Step into a piece of history with this remarkable circa 1850 Greek Revival brick home, locally known as “Dr. Bailey's House,” located in the heart of Rural Retreat. Rich in character and timeless elegance, this 4-bedroom, 2-bath residence showcases classic architectural details that are increasingly rare to find. Inside, you'll be captivated by soaring 10-foot ceilings, impressive 12-inch thick walls, and spacious rooms that reflect the craftsmanship of a bygone era. Each bedroom features its own fireplace, adding warmth, charm, and a touch of historic luxury throughout the home. Thoughtfully updated while preserving its original integrity, the property includes a new metal roof and replacement windows, offering modern efficiency alongside its historic appeal. Whether you're drawn to its storied past, architectural significance, or the opportunity to own a true landmark, “Dr. Bailey's House” is a rare offering in a welcoming small-town setting. Own a legacy. Own a piece of history.
Under contract
$375,000
402 S Main St, Rural Retreat, VA 24368
4beds
4,834sqft
Est.:
Single Family Residence
Built in 1850
6.94 Acres Lot
$361,900 Zestimate®
$78/sqft
$-- HOA
What's special
Spacious roomsClassic architectural detailsReplacement windowsNew metal roof
- 18 days |
- 1,667 |
- 127 |
Zillow last checked:
Listing updated:
Listed by:
Kevin Dalton 276-620-4838,
United Country Anders Realty & Auction
Source: SWVAR,MLS#: 109663
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 1
Rooms
- Room types: Basement
Primary bedroom
- Level: Second
- Area: 262.06
- Dimensions: 14.83 x 17.67
Bedroom 2
- Level: Second
- Area: 273.83
- Dimensions: 17.67 x 15.5
Bedroom 3
- Level: Second
- Area: 227.06
- Dimensions: 15.75 x 14.42
Bedroom 4
- Level: Second
- Area: 189.82
- Dimensions: 13.17 x 14.42
Bathroom
- Level: Main
Bathroom 2
- Level: Second
Dining room
- Level: Main
- Area: 329.34
- Dimensions: 22.58 x 14.58
Kitchen
- Level: Main
- Area: 204.67
- Dimensions: 25.58 x 8
Living room
- Level: Main
- Area: 304.65
- Dimensions: 17.83 x 17.08
Basement
- Area: 800
Heating
- Baseboard, Natural Gas, Wall Furnace, Other
Cooling
- None
Appliances
- Included: Dishwasher, Gas Range, Refrigerator
- Laundry: Main Level
Features
- Ceiling Fan(s), High Speed Internet
- Flooring: Carpet, Wood
- Windows: Insulated Windows, Window Treatments
- Basement: Unfinished
- Has fireplace: Yes
- Fireplace features: Brick, Gas Log, Three or More
Interior area
- Total structure area: 5,634
- Total interior livable area: 4,834 sqft
- Finished area above ground: 4,834
- Finished area below ground: 800
Video & virtual tour
Property
Parking
- Parking features: Driveway, Paved
Features
- Stories: 2
- Patio & porch: Covered, Porch
- Exterior features: Mature Trees, Balcony
- Fencing: None
- Water view: None
- Waterfront features: None
Lot
- Size: 6.94 Acres
- Features: Level, Rolling Slope
Details
- Parcel number: 05100000000286
- Zoning: Commercial
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Plaster
- Roof: Metal
Condition
- Exterior Condition: Average,Interior Condition: Average
- Year built: 1850
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Natural Gas Connected
Community & HOA
HOA
- Has HOA: No
- Services included: None
Location
- Region: Rural Retreat
Financial & listing details
- Price per square foot: $78/sqft
- Tax assessed value: $208,100
- Annual tax amount: $1,723
- Date on market: 4/17/2026
- Road surface type: Paved
Estimated market value
$361,900
$344,000 - $380,000
$2,044/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/23/2026 | Contingent | $375,000$78/sqft |
Source:  SWVAR #109663 Report a problem | ||
| 4/17/2026 | Listed for sale | $375,000$78/sqft |
Source: SWVAR #109663 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $1,061 | $208,100 |
| 2023 | $1,061 | $208,100 |
| 2022 | $1,061 -13.8% | $208,100 -8.7% |
| 2021 | $1,231 | $228,000 |
| 2020 | $1,231 | $228,000 |
| 2019 | $1,231 | $228,000 |
| 2018 | -- | $228,000 |
| 2017 | -- | -- |
| 2016 | -- | -- |
| 2015 | -- | -- |
| 2014 | -- | -- |
| 2012 | -- | -- |
Find assessor info on the county website
Monthly payment
Est. payment
$1,983/mo
Principal & interest
$1830
Property taxes
$153
More affordability tools
Climate risks
Neighborhood: 24368
Nearby schools
GreatSchools rating
- 8/10Rural Retreat Elementary SchoolGrades: PK-5Distance: 1.2 mi
- 7/10Rural Retreat Middle SchoolGrades: 6-8Distance: 0.4 mi
- 9/10Rural Retreat High SchoolGrades: 9-12Distance: 0.4 mi
Schools provided by the listing agent
- Elementary: Rural Retreat
- Middle: Rural Retreat
- High: Rural Retreat
Source: SWVAR. 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
- Wythe County
- Rural Retreat
- 24368
- 402 S Main St
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