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19 High Street
Chester NY 10918 US

$7,250

Active Listing ID 1060955
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7 bed
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3,615 square feet
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5.00 Bath (4 Full , 1 Half)
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Lot: 2.70 Acres
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Single Family Residence

$7,250

Active Listing ID 1060955
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19 High Street 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.

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Property Features

  • Facts
  • Lot Size: 2.70 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 4
  • 1/2 Bathrooms: 1
  • Cooling System: Wall/Window Unit(s), Window Unit(s)
  • Exterior Finish: Balcony, Garden, Lighting, Mailbox, Rain Gutters
  • Floor Covering: Vinyl, Wood, Hardwood, Tile
  • Heating Fuels: Natural Gas, Steam, Electric (Heating)
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Pool

School Information

  • School
  • Chester Elementary School(Elementary)
  • Chester Academy-Middle/High School(MiddleSchool)
  • Chester Academy-Middle/High School(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 7250
  • unparsedaddress: 19 High Street
  • postalcity: Chester
  • stateorprovince: NY
  • country: US
  • postalcode: 10918
  • bathroomsfull: 4
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.7
  • lotsizeunits: Acres
  • lotsizearea: 2.7
  • livingarea: 3615
  • livingareaunits: Square Feet
  • latitude: 41.363087
  • longitude: -74.274271
  • listagentfullname: Beth Palma
  • listagentemail: bethpalma@kw.com
  • listagentkey: 3yd-MLSLINY-64640
  • listagentmlsid: 64640
  • listagentpreferredphone: 9173630234
  • listagentofficephone: 9173630234
  • listofficekey: 3yd-MLSLINY-KWRE01
  • listofficemlsid: KWRE01
  • disclaimer: 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.
  • sourcesystemid: MLSLINY
  • yearbuilt: 1850
  • listingcontractdate: 2026-10-09
  • listagenturl: http://kwhv.com/
  • countyorparish: Orange County
  • parcelnumber: 332201-102-000-0001-062.200-0000
  • elementaryschool: Chester Elementary School
  • highschool: Chester Academy-Middle/High School
  • elementaryschooldistrict: Chester
  • middleorjuniorschooldistrict: Chester
  • highschooldistrict: Chester
  • appliances: Dishwasher, Dryer, Gas Range, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • cooling: Wall/Window Unit(s), Window Unit(s)
  • constructionmaterials: Blown-In Insulation, Frame, Vinyl Siding
  • flooring: Vinyl, Wood, Hardwood, Tile
  • heating: Natural Gas, Steam, Electric (Heating)
  • fireplaceyn: True
  • transactiontype: ForRent
  • storiestotal: 3
  • parkingtotal: 12
  • parkingfeatures: Oversize, Driveway
  • waterfrontyn: False
  • franchiseaffiliation: Keller Williams Realty
  • interiorfeatures: 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)
  • exteriorfeatures: Balcony, Garden, Lighting, Mailbox, Rain Gutters
  • windowfeatures: Shutters, Drapes, Screens
  • architecturalstyle: Colonial, Victorian
  • rooms: Bedroom 6, Dining Room, Bedroom 5, Bathroom 3, Bedroom 7, Bathroom 1, Bedroom 3, Bedroom 2, Bathroom 4, Basement, Bedroom 1, Bathroom 5, Bathroom 2, Bedroom 4
  • otherstructures: Cabana
  • utilities: Cable Available
  • patioandporchfeatures: Deck, Patio
  • basement: Full, Storage Space, Unfinished
  • dock: False
  • poolprivateyn: True
  • spayn: True
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -74.27427, 41.363087
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Keller Williams Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"chris@chrisscibelli.com, \t29a12692-e4d0-40b9-87fc-86864bbc45b5@myrealestateplatform.com", "ListBrokerageCity":"Chester", "ListBrokerageCountry":"US", "ListBrokerageEmail":"chris@chrisscibelli.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Keller Williams Realty", "ListBrokeragePhone":"(845) 928-8000", "ListBrokeragePostalCode":"10918", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":"Suite 225", "ListBrokerageUnparsedAddress":"69 Brookside Ave", "ListBrokerageWebsiteUrl":"http://kwhv.com/", "ListOfficeAddress1":"69 Brookside Ave. Ste 225 ", "ListOfficeAddress2":"Suite 225", "ListOfficeBrokerMlsId":"KWRE01", "ListOfficeCity":"Chester", "ListOfficeCountry":"US", "ListOfficeEmail":"klrw410@kw.com", "ListOfficePostalCode":"10918", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential Lease, Chester, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/19-High-St_Chester_NY_10918_M47843-49552?f=listhub&s=MLSLINY&m=1060955&c=rexren", "MLSModificationTimestamp":"2026-10-09 19:43:36", "Neighborhoods":[], "PostalCode":null, "RoomCount":14, "StateOrProvince":null, "Taxes":[], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/9/2026 7:50:53 PM GMT
Source Updated Date: 10/11/2026 12:52:36 AM GMT

Courtesy of: Beth Palma, Keller Williams Realty, bethpalma@kw.com

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.