90 Main Street, Chester


5 Beds
3 Baths
4,837 Sqft
9.69 Acres
0 Garage

WELCOME BACK to YESTERYEAR as you step back in time and bask in the glory of this historical mini estate with endless opportunities and potential. This Gracious Premier Property was originally "THE BROOK FARM" and was established in 1851 boasting charm, character and unparalleled original details. This home is embraced by almost 10 acres of private, peaceful, parklike property with breathtaking VIEWS and has multiple outbuildings consisting of a huge barn, other outbuildings and the bonus of a caretaker's cottage. Perched high up on the hill , it graces the prestigious gateway as you enter enchanting Chester, New York and would be the perfect weekend, vacation getaway or year round retreat .Reimagine the home & recreation space and make this your own private oasis. Come one, come all, outdoor enthusiasts, privacy seekers, gardeners, horse/animal lovers, gentlemen farmers, musicians, athletes, artists, writers etc., you can have it all when you step into this FAIRY TALE. Move in and start creating your own DREAM. Air B & B potential is incredible especially for hosting events. Centrally located to enjoy all of Hudson Valley's amenities such as Lego land which is just a few miles away, access to all major highways, apple orchards, skiing, hiking, Wineries, Breweries ,West Point, plus a multitude of other things that will enrich your lifestyle options that can be experienced everyday within minutes. Lovingly cared for by the current owners for over 68 years, the time has come for them to sadly part with their legacy and enjoy watching the new owners revitalize the family home and property to its incredible potential. This home boasts 2 staircases, 12 foot high ceilings on the first floor, built ins, finished attic storage rooms, above ground window with a brick fireplace in the basement with a walk out door leading to an incredible stone courtyard, plus too many more hidden surprises to list .There is municipal water & sewer, a slate roof in fantastic condition, new high efficiency boiler, upgraded electric. Natural gas can be run to this property since it just has to be connected if the buyer desires. This unique property is already naturally subdivided into 3 separate tax parcels. 1 Oakland Ave (aka 90 Main Street ) - zoned Multi Family is 6.8 acres. 74 Main Street is 2.1 acres and Hambletonian Avenue is 0.7851 of an acre for a total of 9.69 acres. Individual tax records for each parcel are in the public documents as well as the floor plans and Enchanting HISTORY of this magnificent mini estate which is waiting for your creative ideas for your own quiet enjoyment or the money making opportunities for the savvy investor. ENJOY LUXURY LIVING in rural New York, only 1 hour from New York City ! Escape to PARADISE !

Essential Information
MLS® #H6259806
Full Baths2
Half Baths1
Square Footage4,837
Square Footage422096
Year Built1851
Sub-TypeSingle Family Residence
StyleColonial, Mini Estate
Community Information
Address90 Main Street
Zip Code10918
ViewMountain(s), Panoramic
HeatingPropane, Baseboard, Hot Water
# of Fireplaces2
Has BasementYes
Interior Features

Den/Family Room, Dining Alcove, Eat-in Kitchen, Formal Dining, Entrance Foyer, Guest Quarters, High Ceilings, High Speed Internet, Multi Level, Original Details, Powder Room, Soaking Tub, Stall Shower, Storage, Wet Bar


Cooktop, Dishwasher, Oven, Refrigerator


Full, Partially Finished, Walk-Out Access

Exterior FeaturesCourtyard, Tennis Court(s)
ConstructionBrick, Stone
Lot Description

Part Wooded, Possible Sub Division, Near Public Transit, Private

School Information
ElementaryChester Elementary School

Chester Academy-Middle/High School


Chester Academy-Middle/High School

Additional Information
Date ListedJuly 18th, 2023
Days on Market77
Listing Details
Listing Courtesy ofKeller Williams Realty

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