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$639,990
3 Beds 3 Baths 1050644 MLS
Desirable 3-Bedroom Schooner Model in the sought-after Highlands community, ideally situated in the Village of Port Jefferson! Enjoy an incredible location within walking distance to the train station and just a quick stroll to Main Street’s popular restaurants, shopping, nightlife, and all that Port Jefferson Village has to offer. Move-in ready and beautifully updated throughout, this home features a recently renovated Eat-in Kitchen with gorgeous quartz countertops, crisp white shaker cabinetry, stylish subway tile backsplash, stainless steel appliances, and gas cooking. The desirable open floor plan is perfect for entertaining, featuring an oversized Living Room and Dining Area, along with additional counter seating ideal for casual dining and gatherings. The expansive Primary Suite offers an impressive private retreat, complete with a spacious walk-in closet and private bathroom. Additional updates and features include a new HVAC system with new condenser, all-new windows throughout, custom window treatments, two-panel interior doors, recessed lighting, convenient second-floor laundry, and a one-car garage. Tucked away in a quiet, dead-end location, the brick patio overlooks a peaceful, wooded setting, creating the perfect spot to relax and unwind. Enjoy resort-style community amenities including a swimming pool, tennis and basketball courts, clubhouse, and fitness center. A wonderful opportunity to enjoy low-maintenance living in one of Port Jefferson Village’s most convenient locations!

203 Windward Court N, 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

$799,000
3 Beds 3 Baths 1038494 MLS
Enjoy Panoramic Views Of Mt. Sinai Harbor, Cedar Beach & The Long Island Sound! Wake Up To Magnificent Sunrises Surrounded By Mature Woodlands From This 3 Bedroom, 2.5 Bath Monte Carlo Unit In The Sought-After Riviera Community, Boasting Spectacular Water Views From Nearly Every Room. Brimming With Potential And Ready For Your Personal Vision, This Home Offers An Incredible Opportunity To Update, Reimagine & Create Your Dream Space, Including The Possibility Of Opening The Floor Plan To Further Maximize The Breathtaking Views. The Second Level Features An Expansive Primary Suite With Walk-In Closet, Additional Double Closet & En Suite Bath. Two Generously Sized Additional Bedrooms Each Offer Walls Of Closets & Share A Full Hall Bath. Recent Improvements Include A New Heat Pump, Central Air Conditioning, Water Heater, 200-Amp Electric Service & Whole-House Generac Generator. Additional Features Include A One-Car Garage & Abundant Storage. Step Outside To A Large, Private Backyard With Patio & Stone Entertaining Areas, Offering A Tranquil Setting To Relax, Entertain & Take In The Incredible Water Views. This Is A Rare Opportunity To Create A Truly Special Home While Enjoying The Beauty Of Nature & The Ease Of Maintenance-Free Living. One Of The North Shore's Best-Kept Secrets, The Private Riviera Community Features Just 95 Units Set On 50 Wooded Acres & Offers A Saltwater Pool, Deeded Beach Rights, Maintenance-Free Living, Low Taxes, Port Jefferson Village Amenities, Discounted Golf & Tennis Membership & More. Just Minutes To Port Jefferson Village, Ferry, Hospitals, Dining, Shopping & Entertainment. Bring Your Vision & Make This Exceptional Property Your Dream Home! Don't Miss This Rare Opportunity To Make It Your Own! Town Of Brookhaven Taxes: $6,664.41. Port Jefferson Village Taxes: $864.48.

51 Rockledge Path, Port Jefferson

$499,000
3 Beds 2 Baths 1034140 MLS
Welcome to this charming 3-bedroom, 2-bathroom ranch in the desirable Port Jefferson area! This home features beautiful crown molding, vaulted ceilings, and a formal dining room, creating an inviting space for both everyday living and entertaining. The eat-in kitchen offers stainless steel appliances and plenty of functionality. The primary bedroom includes a walk-in closet and ensuite, while the attached 1-car garage provides convenient parking and additional attic storage space. Additional features include an alarm system and in-ground sprinkler system. Conveniently located near the train station, shopping, parks, dining, and more. Don’t miss this opportunity to make this Port Jefferson ranch your own—it won’t last long!

20 Lillian Street, Port Jefferson

$1,300,000
3 Beds 4 Baths 1037285 MLS
Here is your opportunity to make an exquisite townhome with a water view of your own. Village Vista's is a 55 and better community located in the heart of Port Jefferson Village. Enter the home on the main level and look across the open floor plan and see the beauty of the Long Island Sound and the pastoral, peaceful views behind your home. This home boasts three comfortable levels with your own personal elevator, whole-house generator, a roll-up awning over the rear trex deck off the living room, Anderson windows and sliding doors throughout, and two fireplaces. To complete the splendor, the primary bedroom with an ensuite is located on the 1st floor. On the upper level, there are two additional bedrooms; one bedroom offers a sliding door to a trex deck. Also upstairs, there is a Jack & Jill bathroom and a comfortable loft with an eye-catching water view. This home also offers a coffered ceiling, paver driveway, and a two-car attached garage. The gourmet bright white kitchen has a large marble island, stainless steel appliances, and marble flooring. The lower level of this home is finished with a family room, full bathroom, laundry room, and a storage room. This home is an absolute gem and will not last.

35 Theresa Lane, Port Jefferson

$699,800
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. Featuring a beautiful patio and inground sprinklers. 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

$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

$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

$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

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.