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Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992
Book Online or call HomeAway Booking Assistance +44 (0) 800 917 5992

1879 Beautiful Victorian home in the heart of Greenport, New York

Bedrooms 5
Space 3,800 sq ft
Property type house
Minimum Stay 2 - 6 nights


About the property

5 bedroom, 2 bathroom recently renovated & newly furnished home in town

Come relax in one of the most gorgeous, quaint seaside towns in America. Historic Greenport, New York is a sleepy fishing town with all the perks of being near the city with none of the hustle and bustle. Located near the end of the North Fork, Greenport is convenient to all the vineyards, farms, and nearby towns as well as home to the Shelter Island Ferry and 8 miles from the Orient Point Ferry to Connecticut. Take the Hampton Jitney or Long Island Rail Road from the city to the heart of town and walk 2 short blocks to our house. No car required!

Our home is a renovated 1873 Victorian beauty. We have brand new furniture in all 5 bedrooms as well as 2 full bathrooms. Our recent renovation includes adding brand new air conditioning, new kitchen appliances and plumbing, a full dining room and eat-in-kitchen, a new backyard grill, wi-fi, and OLED TV. We have all the kitchen appliances, serving ware, linens, and beach towels you need to come and go during your stay. Our home includes a brand new washer and dryer as well as a new dishwasher. Driveway and street parking are available if you bring a car, but everything is within a short, tree-lined walk to downtown.

Our home can sleep up to 12 adults in the 5 bedrooms. We have two King bedrooms, one Queen bedroom, a room with 2 twin beds, and a room with 2 sets of bunk beds. Each bedroom boasts BRAND NEW Sealy Posturpedic mattesses, down comforters, and dressers. There are closets in every bedroom and plenty of storage to go around. We absolutely welcome your children, but please leave your furry friends at home.

Relax on the front deck or in the back yard with our brand new grill or talk a short two-block walk to town and explore downtown Greenport. The local cuisine has changed a lot over the past few years and offers both daytime coffee and breakfast spots as well as nighttime bars and seaside dining. Take advantage of the incredibly fresh seafood at the local spots and drink wine from the nearby vineyards. Bring the kids to see the tall ships or take a ride on the carousel that overlooks Peconic Bay. Don’t forget to stop at the ice cream shop on the way home!

Rent a car or book a limo to explore the dozens of award-winning vineyards for the day. Make time to stop at the local fresh fruit and vegetable stands for a homestyle barbeque later that night. Briermere Farms is our favorite place to snag a pie for dessert. Other nearby towns have great restaurants to try--and we have a visitors guide full of them for you to check out upon arrival! Got questions? We’re locals! Ask us for recommendations before you visit.

Kick back and relax in the most picturesque town on the North Fork. Bring your family and friends, or stay here for your wedding or family reunion. This town has something for everyone and our home is the perfect place to stay while you enjoy your trip.

More Details

Justin Bales
Member since: 2015
Speaks English
Response time:
Within 12 hours
Response rate:
Calendar last updated:
17 June, 2018

About Justin Bales

Justin and Abby Bales have a long history with Greenport. Married in St. Agnes Church on Front St. in downtown Greenport in 2009, Justin and Abby have finally made their dream of owning a home in this beautiful town a reality. Justin grew up in nearby Mattituck and has been showing Abby and their 1 year-old son the beauty of the North Fork ever since. With close ties to locals who own businesses all over the North Fork, Justin and Abby are the perfects hosts to out-of-town guests.

Justin Bales purchased this house in 2015

Why Justin Bales chose Greenport

This house is a dream house for the Bales Family who have poured their hearts into each step of renovation. With the goal of restoring the house to its original beauty, the Justin and Abby have thoughtfully brought the plumbing, electric, and appliances all up-to-date while maintaining the Victorian-era details of the original architecture.

The house has been everything from a doctors office, a private home and a boarding house for fisherman. It survived floods, hurricanes, and the ever-changing times the East End of Long Island has endured. With little details, hidden corners, and back staircases, the house has a place for everyone to relax. It's truly one of the most remarkable homes in Greenport.

What makes this house unique

The location absolutely cannot be beat and the house itself is incredibly gorgeous. If that doesn't convince you, here's a list of what's brand new in the house (basically, everything).

Brand new:



-Air Conditioning






-Outdoor Grill

-2nd Full Bathroom


Accommodation and facilities for this holiday house on the Greenport on the Town of Southold Town

Property Type:
  • house
  • Self-catering
Floor Area:
  • 3800 sq ft
House Rules:
  • Check-in: 16:00
  • /
  • Check-out: 11:30
  • Max. occupancy: 12
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • city centre
  • village
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator ...
  • Hob
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Room
  • seating for 10 people
  • 2 Bathrooms
  • Bathroom 1 - Toilet , Bath with Shower
    Bathroom 2 - Toilet , Shower Enclosure
  • All plumbing has been recently updated and the 2nd full bathroom is entirely brand new.
  • 5 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 Extra Lg. Double Bed
    Bedroom 2 - 1 Extra Lg. Double Bed
    Bedroom 3 - 1 Large Double Bed
    Bedroom 4 - 2 Single Bed
    Bedroom 5 - 4 Child Bed , Two sets of bunk beds with twin mattesses
  • All bedrooms have brand-new mattresses and furniture. Each bedroom is outfitted with a dresser and has at least one closet.
  • Satellite / Cable
  • Television
  • Terrace
  • Garden
  • Barbecue
  • Long-term Renters Welcome
  • wheelchair inaccessible
  • bay
  • churches
  • cinemas
  • library
  • marina
  • playground
  • restaurants
Leisure Activities:
  • antique hunting
  • sight seeing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • pier fishing
  • sailing
  • bay fishing
  • swimming


Exceptional! 4.9/5 -
(20 traveller reviews)

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1879 Beautiful Victorian home in the heart of Greenport, New York
average rating of 4.95 based on 20 reviews
Brooklyn, NY

Gorgeous home, perfect location

  • 5 of 5

Justin's home was ideal for my group of 12 ladies. It's impeccably maintained, beautifully furnished, very spacious, and the location in the village can't be beat - a <5 minute walk into town and <10 minutes to the train station (so you don't need a car). Justin is a communicative and conscientious owner who proactively raised possible inconveniences very well in advance and was flexible and accommodating when we requested an early check in/late check out. The only very minor drawbacks in our experience were having only 2 (lovely) bathrooms - a little bit tricky with 12 guests but even we were able to make it work - and limited outdoor space. But overall, a truly wonderful stay, great host and highly recommend!

  • Review Submitted: 28-Sep-2017
  • Date of Stay: September 2017
  • Source: VRBO, from HomeAway
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Stockbridge, MA

Wonderful Family Vacation in Greenport

  • 5 of 5

This home really delivered for our family of 8 adults and 3 children. We were all comfortable with good beds...the kids loved having a bunk room together (they're 8, 9 and 11 years old.) We could walk to so many great restaurants, shops and even the town beach. We had easy access to the Greenport Harbor Brewery for lunch and to the lovely Croteaux Vineyards for fabulous Rose wines. Evening trip for dinner and a sunset on Shelter Island was an easy hop on the local ferry. Beaches and kayaking within a ten minute drive. A great has well stocked kitchen, lots of towels, good WIFI and Apple TV, as advertised. Highly recommended! Owner Justin was super.

  • Review Submitted: 28-Aug-2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
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Perfect family holiday destination

  • 5 of 5

The perfect antidote to a week sightseeing in Boston and New York. Greenport is a delightful small town with just the right mix of family friendly activities and places to eat. We loved the house and felt immediately at home. Well kitted out house, very comfortable beds, great bathrooms, good wifi and tv. Enough luxury for the adults without being too fancy for the kids. Great location - loved being able to stroll two blocks to downtown Greenport and a fabulous selection of restaurants, cafes and shops.

We would definitely come back.

  • Review Submitted: 10-Aug-2017
  • Date of Stay: July 2017
  • Source: HomeAway
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Beautiful home!

  • 5 of 5

We rented this property for Memorial Day Weekend. The owner was extremely helpful with recommendations for dining and activities in Greenport. The house was very clean and charming - plenty of space (we had 11 people). Definitely interested in making a trip back!

  • Review Submitted: 02-Jun-2017
  • Date of Stay: May 2017
  • Source: HomeAway
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  • 5 of 5

Justin was great. House was perfect for the twelve of us that were there, super comfy and neat. Perfect location, walking distance to town. I had a couple of questions for Justin and he responded super quickly. Would definitely recommend!

  • Review Submitted: 21-May-2017
  • Date of Stay: May 2017
  • Source: VRBO, from HomeAway
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Key west


  • 5 of 5

Wonderful house. Right in the heart of adorable greenport village. Walking distance to everything.

  • Review Submitted: 14-Oct-2016
  • Date of Stay: September 2016
  • Source: VRBO, from HomeAway
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Nearest Barpub
0.15 Miles
Main Street
Nearest Ferry
0.3 Miles
Shelter Island Ferry
Nearest Train
0.3 Miles
Long Island rail road
Nearest Restaurant
0.15 Miles
Main Street
Car: not necessary


Prices & Availability

Ask Owner a Question

Additional pricing information

Cleaning Fee £357.63

Owner's Cancellation Policy

  • 100% refund for cancellations more than 60 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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