Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
Listing photo for 25 High Street, Chester, NY
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25 High Street,

Chester, NY

$515,000

4 Beds
3 Baths
2,898 Sqft
0.63 Acres
2 Garages

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.

Facts & Features
MLS® # 883804
Price $515,000
Bedrooms 4
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 2,898
Acres 0.63
Year Built 1850
Type Residential
Sub-Type Single Family Residence
Style Victorian
Status Active
MLS hgmls
Community Information
Address 25 High Street
City Chester
County Orange
State NY
Zip Code 10918
Amenities
Utilities Electricity Connected, Natural Gas Connected, Sewer Connected
Parking Driveway, Garage
# of Garages 2
Is Waterfront No
Has Pool No
Interior
Interior Carpet, Ceramic Tile, Hardwood, Wood
Interior Features First Floor Full Bath, Eat-in Kitchen, Kitchen Island, Original Details
Appliances Dishwasher, Electric Range
Heating Hot Water, Steam
Cooling Wall/Window Unit(s)
Has Basement Yes
Basement Unfinished
Fireplace Yes
Fireplaces Living Room
Exterior
Lot Description Back Yard, Level
Construction Frame
School Information
District Chester
Elementary Chester Elementary School
Middle Chester Academy-Middle/High School
High Chester Academy-Middle/High School
Additional Information
Date Listed July 1st, 2025
Days on Market 160
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Christie's Int. Real Estate
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Listing information last updated on December 8th, 2025 at 9:20pm EST.