Greenport Homes with Private Lot features

Welcome to Greenport, New York—a charming village nestled in the heart of Suffolk County. Known for its picturesque waterfront views and vibrant community, Greenport is not just a destination; it’s a lifestyle. One of the standout features of this area is its highly regarded school district, which plays a pivotal role in attracting families to the region. The Greenport School District is committed to fostering a nurturing environment for students, offering a robust curriculum that emphasizes both academic and personal growth. With dedicated teachers and a wide range of extracurricular activities, children in Greenport are encouraged to explore their passions while receiving a quality education.

In addition to its exceptional schools, Greenport also boasts an array of homes featuring private lots, providing residents with the perfect blend of privacy and community. Imagine coming home to your own serene oasis, where you can unwind in your spacious backyard or host gatherings with friends and family. These homes often feature lush landscapes, ample outdoor space, and the tranquility that comes with living on a private lot—ideal for those seeking a retreat from the hustle and bustle of everyday life.

Whether you’re drawn to Greenport for its educational opportunities, its stunning natural beauty, or the sense of community that permeates the village, you’ll find that this area offers an exceptional quality of life. Explore the available homes with private lot features and discover the perfect place to call home in this idyllic corner of New York. Your dream home in Greenport awaits!

Newest Greenport Homes with Private Lot features

$2,249,000

4 Beds ⋅ 4 Baths ⋅ 1032350 MLS

Welcome to this amazing compound, short walk to private deed beach and dock Fit for entertaining large gatherings. Outdoor covered built in bar and kitchen Quite, Peaceful surrounding. Low taxes. Ready to move in. Will consider selling furnished

705 Gus Drive, East Marion

$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

$2,100,000

1019090 MLS

Build your North Fork Sanctuary on the Sound. This is your opportunity to bypass years of time in the application process. Trustees approval already in place allowing a magnificent 2 story Custom Built home with expansive decks and outdoor spaces and a waterside pool overlooking the Sound. A low bluff with just enough elevation and natural steps to the beach located in a cove allows protection and privacy. Just imagine yourself enjoying the quiet days taking in this spectacular view in the home you have always envisioned escaping to on the North Fork. Floor Plans and Site plan available. Contact Agent

75 Pettys Drive, Orient

$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

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 995366 MLS

A Rare Opportunity!!! This incredible property boasts 1.75 private acres on the Long Island Sound. Enjoy spectacular unobstructed views, from an elevated position, of the pristine shoreline, the beautiful waves, and the Connecticut coast, private access to your own beach, and much much more. The long driveway brings you to an almost secluded hideaway with some of the finest water views on Long Island. The home itself offers a sun-filled living room with a fireplace and dining area, both featuring floor to ceiling windows which show off the magnificent seascape. The home also hosts an eat-in-kitchen, 3 bedrooms, 3 baths, a large basement, an oversized 2 car garage, and a large deck to enjoy the breathtaking scenery. If being on the water is for you, you've arrived. Don't miss this one time opportunity.

100 Sound Drive, 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

$2,999,999

4 Beds ⋅ 7 Baths ⋅ 968387 MLS

"Precision In Every Detail. Elevated Living Throughout" - Set within a private enclave moments from the Peconic Bay, this newly constructed home delivers a refined living experience defined by custom craftsmanship, scale, and seamless indoor-outdoor flow. Every element has been thoughtfully curated, blending clean architectural lines with bespoke materials and elevated finishes throughout. At the heart of the home, a striking chef’s kitchen anchors the main living space—appointed with quartz countertops, custom white oak cabinetry with lighting, Kohler workstation sink and a full suite of Miele appliances. Designed for both everyday living and elevated entertaining, the open-concept layout transitions effortlessly into expansive living and dining areas, where soaring ceilings, abundant natural light, solid white oak wood 6" plank floors and a custom stone fireplace anchored by bookcases create a warm yet sophisticated atmosphere. Bedrooms and bathrooms are designed as private retreats, featuring refined finishes, generous proportions, and a calm, modern aesthetic. A first floor primary ensuite offers the ultimate in convenience and privacy, creating a true main level retreat with exceptional finishes, flawless primary bathroom, expansive custom finished walk in closet and all with a well proportioned layout. The outdoor setting is equally compelling, offering a resort-inspired setting complete with a heated saltwater pool with custom waterfall, expansive bluestone slate patio, and built-in fireplace—ideal for hosting or unwinding in total privacy. The offering is further elevated by private association beach access to the Peconic Bay, perfectly suited for effortless trips by golf cart, which is included, creating a seamless connection between home and shoreline. Every detail, from the curated landscaping to the integrated lighting, enhances both ambiance and usability from day to evening. The home is equipped with a fully integrated custom home automation system, delivering intuitive control over lighting, climate, sound, and security. A generator hook up will ensure uninterrupted comfort, while thoughtful additions such as a golf cart—perfect for easy access to nearby waterfront and community amenities—further elevate the lifestyle offering. Each space reflects the same level of detail and intention found throughout the home. An unmatched opportunity to own a turnkey, showstopping residence where design, technology, and lifestyle converge—crafted for those who value both precision and presence.

250 Osprey Nest Road, Greenport

$3,195,000

6 Beds ⋅ 6 Baths ⋅ 971817 MLS

UNDER CONSTRUCTION - IN PHASE 1 - PROPERTY IS CURRENTLY BEING CLEARED FOR EXCAVATION - Discover an exceptional new construction in the beloved Pebble Beach Farms of East Marion. This stunning modern farmhouse build is thoughtfully designed with an open living space through generous quarters encompassing six bedrooms, five and half bathrooms and dedicated entertaining space inside and out. The design incorporates sought out features such as first floor bedroom with ensuite bath, large double shower with soaking tub in the master bedroom, a rear balcony off of the master bedroom overlooking the rear preserve and covered rear patio. A bright open concept layout highlights a chef’s kitchen with island, pantry and high end appliances with additional amenities including natural hardwood throughout, central air, smart thermostat technology, a finished walk out basement and detached one car garage across 4,175 sqft of interior living space. Outside, enjoy a lush landscaped yard with in ground vinyl heated pool backing the communities preserved land for plenty of privacy and tranquility. Pebble Beach Farms offers exclusive access to its own private beach, tennis courts, basketball, bocce ball and pickle ball in its own community park. In close proximity is the famed Kontokosta Vineyard, Islands End Golf Club and seconds from Greenport Village. East Marion is one of the North Fork’s best-kept secrets offering privacy, charm, and easy access to everything you love about the Northfork. Claim your Northfork getaway now for opportunities to still customize finishes, features, textiles and colors.

345 The Strand, East Marion

$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

$2,195,000

4 Beds ⋅ 4 Baths ⋅ 956958 MLS

Treat yourself to the astounding panoramic waterviews afforded by this feature-rich luxury home set in the most-easterly enclave on Long Island’s beautiful North Fork. From the full-length living-level deck, Long Island Sound and the Connecticut shoreline beckon to the north; east and south are striking views of Plum Island and Gardiners Bay. Passing through stone pillars and an arched privacy gate, you will first behold this handsome spectacularly built home over the length of the vast brick driveway. Designed and crafted without regard to expense, the home’s deft use of space and robust construction maximize the remarkable water views, provide gracious living spaces, and yield exceptional pride of ownership. Lavish with amenities, including three fireplaces, Viking chef’s kitchen, and a cherry-panelled elevator, it is set on tastefully landscaped grounds of nearly an acre, with ample room for a large pool and tennis. Come home soon!

1680 Lands End Road, Orient

$2,400,000

4 Beds ⋅ 2 Baths ⋅ 945943 MLS

Modern Log Home Retreat with Deeded Water Access & ADU Potential | Greenport, NY Discover a truly distinctive single-family modern log home set within one of Greenport’s most coveted peninsula locations. Built in 2003 and thoughtfully renovated in 2021, this 2,396 sq. ft. residence offers 4 bedrooms, 2 baths, and 9 well-proportioned rooms designed for comfort, privacy, and effortless indoor outdoor living. Soaring, classic log home ceilings anchor the interiors, creating a dramatic yet warm atmosphere throughout. The main living spaces flow seamlessly to a sprawling, fully furnished deck—ideal for entertaining or unwinding in complete tranquility. A newly installed saltwater, heated in-ground pool (2025) and a 7-person hot tub elevate the property into a private resort-like setting. Stainless steel appliances, added during the 2021 renovation, have seen minimal use and remain in excellent condition. All Certificates of Occupancy for interior and exterior work have been recently updated (2024/25). Set on 3.88 serene acres and partially surrounded by over 30+acres of protected land and nature preserve, the property offers a rare sense of seclusion while remaining close to the best of the North Fork lifestyle. Enjoy a woodland retreat atmosphere paired with direct water access—including a deeded right of-way and dock rights to a shared deep-water floating dock just across the street on highly desirable Gull Pond. The dock can accommodate vessels approximately 30+ feet, offering the pleasure of dock access without the concerns of flood risk or the need for FEMA flood insurance for the main property. Adding exceptional flexibility, the property includes a 1,000 sq. ft. accessory building, ready for potential ADU transformation (subject to appropriate approvals), creating an opportunity for a true private compound, guest quarters, or additional living space. The location is equally compelling: walk to local favorites such as Portabello of Sterling Harbor, Billy’s on the Bay tiki-style eatery, Islands End Public Golf Course, and Sterling Harbor marinas. A quick bike ride brings you to the maritime village of Greenport, tranquil beaches, and all the charm the area is known for. Documented seasonal rental potential further enhances the property’s appeal. Property Highlights * 4 Bedrooms | 2 Baths | 2,396 Sq. Ft. * 3.88 Acres * Built 2003 | Renovated 2021 * Modern log home with tall, classic ceilings * New heated saltwater pool (2025) + 7-person hot tub * 1,000 sq. ft. accessory building with ADU potential * Deeded water access & dock rights with boat slip * No FEMA flood insurance required * Sold with all contents, if desired * Tax Map: 1000-035-00-03-00-012-001 This is a rare opportunity to own a private North Fork retreat that balances nature, water access, and proximity to Greenport’s vibrant lifestyle. Property can be sold with all contents ready for use if needed.

1710 Gull Pond Lane, 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.