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$680,000
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
$425,000
2 Beds ⋅ 2 Baths ⋅ 1028058 MLS
Welcome to this beautifully appointed second-floor end-unit condominium in the sought-after Highlands at Port Jefferson. This bright and inviting home offers the privacy and abundant natural light that only an end unit can provide. Beautiful custom moldings add timeless elegance throughout the living spaces, creating a warm and sophisticated atmosphere. The spacious primary suite features a private balcony overlooking the peaceful pond and sparkling community pool—the perfect setting to enjoy your morning coffee or relax at the end of the day. Ideally located just minutes from the charming Village of Port Jefferson, you’ll enjoy easy access to waterfront dining, boutique shopping, the ferry, marinas, parks, and year-round community events. Residents of The Highlands also enjoy exceptional amenities, including a clubhouse, fitness center, tennis courts, and a beautifully maintained pool. Whether you’re looking for a year-round residence or a low-maintenance retreat, this exceptional condominium offers comfort, convenience, and an unbeatable location.

88 Leeward Court, Port Jefferson
$319,000
2 Beds ⋅ 1 Baths ⋅ 1026789 MLS
Welcome to the sought after Stony Hollow Gated Community! This recently updated first floor two bedroom unit features brand new stainless steel appliances, captivating granite countertops, stylish vinyl flooring and two efficient wall AC units. The bathroom is completely renovated with brand new blinds throughout. Each bedroom offers spacious closets, complemented by additional storage in the hallway. The kitchen boasts sliding glass doors with built in blinds that opens to your expansive and private fenced patio with a large storage bin. Maintenance charges cover taxes, heat, gas for the stove, water, and an Optimum Silver cable package, alongside grounds upkeep, pool access and snow removal. Enjoy the community amenities, including an in ground pool, playground, picnic area, and BBQ facilities for your outdoor leisure. The complex is conveniently located near Stony Brook University, Stony Brook, Mather, and St. Charles Hospitals, with easy access to major roads, restaurants and shopping. Experience all that Stony Brook and Port Jefferson Villages have to offer. This unit is ready for you to make it your own!

460 Old Town Road Unit #3G, Port Jefferson
$249,999
2 Beds ⋅ 1 Baths ⋅ 1025691 MLS
Welcome to 460 Old Town Road, Unit 24-O, located in the desirable Stony Hollow community—where comfort, convenience, and lifestyle 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 everyday 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 vegetable 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 Station
$289,000
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
$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
$649,999
2 Beds ⋅ 3 Baths ⋅ 1019153 MLS
Welcome to this beautifully maintained 2-bedroom, 2.5-bath home in The Highlands, featuring a versatile bonus room, beautiful hardwood floors, picturesque pond views, and numerous recent updates. The updated kitchen offers granite countertops, stainless steel appliances, gas cooking, and a Bosch dishwasher. French doors in the living room open to picturesque views of the backyard pond, creating a peaceful outdoor setting. The spacious primary suite features French doors, abundant natural light, an ample-sized closet, and a beautifully updated en-suite bathroom. Major mechanical updates include central air conditioning, a furnace, and a washer, all approximately six months old, along with a newer hot water heater. The primary bathroom and first-floor half bath were tastefully renovated in 2023-2024, with the primary bathroom featuring custom glass shower doors installed in 2024. Additional highlights include forced hot air heating, a gas fireplace, carpeting replaced approximately 2.5 years ago, a repaved driveway completed last year, and an attached garage with an automatic door opener. Enjoy the benefits of a low HOA that includes WiFi, cable, snow removal, garbage removal, access to a saltwater pool, fitness center, tennis courts, and more. Ownership includes access to two private village beaches, including a designated dog beach and West Beach, along with eligibility for discounted membership at the Port Jefferson Country Club. Offering numerous recent improvements, quality finishes, and an extensive list of amenities, this home combines comfort, convenience, and thoughtful updates throughout.

56 Leeward Court, Port Jefferson
$184,000
1 Beds ⋅ 1 Baths ⋅ 1017973 MLS
The beauty of this complex is it's proximity to Stonybrook Hospital and Port Jefferson Village. This darling one-bedroom unit wants a person with a vision to make it your own. Needing a bit of TLC, but all can be done after moving in. This end unit also comes with an enclosed for privacy patio. Come check it out before it's gone & still time to enjoy the IG Pool, playground & BBQ area. Why owning this unit would be cheaper than renting!

460 Old Town Road Unit #3C, Port Jefferson Station
$675,000
2 Beds ⋅ 3 Baths ⋅ 1016640 MLS
Welcome to this beautifully updated turnkey end-unit townhouse located in the desirable 24-hour gated community of The Ranches. Perfectly positioned with Trex deck lounge overlooking a tranquil pond, this home offers both privacy and picturesque views. Meticulously renovated from top to bottom, every detail has been thoughtfully designed, from the open and functional newly renovated kitchen with granite countertops, under cabinet lighting, new appliances; to the sophisticated finishes and calming neutral color palette consistent throughout. Abundant natural light fills the living spaces, highlighting the quality materials, crown molding, stylish lighting fixtures, and modern upgrades throughout. The fully finished basement provides valuable additional living space, ideal for a recreation room, home office or gym and storage. New appliances, CAC, HWH, High hat lighting, LVF throughout. Conveniently located near the clubhouse and community pool, this exceptional residence combines comfort, style, and low-maintenance living. Seller is offering furnishings with an acceptable offer, making this a rare move-in-ready opportunity.

2106 Nicole Drive, Port Jefferson Station
$599,000
3 Beds ⋅ 3 Baths ⋅ 1015102 MLS
Welcome to this sundrenched Fox Meadow townhome. This beautiful property features 3 bedrooms and 2.5 bathrooms. Inside, enjoy updated luxury vinyl tile flooring. Relax by the cozy wood-burning fireplace. The large eat-in kitchen offers plenty of space. Upstairs, find comfortable bedrooms and a convenient laundry area. Natural gas heat and central AC provide year-round comfort. Outside, relax on your private backyard patio. The community also features tennis courts and an in-ground pool.  A spacious single-car garage completes this home. The prime location is truly unbeatable. It serves as your gateway to the North Fork vineyards and the Hamptons. You are minutes from the train station to New York City, and the ferry to Connecticut.  Port Jefferson Village shops, restaurants, and Theatre Three are all nearby.

1406 Sara Circle, Port Jefferson Station
$399,990
2 Beds ⋅ 2 Baths ⋅ 1014336 MLS
Beautiful 2 bedroom with 1.5 Bath's condo with SS Appliances with Granite tops. 2 Walk in Closets in Primary Bedroom, Fenced in Porch, Laundry in Unit, Gas heat, Gas Cooking, 15min to Stony brook Hospital/University, Minutes to St. Charles and Mather Hospital's. Minutes to Port Jefferson Train Station, 20min to Ronkonkoma Train Station and Islip MacArthur Airport. Close to all Major Transportation and Shopping. many Amenities include Club house, Pool, Tennis, Basketball, Playground, Pickel Ball, Fitness center, Pets Allowed

233 Sagamore Hills Drive, Port Jefferson Station
$649,000
2 Beds ⋅ 2 Baths ⋅ 1010795 MLS
Set within a gated community, this two-bedroom, two-bath condo offers something increasingly hard to find: genuine calm. Cathedral ceilings in the living and dining rooms keep the space open and light-filled, with wood floors running through most of the home. The kitchen features granite countertops and sliders that open directly onto a deck facing the pond. Whether morning coffee or a quiet evening outside, that view is the kind of backdrop that makes a home feel larger than its footprint. The primary suite has an updated bath and generous closet space. Below, a fully finished basement expands the home considerably, with room to host guests, work from home, or keep things organized without the usual scramble for space. Dedicated basement storage and a private garage add to the practicality. Gas heat and central air throughout keep the interior running efficiently year-round. The community offers access to a pool, clubhouse, dog run, playground, and sports area. Convenient to transportation, shopping, and the university.

2508 Nicole Drive, Port Jefferson Station
$199,999
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
$199,900
1 Beds ⋅ 1 Baths ⋅ 992292 MLS
A beautifully maintained second-floor end unit in the sought-after gated community of Stony Hollow, this residence offers added privacy and a true sense of retreat. Freshly painted interiors and thoughtful updates create an inviting atmosphere from the moment you enter. The spacious bedroom features custom closets, while the open living and dining areas flow seamlessly into the kitchen, complete with new flooring and a new range with hood. Additional highlights include updated electrical, recessed lighting, an updated bathroom, and generous storage throughout. Every detail has been carefully considered, making this home move-in ready with the opportunity to make it your own. Maintenance includes taxes, heat, gas for cooking, water, cable, and exterior care...providing effortless living. Residents also enjoy access to a community pool, beautifully landscaped grounds and outdoor spaces designed for relaxation. Conveniently located near Stony Brook University, Stony Brook University Hospital, and St. Charles Hospital, with convenient access to shopping and dining. Just minutes from Stony Brook and Port Jefferson Villages, offering a vibrant mix of waterfront charm, restaurants, and boutiques.

460 Old Town Road Unit #19H, 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.