1111 Main Street, Greenport, NY 11944
- $1,200,000
- 3
- BD
- 2
- BA
- 2,363
- SqFt
- Sold Price
- $1,200,000
- Closing Date
- Dec 05, 2025
- Days on Market
- 78
- MLS#
- 892479
- Number Of Families
- 1
- Status
- CLOSED
- Bedrooms
- 3
- Bathrooms
- 2
- Living Area
- 2,363
- Lot Size
- 42253
Property Description
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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Additional Information
- Year Built
- 1956
- Style
- Cape Cod
- School District
- Greenport
- Elementary School
- Greenport Elementary School
- Middle School
- Greenport High School
- High School
- Greenport High School
- Total Taxes
- 9745
- Heating
- Baseboard, Radiant, Radiant Floor
- Parking
- Driveway, On Street
- Parking Spaces
- 3
- Basement
- Bilco Door(s), Full, Storage Space, Unfinished
- Water
- Public
- Sewer
- Public Sewer
- Number Of Kitchens
- 1
- Taxes
- $9,745
Mortgage Calculator
Listing courtesy of Listing Agent: Jon L. Tomlinson (jontomlinson@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.
Selling Office: Andrew Stype Realty Inc.Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.