Welcome to 16 S Pleasant Valley Rd, a beautifully maintained home offering a bright and inviting layout filled with natural light throughout. Enjoy your morning coffee on the rear patio and unwind in the evenings on the welcoming front porch while taking in the sunset views. The private fenced backyard provides the perfect space for relaxing, entertaining, or gathering around a fire pit with friends and family. For buyers seeking additional parking, a section of the fence could easily be removed to expanded parking options. This home has been thoughtfully updated for peace of mind, featuring a new HVAC system (2025), new hot water heater and dishwasher (2026), and new refrigerator, washer, and dryer (2024). The roof was replaced in 2019, offering added confidence for years to come. Conveniently located just minutes from Historic Downtown Winchester, the Walking Mall, restaurants, shops, the Museum of the Shenandoah Valley, and Apple Blossom Festival events. Outdoor enthusiasts will love being close to Jim Barnett Park, one of Winchester's premier recreation destinations featuring indoor and outdoor pools, pickleball and tennis courts, walking trails, disc golf, sports fields, playgrounds, a dog park, skate park, and year-round recreational activities. Offering comfort, convenience, and an exceptional location, this home is a wonderful opportunity to enjoy everything Winchester has to offer.
For sale
Price cut: $5.1K (5/28)
$349,900
16 S Pleasant Valley Rd, Winchester, VA 22601
3beds
1,600sqft
Single Family Residence
Built in 2006
3,485 Square Feet Lot
$347,000 Zestimate®
$219/sqft
$-- HOA
What's special
Sunset viewsPrivate fenced backyardRear patioWelcoming front porchNew hot water heaterNew refrigeratorNew hvac system
- 81 days |
- 529 |
- 33 |
Zillow last checked:
Listing updated:
Listed by:
Vanessa Couture 202-486-7547,
Samson Properties
Source: Bright MLS,MLS#: VAWI2010240
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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: $219/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
$347,000
$330,000 - $364,000
$2,055/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/28/2026 | Price change | $349,900-1.4%$219/sqft |
Source:  Bright MLS #VAWI2010240 Report a problem | ||
| 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
Explore the cost of this home by adjusting the details. Changes won't be saved.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
- 3/10Daniel Morgan Intermediate SchoolGrades: 5-6Distance: 0.2 mi
- 4/10Daniel Morgan Middle SchoolGrades: 7-8Distance: 0.2 mi
- 3/10John 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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