25 High St Chester, NY 10918
Estimated payment $3,870/month
Highlights
- Wood Flooring
- Covered Patio or Porch
- Bathroom on Main Level
- Victorian Architecture
- Eat-In Kitchen
- Kitchen Island
About This Home
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.
Listing Agent
Christie's Int. Real Estate Brokerage Phone: 914-266-9200 License #10301220010 Listed on: 07/01/2025
Co-Listing Agent
Christie's Int. Real Estate Brokerage Phone: 914-266-9200 License #10401380945
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $14,066
Year Built
- Built in 1850
Lot Details
- 0.63 Acre Lot
- Level Lot
- Back Yard
Parking
- 2 Car Garage
- Driveway
Home Design
- Victorian Architecture
- Frame Construction
Interior Spaces
- 2,898 Sq Ft Home
- 3-Story Property
- Living Room with Fireplace
- Unfinished Basement
- Laundry in Basement
Kitchen
- Eat-In Kitchen
- Electric Range
- Dishwasher
- Kitchen Island
Flooring
- Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
- Bathroom on Main Level
Outdoor Features
- Covered Patio or Porch
Schools
- Chester Elementary School
- Chester Academy-Middle/High School
Utilities
- Cooling System Mounted To A Wall/Window
- Hot Water Heating System
- Heating System Uses Steam
- Natural Gas Connected
Listing and Financial Details
- Assessor Parcel Number 332201-102-000-0001-050.000-0000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $13,561 | $192,500 | $37,500 | $155,000 |
| 2023 | $13,561 | $192,500 | $37,500 | $155,000 |
| 2022 | $13,024 | $192,500 | $37,500 | $155,000 |
| 2021 | $13,061 | $192,500 | $37,500 | $155,000 |
| 2020 | $11,236 | $192,500 | $37,500 | $155,000 |
| 2019 | $10,669 | $192,500 | $37,500 | $155,000 |
| 2018 | $10,669 | $192,500 | $37,500 | $155,000 |
| 2017 | $10,388 | $192,500 | $37,500 | $155,000 |
| 2016 | $10,314 | $192,500 | $37,500 | $155,000 |
| 2015 | -- | $192,500 | $37,500 | $155,000 |
| 2014 | -- | $192,500 | $37,500 | $155,000 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 11/08/2025 11/08/25 | Price Changed | $515,000 | 0.0% | $178 / Sq Ft |
| 11/08/2025 11/08/25 | For Sale | $515,000 | -1.9% | $178 / Sq Ft |
| 10/21/2025 10/21/25 | Off Market | $525,000 | -- | -- |
| 07/01/2025 07/01/25 | For Sale | $525,000 | -- | $181 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | -- | None Available | |
| Interfamily Deed Transfer | -- | -- |
About the Listing Agent
Alicia Goldman is a Licensed Real Estate Associate Broker with over 16 years of experience in the Real Estate industry and specializes in luxury residential new development/lifestyle, commercial and waterfront communities in the Hudson Valley and tri-state area. She possesses a great depth of knowledge and wealth of experience working with a plethora of clients from first-time homebuyers to empty-nest sellers. With her affiliation to Christie's International Real Estate, she is able to leverage
Alicia's Other Listings
Source: OneKey® MLS
MLS Number: 883804
APN: 332201-102-000-0001-050.000-0000
- 37 Main St
- 18 Oakland Ave
- 16 Oakland Ave
- 70 Main St
- 6 Vista Dr
- 0 Main St
- 33 Meadow Ave
- 47 Greycourt Ave
- 65 Hudson St
- 1503 Whispering Hills
- 1401 Whispering Hills
- 3120 Whispering Hills
- 2104 Whispering Hills
- 2912 Whispering Hills
- 2915 Whispering Hills Unit 596
- 2812 Whispering Hills Unit 577
- 2 Virginia Ln
- 3917 Whispering Hills
- 4703 Whispering Hills Dr
- 1 Jessica Ct
- 8 Main St
- 12 Railroad Ave Unit Floor 2
- 98 Main St
- 82 High St Unit 2
- 25 Trotting Dr
- 1418 Whispering Hills
- 2910 Whispering Hills Dr
- 2208 Whispering Hills
- 2805 Whispering Hills Unit 573
- 3607 Whispering Hills Unit 295
- 4321 Whispering Hills
- 45 Conklingtown Rd Unit ID1056815P
- 315 Arcadia Rd
- 948 Craigville Rd
- 3 Lake View Dr
- 81 South St
- 1099 Ny-17m Unit ID1056718P
- 18 Craigville Rd
- 204 Main St Unit 3
- 204 Main St Unit 1