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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Historic Home - Sterling Harbor - Water Views, Walk to Village"""

Bedrooms 3
Space 2,000 sq. ft.
Property type house
Minimum Stay 0 - 30 nights


About the property

House, 3 Bedrooms (sleeps 5), 2 baths

200 year-old home (circa 1780) in the village of Greenport on the North Fork of Long Island, with lovely waterviews of Sterling Harbor and marinas, within a short, 5-minute walk to town. The house has been renovated with architectural character intact and an open flow to the spacious rooms. Three bedrooms (master with working fireplace on 1st floor, two bedrooms on the 2nd floor -- one is a double with a queen-size bed, the other is a single), two full baths, large and gracious dining room, foyer/library/study with a working fireplace and a small daybed (suitable for an occasional child), and a beautiful and airy sunroom, opening to a front deck with pergola and flowering vines, perfect for entertaining and outdoor grilling. Old beamed ceilings, original wide floorboards, folk art, and an eclectic mix of antiques, modern and Chinese lacquered furniture, all lend charm and character to the interior. The recently renovated country kitchen has all new state-of-the-art appliances and opens out to a side patio with arbor and gardens, for casual dining outside with a waterview, an outdoor shower, and driveway with garage.

With the lovely front, side and back yards (.27 acre), this property combines privacy and a country feel within a short walk to all village amenities -- gourmet shops, supermarket, Latham's farm stand for fresh/local/seasonal produce, Alice's fish market with the day's catch, cafes, bakery, wine and raw bars, delis, a variety of restaurants (family, BBQ, comfort food, up-scale, seafood, hamburgers, etc.), cheese emporium, movie theater, carousel, antique/art galleries, bait shop, marinas, liquor and wine stores, pharmacy, hardware/marine supply stores, bookstore, banks/ATMs. All you need in this historic maritime port is within a short walk or bicycle ride!

The village is located in the heart of the North Fork farm and wine country, with the white sand and pebble beaches of Long Island Sound and Peconic Bay. Many beaches are in walking or biking distance: Sandy Beach is in view from the house, '67 Steps' on the Sound is about a mile away, and other public beaches are nearby. For boaters, slips can be rented at the end of the street and a nearby public dock can be used for launching small boats or kayaks and/or fishing in Sterling Basin. Only a 2-hour drive from New York City, Greenport is served by train (LIRR), bus (Hampton Jitney), the North Ferry (for travel to Shelter Island, the Hamptons, and Montauk); and all transportation is in walking distance from the house. The Cross Sound Ferry (for travel to New London, New England, and beyond) is 8 miles away at Orient Point. Enjoy golf (Island's End in Greenport and a public course on Shelter Island), boating, sailing, fishing, swimming, tennis (public courts in all the towns), cycling, concerts, theater, wine-tasting at the local vineyards, nature preserves, birding, summer festivals, country fairs, auctions, house and garden tours, art openings, and the night life. Enjoy life in the maritime village, nestled in peaceful Sterling Harbor!!

For more photos of interior & exterior of house, see link below.

Keywords: House

More Details

Member since: 2008
Speaks: english, french, spanish, French Creole
Response time:
Within a day
Response rate:
Calendar last updated:
February 8, 2018

Guestbook comments from the owner

My wife has repeatedly asked me and I have avoided writing this review of Ellen’s house in Greenport. If you knew of a lovely house on a quiet street (no thru traffic) with a charming North Fork history and the conveniences of modern living (sleeps five and a baby and has lots of indoor and outdoor space), is a few feet from a harbor inlet, a few yards from a place to catch fish, a few minutes stroll from great coffee and pastry, ice cream, quaint restaurants and a charming village and owned and rented by a fair and thoughtful women, would you want any one else to know about it? I didn’t. Check out Ellen’s place, but please leave me a few weeks each summer so that I can enjoy it again. Jay
Aug 2010
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Greenport House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2000 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 5
  • pets not allowed
  • non smoking only
Location Type:
  • Beach View
  • Water View
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Broadband Access
  • Clothes Dryer
  • Fireplace
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wood Fireplace
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 2 - toilet , combination tub/shower
    Bathroom 1 - toilet , combination tub/shower
  • There is also an outside shower.
  • 3 Bedrooms, Sleeps 5
  • Queen size Beds (2), Twin or Single Bed (1)
  • Books
  • CD Player
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Library
  • Deck / Patio
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • synagogues
  • theme parks
  • winery tours
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • miniature golf
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • golf
  • hiking
  • hot air ballooning
  • jet skiing
  • kayaking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Large and shaded side yard is perfect for badminton, croquet, tree-swinging, reading and relaxing in a hammock. Small boat launching and fishing in Sterling Harbor, just steps down the road from the property.


5/5 -
(2 traveler reviews)

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Historic Home - Sterling Harbor - Water Views, Walk to Village
average rating of 5.0 based on 3 reviews
New York City


  • 5 of 5

Two weeks in this beautiful but spacious cottage flew by. Breakfast each morning on the deck, under the pergola, with a view of the inlet; nights in a four-poster bed; swordfish on the gas grill and dinners prepared in the fully equipped country kitchen; plenty of room for visiting adult children in the two extra bedrooms; a house full of light, charm, and tchotchkes from the owner's travels. The house is on a quiet street a 10-minute stroll along similarly sleepy streets to Greenport's bustling business district, restaurants, movie theater. You're not far from beaches, gorgeous bike rides, vineyards, and just 10 minutes from Shelter Island. Moreover, Greenport itself is a quaint haven of an historic whaling village, with not a Starbucks or fast-food franchise in sight. An ideal escape.

  • Submitted: Aug 21, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
Owner's Response: It's always nice to rent to people who love the house and appreciate its Caribbean charm. The couple was also one of the best and most considerate tenants to occupy the house who took advantage of all this quiet enclave and maritime village have to offer.
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New York City

Charming home in great location!!

  • 5 of 5

My husband and I rented this incredibly charming home for the month of August last year. It's nestled on a very quiet road with beautiful harbor views and is a few minutes walk from all the activities and amenites of Greenport village. The home is very spacious and has great outdoor living/dining spaces. We most definitely enjoyed our time her and would highly recommend it.

  • Submitted: Feb 16, 2015
  • Stayed: February 2015
  • Source: VRBO, from HomeAway
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $1,000
Cleaning fee $150

50% refund if canceled at least 30 days before arrival date.
100% refund if canceled at least 60 days before arrival date.

Owner's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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