208 Chestnut St, Middleburg, VA, 20117
About This Home
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!
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1953
Materials
- Foundation: Crawl Space
- Construction materials: Aluminum Siding,Vinyl Siding
Type & Style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Electric Water Heater
Basement
- Area: 714
Basement
- Has basement: Yes
- Basement: Combination
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 2
Features
- Number of fireplaces: 1
- Fireplace: Yes
- Finished area below ground: 714
- Finished area above ground: 1,808
Heating & Cooling
- Heating features: Central,Oil
- Cooling features: Central Air,Electric
Interior Area
- Total structure area: 2,522
- Total interior livable area: 2,522 sqft
Property
Accessibility
- Accessibility features: None
Details
- Parcel number: 538256440000
- Zoning: MB:R2
- Special condition: Standard
Features
- Levels: One
- Stories: 1
- Pool features: None
Lot
- Lot size: 7,405 sqft
Parking
- Parking features: On Street
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Drought
- Strong Wind
- Winter Weather
How This Home’s Risks Compare
FEMA Declared Disasters Across Virginia Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $5,562 | $66,744 |
| Home Insurance * | $201 | $2,412 |
| Property Taxes | $661 | $7,932 |
| Electricity | $242 | $2,915 |
| Total | $6,666 | $79,992 |
Income You'd Need if You Spent...
Virginia FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2025-10-24 | Listed for sale | $1,100,000 |
| 1993-04-02 | Sold | $135,000 |
View on Zillow