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$1,699,999
5 Beds ⋅ 5 Baths ⋅ 1012794 MLS
Set on 1.5 acres overlooking a pristine golf course, 83 Cliff Road in Port Jefferson delivers the ultimate private resort lifestyle. This exceptional 5-bedroom, 5-bath residence is surrounded by breathtaking grounds featuring a pool, sports court, and dedicated pickleball area-designed for both elevated entertaining and everyday escape. Whether you're hosting unforgettable gatherings or enjoying quiet moments with sweeping views, this property offers a rare blend of space, privacy, and recreation-all in one extraordinary setting. This isn't just a home-it's your own personal retreat. Don't miss the opportunity to experience this one-of-kind property.

83 Cliff Road, 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
$1,300,000
3 Beds ⋅ 4 Baths ⋅ 1037285 MLS
Here is your opportunity to make an exquisite townhome with a water view of your own. Village Vista's is a 55 and better community located in the heart of Port Jefferson Village. Enter the home on the main level and look across the open floor plan and see the beauty of the Long Island Sound and the pastoral, peaceful views behind your home. This home boasts three comfortable levels with your own personal elevator, whole-house generator, a roll-up awning over the rear trex deck off the living room, Anderson windows and sliding doors throughout, and two fireplaces. To complete the splendor, the primary bedroom with an ensuite is located on the 1st floor. On the upper level, there are two additional bedrooms; one bedroom offers a sliding door to a trex deck. Also upstairs, there is a Jack & Jill bathroom and a comfortable loft with an eye-catching water view. This home also offers a coffered ceiling, paver driveway, and a two-car attached garage. The gourmet bright white kitchen has a large marble island, stainless steel appliances, and marble flooring. The lower level of this home is finished with a family room, full bathroom, laundry room, and a storage room. This home is an absolute gem and will not last.

35 Theresa Lane, 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
$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
$899,000
3 Beds ⋅ 4 Baths ⋅ 1011588 MLS
From the moment you pass through the gates and wind along the beautifully manicured streets, you know you've arrived somewhere special. A stunning slate and stone walkway welcomes you home, setting the tone for the elegance that awaits inside. Step through the front door and you're immediately greeted by soaring ceilings, streams of natural sunlight pouring through oversized transom- topped windows, and an open, airy floor plan designed for modern living. Every detail feels intentional, from the warm wood flooring underfoot to the soft glow of energy-efficient LED lighting installed during the home's complete 2021 renovation. The heart of the home is undoubtedly the chef-inspired kitchen, where family and friends naturally gather around the oversized center island. Gleaming white quartz countertops, a tumbled marble backsplash, custom glass-front cabinetry, and open shelving create a space that's as beautiful as it is functional. Whether hosting holiday dinners or enjoying a quiet morning coffee, this kitchen is built to be the backdrop of life's best moments. Just beyond, the expansive living room invites you to relax beside the cozy gas fireplace or open the sliders and step onto your private deck, the perfect place to unwind after a long day. The main-level primary suite offers a peaceful retreat, complete with a spa- like ensuite bath and generous closet space. Upstairs, two spacious bedrooms and a full bathroom provide comfort and privacy for family members or guests. Downstairs, the full basement offers endless possibilities—create a home office, fitness studio, recreation room, or guest suite. Combined with the attached two-car heated garage with epoxy flooring, this home delivers convenience without compromise, as well as being Generator ready. More than just a townhome, this is a lifestyle—one of comfort, elegance, security, and effortless living within a prestigious gated community. All that's missing is your next chapter.

21 Vantage Court, 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
$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
$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
$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
$799,000
3 Beds ⋅ 3 Baths ⋅ 1038494 MLS
Enjoy Panoramic Views Of Mt. Sinai Harbor, Cedar Beach & The Long Island Sound! Wake Up To Magnificent Sunrises Surrounded By Mature Woodlands From This 3 Bedroom, 2.5 Bath Monte Carlo Unit In The Sought-After Riviera Community, Boasting Spectacular Water Views From Nearly Every Room. Brimming With Potential And Ready For Your Personal Vision, This Home Offers An Incredible Opportunity To Update, Reimagine & Create Your Dream Space, Including The Possibility Of Opening The Floor Plan To Further Maximize The Breathtaking Views. The Second Level Features An Expansive Primary Suite With Walk-In Closet, Additional Double Closet & En Suite Bath. Two Generously Sized Additional Bedrooms Each Offer Walls Of Closets & Share A Full Hall Bath. Recent Improvements Include A New Heat Pump, Central Air Conditioning, Water Heater, 200-Amp Electric Service & Whole-House Generac Generator. Additional Features Include A One-Car Garage & Abundant Storage. Step Outside To A Large, Private Backyard With Patio & Stone Entertaining Areas, Offering A Tranquil Setting To Relax, Entertain & Take In The Incredible Water Views. This Is A Rare Opportunity To Create A Truly Special Home While Enjoying The Beauty Of Nature & The Ease Of Maintenance-Free Living. One Of The North Shore's Best-Kept Secrets, The Private Riviera Community Features Just 95 Units Set On 50 Wooded Acres & Offers A Saltwater Pool, Deeded Beach Rights, Maintenance-Free Living, Low Taxes, Port Jefferson Village Amenities, Discounted Golf & Tennis Membership & More. Just Minutes To Port Jefferson Village, Ferry, Hospitals, Dining, Shopping & Entertainment. Bring Your Vision & Make This Exceptional Property Your Dream Home! Don't Miss This Rare Opportunity To Make It Your Own! Town Of Brookhaven Taxes: $6,664.41. Port Jefferson Village Taxes: $864.48.

51 Rockledge Path, 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
$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
$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
$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
$699,999
3 Beds ⋅ 3 Baths ⋅ 1024284 MLS
Charming Cape in the Heart of Port Jefferson Village Filled with timeless charm and character, this beautifully maintained Cape offers the perfect blend of classic style and comfortable living. The spacious eat in kitchen offers abundant cabinetry and storage, along with a charming Dutch door providing easy access to the outside. Formal dining room opens to the den with gas fireplace and living room with a wood burning fireplace, all made for a warm and cozy home. The first floor includes a dedicated laundry space, powder room and a spacious primary bedroom suite with a large private bath, oversized tub, and separate shower. Upstairs offers two additional bedrooms and a full bath, providing plenty of space for family and guests. The charming enclosed porch is highlighted by a custom built brick indoor grill with propane hookup and a professionally vented hood, Separate heat zone offering a one of a kind setting for gatherings in every season. Step outside to your own private backyard retreat with a beautiful in ground pool, outdoor shower, and a Spacious Pool House complete with a spiral staircase leading to a versatile loft, perfect for a home office, studio, recreation room, or guest space. Additional features include a full basement with an outside entrance, two separate driveways providing ample parking, and exceptional outdoor living spaces. Ideally located in the sought after Village of Port Jefferson, this home is just minutes from the waterfront, restaurants, boutique shopping, parks, beaches, marinas, and year round community events. Convenient to Stony Brook University Hospital, Mather Hospital, the Long Island Rail Road, major roadways, and all the amenities that make Port Jefferson Village one of Long Island's most desirable places to call home. A rare opportunity to own a home filled with warmth, character, and endless possibilities in an exceptional location.

199 N Country Road, 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
$699,800
3 Beds ⋅ 2 Baths ⋅ 1032464 MLS
Welcome to 35 Timberline Circle, a beautifully updated, move-in ready three-bedroom, two-bath residence in the highly sought-after Riviera community of Port Jefferson. Offering the ease and convenience of one-level living, this exceptional home features a lovely open floor plan designed for both comfortable everyday living and elegant entertaining. The sun-drenched living space is highlighted by a cozy fireplace, expansive windows, and sliding glass doors that frame peaceful, scenic views while seamlessly blending indoor and outdoor living. Featuring a beautiful patio and inground sprinklers. Thoughtfully updated throughout with timeless finishes, this residence offers effortless style and comfort in one of the Riviera's most desirable locations, just moments from the community pool while maintaining a peaceful, private setting. Enjoy the best of Long Island living just moments from the waterfront charm of Port Jefferson Village, with its boutique shopping, renowned restaurants, marinas, beaches, parks, the Port Jefferson Ferry, the Long Island Rail Road, and Stony Brook University and Hospital. A rare opportunity to own one of the Riviera's most sought-after models in an exceptional location where luxury, convenience, and lifestyle come together beautifully

35 Timberline Circle, 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
$690,000
7 Beds ⋅ 4 Baths ⋅ 836072 MLS
Circa1890's rectory and original Barnum House now for sale! Possible 2 family home with proper permits. Needs TLC but some new mechanicals. Almost 4000 s/f of living space. 7/8 bedrooms, 4 fbths, 200 amp service, original white oak beams , coal chute in bsmt, spacious living areas, endless possibilities, walk to all in village. Perfect for those seeking a piece of history. Brookhaven Town Taxes approx $4k. Village taxes $3,699.15

127A Barnum Avenue, Port Jefferson
$679,000
3 Beds ⋅ 2 Baths ⋅ 979382 MLS
Own a Piece of Port Jefferson History! Charming historic home in the heart of Port Jefferson Village! This beautifully maintained residence blends timeless character with thoughtful updates, featuring freshly painted interiors and exterior, refinished hardwood floors, a semi-updated primary bath, and newly painted decks perfect for outdoor enjoyment. The spacious floor plan offers comfortable living, while the large fenced backyard provides plenty of room for entertaining, gardening, or relaxing in privacy. Conveniently located just minutes from Port Jefferson Village shops, restaurants, harbor, ferry, and LIRR train station. Close to Mather Hospital, St. Charles Hospital, and only 3 miles from Stony Brook University. Additional features include a washer and dryer, generous living space, and classic architectural details throughout. A rare opportunity to enjoy historic charm with modern conveniences in one of Long Island's most sought-after communities.

302 E Broadway, Port Jefferson
$649,999
2 Beds ⋅ 3 Baths ⋅ 1019153 MLS
Welcome to this beautifully maintained 2-bedroom, 2.5-bath home in The Highlands, featuring a versatile bonus room, beautiful hardwood floors, picturesque pond views, and numerous recent updates. The updated kitchen offers granite countertops, stainless steel appliances, gas cooking, and a Bosch dishwasher. French doors in the living room open to picturesque views of the backyard pond, creating a peaceful outdoor setting. The spacious primary suite features French doors, abundant natural light, an ample-sized closet, and a beautifully updated en-suite bathroom. Major mechanical updates include central air conditioning, a furnace, and a washer, all approximately six months old, along with a newer hot water heater. The primary bathroom and first-floor half bath were tastefully renovated in 2023-2024, with the primary bathroom featuring custom glass shower doors installed in 2024. Additional highlights include forced hot air heating, a gas fireplace, carpeting replaced approximately 2.5 years ago, a repaved driveway completed last year, and an attached garage with an automatic door opener. Enjoy the benefits of a low HOA that includes WiFi, cable, snow removal, garbage removal, access to a saltwater pool, fitness center, tennis courts, and more. Ownership includes access to two private village beaches, including a designated dog beach and West Beach, along with eligibility for discounted membership at the Port Jefferson Country Club. Offering numerous recent improvements, quality finishes, and an extensive list of amenities, this home combines comfort, convenience, and thoughtful updates throughout.

56 Leeward Court, Port Jefferson
$649,000
3 Beds ⋅ 3 Baths ⋅ 1011414 MLS
Welcome to the market this beautifully renovated 3-bedroom, 2.5-bath end-unit condo in the desirable Highlands community. Completely updated top to bottom in 2021, this move-in-ready home offers modern finishes, thoughtful upgrades, and exceptional privacy. The stunning redesigned kitchen features custom cabinetry, Quartz countertops, and GE Profile appliances, creating the perfect space for both everyday living and entertaining. The renovation extends throughout the home with all-new bathrooms featuring updated fixtures and flooring, custom closet organizers, and a convenient second-floor laundry area located just steps from the bedrooms. Additional premium upgrades include new flooring throughout, security alarm system, central vacuum, surround sound audio system, epoxy-coated garage floor, and pull-down attic stairs providing valuable additional storage space. As an end unit, the home enjoys extra natural light and offers a private, secluded patio ideal for relaxing or outdoor dining. Parking is plentiful with a one-car garage, driveway, and nearby guest parking. Residents of The Highlands enjoy access to outstanding community amenities including a pool, clubhouse, gym, and tennis courts. Located just minutes from the Port Jefferson train station, this home offers convenience for commuters while benefiting from low taxes that include all the amenities of Port Jefferson Village, including free village parking, access to resident only beaches and discounted membership opportunities at the Port Jefferson Country Club. This exceptional home combines modern upgrades, low-maintenance living, and an unbeatable location—don't miss the opportunity to make it yours.

213 Windward Court N, 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
$589,990
3 Beds ⋅ 3 Baths ⋅ 1005217 MLS
Extended Ranch with a New Legal Accessory Apartment. Home Features: Large Living Room with new Bay Window. Hardwood Flooring Throughout. 3 Season room with Skylight, Bar with running Water, TV, Sliding Doors to Deck and Back Yard. Eat-in Kitchen with Wine Refrigerator, 5 Burner Stove, Ceiling Fan and Large Picture Window overlooking the back yard. Master Bedroom with1/2 Bath. Ceiling Fans in every Bedroom. Family Bathroom with Skylight. Den with 2 Skylights and a Loft. Beautiful Back Yard with a Hot Tub Room with an Outdoor Shower. Shed with Electric. Detached 2 Car Garage with Electric. Fire & Smoke Alarms Wired. New Cesspool (Fuji Clean). Generator. Must See!

135 Howard Street, Port Jefferson
$539,000
L3551425 MLS
2 Separate 1 acre lots sold separately, 999k for both Rare opportunity to build your dream home in one of the most prestigious zip codes on Long Island!...Properties in the sought after beautiful Belle Terre, Port Jefferson, board of health septic approvals, drainage plan approved, site plan approved.

Bell Circle, Port Jefferson
$505,000
3 Beds ⋅ 2 Baths ⋅ 1032783 MLS
Split-level ranch in Port Jefferson Station offering 3 bedrooms and 1.5 baths. Home needs some updating, but it's priced for a quick sale, great opportunity for investors or buyers looking to add value. Property includes an in-ground pool. Buyer to verify all permits and certificates, including the pool, which does not have a permit or CO. Bring your vision to this one.

20 Revere Circle, Port Jefferson
$499,999
3 Beds ⋅ 1 Baths ⋅ 1017937 MLS
Welcome to 35 Oakland Avenue, Port Jefferson Station — a beautifully updated Cape offering flexibility, and incredible value. Renovated in 2019, this move-in-ready home features an open-concept layout, updated kitchen and bath, hardwood floors, and a full basement, all set on a desirable corner lot with low taxes. Outside, enjoy a detached garage with additional bonus space offering endless possibilities for guests, a home office, creative studio, or potential supplemental income with proper permits. Gas is conveniently available on the street, offering an easy conversion option for future improvements. With a private driveway, outdoor entertaining space, and convenient access to shopping, dining, major roadways, and transportation, this home is the perfect blend of comfort, opportunity, and lifestyle.

35 Oakland Avenue, Port Jefferson
$499,995
2 Beds ⋅ 2 Baths ⋅ 1037967 MLS
This Sun filled unit is a standout! Open concept living space & kitchen renovation on the main level, second level boasts primary bedroom with vaulted ceiling as well as 2nd bedroom and new luxurious, stunning, spa like bathroom. Ground level offers additional space for laundry, storage/gym/home office. All nestled in private location with lovely front & rear decks. Community amenities include Clubhouse with gym, community pool, tennis & playground. Living in the Highlands offers all Port Jefferson Village amenities including beautiful beaches, parks, shops, restaurants and discounted Country Club fees. An amazing home and a wonderful lifestyle opportunity await you! Water and basic cable included. Close to all yet a world away! Water & basic cable included in Common Charges

15 Leeward Lane Unit #15, Port Jefferson
$499,900
2 Beds ⋅ 3 Baths ⋅ 1034002 MLS
Highly desirable townhouse-style Clipper model featuring street-level entry and an attached garage for added convenience. This impeccably maintained home offers a spacious living room with sliding glass doors leading to a stunning paver patio surrounded by a privacy fence, creating the perfect outdoor retreat. The beautifully landscaped backyard provides an ideal setting for relaxing or entertaining. Both generously sized bedrooms feature en-suite full baths, including a primary suite with a vaulted ceiling and pull-down attic stairs for additional storage. A conveniently located second-floor laundry area adds to the home's functionality. Recent updates include a new hot water heater, garage door, refrigerator, dishwasher, and microwave, providing added value and peace of mind. Enjoy resort-style amenities including a pool, tennis courts, basketball court, and fitness center, along with all the benefits of Port Jefferson Village living, including private beach access, free village parking, and discounted Country Club membership. Ideally located just moments from Port Jefferson Village's marina, shops, restaurants, and entertainment, with the train station and Mather Hospital close by.

193 Windward 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.