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90 Main Street, Chester, NY, 10918 $1,300,000

Single Family For Sale 4 Beds , 2 Full Bath , 1 Half Bath , 3955 SqFt 

Property Picture
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Front of Structure Front of Structure Front of Structure Other Yard Back of Structure Patio Patio Entry Other Living Room Living Room Other Living Room Living Room Living Room Dining Room Dining Room Dining Room Kitchen Mud Room Kitchen Kitchen Dining Area Dining Area Bathroom Office Other Bathroom Bedroom Other Bedroom Bedroom Bathroom Bedroom Bonus Room Bonus Room Attic Attic Attic Barn Yard Yard Guest Quarters Back of Structure Front of Structure Aerial View Aerial View Aerial View Aerial View
 

Details ML#: 866395  

  • Style: Colonial, Mini Estate
  • Year Built: 1851
  • Taxes: $36,065
  • Status:Active

Description

The House on the Hill Proudly offered for the first time in over 70 years. This expansive and character-rich home overlooks the heart of the village while offering nearly 10 acres of space, privacy, and endless potential. Set across three separate parcels totaling 9.68 acres, the property features a main house with approximately 4, 000 sq ft, a charming 2-bedroom guest cottage, a large dairy barn, and multiple additional outbuildings—perfect for storage, hobbies, or future repurposing. The main residence is a classic 4-bedroom, 2.5-bath old-style home, full of original details and thoughtful design. From the moment you step onto the covered front porch, you’re greeted with panoramic views and a sense of timeless charm. Inside, the first floor offers high ceilings, hardwood floors, a wood-burning fireplace, multiple living rooms, and an eat-in kitchen with space to gather. Two separate staircases lead upstairs to four bedrooms and two full bathrooms, along with a bonus space. A walk-up third floor includes two additional rooms that can serve as offices, playrooms, or guest quarters. The walk-out basement features a second fireplace, a built-in bar, and direct access to a sunken courtyard—a unique and private setting for entertaining or relaxing outdoors. The guest cottage is ideal for extended family, visitors, or rental income, offering 2 bedrooms, 1 full bath, and its own private space away from the main home. Outside, the sprawling front lawn, mature trees, and open acreage provide both seclusion and a sense of grandeur. Whether you’re dreaming of a small farm, multigenerational living, or simply a private escape with room to grow, this property is a rare find with deep roots and lasting appeal. Conveniently located just minutes from shops, schools, parks, and major commuter routes, this is an incredible opportunity to own a storied piece of Chester history—with the space and structure to shape your future.

More Property Details

Room Information

Bedroom: 4   Full Bath: 2   Half Bath: 1   Other: 8  

Property Features

Lot Size: 9.68   Approx. Int. Sq. Ft.: 3955.00   Parking Spaces: Yes   Parking Facilities: Driveway   Porch Description: Yes  

Appliances & Utilities

Heat: Baseboard, Propane, Steam   A/C: None   Water: Public   Sewer: Public Sewer  

Financial

Taxes: $36,065  

Local Area Information

School District: Chester Elementary School  

Listing Information provided courtesy of Serhant LLC  646-480-7665
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