Welcome to 16 S Pleasant Valley Rd. This property offers a unique and inviting layout designed with a seamless flow from front to back, filled with natural light throughout. Start your mornings on the rear patio enjoying a peaceful sunrise and unwind in the evenings on the welcoming front porch with beautiful sunset views. This home has been thoughtfully updated for peace of mind, featuring a brand-new hot water heater and dishwasher (2026), new HVAC system (2025), and new refrigerator, washer, and dryer (2024). The roof was replaced in 2019, offering added confidence for years to come. Located just a short walk to Winchester's Walking Mall and historic downtown, you’ll love being close to restaurants, shops, the Museum of the Shenandoah Valley (MSV), entertainment, and all of the local Apple Blossom Festival events. Don’t miss your opportunity to enjoy a truly unique home in an unbeatable location!
For sale
$360,000
16 S Pleasant Valley Rd, Winchester, VA 22601
3beds
1,600sqft
Est.:
Single Family Residence
Built in 2006
3,485 Square Feet Lot
$357,700 Zestimate®
$225/sqft
$-- HOA
What's special
- 16 days |
- 758 |
- 41 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Vanessa Couture 202-486-7547,
Samson Properties
Source: Bright MLS,MLS#: VAWI2010240
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Bedroom 2, Bedroom 3, Bedroom 1, Bathroom 1, Bathroom 2, Half Bath
Bedroom 1
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bathroom 1
- Level: Upper
Bathroom 2
- Level: Upper
Half bath
- Level: Main
Heating
- Forced Air, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Washer, Electric Water Heater
- Laundry: Dryer In Unit, Washer In Unit
Features
- 9'+ Ceilings, Dry Wall
- Flooring: Carpet, Laminate
- Windows: Double Pane Windows, Screens
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,600
- Total interior livable area: 1,600 sqft
- Finished area above ground: 1,600
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Asphalt, Driveway, Alley Access
- Uncovered spaces: 4
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch, Roof
- Pool features: None
- Fencing: Full,Privacy,Wood
Lot
- Size: 3,485 Square Feet
- Features: Rear Yard, Level, Urban
Details
- Additional structures: Above Grade
- Parcel number: 19510C4
- Zoning: MR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Crawl Space
Condition
- Very Good
- New construction: No
- Year built: 2006
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Greenwalt
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $225/sqft
- Tax assessed value: $319,100
- Annual tax amount: $2,537
- Date on market: 4/1/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan,USDA Loan,VHDA
- Ownership: Fee Simple
- Road surface type: Paved
Estimated market value
$357,700
$340,000 - $376,000
$1,918/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/2/2026 | Listed for sale | $360,000+96.8%$225/sqft |
Source: | ||
| 12/6/2019 | Sold | $182,965-3.7%$114/sqft |
Source: Public Record Report a problem | ||
| 10/9/2019 | Listed for sale | $189,900+24.9%$119/sqft |
Source: ICON Real Estate, LLC #VAWI113328 Report a problem | ||
| 8/4/2009 | Sold | $152,000-36.7%$95/sqft |
Source: Public Record Report a problem | ||
| 6/11/2008 | Sold | $240,000$150/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,537 +9.1% | $319,100 +13.9% |
| 2024 | $2,326 | $280,200 |
| 2023 | $2,326 +20.9% | $280,200 +35.5% |
| 2022 | $1,923 | $206,800 |
| 2021 | $1,923 +24.6% | $206,800 +21.9% |
| 2020 | $1,543 | $169,600 |
| 2019 | $1,543 +13.4% | $169,600 +13.4% |
| 2018 | $1,360 | $149,500 |
| 2017 | $1,360 | $149,500 |
| 2016 | $1,360 | $149,500 |
| 2015 | $1,360 +12.8% | $149,500 +17.8% |
| 2014 | $1,206 | $126,900 |
| 2013 | -- | $126,900 |
| 2012 | -- | $126,900 +0.2% |
| 2011 | -- | $126,600 -32.6% |
| 2010 | -- | $187,900 |
| 2009 | -- | $187,900 -30.1% |
| 2008 | -- | $269,000 |
| 2007 | -- | $269,000 +1437.1% |
| 2006 | -- | $17,500 |
| 2005 | -- | $17,500 +25% |
| 2004 | -- | $14,000 |
| 2003 | -- | $14,000 +180% |
| 2002 | -- | $5,000 |
| 2001 | -- | $5,000 |
Find assessor info on the county website
Monthly payment
Est. payment
$1,973/mo
Principal & interest
$1742
Property taxes
$231
More affordability tools
Climate risks
Neighborhood: 22601
Nearby schools
GreatSchools rating
- 4/10Daniel Morgan Intermediate SchoolGrades: 5-6Distance: 0.2 mi
- 6/10Daniel Morgan Middle SchoolGrades: 7-8Distance: 0.2 mi
- 4/10John Handley High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- District: Winchester City 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.
A local lender can help you make sure your offer is ready when you are.
- Virginia
- Winchester City
- Winchester
- 22601
- 16 S Pleasant Valley Rd







