$277,000
SOLD SEP 17, 2025

566 N Loudoun St Winchester, VA 22601

4 Beds
2 Baths
2,058 Sq Ft
5,445 Sq Ft Lot

Recently Sold

$135 Per Sq Ft

7% Below List Price

15 Days on Market

Highlights

  • Colonial Architecture
  • No HOA
  • Stainless Steel Appliances
  • Wood Flooring
  • Formal Dining Room
  • Porch

About This Home

As of September 2025

Welcome to 566 N Loudoun Street, a spacious 4-bedroom, 2-full-bath home offering a fantastic blend of historic appeal and modern potential in Winchester, VA. This property boasts classic hardwood floors throughout and valuable off-street parking, a significant benefit in this area. Enjoy the outdoors with a large covered front porch perfect for relaxing, and a private patio in the rear, all situated on a nice-sized lot. Nestled in a prime location, you'll be just steps away from historic downtown Winchester and its vibrant amenities, including popular craft breweries, gourmet coffee shops, diverse restaurants, boutique shopping, and cultural attractions like the pedestrian mall. With its generous living space, desirable features, and proximity to all that Winchester has to offer, 566 N Loudoun Street presents an exceptional opportunity for homeowners and investors alike.

Last Agent to Sell the Property

Dan Whitacre

(540) 327-6718 whitacred@gmail.com Colony Realty License #WVA230040227 Listed on: 07/29/2025

Last Buyer's Agent

Bailey Cooper

(540) 450-7203 bailey.cooper@remax.net RE/MAX Gateway License #0225240867

RE/MAX Gateway

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,693

Year Built

  • Built in 1910

Lot Details

  • 5,445 Sq Ft Lot
  • Property is zoned CM1

Home Design

  • Colonial Architecture
  • Stone Foundation
  • Vinyl Siding

Interior Spaces

  • 2,058 Sq Ft Home
  • Property has 4 Levels
  • Family Room
  • Living Room
  • Formal Dining Room
  • Unfinished Basement

Kitchen

  • Eat-In Kitchen
  • Electric Oven or Range
  • Range Hood
  • Dishwasher
  • Stainless Steel Appliances

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Bathtub with Shower

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Parking

  • Driveway
  • Off-Street Parking

Outdoor Features

  • Patio
  • Porch

Schools

  • John Kerr Elementary School
  • Daniel Morgan Middle School
  • John Handley High School

Utilities

  • Window Unit Cooling System
  • Forced Air Heating System
  • Electric Water Heater

Community Details

  • No Home Owners Association

Listing and Financial Details

  • Tax Lot 4
  • Assessor Parcel Number 153-01-G-4

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,693

Year Built

Built in 1910

Lot Details

0

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Colonial
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main, Upper 1, Upper 2
  • Year Built: 1910
  • Automatically Close On Close Date: No
  • Remarks Public: Welcome to 566 N Loudoun Street, a spacious 4-bedroom, 2-full-bath home offering a fantastic blend of historic appeal and modern potential in Winchester, VA. This property boasts classic hardwood floors throughout and valuable off-street parking, a significant benefit in this area. Enjoy the outdoors with a large covered front porch perfect for relaxing, and a private patio in the rear, all situated on a nice-sized lot. Nestled in a prime location, you'll be just steps away from historic downtown Winchester and its vibrant amenities, including popular craft breweries, gourmet coffee shops, diverse restaurants, boutique shopping, and cultural attractions like the pedestrian mall. With its generous living space, desirable features, and proximity to all that Winchester has to offer, 566 N Loudoun Street presents an exceptional opportunity for homeowners and investors alike.
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Oven/Range - Electric, Refrigerator, Range Hood, Dishwasher, Washer, Dryer, Stainless Steel Appliances
  • Flooring Type: Hardwood, Ceramic Tile
  • Interior Amenities: Wood Floors, Bathroom - Tub Shower, Dining Area, Kitchen - Eat-In, Formal/Separate Dining Room
  • Fireplace: No
  • Foundation Details: Stone
  • Levels Count: 4
  • Room List: Living Room, Dining Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Bedroom 1, Laundry, Full Bath
  • Basement: Yes
  • Basement Type: Unfinished
  • Laundry Type: Main Floor
  • Total Sq Ft: 2058
  • Living Area Sq Ft: 2058
  • Price Per Sq Ft: 145.29
  • Above Grade Finished Sq Ft: 2058
  • Above Grade Finished Area Units: Square Feet
  • Street Number Modifier: 566

Beds/Baths

  • Bedrooms: 4
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 1
  • Upper Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1
  • Upper Level Full Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Vinyl Siding
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage: No
  • Type Of Parking: Off Street, Driveway

Utilities

  • Central Air Conditioning: No
  • Cooling Fuel: Electric
  • Cooling Type: Window Unit(s)
  • Heating Fuel: Natural Gas
  • Heating Type: Forced Air
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District: WINCHESTER CITY PUBLIC SCHOOLS
  • Elementary School: JOHN KERR
  • Middle School: DANIEL MORGAN
  • High School: JOHN HANDLEY
  • Elementary School Source: 3rd Party
  • High School Source: 3rd Party
  • Middle School Source: 3rd Party
  • School District Key: 121141714472
  • School District Source: 3rd Party
  • Elementary School: JOHN KERR
  • High School: JOHN HANDLEY
  • Middle Or Junior School: DANIEL MORGAN

Lot Info

  • Land Use Code: 300R
  • Lot Size Acres: 0.13
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 5445.00
  • Outdoor Living Structures: Porch(es), Patio(s)
  • Year Assessed: 2025
  • Zoning: CM1
  • In City Limits: Yes

Rental Info

  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 2693.00
  • Assessor Parcel Number: 153-01-G-4
  • Tax Lot: 4
  • Tax Total Finished Sq Ft: 2058
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025
  • Close Date: 09/17/2025

MLS Schools

  • School District Name: WINCHESTER CITY PUBLIC SCHOOLS

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price Change Sq Ft Price
09/17/2025 09/17/25 Sold $277,000 -7.4% $135 / Sq Ft
08/13/2025 08/13/25 Pending -- -- --
07/29/2025 07/29/25 For Sale $299,000 +61.8% $145 / Sq Ft
03/20/2018 03/20/18 Sold $184,800 +2.7% $65 / Sq Ft
10/21/2017 10/21/17 Pending -- -- --
09/06/2017 09/06/17 Price Changed $179,900 -5.3% $63 / Sq Ft
06/26/2017 06/26/17 Price Changed $189,900 -2.6% $67 / Sq Ft
06/12/2017 06/12/17 Price Changed $195,000 -2.5% $69 / Sq Ft
05/05/2017 05/05/17 For Sale $200,000 -- $70 / Sq Ft
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Agents Affiliated with this Home

  • Dan Whitacre

    Seller's Agent in 2025

    Dan Whitacre

    Colony Realty

    (540) 327-6718

    220 in this area

    343 Total Sales

    Dan Whitacre
    Section Image
  • Bailey Cooper

    Buyer's Agent in 2025

    Bailey Cooper

    RE/MAX Gateway, LLC

    (540) 450-7203

    19 in this area

    72 Total Sales

    Bailey Cooper
    Section Image
  • Wendy Conner

    Seller's Agent in 2018

    Wendy Conner

    Coldwell Banker Premier

    (540) 975-0390

    56 in this area

    131 Total Sales

    Wendy Conner
    Section Image

  • D

    Seller Co-Listing Agent in 2018

    Donna Leeds-Shipe

    Shenandoah Valley Property Management

    (540) 335-9367

    1 in this area

    5 Total Sales

    Donna Leeds-Shipe
    Section Image

  • C

    Buyer's Agent in 2018

    Christopher Bennett

    Goldizen, Riley & Company Real Estate

See All Agents

Map

Source: Bright MLS

MLS Number: VAWI2008812

Bright MLS

APN: 153-01-G- 4-

Virginia Winchester County Winchester 22601

566 N Loudoun St, Winchester, VA

This home is located at 566 N Loudoun St, Winchester, VA 22601 and is currently priced at $277,000, approximately $134 per square foot. This property was built in 1910. 566 N Loudoun St is a home located in Winchester City with nearby schools including Virginia Avenue Charlotte Dehart Elementary School, Daniel Morgan Middle School, and John Handley High School.

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