✨ Welcome to 16 S Pleasant Valley Rd — a beautifully updated home just minutes from the heart of Winchester! Enjoy the perfect blend of convenience and comfort, with an easy walk to the Walking Mall, historic downtown, restaurants, shops, and the Museum of the Shenandoah Valley—plus quick access to major commuter routes. Inside, you’ll find a bright, inviting layout with natural light flowing from front to back, creating a warm and welcoming atmosphere throughout. Step outside to your private fenced backyard, ideal for relaxing or entertaining—perfect for morning coffee on the patio or evenings gathered around a fire pit. * The backyard fencing is thoughtfully designed to allow for flexibility, including the option to remove the rear panel to create additional parking if desired, while maintaining privacy. Major updates already done for you: - New hot water heater & dishwasher (2026) - New HVAC (2025) - New refrigerator, washer & dryer (2024) - Roof replaced (2019) Move in with confidence and enjoy low-maintenance living for years to come. Whether you're a first-time buyer, downsizing, or looking for a smart investment—this home checks all the boxes. Schedule your showing today!
For sale
Price cut: $5K (5/8)
$354,999
16 S Pleasant Valley Rd, Winchester, VA 22601
3beds
1,600sqft
Est.:
Single Family Residence
Built in 2006
3,485 Square Feet Lot
$353,000 Zestimate®
$222/sqft
$-- HOA
What's special
- 49 days |
- 1,116 |
- 58 |
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: $222/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
- Ownership: Fee Simple
- Road surface type: Paved
Estimated market value
$353,000
$335,000 - $371,000
$1,996/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/8/2026 | Price change | $354,999-1.4%$222/sqft |
Source:  Bright MLS #VAWI2010240 Report a problem | ||
| 4/2/2026 | Listed for sale | $360,000+96.8%$225/sqft |
Source: Bright MLS #VAWI2010240 Report a problem | ||
| 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 | -- | $5,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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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.
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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
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