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

5 Beds ⋅ 8 Baths ⋅ 1004985 MLS

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

98 Cliff Road, Port Jefferson

$1,699,999

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.

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

$1,100,000

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.

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

$899,000

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.

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

$799,999

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

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

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.

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

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!

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

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.

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

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 !

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

$699,999

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.

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

$699,000

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

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

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

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

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.

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

$649,000

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.

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

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.

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

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!

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

$575,000

Welcome to 25 Beach Avenue, a lovingly maintained, original-owner, split level home in the heart of Port Jefferson Station. With more than 1,700 square feet of living space, this four-bedroom home offers room to spread out and the chance to make it your own. The main level is built for everyday living, with an eat-in kitchen, a formal dining room, and a den featuring a classic brick fireplace and Pella sliding glass doors that open to a concrete patio in the backyard. A half bath, a laundry room, and a mudroom with access to the two-car garage keep daily routines simple. Up a few steps, the expansive formal living room offers its own separate space for gathering and entertaining. The top level holds all four bedrooms, with hardwood floors protected beneath the carpeting and waiting to be revealed. The primary bedroom features a walk-in closet and direct access to a brand-new full bath with radiant heated floors. Major systems have been updated, with a natural gas heating system and hot water heater, both new in 2019. Four through-wall air conditioners keep the home comfortable in the warmer months. Additional highlights include a two-car garage with interior entry, a partial basement for storage, and underground utilities. All of this in the Comsewogue School District. The location is hard to beat, with convenient access to Route 83, Canal Road, Route 112, and Route 347 for easy commuting, shopping, and dining. Don't miss this opportunity in Port Jefferson Station.

4 Beds ⋅ 2 Baths ⋅ 1052136 MLS

Welcome to 25 Beach Avenue, a lovingly maintained, original-owner, split level home in the heart of Port Jefferson Station. With more than 1,700 square feet of living space, this four-bedroom home offers room to spread out and the chance to make it your own. The main level is built for everyday living, with an eat-in kitchen, a formal dining room, and a den featuring a classic brick fireplace and Pella sliding glass doors that open to a concrete patio in the backyard. A half bath, a laundry room, and a mudroom with access to the two-car garage keep daily routines simple. Up a few steps, the expansive formal living room offers its own separate space for gathering and entertaining. The top level holds all four bedrooms, with hardwood floors protected beneath the carpeting and waiting to be revealed. The primary bedroom features a walk-in closet and direct access to a brand-new full bath with radiant heated floors. Major systems have been updated, with a natural gas heating system and hot water heater, both new in 2019. Four through-wall air conditioners keep the home comfortable in the warmer months. Additional highlights include a two-car garage with interior entry, a partial basement for storage, and underground utilities. All of this in the Comsewogue School District. The location is hard to beat, with convenient access to Route 83, Canal Road, Route 112, and Route 347 for easy commuting, shopping, and dining. Don't miss this opportunity in Port Jefferson Station.

25 Beach Avenue, Port Jefferson

$539,000

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.

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

15 Leeward Lane Unit #15, Port Jefferson

$499,995

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

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

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.

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

$499,000

Welcome to this charming 3-bedroom, 2-bathroom ranch in the desirable Port Jefferson area! This home features beautiful crown molding, vaulted ceilings, and a formal dining room, creating an inviting space for both everyday living and entertaining. The eat-in kitchen offers stainless steel appliances and plenty of functionality. The primary bedroom includes a walk-in closet and ensuite, while the attached 1-car garage provides convenient parking and additional attic storage space. Additional features include an alarm system and in-ground sprinkler system. Conveniently located near the train station, shopping, parks, dining, and more. Don’t miss this opportunity to make this Port Jefferson ranch your own—it won’t last long!

3 Beds ⋅ 2 Baths ⋅ 1034140 MLS

Welcome to this charming 3-bedroom, 2-bathroom ranch in the desirable Port Jefferson area! This home features beautiful crown molding, vaulted ceilings, and a formal dining room, creating an inviting space for both everyday living and entertaining. The eat-in kitchen offers stainless steel appliances and plenty of functionality. The primary bedroom includes a walk-in closet and ensuite, while the attached 1-car garage provides convenient parking and additional attic storage space. Additional features include an alarm system and in-ground sprinkler system. Conveniently located near the train station, shopping, parks, dining, and more. Don’t miss this opportunity to make this Port Jefferson ranch your own—it won’t last long!

20 Lillian Street, Port Jefferson

$435,000

Welcome to this beautifully appointed second-floor end-unit condominium in the sought-after Highlands at Port Jefferson. This bright and inviting home offers the privacy and abundant natural light that only an end unit can provide. Beautiful custom moldings add timeless elegance throughout the living spaces, creating a warm and sophisticated atmosphere. The spacious primary suite features a private balcony overlooking the peaceful pond and sparkling community pool—the perfect setting to enjoy your morning coffee or relax at the end of the day. Ideally located just minutes from the charming Village of Port Jefferson, you’ll enjoy easy access to waterfront dining, boutique shopping, the ferry, marinas, parks, and year-round community events. Residents of The Highlands also enjoy exceptional amenities, including a clubhouse, fitness center, tennis courts, and a beautifully maintained pool. Whether you’re looking for a year-round residence or a low-maintenance retreat, this exceptional condominium offers comfort, convenience, and an unbeatable location. Property has a new electrical panel installed as well as a new railing for the deck overlooking the pond. Property being sold in as his condition.

2 Beds ⋅ 2 Baths ⋅ 1028058 MLS

Welcome to this beautifully appointed second-floor end-unit condominium in the sought-after Highlands at Port Jefferson. This bright and inviting home offers the privacy and abundant natural light that only an end unit can provide. Beautiful custom moldings add timeless elegance throughout the living spaces, creating a warm and sophisticated atmosphere. The spacious primary suite features a private balcony overlooking the peaceful pond and sparkling community pool—the perfect setting to enjoy your morning coffee or relax at the end of the day. Ideally located just minutes from the charming Village of Port Jefferson, you’ll enjoy easy access to waterfront dining, boutique shopping, the ferry, marinas, parks, and year-round community events. Residents of The Highlands also enjoy exceptional amenities, including a clubhouse, fitness center, tennis courts, and a beautifully maintained pool. Whether you’re looking for a year-round residence or a low-maintenance retreat, this exceptional condominium offers comfort, convenience, and an unbeatable location. Property has a new electrical panel installed as well as a new railing for the deck overlooking the pond. Property being sold in as his condition.

88 Leeward Court, Port Jefferson

460 Old Town Road Unit #3G, Port Jefferson

$309,000

Welcome to the sought after Stony Hollow Gated Community! This recently updated first floor two bedroom unit features brand new stainless steel appliances, captivating granite countertops, stylish vinyl flooring and two efficient wall AC units. The bathroom is completely renovated with brand new blinds throughout. Each bedroom offers spacious closets, complemented by additional storage in the hallway. The kitchen boasts sliding glass doors with built in blinds that opens to your expansive and private fenced patio with a large storage bin. Maintenance charges cover taxes, heat, gas for the stove, water, and an Optimum Silver cable package, alongside grounds upkeep, pool access and snow removal. Enjoy the community amenities, including an in ground pool, playground, picnic area, and BBQ facilities for your outdoor leisure. The complex is conveniently located near Stony Brook University, Stony Brook, Mather, and St. Charles Hospitals, with easy access to major roads, restaurants and shopping. Experience all that Stony Brook and Port Jefferson Villages have to offer. This unit is ready for you to make it your own!

2 Beds ⋅ 1 Baths ⋅ 1026789 MLS

Welcome to the sought after Stony Hollow Gated Community! This recently updated first floor two bedroom unit features brand new stainless steel appliances, captivating granite countertops, stylish vinyl flooring and two efficient wall AC units. The bathroom is completely renovated with brand new blinds throughout. Each bedroom offers spacious closets, complemented by additional storage in the hallway. The kitchen boasts sliding glass doors with built in blinds that opens to your expansive and private fenced patio with a large storage bin. Maintenance charges cover taxes, heat, gas for the stove, water, and an Optimum Silver cable package, alongside grounds upkeep, pool access and snow removal. Enjoy the community amenities, including an in ground pool, playground, picnic area, and BBQ facilities for your outdoor leisure. The complex is conveniently located near Stony Brook University, Stony Brook, Mather, and St. Charles Hospitals, with easy access to major roads, restaurants and shopping. Experience all that Stony Brook and Port Jefferson Villages have to offer. This unit is ready for you to make it your own!

460 Old Town Road Unit #3G, Port Jefferson

$299,999

Why rent when you can own? Welcome to this light and bright 2nd-floor end-unit featuring 2 bedrooms and 1 full bathroom. Enjoy spacious rooms, a gas stove, in-unit washer and dryer, and central air conditioning just 3 years old. Step outside to your private fenced-in patio, perfect for relaxing or entertaining. Enjoy a fantastic community lifestyle with an array of amenities, including a clubhouse, in-ground pool, tennis court, fitness center, basketball court, and a separate children’s in-ground pool. A wonderful opportunity for comfortable living with plenty of recreation right at your doorstep!

2 Beds ⋅ 1 Baths ⋅ 1044415 MLS

Why rent when you can own? Welcome to this light and bright 2nd-floor end-unit featuring 2 bedrooms and 1 full bathroom. Enjoy spacious rooms, a gas stove, in-unit washer and dryer, and central air conditioning just 3 years old. Step outside to your private fenced-in patio, perfect for relaxing or entertaining. Enjoy a fantastic community lifestyle with an array of amenities, including a clubhouse, in-ground pool, tennis court, fitness center, basketball court, and a separate children’s in-ground pool. A wonderful opportunity for comfortable living with plenty of recreation right at your doorstep!

84 Glen Hollow Drive, Port Jefferson