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2 Beds
2 Baths
2,522 sqft

$1,100,000

208 CHESTNUT STREET, MIDDLEBURG VA, 20117

Price per sqft$436.16
Built in1953
Property size2,522 sqft
Property typeResidential

Overview

Active

Active-bright

Listed Oct 24, 2025

Updated 2 days ago

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!

$7,318/mo

Est. mortgage payment based on a $1,100,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
VALO2109210

Interior Features

Bedrooms
2
Bathrooms
2
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.17 Acres

Other Property Details

Taxes
$5,805
Tax Frequency
Annually
55+/Senior Community
No
MLS provider logo

Listed by Century 21 Redwood Realty
Listing Contact: 7039199914 

The IDX display contains information sourced from the Bright MLS, Inc. as of 9/15/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

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Data last updated on 9/15/2026 at 10:40 PM UTC

 

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