Port Jefferson NY 4 Bedroom Real Estate, Homes, Condos for Sale

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

$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

$799,999

4 Beds ⋅ 4 Baths ⋅ 1039052 MLS

Welcome to 45 Hillcrest Avenue, where space, privacy, and the Port Jefferson lifestyle come together. Set on a quiet block on just over half an acre, this beautiful 4-bedroom, 4-bath home offers hardwood floors throughout, generous living space, a full basement, and a 2-car garage. The updated kitchen, Andersen windows, central air installed in 2025, newer roof and siding, and brand-new oil tank provide thoughtful updates throughout the home. Outside, your own private retreat awaits with a 16' x 38' Lazy L gunite pool and plenty of room to relax, entertain, and enjoy summer at home. Located in the Port Jefferson School District and just minutes from the LIRR, Port Jefferson Village shopping, dining, and waterfront, with access to coveted Village amenities including beaches, tennis, and resident parking. A rare opportunity to enjoy space and serenity while staying close to everything that makes Port Jefferson such a special place to call home. Taxes include village tax and Brookhaven tax combined

45 Hillcrest Avenue, 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

$589,999

4 Beds ⋅ 2 Baths ⋅ 1034495 MLS

Step inside this 4 bedroom colonial in Port Jefferson. New carpet, fresh paint, and 150 amp electrical give it a move in ready feel, while Anderson windows and 2 zone oil baseboard heat keep it efficient through the seasons. Two ductless AC units handle the downstairs in summer. The main floor has a formal dining room and an eat in kitchen, both finished with crown molding throughout. Upstairs you’ll find all 4 bedrooms plus a full bath, with a second half bath on the main level. Outside, a composite deck overlooks a quarter acre yard with a 5 zone Hunter irrigation system. There’s also garage storage and a full unfinished basement for extra space. Built in 1968 and located within the Comsewogue Central School District, this home is ready for its next chapter.

53 Comerford Street, Port Jefferson

$1,295,000

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

$879,999

4 Beds ⋅ 3 Baths ⋅ 1025215 MLS

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

28 Village Woods Road, Port Jefferson

$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

$759,000

4 Beds ⋅ 4 Baths ⋅ 1024562 MLS

Welcome to this beautifully updated, move-in-ready townhouse offering the perfect blend of comfort, style, and sophistication. This multi level home features 4 spacious bedrooms and 3.5 beautifully appointed baths, this meticulously maintained home has been freshly painted and thoughtfully updated throughout. The inviting floor plan boasts a spectacular oversized great room with a wood-burning fireplace, creating the perfect gathering space for family and friends. A second wood-burning fireplace adds warmth and charm to the private primary suite, which also features a relaxing jetted tub—your own private retreat at the end of the day. Additional highlights include: 2 car garage, central air conditioning, gas heat, central vacuum, custom moldings, freshly refinished wood floors as seen, high-hat lighting throughout, public sewers, a newer roof, siding, and driveway, along with numerous recent updates. Enjoy a low-maintenance lifestyle in this beautifully maintained community, where the monthly HOA takes care of professional landscaping and snow removal, allowing you more time to enjoy everything the area has to offer. Ideally located just minutes from the charming Village of Port Jefferson, you'll have easy access to waterfront dining, boutique shopping, marinas, beaches, year-round community events, ferry service to Connecticut, and the renowned John T. Mather Hospital and St. Charles Hospital. Commuters will also appreciate convenient access to major roadways and the Port Jefferson LIRR station. Offering exceptional space, modern updates, and an outstanding location in one of Long Island's most sought-after North Shore communities, this is more than just a home—it's a lifestyle. Don't miss this rare opportunity to own a townhouse of this caliber. Homes this beautiful don't last long! *This is a townhouse, not a condo. Homeowners are responsible for their own exterior maintenance on the structure. Landscaping, snow removal, trash pick up and road maintenance are included in the HOA fee.

6 Princess Tree Court, Port Jefferson

$849,000

4 Beds ⋅ 3 Baths ⋅ 1021854 MLS

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

135 Oakwood Road, Port Jefferson

$1,000,000

4 Beds ⋅ 4 Baths ⋅ 1022843 MLS

MAJOR PRICE IMPROVEMENT! Welcome to this beautifully secluded residence in the prestigious Incorporated Village of Belle Terre, where privacy, comfort, and timeless North Shore living come together. Nestled on a serene, tree-lined property, this spacious four-bedroom home offers a rare opportunity to enjoy one of Long Island’s most sought-after waterfront communities. Designed for both everyday living and entertaining, the home features four generously sized bedrooms, two full bathrooms, two half bathrooms, and a charming wood-burning fireplace that creates a warm and inviting focal point. Sun-filled living spaces, an easy-flowing floor plan, and peaceful surroundings provide the perfect setting for relaxing or hosting family and friends. Belle Terre residents enjoy exclusive village amenities, including private beaches, waterfront parks, tennis courts, and a picturesque shoreline overlooking Port Jefferson Harbor. Just minutes away, the vibrant Village of Port Jefferson offers exceptional waterfront dining, boutique shopping, cafés, marinas, Harborfront Park, live entertainment, seasonal festivals, and the Bridgeport & Port Jefferson Ferry, providing convenient access to Connecticut. Ideally located near Stony Brook University, Stony Brook University Hospital, golf courses, yacht clubs, parks, nature preserves, and Long Island’s beautiful North Shore beaches, this home offers the perfect balance of peaceful seclusion and everyday convenience. Experience the charm, privacy, and exceptional lifestyle that make Belle Terre one of Long Island’s most desirable waterfront communities. This is a rare opportunity to make this special property your own.

21 Druid Hill Road, Port Jefferson

$710,000

4 Beds ⋅ 2 Baths ⋅ 1020092 MLS

This charming country home on a quiet street in Port Jefferson is filled with natural light and features beautiful craftsman finishes. The main living spaces have an open flow, offering spacious rooms with hardwood floors, even under most carpets upstairs. The versatile layout includes a first-floor bedroom perfect for a home office and a three-season sunroom. An original wide craftsman staircase leads to a large landing, three generous bedrooms, and a full bath on the second floor. Updates include a newer gas heating system, stone countertops, and stainless steel appliances. The oversized two-car garage with loft and garden shed is perfect for storage or workspace, all set amid mature gardens and a lush, flowing lawn. Community offers exclusive beaches, private golf & tennis club, deep water harbor with 4 marinas and community center with year-round events, farmer's market and festivals. Taxes shown include township and incorporated village with no deductions.

18 2nd Avenue, Port Jefferson

$1,375,000

4 Beds ⋅ 3 Baths ⋅ 1018546 MLS

Welcome to the ultimate country club lifestyle! This beautiful home is perfectly positioned across the street from the beautiful resident-only, West Beach! The backyard features a 20x40 salt water inground pool with all day sun exposure by the 11th hole of the prestigious Port Jefferson Country Club Golf Course! Hayward pool pump 2024, Jandy pool salt water system 2025, Jandy pool filter 2026, new pool Dolphin vacuum 2026. Everyday feels like a vacation! The home offers Brazilian Walnut wood floors on 1st floor, oak wood floors on 2nd floor and cedar floors in primary closets. Beautiful chefs kitchen with 48" Wolf Dual Fuel stove/oven (gas burners and griddle; electric oven), Wolf microwave, Bosch DW, GE Cafe refrigerator with hot water dispenser. Waterstone faucet w/lifetime warranty. American walnut center island 8.5" long! Natural stone inset above stove and island lighting: Honey Onyx Top of line Kingswood cabinetry (35 cabinets, 17 drawers!) 1st floor and 2nd floor laundry both equipped with Electrolux washer/dryer Primary bedroom bathroom: marble, Le Bain air massage tub (new control panel 2025) Full bathroom on 1st floor - Marble Central vacuum on all 3 levels Gas fireplace in den ADT alarm system 2024 Hard-wired speakers in LR: Polk, and backyard: Bose IPE Brazilian Walnut hardwood decking Rare opportunity to own a slice of paradise in one of the most coveted locations around, where the beach, golf, and resort-style living are all right outside your door! Conveniently located near 3 hospitals, university, LIRR, Ferry! Award winning Port Jefferson School District!

14 Fairway Drive, Port Jefferson

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 1018245 MLS

Welcome to 406 Brook Road, a gorgeous, turn-key colonial nestled in the heart of Port Jefferson village. Perfectly positioned to capture stunning winter water views, this meticulously maintained residence offers the ideal blend of timeless elegance and modern comfort. Step inside to discover an inviting entryway, leading to your open concept living space with gleaming hardwood floors, coffered ceilings, and thoughtfully designed spaces perfect for both everyday living, and entertaining. The gourmet kitchen is the heart of the home, and features leathered Taj Mahal countertops, Blue Star and Wolf appliances, and a lovely open layout allowing you to entertain your guests while you host. As you step upstairs, you’ll find generously sized bedrooms, including a luxurious owners suite designed as a private retreat, with a large en-suite bath, and walk-in closet. The large windows in the home, frame picturesque seasonal water views while filling the home with abundant natural light. The real show-stopper is the resort backyard, with a large in ground pool, outdoor kitchen, putting green, pergola, and much more. You don’t want to miss this show-stopper, just minutes away from all that exciting Port Jefferson Village has to offer.

406 Brook Road, Port Jefferson

$799,000

4 Beds ⋅ 3 Baths ⋅ 1014268 MLS

Here’s your chance to live in Belle Terre! This 4 bedroom 2.5 bath home allows you to make it just the way you dreamed! Design the kitchen and bathrooms of your dreams! Select your favorite colors to paint! Check out the bonus space above the garage! The property is serene and private! A circular driveway with fresh gravel that reminds you of the elegant Estates of the North Shore. The in ground pool is already there! This summer can be your best ever! Loft with full staircase above garage. The Village of Belle Terre offers amenities including private beaches, cabanas, constables, club house and more. Bring your book of ideas and make your vision a reality in this solid home with great bones and character!

7 Upper Devon Road, Port Jefferson

$699,999

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

$749,999

4 Beds ⋅ 3 Baths ⋅ 929763 MLS

Welcome to 101 Longfellow Lane, A Unique and Charming 4-5 Bedroom, 3 Bath, Double A-Frame Home Set in The Tree Tops of Port Jefferson with a Winter Waterview of Port Jefferson Harbor. Nature and Serenity Abounds Looking Out of the Floor to Ceiling Windows In this Creatively Designed Home. The Living/Dining Room is Accented by a Wood & Coal Burning Stove. Enjoy the Sights and Sounds of Nature from the Two-Level Wrap-Around Deck. A Spiral Staircase Leads You To Third Floor Bedroom Loft with Walk-in Closet and Full Bath. This Inviting Loft is Above the Triangular Wall of Windows, Offering Breathtaking Views, Year Round. The Lower Ground Level Offers a Separate Entrance With Two Bedrooms, Full Bath and Space for Office/Study or Gym. The Grounds Are Very Low Maintenance, A Gardener's Delight, Complete with a Potting Shed. Live In Nature's Beauty Among the Treetops in This Unique and Charming Home! A Short Walk To The Heart Of The Village! Beach Rights !

101 Longfellow Lane, Port Jefferson

$699,998

4 Beds ⋅ 3 Baths ⋅ 991204 MLS

BACK ON THE MARKET!!! Circa 1855, the Captain Lewis Tooker Home sits prominently in Port Jefferson Village, offering historic charm with thoughtful modern updates. Designed by architect Geysea Sarkkany, this residence features a chef’s kitchen equipped with a 6-burner Viking stove, cabinetry, and a center island, oversized walk-in pantry. Just off the kitchen is a large formal dining room, two formal living rooms with gas fireplace, and a flexible layout offering 3–4 bedrooms, including an office or optional fourth bedroom. Third floor Scenic views of Port Jefferson Harbor. Recent improvements include heating system upgrades with a new radiator and rebalanced lines for improved efficiency, concrete repairs to the rear chimney, and the addition of a gas line for a fireplace insert. Exterior updates include a widened driveway with new blacktop/Belgian block border, white PVC fencing with gate, and additional wood picket fencing along the side and rear. The home has been newly sided, and the roof is approximately 15 years old. Additional features include central air conditioning, separate hot water heater, a detached two-car garage and back yard patio. 2 blocks from shopping and events in Port Jefferson Village, residents enjoy access to village beaches, country club amenities, live music, seasonal festivals. TAX GRIEVANCE FILED

108 High Street, 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

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 969672 MLS

Welcome to this stunning new construction home located in an exclusive six-home subdivision in the heart of Port Jefferson Village. Tucked within 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-square-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.

Lot 6 Pine Hill Court, Port Jefferson

$699,000

4 Beds ⋅ 3 Baths ⋅ 966593 MLS

GREAT OPPORTUNITY FOR YOU TO OWN AN INVESTMENT PROPERTY! Brand New Home- Less Than 5 Years Old! 4 Bedrooms/2.5 Baths; Low Taxes-Including Village Taxes; Open Kitchen w Granite Countertops & Stainless Steel Appliances; Lenox Equipment; Central Air; Private Driveway & 1 Car Garage; Natural Gas & Sewer; Stroll to Beautiful Historic Port Jefferson Village Private Beaches: Premier Country Club: Harborfront Park with Amazing Sunsets; Port Jefferson Village Center; Famed Port Jefferson Schools; Close to Trains, Buses, Ferry, Hospitals & StonyBrook University. A Must See! CLICK ON DOCUMENTS TO SEE SURVEY AND FLOOR PLAN

105 Liberty Avenue, Port Jefferson

$599,000

4 Beds ⋅ 3 Baths ⋅ 942446 MLS

This is a unique opportunity to purchase this spacious 9-room, 4-bedroom, 2.5-bath colonial home in Port Jefferson Village at an incredible price. The home features hardwood floors throughout, an in-ground pool with a loop loc cover, and a home office with a fireplace and an outside entrance, making it ideal for anyone who sees clients or works from home. This home is located just 1 mile from the Village Center. Village perks include exclusive resident access to beaches, tennis and pickleball courts, parks, and reduced membership fees at the Port Jefferson Country Club with an 18-hole golf course and clubhouse overlooking Mt. Sinai Harbor. The village is known for its waterfront festivals and concerts, restaurants and pubs, farmers markets, art exhibits, as well as mooring and dock rights, kayak racks, and proximity to the PJ train station (less than a mile), Stony Brook University and Hospital (6 miles), and the ferry to Connecticut. Explore all the village has to offer at: https://Portjeff.com/village-info. Taxes include the Village tax.

105 Rustic Road, Port Jefferson

$899,000

4 Beds ⋅ 3 Baths ⋅ 842068 MLS

Beautiful colonial style home in Belle Terre community with close proximity to private North Shore LI Beach. Village of Belle Terre taxes are $2,500.00 annually, in addition to the Town of Brookhaven property taxes.

39 Cliff Road, Port Jefferson

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