Greenport NY Real Estate & Homes for Sale

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Beds:
3
Baths:
1.00
Sq.Ft.:
1,452
Status:
Active
MLS#:
1028101
Type:
Single Family
Lot size:
0.12 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Richmond Realty Corp 631-727-5500
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ADDITIONAL INFORMATION

Super Cute Greenport Village home packed with charm and character. Walking distance to downtown. 3 bedrooms, 1 bath, diving area, kitchen and living area all on 1st floor with 3 bedrooms and a full bathroom above. Full walk out Basement and fenced in yard. Close to downtown Greenport, Marinas, Golf, restuarants and wineries.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,392
Status:
Active
MLS#:
1027434
Type:
Single Family
Lot size:
0.62 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-477-0013
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ADDITIONAL INFORMATION

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.

Beds:
1
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1026077
Type:
Co-Op
Subdivision:
Driftwood Cove
Year built:
1970
A broker reciprocity listing Courtesy: Century 21 Albertson Realty 631-765-3800
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ADDITIONAL INFORMATION

Enjoy easy living in this 1-bedroom, 1-bath co-op, located just a short walk from the charming Village of Greenport. This move-in-ready home features a newly updated kitchen with modern appliances, a renovated bathroom, and fresh finishes throughout. Perfectly situated to enjoy everything the North Fork has to offer, you'll be just minutes from beautiful beaches, award winning wineries, boutique shopping, restaurants and waterfront attractions.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
1021578
Type:
Single Family
Lot size:
0.09 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
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ADDITIONAL INFORMATION

Charming 1920's farmhouse located in the heart of Greenport Village. Three blocks from Jitney/LIRR, restaurants, shops, galleries and Greenport's historic waterfront. 3 beds, 2 full baths, wide plank hardwood floors, updated kitchen, plumbing and electric. Attractive backyard with southern exposure. Ready to move right in and enjoy all Greenport and the North Fork has to offer. Close to town, beach and public transport.

Beds:
7
Baths:
7.00
Sq.Ft.:
4,310
Status:
Active
MLS#:
1016379
Type:
Single Family
Subdivision:
Eastern Shores
Lot size:
0.42 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Realty Connect USA L I Inc 631-881-5160
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ADDITIONAL INFORMATION

UNDER CONSTRUCTION - IN PHASE 3 - PROPERTY IS CLOSED IN, ROUGHED IN AND CLOSING IN WALLS - NOW AVAILABLE FOR PRIVATE IN PERSON VIEWINGS - Introducing an exceptional opportunity to own a brand new construction home in Greenport’s coveted Eastern Shores where North Fork charm meets modern luxury living. Don't miss this opportunity to claim for yourself this thoughtfully designed, currently under construction and anticipated to be completed summer 2026 in time for your East End getaway. This stunning seven bedroom six and half bath residence offers 4,310 sqft of refined living space designed with no desire left unrecognized. From the moment you arrive, you’ll appreciate the timeless architectural detail, modern farmhouse feel with a blend of contemporary finishes throughout. The open concept is ideal for entertaining featuring a chefs kitchen with oversized island, premium appliances, abundant cabinet space and butler pantry all flowing effortlessly into the spacious living room, formal dining room or out to the rear covered porch. Seven generously sized bedrooms include an expansive primary suite with oversized bathroom, walk in closet and private second story deck overlooking the backyard. Four of the bedrooms including the primary are on the second level, one bedroom on the main level and two bedrooms are located in the lower level all situated with their own respective bathrooms with the mindfulness around a main level bedroom with en suite full bath. Additional features in the build include a finished walk out lower level with recreational room, in ground vinyl pool and a detached two car garage. This beautifully crafter modern farmhouse is situated between the tranquil Inlet Pond and the beloved Kontokosta Winery also just minutes from the vibrant downtown of Greenport Village. This property is located on the north end of Tasker lane alongside a cleared public pathway with just a 2 minute walk to the famed 67 Step Beach of Greenport. Whether you’re seeking a year round residence, a second home or a vacation rental investment, 1050 Tasker Lane delivers a rare combination of location, luxury, and lifestyle on the North Fork.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
1012436
Type:
Single Family
Lot size:
1.75 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-629-7675
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ADDITIONAL INFORMATION

Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
1008089
Type:
Single Family
Lot size:
0.19 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Engel & Volkers North Fork 631-298-7953
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ADDITIONAL INFORMATION

A Turn of the century well preserved 3 BR 2 Bath period home in the sought after Greenport Village. A spacious parcel with a two car garage, a secluded peaceful garden, work shed and a large private rear deck. The interior features include a formal dining room, a large kitchen with cathedral ceilings, a newly renovated bath, original pine flooring, and a delightful sun room, plus the classic front porch. All In close proximity to the Village beaches, Peconic Bay and transportation to NYC. This property is ready to welcome the next resident.

Beds:
1
Baths:
1.00
Sq.Ft.:
580
Status:
Active
MLS#:
1004839
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-477-2220
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ADDITIONAL INFORMATION

Charming Cedar Shake Cottage on a Desirable Corner Lot. Enjoy it Now, and/or Expand Extensively in the Future with Proper Permits. The Spacious Deck, Brick Patio, Mature Landscaping, and Lush Shrubbery Create a Private and Secluded Backyard Retreat. Just 3–4 blocks to Beautiful Bay Beaches and 6 Blocks to Greenport Village, Marina, Shops, Restaurants, and NYC Transportation. Start Living the Good Life in Greenport Now. 1100 7th Street, Greenport is also known as 702 Linnet Street, Greenport.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
1000563
Type:
Single Family
Subdivision:
Stirling Eastern Shores
Lot size:
0.35 Acres
Year built:
2026
A broker reciprocity listing Courtesy: John Quinn Inc 631-402-2014
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ADDITIONAL INFORMATION

Welcome to your luxury retreat on the North Fork, ideally located in the hamlet of Greenport. This brand new residence offers the perfect blend of sophisticated design, modern comfort and effortless indoor-outdoor living - all just moments from the Long Island Sound with deeded beach rights to a private community beach. Your days can begin with morning walks along the shoreline and end with memorable sunsets. This 2,250 square foot home features an airy open concept floor plan anchored by a gourmet chef’s kitchen with premium finishes and generous entertaining space. The first floor includes a beautifully appointed junior suite, ideal for guests or multigenerational living. Upstairs, the primary suite offers a spa inspired bath, accompanied by two additional bedrooms and a full bathroom. Designed for effortless indoor outdoor living, the backyard is an entertainer’s dream with a spacious patio and a heated saltwater pool. A rear basement entrance adds convenience and flexibility for storage, recreation, or future expansion. Experience refined coastal living in one of Greenport’s most desirable locations—where luxury, comfort, and the Sound’s natural beauty come together. Currently under construction with completed in Fall 2026

Beds:
2
Baths:
1.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
999762
Type:
Single Family
Lot size:
3.3 Acres
Year built:
2013
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
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ADDITIONAL INFORMATION

A unique opportunity set on 3.3 acres in the heart of Greenport. This two-bedroom residence was cleverly designed with future expansion in mind, while offering an easy-to-maintain home in its current form just minutes from the beach and Greenport’s commercial center. The house sits on a cleared 1.7-acre residential parcel with beautiful specimen trees and a vegetable garden, while the neighboring 1.6-acre wooded lot can be used for agriculture or preserved as a natural buffer to neighboring properties, providing exceptional privacy and a tranquil setting. Ideal for those envisioning a larger future project while still deriving immediate utility from the property, or for buyers seeking an easy Greenport pied-a-terre with acreage, privacy, and room to grow.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
999238
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Daniel Gale Sothebys Intl Rlty 631-288-1050
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ADDITIONAL INFORMATION

This charming cape is situated in Greenport, just minutes from Greenport Village and Beaches. The home has 4 bedrooms, 2 full bathrooms, and approximately 1500 sq ft. The eat-in kitchen has granite countertops and an awesome backsplash. The basement is unfinished with bilco doors. There is a fenced backyard and 1 car garage.

Open House:

Saturday, 8/15 11:00-12:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
998976
Type:
Single Family
Lot size:
0.33 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Century 21 Albertson Realty 631-765-3800
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ADDITIONAL INFORMATION

Welcome to 550 Madison Avenue in Greenport, a thoughtfully designed New Construction farmhouse that feels comfortable from the moment you arrive. The covered front porch is more than an architectural detail. There is actually room for a chair and side table, creating the perfect spot for a quiet morning coffee. Inside, wide 6-inch oak floors connect the bright, open living spaces. The powder room is conveniently located near the front entrance, but it is tucked far enough away from the open living room, dining area, and kitchen to give everyone a little privacy when the house is full. The custom kitchen design brings together the features buyers keep asking for, including a paneled refrigerator, a full pantry closet, open shelving, generous cabinetry, and a kitchen sink positioned beneath a window overlooking the backyard. Even doing the dishes comes with a view of the established maple trees. A full glass slider in the dining area fills the back of the home with natural light and creates an easy connection to the outdoor entertaining spaces and grill. The backyard views can also be enjoyed from the living room, making the surrounding landscape feel like part of the interior design. Upstairs, the primary bedroom features a peaceful en-suite bathroom with distinctive tile flooring and calm, carefully selected finishes. Even the first-floor powder room has beautiful wallpaper, adding personality and making this New Construction home feel intentional rather than predictable. The fully fenced backyard is surrounded by established maple trees, creating a quiet and private setting that feels like a hidden corner of Greenport. The newly installed stone patio includes an outdoor cushioned conversation area, a separate outdoor dining patio, and a dedicated fire pit for evenings under the trees. There is also room to explore the possibility of adding a pool without making the yard feel crowded. The location brings the North Fork lifestyle within easy reach. The Greenport LIRR station and Hampton Jitney stop are approximately half a mile away for convenient transportation to New York City. Aldo’s Coffee is about a three-minute bike ride or a ten-minute walk, with Greenport Village shops, restaurants, waterfront destinations, and local beaches all close enough to enjoy without always getting back into the car. New Construction, a custom kitchen, paneled appliances, wide oak floors, en-suite bathrooms, a fenced backyard, mature trees, outdoor entertaining spaces, and easy access to Greenport Village. This might be the one you have been waiting for. You really need to come see it. In the evening it sparks with fireflies to capture summer vibes in Greenport Village.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
995366
Type:
Single Family
Lot size:
1.75 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Andron Realty Group Tulip R E 516-354-0500
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,671
Status:
Active
MLS#:
983029
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Engel & Volkers North Fork 631-298-7953
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ADDITIONAL INFORMATION

Water view meticulously renovated 3 bedroom 2-bath corner home in Greenport, offering privacy with a landscaped fenced-in garden. A true sanctuary, a large side open spacious garden with mature trees and an intimate private patio that overlooks the picturesque Sterling Harbor, alive with sailboats and fishing vessels. This thoughtfully renovated home has been thoroughly rebuilt, showcasing its architectural charm including pine flooring and a classic front porch. The lower level boasts an open-concept kitchen and living area, complemented by a sun-drenched room with water views, separated by pocket doors, ideal for a formal dining room or a versatile third bedroom. A full bath on this level adds convenience. Upstairs, you'll find two comfortable bedrooms and a dedicated small office area, all overlooking the serene rear garden and harbor. A second full bath completes the upper floor. There is also a full attic and a separate one car garage that is ideal for a possible future accessory housing unit and/or a great workshop equipped with its own 100 amp electric service. A pool or a rear extension are both possible options for a future owner. An Easy walk to the Greenport Village, or 15 minute walk to the Peconic Bay Manhasset Beach or to the LI Sound 67 steps Beach.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,157
Status:
Active
MLS#:
960613
Type:
Single Family
Subdivision:
Fordham Acres
Lot size:
0.45 Acres
Year built:
1964
A broker reciprocity listing Courtesy: Coldwell Banker American Homes 516-365-5780
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ADDITIONAL INFORMATION

PRICE IMPROVEMENT!! Whether year-round living or a summer getaway, do not let this one "Get Away"! Located on the much-desired Gull Pond Lane, this classic ranch-style home presents a rare opportunity to create your North Fork Dream. Architectural design plans for renovation are available to view. This home features freshly refinished hardwood floors, 3 bedrooms, 1 newly updated full bath, one primary suite half bath, a formal dining room, a spacious and inviting living room with a wood burning fireplace, large picture window and custom built-ins, a whole house standby generator and a full basement with endless possibilities. Updates also include Hot Water Tank, CAC, Electrical Service and most windows. Set on a generous-sized private lot, it is the perfect setting for quiet times or outdoor entertaining. Conveniently located, this hidden gem is near Greenport Village shops, award-winning restaurants and wineries, marinas, farm stands, Island's End Golf & Country Club, Shelter Island Ferry and beaches. This fabulous home is being sold as-is. Make it the sanctuary where your history continues.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
975674
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1973
A broker reciprocity listing Courtesy: East End Luxury Ltd 631-477-6626
View additional info

ADDITIONAL INFORMATION

Beautiful, expansive soundfront retreat offering rare, direct waterfront access with no bluff and sweeping 180-degree panoramic views. Set on .75 acres, this exceptional 3-bedroom, 2-bath home features a waterside gunite pool perfectly positioned to capture breathtaking sunsets over the Sound. The interior showcases modern finishes and an open-concept layout designed for effortless indoor-outdoor living, ideal for both relaxed summer getaways and comfortable year-round living. Large windows flood the home with natural light while framing the stunning water views throughout. Ideally located in Greenport, just moments from pristine beaches, charming shops, and renowned restaurants, this meticulously maintained property delivers a seamless blend of privacy, convenience, and coastal elegance.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
923793
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1973
A broker reciprocity listing Courtesy: East End Luxury Ltd 631-477-6626
View additional info

ADDITIONAL INFORMATION

Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside gunite pool and an open-concept interior with modern finishes, designed for effortless indoor-outdoor living and year-round enjoyment. Expansive windows fill the home with natural light while capturing stunning sunsets over the water. Included in the offering is an additional .80-acre unimproved soundfront parcel, providing exceptional flexibility—whether to create a multi-generational compound, expand the existing footprint, or develop a second residence for investment or resale. Ideally located in Greenport near beaches, shops, and acclaimed dining, this rare dual-parcel property delivers a compelling blend of coastal lifestyle, privacy, and long-term value.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,980
Status:
Active
MLS#:
970395
Type:
Single Family
Lot size:
0.26 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
View additional info

ADDITIONAL INFORMATION

Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting for entertaining or quiet enjoyment, framed by open-water views. A detached garage and whole-house generator add to the home’s versatility and ease of ownership. Located just one-third of a mile from Greenport’s vibrant commercial center, restaurants, boutiques, and cafes. This property is one of only a few that pair waterfront living with effortless village access.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,410
Status:
Active
MLS#:
970247
Type:
Single Family
Lot size:
0.42 Acres
Year built:
2021
A broker reciprocity listing Courtesy: Compass Greater NY LLC 631-251-8644
View additional info

ADDITIONAL INFORMATION

Built in 2021 and offered in like-new condition, this stylish four-bedroom residence pairs clean contemporary design with the relaxed ease of North Fork living. A semi-open floor plan creates natural flow across the main level, connecting the living, dining, and kitchen spaces in a layout equally suited for everyday living and effortless entertaining. Four spacious bedrooms offer comfortable accommodations, while a full unfinished basement presents excellent potential for additional living space, whether for a media room, gym, recreation area, or some combination. The primary bedroom enjoys vaulted ceilings, plenty of natural light and a generous ensuite bath. Outside, a heated saltwater pool is set within mature, thoughtfully designed landscaping that provides both privacy and a beautifully established backdrop for summer days. Deeded HOA access to a pristine Sound beach, Eastern Shores, completes this exceptional offering. Located less than a mile from the heart of Greenport Village, home to coveted restaurants, boutique shops, coffee shops, and marinas.

Beds:
1
Baths:
1.00
Sq.Ft.:
500
Status:
Active
MLS#:
969086
Type:
Co-Op
Year built:
1944
A broker reciprocity listing Courtesy: Signature Premier Properties 631-765-6000
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ADDITIONAL INFORMATION

This can be your piece of paradise on the East End of Long Island - Welcome to 31 Sage Boulevard! This one-of-a-kind, exquisite and picturesque gated community consists of 89 prime acres surrounded by the waters of the Little Peconic Bay. Upon entering the community, it will bring you back to the historical dwelling of beach cottages that have their own private beach, marina and club house. The Breezy Shores beachfront community is a co-op consisting of 31 individual and unique dwellings some of which have been modernized and expanded upon. Upon entering the front door of 31 Sage Boulevard you enter a versatile room that has plenty of space to be used as a bedroom to include a queen size bed. The dwelling has a full bathroom, a galley kitchen, ample storage and an outside shower. From all rooms in the house you have unobstructed views of the bay. While sitting in the yard, capture the beautiful setting, sea breezes and the scenic arena that a small bayfront community has to offer. The property is within close proximity to both Southold and Greenport Villages, LIRR, Vineyards and exceptional beaches. The property is in a seasonal community open from April 1 through November 1. A piece of paradise awaits you here at 31 Sage Boulevard for the Summer of 2026!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
966420
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1934
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-477-2220
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,480
Status:
Active
MLS#:
945943
Type:
Single Family
Lot size:
3.88 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Greene Realty Group 888-278-5840
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,200
Status:
Active
MLS#:
942025
Type:
Single Family
Lot size:
0.43 Acres
Year built:
1935
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-477-2220
View additional info

ADDITIONAL INFORMATION

Greenport Gem - Renovated American Square. Gated and Nestled Behind Tall Hedges for Privacy on a Large Corner Lot with Room for Pool, You Will Find This Fully Restored (2012) and Gently Lived-In Stately 1930's Classic. The Original Woodwork, Doors and Flooring are Preserved Throughout the Home. Take a Step Back in Time but With All the Modern Conveniences (including Central Airconditioning). Detached 440 sq. ft. (22 x 20) Garage. Close to the 4th, 5th and 6th Street Bay Beaches and Parks, Village Shops and Restaurants and NYC Bus and Train. See Photos or Attachment for Floor Plan and Survey.

Open House:

Friday, 8/14 11:00-2:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
940213
Type:
Single Family
Lot size:
0.12 Acres
Year built:
2000
A broker reciprocity listing Courtesy: Keller Williams Realty Greater 516-873-7100
View additional info

ADDITIONAL INFORMATION

BRING ALL OFFERS * 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

Beds:
4
Baths:
2.00
Sq.Ft.:
1,880
Status:
Active
MLS#:
934356
Type:
Single Family
Lot size:
3.1 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 631-477-2220
View additional info

ADDITIONAL INFORMATION

Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering true farmstead character. A large, established two thirds of an acre vegetable garden and an active farm stand highlight the property’s agricultural potential, while the watering hole rises and falls with the rains. This less than one-mile pastoral Greenport lane has over 130 acres of preserve land with another 50 plus acres of land on this lane soon to be preserved. Whether you choose to reimagine, repurpose, or simply enjoy this unique homestead as it is, the possibilities are abundant. A memorable bay beach just under one mile away. Please do not walk the grounds unattended.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Greenport 11944 Real Estate

Greenport is located in New York. Greenport, New York 11944has a population of 2,543. Greenport 11944 is less family-centric than the surrounding county with 20.08% of the households containing married families with children. The county average for households married with children is 32.94%.

The median household income in Greenport, New York 11944 is $66,655. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Greenport 11944 is 52.3 years.

Greenport Weather

The average high temperature in July is 82.1 degrees, with an average low temperature in January of 23.2 degrees. The average rainfall is approximately 47.2 inches per year, with 27.2 inches of snow per year.

Greenport Map

Greenport Real Estate Market Conditions

  • Median sales price

    $919,500
    16.1%
    change since last quarter
  • # Active listings

    41
    30-day change

Greenport Schools and Demographics

Education near Greenport, NY

City County
High School Graduates 82.17 90.39
College Degree - 2 year 5.68 9.66
College Degree - 4 year 32.28 38.31
Graduate Degree 9.2 12.89
Expenditures per Student 30,219 30,219
Students per Teacher 12.3 12.3

Elementary Schools near Greenport, NY

Grades Students P/T Ratio ZIP
Greenport Elementary School PK - 06 330 15 11944
Oysterponds Elementary School PK - 06 73 7.7 11957
Sag Harbor Elementary School PK - 05 476 10.6 11963
Southold Elementary School KG - 06 403 11 11971

High Schools near Greenport, NY

Grades Students P/T Ratio ZIP
Greenport High School 07 - 12 353 15.3 11944
Pierson Middle/High School 06 - 12 535 8.9 11963
Southold Junior-Senior High School 07 - 12 423 11.2 11971

Ungraded Schools near Greenport, NY

Grades Students P/T Ratio ZIP
Shelter Island School PK - 12 221 6.8 11964

Demographics near Greenport, NY 11944

Zip Code City
Neighborhood Type Suburban
Population 2,543 1,522,998
Population Density 792 1,670
Median Age 52.3 41.7
People per Household 2.1 3
Median Household Income 66,655 111,660
Average Income per Capita 51,015 49,404

Real estate near Greenport