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1111 Main Street, 
Greenport, NY 11944

$1,300,000


3

Beds


2

Baths


2,363

Sq Ft


Single Family

Pending

Listed by

Jon L. Tomlinson

Daniel Gale Sothebys Intl Rlty

Last updated:

October 15, 2025, 08:01 AM

MLS#

892479

Source:

OneKey MLS

About This Home

1111 Main Street

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.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1956

Price Summary

1,300,000

$550 per Sq. Ft.

MLS #:

892479

Last Updated:

October 15, 2025, 08:01 AM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,363 Sq. Ft.


Structure

Structure

Architectural Style:

Cape Cod

Building Area:

2,363 Sq. Ft.

Year Built:

1956


Lot

Lot Size (Sq. Ft):

42,253


Finances & Disclosures

Finances

Price:

$1,300,000

Price per Sq. Ft:

$550 per Sq. Ft.

Source:OneKey MLS
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