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Enjoy spacious, easy living in this beautifully maintained upper-level condo in Port Jefferson’s Highlands community. Offering approximately 1,298 sq. ft., this home features one bedroom, one full bath and one half bath, plus an open living and dining area with hardwood flooring and a bright, comfortable feel. The eat-in kitchen offers granite countertops, stainless steel appliances and ample cabinetry. The generous primary suite includes a walk-in closet and ensuite bath, while an in-unit washer and dryer add everyday convenience. Step outside to your private terrace and take in peaceful views of the community pond. Central air and natural gas heating provide year-round comfort. Community amenities include an in-ground pool, tennis and beach access. Conveniently located near Port Jefferson Village, Stony Brook University, local hospitals and the LIRR. A wonderful opportunity to enjoy comfort, space and a relaxing setting.

1 Beds ⋅ 2 Baths ⋅ 1063928 MLS

Enjoy spacious, easy living in this beautifully maintained upper-level condo in Port Jefferson’s Highlands community. Offering approximately 1,298 sq. ft., this home features one bedroom, one full bath and one half bath, plus an open living and dining area with hardwood flooring and a bright, comfortable feel. The eat-in kitchen offers granite countertops, stainless steel appliances and ample cabinetry. The generous primary suite includes a walk-in closet and ensuite bath, while an in-unit washer and dryer add everyday convenience. Step outside to your private terrace and take in peaceful views of the community pond. Central air and natural gas heating provide year-round comfort. Community amenities include an in-ground pool, tennis and beach access. Conveniently located near Port Jefferson Village, Stony Brook University, local hospitals and the LIRR. A wonderful opportunity to enjoy comfort, space and a relaxing setting.

80 Leeward Court Unit #80, Port Jefferson

$649,000

One Property, Endless Possibilities! Discover this beautiful Port Jefferson Village home, tucked away on just shy of a half-acre of property offering exceptional privacy, peaceful surroundings, and plenty of room to entertain or relax. Conveniently located near local shopping, dining, parks, beaches, and the vibrant Port Jefferson waterfront, this home offers the perfect blend of location, space, and versatility. Inside, you’ll find a flexible layout with multiple access points and versatile living spaces that offer comfort, privacy, and a variety of possibilities to suit your needs. Whether you're looking for additional living space, room to work from home, or simply more room to spread out, this property offers tremendous potential. Features include a new roof, stainless steel appliances, hardwood and tile flooring, two-zone heating, an in-ground sprinkler system, and a Wave air purification system. The basement features three egress windows, while three separate interior/exterior entrances add to the home's functionality and flexibility. Common-area laundry provides added convenience. Outside, enjoy generous grounds, ample parking, and serene surroundings with plenty of room to make the most of your outdoor space. EXTREMELY LOW TAXES! A unique opportunity to own a versatile property in the desirable Port Jefferson Village area. Don't miss your chance to explore all this home has to offer!

3 Beds ⋅ 3 Baths ⋅ 1062007 MLS

One Property, Endless Possibilities! Discover this beautiful Port Jefferson Village home, tucked away on just shy of a half-acre of property offering exceptional privacy, peaceful surroundings, and plenty of room to entertain or relax. Conveniently located near local shopping, dining, parks, beaches, and the vibrant Port Jefferson waterfront, this home offers the perfect blend of location, space, and versatility. Inside, you’ll find a flexible layout with multiple access points and versatile living spaces that offer comfort, privacy, and a variety of possibilities to suit your needs. Whether you're looking for additional living space, room to work from home, or simply more room to spread out, this property offers tremendous potential. Features include a new roof, stainless steel appliances, hardwood and tile flooring, two-zone heating, an in-ground sprinkler system, and a Wave air purification system. The basement features three egress windows, while three separate interior/exterior entrances add to the home's functionality and flexibility. Common-area laundry provides added convenience. Outside, enjoy generous grounds, ample parking, and serene surroundings with plenty of room to make the most of your outdoor space. EXTREMELY LOW TAXES! A unique opportunity to own a versatile property in the desirable Port Jefferson Village area. Don't miss your chance to explore all this home has to offer!

107 Sheep Pasture Road, Port Jefferson

$625,000

Charming Colonial on an Oversized Corner Property! Welcome to this quaint Colonial home, ideally situated on an enormous corner property with a welcoming front porch. Inside, you’ll find a charming living space featuring recessed high-hat lighting throughout. The eat-in kitchen boasts stainless steel appliances, a skylight, and a vaulted ceiling, creating a bright and airy atmosphere that flows into the living room. The first floor offers two bedrooms and a full bathroom with a bathtub. The second floor has a welcoming foyer, where you’ll find two additional generously sized bedrooms, including a spacious primary bedroom with an elegant tray ceiling, along with a separate bathroom featuring a shower stall. Convenient first-floor laundry closet with mechanicals and attic access. With four bedrooms, a functional layout, and an expansive corner property, this Colonial offers charm, space, and plenty of potential to make it your own!

4 Beds ⋅ 2 Baths ⋅ 1059422 MLS

Charming Colonial on an Oversized Corner Property! Welcome to this quaint Colonial home, ideally situated on an enormous corner property with a welcoming front porch. Inside, you’ll find a charming living space featuring recessed high-hat lighting throughout. The eat-in kitchen boasts stainless steel appliances, a skylight, and a vaulted ceiling, creating a bright and airy atmosphere that flows into the living room. The first floor offers two bedrooms and a full bathroom with a bathtub. The second floor has a welcoming foyer, where you’ll find two additional generously sized bedrooms, including a spacious primary bedroom with an elegant tray ceiling, along with a separate bathroom featuring a shower stall. Convenient first-floor laundry closet with mechanicals and attic access. With four bedrooms, a functional layout, and an expansive corner property, this Colonial offers charm, space, and plenty of potential to make it your own!

470 Bicycle Path, Port Jefferson

$489,000

This charming 3-bedroom ranch offers comfortable one level living, a convenient location, and plenty of opportunity to make it your own. The home features hardwood floors throughout, an updated heating system with separate hot water heater, a semi-finished basement providing additionally space for recreation, storage or a home office. An attached one-car garage adds everyday convenience. This property is bordered by over 10 acres of town parkland along the rear property line offering a scenic natural backdrop and a serene sense of privacy. Whether you're a first time home buyer looking to build equity or looking to downsize to a manageable home, this property offers tremendous potential to update and customize to your taste. Property is being sold as-is. Bring your vision and make this home your own!

3 Beds ⋅ 1 Baths ⋅ 1061093 MLS

This charming 3-bedroom ranch offers comfortable one level living, a convenient location, and plenty of opportunity to make it your own. The home features hardwood floors throughout, an updated heating system with separate hot water heater, a semi-finished basement providing additionally space for recreation, storage or a home office. An attached one-car garage adds everyday convenience. This property is bordered by over 10 acres of town parkland along the rear property line offering a scenic natural backdrop and a serene sense of privacy. Whether you're a first time home buyer looking to build equity or looking to downsize to a manageable home, this property offers tremendous potential to update and customize to your taste. Property is being sold as-is. Bring your vision and make this home your own!

33 Shenandoah Boulevard, Port Jefferson

$500,000

Colonial with 7 rooms 3 beds and 1.5 bath located in Village of Port Jefferson. Close to shopping, transportation and major roadways.

3 Beds ⋅ 1 Baths ⋅ 1060810 MLS

Colonial with 7 rooms 3 beds and 1.5 bath located in Village of Port Jefferson. Close to shopping, transportation and major roadways.

405 High Street, Port Jefferson

$679,000

This property is a very special, cape-cod style home, snuggled within Port Jefferson's Historic District on private, mature lot filled with manicured specimen plantings and special sitting areas. This 1930's, adored cape-cod has been lovingly maintained and kept in the family since the early 1970's. The sun shines in from every window into this charming home complete with honey, glazed hard wood floors throughout, with a gracious, historic fireplace in the Living Room - perfect for a cozy evening chat. New windows throughout the entire home - basement as well - new roof, heating system and central air! This home is ideal for the family just starting and the property is rich with history and will charm even the strictest of tastes. Within walking distance to the Village amenities that Port Jefferson offers - the Harbor, Village Center and Harbor front Park - the taxes are low and affordable with the Village taxes of $926.88/year in addition to the Town tax. This home won't last long so call for a viewing soon!

2 Beds ⋅ 2 Baths ⋅ 1053521 MLS

This property is a very special, cape-cod style home, snuggled within Port Jefferson's Historic District on private, mature lot filled with manicured specimen plantings and special sitting areas. This 1930's, adored cape-cod has been lovingly maintained and kept in the family since the early 1970's. The sun shines in from every window into this charming home complete with honey, glazed hard wood floors throughout, with a gracious, historic fireplace in the Living Room - perfect for a cozy evening chat. New windows throughout the entire home - basement as well - new roof, heating system and central air! This home is ideal for the family just starting and the property is rich with history and will charm even the strictest of tastes. Within walking distance to the Village amenities that Port Jefferson offers - the Harbor, Village Center and Harbor front Park - the taxes are low and affordable with the Village taxes of $926.88/year in addition to the Town tax. This home won't last long so call for a viewing soon!

201 Maiden Lane, Port Jefferson

$449,000

Welcome to 32 Dewey Street, a charming 2-bedroom, 1-bath home in Port Jefferson Station offering a comfortable layout and a convenient location. The home features a welcoming living area, galley-style kitchen, and sliding glass doors leading to the rear deck and backyard. A partial unfinished basement provides additional utility space and includes the washer and dryer. Conveniently located near Stony Brook University and Stony Brook Medicine, with easy access to Route 112 and Route 347, making commuting and everyday travel simple. The home is also close to the Port Jefferson LIRR station, shopping, restaurants, and the dining and waterfront attractions of Port Jefferson Village. An ideal location for buyers looking for convenience, access to transportation, and nearby amenities while still enjoying their own outdoor space.

2 Beds ⋅ 1 Baths ⋅ 1059245 MLS

Welcome to 32 Dewey Street, a charming 2-bedroom, 1-bath home in Port Jefferson Station offering a comfortable layout and a convenient location. The home features a welcoming living area, galley-style kitchen, and sliding glass doors leading to the rear deck and backyard. A partial unfinished basement provides additional utility space and includes the washer and dryer. Conveniently located near Stony Brook University and Stony Brook Medicine, with easy access to Route 112 and Route 347, making commuting and everyday travel simple. The home is also close to the Port Jefferson LIRR station, shopping, restaurants, and the dining and waterfront attractions of Port Jefferson Village. An ideal location for buyers looking for convenience, access to transportation, and nearby amenities while still enjoying their own outdoor space.

32 Dewey Street, Port Jefferson

$849,900

This Luxury Townhouse has it ALL, Huge Vaulted Ceiling Foyer with an Open Floor Plan that Leads You Through Spacious Rooms and Ample Closets. Many Updates .. Include : New Gas Heating Unit, New Central Air Conditioning Unit, (some) New Anderson Windows, New Top of the line Refrigerator, New Trex Deck, Young Roof and Leaders-Gutters, Recessed Lighting. A Wood Burning Fireplace in the Livingroom that'll Comfort Your Whole Family. The Master Bedroom Suite Has a Fireplace, Oversized His and her Closets, Dressing Room, and Tremendous Bathroom. This is A Private Luxury Community that is Just Minutes Away from the Village, Less than a Mile Away from the Ferry to Connecticut and Long Island Railroad. Major Highways Close by Too.>>> Two Car Garage "End Unit" in "Fabulous Port Jefferson Village">>>>>>>>>>>> 3200 sq, feet of living space!!! <<<<<<<<<<<<

4 Beds ⋅ 4 Baths ⋅ 1058692 MLS

This Luxury Townhouse has it ALL, Huge Vaulted Ceiling Foyer with an Open Floor Plan that Leads You Through Spacious Rooms and Ample Closets. Many Updates .. Include : New Gas Heating Unit, New Central Air Conditioning Unit, (some) New Anderson Windows, New Top of the line Refrigerator, New Trex Deck, Young Roof and Leaders-Gutters, Recessed Lighting. A Wood Burning Fireplace in the Livingroom that'll Comfort Your Whole Family. The Master Bedroom Suite Has a Fireplace, Oversized His and her Closets, Dressing Room, and Tremendous Bathroom. This is A Private Luxury Community that is Just Minutes Away from the Village, Less than a Mile Away from the Ferry to Connecticut and Long Island Railroad. Major Highways Close by Too.>>> Two Car Garage "End Unit" in "Fabulous Port Jefferson Village">>>>>>>>>>>> 3200 sq, feet of living space!!! <<<<<<<<<<<<

5 Princess Tree Court, Port Jefferson

$950,000

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

3 Beds ⋅ 4 Baths ⋅ 1058341 MLS

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

55 Rockledge Path, Port Jefferson

$499,990

Highly desirable Clipper model tucked away in a quiet corner of The Highlands featuring street-level entry, attached one-car garage, private driveway and nearby guest parking. Impeccably maintained with an open floor plan featuring a bright kitchen with breakfast bar open to the dining area and spacious living room with sliders to a beautiful paver patio and landscaped grounds—perfect for relaxing or entertaining. The second level offers two generously sized bedrooms, including a spacious primary suite with vaulted ceiling, his & hers double closets and en-suite bath, plus an additional bedroom, hall bath and convenient second-floor laundry. Enjoy low-maintenance living with community clubhouse, fitness center, saltwater pool, tennis, basketball and playground. Common charges include water, basic cable/WiFi, snow and garbage removal. Residents also enjoy Port Jefferson Village amenities including resident beaches, parks, free village parking and eligibility for discounted Port Jefferson Country Club membership. Just minutes to the Village, marina, shops, restaurants, train station and Mather Hospital. A wonderful opportunity to enjoy the best of The Highlands and the Port Jefferson lifestyle!

2 Beds ⋅ 3 Baths ⋅ 1056103 MLS

Highly desirable Clipper model tucked away in a quiet corner of The Highlands featuring street-level entry, attached one-car garage, private driveway and nearby guest parking. Impeccably maintained with an open floor plan featuring a bright kitchen with breakfast bar open to the dining area and spacious living room with sliders to a beautiful paver patio and landscaped grounds—perfect for relaxing or entertaining. The second level offers two generously sized bedrooms, including a spacious primary suite with vaulted ceiling, his & hers double closets and en-suite bath, plus an additional bedroom, hall bath and convenient second-floor laundry. Enjoy low-maintenance living with community clubhouse, fitness center, saltwater pool, tennis, basketball and playground. Common charges include water, basic cable/WiFi, snow and garbage removal. Residents also enjoy Port Jefferson Village amenities including resident beaches, parks, free village parking and eligibility for discounted Port Jefferson Country Club membership. Just minutes to the Village, marina, shops, restaurants, train station and Mather Hospital. A wonderful opportunity to enjoy the best of The Highlands and the Port Jefferson lifestyle!

217 Windward Court N, Port Jefferson

$649,000

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

3 Beds ⋅ 2 Baths ⋅ 1053673 MLS

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

504 West Broadway, Port Jefferson

$815,000

Discover the charm of Port Jefferson Village in this beautifully designed one story prestigious ranch style home with finished basement. Elegant architectural details, 3 year old roof, gourmet Kitchen, updated Baths, mature landscaping are part of the features found in this turn key residence. Designed for everyday living and entertaining, the private back yard with in-ground pool, patio and decks plus play area enhance the experience. Added to the custom woodwork, hard wood floors, the spacious kitchen with an island and wood burning fireplace. walk-in closets, 2 car garage, award winning schools-Cul-de-sac location, private beaches start to complete this impeccably maintained retreat

3 Beds ⋅ 2 Baths ⋅ 1053986 MLS

Discover the charm of Port Jefferson Village in this beautifully designed one story prestigious ranch style home with finished basement. Elegant architectural details, 3 year old roof, gourmet Kitchen, updated Baths, mature landscaping are part of the features found in this turn key residence. Designed for everyday living and entertaining, the private back yard with in-ground pool, patio and decks plus play area enhance the experience. Added to the custom woodwork, hard wood floors, the spacious kitchen with an island and wood burning fireplace. walk-in closets, 2 car garage, award winning schools-Cul-de-sac location, private beaches start to complete this impeccably maintained retreat

111 Red Oak Court, Port Jefferson

$559,999

Welcome to 51 Norwood Ave, a charming home in the desirable Port Jefferson Station area. This well-maintained residence offers approximately 1,260 square feet of living space with a comfortable layout designed for everyday living and entertaining. All interior renovations were completed in approx 2020, featuring stainless-steel appliances, granite countertop, hardwood floors, LED overhead lighting, siding, roof, and renovated bathrooms. Enjoy a spacious backyard with beautiful patio with pavers, a private driveway which is great for parking large vehicles, and a detached one-car garage providing additional storage/parking. The home is located on a corner property so there backyard which is fully fenced wraps all the way around the house. The corner lot makes it ideal for parking any large trailers or RV. Plenty of space for pets! Plus, you are conveniently located near all the local shopping, dining, parks, and major roadways, this home offers a great combination of convenience and location. Super low taxes at 8.9K without any discounts!!!

3 Beds ⋅ 2 Baths ⋅ 1046814 MLS

Welcome to 51 Norwood Ave, a charming home in the desirable Port Jefferson Station area. This well-maintained residence offers approximately 1,260 square feet of living space with a comfortable layout designed for everyday living and entertaining. All interior renovations were completed in approx 2020, featuring stainless-steel appliances, granite countertop, hardwood floors, LED overhead lighting, siding, roof, and renovated bathrooms. Enjoy a spacious backyard with beautiful patio with pavers, a private driveway which is great for parking large vehicles, and a detached one-car garage providing additional storage/parking. The home is located on a corner property so there backyard which is fully fenced wraps all the way around the house. The corner lot makes it ideal for parking any large trailers or RV. Plenty of space for pets! Plus, you are conveniently located near all the local shopping, dining, parks, and major roadways, this home offers a great combination of convenience and location. Super low taxes at 8.9K without any discounts!!!

51 Norwood Avenue, Port Jefferson

$659,999

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

3 Beds ⋅ 4 Baths ⋅ 1050382 MLS

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

306 Liberty Avenue, Port Jefferson

$675,000

Harbor Hills Estates! Port Jefferson Village. Lots of love in this 3 bedroom ranch on 1/3 acre close to Harbor, ferry, shopping and train. This well-maintained home needs new baths and has wooded corner lot on a cul-de-sac. Sunlight pours in from the cathedral ceilinged formal living room. The home now has 28 grab bars, but owners will dismantle if preferred. There is a semi-finished basement that easily could be another bedroom. Unusual and comforting home for first time buyer. Terrific location in heart of Village.

3 Beds ⋅ 2 Baths ⋅ 1045478 MLS

Harbor Hills Estates! Port Jefferson Village. Lots of love in this 3 bedroom ranch on 1/3 acre close to Harbor, ferry, shopping and train. This well-maintained home needs new baths and has wooded corner lot on a cul-de-sac. Sunlight pours in from the cathedral ceilinged formal living room. The home now has 28 grab bars, but owners will dismantle if preferred. There is a semi-finished basement that easily could be another bedroom. Unusual and comforting home for first time buyer. Terrific location in heart of Village.

40 Laurel Drive, Port Jefferson

$599,000

Desirable 3-Bedroom Schooner Model in the sought-after Highlands community, ideally situated in the Village of Port Jefferson! Enjoy an incredible location within walking distance to the train station and just a quick stroll to Main Street’s popular restaurants, shopping, nightlife, and all that Port Jefferson Village has to offer. Move-in ready and beautifully updated throughout, this home features a recently renovated Eat-in Kitchen with gorgeous quartz countertops, crisp white shaker cabinetry, stylish subway tile backsplash, stainless steel appliances, and gas cooking. The desirable open floor plan is perfect for entertaining, featuring an oversized Living Room and Dining Area, along with additional counter seating ideal for casual dining and gatherings. The expansive Primary Suite offers an impressive private retreat, complete with two spacious walk-in closets and an en-suite bathroom. Additional updates and features include a new HVAC system with new condenser, all-new windows throughout, custom window treatments, two-panel interior doors, recessed lighting, convenient second-floor laundry, and a one-car garage. Tucked away in a quiet, dead-end location, the brick patio overlooks a peaceful, wooded setting, creating the perfect spot to relax and unwind. Enjoy resort-style community amenities including a swimming pool, tennis and basketball courts, clubhouse, and fitness center. A wonderful opportunity to enjoy low-maintenance living in one of Port Jefferson Village’s most convenient locations!

3 Beds ⋅ 3 Baths ⋅ 1050644 MLS

Desirable 3-Bedroom Schooner Model in the sought-after Highlands community, ideally situated in the Village of Port Jefferson! Enjoy an incredible location within walking distance to the train station and just a quick stroll to Main Street’s popular restaurants, shopping, nightlife, and all that Port Jefferson Village has to offer. Move-in ready and beautifully updated throughout, this home features a recently renovated Eat-in Kitchen with gorgeous quartz countertops, crisp white shaker cabinetry, stylish subway tile backsplash, stainless steel appliances, and gas cooking. The desirable open floor plan is perfect for entertaining, featuring an oversized Living Room and Dining Area, along with additional counter seating ideal for casual dining and gatherings. The expansive Primary Suite offers an impressive private retreat, complete with two spacious walk-in closets and an en-suite bathroom. Additional updates and features include a new HVAC system with new condenser, all-new windows throughout, custom window treatments, two-panel interior doors, recessed lighting, convenient second-floor laundry, and a one-car garage. Tucked away in a quiet, dead-end location, the brick patio overlooks a peaceful, wooded setting, creating the perfect spot to relax and unwind. Enjoy resort-style community amenities including a swimming pool, tennis and basketball courts, clubhouse, and fitness center. A wonderful opportunity to enjoy low-maintenance living in one of Port Jefferson Village’s most convenient locations!

203 Windward Court N, Port Jefferson

250 N Country Road Unit #Single Family, Port Jefferson

$749,000

Welcome to 250 N Country Road, Port Jefferson, NY—a spacious ranch-style home situated on an impressive 20,000-square-foot lot. This inviting residence offers approximately 1,400 square feet of living space, featuring three bedrooms, two full bathrooms, seven rooms, and convenient single-level living. The home includes beautiful wood flooring, central air conditioning, Oil heating, a dedicated laundry room, and a full basement providing excellent storage and additional possibilities. A private driveway and attached two-car garage offer parking for up to five vehicles. Connected to public water and sewer, this property combines comfort, space, and convenience in a desirable Port Jefferson location. The expansive grounds provide outstanding potential for outdoor entertaining, gardening, recreation, or future improvements. Conveniently located near local shopping, dining, schools, transportation, medical facilities, and the attractions of Port Jefferson Village. A wonderful opportunity to own a well-positioned home with generous property and exceptional potential.

3 Beds ⋅ 2 Baths ⋅ 1050212 MLS

Welcome to 250 N Country Road, Port Jefferson, NY—a spacious ranch-style home situated on an impressive 20,000-square-foot lot. This inviting residence offers approximately 1,400 square feet of living space, featuring three bedrooms, two full bathrooms, seven rooms, and convenient single-level living. The home includes beautiful wood flooring, central air conditioning, Oil heating, a dedicated laundry room, and a full basement providing excellent storage and additional possibilities. A private driveway and attached two-car garage offer parking for up to five vehicles. Connected to public water and sewer, this property combines comfort, space, and convenience in a desirable Port Jefferson location. The expansive grounds provide outstanding potential for outdoor entertaining, gardening, recreation, or future improvements. Conveniently located near local shopping, dining, schools, transportation, medical facilities, and the attractions of Port Jefferson Village. A wonderful opportunity to own a well-positioned home with generous property and exceptional potential.

250 N Country Road Unit #Single Family, Port Jefferson

$874,999

Welcome to 15 Hillcrest in Port Jefferson—a spacious Colonial offering a mother daughter setup with proper permits. The home features brand-new hardwood floors throughout, an open and inviting floor plan, a wood-burning fireplace, and a charming wraparound porch. Recent upgrades include a new gas heating system, new central air conditioning, and underground electrical service. Upstairs, you’ll find four generously sized bedrooms, a convenient laundry room, and an impressive primary suite featuring vaulted ceilings and a large walk-in closet. With flexible living space and a layout well suited for an additional income opportunity, this home offers versatility that is hard to find. Ideally located just minutes from Port Jefferson Village, the LIRR, shopping, dining, beaches, and all that the North Shore has to offer. A unique opportunity in a highly convenient Port Jefferson location!

5 Beds ⋅ 4 Baths ⋅ 1048964 MLS

Welcome to 15 Hillcrest in Port Jefferson—a spacious Colonial offering a mother daughter setup with proper permits. The home features brand-new hardwood floors throughout, an open and inviting floor plan, a wood-burning fireplace, and a charming wraparound porch. Recent upgrades include a new gas heating system, new central air conditioning, and underground electrical service. Upstairs, you’ll find four generously sized bedrooms, a convenient laundry room, and an impressive primary suite featuring vaulted ceilings and a large walk-in closet. With flexible living space and a layout well suited for an additional income opportunity, this home offers versatility that is hard to find. Ideally located just minutes from Port Jefferson Village, the LIRR, shopping, dining, beaches, and all that the North Shore has to offer. A unique opportunity in a highly convenient Port Jefferson location!

15 Hillcrest Avenue, Port Jefferson

$729,000

Spacious 6-bedroom, 3-bath home offering plenty of room for extended living and entertaining. Renovated throughout with gas heat and comfortable living spaces. Detached garage provides additional storage and parking. Potential for an additional living unit, offering flexibility for extended family or possible rental income, subject to proper permits and approvals.

6 Beds ⋅ 3 Baths ⋅ 1047156 MLS

Spacious 6-bedroom, 3-bath home offering plenty of room for extended living and entertaining. Renovated throughout with gas heat and comfortable living spaces. Detached garage provides additional storage and parking. Potential for an additional living unit, offering flexibility for extended family or possible rental income, subject to proper permits and approvals.

35 Colony Road, Port Jefferson

$375,000

Desirable end unit in Sagamore Hills Condominium complex! 2 bedroom w/large primary and ample storage. 2nd bedroom was originally a dining room, can easily be converted back. 1 full updated bathroom, large living room, eat-in kitchen, new floor molding, carpet, and raised panel doors. Newer windows, central air unit, gas heating system and gas water heater. Convenient washer and dryer in unit. Amenities include: clubhouse, tennis, basketball, pool, gym and playground. Pet friendly complex! Plus a private patio for your enjoyment. Close to shopping, Stony Brook University and much more. True taxes are 3,633.75

2 Beds ⋅ 1 Baths ⋅ 1044360 MLS

Desirable end unit in Sagamore Hills Condominium complex! 2 bedroom w/large primary and ample storage. 2nd bedroom was originally a dining room, can easily be converted back. 1 full updated bathroom, large living room, eat-in kitchen, new floor molding, carpet, and raised panel doors. Newer windows, central air unit, gas heating system and gas water heater. Convenient washer and dryer in unit. Amenities include: clubhouse, tennis, basketball, pool, gym and playground. Pet friendly complex! Plus a private patio for your enjoyment. Close to shopping, Stony Brook University and much more. True taxes are 3,633.75

145 Cambridge Drive, Port Jefferson

$800,000

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

4 Beds ⋅ 4 Baths ⋅ 1039000 MLS

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

31 Sands Lane, Port Jefferson

$650,000

Welcome Home To This Beautiful 4 Bedroom 1.5 Bath updated Splanch. This Home Offers A Warm and Inviting Atmosphere With Tasteful Updates Throughout. The Recently Remodeled Kitchen Features Clean White Shaker Cabinetry, Quartz Countertops, And Stainless Steel Appliances.The Formal Dining room Provides An Ideal Setting For Hosting Guests. The Den Is A Wonderful Place To Relax And Gather Around The Fireplace. Upstairs You'll Find Four Spacious Bedrooms With Beautiful Hardwood Floors And Plenty Of room For Everyone. The Updated Full Bathroom Features a Charming Farmhouse Inspired Design With Shiplap walls, Subway Tile, And Hexagon Tiled Flooring. This Home Also Offers A partial Basement Providing Flexible Space And A One Car Garage.Step Outside And Enjoy The Private Backyard With Approximately .34 Acres Offering Plenty Of Room To Relax Or Entertain. This Wonderful Home Is Ready To Welcome its Next Owners.

4 Beds ⋅ 2 Baths ⋅ 1041140 MLS

Welcome Home To This Beautiful 4 Bedroom 1.5 Bath updated Splanch. This Home Offers A Warm and Inviting Atmosphere With Tasteful Updates Throughout. The Recently Remodeled Kitchen Features Clean White Shaker Cabinetry, Quartz Countertops, And Stainless Steel Appliances.The Formal Dining room Provides An Ideal Setting For Hosting Guests. The Den Is A Wonderful Place To Relax And Gather Around The Fireplace. Upstairs You'll Find Four Spacious Bedrooms With Beautiful Hardwood Floors And Plenty Of room For Everyone. The Updated Full Bathroom Features a Charming Farmhouse Inspired Design With Shiplap walls, Subway Tile, And Hexagon Tiled Flooring. This Home Also Offers A partial Basement Providing Flexible Space And A One Car Garage.Step Outside And Enjoy The Private Backyard With Approximately .34 Acres Offering Plenty Of Room To Relax Or Entertain. This Wonderful Home Is Ready To Welcome its Next Owners.

28 Block Boulevard, Port Jefferson

$999,999

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

4 Beds ⋅ 4 Baths ⋅ 1038126 MLS

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

11 Soundview Drive, Port Jefferson

$649,990

Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout. The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the home. Additional recent improvements include a new roof, a 2022 hot water heater and boiler, a new storm door, outdoor electrical outlets in both the front and rear of the home, and a beautiful Nicolock patio—perfect for relaxing or entertaining. Residents of The Highlands enjoy an outstanding resort-style lifestyle with exclusive amenities, including a private beach, clubhouse with fitness center, saltwater in-ground pool, tennis courts, and Port Jefferson Country Club golfing privileges. Additional benefits include free parking in Port Jefferson Village, making it easy to enjoy the area's renowned waterfront, dining, shopping, entertainment, and community events. Ideally located near St. Charles Hospital and Mather Hospital, this exceptional home combines comfort, convenience, and an unbeatable location. Don't miss this rare opportunity to own the largest unit in one of Port Jefferson's most sought-after communities!

3 Beds ⋅ 3 Baths ⋅ 1030359 MLS

Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout. The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the home. Additional recent improvements include a new roof, a 2022 hot water heater and boiler, a new storm door, outdoor electrical outlets in both the front and rear of the home, and a beautiful Nicolock patio—perfect for relaxing or entertaining. Residents of The Highlands enjoy an outstanding resort-style lifestyle with exclusive amenities, including a private beach, clubhouse with fitness center, saltwater in-ground pool, tennis courts, and Port Jefferson Country Club golfing privileges. Additional benefits include free parking in Port Jefferson Village, making it easy to enjoy the area's renowned waterfront, dining, shopping, entertainment, and community events. Ideally located near St. Charles Hospital and Mather Hospital, this exceptional home combines comfort, convenience, and an unbeatable location. Don't miss this rare opportunity to own the largest unit in one of Port Jefferson's most sought-after communities!

149 Windward Court S, Port Jefferson

$699,999

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

3 Beds ⋅ 2 Baths ⋅ 999888 MLS

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

223 Old Post Road, Port Jefferson

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