Entire home

Charming historic house on Sterling Harbor, water views, 5-min walk to village

Photo gallery for Charming historic house on Sterling Harbor, water views, 5-min walk to village

Front of house facing east
Front porch with rocking chairs
Street view of property
Side yard with sunlight and shade
Kitchen

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 5185.8 sq m

Popular amenities

  • Beach view
  • Dryer
  • Washer
  • Fireplace
  • Parking available
  • Kitchen

Explore the area

Map
Greenport, NY
  • Greenport Carousel
    ‪13 min walk‬
  • Kontokosta Winery
    ‪16 min walk‬
  • 67 Steps Beach
    ‪2 min drive‬
  • East Hampton, NY (HTO)
    ‪70 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1 - Queen bed

1 Queen Bed

Bedroom 2 - Queen bed

1 Queen Bed

Bedroom 3 - Full bed

1 Double Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Bathroom 3

Soap · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Charming historic house on Sterling Harbor, water views, 5-min walk to village

Tucked away in Sterling Harbor in the Historic District on Greenport's most desired street sits this lovely, 3-bedroom 1780s “vernacular” home. Meticulous attention has been paid when renovating the house to preserve its charm and architectural integrity while expanding the lay-out with modern additions, accented by furniture and art from the owner's travels.

An open flow to the first-floor offers spacious living areas — library/study with a working fireplace, generous dining room for 8, and fully equipped cook’s kitchen with Bosch/GE/Wolf appliances. The light-filled sunroom opens to a deck and flowering pergola, designed for entertainment, with water views and fragrant salt breezes. The original porch is perfect for relaxing and watching passers-by. By the kitchen, a patio with flowering arbor and Weber grill offers additional dining possibilities. The back yard is private, with mature trees and gardens, and a large lawn perfect for outdoor games.

Inside the house, the main bedroom on the 1st floor has a working fireplace and adjoining, full bathroom. Two additional bedrooms are on the 2nd floor -- a large room (queen bed) with water views and cross ventilation; a small guest room (full bed for a single person) with water views and a skylight -- which share a full bath. In addition, an outdoor shower awaits your return from the beach, boating, or fishing.

Enjoy dining al fresco with freshly caught fish from Southold Fish Market, corn from Latham or Sep's Farms, greens from Sang Lee or Deep Roots Farms. Indulge in bivalves at Little Creek Oyster, wines from Kontokosta Vineyard, artisanal beers at Greenport Harbor Brewery -- all 5 minutes away by foot, bike, or car. Attractions abound in the village: North Fork Arts Center, Burton’s Bookstore, Mitchell Park and the Carousel, boating and fishing tours, not to mention a wide variety of restaurants, cafés, bakeries, and shops, for Greenport has become a food-and-wine destination on the North Fork. Enjoy beaches on the Long Island Sound (67 Steps, Inlet Pond) and Peconic Bay (5th Street Beach, Sandy Beach), all nearby.

The Long Island Railroad (LIRR) and Hampton Jitney serve Greenport, in addition to the Long Island Expressway (LIE). North Ferry connects the village to Shelter Island, South Ferry, and the Hamptons. Cross Sound Ferry, to and from New England, is 8 miles away at Orient Point.

(Please note: While the house does not have central A/C, there are window units in the downstairs and large bedroom upstairs, a ceiling fan in the sunroom, and portable fans for other rooms.)


Keywords: House

Property manager

Owner

Languages

English, French, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor space
Parking available

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Greenport

Located in Greenport, this holiday home is in a rural area and near theme parks. Camera Obscura and Greenport Carousel are local landmarks, and some of the area's attractions include East End Seaport Maritime Museum and Railroad Museum of Long Island. Norman E. Klipp Marine Park and Shelter Island Whale's Tail are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Greenport, NY

What's nearby

  • Eastern Long Island Hospital - 8 min walk - 0.7 km
  • Greenport Carousel - 13 min walk - 1.1 km
  • Kontokosta Winery - 16 min walk - 1.4 km
  • Railroad Museum of Long Island - 17 min walk - 1.5 km
  • 67 Steps Beach - 2 min drive - 1.8 km

Getting around

  • Greenport Station - 16 min walk
  • East Hampton, NY (HTO) - 70 min drive

Restaurants

  • ‪Sterlington Deli - ‬15 min walk
  • ‪Billy's By The Bay - ‬3 min drive
  • ‪Lucharitos - ‬11 min walk
  • ‪Aldo's - ‬12 min walk
  • ‪Crazy Beans - ‬10 min walk

Frequently asked questions

Is Charming historic house on Sterling Harbor, water views, 5-min walk to village pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming historic house on Sterling Harbor, water views, 5-min walk to village?

Check-in begins at 3:00 PM.

What time is check-out at Charming historic house on Sterling Harbor, water views, 5-min walk to village?

Checkout is at 11:00 AM.

Where is Charming historic house on Sterling Harbor, water views, 5-min walk to village located?

Situated in a rural location, this holiday home is within a 10-minute walk of Eastern Long Island Hospital and Stony Brook Eastern Long Island Hospital. Greenport Farmers' Market and Camera Obscura are also within 15 minutes. Greenport Station is 16 minutes by foot.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

terrence g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Greenport Gem

We had a lovely stay in this beautiful home. Great location, fully equipped kitchen, lots of room in the house and large backyard for croquet. Ellen was a gracious and responsive host!
Stayed 12 nights in Jul 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Richard R., New York City

Ideal

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.
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Gail B.

Charming home in great location!!

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.

About the host

Hosted by Owner

Host profile image

Languages:

English, French, Spanish