert, whose influence helped shape the modern American fashion industry; H. Lee Dennison, Suffolk County’s first elected County Executive; and Diane Pirozzi, editor and publisher of the Three Village Herald. An enduring testament to the artistry and ambition of Belle Terre’s earliest estates, 6 Arbutus Path is more than a residence. It is a living piece of North Shore history, where architecture, landscape and legacy have converged for generations.

6 Arbutus Path, Port Jefferson

$489,000

3 Beds ⋅ 1 Baths ⋅ 1061093 MLS

This charming 3-bedroom ranch offers comfortable one level living, a convenient location, and plenty of opportunity to make it your own. The home features hardwood floors throughout, an updated heating system with separate hot water heater, a semi-finished basement providing additionally space for recreation, storage or a home office. An attached one-car garage adds everyday convenience. This property is bordered by over 10 acres of town parkland along the rear property line offering a scenic natural backdrop and a serene sense of privacy. Whether you're a first time home buyer looking to build equity or looking to downsize to a manageable home, this property offers tremendous potential to update and customize to your taste. Property is being sold as-is. Bring your vision and make this home your own!

33 Shenandoah Boulevard, Port Jefferson

$500,000

3 Beds ⋅ 1 Baths ⋅ 1060810 MLS

Colonial with 7 rooms 3 beds and 1.5 bath located in Village of Port Jefferson. Close to shopping, transportation and major roadways.

405 High Street, Port Jefferson

$679,000

2 Beds ⋅ 2 Baths ⋅ 1053521 MLS

This property is a very special, cape-cod style home, snuggled within Port Jefferson's Historic District on private, mature lot filled with manicured specimen plantings and special sitting areas. This 1930's, adored cape-cod has been lovingly maintained and kept in the family since the early 1970's. The sun shines in from every window into this charming home complete with honey, glazed hard wood floors throughout, with a gracious, historic fireplace in the Living Room - perfect for a cozy evening chat. New windows throughout the entire home - basement as well - new roof, heating system and central air! This home is ideal for the family just starting and the property is rich with history and will charm even the strictest of tastes. Within walking distance to the Village amenities that Port Jefferson offers - the Harbor, Village Center and Harbor front Park - the taxes are low and affordable with the Village taxes of $926.88/year in addition to the Town tax. This home won't last long so call for a viewing soon!

201 Maiden Lane, Port Jefferson

$449,000

2 Beds ⋅ 1 Baths ⋅ 1059245 MLS

Welcome to 32 Dewey Street, a charming 2-bedroom, 1-bath home in Port Jefferson Station offering a comfortable layout and a convenient location. The home features a welcoming living area, galley-style kitchen, and sliding glass doors leading to the rear deck and backyard. A partial unfinished basement provides additional utility space and includes the washer and dryer. Conveniently located near Stony Brook University and Stony Brook Medicine, with easy access to Route 112 and Route 347, making commuting and everyday travel simple. The home is also close to the Port Jefferson LIRR station, shopping, restaurants, and the dining and waterfront attractions of Port Jefferson Village. An ideal location for buyers looking for convenience, access to transportation, and nearby amenities while still enjoying their own outdoor space.

32 Dewey Street, Port Jefferson

$849,900

4 Beds ⋅ 4 Baths ⋅ 1058692 MLS

This Luxury Townhouse has it ALL, Huge Vaulted Ceiling Foyer with an Open Floor Plan that Leads You Through Spacious Rooms and Ample Closets. Many Updates .. Include : New Gas Heating Unit, New Central Air Conditioning Unit, (some) New Anderson Windows, New Top of the line Refrigerator, New Trex Deck, Young Roof and Leaders-Gutters, Recessed Lighting. A Wood Burning Fireplace in the Livingroom that'll Comfort Your Whole Family. The Master Bedroom Suite Has a Fireplace, Oversized His and her Closets, Dressing Room, and Tremendous Bathroom. This is A Private Luxury Community that is Just Minutes Away from the Village, Less than a Mile Away from the Ferry to Connecticut and Long Island Railroad. Major Highways Close by Too.>>> Two Car Garage "End Unit" in "Fabulous Port Jefferson Village">>>>>>>>>>>> 3200 sq, feet of living space!!! <<<<<<<<<<<<

5 Princess Tree Court, Port Jefferson

$950,000

3 Beds ⋅ 4 Baths ⋅ 1058341 MLS

A carefree lifestyle awaits you at 55 Rockledge Path in the coveted Riviera development, located in the heart of Port Jefferson and a short distance from Port Jefferson Village, nearby beaches, Port Jefferson Country Club and golf course. This stunning “Monte Carlo” model is richly appointed with every imaginable upgrade and boasts three levels of generously proportioned living space. The home offers a Coastal Woodlands setting, surrounded by low-maintenance landscaping and natural beauty. The front courtyard and rear decks invite outdoor entertaining and offer additional outdoor “living rooms.” From the minute you enter this home, you will be impressed by the level of care it has received from its current owners. As you tour the home, you will notice unmatched attention to detail at every turn. There is absolutely nothing to do but move in and get ready to relax! Stop searching, you're home at last!

55 Rockledge Path, Port Jefferson

$499,990

2 Beds ⋅ 3 Baths ⋅ 1056103 MLS

Highly desirable Clipper model tucked away in a quiet corner of The Highlands featuring street-level entry, attached one-car garage, private driveway and nearby guest parking. Impeccably maintained with an open floor plan featuring a bright kitchen with breakfast bar open to the dining area and spacious living room with sliders to a beautiful paver patio and landscaped grounds—perfect for relaxing or entertaining. The second level offers two generously sized bedrooms, including a spacious primary suite with vaulted ceiling, his & hers double closets and en-suite bath, plus an additional bedroom, hall bath and convenient second-floor laundry. Enjoy low-maintenance living with community clubhouse, fitness center, saltwater pool, tennis, basketball and playground. Common charges include water, basic cable/WiFi, snow and garbage removal. Residents also enjoy Port Jefferson Village amenities including resident beaches, parks, free village parking and eligibility for discounted Port Jefferson Country Club membership. Just minutes to the Village, marina, shops, restaurants, train station and Mather Hospital. A wonderful opportunity to enjoy the best of The Highlands and the Port Jefferson lifestyle!

217 Windward Court N, Port Jefferson

$9,999,000

11 Beds ⋅ 16 Baths ⋅ 1056005 MLS

We present 157 Cliff Road: 8.237 acres in the Village of Belle Terre with 310 feet of frontage on Long Island Sound. A staircase descends the bluff to the beach. The two-story frame and stucco residence, built in 1990, includes an elevator, a theater, dual saunas and an indoor pool. Outside are an in-ground pool with hot tub, a tennis court and a deck. A 1.56-acre conservation easement is shown on the bluff. A 2020 engineer's yield map shows four lots under the current A Residence zoning; no subdivision map has been filed or approved. We offer the full parcel as one tax lot. Details for qualified buyers on request.

157 Cliff Road, Port Jefferson

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 1056902 MLS

Welcome to this stunning new construction home located in an exclusive six-home division in the heart of Port Jefferson Village. Tucked withing 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-squyare-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.

6 Pine Hill Ct, Port Jefferson

Start Your Search

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.