New

Open House

$1,195,000

For Sale

9 hours ago

19 High St, Chester, NY

Name: 19 High St, For Sale in Chester - eXp Realty
Brand: Keller Williams Realty
SKU: 992878
Price: 1195000 USD

House

MLS® 992878

9 Bed

6 Bath

12 Parking

Open House

Sun May 3, 7:00-9:00 PM UTC

Key Facts
Description
Map

Key Facts

Type Duplex

Levels Residential Income

Size -

Garage

Taxes $19,292

Days Active 0

Lot Size

Approx. Age 1850

MLS® Number 992878

Property Address: 19 High St, Chester, NY, 10918-1230

Average square foot calculated using Size range provided by listing agent.

Description

Own a true piece of American history with the iconic Hambletonian House, a one-of-a-kind Victorian estate built in the 19th century by William Rysdyk, original owner of Hambletonian 10—the legendary sire that shaped nearly all modern Standardbred racehorses. Perfectly positioned on nearly three private acres atop a knoll in the heart of Chester, New York, this meticulously maintained property offers a rare blend of historic grandeur, modern comfort, and income-producing potential. The main residence features 7 bedrooms and 4.5 baths, showcasing timeless Victorian craftsmanship throughout, including soaring ceilings, original hardwood floors, intricate moldings, marble fireplaces, pocket doors, and elegant architectural details that have been carefully preserved. Expansive living and entertaining spaces flow seamlessly to outdoor areas, ideal for gatherings, events, or quiet enjoyment of the serene setting. Enhancing the property’s versatility is a second detached building featuring a well-appointed two-bedroom apartment, ideal for guest accommodations, rental income, or on-site management. A separate pool house with a full bathroom and sauna introduces a resort-style element, creating a private retreat perfect for relaxation, wellness, or entertaining. The current owner has taken exceptional care in maintaining and improving the property, including significant updates to major mechanical systems and the roof, ensuring both historic integrity and modern reliability. This thoughtful stewardship allows the next owner to enjoy the property with confidence while preserving its legacy. Potential for a successful hospitality property, the estate presents flexible opportunities for continued use as a bed and breakfast, short-term rental, private residence, or boutique event venue. Its rich provenance, combined with strong visual appeal and unique story, creates a standout offering that cannot be easily replicated in today’s market. Situated within close proximity to local amenities, transportation, and the charm of the surrounding area, also just 45 miles to Manhattan, the property offers both privacy and accessibility. Whether you are seeking a distinctive primary residence, a lifestyle investment, or a legacy property with unmatched historical significance, the Hambletonian House represents a truly rare opportunity.

MLS® Number992878

Laundry LevelLower

Central VacNo

FireplaceNo

Acreage

Exterior

Garage

Approx. Age1850

BasementFull, Storage Space, Unfinished

DrivewayDetached, Driveway, Oversized

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Apr 30, 2026List Date

$1,195,000List Price

Nov 10, 2023End Date

$9,450Sold Price

Leased

Dec 2, 2024List Date

$9,450List Price

Commute

Commute

Starting Address

Destination Address

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