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$421,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,277 Sq. Ft.
  • Updated 7 hours ago
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Welcome home to this beautifully maintained historic log home in the heart of Winchester. Thoughtfully updated while maintaining the charm of yesteryear this home offers the conveniences of modern living. Traditionally appointed, the main level of the home provides the perfect separation of spaces with a large formal living room, dining room, gourmet kitchen, additional full bath and main level washer/dryer. The second level of the home offers a sitting area, primary bedroom with its own half bath and two addtional bedrooms with a shared bathroom. Accessed by the third bedroom, the attic offers a blank canvas and could be easily transformed into a secondary living area, home office, or a recreation and fitness room. Wide plank pine flooring remains throughout most of the home along with many traditional fiixtures. Recent improvements include a new gourmet kitchen with SS appliances, hvac, water heater, exterior clapboard cedar siding replaced where needed and new tile floors in the kitchen, main level bath and utility room. Step outside to the quaint backyard which offers an oasis for relaxation, play and gardening. The location of the home can't be beat. Just a few blocks to the pedestrian mall, one can experience a plethora of dining options, coffee shops, boutique stores, galleries and local social activities. Priced at recent appraised value.

Full Property Details for 422 S Loudoun St

General

  • Price: $421,000
  • Taxes: $3,234 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2010442
  • Updated: 5/4/2026
  • Added to Site: 1 day(s) ago

Interior

  • Interior Features: Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Upgraded Countertops, Window Treatments, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Fireplace(s): Non-Functioning
  • Appliances: Dishwasher, Disposal, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Stove, Dryer
  • Flooring: Hardwood, Tile/Brick

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 1
  • Upper - 1/2 Baths: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Parking

  • Parking Type: On Street

Location

  • County: WINCHESTER CITY
  • Subdivision: CITY OF WINCHESTER
  • Driving Directions: From Hwy7 West to Piccadilly, take a left on Cameron St., Right on Leicester and Right on Loudoun St to property on the Right.
  • Direction Faces: West
  • Location Details: Downtown
  • Historic District: Yes
  • City Limits: Yes

School Information

  • School District: Winchester City Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Septic
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Wood Siding
  • Basement: Yes
  • Basement Desc.: Dirt Floor, Interior Access, Unfinished
  • Foundation: Stone
  • Roof: Metal
  • Walls/Ceilings: Plaster Walls
  • Stories Description: Main, Upper 1
  • Square Feet: 2,277
  • Sq. Ft. Source: Assessor
  • Living Area: 2,277 Sq. Ft.
  • Finished Above Grnd: 2,277 Sq. Ft.
  • Year Built: 1800
  • Year Built Source: Assessor
  • Property Condition: Good

Additional Structures

  • Other Structures: None

Lot Features

  • Property View: City, Street
  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 4,090
  • Lot Size Source: Assessor
  • Zoning: RB1

Financial Considerations

  • Price Per Sq. Ft.: $184.89
  • Assessment Year: 2025
  • City/TownTax: $3,234
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $406,800
  • Tax Amount: $3,234
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 2277

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 1B

Listed by Realty ONE Group Old Towne, Dana L Cloud

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Listing agent

— 422 S Loudoun St —

  • Dana L Cloud

    Realty ONE Group Old Towne

Listing Office Email: admin@realtyonegroupoldtowne.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 422 S Loudoun St

School District:Winchester City Public Schools
NameGradesDistance
John Kerr Elementary
427 Meadow Branch Avenue, Winchester, VA 22601
PK-41.4 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-80.9 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 422 S Loudoun St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/04/2026
Listed
$421,000
35.81%
MLS
3/22/2021
Sold
$310,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 422 S Loudoun St

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$406,800
14%
2024
-100%
$356,100
—
2023
$2,956
20%
$356,100
35%
2022
$2,455
—
$264,000
—
2021
$2,455
4%
$264,000
4%
2020
$2,364
—
$254,200
—
2018
$2,364
34%
$254,200
31%
2018
$1,769
—
$194,400
—
2016
$1,769
—
$194,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Realty ONE Group Old Towne, Dana L Cloud

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422 S Loudoun Street, Winchester, VA 22601 (MLS# VAWI2010442) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 422 S Loudoun Street is currently listed for $421,000 and was received on May 04, 2026. Want to learn more about 422 S Loudoun Street? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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