Greenport Homes with Near Public Transit Lot features

Greenport Homes with Near Public Transit Lot features

Welcome to Greenport, New York – a charming coastal village nestled in the heart of Suffolk County. Known for its picturesque waterfront views and vibrant community spirit, Greenport is an ideal place for families looking to settle down in a serene yet engaging environment. One of the standout features of this area is its highly-rated school district, which is dedicated to providing quality education and a nurturing atmosphere for students.

The Greenport School District is renowned for its commitment to academic excellence, offering a diverse curriculum that caters to various learning styles. With a focus on fostering creativity and critical thinking, students are encouraged to explore their interests while receiving personalized attention from dedicated educators. Parents can take comfort in knowing that their children are receiving a top-notch education, preparing them for future success.

For those who value convenience, Greenport's homes come with the added benefit of being near public transit options. This accessibility allows residents to easily navigate the surrounding areas, whether commuting for work or exploring the beautiful North Fork of Long Island. Imagine stepping outside your door and finding yourself just minutes away from train stations and bus routes that connect you to the broader region.

In addition to its educational and transportation advantages, Greenport boasts a charming array of local shops, restaurants, and recreational activities. From scenic parks to waterfront dining, this vibrant village offers a lifestyle that balances relaxation and adventure. If you’re looking for a place that embodies community, education, and convenience, Greenport is the perfect destination for your next home.

Newest Greenport Homes with Near Public Transit Lot features

$1,785,000
4 Beds 3 Baths 1027434 MLS
Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings, an elegant open staircase, and an inviting sense of scale that sets the tone for the home's thoughtfully designed interior. The main level offers an exceptional layout for both everyday living and entertaining, featuring a formal dining room, gracious living room, and an inviting media room anchored by a classic wood-burning fireplace. At the heart of the home, the spacious eat-in kitchen is appointed with abundant cabinetry, generous counter space, and a highly functional layout designed to accommodate everything from casual everyday meals to large-scale gatherings. Just beyond, a private home office overlooks the rear grounds, providing a peaceful and inspiring workspace. Occupying nearly 900 square feet, the second-floor primary suite serves as a true private retreat, complete with dual custom walk-in closets and a luxurious spa-inspired bath featuring double vanities, a walk-in shower, and a Jacuzzi soaking tub. Three additional guest bedrooms and a well-appointed full hallway bathroom complete the upper level, providing comfortable accommodations for family and guests alike. Another huge bonus is the expansive unfinished basement with 8' ceilings and walk-out egress already in place, making this ripe for another fully finished space which would add approximately 1400 additional sqft. Perfectly positioned within one of Greenport's most desirable beach communities, residents enjoy private access to the Rock Cove Estates association beach while remaining just minutes from the vibrant shops, acclaimed restaurants, marinas, and waterfront attractions of Greenport Village, as well as the renowned wineries, farm stands, and scenic beauty that define the North Fork lifestyle.

90 Caiola Court, Greenport

$1,299,000
4 Beds 2 Baths 1021286 MLS
This storybook circa 1858 cottage captures the very essence of North Fork living: cozy, charming, and effortlessly inviting. Rich in history and timeless appeal, this beautifully preserved home blends the simplicity of a bygone era with thoughtful modern updates, creating a warm and welcoming retreat. Inside, random-width wide plank flooring adds authentic character throughout. The first floor offers a spacious primary bedroom, a second bedroom or home office, an inviting living room, formal dining room, and an eat-in kitchen with a convenient laundry area. Upstairs, two additional bedrooms and a half bath provide comfortable accommodations. Architectural details enhance the home's enduring charm, from the welcoming semi-wraparound covered front porch to the side deck with a new retractable awning overlooking beautifully landscaped gardens. A pergola with a slate patio creates the perfect setting for outdoor dining, entertaining, or simply relaxing on a summer evening. Adding to the property's appeal is a detached 2-car garage and a delightful artist's or hobby studio, complete with its own pergola-covered sitting area nestled among lush gardens. Privately tucked behind a classic white picket fence, the beautifully landscaped .5-acre property is an exceptional outdoor sanctuary. The backyard features a heated free-form Gunite pool with a cascading waterfall, a pool shed with deck, two additional storage sheds, mature trees, and an abundance of seasonal flowering plantings, creating a peaceful and private oasis. Ideally located just minutes from pristine beaches, golf courses, marinas, renowned wineries and breweries, county parks, farm stands, Hampton Jitney and popular local eateries. This special property also enjoys close proximity to Historic Greenport, where waterfront dining, boutique shopping, and galleries await. The backyard abuts a nature preserve that leads to Marion Lake County Park. Nothing can be built behind it. Whether you're enjoying a quiet morning coffee on the porch, spending the afternoon poolside, or entertaining friends after a day at the beach, this one-of-a-kind North Fork treasure offers the perfect blend of historic character, modern comfort, and relaxed coastal living.

8440 Main Road, East Marion

$1,899,999
1017889 MLS
Very near the eastern tip of Long Island’s renowned North Fork, this exceptional 1.37-acre beachfront property presents one of the few remaining opportunities to create a legacy waterfront estate in one of Orient’s most breathtaking coastal settings. Surrounded by panoramic views of Gardiners Bay, Long Island Sound, Plum Island, and the Connecticut shoreline, this remarkable homesite enjoys direct access to a sandy beach and the added distinction of neighboring protected Suffolk County parkland, preserving the natural beauty and open coastal landscape that define this extraordinary location. With approximately 125 feet of private beachfront, the property offers an ideal setting for relaxed coastal living and entertaining. The grounds provide ample space for hosting weekend guests, extended family, or friends escaping the city for beach days, outdoor dining, and slow, restorative mornings by the water. There is also the potential for a waterside pool (permits required), creating the opportunity to design a true resort-style coastal retreat. Wake to spectacular sunrises over Long Island Sound and embrace the quintessential North Fork lifestyle. Spend your days boating, kayaking, paddleboarding, fishing, swimming, beachcombing, or exploring the scenic trails and shoreline of nearby Orient Point County Park. Walk along the beach to take in views of the iconic Orient Point Lighthouse, affectionately known as the “Coffee Pot,” or take the nearby Cross Sound Ferry to New London for a day trip before returning home to the peace and privacy of your waterfront escape. Just minutes away, enjoy the charm of Orient Village, award-winning North Fork vineyards, local farm stands, marinas, and the iconic Duryea’s, where waterfront lunches and unforgettable sunset dinners are part of everyday life. For buyers seeking a more grounded way of living without sacrificing style, comfort, or design, this property offers a rare balance of sophistication, privacy, and direct beachfront access. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life. For city-area buyers ready to trade noise for salt air, open sky, and space to truly exhale, 1890 Lands End Road offers a rare North Fork escape that feels both elevated and effortlessly livable, where cinematic water views, natural beauty, and true coastal privacy come together in one extraordinary offering.

1890 Lands End Road, Orient Point

$1,377,000
3 Beds 3 Baths 998976 MLS
Okay, so the first thing, you get out of the car and this farmhouse style has the front porch that actually has room for a side table and chair to have my morning coffee in peace that I have wanted so badly. Then inside, the half bath is right next to the front door, but it's tucked far enough away from the open living room and kitchen that it doesn't feel awkward when all of us are hanging out. The kitchen has the paneled fridge, a real pantry closet and open shelves that I have always liked. The kitchen sink is setup where I am staring out to the backyard when I am stuck doing dishes, so good. They even say there is room for a pool. Then the dining room has this full glass slider to the yard, so the whole back of the house is just filled with light, you can even see the view of the yard from the living room. Upstairs, the ensuite bathroom is honestly my favorite surprise, the floor is so interesting, and the whole space feels calm with the finishes they picked. Even the downstairs bathroom has this beautiful wallpaper that makes this new construction feel intentional, not an afterthought. What I love is this location makes you feel like you found a secret corner of Greenport. You're literally tucked up against the maple tree forest, so it's quiet and green in the best way. The backyard is fully fenced so if the decision is for the pool, it doesn't feel tight. They are putting in a stone patio for outdoor dining table and seating to bring the backyard views together. What a great idea. And because this one is New Construction, everything just feels solid and reliable. Best part, the house is also a half mile away from the LIRR train station and Hampton Jitney stop to get to NYC, then Aldo's coffee shop is a 3 minute bike ride or 10 minute walk. I think this might be the one, you have to come see it.

550 Madison Avenue, Greenport

$2,375,000
987619 MLS
Rare 17.4-Acre Estate in Orient, NY With a 2.5 Acre & 3 acre single and separate residential building lots separated by 11.9 acres of development rights sold land. This exceptional property offers a unique opportunity to own a versatile, three-part estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and two opportunities to build a new residence on the 3 acre parcel and/or build a new residence on the 2.5 acre lot or convert an existing 4,578 sq. ft. barn to a residence, with existing architectural plans. Parcel 1 (2.5 Acres – Residential Use) The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings. This parcel is also setback form the Main Road by approximately 250 feet. • 1,485 sq. ft. Storage Building: • 4,578 sq. ft. Multi-Use Building: Recently renovated, featuring new Anderson doors and windows, framed interior ready for customization, and a spacious second-floor loft spanning the building’s full width with architectural plans in place to convert to a residence I• 5,015 sq. ft. Concrete Block Storage Building: Impressively designed with 25-foot cathedral ceilings, metal shelving, and a durable concrete slab floor for heavy-duty storage. • A Quaint Cottage Storage Building Parcel 2 (11.9 Acres – Development Rights Sold) Dedicated to equestrian excellence, this fully fenced and tree-lined 11.9-acre area includes: • 6,615 sq. ft. Former Indoor Riding Arena: With expansive 30-foot ceilings, suitable for equestrian training or adaptable for various agricultural uses. • 5,015 sq. ft. Stable Facility: Professionally designed with 20 spacious horse stalls. • Four Paddocks and Riding Area: Enhancing the property’s equestrian appeal with ample space for grazing, riding, and training horses. Parcel 3 (3 Acres – Residential Building Lot) Elevated above the property, this picturesque 3-acre residential lot offers panoramic views over the equestrian estate and stunning vistas of the Long Island Sound. The perfect canvas for a home or a private estate compound. The property is located less than a mile from Narrow River Marina, a perfect destination to keep a powerboat or a sailboat. In addition, there is access to Hallock Bay and Hallock Bay Beach. Additional Features & Potential Uses Electricity services each building, supplemented by generators to ensure uninterrupted lighting and water supply. Beyond equestrian pursuits, this property's potential spans broadly across agricultural uses—including vineyards, cattle farming, organic produce, or other livestock operations. The expansive layout ensures flexibility to match your vision and lifestyle. This Orient property is truly a rare find, combining extensive acreage, practical infrastructure, stunning views, and unlimited possibilities. A prestigious offering on the North Fork—ready to become your ideal agricultural and multi-residential sanctuary.

29525 Main, Orient

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