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    1 home
      1 home available
      414 Main Street, Sag Harbor, NY 11963
      NEW 3 hrs agoOpen Sat 12:00 PM-2:00 PM
      414 Main Street, Sag Harbor, NY 11963
      $2,795,000
      7beds
      5.5bath
      4,156sqft
      0.33acres
      House for Sale

      414 Main Street, Sag Harbor, NY 11963

      Listing by: LAFFEY REAL ESTATE
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      Copyright © 2026 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Membio
      OneKey® MLS
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      414 Main Street, Sag Harbor, NY 11963
      NEW 3 hrs ago
      Open Sat 12:00 PM-2:00 PM
      $2,795,000
      7beds
      5full,1half bath
      4,156sqft
      0.33acres

      414 Main Street, Sag Harbor, NY 11963

      City/Town:Sag Harbor   Post Office: Sag Harbor     

      House for Sale by Diane M. LeydenLAFFEY REAL ESTATE.

      Data checked -. Listing last updated 11 mins ago.
      1. Overview
      2. Details
      3. More 

      Located moments from Sag Harbor Village, this rare 0.33-acre through-lot on Main Street presents a fully approved, opportunity with exceptional scale and flexibility. The property is offered with full approvals from the Sag Harbor Village Architectural Review Board and Zoning Board of Appeals, as well as Suffolk County Department of Health, allowing construction to begin immediately. Approved plans include a +/- 4,000 SF main residence and a detached 600 SF accessory dwelling unit, creating a 7-bedroom, 5.5-bath compound totaling +/- 4,600 SF. The main house features an open-concept living design anchored by a sun-filled kitchen and living area, a spacious first-floor primary suite with direct access to the rear deck and pool, and four additional bedrooms on the second level. Outdoor living is centered around a 16’ x 32’ gunite pool, landscaped grounds designed for both entertaining and everyday living, and a front porch with unobstructed views of Mashashimuet Park. The detached two-bedroom ADU offers a complete secondary living experience with its own kitchen, great room, and private driveway access on Fordham Street—ideal for guests, a home office, or legal rental use. A rare opportunity to secure a fully entitled Main Street estate just moments from Sag Harbor Village shops, dining, and marinas, with the ability for a buyer to customize the final product prior to construction. Floor plans, survey, and approvals available upon request.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1920
        Heating
      Natural Gas
        Cooling
      Central Air
        Total rooms
      10
        Garage
      Yes (1 space)
        City/Town
      Sag Harbor
        Post Office
      Sag Harbor
        Parking spots
      -
      960362
      MLS ID
      Active
      Status
      02/11/2026
      On Market Date
        Laundry features
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Partially Finished
        View
      Interior features
      Entrance Foyer, Formal Dining, Open Kitchen, Primary Bathroom, Master Downstairs
      Exterior features
      Lot features
      Back Yard, Front Yard, Landscaped
      Appliances included
      Oven, Range, Refrigerator
      Construction materials
      Brick
      Flooring
      Hardwood
      Monthly taxes
      $70
      Yearly taxes
      $844.53
      School district
      Sag Harbor
      Schools
      Sag Harbor Elementary School, Pierson Middle/High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      Sat, Feb 14
      12:00 PM - 02:00 PM
      Eastern Time
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Diane M. Leyden
      Diane M. Leyden
      Associate Real Estate Broker, LAFFEY REAL ESTATE
      Direct Number 
       
      Location
      Take the I-495 E freeway,Take exit 70 on the right onto County Road 111/County Hwy-111 toward Eastport,Turn right onto County Road 111/County Hwy-111 toward Eastport,Follow County Road 111/County Hwy-111 toward Montauk, Turn left onto New York State Route 27 E/NY-27 E,Follow New York State Route 27 E/NY-27 E toward Riverhead,Turn left onto Shrubland Rd, Turn left onto Barkers Island Rd,Turn left onto N Sea Rd/County Hwy-38,Turn right onto Noyac Rd, Bear right at Noyack Rd.Follow Noyac Rd,Bear left at Noyac Rd,Turn left onto Brick Kiln Rd,Turn right onto Fordham St.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      414 Main Street, Sag Harbor, NY 11963, is a 7 bedroom, 5 bathroom, 4156 sqft. Single Family Residence built in 1920. This property is currently available for sale and was listed on OneKey® MLS on 2-11-2026. The MLS# for this Single Family Residence is MLS# 960362.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2026