25 High Street Chester, NY $ 515,000
25 High Street
$ 515,000
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25 High Street

Chester, NY, 10918
$ 515,000
Bedrooms4 Baths2.1 Sq 2,898

Monthly Estimate*

$ 3,213

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Single Family Home for sale in Chester, NY

for $515,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,898 square foot home was built in 1850 on a lot size of 0.6313.

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.

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Single Family Active

Price

$ 515,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 14,066

Style

Victorian

Lot Size

0.6313

Year Built

1850

Town/City

Chester

County/Region

Orange

MLS | Web ID

883804

Features
Interior
Interior Amenities First Floor Full Bath Eat-in Kitchen Kitchen Island Original Details
Basement Unfinished
Flooring Carpet Ceramic Tile Hardwood Wood
Fireplace Features Living Room
Basement Features Unfinished
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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General
Sewer Public Sewer
Heating Hot Water Steam
Cooling Wall/Window Unit(s)
Utilities Electricity Connected Natural Gas Connected Sewer Connected
Appliances Dishwasher Electric Range
Garage Spaces 2
Patio/Porch Features Covered Porch
Architectural Style Victorian
Construction Materials Frame
Year Built 1850
Property Subtype Single Family Residence
Tax Year 2024
Parcel Number 332201-102-000-0001-050.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Garage(s)
Total Rooms 15
Full Baths 2
High School Chester Academy-Middle/High School
City Chester Town
Senior Community Y/N N
High School District Chester
Carport Y/N N
Elementary School Chester Elementary School
Property Attached Y/N N
Tax Annual Amount 14066.24
Showing Instructions House is vacant
Middle/Junior High School Chester Academy-Middle/High School
Property Condition Actual
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chester
Elementary School District Chester
Tax Assessed Value 192500
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Exterior
Parking Features Driveway Garage Driveway Garage
Water Source Public
Foundation Details Concrete Perimeter
Spa N
Building Area Total 3518
Waterfront Y/N N
Road Frontage Type County Road
Road Responsibility Public Maintained Road
Horse Y/N N
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Internal Only
Street Number 1 25
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* Excluded Features
List By
Alicia S. Goldman

Listing Agent

Christie's Int. Real Estate

Broker

914-266-9200

Contact

Affordability Calculator

$4,385
Per Month
73%
27%
0%
Monthly Principal & Interest
$3,213
Monthly Property Taxes
$1,172
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100324 Elementary School
4100290 Middle School
Chester Academy-Middle/High School High School
Pricing History
DatePricePrice ChangeDescription
11/8/2025$515,000 -1.90% Price Down
7/2/2025$525,000 Listed Price

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25 High Street, Chester, NY, 10918 is a Single Family Home for sale at $515,000 with 2,898 sqft and a lot size of 0.6313. 25 High Street has 4 bedrooms, 2.1 baths, and was built in 1850. The property's zip code is 10918 which is in Chester, NY