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$2,500,000
4 Beds ⋅ 6 Baths ⋅ 926947 MLS
Coastal Retreat in Port Jefferson, NY Waterfront prominence with endless coastal views of Long Island Sound and the Connecticut coastline with miles of beautiful sandy beaches. Whether enjoying the Golf Club or the beaches Port Jefferson Village delivers on many levels, this stunning 4-bedroom, 3-bathroom home offers an unparalleled blend of elegance, comfort, and breathtaking natural beauty. With sweeping views stretching across the Sound to the Connecticut shoreline, this lovingly maintained residence is a true gem, perfect for those seeking a serene coastal lifestyle. Step inside to discover a bright and airy open-concept living space, where large windows frame mesmerizing water views and flood the home with natural light. The gourmet kitchen, complete with modern appliances and a spacious island, flows seamlessly into the dining and living areas, ideal for entertaining or cozy family gatherings. Each of the four generously sized bedrooms offers ample space and tranquility, with the primary suite boasting a luxurious en-suite bathroom and private balcony overlooking the Sound. Outside, the property shines with meticulously curated gardens that burst with color and fragrance, creating a peaceful oasis for relaxation or outdoor gatherings. The sprawling lawn and charming patio spaces are perfect for enjoying morning coffee with sunrise views or evening sunsets that paint the sky in vibrant hues. This off-the-charts awesome home is a rare find, combining coastal charm, modern amenities, and a prime location in vibrant Port Jefferson, with its quaint shops, dining, and marina just moments away. Private beaches and all Port Jeff Village amenities, Don’t miss the chance to own this slice of paradise with views that will take your breath away. Schedule a showing today to experience the magic of this Long Island Sound treasure!

15 Stephans Path, Port Jefferson
$2,260,000
10 Beds ⋅ 4 Baths ⋅ 912876 MLS
Welcome to the waterfront property of your dreams! Located in the Incorporated Village of Belle Terre, this unique, expansive 4.18 acre property, with one of the most convenient water accesses on the North Shore of Long Island, is everything you’ve been looking for. The home itself is situated perfectly right at the access point of the water, with incredible views of the harbor from the large front porch. With some imagination, and a bit of elbow grease, this early 1900’s beauty can be restored to its former glory and enjoyed for years to come. Featuring high ceilings, exposed beams, beautiful woodwork, and stunning water views from most of the rooms. What makes this property even more unique, is the guest cottage located on the property, and possibility of subdividing the property which will make for other opportunities in the future. Enjoy the large array of amenities that come with living in Belle Terre Village, including a private beach for residents, use of the community center, private park access, pickleball courts, and so much more.

Saints Orchard Road, Port Jefferson
$1,947,000
4 Beds ⋅ 3 Baths ⋅ 1007135 MLS
Perched in the prestigious Belle Terre, this exceptional residence captures sweeping, unobstructed views of Port Jefferson Harbor and delivers a rare blend of refined luxury, privacy, and coastal elegance. Set on over two acres, this sprawling ranch has been thoughtfully reimagined to offer a seamless balance of modern sophistication and timeless design. From the moment you arrive, the home’s expansive setting and commanding water views create a lasting impression. Inside, soaring vaulted ceilings and walls of glass invite natural light. This is a full open-concept living environment. The dramatic double-sided fireplace anchors both the living and dining spaces, creating an ideal backdrop for both everyday living and elevated entertaining. The designer kitchen is nothing short of spectacular, appointed with premium appliances including a statement La Cornue range, exquisite Calacatta quartz surfaces, and an oversized island designed for gathering. A well-equipped butler’s pantry with prep sink and wine refrigeration enhances functionality while maintaining a polished aesthetic. The primary suite serves as a private retreat, offering tranquil water views, a custom inspired bathroom, and convenient access to laundry. Additional bedrooms are generously sized and thoughtfully positioned, while a sun-drenched bonus space provides flexibility for a home office, fitness studio, or serene lounge. The lower level extends the home’s living space with exceptional versatility, featuring a guest suite or office, summer kitchen, and an impressive theater room designed for a true cinematic experience. Sliding doors open to multiple outdoor living areas including an expansive Trex deck and hot tub, are perfectly oriented to take full advantage of the stunning waterfront backdrop. A newly constructed detached two-car garage with private EV charging station, along with modern systems including gas heat, central air, and whole-house generator, ensure both comfort and convenience. Located in Port Jefferson and offering access to the exclusive amenities of Belle Terre, this remarkable property presents a rare opportunity to own a turn-key harbor view retreat where every detail has been carefully considered and every view is unforgettable.

45 Bell Circle, Port Jefferson
$1,510,000
4 Beds ⋅ 4 Baths ⋅ 964612 MLS
You will love the modern elegance of this brand new redesigned hilltop beauty perfectly situated on Harbor Hills cul-de-sac. A striking entrance welcomes you with handsome wrought iron doors, setting the tone for this expansive home filled with light, space and style! Open floor concept, hardwood floors throughout, wood-burning fplc, grand scale rooms! The primary suite with tray ceiling design offers a beautiful ensuite bathroom with second floor laundry. Spectacular and private outdoor oasis features a heated gunite inground pool - the perfect home for entertaining and everyday living! Located in the Harbor Hills section just minutes to the Port Jefferson Golf Course and your resident-only private beach! All in the renowned Port Jefferson School District.

120 Peninsula Drive, Port Jefferson
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 1003873 MLS
Spacious & Gracious Colonial—set on 1.15 acres of beautifully maintained property, this classic residence offers the perfect blend of timeless design and modern comfort. With 5 spacious bedrooms and 3 full baths, this home is designed for both relaxed living and effortless entertaining. Thoughtfully renovated kitchen and bathrooms, gleaming oak floors, and recessed lighting create a warm, refined atmosphere throughout. The home has been lovingly cared for by its present owners who have accomplished many capital improvements offering a move-in-ready lifestyle leaving you more time to Enjoy! Step outside and discover your own private retreat: a serene backyard complete with lovely rear deck overlooking an in-ground pool and expansive green lawn—perfect for summer gatherings, quiet mornings, and a haven to return to at the end of the day where you can unwind and relax. Living in Belle Terre means embracing a lifestyle that feels worlds away—yet remains close to everything. • Peace & Privacy: A designated bird sanctuary, offering unmatched tranquility and natural beauty • Private Community Beaches & Parks: Enjoy exclusive access to scenic shoreline and green spaces • Amenities: Playgrounds, a community center, and a welcoming neighborhood atmosphere • Nearby Golf & Country Club in close proximity • Close to Port Jefferson Village: Boutique shopping, top-rated dining, and vibrant harbor front park From the moment you step inside 12 Deer Path in Belle Terre, you’ll understand what makes this offering truly special. You’re not just buying a home—you’re arriving at the lifestyle you’ve been waiting for.

12 Deer Path, Port Jefferson
$1,125,000
842670 MLS
2 Story Building with 5 lifts and Drive-Thru building. No cesspools, has sewers. Air conditioning in office and Shop. In- Ground exhaust. Expoxy Floors, custom storage cabinets, 2 Bathrooms, Fenced yard and access to 2 streets.

20 Linden Place, Port Jefferson
$1,060,000
5 Beds ⋅ 4 Baths ⋅ 978424 MLS
Welcome to 3 Chuck Court, an exceptional 3,700 sq. ft. residence nestled in the heart of the Village of Port Jefferson, offering exclusive village amenities and a true lifestyle experience. This beautifully appointed home features 4 spacious bedrooms, each with its own private en-suite bath, plus a versatile 5th room ideal for a den, guest suite, or additional bedroom. A dramatic interior showcases coffered ceilings, rich stained hardwood floors, French doors, and a warm gas fireplace. The kitchen is designed for everyday living complete with 42” cabinetry, granite countertops, gas cooking, and stainless steel appliances Upstairs, enjoy a loft-style office space and a tremendous primary suite offering comfort and privacy. Additional highlights include walk-in closets, a mudroom with washer and dryer, attic storage with scuttle attic access, and smart home features such as Nest thermostats, smart bulbs, and security cameras. The home is also equipped with two-zone central air (including one new compressor) and two-zone gas heat with a 2016 boiler and separate hot water heater. The finished basement offers a gym and workshop, providing flexible bonus space. Step outside to your own private retreat featuring a stunning in-ground pool, pergola, lush landscaping, and in-ground sprinklers. As a Village of Port Jefferson resident, enjoy access to two exclusive resident-only east and west beaches along with preferential membership opportunities and reduced rates at the local country club. Commuters will appreciate residential preferred parking at the train station, as well as reserved parking spaces throughout the village. Pirates Cove offers six resident designated docking spaces available for use when open. All of this in a prime Village location, just moments from Port Jefferson’s vibrant harbor, dining, shopping, and waterfront attractions.

3 Chuck Court, Port Jefferson
$975,000
5 Beds ⋅ 2 Baths ⋅ 981859 MLS
Beautifully renovated Hi-Ranch located in the desirable Poet's Section of Port Jefferson. This spacious home features hardwood floors, a cozy fireplace, open concept living and dining room with sliding door to a composite deck, and an updated eat in kitchen. Recent upgrades include a new roof, Anderson windows, updated electric, and more. Set on a property with in-ground sprinklers, this home offers both comfort and convenience just minutes from the village, ferry, and train.

102 Longfellow Lane, Port Jefferson
$965,000
3 Beds ⋅ 3 Baths ⋅ 968074 MLS
Welcome to your exclusive townhome in the Harborview Community of Port Jefferson Village less than a mile from Downtown! LOW TAX and HUGE VALUE! The home is situated on a private hilltop location with seasonal water views of Port Jefferson Harbor and maximum privacy that townhome living can offer. This gated community also provides access to Port Jefferson Village amenities featuring private beaches, village center, and discounted memberships to the village country club. Updates include new gas heating and central air system (2025- condensers + air handlers + smart thermostats with app control), Rheem hot water heater (2025 with 12 year warranty) roof (2021 with 50 year transferable warranty), custom kitchen cabinetry and appliances, Sheetrock and painted garage flooring (2025), Anderson sliding doors to the rear + patio pavers with drywell (2024), and community road with belgium block pavers (2025). The main level of the home is totally open with large windows on the entire rear of the unit. The custom built kitchen is thoroughly designed with high-quality cabinetry and premium appliances, including a WOLF professional gas cooktop and double wall oven. The living area offers vaulted ceilings and a gas fireplace. The oversized back deck provides exceptional privacy and plenty of space for entertaining. In this exclusive community of just 40 units, this home also enjoys access to a large shared grass area—perfect for walking pets, playing with children, or simply relaxing while taking in the beautiful views and local wildlife - Which is RARE for a townhome in the village! There is a two car garage with ample storage. The spacious primary suite easily accommodates king-size furnishings and features dual custom-organized closets. All the bedrooms are large on the upper level and the storage is plentiful. A fully renovated walk-out lower level adds exceptional versatility with new carpeting, cedar closet, laundry area, utilities, generous storage, and additional living space. Residents enjoy community amenities including a saltwater heated in-ground pool, tennis courts, and a clubhouse with fitness center. Conveniently located near Stony Brook University and Hospital, Saint Charles, Mather Hospital, the LIRR, marinas, golf courses, beaches, and the Port Jefferson Harborfront with its shops, dining, and waterfront sunsets.

14 Vantage Court, Port Jefferson
$950,000
4 Beds ⋅ 4 Baths ⋅ 978710 MLS
Welcome to this beautifully updated and meticulously maintained residence, offering a rare opportunity to own a private, energy-efficient retreat just moments from the heart of Port Jefferson Village. **Offering over 3,000 sq ft of total usable living space—including approximately 2,626 sq ft above grade plus an additional 700 sq ft of finished lower level—**this home seamlessly combines modern sophistication, smart technology, and resort-style outdoor living for an elevated lifestyle in one of the area’s most desirable locations. Ideally situated minutes from boutique shopping, waterfront dining, Harborfront Park, the Port Jefferson Ferry, and the Village’s vibrant coastal charm, this property offers both convenience and a sense of quiet exclusivity. Thoughtfully upgraded throughout, the home features a whole-house solar system generating approximately 110% of annual electricity usage—providing long-term efficiency and meaningful cost savings. A new roof (2021) and refinished hardwood flooring (2021) enhance both form and function, spanning the first floor, primary suite, walk-in closet, and upper hallway. At the heart of the home is a fully renovated gourmet kitchen (2021), designed with modern finishes, updated appliances, and a layout that seamlessly blends everyday living with effortless entertaining. Updated bathrooms further contribute to the home’s turnkey appeal. The finished lower level (2017) offers approximately 700 sq ft of additional usable living space and exceptional flexibility, complete with a second summer kitchen (no stove), full bathroom, and dedicated entertainment area—ideal for guests, extended living, or a private retreat. Step outside into your own resort-style backyard, where a 36x18 saltwater pool, gazebo, and integrated outdoor entertainment system create a setting designed for both relaxation and hosting. An oversized composite deck, covered front porch, and fully fenced grounds enhance both privacy and usability, offering a true extension of the home’s living space. Smart home features include automated lighting, heating, and cooling via Nest thermostats (2 zones), a Ring alarm system, Nest camera system, keypad entry, and integrated outdoor speakers for both the patio and front porch—bringing convenience and control to everyday living. Additional highlights include a wood-burning fireplace in the den/family dining area, adding warmth, character, and alternative whole-house heating options. Enjoy close proximity to Stony Brook University, Port Jefferson Country Club, walking distance to the elementary school, local beaches, and major transportation routes—making this not just a home, but a refined lifestyle opportunity.

107A Scraggy Hill Road, Port Jefferson
$937,000
3 Beds ⋅ 4 Baths ⋅ 999137 MLS
Beautifully updated 3/4 bedroom home located in the desirable Harbor Hills section of Port Jefferson. This home has a great layout with plenty of space for everyday living and entertaining, while still feeling warm and inviting the second you walk in. The main level features vaulted ceilings, skylights, and tons of natural light. The updated kitchen includes granite countertops, shaker cabinetry, and luxury vinyl flooring with plenty of cabinet and counter space. The dining area with a wood burning fireplace and wet bar gives the home a really unique feel and makes it perfect for hosting family and friends. There is a large living area with tray ceilings and plenty of room to entertain, along with updated lighting and custom built ins throughout the home. The primary suite features a spacious walk in closet along with a bathroom complete with double vanity, soaking tub, separate shower, and skylight. The lower level offers even more flexibility with a possible 4th bedroom, updated bathroom, bonus room that can be used as a gym, office, or playroom, additional storage, and access to the 2 car garage. Outside, the home features a private level backyard with plenty of usable space for entertaining, relaxing, or future outdoor possibilities. Some major updates include updated HVAC with Goodman central air, 200 amp and electric with generator hookup. Located on a quiet cul-de-sac just minutes from private beaches,marinas, ferry, LIRR, shopping, and everything Port Jefferson Village has to offer.

105 Nadia Court, Port Jefferson
$930,000
3 Beds ⋅ 2 Baths ⋅ 995805 MLS
Step into true elegance with this stunning circa 1940 gem, beautifully nestled on meticulously manicured grounds that invite you to relax and unwind. Surrounded by specimen plantings and enchanting foutains, this property offers a perfect blend of classic charm and modern luxury. Enjoy entertaning on your custom porch and generous paver patio complete with built-in BBQ and kitchen. Picture yourself in the 7-person hot tub under the stars! The enclosed back porch seamlessly brings the outdoors in, creating a delightful breakfast area that connects to the kitchen, both adorned with porcelian radiant heated tile. The home boasts Southern Yellow Pine floors throughout, enhancing its warm, inviting atmosphere. The primary bedroom and guest bedroom are on the 1st floor, and a 3rd bedroom is upstairs with an adjoining office/work space. With 2 updated baths, both with radiant heated floors, every detail has been thoughtfully designed for comfort. Recent upgrades include a new roof, new front & back doors, and fresh paint inside and out! The home is equiped with a Peerless cast iron boiler, whole-house water filter, and whole house generator for ultimate peace of mind. Enjoy the efficieny of natural gas for your dryer, oven/stove, and outdoor BBQ. The electric and plumbing systems have been upgraded and there is a Nest thermostat. Taxes are low! Stone's throw from Pt. Jefferson Village and all it has to offer, including restaurants, waterfront, ferry, shopping, and more. Amenties for this homeowner include private Beach Rights, free Village parking and more!

104 California Avenue, Port Jefferson
$929,000
4 Beds ⋅ 3 Baths ⋅ 919696 MLS
Experience refined living in this beautifully renovated, move-in-ready home offering modern upgrades and exceptional comfort. Recent improvements include a new roof, central air, siding, gutters, doors, washer/dryer, and garage door, along with a newly built deck, paver patio, and driveway—perfect for seamless indoor-outdoor living. Designed with flexibility in mind, the spacious layout is ideal for multigenerational living and effortless everyday living. Conveniently located just minutes from charming village shops, beaches, and restaurants, and within a district known for award-winning schools. At the center of the home is a stunning chef’s kitchen featuring an impressive 8-foot center island with soft-close cabinetry, stainless steel appliances, a sleek vent hood with built-in lighting, granite countertops, and a stylish tile backsplash—perfect for entertaining and gathering. This exceptional home combines modern design, thoughtful upgrades, and an unbeatable location.

98 Soundview Drive, Port Jefferson
$925,000
4 Beds ⋅ 2 Baths ⋅ 973602 MLS
Beautiful Port Jefferson Home! Walk to Village; Energy Efficient; 45 Panel Solar Power Systen; Newly Renovated; High End Thermador Appliances; Sub Zero Fridge; 6 Burner Range; 2 Ovens; 1800 Sq Foot Driveway; Backyard Oasis- Heated Salt Water Pool; Porch; Patio; All POrt Jefferson Amenities- Private Beaches; Country Club; Renowned Schools; Low Taxes; 30 Year Architectual Roof

105 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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$739,000
3 Beds ⋅ 3 Baths ⋅ 961083 MLS
Welcome to the vibrant Village of Port Jefferson, where your dream home awaits! Step inside this inviting ranch-style residence and be captivated by the rich warmth of the polished hardwood floors that stretch throughout the living areas. The kitchen features exquisite granite countertops, paired with modern stainless steel appliances, creating a perfect blend of style and functionality for any home. The open floor plan seamlessly connects the living, dining, and kitchen spaces, making it ideal for entertaining friends and family. A separate thermostat system ensures your comfort year-round, allowing you to customize the climate to your liking. Nestled within walking distance to the charming shops, restaurants, and cafes of the Village, as well as the Long Island Railroad and the Port Jefferson Ferry, you're never far from adventure and activities. This home was tastefully refurbished in 2002, ensuring it boasts contemporary comforts while retaining its charming character. It's drenched in natural light, with generous windows that allow the sun to flood each room, creating an inviting and cheerful atmosphere. The main level features three spacious bedrooms, each designed to provide a tranquil retreat, along with three beautifully updated bathrooms that showcase modern fixtures and exquisite tile work. The fully finished lower-level basement, equipped with convenient outside access, offers a versatile space perfect for a home gym, entertainment room, or additional guest accommodations—there’s truly plenty of room for relaxation and fun. Picture yourself sipping your favorite beverage on the rear deck, basking in the tranquility of your surroundings during a lazy afternoon. Don't miss out on this incredible opportunity to live in a fantastic community that balances charm, convenience, and comfort—your dream home is here!

604 High Street, Port Jefferson
$735,000
4 Beds ⋅ 3 Baths ⋅ 982631 MLS
LOCATION is key here! This colonial with in ground pool is located on a DOUBLE cul de sac in the highly sought-after community of Harbor Hills in Port Jefferson Village. NOTE: Expected tax reduction of $3,400 annually. Close proximity to Stony Brook University, Stony Brook Hospital and Research center, Northwell Mather hospital, Saint Charles Hospital, and the picturesque harbor-front village just a stone's throw away. This is the ideal opportunity to experience the best of Long Island living that Port Jefferson has to offer, including private beaches, parking privileges, and top-rated blue ribbon schools. The main level hosts one primary bed with a private full bathroom, while an additional primary suite is on the upper level with a shared Jack and Jill bathroom. Upstairs also has hardwood flooring under carpet! With an in-ground pool featuring loop lock cover, two cozy fireplaces, gleaming hardwood floors, newer windows, and the convenience of gas on the block for future conversion, this home has it all. The roof was redone approx 2018 and the heating system was also updated in recent years. The extended driveway provides ample parking, and the meticulously maintained grounds showcase front and back inground sprinklers and a deck with pergola blooming with wisteria in the spring and summer for outdoor enjoyment. The versatile layout has been thoughtfully expanded and can be utilized to suit your living needs, whether you desire an optional home office, den, or recreational space - (wall in living room was closed and can be reopened).

107 Red Oak Court, Port Jefferson
$725,000
4 Beds ⋅ 3 Baths ⋅ 1005104 MLS
Updated and impeccably maintained 4BR/2.5Bth Colonial offering the perfect blend of comfort, quality and location. Enjoy a low-maintenance private backyard ideal for relaxing or entertaining without too much upkeep. Nestled near playgrounds, parks, elementary school, and fields! Wood burning fireplace and hardwood flooring. Media room has projector, screen, speakers or can be the DR. Primary w/ensuite bthrm. System 2000 Energy Kinetics oil burner! Port Jefferson School District! Note: Tax grievance in progress for 2026/2027.

600 Scraggy Hill Road, Port Jefferson

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