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217 Windward Court N, Port Jefferson
$499,990
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

33 Jarvin Road, Port Jefferson Station
$590,000
3 Beds ⋅ 1 Baths ⋅ 1056723 MLS
Welcome to this inviting 3-bedroom, 1-bath Ranch style home, offering comfortable single-level living and a warm, functional layout designed for everyday enjoyment. Step inside to a bright open-concept living space where the living room, dining area, and kitchen flow seamlessly together, perfect for entertaining, gathering with family and friends, or simply relaxing at home. Beautiful wood flooring adds warmth and character throughout, complemented by ceramic tile in the kitchen area. Just beyond the main living space, you'll find a versatile bonus room featuring a cozy wood-burning stove, offering the perfect setting for a home office, family room, den, or additional relaxation space. This room also provides direct access to the backyard. A second entrance from the kitchen creates easy indoor-outdoor flow, ideal for entertaining, outdoor dining, or simply enjoying the fresh air. The bathroom provides extra comfort with a skylight that welcomes natural light and heated floors, an especially enjoyable feature during Long Island's cooler months. Situated on approximately 0.35 acres, the property features a spacious backyard with plenty of room for outdoor enjoyment, entertaining, gardening, recreation, or creating your own outdoor retreat. A one-car garage provides additional convenience and storage, while the driveway offers parking for up to two additional vehicles. Conveniently located near Nesconset shopping, with easy access to Route 347, public transportation, and the LIRR Port Jefferson Branch, this home offers a wonderful combination of comfort, convenience, and accessibility. Whether you're looking for your first home, convenient one-level living, or simply a welcoming place with indoor and outdoor space to make your own, this charming Ranch offers wonderful possibilities. Come experience it for yourself and imagine making this house your next home!

33 Jarvin Road, Port Jefferson Station

66 Ontario Street, Port Jefferson Station
$549,000
3 Beds ⋅ 2 Baths ⋅ 1056320 MLS
Inviting curb appeal welcomes you to this three-bedroom, two-bath split-level in the Comsewogue School District. Freshly painted interiors feature refinished hardwood floors and a completely renovated main bathroom with modern porcelain tile, a new vanity and medicine cabinet. The kitchen features brand-new flooring and backsplash. These bathroom and kitchen updates have not been used since completion, so you’ll be the first to enjoy them. The roof, front siding and gutters were all replaced together in 2021. An Andersen front picture window was installed in 2024, and the front and rear entry doors and storm doors were replaced in 2025. The finished lower level offers an open layout, second kitchen, full bathroom and separate entrance. Gas heat, front-yard sprinklers and an attached one-car garage with laundry complete the home on approximately 0.17 acre.

66 Ontario Street, Port Jefferson Station

305 Sara Circle, Port Jefferson Station
$569,990
2 Beds ⋅ 3 Baths ⋅ 1056003 MLS
Welcome to easy living in the highly sought-after Fox Meadow community! This beautifully maintained and updated 2-bedroom, 2.5-bath condo offers a spacious, open-concept layout designed for both comfortable everyday living and entertaining. The custom eat-in kitchen features granite countertops, stainless steel appliances, natural gas cooking, and ample cabinetry, flowing seamlessly into the main living areas. Upstairs, the exceptionally spacious primary suite—larger than those found in many other models—offers a private retreat with an en-suite bath, two generous double closets, plus a walk-in closet. An additional spacious bedroom and versatile loft provide flexible living space ideal for a home office, den, guest area, or possible third bedroom. The conveniently located second-floor laundry eliminates the need to carry laundry between levels, while pull-down attic stairs provide additional storage. Additional features include central air conditioning, forced hot air heat, an attached one-car garage, and a peaceful outdoor patio overlooking a picturesque rolling lawn. Fox Meadow offers a true resort-style lifestyle with a clubhouse, saltwater pool, playground, basketball courts, and tennis/pickleball courts, all within a pet-friendly community. Conveniently located near shopping, dining, transportation, Stony Brook University, and area hospitals. Move right in and enjoy the perfect combination of space, comfort, convenience, and community!

305 Sara Circle, Port Jefferson Station

51 Norwood Avenue, Port Jefferson
$559,999
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

460 Old Town Road Unit #27L, Port Jefferson Station
$189,000
1 Beds ⋅ 1 Baths ⋅ 1051197 MLS
Welcome to Port Jefferson Station's Stony Hollow community. This second-floor one bedroom junior executive co-op offers approximately 700 square feet in this gated community. Enjoy an in-ground pool, picnic and barbecue areas, a playground and ample parking for residents and guests. Maintenance also includes cable, gas heat, hot water, sewer and snow removal. Just minutes from Port Jefferson Village, you’ll be close to waterfront dining, local shops and the scenic harbor. Spend an afternoon at Harborfront Park, catch a performance at Theatre Three, or enjoy the local farmers market, outdoor concerts and annual festivals. With Stony Brook University and everyday shopping nearby, plus the Port Jefferson ferry offering another way to explore beyond Long Island, this location brings together everyday convenience and plenty to enjoy close to home.

460 Old Town Road Unit #27L, Port Jefferson Station

177 Cambridge Drive, Port Jefferson
$319,000
2 Beds ⋅ 2 Baths ⋅ 1052501 MLS
Enjoy comfort, convenience, and carefree living at 177 Cambridge Dr! This well-maintained Model offers 2 generously sized bedrooms, 1.5baths, a spacious living room, dedicated dining area, abundant closet space, and an in-unit washer and dryer. Carpeting was replaced with flooring approximately 9 years ago, the interior has been freshly painted, Bathroom had been recently updated and the private fenced patio creates the perfect spot to relax or entertain outdoors. Residents can enjoy an impressive selection of community amenities, including an in-ground swimming pool, clubhouse, fitness center, tennis, and pickleball courts, basketball court, playground, and beautifully maintained grounds. ideally situated within the Comsewogue school district with easy access to the LIRR, Hospitals, shopping, Dining, and major Roadway. It's A wonderful place to call Home!

177 Cambridge Drive, Port Jefferson

39 Superior Street, Port Jefferson Station
$565,000
3 Beds ⋅ 2 Baths ⋅ 1048895 MLS
39 Superior Street offers the perfect blend of updated living space, functionality, and future potential in the heart of Port Jefferson Station. Situated on a well-sized .26-acre cleared and fully fenced property, this home features a sunlit living room with oversized picture windows, an attached 1-car garage with direct access into the home, and a beautifully maintained paver driveway and rear patio perfect for entertaining. The updated kitchen is equipped with granite-style countertops, stainless steel appliances, and flows seamlessly into the main living area. Two fully renovated bathrooms and a new washer/dryer add to the home’s move-in-ready appeal. Other updates include all new hi-hat lighting, new central air conditioning, new on demand hot water heater, and upgraded 200 amp electric. The walk-out lower level with a full bathroom offers excellent flexibility and potential for a future accessory apartment with proper permits. Additional highlights include setup already in place for a gas whole-house generator, ample outdoor space, and a convenient location close to Terryville Plaza Shopping Center, local farm stands, and Continental Park.

39 Superior Street, Port Jefferson Station

460 Old Town Road Unit #24-O, Port Jefferson
$199,999
2 Beds ⋅ 1 Baths ⋅ 1048650 MLS
Welcome to 460 Old Town Rd, Unit 24-0, located in the desirable Stony Hollow community-where comfort, convenience, and liftstyle come together! This beautifully updated 2-bedroom, 1 full bath second-floor co-op offers privacy with no neighbors above and the added benefit of being a corner unit, allowing for extra natural light and a more open feel. Renovated in 2021, the home features an updated kitchen, modern finishes, and all appliances replaced at the time-making it truly move-in ready. Inside, you'll find a spacious living room, a dedicated dining area, and a well-appointed kitchen designed for both everday living and entertaining. Stony Hollow offers an array of amenities for residents to enjoy, including on-site laundry facilities, an in-ground pool, basketball court, playground, and even a community vegtable garden-perfect for those who enjoy outdoor living and a sense of community. Conveniently located near shopping, dining, and major roadways, this is an excellent opportunity for comfortable and low-maintenance living. Don't miss your chance to own this bright, updated, and ideally located unit!!

460 Old Town Road Unit #24-O, Port Jefferson

31 Oakland Avenue, Port Jefferson Station
$589,900
3 Beds ⋅ 2 Baths ⋅ 1029243 MLS
Welcome to this beautifully renovated 3-bedroom, 2-bath Ranch, low low taxes $4882 Step inside to find a bright and airy living space featuring gleaming new hardwood oak flooring and a stunning new white kitchen with stainless steel appliances, new quartz countertops, and custom cabinetry, new gas range, DW, WD, microwave oven. Both new bathrooms have been thoughtfully designed with high-end finishes, offering a spa-like feel. New Anderson windows, new insulation, new interior and exterior doors and a nearly new roof. The home is equipped with new wiring, new central air conditioning and efficient gas heating for year-round comfort. A partial basement with an outside entrance provides additional storage and utilities. Enjoy outdoor entertaining in the expansive fully fenced backyard, 1-car new detached garage, vehicle gate, multi-vehicle driveway Don’t miss this incredible opportunity to own a move-in-ready home in a prime location! Walk to the LIRR, near Port Jefferson. Low low taxes $4882

31 Oakland Avenue, Port Jefferson Station

460 Old Town Road Unit #26M, Port Jefferson Station
$159,990
1 Beds ⋅ 1 Baths ⋅ 1034235 MLS
Welcome to Stony Hollow! A wonderfully maintained gated community on Long Islands North Shore. The community offers an in ground pool, playground, car wash station, BBQ area, community garden and on site laundry facilities. The common charges include taxes, heat, gas for cooking, water, trash removal, Optimum Silver cable package, snow removal and exterior maintenance. Pet-friendly (with restrictions, up to 25lbs). Updates include a brand new air conditioner; with a new sleeve, new windows, newer roof & more. Your time is yours- all exterior items totally covered! Stony Hollow is centrally located to commuter routes, shopping, numerous dining options and is a stones throw from the LIRR, Port Jefferson Village, the Port Jefferson Ferry and three regional hospitals- Stony Brook University Hospital - Suffolk's only level 1 trauma center, Mather Hospital and St. Charles Hospital. Stony Hollow is also close to Stony Brook University, numerous beaches, parks and outdoor activities. It's your for the taking- affordable, maintenance free living is calling

460 Old Town Road Unit #26M, Port Jefferson Station

4 Morgan Avenue, Port Jefferson Station
$549,990
3 Beds ⋅ 2 Baths ⋅ 1033699 MLS
Beautifully updated 3-bedroom, 2-bath colonial ready to move right in. SUPER LOW TAXES. Roof, windows, siding and kitchen are all recent updates. This home features a welcoming family room, dining room, formal living room and opens perfectly to the renovated open kitchen which includes newer appliances, tons of cabinets and countertop space. The 3 bedrooms are situated on the 2nd floor with a recently updated full bathroom. The primary bedroom has a nice walk-in closet. Other updates include roof ~9 years, windows ~5 years, heating ~9 years. The attic is tall enough to stand up and finished with closets for additional storage. Hardwood floors are included throughout. The full unfinished basement provides excellent storage and future potential. Enjoy your backyard with a finished patio perfectly situated for outdoor entertainment. A wonderful opportunity to own in a peaceful setting while staying close to everything!

4 Morgan Avenue, Port Jefferson Station

643 Jayne Boulevard, Port Jefferson Station
$566,500
3 Beds ⋅ 2 Baths ⋅ 1034380 MLS
Opportunity awaits at this 3-bedroom, 2-bath ranch located in the Terryville section of Port Jefferson Station within the Comsewogue School District. Situated on a .17-acre residential lot with an attached one-car garage, this home offers excellent potential for renovation or customization. Exterior observations indicate a home with solid curb appeal in an established neighborhood conveniently located near shopping, restaurants, major roadways, Stony Brook University, Stony Brook Hospital, Port Jefferson Village, and the Long Island Rail Road. This property is being sold as-is. Information contained in this listing has been obtained from public records and other available sources and has not been independently verified. Buyers are encouraged to verify all information, including room count, dimensions, condition, utilities, taxes, and property features, through their own due diligence.

643 Jayne Boulevard, Port Jefferson Station

2 Custom Lane, Port Jefferson Station
$599,999
6 Beds ⋅ 2 Baths ⋅ 1034212 MLS
A home with the space and flexibility that can be hard to find. Offering 6 bedrooms and 2 full bathrooms, this home provides room to spread out, work from home, accommodate guests, or simply have the extra space today’s buyers are looking for. Inside, you’ll find a bright, comfortable layout with hardwood floors, generous bedrooms and plenty of natural light. The kitchen offers ample cabinetry and dining space, while the home’s layout provides flexibility for a variety of living needs. The unfinished basement adds even more usable space, offering excellent storage and possibilities for a home gym, recreation area, workshop or other future use. Outside, enjoy a spacious yard with room for entertaining, relaxing and outdoor activities. Conveniently located in Port Jefferson Station, with easy access to shopping, restaurants, transportation and the surrounding Port Jefferson area. Six bedrooms. Flexible space. A great location. Come see what 2 Custom Lane has to offer.

2 Custom Lane, Port Jefferson Station

460 Old Town Road Unit #8J, Port Jefferson Station
$282,000
2 Beds ⋅ 1 Baths ⋅ 1023408 MLS
Nestled in a quiet pocket of Suffolk County, this spacious second floor co-op offers an ideal entry point to homeownership in Port Jefferson Station. It's perfect for a first-time buyer or someone looking to downsize. This two bedroom offers a comfortable living space with a large living room, separate dining area, two nice size bedrooms and a roomy galley kitchen. The end unit with additional window makes this a bright and airy space for living and entertainment. Stony Hollow offers many amenities; pool, playground, picnic/BBQ area, car wash station, community garden, basketball hoop, on-site laundry facility and storage unit available (additional cost). Common charges cover everything including taxes, water, heat, gas for cooking, snow removal, exterior maintenance, garbage removal and cable/internet with Optimum Silver package. Let's not forget, pet friendly! Stony Hollow is conveniently located near shopping, dining, LIRR, Stony Brook University, Stony Brook Hospital, Village of Port Jefferson, Port Jefferson Ferry and great beaches. Schedule a showing today to discover affordable Long Island living at Stony Hollow.

460 Old Town Road Unit #8J, Port Jefferson Station

1307 Sara Circle, Port Jefferson Station
$545,000
2 Beds ⋅ 3 Baths ⋅ 1019202 MLS
Welcome to this completely updated, turn-key 2-bedroom, 2.5-bath townhouse offering modern luxury and peace of mind. The heart of the home is the customized new kitchen featuring high-end quartz countertops, custom cabinets, a center island, and 5-year-young Samsung stainless steel appliances. The open layout transitions into a bright living space with updated flooring. Upstairs, you will find the primary bedroom with an en-suite bath, a walk-in closet plus an additional closet, as well as the second bedroom and a full bath. Don't miss the bonus space on the second floor, perfect for a workstation or reading nook. This home is packed with mechanical upgrades for worry-free living. It features a brand-new gas furnace and condenser, a new water heater, a Nest thermostat, and a brand-new washer and dryer. Step through the new sliding patio door to relax on your private, new stamped concrete patio. An attached garage with entrance into townhouse and private driveway provide plenty of off-street parking. Enjoy easy access to shopping, local hospitals, and the villages of Stony Brook and Port Jefferson.

1307 Sara Circle, Port Jefferson Station

7 Squires Avenue, Port Jefferson Station
$549,999
3 Beds ⋅ 2 Baths ⋅ 1016408 MLS
Welcome to this stylish split ranch offering comfort, functionality, and a convenient location close to shopping, parks, and schools. This inviting home is an excellent opportunity for first-time homebuyers, downsizers, or anyone seeking easy living. The home features three spacious bedrooms, including a primary bedroom with two closets, and two full bathrooms, one of which has been recently renovated. The bright eat-in kitchen is equipped with stainless steel appliances, a new dishwasher, a side-by-side refrigerator, and ceramic tile flooring. A spacious living room and formal dining room provide the perfect setting for everyday living and entertaining. Additional highlights include a laundry/utility room, hardwood flooring (where applicable), and ample storage throughout. Step outside to a large backyard featuring a wood deck, offering plenty of space for outdoor dining, entertaining, gardening or simply relaxing. Conveniently located near shopping, restaurants, parks, major roadways, and local amenities, this home combines comfort, value, and ideal location. Don't miss this wonderful opportunity to make this charming home your own. Spanish Elegante propiedad de diseño funcional y ubicación privilegiada Bienvenidos a esta residencia Impecable de niveles divididos (Split Ranch), la cual ofrece un perfecto equilibrio entre comodidad, funcionalidad y una ubicación estratégica a escasa distancia de zonas comerciales, parques y centros educativos. Esta atractiva propiedad representa una magnífica oportunidad de inversión, ideal tanto para compradores de primera vivienda y personas que buscan optimizar su espacio, como para aquellos que priorizan un estilo de vida práctico y accesible. La vivienda consta de tres amplios dormitorios —destacando la suite principal equipada con doble armario— y dos baños completos, uno de los cuales ha sido recientemente remodelado con acabados modernos. La luminosa cocina con espacio para comedor diario está equipada con electrodomésticos de acero inoxidable, lavavajillas a estrenar, refrigerador de dos puertas y un elegante piso de loseta cerámica. Asimismo, la espaciosa sala de estar y el comedor formal se integran armoniosamente, ofreciendo el escenario idóneo para la vida cotidiana y la recepción de invitados. Entre sus características adicionales, la propiedad dispone de un área independiente de lavandería y servicios, selectos pisos de madera y una gran capacidad de almacenamiento en todas sus estancias. En el exterior, se encuentra un generoso patio trasero con una terraza de madera, un espacio versátil y perfecto para el entretenimiento, la jardinería o el descanso al aire libre. Gracias a su excelente conectividad con las principales vías de transporte, restaurantes y servicios locales, esta residencia conjuga a la perfección comodidad, espacio, valor y una ubicación inmejorable. No deje pasar esta extraordinaria oportunidad de adquirir una propiedad con un encanto único.

7 Squires Avenue, Port Jefferson Station

460 Old Town Road Unit #3K, Port Jefferson Station
$180,000
1 Beds ⋅ 1 Baths ⋅ 1000753 MLS
Move right into this updated second floor unit located in the Stony Hollow community of Port Jefferson. This bright and inviting home features an updated Eat-in-Kitchen with plenty of cabinet space, a spacious living room/dining area perfect for entertaining, and an oversized freshly painted bedroom. The updated full bathroom adds to the home's appeal. Recent updates include newer windows, both air conditioners (2021) dishwasher (2023), microwave (2026) and updated plumbing for both sinks (2026). Amenities include an in-ground pool, playground and BBQ area. Common charges include: property taxes/heat/gas/water/cable/internet (optimum silver package). Conveniently located near Stony Brook University, Port Jefferson Village, shopping, dining and more!

460 Old Town Road Unit #3K, Port Jefferson Station

5 Oakwood Avenue, Port Jefferson Station
$559,990
3 Beds ⋅ 1 Baths ⋅ 996020 MLS
Welcome to the spacious ranch nestled on a 0.35-acre in the heart of Port Jefferson Station. This three-bedroom includes a remodeled Kitchen with modern quartz countertops open to a Large Den with sliders to enjoy the large Den for outdoor entertaining. The main level offers a sophisticated retreat with three well-appointed bedrooms and a modern full bathroom, all accented by designer touches including recessed lighting and elegant flooring. For added functionality the home includes central air conditioning, a convenient first-floor laundry area, and an attached garage. Transition seamlessly to the outdoors to discover a private backyard, fully enclosed by a wood fence and featuring a sprawling deck perfect for quiet morning coffee or summer barbecues. This residence is just a short drive from the vibrant energy of Port Jefferson Village and Harborfront Park. This home represents a rare opportunity to enjoy modern refinements in one of Long Island's most sought-after coastal communities.

5 Oakwood Avenue, Port Jefferson Station

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.