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$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
$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
$425,000
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.

88 Leeward Court, Port Jefferson
$319,000
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
$649,999
2 Beds ⋅ 3 Baths ⋅ 1019153 MLS
Welcome to this beautifully maintained 2-bedroom, 2.5-bath home in The Highlands, featuring a versatile bonus room, beautiful hardwood floors, picturesque pond views, and numerous recent updates. The updated kitchen offers granite countertops, stainless steel appliances, gas cooking, and a Bosch dishwasher. French doors in the living room open to picturesque views of the backyard pond, creating a peaceful outdoor setting. The spacious primary suite features French doors, abundant natural light, an ample-sized closet, and a beautifully updated en-suite bathroom. Major mechanical updates include central air conditioning, a furnace, and a washer, all approximately six months old, along with a newer hot water heater. The primary bathroom and first-floor half bath were tastefully renovated in 2023-2024, with the primary bathroom featuring custom glass shower doors installed in 2024. Additional highlights include forced hot air heating, a gas fireplace, carpeting replaced approximately 2.5 years ago, a repaved driveway completed last year, and an attached garage with an automatic door opener. Enjoy the benefits of a low HOA that includes WiFi, cable, snow removal, garbage removal, access to a saltwater pool, fitness center, tennis courts, and more. Ownership includes access to two private village beaches, including a designated dog beach and West Beach, along with eligibility for discounted membership at the Port Jefferson Country Club. Offering numerous recent improvements, quality finishes, and an extensive list of amenities, this home combines comfort, convenience, and thoughtful updates throughout.

56 Leeward Court, Port Jefferson
$262,999
2 Beds ⋅ 1 Baths ⋅ 975657 MLS
Welcome to Stony Hollow, a fabulous gated community where comfort meets convenience in the heart of Port Jefferson Station. This bright and airy FIRST-FLOOR END UNIT CO-OP, Offers a spacious two-bedroom layout with one full bathroom, with ample closet space and close proximity to laundry center. move-in ready, this home features, new air conditioning units, and a newly installed private fence enclosing your own peaceful patio retreat. The galley kitchen flows seamlessly into the dining area, creating an open concept layout that continues into the generously sized living room. Sliding glass doors lead directly to the private patio, ideal for morning coffee or evening relaxation. Natural light fills the living space, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. Residents enjoy a range of amenities, including a swimming pool, playground, BBQ area, on-site laundry facilities, a car-wash station, and community garden plots. Common charges cover it all, including property tax, water, gas heat, trash removal, cable/internet with the Optimum Silver package, snow removal, and exterior maintenance. Pet-friendly (with restrictions), this community offers easy access to major highways, shopping, the LIRR, Stony Brook University, Stony Brook Hospital, Mather & St. Charles Hospital, the Village of Port Jefferson, the Port Jeff Ferry, and local beaches. Don’t miss this opportunity to own a move-in-ready home in a prime location with exceptional amenities!

460 Old Town Road Unit #3H, 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
$569,999
2 Beds ⋅ 3 Baths ⋅ 1004101 MLS
Welcome to easy living in the highly sought after Fox Meadow community. This beautifully maintained 2 bedrooms, 2.5 bath condo offers the perfect blend of comfort, style, and thoughtful upgrades throughout. Inside you will enjoy a spacious eat-in-kitchen featuring granite countertops, natural gas cooking, stainless steel appliances, a new microwave, and a new Bosch dishwasher, ideal for both everyday living and entertaining. Enjoy the added luxury of reverse osmosis and whole home water filtration system installed by Long Island Clean Water Service, providing crisp, clean drinking water throughout the home. The inviting living space is highlighted by a cozy wood-burning fireplace, creating the perfect atmosphere for relaxing evenings. Additional features include central air conditioning, forced hot air heat, and a 2023 hot water heater for peace of mind. Upstairs, convenience meets functionality with a washer and dryer located near the bedrooms, no need to carry laundry up and down stairs! The primary suite in this model is larger than other models offers a peaceful retreat with its own en-suite bathroom and 2 spacious walk-in closets. The second level also offers a versatile loft area, ideal for a home office, playroom, guest space or possible third bedroom. Pull down attic stairs provide easy access to additional storage space, while the attached 1 car garage adds even more convenience. Additional updates include stunning 2023 Pella doors and windows with built-in screens, bringing in abundant natural light while enhancing energy efficiency and convenience. Enjoy relaxing outdoors on your new private patio, the perfect setting for morning coffee or evening gatherings. Fox Meadow is a pet friendly community loaded with amenities including a clubhouse, salt water pool, playground, basketball courts, and tennis/pickleball courts, offering a true resort style lifestyle conveniently close to shopping, dining, transportation, and hospital. Move right in and enjoy all this exceptional home and community have to offer!

1405 Sara Circle, 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

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.