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MLS ID KEY1068832Last updated Oct 31, 2026

Single Family

21 Hillside Drive

Active · Southampton · Suffolk County, NY 11963

Bedrooms
3 Beds
Bathrooms
2 Baths
Year built
1994
Est. monthly taxes
$452
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About this home

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.

Listing snapshot

Days on site
3 days
Listed on MLS
Oct 30, 2026
Full baths
2
Half baths
0
Annual property tax (MLS)
$5,424
Tax year
2024
Area source (MLS)
Other
Listing brokerage
Douglas Elliman Real Estate
MLS ID
KEY1068832
Last updated
Oct 31, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1994
Garage
No
Parking
Driveway
Water source
Public
Sewer
Cesspool
Utilities
Cable Connected, Electricity Connected, Water Connected

Interior features

Heating
Ducts
Cooling
Central Air
Interior
Chefs Kitchen, Eat-in Kitchen, Kitchen Island, Open Floorplan
Appliances
Dishwasher, Dryer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Split Level
Construction materials
HardiPlank Type
Private pool
Yes

Schools (MLS)

Elementary school
Sag Harbor Elementary School
Elementary school district
Sag Harbor
Middle school
Pierson Middle/High School
Middle school district
Sag Harbor
High school
Pierson Middle/High School
High school district
Sag Harbor

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southampton · Suffolk County, NY 11963Show interactive map
21 Hillside Drive

Southampton · Suffolk County, NY 11963

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.