Date
Details
Price
Change
Source
10/09/2026
Listed
$7,250
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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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.
Full Property Details
Full Property Details for 19 High St
General
- Rent: $7,250
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1060955
- Updated: 10/9/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 14
- Interior Features: Breakfast Bar, Built-in Features, Chandelier, Crown Molding, Eat-in Kitchen, Formal Dining, High Ceilings, Kitchen Island, Original Details, Primary Bathroom, Soaking Tub, Walk Through Kitchen, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Family Room, Wood Burning Stove
- Appliances: Dishwasher, Dryer, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
- Laundry Facilities: Yes
- Flooring: Hardwood, Tile, Vinyl, Wood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 7
Other Rooms
- Laundry: In Basement, Multiple Locations
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Fenced, In-Ground, Outdoor Pool
- Spa: Yes
Exterior
- Exterior Features: Balcony, Garden, Lighting, Mailbox, Rain Gutters
- Porch/Patio/Deck: Covered, Deck, Patio, Terrace
Parking
- Total Spaces: 12
- Parking Features: Detached, Driveway, Oversized
Location
- County: Orange County
School Information
- High School District: Chester
- Elementary School: Chester Elementary School
- Middle School: Chester Academy-Middle/High School
- High School: Chester Academy-Middle/High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Electric, Natural Gas, Steam
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Available, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Sewer Available, Sewer Connected, Trash Collection Public, Water Available, Water Connected
Structural Information
- Architectural Style: Colonial, Farmhouse, Victorian
- Detached/Attached: Detached
- Construction: Blown-In Insulation, Frame, Vinyl Siding
- Basement: Yes
- Basement Desc.: Full Basement, Storage Space, Unfinished
- Windows: Drapes, Floor to Ceiling Windows, Oversized Windows, Screens, Shutters
- Entry Floor Number: 1
- Stories/Levels: 3
- Stories in Building: 3
- Sq. Ft. Source: Public Records
- Year Built: 1850
Additional Structures
- Other Structures: Barn(s), Cabana, Pool House, Stable(s)
Lot Features
- Lot Size (Acres): 2.7
- Lot Size (Sq. Ft.): 117,612
- Lot Features: Back Yard, Cleared, Corner Lot, Front Yard, Garden, Historic District, Landscaped, Near Public Transit, Near School, Paved, Private, Secluded
Financial Considerations
- Security Deposit: $7,250
Disclosures and Reports
- Special Conditions: None
- Property ID: 332201-102-000-0001-062.200-0000
Listed by Keller Williams Realty
Schools
Schools serving 19 High St
School District:Chester Union Free School District
| Name | Grades | Distance |
|---|---|---|
Chester Elementary School, Chester, NY 2 Herbert Drive, Chester, NY 10918 | K-5 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 19 High St
19 High Street, Chester, NY 10918 (MLS# 1060955) is a Single Family property with 7 bedrooms, 4 full bathrooms and 1 partial bathroom. 19 High Street is currently listed for rent at $7,250 and was received on October 09, 2026. Want to learn more about 19 High Street? Do you have questions about finding other real estate for sale or rent in Chester? You can browse all Chester rentals or contact a Coldwell Banker agent to request more information.