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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

Thompson St/E. Broadway, Port Jefferson Village

$1,500,000

Discover a rare opportunity in the charming Village of Port Jefferson with this unique four-lot subdivision on residential zoned land. These four one-third acre parcels present an exceptional chance for builders, investors, or individuals dreaming of creating their perfect coastal retreat. Located in one of Long Island's most desirable North Shore communities, this property offers the best of both worlds – small-town charm with modern conveniences at your fingertips. The lots come ready for development with utilities already positioned at the street front, eliminating the guesswork and additional costs typically associated with new construction projects. Port Jefferson's appeal extends far beyond its picturesque harbor views. This vibrant village seamlessly blends historic character with contemporary amenities, creating an atmosphere that residents and visitors alike find irresistible. Shopping enthusiasts will appreciate the proximity to local boutiques and essential services, while beach lovers can easily access the stunning Long Island Sound coastline not to mention the numerous Restaurants that appeal to your fussiest Foodie. The location provides excellent connectivity, with transportation options that make commuting convenient while maintaining that coveted suburban feel. Residents will value the access to quality educational facilities, including the well-regarded local high school system. Whether you envision building your dream home, developing multiple residences, or making a strategic investment in one of Suffolk County's most sought-after markets, this subdivision opportunity delivers flexibility and potential. The residential zoning allows for various development possibilities, making it an attractive option for those looking to capitalize on Port Jefferson's continued growth and enduring appeal. This is your chance to be part of Port Jefferson's story while creating something entirely your own.

927124 MLS

Discover a rare opportunity in the charming Village of Port Jefferson with this unique four-lot subdivision on residential zoned land. These four one-third acre parcels present an exceptional chance for builders, investors, or individuals dreaming of creating their perfect coastal retreat. Located in one of Long Island's most desirable North Shore communities, this property offers the best of both worlds – small-town charm with modern conveniences at your fingertips. The lots come ready for development with utilities already positioned at the street front, eliminating the guesswork and additional costs typically associated with new construction projects. Port Jefferson's appeal extends far beyond its picturesque harbor views. This vibrant village seamlessly blends historic character with contemporary amenities, creating an atmosphere that residents and visitors alike find irresistible. Shopping enthusiasts will appreciate the proximity to local boutiques and essential services, while beach lovers can easily access the stunning Long Island Sound coastline not to mention the numerous Restaurants that appeal to your fussiest Foodie. The location provides excellent connectivity, with transportation options that make commuting convenient while maintaining that coveted suburban feel. Residents will value the access to quality educational facilities, including the well-regarded local high school system. Whether you envision building your dream home, developing multiple residences, or making a strategic investment in one of Suffolk County's most sought-after markets, this subdivision opportunity delivers flexibility and potential. The residential zoning allows for various development possibilities, making it an attractive option for those looking to capitalize on Port Jefferson's continued growth and enduring appeal. This is your chance to be part of Port Jefferson's story while creating something entirely your own.

Thompson St/E. Broadway, Port Jefferson Village

$1,175,000

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!

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

$1,100,000

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

$789,999

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

3 Beds ⋅ 2 Baths ⋅ 1046868 MLS

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

24 Old Homestead Road, Port Jefferson

$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

1 Princess Tree Court, Port Jefferson Village

$705,000

Welcome to 1 Princess Tree Court — a rare end-unit townhome in the sought-after private community of The Terraces in Port Jefferson Village. This expansive ~2,500 sq ft residence offers 3 large bedrooms, 2.5 bathrooms, and an open-concept layout bathed in natural light, featuring soaring vaulted ceilings, a fireplace, an updated kitchen with quartz countertops, and a luxurious primary suite with a spa-like bath. Enjoy morning coffee on your private deck, plus a full unfinished basement offering endless potential — all in a beautifully maintained community just minutes from Port Jefferson Village and the ferry.

3 Beds ⋅ 3 Baths ⋅ 979770 MLS

Welcome to 1 Princess Tree Court — a rare end-unit townhome in the sought-after private community of The Terraces in Port Jefferson Village. This expansive ~2,500 sq ft residence offers 3 large bedrooms, 2.5 bathrooms, and an open-concept layout bathed in natural light, featuring soaring vaulted ceilings, a fireplace, an updated kitchen with quartz countertops, and a luxurious primary suite with a spa-like bath. Enjoy morning coffee on your private deck, plus a full unfinished basement offering endless potential — all in a beautifully maintained community just minutes from Port Jefferson Village and the ferry.

1 Princess Tree Court, Port Jefferson Village

$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

$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

2006 Eve Ann Drive, Port Jefferson Station

$444,000

Welcome to this beautifully maintained converted 2-bedroom home in the desirable gated community of The Ranches. The spacious interior features soaring cathedral-style vaulted ceilings that create an open, airy feel throughout. The generous primary suite offers ample closet space, while the versatile second bedroom showcases elegant double-door entry, large closets, and a skylight that fills the room with natural light. Recent updates include a new A/C system (2022), a renovated half bath (2019), and new carpeting (2018), providing added comfort and peace of mind. Enjoy picturesque lake and fountain views from this inviting home, along with access to an impressive collection of community amenities, including a clubhouse, tennis courts, billiards room, fitness center, and a large swimming pool. Conveniently located near train stations and a public park, this property offers an ideal combination of comfort, convenience, and low-maintenance living.

2 Beds ⋅ 2 Baths ⋅ 1014249 MLS

Welcome to this beautifully maintained converted 2-bedroom home in the desirable gated community of The Ranches. The spacious interior features soaring cathedral-style vaulted ceilings that create an open, airy feel throughout. The generous primary suite offers ample closet space, while the versatile second bedroom showcases elegant double-door entry, large closets, and a skylight that fills the room with natural light. Recent updates include a new A/C system (2022), a renovated half bath (2019), and new carpeting (2018), providing added comfort and peace of mind. Enjoy picturesque lake and fountain views from this inviting home, along with access to an impressive collection of community amenities, including a clubhouse, tennis courts, billiards room, fitness center, and a large swimming pool. Conveniently located near train stations and a public park, this property offers an ideal combination of comfort, convenience, and low-maintenance living.

2006 Eve Ann Drive, Port Jefferson Station

$249,999

Land for Sale – Port Jefferson Village 0.22 acres available in the heart of Port Jefferson Village for $250,000. Conveniently located just minutes from the Port Jefferson LIRR station, downtown village, harborfront dining, beaches, parks, shopping, and the Bridgeport Ferry, this property offers the perfect blend of convenience and North Shore lifestyle. An excellent opportunity for a builder, investor, or anyone looking to design and build their forever home.

1004858 MLS

Land for Sale – Port Jefferson Village 0.22 acres available in the heart of Port Jefferson Village for $250,000. Conveniently located just minutes from the Port Jefferson LIRR station, downtown village, harborfront dining, beaches, parks, shopping, and the Bridgeport Ferry, this property offers the perfect blend of convenience and North Shore lifestyle. An excellent opportunity for a builder, investor, or anyone looking to design and build their forever home.

Edgewood Avenue, Port Jefferson Village

How much is your home worth?

How much is your home worth?