Skip to content
61 Underhill Road, Ossining, photo 1
View all 42 photos
61 Underhill Road, photo 2
61 Underhill Road, photo 3
61 Underhill Road, photo 4
61 Underhill Road, photo 5
61 Underhill Road, photo 6
61 Underhill Road, photo 7
61 Underhill Road, photo 8
61 Underhill Road, photo 9
61 Underhill Road, photo 10
61 Underhill Road, photo 11
61 Underhill Road, photo 12
61 Underhill Road, photo 13
61 Underhill Road, photo 14
61 Underhill Road, photo 15
61 Underhill Road, photo 16
61 Underhill Road, photo 17
61 Underhill Road, photo 18
61 Underhill Road, photo 19
61 Underhill Road, photo 20
61 Underhill Road, photo 21
61 Underhill Road, photo 22
61 Underhill Road, photo 23
61 Underhill Road, photo 24
61 Underhill Road, photo 25
61 Underhill Road, photo 26
61 Underhill Road, photo 27
61 Underhill Road, photo 28
61 Underhill Road, photo 29
61 Underhill Road, photo 30
61 Underhill Road, photo 31
61 Underhill Road, photo 32
61 Underhill Road, photo 33
61 Underhill Road, photo 34
61 Underhill Road, photo 35
61 Underhill Road, photo 36
61 Underhill Road, photo 37
61 Underhill Road, photo 38
61 Underhill Road, photo 39
61 Underhill Road, photo 40
61 Underhill Road, photo 41
61 Underhill Road, photo 42

61 Underhill Road

Ossining, NY 10562 · Westchester County

Beds
4
Baths
2.5
Sqft
3,378
Status
Active
On site
56 days

Know your budget before you tour. Get pre-qualified

About this home

Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled the size of the home, creating a layout that blends the character of the original residence with a newer, expansive living area featuring generous room sizes and an open feel. While the original portion of the home is ready for updating, the addition provides comfortable living today, offering buyers the opportunity to modernize over time while building equity. The thoughtfully designed layout creates two distinct living areas within the home, offering exceptional flexibility for extended family, long-term guests or those simply looking for additional space and privacy. The full unfinished basement offers excellent ceiling height and abundant square footage, presenting outstanding potential for future finished living space, recreation, storage or a workshop. Outside, the terraced backyard features multiple levels, a storage shed and a charming playhouse, offering plenty of outdoor space to restore and personalize. Conveniently located near shopping, restaurants, parks and major commuting routes, this is an excellent opportunity for buyers with vision to unlock the full potential of a home with exceptional space and versatility.

Listed with Schunk Realty Group · James W. Schunk · Source: OneKey MLS

One Key MLS

Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 6:07 AM 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.

$6,487.88Total / mo

Estimated Monthly Payment

Principal & interest
$4,186.88 (64.5%)
Taxes
$2,101.00 (32.4%)
Insurance
$200.00 (3.1%)

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 Ossining, NY

Current Listings

New in the last 30 days

20

Sep 2026

Average Price

Active listings

$919,898

Sep 2026

Average Days on Market

Active listings

103 days

Sep 2026

Computed from 102 active OneKey MLS listings in Ossining, NY.

Similar homes in Westchester County

See all 1,330
53 Top Of The Ridge #A9, Mamaroneck, NY
Photo 1 of 18
Coming SoonNew

$749,000

2 Bed • 2.5 Bath • 1,754 Sq. Ft.

53 Top Of The Ridge #A9

Mamaroneck, NY 10543

Listed with Coldwell Banker Realty

82 Price Street, Dobbs Ferry, NY
Photo 1 of 29
Coming SoonNew

$929,000

4 Bed • 2.5 Bath • 2,032 Sq. Ft.

82 Price Street

Dobbs Ferry, NY 10522

Listed with Corcoran Legends Realty

3 Elm Street, Pleasantville, NY
Photo 1 of 38
Coming SoonNew

$750,000

3 Bed • 2 Bath • 1,450 Sq. Ft.

3 Elm Street

Pleasantville, NY 10570

Listed with Compass Greater NY, LLC