208 Chestnut St

$1,100,000
Price
2
Beds
2,522 Sq. Ft.
$436 / Sq. Ft.
2,522
Sq. Ft.
$436
per Sq. Ft.

Description

LOCATION, LOCATION, LOCATION--
208 Chestnut Street — where comfort, community, and character come together in one perfect Middleburg address. Welcome to 208 Chestnut Street, a charming retreat nestled in the heart of Middleburg, Virginia. This unique home blends small-town charm with modern comfort — perfectly situated just steps away from the boutiques, restaurants, and equestrian culture that make Middleburg one of Loudoun County’s most desirable destinations. Step inside to find a bright, open-concept
...LOCATION, LOCATION, LOCATION--
208 Chestnut Street — where comfort, community, and character come together in one perfect Middleburg address. Welcome to 208 Chestnut Street, a charming retreat nestled in the heart of Middleburg, Virginia. This unique home blends small-town charm with modern comfort — perfectly situated just steps away from the boutiques, restaurants, and equestrian culture that make Middleburg one of Loudoun County’s most desirable destinations. Step inside to find a bright, open-concept living space filled with natural light, hardwood floors, fireplace, french doors, and more. Outside, the property offers a private backyard oasis — perfect for outdoor dining, gardening, or simply relaxing under the Virginia sky. The front porch captures the essence of Middleburg living, inviting you to slow down and enjoy the charm of this picturesque village. Located within walking distance to local shops, dining, and the renowned Middleburg Farmers Market, this home offers a rare opportunity to experience the best of country living with convenient town access. It's literally, steps away from The Salamander Resort!
  1. Listed by Linda Marie Threatt • Century 21 Redwood Realty
    P: (703)-919-9914 lthreatt@c21redwood.com

Property Details for 208 Chestnut Street

Tax ID Number
538256440000
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
LISTING UPDATED: 11/20/2025 07:26 PM

Property Details for 208 Chestnut Street

StatusActive
MLS #VALO2109210
Days on Market66
Taxes$5,805 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1953
Lot Size0.17 AC / 7,405 SF
CountyLoudoun County

Location

Listing Courtesy of Century 21 Redwood Realty
Add your commute

Building Information for 208 Chestnut Street

Stories1Year Built1953Building Size-Lot Size0.17 AC / 7,405 SF

Payment Calculator

$5,919 per month

30 year fixed, 6.28% Interest

Principal and Interest

$5,435

Property Taxes

$484

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 208 Chestnut Street

Location
Location
  • In City Limits: No
  • School District Name: LOUDOUN COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139189813
  • SchoolDistrictSource: Listing Agent
  • County: LOUDOUN
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $624,930
  • Year Assessed: 2025
  • County Tax: $5,030
  • Improvement Assessed Value: $308,130
  • City Town Tax: $774
  • Land Assessed Value: $316,800
  • Clean Green Assessed: No
  • Zoning: MB:R2
  • Tax Lot: 19
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 2,522.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 16555595
Parking
Parking
  • Type Of Parking: On Street
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Central
  • Heating Fuel: Oil
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Septic

Property History for 208 Chestnut Street

DateEvent & SourcePriceAppreciation
Oct 24, 2025

Listed (Active)

BRIGHT #VALO2109210

$1,100,000
DateEvent & SourcePrice
10/24/2025

Listed (Active)

BRIGHT #VALO2109210

$1,100,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 208 Chestnut Street

Taxable ValueLand$316,800Additions$308,130Total$624,930
Tax Record2025$5,031 ($419 / month)
Home Facts
Beds2Baths1.5Total Finished SqFt2,522 SqFtAbove Grade Finished SqFt1,808 SqFtFinished Basement SqFt714 SqFtStories1Lot Size7,405 SqFtStyleSingle Family ResidenceYear Built1953Year Renovated1985ZoningMB:R2CountyLOUDOUNAPN538-25-6440-000Fireplace TypeHas Fireplace

Schools near 208 Chestnut Street

This home is within Loudoun County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 5
Rating
School
Distance
Banneker Elementary School
PublicPK to 5

Blue Ridge Middle School
Public6 to 8

Loudoun Valley High School
Public9 to 12

Middleburg Community Charter School
CharterK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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208 Chestnut Street is a single family home for sale in Middleburg, VA 20117. This property was listed for sale on October 24, 2025 by Century 21 Redwood Realty, it's currently listed at $1,100,000. This listing's school district is Loudoun County Public Schools. Nearby schools include Banneker Elementary School, Blue Ridge Middle School and Loudoun Valley High School. 208 Chestnut Street is a 2-bed, 2-bath, 2,522 sqft single family home built in 1953.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Century 21 Redwood Realty

© 2025 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 11/20/2025 07:26 PM