369 Charles St Winchester, VA 22601
Estimated payment $1,659/month
Total Views
31,876
3
Beds
2
Baths
1,526
Sq Ft
$180
Price per Sq Ft
Highlights
- Gourmet Kitchen
- Traditional Architecture
- Attic
- Deck
- Wood Flooring
- No HOA
About This Home
Nestled in the heart of Winchester City, this beautifully restored 1930s charmer offers the perfect blend of historic character and modern luxury. Just a short stroll from the vibrant Walking Mall, this home underwent an extensive renovation in 2021, with over $100,000 in upgrades to enhance both style and functionality.
Step inside to find elegant hard surface flooring throughout, gleaming granite countertops, bright white cabinetry, and sleek black stainless steel appliances. The bathrooms are beautifully tiled, adding a touch of sophistication to this timeless home.
Enjoy the convenience of private parking for at least two cars, easily accessible via the adjacent alley connecting Charles St. and National Ave. The spacious backyard provides plenty of room for outdoor relaxation, while two generous balconies—one on each level—offer the perfect spot to unwind. A restored storage shed, which can be transformed into a she-shed, workout room, artist studio, or hobby space, is easily customizable to match your needs.
Designed with an open floor plan, this home effortlessly combines historic charm with modern living. Don’t miss your chance to own this downtown gem—it truly has it all!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $1,527
Year Built
- Built in 1930 | Remodeled in 2021
Lot Details
- 3,741 Sq Ft Lot
- Historic Home
- Property is zoned HR1
Home Design
- Traditional Architecture
- Metal Roof
- Wood Siding
Interior Spaces
- 1,526 Sq Ft Home
- Property has 3 Levels
- Window Treatments
- Combination Dining and Living Room
- Attic
- Unfinished Basement
Kitchen
- Gourmet Kitchen
- Stove
- Built-In Microwave
- Dishwasher
Flooring
- Wood
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
Laundry
- Laundry on main level
- Dryer
- Washer
Parking
- Gravel Driveway
- Off-Street Parking
Accessible Home Design
- Level Entry For Accessibility
Outdoor Features
- Balcony
- Deck
- Patio
- Porch
Utilities
- Forced Air Heating and Cooling System
- Heat Pump System
- Electric Water Heater
Community Details
- No Home Owners Association
- Winchester City Subdivision
Listing and Financial Details
- Tax Lot 24
- Assessor Parcel Number 174-01-R- 24-
Map
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
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 | $1,837 | $221,300 | $34,000 | $187,300 |
| 2023 | $1,837 | $221,300 | $34,000 | $187,300 |
| 2022 | $1,527 | $164,200 | $34,000 | $130,200 |
| 2021 | $1,085 | $116,700 | $34,000 | $82,700 |
| 2020 | $811 | $87,200 | $34,000 | $53,200 |
| 2019 | $811 | $87,200 | $34,000 | $53,200 |
| 2018 | $747 | $82,100 | $28,900 | $53,200 |
| 2017 | $747 | $82,100 | $28,900 | $53,200 |
| 2016 | $662 | $72,700 | $28,900 | $43,800 |
| 2015 | $662 | $72,700 | $28,900 | $43,800 |
| 2014 | $632 | $66,500 | $28,900 | $37,600 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 03/14/2025 03/14/25 | Price Changed | $275,000 | -15.4% | $180 / Sq Ft |
| 03/08/2025 03/08/25 | Price Changed | $325,000 | -5.8% | $213 / Sq Ft |
| 02/17/2025 02/17/25 | For Sale | $345,000 | +29.2% | $226 / Sq Ft |
| 10/28/2022 10/28/22 | Sold | $267,000 | +4.7% | $175 / Sq Ft |
| 09/30/2022 09/30/22 | For Sale | $255,000 | 0.0% | $167 / Sq Ft |
| 12/30/2021 12/30/21 | Sold | $255,000 | +0.4% | $207 / Sq Ft |
| 10/14/2021 10/14/21 | Price Changed | $254,000 | -4.2% | $206 / Sq Ft |
| 10/05/2021 10/05/21 | Price Changed | $265,000 | -1.9% | $215 / Sq Ft |
| 09/24/2021 09/24/21 | Price Changed | $270,000 | -1.8% | $219 / Sq Ft |
| 08/27/2021 08/27/21 | Price Changed | $275,000 | -4.5% | $223 / Sq Ft |
| 08/16/2021 08/16/21 | Price Changed | $287,999 | -0.7% | $234 / Sq Ft |
| 07/23/2021 07/23/21 | Price Changed | $289,999 | -3.3% | $235 / Sq Ft |
| 07/08/2021 07/08/21 | For Sale | $300,000 | +305.4% | $244 / Sq Ft |
| 11/22/2019 11/22/19 | Sold | $74,000 | -5.1% | $60 / Sq Ft |
| 11/07/2019 11/07/19 | Pending | -- | -- | -- |
| 11/01/2019 11/01/19 | For Sale | $78,000 | -- | $63 / Sq Ft |
Source: Bright MLS
Deed History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $267,000 | Cardinal Title Group | |
| Deed | $255,000 | First American Title |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $267,000 | VA | |
| Previous Owner | $204,000 | New Conventional | |
| Previous Owner | $37,000 | Stand Alone Refi Refinance Of Original Loan |
Source: Public Records
Similar Homes in Winchester, VA
Source: Bright MLS
MLS Number: VAWI2007150
APN: 174-01-R-24
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site.
The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2025 Bright MLS, Inc.
Nearby Homes
- 372 Gray Ave
- 342 Fairview Ave
- 304 Virginia Ave
- 320 Highland Ave
- 430 Virginia Ave
- 220 E Piccadilly St
- 200 E Piccadilly St
- 601 Fairview Ave
- 520 Highland Ave
- 629 National Ave
- 103 Marlow Ct
- 675 National Ave
- 601 Gray Ave
- 24 N Pleasant Valley Rd
- 117 Boone Ct
- 222 Liberty Ave
- 201 Parkway St
- 200 Shawnee Ave
- 19 E Boscawen St
- 723 Berryville Ave