NEW! Buy and sell safely with virtual options - Learn More
Open House Times
- Sat. Sep. 06 at 11:00am to 1:00pm
- Sun. Sep. 07 at 11:00am to 1:00pm
About the Listing GALE29 - 185994
A Creative Sanctuary in the Heart of Greenport. Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable. Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the Town of Southold — a rare buffer that offers both tranquility and an enduring sense of privacy. It’s less than a 15-minute stroll to 67 Steps Beach on the Long Island Sound and the vibrant heart of the village — including shops, galleries, restaurants, the North Fork Arts Center / movie theater, and the Greenport LIRR. Just a short bike ride away are Norman Klipp Park/Gull Pond Beach, 5th Street Beach, and the waterfront Kontokosta Winery. You’ll also find several nearby noteworthy wineries and farm stands that define the North Fork lifestyle. Inside, the home features three spacious bedrooms and two recently-updated full bathrooms, along with a wood-burning fireplace and original 1956 details that exude character. A separate 400 sq ft studio/office with vaulted ceilings, skylight, and radiant heated floors offers the ideal space for creative work, yoga, or lounging. Out back, the private garden and gravel patio were designed by Manscapers NY and feel like an outdoor room — complete with lounge chairs, shaded dining under mature trees, string lights, and layers of thoughtfully placed perennials, ferns, and herbs. It’s the perfect spot to gather with friends, grill, or unwind and watch the sunset. Whether year-round or as a weekend retreat, this is a home that invites creativity, connection, and calm — all just minutes from Greenport Village and the sea.
Listing Highlights for 1111 Main St
Interior Details
- Bedrooms: 3
- Bathrooms: 2 Full
- Appliances: Convection Oven, Dishwasher, Dryer, Exhaust Fan, Gas Oven, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine Refrigerator
- Air Cond: Wall/Window Unit(s)
- Heating: Baseboard,Radiant,Radiant Floor
- Fireplaces:
- Floor: Hardwood,Tile,Wood
- Above Ground Sq Ft:
- Below Ground Sq Ft: n/a
- Basement: Bilco Door(s),Full,Storage Space,Unfinished
- Other: First Floor Bedroom,First Floor Full Bath,Built-in Features,Cathedral Ceiling(s),Ceiling Fan(s),Formal Dining,High Speed Internet,Natural Woodwork,Primary Bathroom,Master Downstairs,Recessed Lighting,Storage,Washer/Dryer Hookup
- Water: Public
Exterior Details
- Lot Description: Back Yard,Front Yard,Near Public Transit,Near School,Near Shops,Part Wooded,No Waterfront
- Garage Capacity: N/A
- Parking Spaces: 3
- Roof:
- Others: Actual
- Sewer: Public Sewer
- Parking Features: Driveway,On Street
Financial Details
- Tax Amount: $9,746
- Taxes w/Assessments: N/A
- Tax/Property ID: 1000-034-00-01-00-016-000
- Tax Year: N/A
Payment Calculator
Monthly Payment
- in Principal and Interest
- in Taxes
Listing Location
Questions About..
1111 Main St Greenport, NY 11944
Never Miss A New Property
Get notified any time there's a new home on the market in this neighborhood!
Don't worry! We'll never spam you or sell your details. You can unsubscribe whenever you'd like.
Listing Courtesy of -
