Property Description

One of America’s Great Equestrian Landmarks.
Steeped in history and unlike anything else on the market, The Hambletonian House is a magnificent Victorian estate built in the 19th century by William Rysdyk, owner of the legendary Hambletonian 10—the foundation sire of nearly every modern Standardbred racehorse. More than a remarkable home, this is an opportunity to become the next steward of one of the most significant equestrian properties in history.
Gracefully set atop a scenic knoll on nearly three private acres in the heart of Chester, New York, the estate offers exceptional privacy while remaining just 40 miles from Manhattan. From the moment you arrive, the home’s commanding presence, timeless architecture, and beautifully maintained grounds create an unforgettable first impression.
The stately residence features seven bedrooms and four-and-a-half bathrooms, where authentic Victorian craftsmanship has been meticulously preserved. Soaring ceilings, original hardwood floors, intricate millwork, marble fireplaces, elegant pocket doors, and exquisite architectural details reflect the grandeur of a bygone era, while thoughtful modern updates provide today’s expected comforts.
Designed for both elegant entertainment and everyday living, the home’s expansive gathering spaces flow effortlessly to the surrounding grounds, creating an ideal setting for celebrations, family gatherings, or quiet evenings enjoying the beauty of the property. Adding to the estate’s resort-style appeal is a separate pool house, complete with a full bathroom and private sauna, offering the perfect retreat for relaxation, wellness, or entertaining guests throughout the seasons.
The current owner has invested extensively in preserving the estate’s historic integrity while making significant improvements to major mechanical systems and the roof, ensuring modern reliability without compromising its timeless character. Ideally located near the shops, restaurants, and conveniences of the Village of Chester, with easy access to major highways and the best of the Hudson Valley, the property offers the perfect balance of peaceful country living and metropolitan accessibility.
Properties of this significance rarely become available. Combining rich history, exceptional architecture, and an irreplaceable legacy, The Hambletonian House represents a once-in-a-generation opportunity to rent one of the most celebrated equestrian landmarks.

Features
Heating System:
Electric, Natural Gas, Steam
Cooling System:
Wall/window Unit(s)
Basement:
Full, Unfinished, Storage Space
Patio:
Patio, Deck, Terrace, Covered
Swimming Pool:
In Ground, Outdoor Pool, Fenced
Appliances:
Dishwasher, Oven, Refrigerator, Microwave, Stainless Steel Appliance(s), Dryer, Washer, Range, Gas Water Heater, Gas Range
Exterior Features:
Balcony, Mailbox, Garden, Lighting, Rain Gutters
Fireplace Features:
Wood Burning Stove, Family Room
Fireplaces Total:
2
Flooring:
Hardwood, Tile, Wood, Vinyl
Interior Features:
Eat-in Kitchen, High Ceilings, Walk-in Closet(s), Kitchen Island, Original Details, Walk Through Kitchen, Soaking Tub, Formal Dining, Primary Bathroom, Chandelier, Built-in Features, Breakfast Bar, Crown Molding
Laundry Features:
In Basement, Multiple Locations
Lot Features:
Near Public Transit, Private, Corner Lot, Historic District, Cleared, Paved, Secluded, Garden, Near School, Back Yard, Landscaped, Front Yard
Parking Features:
Driveway, Detached, Oversized
Sewer:
Public Sewer
Utilities:
Cable Available, Natural Gas Available, Sewer Available, Water Available, Electricity Available, Trash Collection Public, Natural Gas Connected, Water Connected, Electricity Connected, Sewer Connected
Address Map
City:
Chester Town
State:
NY
Street:
High
Street Number:
19
Street Suffix:
Street
Postal Code:
10918
Floor Number:
0
Longitude:
W75° 43' 33.6''
Latitude:
N41° 21' 46.1''
PostalCity:
Chester
Additional Information
Architectural Style:
Colonial, Victorian, Farmhouse
Construction Materials:
Frame, Vinyl Siding, Blown-in Insulation
Elementary School:
Chester Elementary School
High School:
Chester Academy-Middle/High School
Agent MlsId:
64640
MiddleOrJunior School:
Chester Academy-Middle/High School
PhotosCount:
43
Special Listing Conditions:
No
Stories Total:
3
Water Source:
Public
Office MlsId:
KWRE01

Residential Lease - MLS# 1060955

19 High Street, Chester Town, NY

7 Bedrooms
4 Bathrooms
3,615 Sqft
$7,250
Listing ID #1060955
Basic Details
Property Type :
Residential Lease
Property SubType :
Single Family Residence
Listing Type :
For Rent
Listing ID :
1060955
Price :
$7,250
Rooms :
14
Bedrooms :
7
Bathrooms :
4
Half Bathrooms :
1
Bathrooms Total :
5
Square Footage :
3,615 Sqft
Lot Area :
2.70 Acre
Year Built :
1850
Status :
Active
Listing Agent :
Beth Palma
Listing Office :
Keller Williams Realty
Agent info
Coldwell Banker American Homes
284 West Park Ave
Contact Agent
Walkscore