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204 Myrtle Avenue, Port Jefferson
$925,000
4 Beds ⋅ 2 Baths ⋅ 949994 MLS
Don’t miss this rare opportunity to own a distinguished piece of Port Jefferson history. Originally built in 1890 for renowned sea captain Llewellyn Tuthill, this exceptional residence has been thoughtfully maintained and tastefully updated while honoring the craftsmanship and architectural character of its era. Set back and elevated above the roadway, the home commands attention with its stately presence and inviting wraparound porch. Inside, timeless period details abound, including soaring 10-foot ceilings, original custom woodwork, wide-plank flooring, antique push-button switches, decorative hardware, and beautifully restored cast-iron radiators. Stunning original pocket doors gracefully separate the living room from the entrance hallway, adding both architectural elegance and functional design rarely found today. Modern improvements blend seamlessly with the historic charm and include radiant heated flooring in the bathroom, a finished attic offering flexible bonus space, a newer roof, rebuilt chimneys, and a refinished fireplace. Ideally situated in the Historic Village of Port Jefferson, just moments from the harbor, village shops, dining, and amenities, and located within the highly regarded Port Jefferson School District—this is a truly special offering where history, character, and lifestyle come together.

204 Myrtle Avenue, Port Jefferson
28 Village Woods Road, Port Jefferson
$900,000
4 Beds ⋅ 3 Baths ⋅ 1025215 MLS
Stunning 4-bedroom, 2.5 bath Colonial nestled on a quiet cul-de-sac in the highly desirable Village of Port Jefferson. This inviting home offers the perfect blend of timeless charm, modern updates, and exceptional location. Features include brand new roof (one month old), refinished hardwood floors, remodeled primary bath, central air, full basement, updated stainless steel appliances including washer/dryer, new hot water heater (5y) , spacious fenced backyard, remodeled entry way with new front door, new decking/porches, new sprinkler system (2y), new 200 amp electrical panel (2y). With low taxes and close proximity to Port Jefferson's scenic harbor, restaurants, shops, parks, and ferry, this move-in-ready Colonial offers the best of North Shore living.

28 Village Woods Road, Port Jefferson
22 Druid Hill Road, Port Jefferson
$900,000
4 Beds ⋅ 3 Baths ⋅ 844002 MLS
Welcome to 22 Druid Hill Road, a dream home with a location bar none! This home features a welcoming entry foyer, expansive formal living room with a wood burning fireplace, large sun filled windows and access to a beautifully detailed office/bonus room with views of the stunning property. A large formal dining room includes bright windows with easy access to the kitchen. Enjoy spending time in this wonderful kitchen which consists of all newer stainless-steel appliances. Off the kitchen, there are French doors leading to an alluring sunroom for some peace and tranquility. The considerably sized family room includes beautiful wood detailing. A half bathroom is located on the first floor as well. Upstairs are the four generous size bedrooms. Starting with the primary bedroom which has ample closet space, full bathroom and an elegant window and window seat with storge underneath. There are an additional three bedrooms with ample closet space. Also, a main full bathroom. The basement is unfinished with the laundry area, workshop, lots of storage space and an outside exit. The property is 1.21 acre and has been loved and maintained for over 60 years! Belle Terre Village Amenities are 24/7 Security, Belle Terre Beach, A lovely private community that provides many community events during the year for the young and older folk. The Village of Port Jefferson also has easy access to the LIRR, Port Jefferson Ferry, amazing shops and outstanding restaurants. The kids love Rocketship Park and ice skating at The Harborfront Park which overlooks Port Jefferson Harbor. Above taxes do not include Belle Terre Village Tax which are $2161.00. Total taxes for this home are $22,964.44. The basic Star deduction is $645.10.

22 Druid Hill Road, Port Jefferson
18 Pilgrim Drive, Port Jefferson
$899,000
4 Beds ⋅ 3 Baths ⋅ 986664 MLS
Just in time for summer living! You will love the inviting kidney shaped, heated inground pool, 36x16- ideal for relaxing or entertaining this season! On .51 landscaped acre with a detached 2-car garage. Freshly painted and beautifully refreshed, the home offers sun-drenched, generously sized rooms, with a kitchen designed to be the central gathering place! One bedroom on first floor and one full bath. The home has natural gas in the house; for heated pool, cooking. Roof is under 5 years, furnace is under 8 years. Pool liner under 6 years. Wireless 12 zone sprinkler system - The Port Jefferson Country Club is just minutes away for golf, tennis and PJ resident-only private beach. Renowned Port Jefferson School District. An exceptional find!

18 Pilgrim Drive, Port Jefferson
41 Landing Lane, Port Jefferson
$890,000
3 Beds ⋅ 3 Baths ⋅ 918290 MLS
Significant upgrades and quality craftsmanship define 41 Landing — a move-in ready opportunity in Port Jefferson Village’s coveted Harbor Hills neighborhood. Just three minutes from the the Village’s downtown waterfront district and under five to the PJ Country Club and Village beaches, this deceptively spacious ranch impresses from the moment you enter. An open layout connects the oversized living/dining room — anchored by an original brick fireplace, picture window, and built-in bar with pantry — to the fully renovated 2020 kitchen. Thoughtfully designed with black stainless-steel appliances (5-burner gas range + hood), granite counters, Zellige-style tile backsplash, farmhouse sink, and ceiling-height cabinetry, it flows into a vaulted family room with beamed ceilings, wide-plank flooring, and a fieldstone clad electric fireplace (with gas line). A twelve-foot French slider (2022) opens to a 2022 constructed TimberTech deck (approx. 19 x 27.5) overlooking the 20 x 40' in-ground pool (Loop-Loc cover 2020; new pump & chlorinator 2025). The fenced backyard (2021) is ideal for summer fun, also featuring a natural-gas BBQ line, 2023 shed, and upgraded outdoor electric (2024). Back inside, two comfortably sized bedrooms share a hall bath with classic tile, soaking tub and granite vanity, while the primary suite offers dual closets and a fully updated ensuite (2024). Crown moldings, recessed lighting, upgraded hardwood floors, and wide-plank vinyl flooring are consistent throughout. The lower level adds exceptional flexibility, complete with three egress-style windows, a full bathroom, incredible closet space, a tremendous laundry room with utility sink, bonus room, and brand-new carpeting. Additional noteworthy system and structural upgrades include a new gas furnace (fall 2025), nearly new (2024) 50-year GAF roof & gutters, updated Andersen windows, 200-amp electric with generator hookup, and a wall-hung Bosch gas tankless hot water system (2020). The next stewards of 41 Landing will enjoy the full privileges of Port Jefferson Village residency — a premier North Shore lifestyle with resident-only beaches on the Long Island Sound, private and public marinas and mooring fields, and a vibrant maritime village with rich history, filled with dining options, boutiques, a premier country club, tennis, and a phenomenal social calendar. The Bridgeport Ferry and LIRR offer excellent access to New England and New York City, while nearby Stony Brook University, St. Charles, and Mather Hospitals - all just a stone’s throw away - provide world-class healthcare and opportunity. Zoned for the acclaimed Port Jefferson School District.

41 Landing Lane, Port Jefferson
22 Vantage Court, Port Jefferson
$880,000
3 Beds ⋅ 3 Baths ⋅ 906014 MLS
Welcome to 22 Vantage Court – Harborview Gated Community, Port Jefferson Village Experience the finest in luxury living in this stunningly renovated 3-bedroom, 2.5-bath end-unit townhouse located in the highly desirable Harborview community. With exceptional design, unmatched finishes, and the Only Three-Car Garage in the entire community, this home is truly one of a kind. Home Features: • State-of-the-art chef’s kitchen featuring custom white cabinetry, a 10-foot quartz island with cabinets on both sides, farmhouse sink, and high-end stainless steel appliances • Soaring 20-foot ceilings and an open floor plan filled with natural light through dramatic floor-to-ceiling windows accented by plantation shutters • First-floor primary suite with a spa-like bath offering a stand-alone shower and separate soaking tub • Newly designed powder room, upgraded LG washer/dryer, and custom millwork throughout • Newly stained hardwood floors and railing extending through the main living areas • Elegant gas fireplace with custom stone surround in the family room • Second floor offers two additional bedrooms, a full bathroom, and a versatile loft/office space • Full basement already framed, wired, and ready for finishing to your specifications • Extended Trex deck for outdoor living and entertaining • Brand-new heating system and central air conditioning Harborview Community Amenities: • Secure, gated neighborhood with professional grounds maintenance and snow removal • Beautiful saltwater in-ground pool with lounge area • Private clubhouse with fitness center and gathering spaces • Tennis courts for recreation and exercise Port Jefferson Village Lifestyle Just steps away from the harbor front, Harborview residents enjoy the charm and vibrancy of historic Port Jefferson Village. This premier waterfront community offers: • A wide variety of boutique shops, waterfront dining, and lively cafes • Year-round events, seasonal festivals, outdoor concerts, and cultural attractions • Scenic harborside walks with incredible views of Long Island Sound • Access to the Port Jefferson-Bridgeport Ferry, providing convenient passage to Connecticut • Proximity to beaches, marinas, yacht clubs, and boating/fishing opportunities From the luxurious details inside to the resort-style amenities and the unparalleled vibrancy of Port Jefferson waterfront living, 22 Vantage Court is more than a home – it’s a lifestyle.

22 Vantage Court, Port Jefferson
213 Maiden Lane, Port Jefferson
$880,000
4 Beds ⋅ 6 Baths ⋅ 803715 MLS
Welcome to this magnificent Turn Key Traditional 2 Story Colonial home. Originally built in 1900, this 4 Bedrooms, 6 Bathrooms built in 1900, is a combination of a classic charm and comfort living. Bright and spacious. Thoughtfully designed extensions, and an inviting walk out to a salt water heated inground pool, with a beautiful waterfall, Pool House, bathroom, Outdoor Shower, Sheds and Stone Patio. Wrap around decking. Primary Suite with a Full bath/jacuzzi, walk in closet and balcony. Surrounded by Historic homes, situated on .37 acre, walkable to Village, Shops, Theater, Cafes, Restaurants and Parks. Close to Hospitals. You'll love the comfort of Hardwood floors and Radiant heat throughout the house, including the 1 car garage. Natural gas heat, 2 CAC systems, Gas fireplace, Granite Brazilian Blue Kitchen countertops, Florida Room, Full basement with outside access. Renowned Port Jefferson School District, Resident only Beaches and a beautiful 18 hole golf course overlooking the Long Island Sound. Much, much more. Village living at its finest. The information has been provided by the Seller and has not been verified by the Broker. Information is deemed reliable but not guaranteed.

213 Maiden Lane, Port Jefferson
117 Liberty Avenue, Port Jefferson
$875,000
3 Beds ⋅ 1 Baths ⋅ 975267 MLS
Rare opportunity with this stunningly renovated home in Port Jefferson Village. Offering a 3 bedroom main home and an enormous 1 bedroom carriage house over the garage. The main home offers all modern conveniences with newer gas heating (forced hot air), central air conditioning, LED lighting, surround sound speakers and open concept kitchen, all the while accentuating the historic charm. Original features restored and highlighted throughout the woodwork, pocket doors, hardware, floors, doors and so much more. Additional storage space and optional living space in the full walk-up attic and full unfinished basement. The carriage house offers separate porch, den, dining room, kitchen, laundry and bedroom with walk-in closet as well as separate utilities. The serene backyard is surrounded by beautiful perennial plantings, mature trees and a zen-full water feature. Flowers bloom throughout the seasons for ever changing views while you relax in front of the outdoor fireplace on the expansive open-air patio or one of the covered porches. The 2+ car garage offers massive storage space, work room and additional parking beyond the over-sized driveway- a rare find in the village. Sale includes 2 lots-taxes are shown as total of all 4 bills and no deductions.

117 Liberty Avenue, Port Jefferson
9 Cliff Road, Port Jefferson
$875,000
3 Beds ⋅ 3 Baths ⋅ 972801 MLS
Refined Living Among the Trees Set serenely on 1.28 partially wooded acres within the coveted Incorporated Village of Belle Terre, this distinguished 3 bedroom, 2 1/2 bath expanded ranch-style residence offers a rare combination of privacy, elegance, and natural beauty on Long Island's storied North Shore. Sitting graciously back from the road, the property commands a sense of arrival — a true retreat from the world, yet moments from everything that makes this corner of the Island so extraordinary. Thoughtfully appointed throughout with a slate-tiled foyer, hardwood floors, Andersen windows, and a whole-home natural gas generator, this is a home built for those who refuse to compromise. Step through a stately entryway to a slate-tiled foyer and into a home that rewards every glance. The sunken formal living room anchors the main wing with a handsome gas fireplace and an exquisite custom hearth — the kind of centerpiece that draws guests in on winter evenings and makes every gathering memorable. Adjacent, is the formal dining room with a tray ceiling, a bay window with a custom built-in window bench invites the outdoors in, and a brass chandelier casts the room in a warm, celebratory glow — perfect for holidays, dinner parties, or quiet evenings alike. At the heart of the home, the spectacular great room addition is a triumph of light and space. Massive rear-facing windows flood the room with natural light and frame views of your private wooded grounds. A classic brick fireplace brings warmth and character, while sliding glass doors open to a private composite deck — for entertaining or quiet morning coffee surrounded by nature. The primary bedroom features two closets, one a spacious walk in with pull down attic stair access and ensuite bath. The second bedroom boasts custom-crafted built in cabinetry and shelving, ideal for a guest room, library, or home office. Adding additional storage space for the kitchen, a hall pantry sits adjacent. Down the hall from the kitchen there is a laundry room/home office, the half bath and access to the basement, garage, and rear yard. Sitting on the hill above the Village of Port Jefferson, you are a moment away from a living, breathing harbor town and transportation with shopping, restaurants, live music, festivals, and a community with a award winning school district. Location can't be beat, Long Island Ferry to New England at your doorstep, Long Island Railroad to New York City and beyond is right uptown. Resident amenities include a private beach, tennis, pickleball, playground,This is a place you will be proud to call home. Taxes being grieved, expected reduction $3800.

9 Cliff Road, Port Jefferson
109 Spring Street, Port Jefferson
$869,000
3 Beds ⋅ 3 Baths ⋅ 913343 MLS
Gorgeously newly renovated 1920s Colonial located right in the heart of Port Jefferson Village! Situated on a quiet street just steps from everything Port Jefferson Village has to offer, this home provides walkable convenience with small-town charm and resort-style amenities. Resident only beaches, Country Club and golf course. A highly desirable location! This 3-bedroom, 2.5-bath home has been thoughtfully renovated inside and out. From the moment you step onto the inviting covered front porch, you’ll fall in love with this stunning 3-bedroom, 2.5-bath Colonial blends historic charm with modern luxury. Features include a bright sun lite living room, dining room, updated eat-in kitchen with quartz countertops & stainless steel appliances, re-finished hardwood floors, stylish bathrooms, full basement, full height attic and new central HVAC. Newly landscaped with inground sprinklers and vinyl in ground pool. Enjoy the warm character and flawless updates throughout. Village amenities include resident only private beaches, country club with golf course, harbor front parks, boutique shopping, fine dining, and top-rated schools.

109 Spring Street, Port Jefferson
6 Edgewood Avenue, Port Jefferson
$865,000
5 Beds ⋅ 4 Baths ⋅ 911603 MLS
Completely Redone 5 Bedroom Farmhouse style Colonial with Inground Kidney Shaped pool and Room for Mom! So perfect this home consists of a Living Room with a fireplace, a Dining Room into the Eat In Kitchen with New White Cabinets and Quartz Countertops, a large family room, 2 1st floor bedrooms with a full bath and first floor laundry which would make an excellent room for Mom! Upstairs there is 3 bedrooms which includes a large primary bedroom with a primary bath complete with sep tub and walk-in shower plus and a walk-in closet. There is 2 additional bedrooms and a full bath with standup shower. The lower level has an outside entrance and could possibly be an apartment with proper permits. there is a media room, Bedroom, other room with plumbing and a bathroom. This is someone's dream home with its unique layout and superb finishes. Don't Miss It!

6 Edgewood Avenue, Port Jefferson
135 Oakwood Road, Port Jefferson
$860,000
4 Beds ⋅ 3 Baths ⋅ 1021854 MLS
Diamond! Timeless, Classic & Elegant. Spectacular fully renovated Colonial on a private, oversized .72-acre property in one of Port Jefferson Village’s most coveted locations, just steps from the Country Club & Golf Course and minutes to shopping, restaurants, the waterfront, and ferries. Stunning custom stone and vinyl exterior, beautiful landscaping, stone walls, and paver walkways create exceptional curb appeal. The open, inviting floor plan features a gourmet quartz kitchen with custom cabinetry, center island, stainless steel appliances, formal living and dining rooms, spacious family room with wood-burning fireplace, sunroom, renovated full bath, and hardwood floors throughout. Luxurious primary suite with vaulted ceilings, walk-in closet, and spa-inspired bath, plus three generous bedrooms. Finished lower level, oversized 2½-car garage, and a private backyard oasis with an expansive paver patio, hot tub, and mature trees. An exceptional North Shore Village home offering luxury, privacy, and impeccable craftsmanship throughout.

135 Oakwood Road, Port Jefferson
86 Soundview Drive, Port Jefferson
$850,000
3 Beds ⋅ 3 Baths ⋅ 983667 MLS
One of the most desired neighborhoods in Port Jefferson offering a sunlight filled, 3 bedroom and 3 bath split level home. Featuring expansive living rooms, flowing hardwood floors, vaulted ceilings, expansive den with French doors to screened porch, and so much more. Primary bedroom offers a generous closet and en-suite bath. Newer floors in lower den, heating system and primary bath. Ample storage in the unfinished, partial basement or the attached 1.5 car garage. Located on a well established tree lined street in close proximity to village private beaches, golf course and tennis courts. Taxes shown include village.

86 Soundview Drive, Port Jefferson
201 Liberty Avenue, Port Jefferson
$838,000
6 Beds ⋅ 4 Baths ⋅ 875036 MLS
Welcome to this beautiful 6-bedroom, 4-bath colonial, located nestled on just under a half-acre in the heart of Port Jefferson, NY. In this home you will find crown molding in the formal dining and living room. It features New windows, a 6 year old burner heater, large dining room, primary bedroom w/ensuite and full bathroom, 2 storage sheds as well as storage underneath the deck, and so much more! The home boasts beyond Oak hardwood floors and a New Kitchen, countertops, and farm sink. Enjoy stainless steel appliances, a water-filtration system, 2 zone central air and heating plus radiator gas/steam heat. The exterior features a carport for covered parking and ample space for guest to park. Off the back you will find a patio with a private side yard. This home is just a short distance from the historic Port Jefferson Village, you'll enjoy easy access to charming shops, waterfront dining, parks, and the Port Jefferson ferry. Commuters will also appreciate the proximity to the LIRR which is approximately a 2 hour train ride to the city and major roadways to access the rest of Long Island.

201 Liberty Avenue, Port Jefferson
103 Birch Drive, Port Jefferson
$835,000
4 Beds ⋅ 3 Baths ⋅ 988269 MLS
Step into effortless living in this beautifully maintained turnkey colonial, set on a peaceful street with minimal traffic. From the moment you enter, you're greeted by hardwood floors throughout, living room with gas fireplace, den, Andersen windows, partially finished bsmt, stunning EIK, spacious trex deck; all conveniently located to school, hospitals, university, golf, private beach, farmers market and so much more! Truly move-in ready and waiting for its next chapter. Tax grievance in process.

103 Birch Drive, Port Jefferson
39 Jefferson Landing Circle, Port Jefferson
$835,000
4 Beds ⋅ 4 Baths ⋅ 836468 MLS
Exquisite Port Jefferson Village Retreat with First-Floor Primary Suite - Discover the perfect blend of elegance and convenience in this elegant home nestled in the desirable Jefferson Landing, located moments from the heart of Port Jefferson Village. Offering exclusive access to private beaches, a golf course, and a wealth of village amenities, this residence is a rare find! Step into generous living spaces featuring vaulted ceilings, creating an airy, light-filled ambiance. The first-floor primary suite provides easy living, while the thoughtfully designed layout ensures comfort and style. The expansive living area seamlessly flows into a beautifully appointed kitchen with Viking and Bosch appliances and a large island, perfect for small or large gatherings. Formal Living space includes a lovely Dining room with exquisite moldings and wood floors. Living Room with entry off Foyer and pocket doors to Family Room for when your setting is more formal. Family Room with soaring ceilings, wood burning fireplace, and French doors to patio open to the kitchen for ease of entertaining. Bedroom Two is conveniently located on the first floor with access to the hall bath. First floor is completed by Mud Room with powder room. Scond-story living offers incredible loft space, two generous-sized bedrooms, and a walkable attic. Full, partially finished basement, with unlimited opportunities on the unfinished side. Outdoors, enjoy a serene escape on your stone patio, ideal for morning coffee or evening gatherings. Whether you're drawn to the vibrant village scene, the scenic golf course, or the tranquility of the private beaches, this home offers an unparalleled lifestyle. Don’t miss this opportunity to experience the best of Port Jefferson Village living—schedule your private tour today!

39 Jefferson Landing Circle, Port Jefferson
120 Alden Drive, Port Jefferson
$825,000
4 Beds ⋅ 3 Baths ⋅ 965400 MLS
Incredible opportunity to own a magnificent Colonial in the highly sought-after Harbor Hills section of Port Jefferson Village, perfectly positioned at the back of a quiet cul-de-sac with sweeping green space to the right creating a setting that feels private, peaceful, and expansive; this rare .58-acre usable property is set back with a long blacktop driveway, two-car attached garage, full at-grade basement with recessed lighting, and an incredible multi-level paver patio built for next-level entertaining; step inside to an open floor plan filled with natural light, recessed lighting in the kitchen, gleaming hardwood floors, a formal living room, and a breathtaking den/great room centered around a cultured stone wood-burning fireplace, while the first floor also offers a powder room and a mudroom with custom-built cubbies and lockers that blend function with style, and front loading washer and dryer with additional cabinet space, the chef’s kitchen with tile backsplash and undercabinet lighting flows beautifully into the formal dining room with chandelier and hardwood floors and features tile flooring, white cabinetry, granite countertops, stainless steel appliances, a long center island with range top, pendant lighting and seating area, double ovens, and sliders leading directly to the custom patio; upstairs you’ll find an enormous primary suite wing with hardwood floors, vaulted ceilings, walk-in closet with closet system, and a full bath with walk-in stand-up shower, along with additional spacious bedrooms and a spotlight Jack-and-Jill hallway bath with glass tub and stand-up shower; complete with 200-amp electric and located in the Port Jefferson School District with deeded beach rights, this is the kind of home that checks every box—privacy, property size, layout, and location—all wrapped into one exceptional offering in Port Jefferson Village.

120 Alden Drive, Port Jefferson
109 Scraggy Hill Road, Port Jefferson
$825,000
3 Beds ⋅ 4 Baths ⋅ 926667 MLS
Welcome to this unique secluded Hideway surrounded by woods. Many recent updates. Brazilian Cherry wood floors throughout. Cathedral ceilings with skylights. 2-sided fireplace. Kitchen with quartz counters, stainless steel appliances, Wolf commercial 4 burner stove, griddle, oven, Pot filler spigot, dual temperature wine fridge. Add'l sink in Center island with ample seating. Andersen Windows. Sliders to large rear deck overlooking a large wooded lot. Laundry room on main level. Spacious and bright En suite Master Bedroom w/seating nook/cathedral ceiling and skylight. 2nd floor landing with seating.Ample closet space throughout. Recessed lighting throughout. Finished lower level with full bath(possible apartment with proper permits). 3 zone heat, 1 zone CAC. 2-car garage. Potential horse property. Property offers room for expansion. Commercial size children's slide and gym set. 2 large storage sheds. In-ground sprinklers and irrigation system. All Village Amenities: Golf, Country Club, Beach, Parking. Enjoy numerous Village sponsored concerts. Village boasts children's museum, library programs, and Village Center, all offering events year round. Close to schools. All information should be verified by buyer.

109 Scraggy Hill Road, Port Jefferson
146 Crystal Brook Hollow Road, Port Jefferson
$816,000
4 Beds ⋅ 3 Baths ⋅ 967774 MLS
Welcome to 146 Crystal Brook Hollow Rd located just minutes to the Port Jefferson Golf Course, resident-only private beach, and nearby shops, cafes, restaurants, hospitals, schools and university. A well-built two-level home with a bright upper living space, primary bedroom with ensuite bath, hardwood flooring, wood-burning fireplace, soaring ceilings and a versatile lower level offering additional living area, guest space with full bath or home office. You will enjoy the large windows with an abundance of natural light throughout the home. Relax and take in the beauty of mature rhododendrons that bloom yearly on the maintenance free and very private trex deck! A lovingly maintained home that reflects years of pride in ownership.

146 Crystal Brook Hollow Road, Port Jefferson
101 Bleeker Street, Port Jefferson
$815,000
4 Beds ⋅ 3 Baths ⋅ 933241 MLS
Located in the heart of Port Jefferson Village, this 1835 classic Harbor Home has been renovated and provides comfortable expanded living space with many upgrades.A welcoming entry foyer leads to a large front to back living room. The renovated custom dining room has working fireplace and opens to an updated kitchen with stone counters overlooking the garden. Enjoy an expanded primary bedroom, 3 additional bedrooms and 2.5 updated baths.This home retains many original architectural features, hardwood floors and seasonal water views of the harbor.The detached one car garage and ample driveway provides plenty of off street parking. Many recent upgrades include central air conditioning, most windows and 200 amp service. Be a part of this vibrant Village and all that it offers.

101 Bleeker Street, Port Jefferson
7 Hill Drive, Port Jefferson
$810,000
4 Beds ⋅ 4 Baths ⋅ 927201 MLS
Welcome to this beautifully updated Expanded Cape in the heart of Port Jefferson Village. This 4 bedroom, 3.5 bath home combines warmth, function, and timeless style. Three bedrooms are located on the main level, with a fourth bedroom and walk-in attic upstairs, perfect for storage or future expansion. The home features hardwood floors, a new roof, updated HVAC system including an electric heat pump system, some stainless steel kitchen appliances, and a brand-new in-ground heated pool liner, making it completely move-in ready. The layout offers a comfortable flow from the kitchen to the dining and living spaces, ideal for both entertaining and everyday living. Outside, enjoy a private backyard, lush landscaping, and a two-car garage with an expanded driveway. Located near local private, residence only beaches, restaurants, shops, and the Village amenities, this home offers the best of Port Jefferson living with classic design, modern updates, and a welcoming atmosphere.

7 Hill Drive, Port Jefferson
118 Brook Road, Port Jefferson
$810,000
4 Beds ⋅ 3 Baths ⋅ 894682 MLS
Welcome to this beautifully maintained contemporary home, ideally situated on a 1.2-acre property in the heart of Port Jefferson Village. Offering 4 spacious bedrooms and 2.5 bathrooms, this residence seamlessly blends modern elegance with everyday comfort. Step inside to discover soaring ceilings and an abundance of natural light pouring through triple-pane Tristate energy-efficient windows and skylights. The expansive layout features radiant heated Italy marble flooring throughout the living room and dry, finished basement, creating a warm and inviting atmosphere year round. The open-concept kitchen is great for entertaining, equipped with granite countertops, propane gas stove, and a newer refrigerator(2021). Designed for year-round comfort, the home is equipped with 4-zone heating, 1-zone central air conditioning, and a cozy wood-burning fireplace with insert for added warmth in the colder months. COMFEE water filtration system, Energy Star TRANE Central AC, STIEBEL ELTRON Hot Water Heater. Additional upgrades Fresh interior paint (2022), Newly paved driveway(2025), Yamaha generator(2020), Septic/cesspool system last serviced (2021). Natural gas line access is available on the street. With low taxes and an unbeatable location just minutes from the Port Jefferson Ferry, Yacht Club, beach, parks, shops, fine dining, and theaters, this home offers the perfect blend of luxury, lifestyle, and convenience. Waiting for you to Move right in and enjoy all that Port Jefferson Village has to offer!

118 Brook Road, Port Jefferson
169 Hickory Street, Port Jefferson
$800,000
3 Beds ⋅ 3 Baths ⋅ 957497 MLS
We are proud to present this excellent one-family house on a 136 x 295 sq ft lot. Built in 1995, renovated in 2021 and 2023. The house is in move-in condition. One of a kind, unique property with over 40,000 sq/ft property size with an in-ground swimming pool, gazebo, storage, in-ground sprinkler system, and still plenty of space for your future projects. New kitchen cabinets with a marble countertop, stainless steel appliances, a formal dining room, a huge living room with a fireplace, and a cathedral ceiling. A lot of natural light. Very comfortable setup with a sitting room or an office. Two bedrooms with a hallway full bathroom, and a master bedroom suite with a full bathroom and a walk-in closet. Finished with the European taste and quality. New hardwood floors and staircase, and floor panels. The laundry room is conveniently located on the first floor, next to the kitchen, similar to a half bath. Fully finished basement with a storage and boiler room.

169 Hickory Street, Port Jefferson
95 Sheep Pasture Road, Port Jefferson
$800,000
5 Beds ⋅ 2 Baths ⋅ 892788 MLS
Enjoy privacy and serenity on the pastoral grounds of this five-bedroom home with close to 1.5 acres and room for extended family. Possible subdivision with proper permits. This home was renovated and extended in 2015. The front door brings you into a roomy first floor entry way that leads to a one of 2 living rooms. The kitchen boasts gorgeous quartz countertops with complimenting glass backsplash, chocolate washed shaker kitchen with an open plan to a large dining area and living room. There are 3 bedrooms on the first floor with full bath and laundry room. The second floor has 2 bedrooms, full bath and a spacious living room AND a parlor which could be converted to a 2nd kitchen and dining area. Hardwood floors run throughout, beautiful porcelain and granite bathrooms, central air, updated windows, roof and extension, hi-hat lighting. The back yard 2 tier paver patio with large gazebo for dining, overlooks a back yard paradise with koi pond and waterfall, nature trail to the back end of the property. Solar Electric panels. Comes with extra parcel of land. Plenty of room to add a two-car garage. Enjoy Port Jefferson Village Resident amenities, close to LIRR, Ferry and main routes for commute, Mather and St. Charles Hospitals, Stony Brook University/Hospital

95 Sheep Pasture Road, Port Jefferson
108 Dogwood Road, Port Jefferson
$799,000
4 Beds ⋅ 4 Baths ⋅ 968886 MLS
Located on a quiet cul-de-sac in the Harbor Hills Estates section of Port Jefferson Village, this beautifully updated 4 bedroom, 4 full bath home offers the ideal combination of space, comfort, and the highly sought-after Port Jefferson Village lifestyle on Long Island’s North Shore. The first level features three bedrooms, including one with its own ensuite bathroom, perfect for guests or extended living. The kitchen features soaring ceilings, skylights, and a wood-burning fireplace, creating a bright and inviting space that flows out to the multilevel deck, ideal for entertaining or relaxing at home. A finished basement with a wine cellar provides additional living and entertaining space. The second level is dedicated to the private primary suite, featuring a spacious bedroom, large closet, and a spa-inspired bathroom with double sinks, a soaking tub, and a walk-in shower with rain head. When the trees are in full bloom, the primary suite offers the unique feeling of living in your own private treehouse retreat. Located in the heart of Port Jefferson Village, this home is just minutes from Port Jefferson Harbor, the Port Jefferson Ferry, Port Jefferson train station, marinas, restaurants, and boutique shopping. Enjoy exclusive Port Jefferson Village amenities, including private village beaches, access to the Port Jefferson Country Club with golf, tennis, dining, and stunning water views, as well as dedicated Village Constable services, adding an extra level of privacy and peace of mind. Conveniently located near three major medical centers—Mather Hospital, St. Charles Hospital, and Stony Brook University Hospital—this is a prime opportunity to experience the very best of the North Shore Long Island lifestyle in Suffolk County.

108 Dogwood Road, Port Jefferson
101 Red Oak Court, Port Jefferson
$790,000
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
21 Laurita Gate, Port Jefferson
$790,000
4 Beds ⋅ 2 Baths ⋅ 994909 MLS
Welcome to this beautifully maintained 4-bedroom, 2-bath hi-ranch tucked away on a quiet cul de sac in the Village of Port Jefferson. This home offers flexible living spaces for multigenerational living, and a layout perfect for entertaining both outside and inside! Updates include hardwood flooring, stainless appliances, solid core doors and trim throughout, 200 amp electric panel with generator hook up, central air, heated in-ground salt water pool with hot tub surrounded by Trex decking, Anderson windows, and gas heating/cooking! The yard is made for those who love to entertain in the summer! Enjoy easy access to the village harbor, shops, and dining—all within the sought-after Port Jefferson School District.

21 Laurita Gate, Port Jefferson
319 Thompson Street, Port Jefferson
$775,000
4 Beds ⋅ 4 Baths ⋅ 873279 MLS
Just moments from Port Jefferson Village’s shops, marina, and restaurants, this beautifully renovated 4-bed, 4-bath home is ideal for extended family. Sunlight pours through the southern exposure into the spacious main level, featuring hardwood floors, central air, gas heating and cooking. The first floor includes a formal dining room, living room, family room, eat-in kitchen with stainless appliances and abundant storage, plus a full bath and deck overlooking a fenced yard. Upstairs offers three bedrooms, a hall bath, and a primary en suite with walk-in closet. The walk-out lower level boasts a summer kitchen, full bath, and additional living space—perfect for guests or multigenerational living.

319 Thompson Street, Port Jefferson
42 Sands Lane, Port Jefferson
$765,000
3 Beds ⋅ 3 Baths ⋅ 914814 MLS
Welcome to this charming 3-bedroom ranch home featuring 3 full baths, a formal dining room, spacious living room, cozy family room, and an oversized front porch perfect for relaxing. The rear deck overlooks a beautiful in-ground pool, while a three-car detached garage provides ample storage for storage and parking. Located in sought-after Harbor Hills within Port Jefferson Village. Residents enjoy exclusive village amenities including private beaches, golf and tennis facilities, a recreation center, and vibrant local shops and restaurants in the historic downtown. The home is also situated in the highly regarded Port Jefferson School District, known for its strong academic programs and community spirit. This is a rare opportunity to enjoy village living with outstanding amenities and a prime location. **Additional Village Tax Of $2,427.96

42 Sands Lane, Port Jefferson
106 Lowell Place, Port Jefferson
$750,000
3 Beds ⋅ 3 Baths ⋅ 906598 MLS
Welcome to 106 Lowell Place, a stunning 3-bedroom, 2.5-bath custom-built colonial in the unspoiled, charming neighborhood on the west side of Port Jefferson Village known as Suassa Park. This home, built by the original owner, showcases exceptional craftsmanship with tongue-and-groove floors and ceilings secured with screws for lasting durability. As you approach, enjoy the tree-lined streets bordered with Belgian block and a meticulously manicured lawn complemented by tasteful landscaping. The inviting paver walkway leads you to a covered porch, where you can relax and enjoy the serene surroundings. Step inside to find an abundance of natural light and an open layout that welcomes you. Oak wood floors flow throughout the home, enhancing its warmth. The updated kitchen features stainless steel appliances, a center island with granite countertops, and seamlessly connects to the dining area—perfect for entertaining. The spacious living room is centered around a cozy wood-burning fireplace with a “heatilator”, creating a warm, comfortable, gathering space. Powder room situated perfectly between either side of the house and the back entrance. Upstairs, you will find three well-appointed bedrooms, each featuring ceiling fans. Among them is the spacious master bedroom, which includes a walk-in closet, a bonus room/study with high ceilings and a skylight, as well as an ensuite bathroom and another walk-in closet. The additional two bedrooms share a full bath, making this layout both comfortable and functional. The home also boasts a full basement providing extra space for recreation or storage and includes utilities and a laundry room equipped with a commercial Speed Queen washer that drains to a dry well. Parking is never an issue with an extra-wide driveway and an attached one-car garage, accommodating up to five cars. Step outback onto your generous rear Brazilian hardwood deck overlooking the beautifully landscaped backyard, perfect for outdoor gatherings. Located just a short distance from the cultural and transportation hub of downtown Port Jefferson Village, this home is a true gem in a destination known for its charm and vibrancy—a place you'll love for a day or a lifetime. With low taxes natural gas at the street and an award-winning School District, don't miss your chance to make this exquisite home your own!

106 Lowell Place, Port Jefferson

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