Skip to content
21 King Street, Chappaqua, photo 1
View all 9 photos
21 King Street, photo 2
21 King Street, photo 3
21 King Street, photo 4
21 King Street, photo 5
21 King Street, photo 6
21 King Street, photo 7
21 King Street, photo 8
21 King Street, photo 9

21 King Street

$1,849,000

Est. $11,782/mo

Chappaqua, NY 10514 · Westchester County

Status
Active
On site
154 days

Know your budget before you tour. Get pre-qualified

About this home

Investment opportunities like this rarely become available in Downtown Chappaqua. Welcome to 21 King Street, a rare mixed-use commercial property offering exceptional visibility, convenience, and income potential in one of Westchester's most desirable downtown locations. The building features two street-level retail storefronts and a residential apartment above, creating multiple income streams and long-term investment value. A standout feature is the private rear parking lot accommodating approximately 14 vehicles—an increasingly valuable asset in downtown Chappaqua. In addition to serving the property's tenants and customers, the parking area may offer additional income potential through rental opportunities. The rear lot also presents future upside, as it may provide opportunities for expansion or redevelopment, subject to municipal approvals and zoning requirements. Ideally positioned just moments from shops, restaurants, and the Metro-North train station, 21 King Street benefits from excellent foot traffic and a highly sought-after location. Whether you are an investor seeking diversified income streams, an owner-user looking to establish a presence in Chappaqua, or someone searching for a prime long-term asset, this is a unique opportunity to own a landmark property in the heart of town with both immediate cash flow and future potential.

Listed with Houlihan Lawrence Inc. · Jaimme Pudalov · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 7:07 PM ET. ©2026 One Key MLS.

Estimate your monthly payment

Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.

$11,781.69Total / mo

Estimated monthly payment

Principal & interest
$9,107.69(77.3%)
Taxes
$2,474.00(21.0%)
Insurance
$200.00(1.7%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

Never miss a property

Be the first to know when a Westchester County home hits the market.

Save this search

Market insights

The market around Chappaqua, NY

Current listings

New in the last 30 days

5

Nov 2026

Average price

Active listings

$1,984,800

Nov 2026

Average days on market

Active listings

74 days

Nov 2026

Computed from 30 active OneKey MLS listings in Chappaqua, NY.

Similar homes in Westchester County

See all 557
9 Carman Road, Scarsdale, $1,395,000
9 Carman Road, Scarsdale, NY
Photo 1 of 34
Coming SoonNew

$1,395,000

3 Bed • 1.5 Bath • 2,041 Sq. Ft.

9 Carman Road

Scarsdale, NY 10583

Listed with Redfin Real Estate

471 Manor Lane, Pelham, $2,349,000
471 Manor Lane, Pelham, NY
Photo 1 of 42
Coming SoonNew

$2,349,000

6 Bed • 4.5 Bath • 4,011 Sq. Ft.

471 Manor Lane

Pelham, NY 10803

Listed with Julia B Fee Sothebys Int. Rlty

103 Walworth Avenue, Scarsdale, $1,968,000
103 Walworth Avenue, Scarsdale, NY
Photo 1 of 8
Coming SoonNew

$1,968,000

6 Bed • 3.5 Bath • 2,780 Sq. Ft.

103 Walworth Avenue

Scarsdale, NY 10583

Listed with Berkshire Hathaway HS NY Prop