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

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

55 Rockledge Path, Port Jefferson
6 Pine Hill Ct, Port Jefferson
$1,399,000
4 Beds ⋅ 4 Baths ⋅ 1056902 MLS
Welcome to this stunning new construction home located in an exclusive six-home division in the heart of Port Jefferson Village. Tucked withing one of the North Shore's most sought-after communities, this private setting offers the charm and character of a coastal village that feels like a vacation destination year-round. This beautifully designed residence features approximately 3,500 square feet of living space, plus an additional 1,840-squyare-foot basement offering endless possibilities for recreation, storage, or future customization. The home includes 4 spacious bedrooms and 3.5 bathrooms, thoughtfully designed with modern living and comfort in mind. Enjoy the perfect blend of privacy, luxury, and village living-just moments from Port Jefferson's vibrant harbor, shops, restaurants, and waterfront lifestyle.

6 Pine Hill Ct, Port Jefferson
53 Bell Circle, Port Jefferson
$1,495,000
5 Beds ⋅ 4 Baths ⋅ 1055738 MLS
Welcome to this Stunning 5 bedroom home in the heart of Belle Terre, where timeless craftsmanship meets modern luxury. Newly constructed in 2016, this beautifully appointed home has sophisticated details throughout with heavy custom moldings, soaring ceilings, gleaming hardwood floors and an inviting open floor plan. A dramatic entry opens to expansive living spaces filled with natural light. A wall of windows and two sets of sliding glass doors create a seamless connection between the indoors and outdoors. The spacious living room features a dual sided gas fireplace, creating an inviting focal point while maintaining an open connection to the surrounding living areas. The stunning large Eat-In chef's kitchen feautures granite countertops, ovesized kitchen island, endless storage, high end Bosch & Fisher Paykel appliances and gas cooktop. The large formal dining room offers a versatile space for todays lifestyle. The first floor offers a large bedroom with full bath, ideal for guests or those seeking main level living. A spacious mudroom off the kitchen leads to a pantry, and access to garage and full basement. Upstairs, the open sweeping staircase leads to an impressive primary suite accessed through elegant double doors. The luxurious primary bath features a large walk in shower, double vanity, and oversized soaking tub. Sliding glass doors open directly to a private covered porch, creating a peaceful retreat overlooking the natural surroundings and lovely landscaped yard. Three additional generously sized bedrooms offer ample closet space, complemented by a beautifully appointed hall bath with double vanity and a dedicated laundry room complete the 2nd floor. Step outside onto the expansive Trex decking and discover a beautifully landscaped property featuring thoughtfully selected plantings that provide interest throughout every season. A covered portion of the deck offers an inviting space for outdoor dining, relaxing, and entertaining while enjoying the privacy of the surrounding grounds. The oversized 2 car garage features a pull down attic and 2 access doors to the outside. Additional features include durable vinyl cedar impression siding, gutter guards, a hand crimped copper roof accent on the front porch, efficient systems include well maintained Navien gas heating and on demand hot water, central air conditioning, sprinkler system and alarm system. Located in the Incorporated Village of Belle Terre, this exceptional home offers access to all Belle Terre amenities including a private beach, parks, pickleball courts and accessible community spaces. Every detail has been thoughtfully considered to create a space that combines elegance, comfort, and the relaxed lifestyle that makes Belle Terre such a special place to call home. Port Jefferson School District, close proximity to Stony Brook University and 3 hospitals. Village taxes included. All this makes 53 Bell Circle the perfect place to call home.

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

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

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

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

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

15 Hillcrest Avenue
24 Old Homestead Road, Port Jefferson
$789,999
3 Beds ⋅ 2 Baths ⋅ 1046868 MLS
A Port Jefferson Lifestyle Awaits in Harbor Hills. Prime location here in this 3 bedroom, 2 bathroom Cape, ideally situated in the desirable Harbor Hills community within the Incorporated Village of Port Jefferson. Set on a beautiful .57 acre property, the home features hardwood floors, a warm wood burning fireplace in the spacious living room, dining room, open kitchen with granite countertops & slider doors to the expansive Trex deck, 2 bedrooms and one full bath on the main floor. The upstairs primary suite offers a lovely ensuite bath, while the unfinished walk in attic provides exciting possibilities for additional living space, whether you envision a private home office, den, studio, or creative retreat. Beautifully landscaped property with belgium block walkway. 2 Car Garage, Full unfinished basement, Gas Heat, 200 Amp electric, Gutter Guards, CAC, and In Ground Sprinkers. Location is truly one of this home's greatest assets. Enjoy access to *two private beaches just a mile away*, along with discounted golf membership and the many amenities offered by the Village of Port Jefferson. Spend your days by the water, on the golf course, exploring the village, or simply enjoying the peace and privacy of your own backyard. Located within the renowned Port Jefferson Blue Ribbon School District and conveniently close to the LIRR and Stony Brook University, this home offers an ideal balance of community, convenience, recreation, and coastal living. Village taxes included Come discover why Port Jefferson isn't simply a place to live. IT'S A LIFESTYLE FOR A LIFETIME!

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

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

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

223 Old Post Road, Port Jefferson
6 Cliffside Drive, Port Jefferson
$1,388,000
5 Beds ⋅ 5 Baths ⋅ 1009076 MLS
Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street near the water and discover this custom home in a Beach and Country Club community. The 1.61 acre wooded lot offers privacy with oval driveway and brick walkway to front door. Custom built by "Clarendon", this 4,252 sq ft home features open spaces and lots of light for today's living and entertaining with its huge deck, in-ground pool, 5 bedrooms, 4.5 baths , plus oversize primary with renovated bath and additional room for visiting parents and /or guests on main floor. The Village of Belle Terre has been designated as a bird sanctuary, has a private beach for residents, a park with children's playground, a pickle ball court, a summer program for children, and residents are also welcome at the Port Jefferson Country Club for golf membership. Belle Terre is located adjacent to quaint Port Jefferson Village with restaurants, shops, Library, Ferry to Bridgeport, deep water mooring for boats and 2 major hospitals. Belle Terre truly is "a beautiful place to live!"

6 Cliffside Drive, Port Jefferson
87 Soundview Drive, Port Jefferson
$999,000
4 Beds ⋅ 3 Baths ⋅ 962515 MLS
PRICE REDUCED!!! SELLERS ARE MOTIVATED! Move-in ready, this Harbor Hills post modern home offers a blend of sophisticated updates and timeless charm. The home has been fully renovated to meet the expectations of modern living. Boasting 4 bedrooms and 3 full baths, the bright, open-concept main floor is filled with natural light throughout, across its contemporary design. The sleek, updated kitchen is a chef’s dream, featuring modern cabinetry, a dedicated wine storage area, and a stylish breakfast bar—perfect for both entertaining and everyday living. On the upper level, the expansive primary suite is a true retreat at over 600 square feet, complete with a double doors, vaulted ceiling, cozy sitting area, custom walk-in closets, and a spa-like ensuite bathroom. You will also find two additional bedrooms and an updated full bath on this level. The lower level offers exceptional flexibility, providing endless possibilities, whether you envision it as a home office, guest quarters, or an inviting family room, and it even includes a full bath and private outside entrance for added convenience. Downstairs, the basement level provides entertaining space with a media room, as well as a storage room with laundry. Set on over half an acre of exquisitely landscaped grounds, the property is a private oasis, complete with a semi in-ground heated pool—ready for this summer's enjoyment. What truly sets this home apart is its location and lifestyle access: Its prime location, within the desirable Port Jefferson School District is near the LIRR, and just a short walk to the beach, golf course, hospitals, and Port Jefferson Village, where you will find the local charm and character of the live theater, parks, shops and restaurants, the convenience of the ferry to New England and even enjoy the marina with waterfront dining and beautiful sunsets over the LI Sound. Residents of the Incorporated Village of Port Jefferson have access to the sought-after north shore lifestyle, with resident-only access to multiple beaches on the Long Island Sound. Port Jefferson is a boater's dream, with several private and public marinas just minutes from Harbor Hills, and easy access to Port Jefferson Harbor offering fishing and water sports. For those considering a move away from the pace of city living, this home offers the opportunity to embrace a more relaxed, coastal lifestyle—without compromising on convenience, connectivity, or quality of life. You'll want to embrace the lifestyle that this North Shore location offers! PLEASE NOTE: With a tax grievance already in progress, the next owner is well-positioned to realize potential annual savings of approximately $2,000–$3,000 for the 2027 tax year. Tax grievance letter attached.

87 Soundview Drive, Port Jefferson

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.