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$505,000
3 Beds ⋅ 2 Baths ⋅ 1032783 MLS
Split-level ranch in Port Jefferson Station offering 3 bedrooms and 1.5 baths. Home needs some updating, but it's priced for a quick sale, great opportunity for investors or buyers looking to add value. Property includes an in-ground pool. Buyer to verify all permits and certificates, including the pool, which does not have a permit or CO. Bring your vision to this one.

20 Revere Circle, Port Jefferson
$749,000
3 Beds ⋅ 2 Baths ⋅ 1032464 MLS
Welcome to 35 Timberline Circle, a beautifully updated, move-in ready three-bedroom, two-bath residence in the highly sought-after Riviera community of Port Jefferson. Offering the ease and convenience of one-level living, this exceptional home features a lovely open floor plan designed for both comfortable everyday living and elegant entertaining. The sun-drenched living space is highlighted by a cozy fireplace, expansive windows, and sliding glass doors that frame peaceful, scenic views while seamlessly blending indoor and outdoor living. Thoughtfully updated throughout with timeless finishes, this residence offers effortless style and comfort in one of the Riviera's most desirable locations, just moments from the community pool while maintaining a peaceful, private setting. Enjoy the best of Long Island living just moments from the waterfront charm of Port Jefferson Village, with its boutique shopping, renowned restaurants, marinas, beaches, parks, the Port Jefferson Ferry, the Long Island Rail Road, and Stony Brook University and Hospital. A rare opportunity to own one of the Riviera's most sought-after models in an exceptional location where luxury, convenience, and lifestyle come together beautifully

35 Timberline Circle, 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
$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
$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
$679,000
3 Beds ⋅ 2 Baths ⋅ 979382 MLS
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.

302 E Broadway, Port Jefferson
$499,999
3 Beds ⋅ 1 Baths ⋅ 1017937 MLS
Welcome to 35 Oakland Avenue, Port Jefferson Station — a beautifully updated Cape offering flexibility, and incredible value. Renovated in 2019, this move-in-ready home features an open-concept layout, updated kitchen and bath, hardwood floors, and a full basement, all set on a desirable corner lot with low taxes. Outside, enjoy a detached garage with additional bonus space offering endless possibilities for guests, a home office, creative studio, or potential supplemental income with proper permits. Gas is conveniently available on the street, offering an easy conversion option for future improvements. With a private driveway, outdoor entertaining space, and convenient access to shopping, dining, major roadways, and transportation, this home is the perfect blend of comfort, opportunity, and lifestyle.

35 Oakland Avenue, Port Jefferson
$849,000
3 Beds ⋅ 4 Baths ⋅ 1015514 MLS
Come see this Move in Ready Colonial and call it your home! Freshly painted, Newly renovated bathrooms on the 2nd and 1st floor. Hardwood floors, abundant natural lighting throughout, Electric Appliances, Washer and Dryer room in basement. Big fenced in back yard with plenty of room for Entertainment! In ground swimming pool, deck, pavers around the pool in the back yard make it easy and fun to have a family BBQ or party! Wonderful area in the Village of Port Jeff! Minutes to St. Charles Hospital and Mather Hospital, Beautiful north shore beaches, Port Jeff Ferry, Restaurants and Entertainment!!! Don't Miss your Chance! Won't Last!

67 Soundview Drive, 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
$649,000
3 Beds ⋅ 3 Baths ⋅ 1011414 MLS
Welcome to the market this beautifully renovated 3-bedroom, 2.5-bath end-unit condo in the desirable Highlands community. Completely updated top to bottom in 2021, this move-in-ready home offers modern finishes, thoughtful upgrades, and exceptional privacy. The stunning redesigned kitchen features custom cabinetry, Quartz countertops, and GE Profile appliances, creating the perfect space for both everyday living and entertaining. The renovation extends throughout the home with all-new bathrooms featuring updated fixtures and flooring, custom closet organizers, and a convenient second-floor laundry area located just steps from the bedrooms. Additional premium upgrades include new flooring throughout, security alarm system, central vacuum, surround sound audio system, epoxy-coated garage floor, and pull-down attic stairs providing valuable additional storage space. As an end unit, the home enjoys extra natural light and offers a private, secluded patio ideal for relaxing or outdoor dining. Parking is plentiful with a one-car garage, driveway, and nearby guest parking. Residents of The Highlands enjoy access to outstanding community amenities including a pool, clubhouse, gym, and tennis courts. Located just minutes from the Port Jefferson train station, this home offers convenience for commuters while benefiting from low taxes that include all the amenities of Port Jefferson Village, including free village parking, access to resident only beaches and discounted membership opportunities at the Port Jefferson Country Club. This exceptional home combines modern upgrades, low-maintenance living, and an unbeatable location—don't miss the opportunity to make it yours.

213 Windward Court N, Port Jefferson
$899,000
3 Beds ⋅ 4 Baths ⋅ 1011588 MLS
From the moment you pass through the gates and wind along the beautifully manicured streets, you know you've arrived somewhere special. A stunning slate and stone walkway welcomes you home, setting the tone for the elegance that awaits inside. Step through the front door and you're immediately greeted by soaring ceilings, streams of natural sunlight pouring through oversized transom- topped windows, and an open, airy floor plan designed for modern living. Every detail feels intentional, from the warm wood flooring underfoot to the soft glow of energy-efficient LED lighting installed during the home's complete 2021 renovation. The heart of the home is undoubtedly the chef-inspired kitchen, where family and friends naturally gather around the oversized center island. Gleaming white quartz countertops, a tumbled marble backsplash, custom glass-front cabinetry, and open shelving create a space that's as beautiful as it is functional. Whether hosting holiday dinners or enjoying a quiet morning coffee, this kitchen is built to be the backdrop of life's best moments. Just beyond, the expansive living room invites you to relax beside the cozy gas fireplace or open the sliders and step onto your private deck, the perfect place to unwind after a long day. The main-level primary suite offers a peaceful retreat, complete with a spa- like ensuite bath and generous closet space. Upstairs, two spacious bedrooms and a full bathroom provide comfort and privacy for family members or guests. Downstairs, the full basement offers endless possibilities—create a home office, fitness studio, recreation room, or guest suite. Combined with the attached two-car heated garage with epoxy flooring, this home delivers convenience without compromise, as well as being Generator ready. More than just a townhome, this is a lifestyle—one of comfort, elegance, security, and effortless living within a prestigious gated community. All that's missing is your next chapter.

21 Vantage Court, Port Jefferson
$674,803
3 Beds ⋅ 3 Baths ⋅ 1001257 MLS
Discover exceptional value in the heart of Port Jefferson Village with this beautifully maintained 3-bedroom, 2.5-bath townhouse in the desirable Town & Country community. Offering nearly 1,900 square feet of living space, this move-in-ready home combines comfort, convenience, and coastal charm. The main level features a bright, open-concept layout with high ceilings, a cozy gas fireplace, and sliding glass doors that lead to a private deck with awning - perfect for relaxing or entertaining. Enjoy year-round comfort with central air, natural gas heating, and the added convenience of a private attached garage. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite, along with two full bathrooms designed for both functionality and comfort. Nestled within the meticulously maintained Town & Country community, residents enjoy beautifully landscaped grounds along with exclusive access to Port Jefferson Village amenities. Ideally located just minutes from charming shops, restaurants, waterfront parks, and the ferry, this home offers an unbeatable combination of space, location, and lifestyle.

36 Sea Court Lane, Port Jefferson
$899,000
3 Beds ⋅ 2 Baths ⋅ 1009847 MLS
Welcome to this custom-built brick ranch nestled on a beautiful 1.31-acre level lot in the highly desirable Belle Terre community of Port Jefferson and in the Highly desirable Port Jefferson School District. This home offers the perfect blend of quality construction, comfort, and potential. This well-maintained home is ready for its next chapter. The interior features an abundance of natural light streaming through beautiful Andersen windows, creating a warm and inviting atmosphere throughout. The kitchen was tastefully updated in 2016 & both bathrooms have been recently renovated, providing modern conveniences while maintaining the home's timeless appeal. Additional updates include a gas burner, CAC & HW heater, all replaced in 2016 & meticulously maintained. Other features include a new stove (2025), 200-amp electric service w/a back up generator hookup & CVAC. Residents of Belle Terre enjoy access to village amenities, private beaches, parks & the unique charm of Port Jefferson Village with waterfront dining, shopping, entertainment & ferry access. This property is being sold as-is and presents an excellent opportunity for buyers to add their own personal touches and build equity. The current pricing reflects improvements & updates that a new owner may wish to undertake. Seller wishes to disclose that an electrical fire occurred in the attic prior to their purchase of the home in 2014. During their ownership, they have experienced no issues related to this event. Additionally, during periods of heavy rain, water intrusion has been observed near a front basement window. Buyers are encouraged to conduct their own inspections and due diligence regarding all aspects of the property. The water intrusion may be related to grading around the window area, and buyers should discuss this with their home inspector.

42 Cliff Road, Port Jefferson
$750,000
3 Beds ⋅ 2 Baths ⋅ 995289 MLS
Welcome to 101 Red Oak Court, a beautifully updated 3-bedroom, 2-full-bath home tucked away on a quiet cul-de-sac in the desirable Harbor Hills Estates section of Port Jefferson Village. Set among mature trees, flowering landscape, stone walls, and a charming cedar-shake exterior, this home offers warmth, privacy, and the sought-after North Shore lifestyle. Inside, a welcoming foyer opens to light-filled living and dining spaces with hardwood floors, crown molding, soft neutral tones, and inviting natural views from nearly every window. The floor plan offers a comfortable living room, dedicated dining area, spacious open granite kitchen, breakfast nook, and three well-proportioned bedrooms, including a primary bedroom with convenient access to two full baths nearby. The kitchen and breakfast nook create an easy everyday flow, enhanced by a fireplace, skylight, and serene wooded backdrop. Outdoor living is a true highlight, with an expansive rear deck designed for entertaining, dining, relaxing, and enjoying the lush natural surroundings. A private driveway and attached garage add convenience. Located minutes from Port Jefferson Harbor, the Port Jefferson Ferry, train station, marinas, restaurants, and boutique shopping. Enjoy exclusive Port Jefferson Village amenities, including private village beaches, access to Port Jefferson Country Club with golf, tennis, dining, and water views, plus Village Constable services. Conveniently located near Mather Hospital, St. Charles Hospital, and Stony Brook University Hospital. A rare opportunity to enjoy comfort, charm, and the very best of Port Jefferson Village living.

101 Red Oak Court, Port Jefferson
$899,999
3 Beds ⋅ 4 Baths ⋅ 999137 MLS
Beautifully updated 3/4 bedroom home located in the desirable Harbor Hills section of Port Jefferson. This home has a great layout with plenty of space for everyday living and entertaining, while still feeling warm and inviting the second you walk in. The main level features vaulted ceilings, skylights, and tons of natural light. The updated kitchen includes granite countertops, shaker cabinetry, and luxury vinyl flooring with plenty of cabinet and counter space. The dining area with a wood burning fireplace and wet bar gives the home a really unique feel and makes it perfect for hosting family and friends. There is a large living area with tray ceilings and plenty of room to entertain, along with updated lighting and custom built ins throughout the home. The primary suite features a spacious walk in closet along with a bathroom complete with double vanity, soaking tub, separate shower, and skylight. The lower level offers even more flexibility with a possible 4th bedroom, updated bathroom, bonus room that can be used as a gym, office, or playroom, additional storage, and access to the 2 car garage. Outside, the home features a private level backyard with plenty of usable space for entertaining, relaxing, or future outdoor possibilities. Some major updates include updated HVAC with Goodman central air, 200 amp and electric with generator hookup. Located on a quiet cul-de-sac just minutes from private beaches,marinas, ferry, LIRR, shopping, and everything Port Jefferson Village has to offer.

105 Nadia Court, Port Jefferson
$699,000
3 Beds ⋅ 3 Baths ⋅ 997206 MLS
Stunning, sun-filled 3 bedroom end unit condo in the most private location and ideal proximity to detached garage. Offering an updated kitchen, flowing hardwood floors, ample storage, private deck and balcony. The primary suite has large closet and en-suite bath. The full finished basement, with high ceilings, offers generous sized room, lots of storage, a laundry room and egress window. (Optional front load washer/dryer location on the 2nd floor.) Complex perfectly situated to offer natural surroundings, with mature plantings, all within 3 blocks of the downtown area. All village amenities. Taxes shown include both the town and the village. Both are eligible for approximately 5% reduction each. Floorplan and virtual tours available.

515 High Street Unit #18, Port Jefferson
$945,000
3 Beds ⋅ 2 Baths ⋅ 995805 MLS
Step into true elegance with this stunning circa 1940 gem, beautifully nestled on meticulously manicured grounds that invite you to relax and unwind. Surrounded by specimen plantings and enchanting foutains, this property offers a perfect blend of classic charm and modern luxury. Enjoy entertaning on your custom porch and generous paver patio complete with built-in BBQ and kitchen. Picture yourself in the 7-person hot tub under the stars! The enclosed back porch seamlessly brings the outdoors in, creating a delightful breakfast area that connects to the kitchen, both adorned with porcelian radiant heated tile. The home boasts Southern Yellow Pine floors throughout, enhancing its warm, inviting atmosphere. The primary bedroom and guest bedroom are on the 1st floor, and a 3rd bedroom is upstairs with an adjoining office/work space. With 2 updated baths, both with radiant heated floors, every detail has been thoughtfully designed for comfort. Recent upgrades include a new roof, new front & back doors, and fresh paint inside and out! The home is equiped with a Peerless cast iron boiler, whole-house water filter, and whole house generator for ultimate peace of mind. Enjoy the efficieny of natural gas for your dryer, oven/stove, and outdoor BBQ. The electric and plumbing systems have been upgraded and there is a Nest thermostat. Taxes are low! Stone's throw from Pt. Jefferson Village and all it has to offer, including restaurants, waterfront, ferry, shopping, and more. Amenties for this homeowner include private Beach Rights, free Village parking and more!

104 California Avenue, Port Jefferson
$499,000
3 Beds ⋅ 2 Baths ⋅ 996429 MLS
POTENTIAL RENTAL INCOME is included with this home (2 electric meters and off-street parking), which is nestled on a dead-end block in the Village of Port Jefferson. It is in the Comsewogue school district and includes all Port Jeff Village amenities: a year-round village parking permit, recreation programs for all ages, discounted Club golf and tennis memberships at the PJ Country Club, private resident beaches with seasonal lifeguards, and LIRR private parking. This home's main living area is on the 2nd floor, and it includes a lovely guest suite on the 1st floor, with the potential for an apartment for Mom or that kid who just won't leave home!!! It would also be a wonderful, separate, and sunny home office. This home is just 1 mile to LIRR, 2 miles from Port Jeff Ferry, Harbor, and Village Center. And only 8 miles to Stony Brook University and Hospital.

23 Woodside Avenue, Port Jefferson

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.