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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
28 Block Boulevard, 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
149 Windward Court S, Port Jefferson
$649,990
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
107 Sheep Pasture Road, Port Jefferson
$649,000
3 Beds ⋅ 3 Baths ⋅ 1062007 MLS
One Property, Endless Possibilities! Discover this beautiful Port Jefferson Village home, tucked away on just shy of a half-acre of property offering exceptional privacy, peaceful surroundings, and plenty of room to entertain or relax. Conveniently located near local shopping, dining, parks, beaches, and the vibrant Port Jefferson waterfront, this home offers the perfect blend of location, space, and versatility. Inside, you’ll find a flexible layout with multiple access points and versatile living spaces that offer comfort, privacy, and a variety of possibilities to suit your needs. Whether you're looking for additional living space, room to work from home, or simply more room to spread out, this property offers tremendous potential. Features include a new roof, stainless steel appliances, hardwood and tile flooring, two-zone heating, an in-ground sprinkler system, and a Wave air purification system. The basement features three egress windows, while three separate interior/exterior entrances add to the home's functionality and flexibility. Common-area laundry provides added convenience. Outside, enjoy generous grounds, ample parking, and serene surroundings with plenty of room to make the most of your outdoor space. EXTREMELY LOW TAXES! A unique opportunity to own a versatile property in the desirable Port Jefferson Village area. Don't miss your chance to explore all this home has to offer!

107 Sheep Pasture Road, Port Jefferson
504 West Broadway, Port Jefferson
$649,000
3 Beds ⋅ 2 Baths ⋅ 1053673 MLS
Charming Craftsman home in the heart of Port Jefferson Village! Enjoy village living with shops, restaurants, and waterfront attractions nearby. Welcoming front porch and foyer lead to a warm interior featuring 3 bedrooms, 2 full baths, classic moldings, and built-in bookshelves. Mature perennial gardens add to the home's curb appeal, while the full unfinished basement offers ample storage. Timeless charm in a wonderful Village location! Taxes include Port Jefferson Village taxes of $1,013.

504 West Broadway, Port Jefferson
470 Bicycle Path, Port Jefferson
$625,000
4 Beds ⋅ 2 Baths ⋅ 1059422 MLS
Charming Colonial on an Oversized Corner Property! Welcome to this quaint Colonial home, ideally situated on an enormous corner property with a welcoming front porch. Inside, you’ll find a charming living space featuring recessed high-hat lighting throughout. The eat-in kitchen boasts stainless steel appliances, a skylight, and a vaulted ceiling, creating a bright and airy atmosphere that flows into the living room. The first floor offers two bedrooms and a full bathroom with a bathtub. The second floor has a welcoming foyer, where you’ll find two additional generously sized bedrooms, including a spacious primary bedroom with an elegant tray ceiling, along with a separate bathroom featuring a shower stall. Convenient first-floor laundry closet with mechanicals and attic access. With four bedrooms, a functional layout, and an expansive corner property, this Colonial offers charm, space, and plenty of potential to make it your own!

470 Bicycle Path, Port Jefferson
203 Windward Court N, Port Jefferson
$625,000
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 two spacious walk-in closets and an en-suite 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
51 Norwood Avenue, Port Jefferson
$559,999
3 Beds ⋅ 2 Baths ⋅ 1046814 MLS
Welcome to 51 Norwood Ave, a charming home in the desirable Port Jefferson Station area. This well-maintained residence offers approximately 1,260 square feet of living space with a comfortable layout designed for everyday living and entertaining. All interior renovations were completed in approx 2020, featuring stainless-steel appliances, granite countertop, hardwood floors, LED overhead lighting, siding, roof, and renovated bathrooms. Enjoy a spacious backyard with beautiful patio with pavers, a private driveway which is great for parking large vehicles, and a detached one-car garage providing additional storage/parking. The home is located on a corner property so there backyard which is fully fenced wraps all the way around the house. The corner lot makes it ideal for parking any large trailers or RV. Plenty of space for pets! Plus, you are conveniently located near all the local shopping, dining, parks, and major roadways, this home offers a great combination of convenience and location. Super low taxes at 8.9K without any discounts!!!

51 Norwood Avenue, Port Jefferson
405 High Street, Port Jefferson
$500,000
3 Beds ⋅ 1 Baths ⋅ 1060810 MLS
Colonial with 7 rooms 3 beds and 1.5 bath located in Village of Port Jefferson. Close to shopping, transportation and major roadways.

405 High Street, Port Jefferson
217 Windward Court N, Port Jefferson
$499,990
2 Beds ⋅ 3 Baths ⋅ 1056103 MLS
Highly desirable Clipper model tucked away in a quiet corner of The Highlands featuring street-level entry, attached one-car garage, private driveway and nearby guest parking. Impeccably maintained with an open floor plan featuring a bright kitchen with breakfast bar open to the dining area and spacious living room with sliders to a beautiful paver patio and landscaped grounds—perfect for relaxing or entertaining. The second level offers two generously sized bedrooms, including a spacious primary suite with vaulted ceiling, his & hers double closets and en-suite bath, plus an additional bedroom, hall bath and convenient second-floor laundry. Enjoy low-maintenance living with community clubhouse, fitness center, saltwater pool, tennis, basketball and playground. Common charges include water, basic cable/WiFi, snow and garbage removal. Residents also enjoy Port Jefferson Village amenities including resident beaches, parks, free village parking and eligibility for discounted Port Jefferson Country Club membership. Just minutes to the Village, marina, shops, restaurants, train station and Mather Hospital. A wonderful opportunity to enjoy the best of The Highlands and the Port Jefferson lifestyle!

217 Windward Court N, Port Jefferson
no property photo
$489,888
1 Beds ⋅ 2 Baths ⋅ 1063928 MLS
Enjoy spacious, easy living in this beautifully maintained upper-level condo in Port Jefferson’s Highlands community. Offering approximately 1,298 sq. ft., this home features one bedroom, one full bath and one half bath, plus an open living and dining area with hardwood flooring and a bright, comfortable feel. The eat-in kitchen offers granite countertops, stainless steel appliances and ample cabinetry. The generous primary suite includes a walk-in closet and ensuite bath, while an in-unit washer and dryer add everyday convenience. Step outside to your private terrace and take in peaceful views of the community pond. Central air and natural gas heating provide year-round comfort. Community amenities include an in-ground pool, tennis and beach access. Conveniently located near Port Jefferson Village, Stony Brook University, local hospitals and the LIRR. A wonderful opportunity to enjoy comfort, space and a relaxing setting.

80 Leeward Court Unit #80, Port Jefferson
33 Shenandoah Boulevard, Port Jefferson
$489,000
3 Beds ⋅ 1 Baths ⋅ 1061093 MLS
This charming 3-bedroom ranch offers comfortable one level living, a convenient location, and plenty of opportunity to make it your own. The home features hardwood floors throughout, an updated heating system with separate hot water heater, a semi-finished basement providing additionally space for recreation, storage or a home office. An attached one-car garage adds everyday convenience. This property is bordered by over 10 acres of town parkland along the rear property line offering a scenic natural backdrop and a serene sense of privacy. Whether you're a first time home buyer looking to build equity or looking to downsize to a manageable home, this property offers tremendous potential to update and customize to your taste. Property is being sold as-is. Bring your vision and make this home your own!

33 Shenandoah Boulevard, Port Jefferson
32 Dewey Street, Port Jefferson
$449,000
2 Beds ⋅ 1 Baths ⋅ 1059245 MLS
Welcome to 32 Dewey Street, a charming 2-bedroom, 1-bath home in Port Jefferson Station offering a comfortable layout and a convenient location. The home features a welcoming living area, galley-style kitchen, and sliding glass doors leading to the rear deck and backyard. A partial unfinished basement provides additional utility space and includes the washer and dryer. Conveniently located near Stony Brook University and Stony Brook Medicine, with easy access to Route 112 and Route 347, making commuting and everyday travel simple. The home is also close to the Port Jefferson LIRR station, shopping, restaurants, and the dining and waterfront attractions of Port Jefferson Village. An ideal location for buyers looking for convenience, access to transportation, and nearby amenities while still enjoying their own outdoor space.

32 Dewey Street, Port Jefferson
105 Laurel Lane, 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
Dark Hollow Road, 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
145 Cambridge Drive, Port Jefferson
$375,000
2 Beds ⋅ 1 Baths ⋅ 1044360 MLS
Desirable end unit in Sagamore Hills Condominium complex! 2 bedroom w/large primary and ample storage. 2nd bedroom was originally a dining room, can easily be converted back. 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. Convenient washer and dryer in unit. Amenities include: clubhouse, tennis, basketball, pool, gym and playground. Pet friendly complex! Plus a private patio for your enjoyment. Close to shopping, Stony Brook University and much more. True taxes are 3,633.75

145 Cambridge Drive, Port Jefferson
158 E 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

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.

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