For Sale167d on market
208 Chestnut St
Middleburg, VA, 20117 • 20117 • Loudoun County
$1,100,000
$436/sqft
Down payment assistance available
2Beds
2Baths
2,522Sqft
0.17 acLot
1953Built
Property DNA
Ranch/Rambler Style
Built 1953 · 73 years of history
Ridgeview
20117
1 Fireplace
Cozy heat source
Special Features
Above Grade · Below Grade
This home is getting attention
Listed 167 days ago · 1,620 views · 10 saves
Market activity
Demand and pricing signals for this listing
1,620 views
People checking out this listing
10 saves
Buyers have saved this home
167 days on market
Established listing
$436/sqft
Price per square foot
About this home
Single Family · Built 1953
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!
Standout features identified
Our analysis highlights open-concept living space, private backyard oasis, and front porch as key attractions of this home.
Estimated monthly payment
Based on current rates
$6,724/month
Principal & Interest$5,257
Property Tax$1,100
Insurance$367
Down payment20% ($220,000)
3%50%
Est. 5.97% rate · 30yr fixed · $880,000 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1953
HeatingCentral, Oil
CoolingCentral Air, Electric
ParkingOpen Parking
Lot7,405 sqft
Days on Zillow167 Days
Price/sqft$436
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleRanch/Rambler
Year built1953
Stories1
Systems
HeatingCentral, Oil
CoolingCentral Air, Electric
ConstructionAluminum Siding, Vinyl Siding
Water / SewerPublic / Public Septic
Parking & Outdoor
ParkingOn Street
BasementCombination
Fireplaces1
Lot7,405 sqft
Location & Tax
Neighborhood20117
ZoningMB:R2
Annual tax$5,805
Parcel538256440000
Bathrooms & Fees
Full baths2
Features & details
8 categories of property features
Interior Features
Appliances
Electric Water Heater
Heating
Central
Oil
Cooling
Central Air
Electric
Accessibility
None
Exterior Features
Parking
On Street
Construction
Aluminum Siding
Vinyl Siding
Pool Features
None
Other Structures
Above Grade
Below Grade
Room details
1 room detailed
Basement
714 sqft
Listing insights
Market data and value estimates
StatusFor Sale
Days on market167
Tax rate0.80%
Price/sqft$436
On marketOct 24, 2025
PostedOct 24, 2025
Last sold$135,000
MLS updatedMar 11, 2026
Tour days9
Views1,620
Favorites10
How are the schools in Middleburg?
3 schools rated nearby
Location
Middleburg, VA, 20117
Price history
2 events
DateEventPrice$/sqftSource
Oct 24, 2025Listed For Sale$1,100,000$436Bright MLS
Apr 2, 1993Sold$135,000$54Agent Provided
Listed For Sale$1,100,000
Oct 24, 2025•$436/sqft•Bright MLS
Sold$135,000
Apr 2, 1993•$54/sqft•Agent Provided
Tax history
25 years of records
YearTax paidAssessed value
Apr 9, 2025$5,031$624,930
Apr 9, 2024$5,041$582,800
Apr 9, 2023$4,439$507,330
Apr 9, 2022$4,433$498,100
Apr 9, 2021$4,309$439,650
Apr 9, 2020$3,901$376,870
Apr 9, 2019$4,477$364,710
Apr 9, 2018$3,803$350,510
Apr 9, 2017$3,943$350,510
Apr 9, 2016$3,501$326,010
Apr 9, 2015$3,501$141,650
Apr 9, 2014$3,244$124,090
Apr 9, 2013$3,181$107,150
Apr 9, 2012——
Apr 9, 2011——
Apr 9, 2010——
Apr 9, 2009—$352,700
Apr 9, 2008—$421,000
Apr 9, 2007—$423,500
Apr 9, 2006—$420,000
Apr 9, 2005—$294,800
Apr 9, 2004—$291,900
Apr 9, 2003—$234,400
Apr 9, 2002—$218,400
Apr 9, 2001—$167,300
Nearby homes
Neighborhood details
Local context around this listing
Middleburg, VA • Loudoun County
Nearby cities
AldieAshburnBluemontHamiltonLeesburgLovettsvilleMiddleburgPurcellville
Nearby zip codes
2011720118
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