# 19 High Street, Chester, NY 10918

> **TL;DR:** 9bd/7ba single family, $1,195,000 ($241/sqft), built 1850, 4,965 sqft.
> Pool, Spa, Fireplace, Hardwood. Est. $5,178/mo. Listed 27 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,195,000 |
| Price/sqft | $241 |
| Bedrooms | 9 |
| Bathrooms | 6 full, 1 half |
| Square Feet | 4,965 |
| Year Built | 1850 |
| Lot Size | 117,612 sqft (2.70 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 27 |

## Why This Home Stands Out

- **Pool** - Deck, Patio
- **Hardwood Floors** - Throughout the home

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $5,178 |
| **Total** | **$5,178** |

## Nearby Schools

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

## Key Amenities

- Pool
- Spa
- Fireplace
- Hardwood
- A/C

## Property Highlights

- Built in 1850
- 2.70 acre lot
- 12 parking spaces
- Private pool
- Fireplace

## Description

### Agent Description
Own a true piece of 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 seven bedrooms and four and a half 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 into 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. With strong potential as a hospitality property, the estate presents flexible opportunities for use as a bed and breakfast, short-term rental, private residence, or boutique event venue. Its rich provenance, combined with strong visual appeal and a unique story, creates a standout offering that cannot be easily replicated in today's market. Situated in close proximity to local amenities, transportation, and the charm of the surrounding area-and just 45 miles from 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.

## Location

- **Address:** 19 High Street, Chester, NY 10918
- **County:** Orange County
- **Coordinates:** 41.363087, -74.274271
- **Google Maps:** https://www.google.com/maps?q=41.363087,-74.274271

## Listing Agent

- **Name:** Beth Palma
- **Brokerage:** Keller Williams Realty
- **Phone:** 9173630234
- **Email:** bethpalma@kw.com

## Primary Photo

![19 High Street - Primary Photo](http://lh.rdcpix.com/ba3f94f8953f93865b35c5338cc23ed9l-f2268255046r.jpg)

*50 total photos available on [listing page](https://www.propertysimple.com/listing/19-high-street-chester-ny-10918-y995148)*

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**MLS#:** 995148 | **Updated:** 2026-06-18
**Source:** listhub

*Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/19-high-street-chester-ny-10918-y995148)

---

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