Port Jefferson Real Estate | Port Jefferson Homes and Condos for Sale

Welcome to 15 Hillcrest in Port Jefferson—a spacious Colonial offering a rare combination of multigenerational living and income-producing potential. The home features brand-new hardwood floors throughout, an open and inviting floor plan, a wood-burning fireplace, and a charming wraparound porch. Recent upgrades include a new gas heating system, new central air conditioning, and underground electrical service. Upstairs, you’ll find four generously sized bedrooms, a convenient laundry room, and an impressive primary suite featuring vaulted ceilings and a large walk-in closet. With flexible living space and a layout well suited for an additional income opportunity, this home offers versatility that is hard to find. Ideally located just minutes from Port Jefferson Village, the LIRR, shopping, dining, beaches, and all that the North Shore has to offer. A unique opportunity in a highly convenient Port Jefferson location!

15 Hillcrest Avenue

$199,999

2 Beds ⋅ 1 Baths ⋅ 1048650 MLS

Welcome to 460 Old Town Rd, Unit 24-0, located in the desirable Stony Hollow community-where comfort, convenience, and liftstyle come together! This beautifully updated 2-bedroom, 1 full bath second-floor co-op offers privacy with no neighbors above and the added benefit of being a corner unit, allowing for extra natural light and a more open feel. Renovated in 2021, the home features an updated kitchen, modern finishes, and all appliances replaced at the time-making it truly move-in ready. Inside, you'll find a spacious living room, a dedicated dining area, and a well-appointed kitchen designed for both everday living and entertaining. Stony Hollow offers an array of amenities for residents to enjoy, including on-site laundry facilities, an in-ground pool, basketball court, playground, and even a community vegtable garden-perfect for those who enjoy outdoor living and a sense of community. Conveniently located near shopping, dining, and major roadways, this is an excellent opportunity for comfortable and low-maintenance living. Don't miss your chance to own this bright, updated, and ideally located unit!!

460 Old Town Road Unit #24-O, Port Jefferson

$829,999

3 Beds ⋅ 2 Baths ⋅ 1046868 MLS

A Port Jefferson Lifestyle Awaits in Harbor Hills. Prime location here in this 3 bedroom, 2 bathroom Cape, ideally situated in the desirable Harbor Hills community within the Incorporated Village of Port Jefferson. Set on a beautiful .57 acre property, the home features hardwood floors, a warm wood burning fireplace in the spacious living room, dining room, open kitchen with granite countertops & slider doors to the expansive Trex deck, 2 bedrooms and one full bath on the main floor. The upstairs primary suite offers a lovely ensuite bath, while the unfinished walk in attic provides exciting possibilities for additional living space, whether you envision a private home office, den, studio, or creative retreat. Beautifully landscaped property with belgium block walkway. 2 Car Garage, Full unfinished basement, Gas Heat, 200 Amp electric, Gutter Guards, CAC, and In Ground Sprinkers. Location is truly one of this home's greatest assets. Enjoy access to *two private beaches just a mile away*, along with discounted golf membership and the many amenities offered by the Village of Port Jefferson. Spend your days by the water, on the golf course, exploring the village, or simply enjoying the peace and privacy of your own backyard. Located within the renowned Port Jefferson Blue Ribbon School District and conveniently close to the LIRR and Stony Brook University, this home offers an ideal balance of community, convenience, recreation, and coastal living. Village taxes included Come discover why Port Jefferson isn't simply a place to live. IT'S A LIFESTYLE FOR A LIFETIME!

24 Old Homestead Road, Port Jefferson

$690,000

3 Beds ⋅ 2 Baths ⋅ 1047237 MLS

Welcome home! This move-in ready 3-bedroom, 1.5-bath property has been fully renovated from top to bottom, offering the perfect blend of modern comfort and style. Featuring a strong layout and a fantastic location, the home boasts a bright, updated interior equipped with brand-new appliances, a private driveway, and the convenience of a 1-car attached garage. All the hard work has already been done for you—simply unpack and settle in. Don't miss out on this exceptional, hassle-free opportunity—schedule your showing today!

73 Morton Street, Port Jefferson

$749,000

6 Beds ⋅ 3 Baths ⋅ 1047156 MLS

Spacious 6-bedroom, 3-bath home offering plenty of room for extended living and entertaining. Renovated throughout with gas heat and comfortable living spaces. Detached garage provides additional storage and parking. Potential for an additional living unit, offering flexibility for extended family or possible rental income, subject to proper permits and approvals. Great opportunity for a large family or investor looking for space and versatility.

35 Colony Road, Port Jefferson

$1,499,900

4 Beds ⋅ 6 Baths ⋅ 1045380 MLS

Located in the Prestigious Belle Terre - Surrounded by rolling wooded Landscapes sits this Extremely impressive 4 bedroom Post Modern Colonial on almost 1 acre. Professionally decorated and redesigned layout this gem was completely renovated only 2 years ago. Upon entering your 2 story entry hall with grand staircase you'll find a living room or private office on your right or your open floor plan living complete with dining room, den with fireplace and eat in chefs kitchen to your left and beyond. Your Kitchen features all new cabinets, quartz countertops across our oversized center island and all top notch appliances including a 8 burner gas stove! A first floor full bath and mud room complete the first floor. Upstairs is all the bedrooms each with their very own full bathrooms. The Primary Bedroom suite includes cathedral ceilings, a Juliet balcony, a walk-in closet and of course a primary bath. The primary Bath has a double vanity with led mirror, multi person/Multi shower head walk-in shower, separate jetted tub and private water closet. Again each of the additional 3 bedrooms has its own beautifully tiled full bathroom. The second floor is also where you'll use your laundry room. Below all this is your full finished walkout basement where you'll entertain in your rec room plus a possible guest room and full bath. This home has a large rear deck overlooking your fully fenced rear yard, Central Air and a 2 car garage.

5 Buena Vista Road, Port Jefferson

$299,999

2 Beds ⋅ 1 Baths ⋅ 1044415 MLS

Why rent when you can own? Welcome to this light and bright 2nd-floor end-unit featuring 2 bedrooms and 1 full bathroom. Enjoy spacious rooms, a gas stove, in-unit washer and dryer, and central air conditioning just 3 years old. Step outside to your private fenced-in patio, perfect for relaxing or entertaining. Enjoy a fantastic community lifestyle with an array of amenities, including a clubhouse, in-ground pool, tennis court, fitness center, basketball court, and a separate children’s in-ground pool. A wonderful opportunity for comfortable living with plenty of recreation right at your doorstep!

84 Glen Hollow Drive, Port Jefferson

$375,000

2 Beds ⋅ 1 Baths ⋅ 1044360 MLS

Desirable end unit, Sagamore Hills Condominium Complex, 2 bedroom, (The primary bedroom is large and has ample storage) ,1 full updated bathroom, large living room, Eat in kitchen, New floor molding, carpet, and raised panel doors. Newer windows, central air unit, gas heating system and gas water heater. Washer and dryer in unit. Amenities include, a clubhouse, tennis, basketball, pool, gym, and playground. Pet friendly. Private patio for your enjoyment. Close to shopping, Stonybrook hospital and University. True taxes are 3,633.75

145 Cambridge Drive, Port Jefferson

$800,000

4 Beds ⋅ 4 Baths ⋅ 1039000 MLS

Spacious colonial located on a quiet, sought-after street in the Harbor Hills Community. Featuring large rooms with a traditional layout, hardwood floors, new appliances, and a cozy den, this home has so much to offer. Upstairs includes 3 guest bedrooms, a full bath, a cedar closet, and a walk-in linen closet. The primary bedroom boasts an en-suite bath and a dressing room with both a double closet and a walk-in closet. The walk-out basement offers a game room, storage room, and a full bath, perfect for poolside use. Additional features include generator connection, upgraded 200-amp electric service, gas burner, and a 2.5-car garage with opener. The pool was open last season and will be available again for buyer inspection. Enjoy all village amenities, including private beaches, free parking, access to sports courts, and resident rates at PJCC.

31 Sands Lane, Port Jefferson

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 1041354 MLS

One-of-a-Kind Opportunity to Own a Private, Secluded Home on 2.2 Acres in Port Jefferson. Your Tranquil Escape is at the End of a Cul-de-Sac with a Private Driveway. Close Walk to Historic Village; In-ground Pool w Solar Heating & Loop Lock Cover; Pool With Views of the Harbor. Full Basement with a Bonus Room; 2 Car Attached Garage; Village Amenities Include: Famed School District; Private Beaches; Country Club; Resident Parking. Close to Hospitals; University and Transportation.

105 Laurel Lane, Port Jefferson

$650,000

4 Beds ⋅ 2 Baths ⋅ 1041140 MLS

Welcome Home To This Beautiful 4 Bedroom 1.5 Bath updated Splanch. This Home Offers A Warm and Inviting Atmosphere With Tasteful Updates Throughout. The Recently Remodeled Kitchen Features Clean White Shaker Cabinetry, Quartz Countertops, And Stainless Steel Appliances.The Formal Dining room Provides An Ideal Setting For Hosting Guests. The Den Is A Wonderful Place To Relax And Gather Around The Fireplace. Upstairs You'll Find Four Spacious Bedrooms With Beautiful Hardwood Floors And Plenty Of room For Everyone. The Updated Full Bathroom Features a Charming Farmhouse Inspired Design With Shiplap walls, Subway Tile, And Hexagon Tiled Flooring. This Home Also Offers A partial Basement Providing Flexible Space And A One Car Garage.Step Outside And Enjoy The Private Backyard With Approximately .34 Acres Offering Plenty Of Room To Relax Or Entertain. This Wonderful Home Is Ready To Welcome its Next Owners.

28 Block Boulevard, Port Jefferson

$1,250,000

4 Beds ⋅ 3 Baths ⋅ 1037541 MLS

Nestled in a quiet cul-de-sac, this rare architectural gem is one of just 72 homes designed by renowned architect Geysa Sarkany. Celebrated for his love of nature and the way light moves through a space, this home perfectly reflects his vision of harmony with the natural surroundings. Open living areas feature oversized windows and doors that picture frame the mature landscaping and embrace the private setting. High ceilings and natural materials blend effortlessly with modern kitchens and baths, creating a seamless connection between indoor and outdoor living. Each of the four bedrooms boasts a private balcony with views of the grounds, while the primary suite offers winter water views, an ensuite bath, and a walk-in closet. The full unfinished basement provides optional additional living space. Just a half block from the rear of the property lies one of Belle Terre’s three exclusive beaches. Community amenities include a park with a pickleball court, exercise path & playground, a constable service, and a community center. Taxes reflect both TOB and the village of Belle Terre with no deductions, both are eligible for grievance. Estimated reduction is $2600-3000.

12 Lost Meadow, Port Jefferson

$849,900

4 Beds ⋅ 4 Baths ⋅ 1038668 MLS

This Luxury Townhouse has it all, Huge vaulted ceiling Foyer with an Open floor plan that leads you through spacious rooms and tremendous closets. Many Updates... New Gas Heating Unit and Central Air Conditioning, Some new Anderson Windows, New Refrigerator, New Trex Patio, Young Roof and rain gutters, Recessed Lighting. A wood Burning Fireplace in the Livingroom that will comfort the whole family. An Enormous Master bedroom Suite/ with Fireplace, Oversized Closets, Dressing Room and Primary Bathroom. This is A Private Luxury Community that is Minutes away from the Village of Pt. Jefferson, less than a mile away from the Ferry to Connecticut and the LIRR through Long Island to New York.

5 Princess Tree Court, Port Jefferson

$1,200,000

4 Beds ⋅ 4 Baths ⋅ 1037311 MLS

Welcome To This Spectacular 4 Bedroom 4 Bath Bill Hines Colonial, Offering Over 3800 Interior Sq Ft Of Beautifully Designed Living Space In Jefferson Landing, One Of Port Jefferson's Most Sought-After Developments. Privately Situated Atop Its Own Hilltop Setting This Exceptional Home Offers A Wonderful Sense Of Privacy And Presence. Impressive From The Moment You Arrive, This Remarkable Home Features A Welcoming Covered Front Porch, Grand Entry Foyer, Soaring Cathedral Ceilings, Rich Hardwood Floors, Wood Burning Fireplace And Exquisite Custom Mouldings & Woodwork Throughout. The Show Stopping Great Room Features A Floor To Ceiling Custom Bar And Oversized Windows Overlooking The Landscaped Grounds. A Full Finished Basement Provides Additional Living And Recreational Space, Along With Abundant Storage, A Cedar Closet And Direct Access To The Attached Two-Car Garage. Step Outside To Your Own Private Retreat Complete With An In-Ground Free Form pool And Two Decks, Perfect For Multi-Level Entertaining And Enjoying The Outdoors. Located Just A Short Distance From The Village Of Port Jefferson Where One Can Enjoy Fine Dining, Year-Round Theatre, Cultural Activities, Beaches, Ferry Service & More.

4 Jefferson Landing Circle, Port Jefferson

$999,999

4 Beds ⋅ 4 Baths ⋅ 1038126 MLS

Situated on one of Port Jefferson’s most sought-after blocks, this split-level home radiates pride of ownership. Spacious rooms with oversized windows fill the home with natural light while maintaining privacy. The formal areas flow seamlessly indoors and out, perfect for entertaining. The custom kitchen boasts high-end cabinetry, newer appliances, radiant heat, dual ovens, and warming drawer. The expansive primary suite features two walk-in closets and a sun filled bathroom with vaulted ceilings. Upstairs, you’ll find a junior suite with private bath and another bedroom and bath. Additional 4th bedroom can be had on the 1st floor or with the legal bedroom in the basement. The private backyard includes an enclosed deck, patio, open lawn and fenced-in pool. The vinyl-lined L-shaped pool has an oversized shallow end and a deep end, surrounded by lush gardens and flowers. This home is at a mid-block location on a wide tree-lined street, just a half block from the golf course and a short distance to some of the village’s favorite private beaches. All village amenities. Taxes shown include both the Village of Port Jefferson and the TOB without any deductions.

11 Soundview Drive, Port Jefferson

$589,999

4 Beds ⋅ 2 Baths ⋅ 1034495 MLS

Step inside this 4 bedroom colonial in Port Jefferson. New carpet, fresh paint, and 150 amp electrical give it a move in ready feel, while Anderson windows and 2 zone oil baseboard heat keep it efficient through the seasons. Two ductless AC units handle the downstairs in summer. The main floor has a formal dining room and an eat in kitchen, both finished with crown molding throughout. Upstairs you’ll find all 4 bedrooms plus a full bath, with a second half bath on the main level. Outside, a composite deck overlooks a quarter acre yard with a 5 zone Hunter irrigation system. There’s also garage storage and a full unfinished basement for extra space. Built in 1968 and located within the Comsewogue Central School District, this home is ready for its next chapter.

53 Comerford Street, Port Jefferson

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 1032540 MLS

****Private showings available - seller is motivated 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

$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. Don't miss your chance to see this one!

30 Fairway Drive, Port Jefferson

$670,000

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

$435,000

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. Property has a new electrical panel installed as well as a new railing for the deck overlooking the pond. Property being sold in as his condition.

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

$309,000

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

$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

$279,999

1015228 MLS

Own one of the North Shore’s most famous boutique retailers, Tabu Boutique! Step into ownership of one of the North Shore’s most recognized and successful boutique retail businesses. For nearly four decades, this beloved gift and specialty retailer has built an outstanding reputation, earning the loyalty of local residents and becoming a favorite destination for visitors from across the region. Known for its unique and trend setting merchandise, and exceptional customer service, the business has become a true community landmark since opening in 1989. Ideally located in the heart of Port Jefferson Village on East Main Street, the store enjoys exceptional visibility and consistent foot traffic year-round. Its large and beautifully curated display window showcases the latest trends and seasonal collections, serving as a powerful marketing tool and setting a standard for visual merchandising that many retailers aspire to achieve. Included in the sale is a valuable customer database of more than 15,000 contacts across established software and marketing platforms, providing a strong foundation for continued growth and customer engagement. Sensible rent and utility expenses, combined with over three decades of consistent revenue and proven success, make this a rare turnkey opportunity. With a rich history, strong brand recognition, and a devoted customer following, this famous boutique retailer offers the next owner the chance to build upon an extraordinary legacy while benefiting from an established and profitable operation. Rarely does an opportunity arise to acquire such a well-known and respected retail business. Continue its legacy and success and become the owner of one of the North Shore’s most celebrated shopping destinations.

158 E Main Street, Port Jefferson

$1,599,000

5 Beds ⋅ 4 Baths ⋅ 1014504 MLS

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

32 Contessa Court, Port Jefferson

$699,999

3 Beds ⋅ 2 Baths ⋅ 999888 MLS

Set on a beautiful hilltop property surrounded by mature trees, this updated 3-bedroom, 2 full bath Ranch offers privacy, natural light, and an unbeatable Port Jefferson lifestyle. Situated on over half an acre, the home features an open floorplan with hardwood floors throughout and sun-filled living spaces designed for comfortable everyday living and entertaining. The newly finished basement offers additional flexible living space with electric heat and an outside entrance through the attached 2-car garage. A new heat pump heating system helps offset oil expenses while adding year-round efficiency and comfort. Perfectly located just minutes from the historic shipbuilding Village of Port Jefferson, enjoy easy access to charming shops, restaurants, the Village Center, Harbor, and LIRR. Residents also enjoy exclusive Port Jefferson Village amenities including discounted country club membership, children’s programs, ice skating rink, tennis and pickleball courts and programs, plus the beloved Rocket Ship Park.

223 Old Post Road, 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

$2,499,000

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

$425,000

1005293 MLS

One Acre of Land Ready to Build Your Port Jefferson Dream Home!! On a Private Cul de Sac. Famed Port Jefferson Schools, Private Beaches, Country Club and Beautiful Historic Walking Village!

105 Laurel Lane, 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

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 969672 MLS

Welcome to this stunning new construction home located in an exclusive six-home subdivision in the heart of Port Jefferson Village. Tucked within 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-square-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.

Lot 6 Pine Hill Court, Port Jefferson

$399,000

904412 MLS

Build the Home of Your Dreams in Port Jefferson Village! Rare opportunity to own a spacious .64-acre parcel in the heart of highly sought-after Port Jefferson Village. Nestled within Port Jefferson School District, this prime piece of residential land offers the perfect canvas for your custom dream home. Enjoy the convenience of being just moments from vibrant shops, charming restaurants, the Port Jefferson Ferry, and all the amenities this historic village has to offer. Don’t miss your chance to create a personal haven in one of Long Island’s desirable communities! Current Taxes are an estimate.

Dark Hollow Road, Port Jefferson

$3,950,000

8 Beds ⋅ 5 Baths ⋅ 843812 MLS

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.

10 Pine Path, Port Jefferson

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