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21 Hillside Drive WSag Harbor, NY 11963

For Sale

$2,500,000

Smart Buyer Rebate $25,000

Discover chic style and easy living in this beautifully renovated turn-key home, nestled within Sag Harbor Village's prestigious waterfront community. Every detail of this residence has been meticulously considered for maximum enjoyment. The upper level welcomes you with an airy and open floor plan, bathed in natural light. A chic modern chef's kitchen awaits, flowing into a sun-filled great room - perfect for entertaining. This level also features two bedrooms and a newly renovated bathroom complete with a luxurious soaking tub and spa shower. Downstairs is an inviting retreat, offering a comfortable bedroom, another pristine bathroom, and a versatile bonus room. Gather in the recreation/media room or cozy up by the fireplace, and enjoy the seamless transition outdoors via full walk-out sliders to the yard and bluestone patio. A dedicated laundry area adds to the convenience. Step outside to your private paradise. Off the kitchen, a second-story deck provides elevated views of the manicured yard, adorned with extensive mature landscaping. The outdoor haven boasts an in-ground heated salt-water pool bathed in sunshine all day, complemented by a relaxing jacuzzi. Beyond your private sanctuary, enjoy the unparalleled convenience of Sag Harbor Village. Enjoy the private community beach with coveted mooring rights, or explore the charm of Main Street, its vibrant shops, and acclaimed restaurants.

Listed by Nicole Tunick

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Douglas Elliman Real Estate

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631-537-5900

Listed by Zachary Tunick

·

Douglas Elliman Real Estate

Last updated October 31, 2026

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Source: OneKey #1068832

Listing Facts

  • TypeSingle-family
  • NeighborhoodThe Hamptons
  • Bedrooms3
  • Bathrooms2
  • Days on Prevu1
  • Taxes$5,424/year
  • Size1,800 sqft
  • Price per sqft$1,389

Amenities

  • Dishwasher
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/30/2026
Listed by Douglas Elliman Real Estate
$2,500,000
  1. 10/30/2026$2,500,000
    Listed by Douglas Elliman Real Estate

Property Details for 21 Hillside Drive W

Exterior

Construction

  • Year Built: 1994
  • Architectural Style: Split Level
  • Construction Materials: Hardi Plank Type

Features

  • Pool Private: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 0.22
  • Lot Size Square Feet: 9,583

Financial

Taxes

  • Parcel Number: 0302-007-00-01-00-011-000
  • Tax Annual Amount: $5,424.00
  • Tax Assessed Value: $4,933.00
  • Tax Year: 2024

Interior

Features

  • Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Interior Features: Chefs Kitchen, Eat-in Kitchen, Kitchen Island, Open Floorplan
  • Spa: Yes

Measurements

  • Living Area: 1,800
  • Living Area Source: Other

Rooms

  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Rooms Total: 8

Parking

Parking

  • Parking Features: Driveway

Schools

Elementary School

  • Elementary School: Sag Harbor Elementary School
  • Elementary School District: Sag Harbor

High School

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

Middle or Junior School

  • Middle Or Junior School: Pierson Middle/High School
  • Middle Or Junior School District: Sag Harbor

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Ducts
  • Sewer: Cesspool
  • Utilities: Cable Connected, Electricity Connected, Water Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 2 bathrooms in this single-family home at 21 Hillside Drive W.

What schools are nearby to 21 Hillside Drive W?

Nearby schools include the Sag Harbor Elementary School, Pierson Middle/High School, and Pierson Middle/High School.

What are the annual taxes for 21 Hillside Drive W?

Annual taxes for this single-family home are estimated at $5,424.

How does 21 Hillside Drive W compare to other single-family homes in The Hamptons?

This single-family home is listed 37% below the average price for single-family homes in The Hamptons and has been on the market for 138 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,800 sqft.

21 Hillside Drive W is a 3-bedroom, 2-bath single-family home for sale in Sag Harbor NY 11963. Available on Prevu for 1 days at $2,500,000. This residence features 1,800 square feet of living space, located in The Hamptons. The median listing price for single-family homes in this area is $2,495,000. Nearby schools include Sag Harbor Elementary School, Pierson Middle/High School, and Pierson Middle/High School. Property amenities include dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.