Greenport Homes with Cape Cod Style

Welcome to Greenport, New York – a charming village nestled in the heart of Suffolk County. Known for its rich maritime history and vibrant community, Greenport is a hidden gem on the North Fork of Long Island. One of the standout features of this picturesque area is its highly regarded school district, which is dedicated to fostering a nurturing and stimulating learning environment for students. Greenport School District prioritizes academic excellence while also emphasizing the importance of arts and athletics, ensuring a well-rounded education for every child. With small class sizes and a committed faculty, parents can rest assured that their children are receiving personalized attention and support.

As you explore the enchanting neighborhoods of Greenport, you’ll discover an array of homes that embody the timeless elegance of Cape Cod style. These homes, characterized by their steeply pitched roofs, dormer windows, and charming shingle exteriors, seamlessly blend with the coastal landscape. With their warm and inviting ambiance, Cape Cod homes are perfect for families looking to settle down in a community that values both tradition and modern living. Imagine sipping your morning coffee on a sun-drenched porch or hosting gatherings in a cozy living room adorned with nautical decor.

Living in Greenport means enjoying not only a beautiful home but also access to stunning beaches, local wineries, and a thriving arts scene. Whether you’re drawn to the rich history, the exceptional schools, or the captivating homes, Greenport offers a unique lifestyle that truly feels like a retreat. Come and discover your dream home in this idyllic coastal community!

Newest Greenport Homes with Cape Cod Style

$1,375,000

3 Beds ⋅ 2 Baths ⋅ 1024020 MLS

Perfectly positioned between Greenport and Southold, this classic cedar-shingled Cape offers an easygoing North Fork lifestyle with beaches, restaurants, and village amenities just minutes away. Inside, the first-floor open plan is anchored by a fireplace and a large kitchen flooded with natural light. Multiple sliding doors lead to a generous wraparound deck, outfitted for dining, lounging, and entertaining. An expanded second floor is devoted to a spacious primary suite with seperate office and a large ensuite bathroom. The backyard invites summer afternoons around the bocce court, and peekaboo water views across the street subtly remind of the home's coastal setting. A full basement provides great utility and flexibility. Comfortable, stylish, unpretentious, and exceptionally well-located, this home is as well-suited to weekends as it is to everyday living.

1050 Bayview Avenue, Southold

$1,285,000

3 Beds ⋅ 2 Baths ⋅ 999868 MLS

Some houses get a coat of paint and call it a day, 611 aka 175 Maple Street got a full designer renovation! This charming house is just a short stroll from Greenport Village waterfront restaurants, boutiques & beaches. This home delivers the warmth of classic architecture with a modern flair. Enter through the front door and the character hits first: hardwood floors throughout, recessed lighting overhead, and high-end finishes that make every room feel curated rather than constructed. The first floor flows easily between a thoughtfully designed living space and a kitchen equipped with stainless steel high end appliances and clean lines. Enjoy a cozy sun-room overlooking the backyard and a bonus space off the kitchen, which could have many uses including an office or flex space. Up-stairs, the entire second floor is dedicated to a spacious primary suite removed from the rest of the home in the best way possible! The primary suite spans the full upper level...a genuine retreat with vaulted ceilings with wood beams and its own en-suite bathroom including radiant heat in the floors and designer finishes. Two additional bedrooms on the main floor keep family and guests comfortable without compromise. Outside, the transformation continues. Bluestone pavers trace the front walkway and wrap the back patio. There is a detached cedar shake garage that is also freshly renovated. The ample driveway, which is crushed natural stone handles guests effortlessly- a rare feature for Greenport! Every system, the electric, plumbing, HVAC is brand new. Truly a turnkey getaway in one of the best locations in Greenport!

175 AKA 611 Maple Street, Greenport

$879,000

3 Beds ⋅ 3 Baths ⋅ 926613 MLS

Spacious Cape with Garage, Nice Yard and Inground Pool, Ideally Located Near a Memorable Long Island Sound Beach. The Property Backs Up to a Scenic Waterfront Vineyard with Tasting Room, While Greenport Marinas, Boat Launches, Village Shops and Restaurants Are All Nearby.

28 (aka 710) Sound Road, Greenport

$1,175,000

4 Beds ⋅ 2 Baths ⋅ 985147 MLS

Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort . Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept kitchen seamlessly connects to the living room. Large bedrooms, convenient first-floor laundry and home office complete the interior. The breathtaking backyard steals the show, with a stunning inground pool perfect for hot summer days, lush landscaping ensures privacy, making the firepit area a perfect spot for unwinding and enjoying outdoor serenity. The private community beach offers peaceful moments by the water. This location is ideal for sunset strolls or weekend fun., Additional information: Appearance:very good

130 Tasker Lane, Greenport

$1,350,000

3 Beds ⋅ 2 Baths ⋅ 966420 MLS

This classic Greenport Village Craftsman has the kind of charm that is getting harder to find — bright, airy rooms, beautiful period detail, and an easy coastal feel just one block from the beach. Front and back porches provide multiple outdoor seating areas. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private, fully fenced backyard is well suited for summer living, w/wisteria-covered arbor for dining & entertaining. room for a pool. the detached garage with outdoor shower could work well as a pool house, studio, or additional entertaining space. This special property is close to a sandy Bay beach, the LIRR, SI Ferry, restaurants and the lively Village downtown. Perfectly located to explore the vineyards, farm stands, fishing spots and all that the North Fork offers.

210 5th Street, Greenport

$1,249,000

4 Beds ⋅ 2 Baths ⋅ 940213 MLS

* low-maintenance North Fork lifestyle, * weekend retreat, * turnkey without renovation headaches, * walkability, * lock-and-leave second home, * income potential, * simpler ownership vs larger estates “Freshly repositioned for the spring market, this beautifully renovated Village home offers exceptional value and immediate enjoyment. Featuring a complete renovation including new roof, siding, HVAC, appliances, and hardwood flooring throughout. The property also offers potential for additional living space—please discuss possibilities . Seller welcomes serious inquiries and will consider all reasonable offers .This home is ideally located just minutes from the heart of Greenport Village, offering access to the harbor, Mitchell Park, mass transportation and the waterfront, shops, restaurants, cafes, galleries, and the LIRR station, making this a convenient locations in the village. The property sits close to marinas, beaches, and ferry service to Shelter Island, and is close to the North Fork’s vineyards and farm stands. This location provides the perfect blend of quiet residential living” with all of Greenport’s amenities just minutes close. All information provided should be verified by the buyer, all information including but not limited to taxes, location, permits, square footage, should be verified by buyers. Equal housing opportunity

336 2ND Street, Greenport

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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.