25 High St

2,898 Sq. Ft.
$174 / Sq. Ft.
2,898
Sq. Ft.
$174
per Sq. Ft.

Description

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...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.
  1. Listed by Alicia S. Goldman • Christie's Int. Real Estate
    P: (914)-266-9200 C: (914)-355-1137 agoldman@christiesrehudsonvalley.com
  2. Listed by Charles Winchell • Christie's Int. Real Estate
    P: (914)-266-9200 C: (845)-629-3859 CWinchell@christiesrehudsonvalley.com

Property Details for 25 High Street

City/Township
Chester Town
Architectural Style
Victorian
Garage Spaces
2.00
Waterfront
No
LISTING UPDATED: 02/27/2026 10:37 PM

Property Details for 25 High Street

StatusClosed
MLS #883804
Days on Market166
Taxes$14,066 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1850
Lot Size0.63 AC / 27,500 SF
CountyOrange County

Location

Listing Courtesy of Christie's Int. Real Estate

Sold By Keller Williams Realty

Add your commute

Building Information for 25 High Street

Stories-Year Built1850Building Size-Lot Size0.63 AC / 27,500 SF

Payment Calculator

$3,633 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,461

Property Taxes

$1,172

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 25 High Street

Summary
Location and General Information
  • Village: Chester Village
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • Levels: Three Or More
  • Property Condition: Actual
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Chester
  • Elementary School District: Chester
  • Elementary School: Chester Elementary School
  • Middle Or Junior School District: Chester
  • Middle Or Junior School: Chester Academy-Middle/High School
  • High School District: Chester
  • High School: Chester Academy-Middle/High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 332201-102-000-0001-050.000-0000
  • Tax Assessed Value: $192,500.00
  • Additional Fees: No
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Carpet, Ceramic Tile, Covered, Eat in Kitchen, First Floor Full Bath, Garage(s), Hardwood Floors As Seen, In Basement, Kitchen Island, Living Room, Original Details, Porch, Public, Victorian, Wood
  • Interior Features: First Floor Full Bath, Eat-in Kitchen, Kitchen Island, Original Details
  • Appliances: Dishwasher, Electric Range
  • Number Of Kitchens: 1.0
  • Total Rooms: 15
  • Basement: Unfinished
  • Attic Description: Full,Unfinished,Walkup
  • Fireplace: Yes
  • Fireplace Features: Living Room
  • Location Amenities: Hardwood Floors As Seen, Eat in Kitchen, Island Kitchen, Original Details, Porch
  • Laundry Features: In Basement
  • Spa: No
  • Flooring: Carpet, Ceramic Tile, Hardwood, Wood
  • Living Area: 2,898.00
  • Foundation Details: Concrete Perimeter
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Covered, Porch, Driveway, Garage, Back Yard, Level
  • Elevation Certificate: No
  • Patio And Porch Features: Covered,Porch
  • Construction Materials: Frame
  • Road Frontage Type: County Road
  • Road Responsibility: Public Maintained Road
  • Other Structures: Garage(s)
  • Horse: No
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Level
  • Additional Parcel: No
  • Site Features: Back Yard, Level
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Wall/Window Unit(s)
  • Heating: Hot Water, Steam
  • Heat Fuel Type: Hot Water, Steam
  • Sewer: Public Sewer
  • Water Source: Public
  • Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected
Green Features
  • Green Features: Dishwasher, Electric Range, Hot Water, Steam
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 25 High Street

DateEvent & SourcePriceAppreciation
Feb 26, 2026

Sold

ONEKEY #883804

$505,000
Jan 9, 2026

Pending

ONEKEY #883804

Jan 7, 2026

Temporarily Off Market

ONEKEY #883804

$515,000
Jan 1, 2026

Expired

ONEKEY #883804

$515,000
Oct 21, 2025

Temporarily Off Market

ONEKEY #883804

$525,000
Jul 1, 2025

Listed (Active)

ONEKEY #883804

$525,000
DateEvent & SourcePrice
02/26/2026

Sold

ONEKEY #883804

$505,000
01/09/2026

Pending

ONEKEY #883804

01/07/2026

Temporarily Off Market

ONEKEY #883804

$515,000
01/01/2026

Expired

ONEKEY #883804

$515,000
10/21/2025

Temporarily Off Market

ONEKEY #883804

$525,000
07/01/2025

Listed (Active)

ONEKEY #883804

$525,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 25 High Street

Taxable ValueLand$37,500Additions$155,000Total$192,500
Tax Record2021$2,880 ($240 / month)
Home Facts
Beds4Baths1.5Total Finished SqFt2,898 SqFtAbove Grade Finished SqFt2,898 SqFtStories2Lot Size27,500 SqFtStyleSingle Family ResidenceYear Built1850ZoningRSCountyORANGEAPN332201 102-1-50

Schools near 25 High Street

This home is within Chester Union Free School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 5

Chester Academy Middle High School
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Christie's Int. Real Estate

Based on information submitted to the MLS GRID as of 02/27/2026 10:37 PM. 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. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.