1111 Main Street, Greenport, NY 11944
Local realty services provided by:Better Homes and Gardens Real Estate Dream Properties



1111 Main Street,Greenport, NY 11944
$1,300,000
- 3 Beds
- 2 Baths
- 2,363 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Aug 1601:30 pm - 03:30 pm
- Sun, Aug 1701:30 pm - 03:30 pm
Listed by:jon l. tomlinson
Office:daniel gale sothebys intl rlty
MLS#:892479
Source:One Key MLS
Price summary
- Price:$1,300,000
- Price per sq. ft.:$550.15
About this home
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.
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Home facts
- Year built:1956
- Listing Id #:892479
- Added:22 day(s) ago
- Updated:August 14, 2025 at 11:45 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Living area:2,363 sq. ft.
Heating and cooling
- Heating:Baseboard, Radiant
Structure and exterior
- Year built:1956
- Building area:2,363 sq. ft.
- Lot area:0.97 Acres
Schools
- High school:Greenport High School
- Middle school:Greenport High School
- Elementary school:Greenport Elementary School
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,300,000
- Price per sq. ft.:$550.15
- Tax amount:$9,746 (2025)
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