Port Jefferson Homes with Landscaped Lot features

Welcome to Port Jefferson, a picturesque village nestled on the North Shore of Long Island, New York. Known for its charming waterfront, vibrant community, and rich history, Port Jefferson offers a unique blend of small-town charm and modern conveniences. With its stunning views of the Long Island Sound, this idyllic locale is a haven for those who appreciate both natural beauty and a lively atmosphere.

Port Jefferson boasts a thriving arts scene, with local galleries, theaters, and seasonal events that bring the community together. Stroll along the scenic harbor, where you can enjoy a variety of waterfront dining options and boutique shopping. The village is also home to beautiful parks and recreational facilities, perfect for outdoor enthusiasts and families alike.

When it comes to real estate, Port Jefferson offers an array of homes that are as captivating as the village itself. Many properties feature beautifully landscaped lots that provide a serene escape right in your own backyard. Imagine sipping your morning coffee surrounded by vibrant flowers and lush greenery or hosting summer barbecues on your meticulously maintained lawn. These homes not only offer aesthetic appeal but also create a tranquil environment for relaxation and enjoyment.

With a strong sense of community, excellent schools, and easy access to the Long Island Rail Road, Port Jefferson is an ideal place for families, professionals, and retirees alike. Whether you’re looking for a quaint cottage or a spacious family home, you’ll find a variety of options that perfectly complement the enchanting lifestyle this charming village has to offer. Discover your dream home in Port Jefferson today and embrace the beauty of coastal living!

Newest Port Jefferson Homes with Landscaped Lot features

$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. More Professional photos coming soon.

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

$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

$1,699,999

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

$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

$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

$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

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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.