OneKey® MLS
  • Buy
  • Rent
  • Commercial
  • Find an Agent
  • NYS Fair Housing Notice
  • Language
    Price range
    $
    $
    Bedrooms
    Bathrooms
    Home type
    Square feet
    Lot size
    Heating
    Cooling
    Parking spots
    Garage
    Basement
    Year built
    Max HOA
    Down payment assistanceDown payment assistance
    Tours
    View
    More amenities
    1 home
      1 home available
      25 High Street, Chester, NY 10918
      Price Reduced $10,000
      25 High Street, Chester, NY 10918
      $515,000
      4beds
      2.5bath
      2,898sqft
      0.63acres
      House for Sale
      Down payment assistanceDown Payment Help

      25 High Street, Chester, NY 10918

      Listing by: Christie's Int. Real Estate
      1 - 1 of 1 results
      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Equal opportunity
      Membio
      OneKey® MLS
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      25 High Street, Chester, NY 10918
      Price Reduced $10,000
      $515,000 $10,000 
      Down payment assistanceDown Payment Help
      4beds
      2full,1half bath
      2,898sqft
      0.63acres

      25 High Street, Chester, NY 10918

      City/Town:Chester   Post Office: Chester     

      House for Sale by Alicia S. GoldmanChristie's Int. Real Estate.

      Data checked -. Listing last updated 26 days ago.
      1. Overview
      2. Details
      3. More 

      25 High Street is back on the market and newly refreshed, making this Victorian gem more inviting than ever. Brimming with character and ready for your personal touch, this special home welcomes you with original wide-plank wood floors throughout—preserved under carpeting to maintain their timeless authenticity and warmth. Entertain in style in the bright, modern kitchen or host memorable gatherings in the spacious formal dining room. Two large living rooms offer flexible spaces for relaxation and entertainment, while upstairs, four comfortable bedrooms and two full baths (including one on the main floor) ensure plenty of room for family and guests. Two staircases offer convenient access to every level. Additional highlights include a walk-up attic with two unfinished rooms bursting with potential, an unfinished basement for extra storage or workspace, and a large garage plus carport for vehicles or hobbies. Located less than a mile from the heart of Chester’s charming village, this property offers a prime location close to local shops, restaurants, and everyday amenities. Just minutes to Route 84 and roughly 1 hour and 40 minutes to New York City, it’s perfect for weekend getaways or daily commuting. With its size, layout, and location, this home also presents an outstanding opportunity as a short-term rental or Airbnb, with strong income potential given Chester’s desirable setting near Glenmere Lake, Goose Pond Mountain State Park, and The Castle Fun Center.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1850
        Heating
      Hot Water, Steam
        Cooling
      Wall/Window Unit(s)
        Total rooms
      15
        Garage
      Yes (2 space)
        City/Town
      Chester
        Post Office
      Chester
        Parking spots
      -
      883804
      MLS ID
      Active
      Status
      07/01/2025
      On Market Date
        Laundry features
      In Basement
        Flooring
      Carpet, Ceramic Tile, Hardwood, Wood
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Victorian
        Basement
      Unfinished
        View
      Interior features
      First Floor Full Bath, Eat-in Kitchen, Kitchen Island, Original Details
      Exterior features
      Lot features
      Back Yard, Level
      Appliances included
      Dishwasher, Electric Range
      Construction materials
      Frame
      Monthly taxes
      $1,172
      Yearly taxes
      $14,066.24
      Community Features
      -
      School district
      Chester
      Schools
      Chester Elementary School, Chester Academy-Middle/High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      Alicia S. Goldman
      Alicia S. Goldman
      CW
      Charles Winchell
      Alicia S. Goldman
      Alicia S. Goldman
      Associate Real Estate Broker, Christie's Int. Real Estate
      Direct Number 
       
      CW
      Charles Winchell
      Real Estate Salesperson, Christie's Int. Real Estate
      Direct Number 
       
      Location
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      25 High Street, Chester, NY 10918, is a 4 bedroom, 2 bathroom, 2898 sqft. Single Family Residence built in 1850. This property is currently available for sale and was listed on OneKey® MLS on 7-1-2025. The MLS# for this Single Family Residence is MLS# 883804.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2025