Skip to content
20 Goshen Road, Chester, photo 1
View all 50 photos
20 Goshen Road, photo 2
20 Goshen Road, photo 3
20 Goshen Road, photo 4
20 Goshen Road, photo 5
20 Goshen Road, photo 6
20 Goshen Road, photo 7
20 Goshen Road, photo 8
20 Goshen Road, photo 9
20 Goshen Road, photo 10
20 Goshen Road, photo 11
20 Goshen Road, photo 12
20 Goshen Road, photo 13
20 Goshen Road, photo 14
20 Goshen Road, photo 15
20 Goshen Road, photo 16
20 Goshen Road, photo 17
20 Goshen Road, photo 18
20 Goshen Road, photo 19
20 Goshen Road, photo 20
20 Goshen Road, photo 21
20 Goshen Road, photo 22
20 Goshen Road, photo 23
20 Goshen Road, photo 24
20 Goshen Road, photo 25
20 Goshen Road, photo 26
20 Goshen Road, photo 27
20 Goshen Road, photo 28
20 Goshen Road, photo 29
20 Goshen Road, photo 30
20 Goshen Road, photo 31
20 Goshen Road, photo 32
20 Goshen Road, photo 33
20 Goshen Road, photo 34
20 Goshen Road, photo 35
20 Goshen Road, photo 36
20 Goshen Road, photo 37
20 Goshen Road, photo 38
20 Goshen Road, photo 39
20 Goshen Road, photo 40
20 Goshen Road, photo 41
20 Goshen Road, photo 42
20 Goshen Road, photo 43
20 Goshen Road, photo 44
20 Goshen Road, photo 45
20 Goshen Road, photo 46
20 Goshen Road, photo 47
20 Goshen Road, photo 48
20 Goshen Road, photo 49
20 Goshen Road, photo 50

20 Goshen Road

$1,725,000

Est. $10,628/mo

Chester, NY 10918 · Orange County

Beds
4
Baths
2.5
Sqft
3,348
Status
Active
On site
21 days

Know your budget before you tour. Get pre-qualified

About this home

THE ULTIMATE HUDSON VALLEY LEGACY ESTATE | 53 ACRES OF UNMATCHED POTENTIAL Rarely does a property emerge that perfectly balances refined luxury living with raw, untapped opportunity. Nestled in the heart of scenic Chester, New York, 20 Goshen Road offers an expansive 53-acre canvas designed for the visionary. Whether you envision a world-class equestrian facility, a high-potential residential development, or a private sustainable sanctuary, this estate delivers on every front. THE RESIDENCE Built in 2002, the custom-designed 3,348 sq. ft. home features 4 spacious bedrooms and 3 full baths. The layout is thoughtfully crafted to maximize natural light and views of the sprawling grounds. The infrastructure is built for the enthusiast, featuring an oversized 3-car garage with 10-foot doors—perfect for car collections, boats, or equipment. THE GROUNDS & EQUESTRIAN APPEAL Step outside into a nature lover’s paradise. The property is crisscrossed with miles of well-maintained horse trails, making it a premier choice for equestrian pursuits. The land is rich with resources, including an estimated $30,000 in marketable timber and a thriving, mature orchard boasting over 40 trees including pear, cherry, apple, and peach varieties. SUSTAINABILITY & UTILITY Embrace a self-sufficient lifestyle with an infrastructure designed for resilience. The property features a large-scale chicken coop with a capacity for up to 200 birds and an incredibly efficient heating system powered by an outdoor wood-burning furnace, significantly reducing utility costs while utilizing the property's natural resources. INVESTMENT & DEVELOPMENT Positioned in one of Orange County’s most investment-friendly regions, the 53.00-acre lot size offers significant subdivision possibilities. Investors and developers will recognize the rare value in the expansive road frontage and the desirable Chester location, just moments from local amenities yet completely secluded. Discover the endless possibilities of 20 Goshen Road—where your private retreat meets a high-yield investment.

Listed with eXp Realty · Ramanjit Dhanoa · 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, 11:08 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.

$10,628.31Total / mo

Estimated monthly payment

Principal & interest
$8,496.90(79.9%)
Taxes
$1,931.42(18.2%)
Insurance
$200.00(1.9%)

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 an Orange County home hits the market.

Save this search

Market insights

The market around Chester, NY

Current listings

New in the last 30 days

13

Nov 2026

Average price

Active listings

$976,371

Nov 2026

Average days on market

Active listings

135 days

Nov 2026

Computed from 96 active OneKey MLS listings in Chester, NY.

Similar homes in Orange County

See all 112
217 Maple Avenue, Monroe, $1,700,000
217 Maple Avenue, Monroe, NY
Photo 1 of 42
New

$1,700,000

4 Bed • 2.5 Bath • 4,650 Sq. Ft.

217 Maple Avenue

Monroe, NY 10950

Listed with Point Realty USA

69 Cedar Pond Lane, Chester, $1,599,999
69 Cedar Pond Lane, Chester, NY
Photo 1 of 48

$1,599,999

6 Bed • 7.5 Bath • 7,034 Sq. Ft.

69 Cedar Pond Lane

Chester, NY 10918

Listed with Prominent Properties Sotheby's

3 Anchor Drive, Newburgh, $1,599,000
3 Anchor Drive, Newburgh, NY
Photo 1 of 50

$1,599,000

3 Bed • 3.5 Bath • 3,294 Sq. Ft.

3 Anchor Drive

Newburgh, NY 12550

Listed with eXp Realty