Skip to content
406 Bedford Road, Chappaqua, photo 1
View all 49 photos
406 Bedford Road, photo 2
406 Bedford Road, photo 3
406 Bedford Road, photo 4
406 Bedford Road, photo 5
406 Bedford Road, photo 6
406 Bedford Road, photo 7
406 Bedford Road, photo 8
406 Bedford Road, photo 9
406 Bedford Road, photo 10
406 Bedford Road, photo 11
406 Bedford Road, photo 12
406 Bedford Road, photo 13
406 Bedford Road, photo 14
406 Bedford Road, photo 15
406 Bedford Road, photo 16
406 Bedford Road, photo 17
406 Bedford Road, photo 18
406 Bedford Road, photo 19
406 Bedford Road, photo 20
406 Bedford Road, photo 21
406 Bedford Road, photo 22
406 Bedford Road, photo 23
406 Bedford Road, photo 24
406 Bedford Road, photo 25
406 Bedford Road, photo 26
406 Bedford Road, photo 27
406 Bedford Road, photo 28
406 Bedford Road, photo 29
406 Bedford Road, photo 30
406 Bedford Road, photo 31
406 Bedford Road, photo 32
406 Bedford Road, photo 33
406 Bedford Road, photo 34
406 Bedford Road, photo 35
406 Bedford Road, photo 36
406 Bedford Road, photo 37
406 Bedford Road, photo 38
406 Bedford Road, photo 39
406 Bedford Road, photo 40
406 Bedford Road, photo 41
406 Bedford Road, photo 42
406 Bedford Road, photo 43
406 Bedford Road, photo 44
406 Bedford Road, photo 45
406 Bedford Road, photo 46
406 Bedford Road, photo 47
406 Bedford Road, photo 48
406 Bedford Road, photo 49

406 Bedford Road

$1,800,000

Est. $10,968/mo

Chappaqua, NY 10514 · Westchester County

Beds
4
Baths
3.5
Sqft
2,913
Status
Active
On site
11 days

Know your budget before you tour. Get pre-qualified

About this home

Welcome to this beautifully maintained almost 3000 sq ft 4 bedroom 4 bath Colonial set on a private, sun-filled one acre property framed by mature trees, a classic stone wall , and meticulously maintained landscaping and plantings. Elegance and craftsmanship are evident throughout with beautiful hardwood floors, generously sized bedrooms and a primary suite with private en-suite bath. At the heart of the home, the kitchen opens to an inviting sitting room with a gorgeous stone fireplace and double doors leading to a seamless indoor-outdoor living experience. The finished walkout lower level offers exceptional additional living and entertaining space, complete with a bathroom and built-in ceiling speakers (with surround sound), plus direct access to the grounds and pool area. Outside, enjoy your own private retreat featuring a 40' X 16' heated in-ground fiberglass pool with sunning deck and full Certificate of Occupancy along with a new patio and fire pit under the deck. The pool is professional maintained weekly, and the propane tanks for the pool heater were recently filled. Additional improvements include a freshly painted exterior and deck (August 2026), new hot water heater and refrigerator (2024), septic cleaning (June 2026)and an EV charging port in the two-car garage. There is an alarm system in place. Thoughtfully maintained and move-in ready, this home combines timeless craftsmanship, modern conveniences, and resort-style indoor-outdoor living in a beautiful and private setting.

Listed with Howard Hanna Rand Realty · Donna M. Powers-Amori · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 4:09 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.

$10,968.33Total / mo

Estimated Monthly Payment

Principal & interest
$8,866.33 (80.8%)
Taxes
$1,902.00 (17.3%)
Insurance
$200.00 (1.8%)

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

8

Sep 2026

Average Price

Active listings

$1,857,441

Sep 2026

Average Days on Market

Active listings

92 days

Sep 2026

Computed from 34 active OneKey MLS listings in Chappaqua, NY.

Similar homes in Westchester County

See all 576
25 Joan Avenue, White Plains, NY
Photo 1 of 21
Coming SoonNew

$1,600,000

5 Bed • 3.5 Bath • 3,550 Sq. Ft.

25 Joan Avenue

White Plains, NY 10607

Listed with Coldwell Banker Realty

1 Stoneleigh Close, Scarsdale, NY
Photo 1 of 10
Coming SoonNew

$1,800,000

5 Bed • 4 Bath • 3,443 Sq. Ft.

1 Stoneleigh Close

Scarsdale, NY 10583

Listed with Julia B Fee Sothebys Int. Rlty

20 Hitching Post Lane, Chappaqua, NY
Photo 1 of 25
Coming SoonNew

$2,299,000

5 Bed • 4.5 Bath • 4,661 Sq. Ft.

20 Hitching Post Lane

Chappaqua, NY 10514

Listed with William Raveis-New York LLC