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Karen O'boyle
REALTOR®
Cell: (631) 575-9700

22 Chestnut Street , Sag Harbor, NY 11963

$1,250,000
  • 22 Chestnut Street , Sag Harbor, NY 11963 Main Photo

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New to the Market Active
BEDS3 BATHS1 full SQUARE FEET1,068 MLS#998161
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLSag Harbor

Property Description

Nestled in the highly sought-after Pine Neck community, this sweet 1960s beach cottage offers a rare opportunity to capture a piece of original Hamptons charm. Set on a double corner lot, this property is a blank canvas awaiting a visionary touch to transform it into a modern coastal masterpiece. The residence maintains its authentic mid-century spirit, featuring a functional floorplan designed for easy summer living. Original 1960s Architecture: 3 bedrooms and 1 bath in original condition. An open kitchen flows into a central living area anchored by a classic fireplace. The expansive double lot provides a footprint seldom found in this beach community, offering, ample square footage to grow the current home or design a new architectural statement. Plenty of sun-drenched space to install a custom pool and create a private backyard oasis. A true water-lover's enclave, known for its storybook atmosphere and proximity to the bay. Residents enjoy multiple sandy beaches and a local marina. Easy access to the boutique shops, dining, and essential amenities of the surrounding hamlets. Whether you choose to honor its vintage roots or reimagine the site entirely, this double-lot gem is the ultimate entry point into a premier beachside lifestyle.

22 Chestnut Street | MLS# 998161

This single family home located at 22 Chestnut Street , Sag Harbor, NY 11963 is currently listed for sale with an asking price of $1,250,000. This property was built in 1991 and has 3 bedrooms and 1 full baths with 1068 sq. ft. Chestnut Street is located within the Sag Harbor school district. Search Sag Harbor real estate on karenoboyle.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Full
Cooling: Wall/Window Unit(s)
Fireplaces: 1
Heating: Baseboard
Home Style: Cottage
Lot Size: 0.23 Acres
Taxes: $1,691
Year Built: 1991

Amenities

First Floor Bedroom
First Floor Full Bath
High Speed Internet
Open Floorplan

Feature Descriptions

Appliances: Gas Range
Attic: Partial
Building Area Total: 1068
Exterior: Frame
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
On Market Date: 2026-05-11
Parcel Number: 0900-005-00-05-00-048-000
Parking Features: Driveway
Rental Term: Monthly
Rooms Total: 7
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected
Water: Well

Local Schools

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

Estimate Your Payment

Estimated Payment

$ 6,826.18 per month $6,320.68 Principal & Interest $140.92 Property Tax $364.58 Homeowner's Insurance

Change Payment Information

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

Listed By / Shown By

Listing By

Agency Name: Douglas Elliman Real Estate
Agency Contact: 631-537-5900

agent picture

Shown By

Agent Name: Karen O'boyle
Agent Phone: Cell: (631) 575-9700
Agency Title: Coldwell Banker American Homes

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