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201 Maiden Lane, Port Jefferson
$679,000
2 Beds ⋅ 2 Baths ⋅ 1053521 MLS
This property is a very special, cape-cod style home, snuggled within Port Jefferson's Historic District on private, mature lot filled with manicured specimen plantings and special sitting areas. This 1930's, adored cape-cod has been lovingly maintained and kept in the family since the early 1970's. The sun shines in from every window into this charming home complete with honey, glazed hard wood floors throughout, with a gracious, historic fireplace in the Living Room - perfect for a cozy evening chat. New windows throughout the entire home - basement as well - new roof, heating system and central air! This home is ideal for the family just starting and the property is rich with history and will charm even the strictest of tastes. Within walking distance to the Village amenities that Port Jefferson offers - the Harbor, Village Center and Harbor front Park - the taxes are low and affordable with the Village taxes of $926.88/year in addition to the Town tax. This home won't last long so call for a viewing soon!

201 Maiden Lane, Port Jefferson

5 Princess Tree Court, Port Jefferson
$849,900
4 Beds ⋅ 4 Baths ⋅ 1058692 MLS
This Luxury Townhouse has it ALL, Huge Vaulted Ceiling Foyer with an Open Floor Plan that Leads You Through Spacious Rooms and Ample Closets. Many Updates .. Include : New Gas Heating Unit, New Central Air Conditioning Unit, (some) New Anderson Windows, New Top of the line Refrigerator, New Trex Deck, Young Roof and Leaders-Gutters, Recessed Lighting. A Wood Burning Fireplace in the Livingroom that'll Comfort Your Whole Family. The Master Bedroom Suite Has a Fireplace, Oversized His and her Closets, Dressing Room, and Tremendous Bathroom. This is A Private Luxury Community that is Just Minutes Away from the Village, Less than a Mile Away from the Ferry to Connecticut and Long Islan Railroad. Major Highways Close by Too.>>> Two Car Garage "End Unit" in "Fabulous Port Jefferson Village"

5 Princess Tree Court, Port Jefferson

55 Rockledge Path, Port Jefferson
$950,000
3 Beds ⋅ 4 Baths ⋅ 1058341 MLS
A carefree lifestyle awaits you at 55 Rockledge Path in the coveted Riviera development, located in the heart of Port Jefferson and a short distance from Port Jefferson Village, nearby beaches, Port Jefferson Country Club and golf course. This stunning “Monte Carlo” model is richly appointed with every imaginable upgrade and boasts three levels of generously proportioned living space. The home offers a Coastal Woodlands setting, surrounded by low-maintenance landscaping and natural beauty. The front courtyard and rear decks invite outdoor entertaining and offer additional outdoor “living rooms.” From the minute you enter this home, you will be impressed by the level of care it has received from its current owners. As you tour the home, you will notice unmatched attention to detail at every turn. There is absolutely nothing to do but move in and get ready to relax! Stop searching, you're home at last!

55 Rockledge Path, Port Jefferson

15 Cliff Road, Port Jefferson
$899,999
3 Beds ⋅ 3 Baths ⋅ 1050046 MLS
Tucked away at the end of a long driveway and perched on a private acre at the top of Belle Terre, this beautifully appointed rambling ranch offers privacy, serenity, and effortless one-level living just moments from the heart of Port Jefferson Village. With 3 bedrooms, 2.5 baths, and a spacious open floor plan, this home is designed to be enjoyed, shared, and filled with memories. The front porch welcomes you into an elegant entry foyer, where wood floors lead to a gracious formal living room anchored by a stunning stone-faced fireplace. Walls of windows fill the space with natural light, while the open formal dining room sets the stage for intimate dinners, holidays, and evenings with family and friends. Oversized sliders extend the entertaining outdoors to a private deck overlooking the mature, manicured property. The updated eat-in kitchen with large dining area features stone countertops, stainless steel appliances, gas cooking, and a door to a covered side porch. The primary suite offers an up-to-date en-suite bath, while 2 additional generously sized bedrooms, a full hall bath, powder room, and separate first-floor laundry complete the main level. A full, partially finished basement with fireplace provides endless possibilities and abundant storage, while a 2-car garage and extended driveway offer plenty of parking. Then there is life beyond the driveway. Port Jefferson Village offers a vibrant waterfront lifestyle with its harbor, restaurants, shops, live music, festivals, and year-round events, along with resident amenities including private beach access, tennis, pickleball, playgrounds, and more. The Long Island Ferry provides easy access to New England, while the LIRR connects you to NYC and beyond. Whether upsizing, downsizing, or simply dreaming of the ease of one-level living, here you can have space, privacy, and convenience without compromise. A home to gather in, an acre to retreat to, and a Village to become part of your next memories are waiting to be made. Total Taxes: $16,805 (Incl. Village Taxes $1933/Brookhaven $14,872)

15 Cliff Road, Port Jefferson

306 Liberty Avenue, Port Jefferson
$669,999
3 Beds ⋅ 4 Baths ⋅ 1050382 MLS
Set above the heart of Port Jefferson Village, this thoughtfully updated home is ready for its next chapter and a new owner to fill it with memories. Its gracious living areas provide a warm, welcoming backdrop for everything from quiet mornings at home to lively gatherings with friends. With 3 bedrooms and 3.5 bathrooms, the versatile floor plan offers room for a private home office with a separate entrance and parking, guest space, or a peaceful retreat. A full basement opens the door to even more possibilities, while a private backyard and patio with mature landscaping create space to entertain, unwind, and enjoy the seasons. Here, the Port Jefferson Village lifestyle becomes part of your everyday story. Begin the morning with coffee downtown, spend the afternoon walking along the harbor or relaxing at the beach, and end the day with dinner, live music, or a waterfront sunset. Charming boutiques, restaurants, marina, parks, transportation, and year-round community events are all just moments away, yet home feels comfortably tucked away from it all. More than simply a house, this is a place to settle in, make it your own, and create the moments that become lasting memories. Your next chapter in Port Jefferson Village begins here. The property has 2 tax bills - Total Brookhaven Taxes: $10,605 (lots .002 & .003), PJ Village Taxes: $678.21)

306 Liberty Avenue, Port Jefferson

15 Sands Lane, Port Jefferson Village
$949,000
5 Beds ⋅ 4 Baths ⋅ 1050505 MLS
Welcome to 15 Sands Lane, perfectly situated in the prestigious Harbor Hills community within the incorporated Village of Port Jefferson! Set on .64 of an acre with remarkable privacy, this stunning home features 5 bedrooms, 3.5 bathrooms, hardwood floors, and recessed lighting throughout. Two spacious living rooms, each with its own fireplace, provide perfect setting for everyday living and entertaining. The showstopping kitchen is beautifully designed with quartz countertops, a peninsula island, microwave drawer, wine cooler and an impressive collection of modern finishes. Additional highlights include a full unfinished basement with a walk out entrance, an attached two car garage and a circular driveway. Village residents enjoy access to resident-only beaches, complimentary municipal parking with permit, recreational programs and preferred resident rates at the Port Jefferson Harbor, the ferry, waterfront dining, boating, shopping and entertainment. An extraordinary home in an equally extraordinary location! This home offers exceptional privacy with an unmatched North Shore lifestyle.

15 Sands Lane, Port Jefferson Village

15 Hillcrest Avenue
$874,999
5 Beds ⋅ 4 Baths ⋅ 1048964 MLS
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

24 Old Homestead Road, Port Jefferson
$789,999
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

31 Sands Lane, 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

11 Soundview Drive, Port Jefferson
$999,999
4 Beds ⋅ 4 Baths ⋅ 1038126 MLS
Situated on one of Port Jefferson’s most sought-after blocks, this home radiates pride of ownership. Spacious rooms with oversized windows fill the home with natural light while mature plantings maintain privacy. The formal areas flow seamlessly indoors and out, perfect for entertaining. The custom kitchen boasts high-end cabinetry, newer appliances, radiant heat floors, 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, bath and laundry. 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

223 Old Post Road, 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

87 Soundview Drive, 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

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.