Get new listings emailed daily! SIGN UP LOGIN

414 Main Street, Sag Harbor, NY 11963

$2,795,000
  • 414 Main Street, Sag Harbor, NY 11963 Main Photo
Video Tour

8 Total Photos [Click to View All]

Agent photo

Diane Leyden
Call: (917) 270-0216
Text: (917) 270-0216

Featured Listing
BEDS7 BATHS5 full 1 partial SQUARE FEET4,600 MLS#960362
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLSag Harbor

Property Description

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.

414 Main Street | MLS# 960362

This single family home located at 414 Main Street, Sag Harbor, NY 11963 is currently listed for sale by LAFFEY REAL ESTATE, with an asking price of $2,795,000. This property was built in 1920 and has 7 bedrooms and 5 full and 1 partial baths with 4600 sq. ft. Main Street is located within the Sag Harbor school district. Search Sag Harbor real estate on www.laffey.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Partially Finished
Cooling: Central Air
Fireplaces: 2
Garage: 1
Heating: Natural Gas
Home Style: Colonial
Lot Size: 0.33 Acres
Taxes: $844
Year Built: 1920

Amenities

Entrance Foyer
Formal Dining
Open Kitchen
Primary Bathroom
Master Downstairs

Feature Descriptions

Appliances: Oven, Range, Refrigerator
Building Area Total: 4600
Days on Site: 20
Exterior: Brick
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Lot Features: Back Yard, Front Yard, Landscaped
Number Of Kitchens: 2
On Market Date: 2026-02-11
Parcel Number: 0903-005-00-01-00-017-000
Parking Features: Driveway, Garage
Patio And Porch: Deck, Porch
Pool Features: In Ground, Outdoor Pool
Rental Term: Monthly
Rooms Total: 10
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Pierson Middle/High School
Middle School: Pierson Middle/High School
Elementary School: Sag Harbor Elementary School
School District: Sag Harbor

TOUR THIS HOME

Choose a date and time to see 414 Main Street, Sag Harbor, NY 11963.
An agent will get in touch to confirm your request shortly.

Choose your video chat app
Request a Showing
  • Thursday March 5
  • Friday March 6
  • Saturday March 7
  • Sunday March 8
  • Monday March 9
  • Tuesday March 10
  • Wednesday March 11
  • Thursday March 12
  • Friday March 13
  • Saturday March 14
  • Sunday March 15
  • Monday March 16
  • Tuesday March 17
  • Wednesday March 18
  • Thursday March 19
  • 7:00 AM
  • 7:30 AM
  • 8:00 AM
  • 8:30 AM
  • 9:00 AM
  • 9:30 AM
  • 10:00 AM
  • 10:30 AM
  • 11:00 AM
  • 11:30 AM
  • 12:00 PM
  • 12:30 PM
  • 1:00 PM
  • 1:30 PM
  • 2:00 PM
  • 2:30 PM
  • 3:00 PM
  • 3:30 PM
  • 4:00 PM
  • 4:30 PM
  • 5:00 PM
  • 5:30 PM
  • 6:00 PM
  • 6:30 PM
  • 7:00 PM
  • 7:30 PM
  • 8:00 PM
  • 8:30 PM
  • 9:00 PM
Preferred Communication Method

Estimate Your Payment
lynx Click on the button to learn more about home financing and rates.

Estimated Payment

$ 7,106.00 per month $6,220.46 Principal & Interest $70.33 Property Tax $815.21 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

agent picture

Listing By

Agency Name: LAFFEY REAL ESTATE
Agency Phone: (917) 270-0216
Agent Name: Diane Leyden

Login to My Homefinder

Register to View this Listing

Why Create an Account?

If you're searching for your next home, or just curious about the market there is no better tool to help you quickly find homes that meet your needs and wants.

With an account you can:

  • Save your favorite listings
  • Save searches with your important parameters
  • Be emailed about new listings that meet your criteria
  • Be notified of changes to your saved listings such as a price reduction or when a property goes off the market
  • Keep track of homes you have recently viewed

Sign Up Today

At least 6 characters with one uppercase, one lowercase, and one number

Already have an account? Sign in here.

Forgot your password?

Pixel