90 Main Street Chester Village, NY 10918
Listing by: ONEKEY / Serhant LLC

  90 Main Street Chester Village, NY 10918

Active (14 Days)
$1,300,000
4
BED
3
BATH
3,955
SQFT
OPEN HOUSE TIMES
  • OPEN
    Sun, Jun 8
    11:00 am - 1:00 pm

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.

MLS #:
866395
Taxes
$36,065(2025)
Type
Single-Family Home
Year Built
1851
Style
Colonial, Mini Estate
School District
Chester
County
Orange County

Listed By

Steven Wrobel Jr, Serhant LLC
Source
ONEKEY as distributed by MLS Grid
Last checked Jun 6 2025 at 7:43 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
  • Half Bathroom: 1
Interior Features
  • Built-In Features
  • Crown Molding
  • Entrance Foyer
  • Formal Dining
  • High Ceilings
  • Original Details
Kitchen
  • Dishwasher
  • Oven
  • Range
  • Refrigerator
  • Gas Water Heater
Heating and Cooling
  • Baseboard
  • Propane
  • Steam
  • None
Basement Information
  • Full
  • Walk-Out Access
Flooring
  • Hardwood
Utility Information
  • Utilities: Electricity Connected, Propane, Sewer Connected, Trash Collection Public, Water Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Chester Elementary School
  • Middle School: Chester Academy-Middle/High School
  • High School: Chester Academy-Middle/High School
Parking
  • Driveway
Living Area
  • 3,955 sqft
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®

Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
%
Interest rate
%
Mortgage calculator estimates are provided by Better Homes and Gardens Real Estate LLC and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: LISTINGS COURTESY OF ONEKEY MLS AS DISTRIBUTED BY MLSGRID. Based on information submitted to the MLS GRID as of 6/6/25 12:43. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.