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$535,000
3 Beds ⋅ 1 Baths ⋅ 1017937 MLS
Welcome to 35 Oakland Avenue, Port Jefferson Station — a beautifully updated Cape offering flexibility, and incredible value. Renovated in 2019, this move-in-ready home features an open-concept layout, updated kitchen and bath, hardwood floors, and a full basement, all set on a desirable corner lot with low taxes. Outside, enjoy a detached garage with additional bonus space offering endless possibilities for guests, a home office, creative studio, or potential supplemental income with proper permits. Gas is conveniently available on the street, offering an easy conversion option for future improvements. With a private driveway, outdoor entertaining space, and convenient access to shopping, dining, major roadways, and transportation, this home is the perfect blend of comfort, opportunity, and lifestyle.

35 Oakland Avenue, Port Jefferson
$501,000
2 Beds ⋅ 3 Baths ⋅ 885972 MLS
Embrace the ease of condo living in this spacious 2 bedroom, 2.5 bath home tucked away in Port Jefferson. This 2 story Townhouse features two Primary-sized bedrooms, both with en suite baths and walk-in closets, offering privacy and comfort. A modern white kitchen with quartz countertops is a perfect place for casual meals, and the fenced patio is large enough for outdoor dining, or just relaxing with friends or family. The attached one car garage is a plus, and there is ample guest parking close by. Port Jefferson Village is magical with its abundance of stores, restaurants and harborfront waterviews. Amenties for residents include Beach Rights and more! Common Charges include Cable TV, snow removal, landscaping & more. Taxes include PJ Village Tax. Close to 3 major hospitals and Stony Brook University. This is a must see!

7 Sea Court Lane, Port Jefferson
$499,000
3 Beds ⋅ 2 Baths ⋅ 996429 MLS
POTENTIAL RENTAL INCOME is included with this home (2 electric meters and off-street parking), which is nestled on a dead-end block in the Village of Port Jefferson. It is in the Comsewogue school district and includes all Port Jeff Village amenities: a year-round village parking permit, recreation programs for all ages, discounted Club golf and tennis memberships at the PJ Country Club, private resident beaches with seasonal lifeguards, and LIRR private parking. This home's main living area is on the 2nd floor, and it includes a lovely guest suite on the 1st floor, with the potential for an apartment for Mom or that kid who just won't leave home!!! It would also be a wonderful, separate, and sunny home office. This home is just 1 mile to LIRR, 2 miles from Port Jeff Ferry, Harbor, and Village Center. And only 8 miles to Stony Brook University and Hospital.

23 Woodside Avenue, Port Jefferson
$490,000
2 Beds ⋅ 3 Baths ⋅ 922215 MLS
Discover exceptional value in Port Jefferson Village with this beautifully maintained 2-bedroom, 2.5-bath townhouse in the highly sought-after Town & Country community. This spacious, move-in-ready home offers nearly 1,500 sq ft of comfortable living with two ensuite bedrooms, central air, natural gas heating, and a private attached garage all just minutes from Port Jefferson Village’s shops, dining, beaches, and the ferry. The main level features an open-concept living area with a cozy gas fireplace, high ceilings, and sliding glass doors leading to a private brick patio, creating a seamless indoor–outdoor flow. The eat-in kitchen includes a center island and excellent storage. On the second level, both bedrooms are generously sized, each offering an ensuite bathroom and walk-in closet. A convenient laundry room is also located on this level. Recent updates include a new AC system and new hot water heater, providing added comfort and peace of mind. Located in the meticulously maintained Town & Country community, residents benefit from beautifully landscaped grounds and full access to Port Jefferson Village amenities beaches, tennis, golf, country club facilities, and the vibrant harbor-front lifestyle the area is known for. With its prime location, modern features, attached garage, and spacious layout, this townhouse delivers an exceptional Port Jefferson living experience.

10 Sea Court Lane, Port Jefferson
$485,000
2 Beds ⋅ 2 Baths ⋅ 949638 MLS
Welcome to The Highlands! This beautifully updated 2 bedroom, 1.5 bath condo offers a perfect blend of comfort and modern style. As you step inside, you are greeted by wood floors that flow throughout the main level living areas, creating a warm and inviting atmosphere. The cozy fireplace in the living room adds a touch of charm and is perfect for those chilly evenings. The heart of the home is the updated galley kitchen featuring Granite counter tops and white shaker Cabinets, and a sleek five-burner Gas stove that will delight any home chef. Both baths have been updated, and a huge storage room off the garage allows you to stock up when necessary, and store away so your place never looks cluttered! Step outside through the living room sliding glass doors to your own private deck overlooking the community Pool and Clubhouse. The Highlands is a vibrant community with a gym, pool, tennis, and more, plus a clubhouse that you can reserve for special occasions, allowing you to host celebrations with ease. LOW TAXES! The Port Jefferson address affords you all Village amenities including resident-only beaches, free Village parking, reduced Country Club membership, and more! Very close to Railroad, Hospitals and University.

117 Leeward Lane, Port Jefferson
$440,000
2 Beds ⋅ 3 Baths ⋅ 954933 MLS
Welcome to 249 Windward Drive, a well-maintained 2-bedroom, 2.5-bath condominium located in The Highlands, one of Port Jefferson’s most established and amenity-rich communities. Offering a smart layout, generous storage, and access to resort-style amenities, this home presents an excellent opportunity for comfortable, low-maintenance living. The main level features an open living and dining area with abundant natural light, an eat-in kitchen, and a convenient half bath. Upstairs, the primary suite includes a private full bath, while the second bedroom is served by an additional full bath. Laundry is located within the unit on the second floor, and the home includes an attached garage plus additional storage, providing functionality rarely found in condominium living. The Highlands community offers a wide range of amenities, including a clubhouse, outdoor pool, fitness center, tennis and basketball courts, playground, professionally landscaped grounds, and a scenic community pond with walking paths. Monthly HOA fees cover exterior maintenance, snow removal, landscaping, trash service, water, and basic cable/internet, allowing for simplified homeownership. Ideally located just a short distance from Port Jefferson Village, residents enjoy access to harbor front parks, dining, shopping, Theatre Three, the Port Jefferson Ferry, and the LIRR station, providing convenient options for travel and recreation. Additional benefits include resident-only beach access, village parking privileges, and discounted country club membership. This property combines location, community amenities, and everyday practicality, making it a compelling option within today’s market.

249 Windward Drive, Port Jefferson
$415,000
2 Beds ⋅ 2 Baths ⋅ 892663 MLS
Welcome to 87 Leeward Ct nestled in Port Jefferson Village — a 2-bedroom, 2-bath end-unit condo located on the ground level in the desirable Highlands at Port Jefferson. This unit includes washer dryer in the interior space. Located near Main Street’s shops and restaurants, and just minutes from the marina and Port Jefferson Ferry, you’ll enjoy a vibrant lifestyle with everything at your fingertips. The community offers an array of amenities, including a pool, clubhouse, fitness center, and tennis courts. Taxes include Village Tax of $536.58

87 Leeward Court, Port Jefferson
$410,000
1 Beds ⋅ 2 Baths ⋅ 937024 MLS
Welcome to 82 Leeward Ct located in the desirable Highlands at Port Jefferson. A very spacious 1-bedroom, 1.5-bath Unit that overlooks the pond and gorgeous gardens for enjoyable evenings on your balcony. Additional Perks: Central air conditioning, natural gas heating and 2 private parking spots. The community offers an array of amenities, including a pool, clubhouse, fitness center, and tennis courts. As a Village Resident you will have access to two private beaches, renowned country club with golf course, waterfront dining & Village-only parking with special resident events. The perfect location situated near the LIRR, ferry, hospitals, shops, and dining — this home blends convenience and lifestyle effortlessly. Don’t miss this rare opportunity to own a one-of-a-kind home in the Highlands!

82 Leeward Court, Port Jefferson
$405,000
1 Beds ⋅ 1 Baths ⋅ 898919 MLS
Live lightly - live locally! Enjoy village living from this impeccable and beautiful end unit at The Regency. You'll love the sun-drenched rooms, hardwood floors, recessed lights, new skylights, new hw heater, updated kitchen and bath. Step outside and you'll find yourself just moments from quaint shops, waterfront park, dining, theatre, and all the vibrant energy the village has to offer. Low taxes, village resident amenities include private beaches, code enforcement, resident only free parking.

202 Main Street Unit #301, Port Jefferson
$400,000
1 Beds ⋅ 1 Baths ⋅ 957681 MLS
Enjoy comfort and convenience in this lovely 1-bedroom, 1-bath condo featuring access to fantastic community amenities and optional on-site storage rental. Pet-friendly—dogs welcome! Located in desirable Port Jefferson, just minutes from parks, beaches, and village life.

202 Main Street Unit #303, Port Jefferson
$295,000
2 Beds ⋅ 1 Baths ⋅ 891563 MLS
Spacious and freshly updated, this 2-bedroom, 1-bath co-op offers modern comfort with a private patio perfect for relaxing or entertaining, plus conveniences like private parking and on-site security. Inside, you’ll find a bright living space, contemporary kitchen and bathroom fixtures, and quality finishes throughout. The community elevates your lifestyle with resort-style amenities including a swimming pool, BBQ areas, and common-area laundry—all while the co-op handles snow shoveling, landscaping, and building repairs, so you can enjoy maintenance-free living.

460 Old Town Unit #8H, Port Jefferson
$265,000
2 Beds ⋅ 1 Baths ⋅ 975657 MLS
Welcome to Stony Hollow, a fabulous gated community where comfort meets convenience in the heart of Port Jefferson Station. This bright and airy FIRST-FLOOR END UNIT CO-OP, Offers a spacious two-bedroom layout with one full bathroom, with ample closet space and close proximity to laundry center. move-in ready, this home features, new air conditioning units, and a newly installed private fence enclosing your own peaceful patio retreat. The galley kitchen flows seamlessly into the dining area, creating an open concept layout that continues into the generously sized living room. Sliding glass doors lead directly to the private patio, ideal for morning coffee or evening relaxation. Natural light fills the living space, creating a warm and inviting atmosphere perfect for both everyday living and entertaining. Residents enjoy a range of amenities, including a swimming pool, playground, BBQ area, on-site laundry facilities, a car-wash station, and community garden plots. Common charges cover it all, including property tax, water, gas heat, trash removal, cable/internet with the Optimum Silver package, snow removal, and exterior maintenance. Pet-friendly (with restrictions), this community offers easy access to major highways, shopping, the LIRR, Stony Brook University, Stony Brook Hospital, Mather & St. Charles Hospital, the Village of Port Jefferson, the Port Jeff Ferry, and local beaches. Don’t miss this opportunity to own a move-in-ready home in a prime location with exceptional amenities!

460 Old Town Road Unit #3H, Port Jefferson

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