Updated 20 Hours Ago
Location
19 High St, Chester, NY 10918, USA
Tour 19 High St
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Amenities for 19 High St
Features
| Electric Heating | Fireplace |
| Hardwood Floor | High Ceilings |
| Natural Gas | Three Floors |
| Walk-in Closet | Wall/Window Units |
| Window Units |
Appliances
| Dishwasher | In-Unit Laundry |
Community
| Exterior Type: Frame | Steam |
Grounds
| Swimming Pool | Three Parking Spaces |
Other
| Architecture Style: Colonial | Exterior Type: Blown-In Insulation |
| Exterior Type: Vinyl Siding | Fourteen Rooms |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
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REQUIRED FEES
Security Deposit
One-time. Refundable.
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About 19 High St
Property Status: Active 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. Office Phone: (917) 363-0234 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.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 19 High St compares to other nearby properties.
Positives
- Middle school nearby
- There is a middle school 0.6 miles away
- Elementary school nearby
- There is an elementary school 0.7 miles away
- Images Available
- There are at least 10 photos of this property
- Pool
- Enhanced community features
- Walk-in closet
- More closet space on average
Address details
| Zip code | 10918 |
|---|---|
| Type | House for rent |
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Rent trends in Chester
Median rents as of May 30 2026.
Chester
| Month | Median Rent |
|---|---|
| December 2025 | $3,300 |
| January 2026 | $3,300 |
| February 2026 | $3,625 |
| March 2026 | $3,800 |
| April 2026 | $5,300 |
| May 2026 | $5,300 |
Schools near 19 High St
Chester Elementary School
2 herbert dr
chester, NY, 10918
PK, K-5Public
B
Agri - Business Child Development at Goshen
150 brdlea rd
goshen, NY, 10924
PKPublic
Orange-Ulster Boces
53 gibson rd
goshen, NY, 10924
K-12Public
B+
Agri - Business Child Development at Florida
14 edward j lempka dr
florida, NY, 10921
PKPublic
KIRYA JOEL EARLY CHILDHOOD EDUCATIONAL CENTR
655 county rt 105
monroe, NY, 10950
PK, KPublic
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Internet available near 19 High St
Getting around Chester near 19 High St
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
3/10
This is semi-bikeable, but you’ll need another way of getting around.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 19 High St, Chester
Groceries
5/10
Variety of groceries within a short drive
Shopping
3/10
Some shops within a short drive
Cafes
4/10
Some cafés within a short drive
Restaurants
4/10
Variety of restaurants within a short drive
Primary schools
3/10
At least one elementary school within a 30-minute walk
High schools
8/10
At least one high school within a 15-minute walk
Nightlife
2/10
Few or no bars within a short drive
Explore the area around 19 High St
ShopRite
78 Brookside Ave
ShopRite of Monroe
785 State Route 17M
The Country
2516 Route 17M
M & L Food
5 Nicklesburg Rd
K J Grand Food Mart
51 Forest Rd
Pisces Passions
1381 Kings Hwy
Body Talk
81 W Main St
The Red Door Thrift Shop
36 St John St
Shoe System Plus
249 W Main St
Original Tube T Shirt Co LLC
60 Erie St
Valkyrie Coffee Roasters
23 Main St
Meadow Blues Coffee
3 Winkler Pl
Meadow Blues Coffee
8 Greycourt Ave
Meadow Blues Coffee LLC
35 Meadow Ave
Kung Fu Tea
78 Brookside Ave
Christopher's Bistro
69 Brookside Ave
Sugar Loaf Taphouse
1368 Kings Hwy
Delancey's Bar & Restaurant
40 Park Pl
Craft Brew
2 Railroad Ave
Craft 47
47 W Main St
GNC
78 Brookside Ave
Jyk Organic Corp
61 Nancy Ln
Roe Orchards Fruits & Vegetables
3278 State Route 94
Cake Beautiful LLC
51 Greycourt Rd
Doctors Clinical Nutrients
1403 Kings Hwy
Recreation Ground
Carpenter Park
Park
Playground
Recreation Ground
Tacos Express Restaurant & Bar
44 Main St
Rustic Wheelhouse Restaurant
39 Main St
Allan's Falafel
115 Main St
Sabor A Casa Inc
123 Main St
MAIN STREET PIZZA
129 Main St
Karlsburg
A, B
Franklin Ave
Walmart Route
Main Street / Franklin
Walmart Route
Atzei Timurim
A
Atzei Timurim
B
Campbell Hall
Port Jervis Line, Main Line
Compare properties in Chester, NY
20 Goshen Rd
4 Beds
$6,000
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
44 High St #333
1 Bed
$2,100
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
2110 Whispering Hls #197
3 Beds
$3,000
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
44 High St #135
2 Beds
$2,300
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
105 Pine Hollow Way
1 Bed
$1,750
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
3 Brookside Ave
3 Beds
$4,200
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
2507 Whispering Hls
2 Beds
$2,450
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
20 Goshen Rd
4 Beds
$6,000
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
44 High St #333
1 Bed
$2,100
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
2110 Whispering Hls #197
3 Beds
$3,000
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
44 High St #135
2 Beds
$2,300
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
105 Pine Hollow Way
1 Bed
$1,750
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
3 Brookside Ave
3 Beds
$4,200
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
2507 Whispering Hls
2 Beds
$2,450
Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.- in-unit laundry
- dishwasher
- air conditioning
Check availability
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