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$559,900

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,131 Sq. Ft.
  • 1 Car Garage
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Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural details, and abundant natural light. The gourmet kitchen is equipped with stainless steel appliances, gas cooking, granite countertops, and a spacious island perfect for entertaining. A cozy library with fireplace, elegant living spaces, and a convenient main-level powder room add to the home's charm and functionality. Upstairs, the spacious primary suite offers a spa-inspired custom shower, and double vanity. A generous second bedroom and full bath with soaking tub provide comfort for guests or family. Additional highlights include a covered porch, dedicated parking space, detached private garage, and beautifully maintained common grounds. Originally the site of Fort Loudoun and later a historic girls' school dating to the 1830s, The Fort offers a truly unique living experience steeped in local history. Enjoy walkable access to Winchester's finest restaurants, shops, breweries, museums, and local attractions while residing in one of the city's most iconic addresses.

Full Property Details for 411 N Loudoun St #105

General

  • Price: $559,900
  • HOA FEE: $738/month
  • Taxes: $4,430 (2025)
  • Status: Active
  • Type: Condo
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2010920
  • Updated: 6/19/2026
  • Added to Site: 19 day(s) ago

Interior

  • Interior Features: Ceiling Fan(s), Combination Kitchen/Living, Floor Plan - Open, Walk-in Closet(s), Water Treat System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Water Heater, Washer, Refrigerator, Stove

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 2
  • Bedrooms Upper: 2

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Shared Amenities: Common Grounds, Reserved/Assigned Parking

Exterior

  • Exterior Features: Stone Retaining Walls, Street Lights

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Assigned Spaces: 1
  • Total Spaces: 1
  • Parking Features: Assigned
  • Parking Type: Detached Garage, Other
  • Garage Description: Other

Location

  • County: WINCHESTER CITY
  • Subdivision: OLD TOWN
  • Building Name: THE FORT
  • Driving Directions: Two blocks north from the Winchester Walking Mall. From I 81 take Rt 7 West to Winchester. Rt 7 turns into Piccadilly St. Take a right on N. Loudoun St. then a left on Peyton St. Take a right into property between two stone pillars.
  • City Limits: Yes

School Information

  • School District: Winchester City Public Schools

Community

  • Assoc. Fees Include: Common Area Maintenance, Water, Insurance, Lawn Care Front, Lawn Care Rear, Lawn Care Side, Lawn Maintenance, Management, Pest Control, Sewer
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Unit/Flat, Contemporary, Traditional
  • Structure Type: Garden 1 - 4 Floors
  • Construction: Brick
  • Foundation: Stone
  • Entry Floor Number: 105
  • Stories Description: Main, Upper 1
  • Square Feet: 2,131
  • Sq. Ft. Source: Assessor
  • Living Area: 2,031 Sq. Ft.
  • Finished Above Grnd: 2,031 Sq. Ft.
  • Year Built: 1756
  • Year Built Source: Estimated
  • Property Condition: Excellent

Unit Information

  • Unit Floor in Bldg.: 2

Lot Features

  • Property View: City, Mountain, Panoramic
  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,700
  • Lot Size Source: Assessor
  • Zoning: HR

Financial Considerations

  • Price Per Sq. Ft.: $275.68
  • Condo Fee: $738
  • Condo Fee Freq: Monthly
  • Assessment Year: 2025
  • City/TownTax: $4,429
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $557,200
  • Tax Amount: $4,430
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 2031

Disclosures and Reports

  • Ownership: Fee Simple
  • Condo: Yes

Listed by MarketPlace REALTY, Jen Richards

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Listing agent

— 411 N Loudoun St #105 —

  • Jen Richards

    MarketPlace REALTY

Listing Office Email: contactus@mympr.com

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 411 N Loudoun St #105

School District:Winchester City Public Schools
NameGradesDistance
Virginia Ave. Charlotte Dehart Elementary School
550 Virginia Avenue, Winchester, VA 22601
PK-40.6 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-81 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-121 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 411 N Loudoun St #105 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/19/2026
Listed
$559,900
19.38%
MLS
4/09/2021
Sold
$469,000
—
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 411 N Loudoun St #105

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,430
100%
$557,200
—
2024
100%
$557,200
—
2024
-100%
$555,700
—
2023
$3,063
100%
$555,700
30%
2022
-100%
$427,000
—
2021
$1,657
43%
$427,000
37%
2020
$1,157
—
$311,100
—
2018
$1,157
—
$311,100
—
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 MarketPlace REALTY, Jen Richards

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411 N Loudoun Street #105, Winchester, VA 22601 (MLS# VAWI2010920) is a Condo property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 411 N Loudoun Street #105 is currently listed for $559,900 and was received on June 19, 2026. Want to learn more about 411 N Loudoun Street #105? Do you have questions about finding other Condo 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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