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$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!

504 West Broadway, Port Jefferson
$815,000
3 Beds ⋅ 2 Baths ⋅ 1053986 MLS
Discover the charm of Port Jefferson Village in this beautifully designed one story prestigious ranch style home with finished basement. Elegant architectural details, 3 year old roof, gourmet Kitchen, updated Baths, mature landscaping are part of the features found in this turn key residence. Designed for everyday living and entertaining, the private back yard with in-ground pool, patio and decks plus play area enhance the experience. Added to the custom woodwork, hard wood floors, the spacious kitchen with an island and wood burning fireplace. walk-in closets, 2 car garage, award winning schools-Cul-de-sac location, private beaches start to complete this impeccably maintained retreat

111 Red Oak Court, 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
$1,475,000
4 Beds ⋅ 4 Baths ⋅ 1043643 MLS
Perched above the coastline with sweeping views of the Long Island Sound and Mount Sinai Harbor, 5 Dock Court is a warm and inviting Contemporary designed to embrace its remarkable setting. Water views unfold from nearly every room, creating an ever-changing backdrop of passing boats, coastal skies, sunrises, and sunsets. Inside, hardwood floors extend throughout the main and second levels, while a double-sided fireplace connects the formal living and dining spaces with warmth and architectural interest. Generous windows invite natural light and coastal breezes throughout the home, and the balconies offer a peaceful vantage point for taking in the view, watching boats enter and leave the harbor, or listening to seasonal music drifting across from Cedar Beach. With four bedrooms and three and a half baths, the home offers both privacy and flexibility. The lower level expands the living space with a full bath, fireplace, separate outdoor entrance, and room for guests, recreation, work, or extended stays. Set on 1.39 private acres, the home is tucked away on a quiet court while remaining ideally situated between Port Jefferson Village and Mount Sinai. Dining, shopping, Port Jefferson Country Club, Stony Brook University, and three area hospitals are all within easy reach, as are some of the North Shore’s most beautiful waterfront destinations, including Cedar Beach and McAllister County Park. The nearby Port Jefferson ferry makes a weekend escape to New England effortless. A distinctive coastal home where the views become part of daily life.

5 Dock Court, Port Jefferson
$799,999
3 Beds ⋅ 3 Baths ⋅ 1053150 MLS
Tucked away on a cul de sac within the Three Village School District, this spacious L shaped ranch offers four bedrooms, two full bathrooms and one half bathroom on approximately 0.52 acres. The updated eat in kitchen features white cabinetry, granite countertops and a center island with seating, creating an inviting space for everyday meals and entertaining. Refinished hardwood floors, decorative molding and a brick fireplace add warmth and character, while the formal dining area provides room to gather. A bright seasonal Florida room offers another place to unwind and enjoy the backyard. Additional highlights include central air conditioning, replacement windows, a newer boiler and newer flooring in the Florida room. Outside, the generous yard provides plenty of space for outdoor enjoyment, complemented by a private driveway and a detached rear garage/storage building. A welcoming combination of space, thoughtful updates and convenient single level living.

3 Stacy Court, Port Jefferson
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 1050046 MLS
Tucked away at the end of a long driveway and perched on a private acre at the top of Belle Terre, this beautifully appointed rambling ranch offers privacy, serenity, and effortless one-level living just moments from the heart of Port Jefferson Village. With 3 bedrooms, 2.5 baths, and a spacious open floor plan, this home is designed to be enjoyed, shared, and filled with memories. The front porch welcomes you into an elegant entry foyer, where wood floors lead to a gracious formal living room anchored by a stunning stone-faced fireplace. Walls of windows fill the space with natural light, while the open formal dining room sets the stage for intimate dinners, holidays, and evenings with family and friends. Oversized sliders extend the entertaining outdoors to a private deck overlooking the mature, manicured property. The updated eat-in kitchen with large dining area features stone countertops, stainless steel appliances, gas cooking, and a door to a covered side porch. The primary suite offers an up-to-date en-suite bath, while 2 additional generously sized bedrooms, a full hall bath, powder room, and separate first-floor laundry complete the main level. A full, partially finished basement with fireplace provides endless possibilities and abundant storage, while a 2-car garage and extended driveway offer plenty of parking. Then there is life beyond the driveway. Port Jefferson Village offers a vibrant waterfront lifestyle with its harbor, restaurants, shops, live music, festivals, and year-round events, along with resident amenities including private beach access, tennis, pickleball, playgrounds, and more. The Long Island Ferry provides easy access to New England, while the LIRR connects you to NYC and beyond. Whether upsizing, downsizing, or simply dreaming of the ease of one-level living, here you can have space, privacy, and convenience without compromise. A home to gather in, an acre to retreat to, and a Village to become part of your next memories are waiting to be made. Total Taxes: $16,805 (Incl. Village Taxes $1933/Brookhaven $14,872)

15 Cliff Road, Port Jefferson
$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
$699,000
3 Beds ⋅ 2 Baths ⋅ 1045478 MLS
Harbor Hills Estates! This well kept unusual 3 bedroom ranch has a cathedral ceiling living room with great space and light. The convenient yet quiet setting is close to shopping, ferry, golf and schools. One floor living with well maintained wooded grounds, nice professional landscaping. Full basement partially finished with washer/dryer. Terrific location in the heart of Port Jefferson Village!

40 Laurel Drive, Port Jefferson
$1,145,000
4 Beds ⋅ 4 Baths ⋅ 1046184 MLS
Location, Sophistication, Seasonal Water views and privacy on a quiet Village street. This home is a custom built Contemporary style featuring 4 Bedrooms, 3.5 Bathrooms and offers an open layout with living, dining, ensuite primary bedroom plus chef's kitchen. The kitchen opens to a deck and yard with level property. A first floor guest bedroom has a backdoor entrance and access to the full bath from the bedroom. Gathering room adds to the first floor open space. The primary bedroom offers generous square footage, walk-in closet and private balcony. The hall to the other bedrooms is oversized and they have a full bath for the occupants. Hardwood Fls on both levels, and the finished basement adds diversified space. Taxes are being grieved. This home is near PJVillage shops, dining, award winning schools and Ferry-ideal year round or as a weekend retreat.

7 Waterview Drive, Port Jefferson
$1,175,000
4 Beds ⋅ 4 Baths ⋅ 1049606 MLS
Welcome home to a beautifully updated 4BR/3.5Bth Colonial tucked away on a peaceful cul-de-sac, conveniently located to all! Truly in move-in ready condition. Flooring and painting completed this year! Unwind in the private backyard oasis with a gorgeous saltwater 18x36 in-ground pool.. Walk-out basement to pool w/full bathroom, and finished rooms for entertaining or office space. Energy Kinetics System 2000 high-efficiency oil heating system, new hot water heater, cac, roof under 7 years, igs, EV charger, circular driveway! Renowned Port Jefferson School District - Port Jeff amenities include private resident-only beaches, private code enforcement, free resident only village parking. Minutes to the Harbor front park for incredible sunsets, cafes, theatre, boutiques, restaurants, ferry, LIRR, 3 hospitals and Stony Brook University! Golf enthusiasts will appreciate access to special rates at the beautiful Port Jefferson Country Club! This is more than a home - it's the lifestyle you've been waiting for!

7 Holly Lane, Port Jefferson
$749,000
3 Beds ⋅ 2 Baths ⋅ 1050212 MLS
Welcome to 250 N Country Road, Port Jefferson, NY—a spacious ranch-style home situated on an impressive 20,000-square-foot lot. This inviting residence offers approximately 1,400 square feet of living space, featuring three bedrooms, two full bathrooms, seven rooms, and convenient single-level living. The home includes beautiful wood flooring, central air conditioning, Oil heating, a dedicated laundry room, and a full basement providing excellent storage and additional possibilities. A private driveway and attached two-car garage offer parking for up to five vehicles. Connected to public water and sewer, this property combines comfort, space, and convenience in a desirable Port Jefferson location. The expansive grounds provide outstanding potential for outdoor entertaining, gardening, recreation, or future improvements. Conveniently located near local shopping, dining, schools, transportation, medical facilities, and the attractions of Port Jefferson Village. A wonderful opportunity to own a well-positioned home with generous property and exceptional potential.

250 N Country Road Unit #Single Family, Port Jefferson
$874,999
5 Beds ⋅ 4 Baths ⋅ 1048964 MLS
Welcome to 15 Hillcrest in Port Jefferson—a spacious Colonial offering a rare combination of multigenerational living and income-producing potential. The home features brand-new hardwood floors throughout, an open and inviting floor plan, a wood-burning fireplace, and a charming wraparound porch. Recent upgrades include a new gas heating system, new central air conditioning, and underground electrical service. Upstairs, you’ll find four generously sized bedrooms, a convenient laundry room, and an impressive primary suite featuring vaulted ceilings and a large walk-in closet. With flexible living space and a layout well suited for an additional income opportunity, this home offers versatility that is hard to find. Ideally located just minutes from Port Jefferson Village, the LIRR, shopping, dining, beaches, and all that the North Shore has to offer. A unique opportunity in a highly convenient Port Jefferson location!

15 Hillcrest Avenue
$829,999
3 Beds ⋅ 2 Baths ⋅ 1046868 MLS
A Port Jefferson Lifestyle Awaits in Harbor Hills. Prime location here in this 3 bedroom, 2 bathroom Cape, ideally situated in the desirable Harbor Hills community within the Incorporated Village of Port Jefferson. Set on a beautiful .57 acre property, the home features hardwood floors, a warm wood burning fireplace in the spacious living room, dining room, open kitchen with granite countertops & slider doors to the expansive Trex deck, 2 bedrooms and one full bath on the main floor. The upstairs primary suite offers a lovely ensuite bath, while the unfinished walk in attic provides exciting possibilities for additional living space, whether you envision a private home office, den, studio, or creative retreat. Beautifully landscaped property with belgium block walkway. 2 Car Garage, Full unfinished basement, Gas Heat, 200 Amp electric, Gutter Guards, CAC, and In Ground Sprinkers. Location is truly one of this home's greatest assets. Enjoy access to *two private beaches just a mile away*, along with discounted golf membership and the many amenities offered by the Village of Port Jefferson. Spend your days by the water, on the golf course, exploring the village, or simply enjoying the peace and privacy of your own backyard. Located within the renowned Port Jefferson Blue Ribbon School District and conveniently close to the LIRR and Stony Brook University, this home offers an ideal balance of community, convenience, recreation, and coastal living. Village taxes included Come discover why Port Jefferson isn't simply a place to live. IT'S A LIFESTYLE FOR A LIFETIME!

24 Old Homestead Road, Port Jefferson
$690,000
3 Beds ⋅ 2 Baths ⋅ 1047237 MLS
Welcome home! This move-in ready 3-bedroom, 1.5-bath property has been fully renovated from top to bottom, offering the perfect blend of modern comfort and style. Featuring a strong layout and a fantastic location, the home boasts a bright, updated interior equipped with brand-new appliances, a private driveway, and the convenience of a 1-car attached garage. All the hard work has already been done for you—simply unpack and settle in. Don't miss out on this exceptional, hassle-free opportunity—schedule your showing today!

73 Morton Street, Port Jefferson
$729,000
6 Beds ⋅ 3 Baths ⋅ 1047156 MLS
Spacious 6-bedroom, 3-bath home offering plenty of room for extended living and entertaining. Renovated throughout with gas heat and comfortable living spaces. Detached garage provides additional storage and parking. Potential for an additional living unit, offering flexibility for extended family or possible rental income, subject to proper permits and approvals.

35 Colony Road, Port Jefferson
$2,165,000
6 Beds ⋅ 5 Baths ⋅ 1037738 MLS
A distinguished luxury residence in the heart of the Village of Port Jefferson, this fully renovated 5,752-square-foot home delivers an exceptional level of quality, privacy, and versatility on a beautifully landscaped 1-acre property with water views. Ideally positioned on a quiet cul-de-sac just moments from private resident beaches and Port Jefferson Country Club, this is a rare opportunity to experience an elevated North Shore lifestyle with the space and flexibility to accommodate multiple generations. The thoughtfully designed 6-bedroom, 5-bath layout offers two private primary suites, each with beautifully renovated spa-inspired baths and high-end contemporary finishes. A separate approximately 1,100-square-foot guest/in-law suite provides remarkable flexibility, featuring an open-concept living and dining area, king-size bedroom with walk-in closet, full bath, laundry, central air, private exterior entrance, and interior access to the main home. The result is an ideal balance of togetherness and independence for extended family, guests, or an au pair. At the center of the main home is a fully renovated chef’s kitchen, completed in 2019, with custom cabinetry, an expansive center island, two KitchenAid induction ranges, two Bosch dishwashers, and a premium LG refrigerator. The generous floor plan offers multiple spaces for everyday living and entertaining, with thoughtful separation between living and sleeping areas. The beautifully landscaped grounds create a private resort-like setting, anchored by a 20' x 40' kidney-shaped gunite pool with electric heat pump, new ArmorTec paver patio, automatic pool fill, and new 6-foot vinyl fencing. A cabana and expansive outdoor spaces provide the perfect setting for summer entertaining, relaxing poolside, and enjoying the privacy of this exceptional property. Everyday comfort is enhanced by Andersen windows and doors, cedar shake siding, a 2020 roof with transferable warranty, beautiful wood flooring, custom lighting, and a wood-burning fireplace. Major systems have been thoughtfully updated, including high-efficiency heating and cooling, 200-amp electric service, and four heating zones. A 2-car attached garage plus a separate 2-car detached garage offer exceptional parking, storage, and flexibility. Rarely does a property offer this combination of refined renovation, expansive living space, multigenerational flexibility, private grounds, water views, and an exceptional Village of Port Jefferson location. Enjoy private beaches, golf, village dining, shopping, and waterfront attractions just moments away, with convenient access to Stony Brook University, NY Cancer & Blood Specialists, local hospitals, and approximately 60 miles to New York City.

6 Davids Way, Port Jefferson
$1,499,900
4 Beds ⋅ 6 Baths ⋅ 1045380 MLS
Located in the Prestigious Belle Terre - Surrounded by rolling wooded Landscapes sits this Extremely impressive 4 bedroom Post Modern Colonial on almost 1 acre. Professionally decorated and redesigned layout this gem was completely renovated only 2 years ago. Upon entering your 2 story entry hall with grand staircase you'll find a living room or private office on your right or your open floor plan living complete with dining room, den with fireplace and eat in chefs kitchen to your left and beyond. Your Kitchen features all new cabinets, quartz countertops across our oversized center island and all top notch appliances including a 8 burner gas stove! A first floor full bath and mud room complete the first floor. Upstairs is all the bedrooms each with their very own full bathrooms. The Primary Bedroom suite includes cathedral ceilings, a Juliet balcony, a walk-in closet and of course a primary bath. The primary Bath has a double vanity with led mirror, multi person/Multi shower head walk-in shower, separate jetted tub and private water closet. Again each of the additional 3 bedrooms has its own beautifully tiled full bathroom. The second floor is also where you'll use your laundry room. Below all this is your full finished walkout basement where you'll entertain in your rec room plus a possible guest room and full bath. This home has a large rear deck overlooking your fully fenced rear yard, Central Air and a 2 car garage.

5 Buena Vista Road, Port Jefferson
$800,000
4 Beds ⋅ 4 Baths ⋅ 1039000 MLS
Spacious colonial located on a quiet, sought-after street in the Harbor Hills Community. Featuring large rooms with a traditional layout, hardwood floors, new appliances, and a cozy den, this home has so much to offer. Upstairs includes 3 guest bedrooms, a full bath, a cedar closet, and a walk-in linen closet. The primary bedroom boasts an en-suite bath and a dressing room with both a double closet and a walk-in closet. The walk-out basement offers a game room, storage room, and a full bath, perfect for poolside use. Additional features include generator connection, upgraded 200-amp electric service, gas burner, and a 2.5-car garage with opener. The pool was open last season and will be available again for buyer inspection. Enjoy all village amenities, including private beaches, free parking, access to sports courts, and resident rates at PJCC.

31 Sands Lane, Port Jefferson
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 1041354 MLS
One-of-a-Kind Opportunity to Own a Private, Secluded Home on 2.2 Acres in Port Jefferson. Your Tranquil Escape is at the End of a Cul-de-Sac with a Private Driveway. Close Walk to Historic Village; In-ground Pool w Solar Heating & Loop Lock Cover; Pool With Views of the Harbor. Full Basement with a Bonus Room; 2 Car Attached Garage; Village Amenities Include: Famed School District; Private Beaches; Country Club; Resident Parking. Close to Hospitals; University and Transportation.

105 Laurel Lane, 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
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 1037541 MLS
Nestled in a quiet cul-de-sac, this rare architectural gem is one of just 72 homes designed by renowned architect Geysa Sarkany. Celebrated for his love of nature and the way light moves through a space, this home perfectly reflects his vision of harmony with the natural surroundings. Open living areas feature oversized windows and doors that picture frame the mature landscaping and embrace the private setting. High ceilings and natural materials blend effortlessly with modern kitchens and baths, creating a seamless connection between indoor and outdoor living. Each of the four bedrooms boasts a private balcony with views of the grounds, while the primary suite offers winter water views, an ensuite bath, and a walk-in closet. The full unfinished basement provides optional additional living space. Just a half block from the rear of the property lies one of Belle Terre’s three exclusive beaches. Community amenities include a park with a pickleball court, exercise path & playground, a constable service, and a community center. Taxes reflect both TOB and the village of Belle Terre with no deductions, both are eligible for grievance. Estimated reduction is $2600-3000.

12 Lost Meadow, Port Jefferson
$849,900
4 Beds ⋅ 4 Baths ⋅ 1038668 MLS
This Luxury Townhouse has it all, Huge vaulted ceiling Foyer with an Open floor plan that leads you through spacious rooms and tremendous closets. Many Updates... New Gas Heating Unit and Central Air Conditioning, Some new Anderson Windows, New Refrigerator, New Trex Patio, Young Roof and rain gutters, Recessed Lighting. A wood Burning Fireplace in the Livingroom that will comfort the whole family. An Enormous Master bedroom Suite/ with Fireplace, Oversized Closets, Dressing Room and Primary Bathroom. This is A Private Luxury Community that is Minutes away from the Village of Pt. Jefferson, less than a mile away from the Ferry to Connecticut and the LIRR through Long Island to New York.

5 Princess Tree Court, Port Jefferson
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 1037311 MLS
Welcome To This Spectacular 4 Bedroom 4 Bath Bill Hines Colonial, Offering Over 3800 Interior Sq Ft Of Beautifully Designed Living Space In Jefferson Landing, One Of Port Jefferson's Most Sought-After Developments. Privately Situated Atop Its Own Hilltop Setting This Exceptional Home Offers A Wonderful Sense Of Privacy And Presence. Impressive From The Moment You Arrive, This Remarkable Home Features A Welcoming Covered Front Porch, Grand Entry Foyer, Soaring Cathedral Ceilings, Rich Hardwood Floors, Wood Burning Fireplace And Exquisite Custom Mouldings & Woodwork Throughout. The Show Stopping Great Room Features A Floor To Ceiling Custom Bar And Oversized Windows Overlooking The Landscaped Grounds. A Full Finished Basement Provides Additional Living And Recreational Space, Along With Abundant Storage, A Cedar Closet And Direct Access To The Attached Two-Car Garage. Step Outside To Your Own Private Retreat Complete With An In-Ground Free Form pool And Two Decks, Perfect For Multi-Level Entertaining And Enjoying The Outdoors. Located Just A Short Distance From The Village Of Port Jefferson Where One Can Enjoy Fine Dining, Year-Round Theatre, Cultural Activities, Beaches, Ferry Service & More.

4 Jefferson Landing Circle, Port Jefferson
$999,999
4 Beds ⋅ 4 Baths ⋅ 1038126 MLS
Situated on one of Port Jefferson’s most sought-after blocks, this split-level home radiates pride of ownership. Spacious rooms with oversized windows fill the home with natural light while maintaining privacy. The formal areas flow seamlessly indoors and out, perfect for entertaining. The custom kitchen boasts high-end cabinetry, newer appliances, radiant heat, dual ovens, and warming drawer. The expansive primary suite features two walk-in closets and a sun filled bathroom with vaulted ceilings. Upstairs, you’ll find a junior suite with private bath and another bedroom and bath. Additional 4th bedroom can be had on the 1st floor or with the legal bedroom in the basement. The private backyard includes an enclosed deck, patio, open lawn and fenced-in pool. The vinyl-lined L-shaped pool has an oversized shallow end and a deep end, surrounded by lush gardens and flowers. This home is at a mid-block location on a wide tree-lined street, just a half block from the golf course and a short distance to some of the village’s favorite private beaches. All village amenities. Taxes shown include both the Village of Port Jefferson and the TOB without any deductions.

11 Soundview Drive, Port Jefferson
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 1032540 MLS
****Private showings available - seller is motivated**** Perfectly positioned within the prestigious Incorporated village of Port Jefferson,56 Old Homestead Road presents an exceptional opportunity to own a private luxury home in one of Long Island's most coveted waterfront communities.Nestled on .93 acres of exquisitely manicured grounds, this 3000-square-foot multi-level contemporary ranch features 4 bedrooms, 3 full baths and an extraordinary blend of sophisticated living and resort-inspired amenities. Double entry doors into an impressive open-concept living space with string vaulted ceilings that create remarkable natural light throughout the living room, dining room and kitchen.The elegant living and dining rooms are anchored by a shared fireplace and seamlessly connect to a rooftop entertaining deck. The master suite opens directly to the rear balcony overlooking the resort style grounds. Luxurious primary suite features two oversized walk in closets, elegant trey ceiling and custom built-in cabinetry. The spa inspired bath features whirlpool jacuzzi, steam shower and rainfall shower head with custom finishes throughout. The lower level continues the home's exceptional design philosophy with an expansive recreation and entertainment area ideal for hosting family and guests. Media and Billiard room , Bar laundry.Three bedrooms with two full baths with direct access to deck and pool area. 1-1/2 garage featuring custom cabinetry featuring stainless steel countertops ,a mechanical room full size refrigerator and freezer plus dual wine refrigerators perfect for entertaining. The rear deck overlooks a koi pond transitioning to a spectacular pool area curated with tropical landscaping featuring a Heated unground swimming pool, Integrated spa , Cascading Waterfall ,Outdoor Kitchen,Custom bar, Outdoor Fireplace wifi throughout the property and integrated surround sound and media system . Beautiful custom shed finished off this rare village home ! A rare village home offering an exceptional combination of privacy , architectural character , resort-quality amenities, and one Port Jefferson Village's most desirable locations , 56 Old Homestead represents far more than a residence - its a private lifestyle destination. Every detail has been thoughtfully curated to deliver year-round luxury living and unforgettable entertaining in one of Long Island's most distinguished waterfront communities .

56 Old Homestead Road, Port Jefferson
$1,200,000
5 Beds ⋅ 4 Baths ⋅ 1032233 MLS
Golf players, Tennis lovers, Boaters & Beach goers! This sprawling 5 bedroom, 3.5 bath ranch that backs up to the lush, green Port Jefferson golf course is not just a house, it's a Lifestyle! A sunfilled open floor plan with vaulted ceilings & skylights leads to the family room with Fireplace and kitchen with breakfast bar. The sunken Living Room brings drama to the party, and the 2 Primary Suites, both with en suite baths, do not disappoint. A 3 Season Sunroom and 2 car garage complete the picture. Visit the Port Jefferson Village restaurants & boutiques for entertainment after a day at the Residents Only Beach and the Country Club, both just a stone's throw from your house! Close to the Marina, Stony Brook University, Hospitals, LIRR, and so much more. Don't miss your chance to see this one!

30 Fairway Drive, Port Jefferson
$1,499,999
4 Beds ⋅ 3 Baths ⋅ 1026739 MLS
This 1920's Tudor is in the Private Community of Belle Terre, and Recently Updated. Large Panoramic Windows Throughout Overlook Nature & Water Views of Port Jefferson Harbor. The House Welcomes Warm Rays of Light through the Oversized Panoramic Windows throughout the Home and is Located on a Quiet Cul-De-Sac. This Home Boasts 3 1/2 Stories. 4 Beds. 2.5 Baths, and a Separate 3 car Garage. Brand New Roof w/transferrable warranty, Brand New Custom Windows, New Ductless Split Units throughout the Home for Heating and Cooling. Custom-Built Marble Fireplace. The Sliders Lead to the Large Deck Which Face the Beautiful Picturesque Harbor. Bedrooms and Livingroom Overlook the Beautiful Harbor and the Serene Nature of the Wooded Backyard. The Primary Offers Large Closets, & Sliders that Lead to the Rebuilt Upper Decks. A Newly Finished Ground Level Basement Boast a Bedroom/Office, Extra Living/Entertainment Room, Utilities, Laundry, Storage, and an Outside Entrance. Brand New Cesspool. This Home was Remodeled with True Thought, Detail, and Care. Easy Access to Harbor Right from the Home! Belle Terre Residents Amenities Offer: Direct Access to the Beach, Private Playground. Parks. Tennis Courts, and Community Center. PJ Yacht Club, Local to the Port Jefferson Village which offers Theatre, Restaurants, Nightlife, Art, and More., Connecticut Bridgeport Ferry only Minutes Away. 20 min Drive to Wineries, & Out East! This Home Speaks to You and is Truly One of a Kind.

11 Buena Vista Road, Port Jefferson
$1,599,000
5 Beds ⋅ 4 Baths ⋅ 1014504 MLS
Experience the essence of a Hampton-Style Classic Contemporary offering spectacular water views and an extraordinary outdoor lifestyle. This exceptional property features a beautifully designed backyard with expansive bluestone patio, spa, inground gunite heated pool, perfect for entertaining or peaceful relaxation. Enjoy a true country club lifestyle just minutes from private resident-only beaches, kayaking, sailing, harbor-front park, charming cafes, live theater, LIRR, Ferry service and nearby hospitals and university. A rare opportunity to embrace resort-like amenities and the best of the North Shore's coastal lifestyle. All in the renowned Port Jefferson School District! Property Details: - History: Meticulously maintained by the original owners since 1985. - Exterior: Situated on .53 acres featuring four multi-level mahogany decks, landscape lighting, Andersen windows, and fire/burglar alarms. - Recent Upgrades: Roof is under 15 years old; includes a new boiler and a new central air conditioning system. - Pool & Spa: Equipped with separate hot water heaters, filtration systems, and propane heaters. Recent updates include new tiles, marble dusting, and new jets, with a backwash system into a dry well. - Backup Power: Generac 22K propane generator with transfer switch. Interior Features: - Main Level: Open floor plan with cathedral ceilings and five skylights. Includes an entrance foyer, formal dining room, and an expansive living room. The primary bedroom features cathedral ceilings, built-in closets, and a full marble en-suite bath with a massaging jet bathtub. The chef’s Pedini-designed kitchen includes an island and Sub-Zero, Miele, Bosch, and GE Monogram appliances. This level also includes a washer/dryer closet, two additional bedrooms with cathedral ceilings, and a second full bathroom. - Lower Level: Large family room with Brazilian cherry floors, an additional large bedroom with an en-suite bathroom, a fifth bedroom, a play area, recessed lighting, and ample storage. Exterior Features: - Gardens: Multi-level gardens - Views: LI Sound, Mount Sinai Harbor, and Cedar Beach - Patio: Bluestone patio

32 Contessa Court, Port Jefferson
$699,999
3 Beds ⋅ 2 Baths ⋅ 999888 MLS
Set on a beautiful hilltop property surrounded by mature trees, this updated 3-bedroom, 2 full bath Ranch offers privacy, natural light, and an unbeatable Port Jefferson lifestyle. Situated on over half an acre, the home features an open floorplan with hardwood floors throughout and sun-filled living spaces designed for comfortable everyday living and entertaining. The newly finished basement offers additional flexible living space with electric heat and an outside entrance through the attached 2-car garage. A new heat pump heating system helps offset oil expenses while adding year-round efficiency and comfort. Perfectly located just minutes from the historic shipbuilding Village of Port Jefferson, enjoy easy access to charming shops, restaurants, the Village Center, Harbor, and LIRR. Residents also enjoy exclusive Port Jefferson Village amenities including discounted country club membership, children’s programs, ice skating rink, tennis and pickleball courts and programs, plus the beloved Rocket Ship Park.

223 Old Post Road, Port Jefferson
$3,199,000
5 Beds ⋅ 8 Baths ⋅ 1004985 MLS
Experience unparalleled luxury and architectural grandeur in this extraordinary 15,092-square-foot estate where exceptional craftsmanship and resort-style amenities converge. Privately set behind a gated entrance with a circular driveway, this magnificent residence situated on 1.8 acres offers 5 bedrooms, 8 bathrooms, a 4-car garage, and an impressive array of indoor and outdoor living spaces designed for both lavish entertaining and comfortable everyday living. A dramatic entry foyer makes a lasting impression with a sweeping bridal staircase, a striking double-sided fireplace, and a spectacular illuminated stained-glass ceiling. Throughout the home, exquisite wainscoting, coffered ceilings, custom cornice moldings, and seven fireplaces showcase the meticulous attention to detail and superior quality of construction. The expansive main level features 13 beautifully appointed rooms, including elegant formal living and dining rooms, a richly appointed library, a spacious den, and two generously sized bedrooms. Every bedroom in the home enjoys the privacy and convenience of its own en-suite bath. The gourmet chef's kitchen is outfitted with premium Bosch, Wolf, and Sub-Zero appliances, offering the perfect setting for culinary excellence and entertaining. The luxurious primary suite serves as a private sanctuary, featuring a gracious sitting area, an expansive dressing room, and a spa-inspired en-suite bath complete with a soaking tub, oversized walk-in shower, dual vanities, and private balcony. A unique spiral staircase provides direct access from the suite to the indoor pool and sunroom, creating an unparalleled retreat experience. One of the home's most remarkable features is the enclosed sunroom, which houses a heated indoor in-ground pool and serves as a year-round resort oasis. This spectacular space also includes a fireplace, full bath, and built-in BBQ area, seamlessly blending relaxation and entertainment. An elevator services all four levels of the residence, providing effortless access throughout. The fully finished lower level offers an exceptional collection of amenities, including a media room, full kitchen, climate-controlled wine room, office, den, billiards room, and extensive recreation and gathering spaces. The outdoor grounds are equally impressive, highlighted by a heated saltwater in-ground pool surrounded by an expansive paver patio. A beautifully designed cabana features an outdoor kitchen, BBQ, and fireplace, creating the ultimate setting for outdoor entertaining and relaxation. Completing this extraordinary estate is a stately slate roof, further emphasizing the home's enduring quality and elegance. A rare offering of remarkable scale and distinction, this one-of-a-kind estate delivers an unmatched lifestyle of luxury, privacy, and resort-inspired living.

98 Cliff Road, Port Jefferson

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