Skip to content
151 Main Street, Chester, photo 1
View all 16 photos
151 Main Street, photo 2
151 Main Street, photo 3
151 Main Street, photo 4
151 Main Street, photo 5
151 Main Street, photo 6
151 Main Street, photo 7
151 Main Street, photo 8
151 Main Street, photo 9
151 Main Street, photo 10
151 Main Street, photo 11
151 Main Street, photo 12
151 Main Street, photo 13
151 Main Street, photo 14
151 Main Street, photo 15
151 Main Street, photo 16

151 Main Street

Chester, NY 10918 · Orange County

Beds
4
Baths
1
Sqft
1,504
Status
Active
On site
52 days

Know your budget before you tour. Get pre-qualified

About this home

A Diamond in the Rough! Calling all handymen to bring this Village Charmer back to its' original glory. This home has a large Living Room with a cozy alcove, spacious Dining Room and large Kitchen with sliders to a rear deck and yard. It also features 4 nice sized bedrooms. With a "little love and vision" this home could be a lovely family home! Could be a wonderful opportunity for investors! Close to shops and restaurants! Great commuter location! Come preview today!

Listed with Hudson Valley Griffith · Eveline R White · 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, 10:08 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.

$2,239.21Total / mo

Estimated Monthly Payment

Principal & interest
$1,472.80 (65.8%)
Taxes
$566.42 (25.3%)
Insurance
$200.00 (8.9%)

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 Orange County home hits the market.

Save this search

Market Insights

The market around Chester, NY

Current Listings

New in the last 30 days

26

Sep 2026

Average Price

Active listings

$911,991

Sep 2026

Average Days on Market

Active listings

136 days

Sep 2026

Computed from 108 active OneKey MLS listings in Chester, NY.

Similar homes in Orange County

See all 509
291 1st Street, Newburgh, NY
Photo 1 of 2
Coming SoonNew

$279,999

3 Bed • 2 Bath • 1,248 Sq. Ft.

291 1st Street

Newburgh, NY 12550

Listed with Howard Hanna Rand Realty

10 Woodycrest Trail, Monroe, NY
Photo 1 of 34
Coming SoonNew

$349,900

3 Bed • 2 Bath • 1,928 Sq. Ft.

10 Woodycrest Trail

Monroe, NY 10950

Listed with LPT Realty Tri-State, LLC

143 Deer Ct Drive, Middletown, NY
Photo 1 of 35
Coming SoonNew

$299,000

2 Bed • 2 Bath • 1,291 Sq. Ft.

143 Deer Ct Drive

Middletown, NY 10940

Listed with Howard Hanna Rand Realty