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!
For sale
$1,100,000
208 Chestnut St, Middleburg, VA 20117
2beds
2,522sqft
Single Family Residence
Built in 1953
7,405 Square Feet Lot
$-- Zestimate®
$436/sqft
$-- HOA
What's special
Open-concept living spacePrivate backyard oasisFront porchFrench doorsHardwood floorsNatural light
- 251 days |
- 596 |
- 4 |
Zillow last checked:
Listing updated:
Listed by:
Linda Threatt 703-919-9914,
Century 21 Redwood Realty
Source: Bright MLS,MLS#: VALO2109210
Loading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Basement
- Area: 714
Heating
- Central, Oil
Cooling
- Central Air, Electric
Appliances
- Included: Electric Water Heater
Features
- Basement: Combination
- Number of fireplaces: 1
Interior area
- Total structure area: 2,522
- Total interior livable area: 2,522 sqft
- Finished area above ground: 1,808
- Finished area below ground: 714
Property
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Pool features: None
Lot
- Size: 7,405 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 538256440000
- Zoning: MB:R2
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Aluminum Siding, Vinyl Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1953
Utilities & green energy
- Sewer: Public Septic
- Water: Public
Community & HOA
Community
- Subdivision: Ridgeview
HOA
- Has HOA: No
Location
- Region: Middleburg
Financial & listing details
- Price per square foot: $436/sqft
- Tax assessed value: $624,930
- Annual tax amount: $5,805
- Date on market: 10/24/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/24/2025 | Listed for sale | $1,100,000+714.8%$436/sqft |
Source:  Bright MLS #VALO2109210 Report a problem | ||
| 4/2/1993 | Sold | $135,000$54/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,031 -0.2% | $624,930 +7.2% |
| 2024 | $5,041 +13.6% | $582,800 +14.9% |
| 2023 | $4,439 +0.1% | $507,330 +1.9% |
| 2022 | $4,433 +2.9% | $498,100 +13.3% |
| 2021 | $4,309 +10.5% | $439,650 +16.7% |
| 2020 | $3,901 -12.9% | $376,870 +3.3% |
| 2019 | $4,477 +17.7% | $364,710 +4.1% |
| 2018 | $3,803 -3.6% | $350,510 |
| 2017 | $3,943 +12.6% | $350,510 +7.5% |
| 2016 | $3,501 | $326,010 +130.2% |
| 2015 | $3,501 +7.9% | $141,650 +14.2% |
| 2014 | $3,244 +2% | $124,090 +15.8% |
| 2013 | $3,181 | $107,150 |
| 2012 | -- | -- |
| 2011 | -- | -- |
| 2010 | -- | -- |
| 2009 | -- | $352,700 -16.2% |
| 2008 | -- | $421,000 -0.6% |
| 2007 | -- | $423,500 +0.8% |
| 2006 | -- | $420,000 +42.5% |
| 2005 | -- | $294,800 +1% |
| 2004 | -- | $291,900 +24.5% |
| 2003 | -- | $234,400 +7.3% |
| 2002 | -- | $218,400 +30.5% |
| 2001 | -- | $167,300 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 20117
Nearby schools
GreatSchools rating
- 9/10Banneker Elementary SchoolGrades: PK-5Distance: 3.2 mi
- 9/10Blue Ridge Middle SchoolGrades: 6-8Distance: 11.2 mi
- 10/10Loudoun Valley High SchoolGrades: 9-12Distance: 12 mi
Schools provided by the listing agent
- District: Loudoun County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Virginia
- Loudoun County
- Middleburg
- 20117
- 208 Chestnut St
Nearby cities
Nearby zip codes
Other Middleburg Topics
