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.
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.
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.
Wake up to sparkling views in this beautifully appointed 1-bedroom condo perfectly situated along the bay/canal. Bright and airy open concept living space with large windows that brings the outdoors in, while the private balcony offers a front row seat to sunsets, sailboats and gentle breezes. Updated kitchen with modern finishes and plenty of storage. Spacious bedroom with ample closet space and a full attic for addition storage. Enjoy the resort style amenities including a clubhouse, pool on the bay, pickleball, tennis and waterfront walkways. Close to marinas, dining shopping and entertainment. Ideal for year-round living or a relaxing. Central Air is only 2 years young.
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
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.
Stunning 8-Bedroom Residence in the Heart of West Islip. This expansive and meticulously maintained single-family residence offering unparalleled space and versatility. Situated on a level 0.23-acre lot in a prime Suffolk County location, this 5,000 sq. ft. home is perfect for those seeking a dedicated home office and guest quarters. Boasting 8 spacious bedrooms and 5 full bathrooms, including a convenient 1st-floor bedroom and full bath. Features a large eat-in kitchen fully equipped with modern appliances and a formal dining room for entertaining. Enjoy a mix of Central Air and Ductless cooling, with efficient oil baseboard heating. Gleaming hardwood floors run throughout, complemented by double-pane windows and skylights that flood the home with natural light. A massive, full-finished basement provides endless possibilities for a recreation room, home gym, or additional storage. A private, fenced-in backyard perfect for summer gatherings, and a off-street driveway provides plenty of space for multiple vehicles. You are just moments away from local shops, transportation, and community amenities. Don’t miss this rare opportunity to own one of the largest homes in West Islip!
Welcome to 1 Princess Tree Court — a rare end-unit townhome in the sought-after private community of The Terraces in Port Jefferson Village. This expansive ~2,500 sq ft residence offers 3 large bedrooms, 2.5 bathrooms, and an open-concept layout bathed in natural light, featuring soaring vaulted ceilings, a fireplace, an updated kitchen with quartz countertops, and a luxurious primary suite with a spa-like bath. Enjoy morning coffee on your private deck, plus a full unfinished basement offering endless potential — all in a beautifully maintained community just minutes from Port Jefferson Village and the ferry.
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
A rare opportunity to realize your dream home on Fire Island. Included in this offering are unapproved architectural concept plans for a transformational second-story addition and full redesign—envisioning a 6-bedroom, 5-bath luxury residence plus guest cottage, complete with expansive entertaining decks, a rooftop lounge, wet bar, and hot tub overlooking the Great South Bay. These conceptual designs imagine elevated indoor-outdoor living, with horizon-to-horizon views and a commanding presence just steps from Seaview’s Bay Beach and tennis courts. While the plans are not yet submitted or approved, they offer an inspiring roadmap for transforming this property into a landmark Fire Island retreat. And the best part? You don’t have to wait to enjoy it. The existing home is beautifully renovated and fully turnkey. The main house features 3 bright bedrooms and 2 stylish full baths, a chef’s kitchen with Bosch appliances and alkaline water filtration, tankless hot water, central air and heat, and thoughtfully landscaped grounds supported by an automatic sprinkler system. A separate 1-bedroom, 1-bath guest cottage offers extra space for guests or remote work, while the saltwater pool and expansive deck provide the perfect backdrop for entertaining or quiet relaxation. Whether you’re looking to move in immediately or bring your vision to life over time, 31 Laurel Ave offers both lifestyle and long-term upside in one of Fire Island’s most desirable neighborhoods. ?? Conceptual plans included in sale; not submitted or approved ?? Low annual flood insurance (~$2,834/year) ?? Enjoy now. Build for tomorrow.
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.

Port Jefferson is located in New York. Port Jefferson, New York has a population of 7,951. Port Jefferson is less family-centric than the surrounding county with 27.87% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Port Jefferson, New York is $121,270. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Port Jefferson is 45.6 years.
The average high temperature in July is 82.1 degrees, with an average low temperature in January of 23.2 degrees. The average rainfall is approximately 47.2 inches per year, with 27.2 inches of snow per year.