Dana Robyn Chubb
Licensed Real Estate Salesperson, PSA
PSA, REALTOR®
Delhi, NY
Office: (607) 746-7400 (518) 522-6779
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19 High Street , Chester, NY 10918

New - 2 Hours Ago

43 Photos

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.

19 High Street | MLS# 1060955

This property located at 19 High Street , Chester, NY 10918 is currently listed for rent with an asking price of $7,250 / Monthly. High Street is located within the Chester school district. Search Chester real estate on dana-chubb.timberlandproperties.com today.

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Property Features

Property Type: Rental - Single Family
Basement: Yes
Basement: Full, Storage Space, Unfinished
Cooling: Wall/Window Unit(s)
Fenced: Yes
Fireplaces: 2
Heating: Electric, Natural Gas, Steam
Home Style: Colonial, Farmhouse, Victorian
Lot Size: 2.70 Acres
Stories: 3.0
Year Built: 1850

Amenities

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)
Balcony
Garden
Lighting
Mailbox
Rain Gutters

Feature Descriptions

Appliances: Dishwasher, Dryer, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
Attic: Partial
Exterior: Blown-In Insulation, Frame, Vinyl Siding
Fireplace Features: Family Room, Wood Burning Stove
Fireplace Y/N: Yes
Flooring: Hardwood, Tile, Vinyl, Wood
Formal Dining: Yes
Laundry: In Basement, Multiple Locations
Lot Features: Back Yard, Cleared, Corner Lot, Front Yard, Garden, Historic District, Landscaped, Near Public Transit, Near School, Paved, Private, Secluded
On Market Date: 2026-10-09
Other Structures: Barn(s), Cabana, Pool House, Stable(s)
Parcel Number: 332201-102-000-0001-062.200-0000
Parking Features: Detached, Driveway, Oversized
Parking Total: 12
Patio And Porch: Covered, Deck, Patio, Terrace
Pets Allowed: No
Pool Features: Fenced, In Ground, Outdoor Pool
Rental Term: Monthly
Rooms Total: 14
Sewer: Public Sewer
Spa Y/N: Yes
Swimming Pool: Yes
Utilities: Cable Available, Electricity Available, Electricity Connected, Natural Gas Available, Natural Gas Connected, Sewer Available, Sewer Connected, Trash Collection Public, Water Available, Water Connected
Water: Public
Window Features: Drapes, Floor to Ceiling Windows, Oversized Windows, Screens, Shutters

Local Schools

High School: Chester Academy-Middle/High School
Middle School: Chester Academy-Middle/High School
Elementary School: Chester Elementary School
School District: Chester

Demographics

Listed By / Shown By

Listing By

Agency Name: Keller Williams Realty
Agency Contact: 845-928-8000

Shown By

Agent Name: Dana Robyn Chubb
Agent Phone: (518) 522-6779
Agency Title: Timberland Properties

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