Set on 1.4 acres with beautiful long-range views, this well-built home is ready for someone to bring it back to life. A strong structure, a covered front porch, and a generous lot give you space to breathe, all just minutes from downtown Winchester and Winchester Medical Center. With a little vision and renovation, this could become someone's dream home, whether that's a full modern transformation or a labor-of-love restoration that honors its original character. The real bonus is the rear outbuilding with three rooms. A blank canvas ready to become a guest suite, studio, home office, or whatever your imagination needs it to be. A shed adds extra storage, so there's room for tools, toys, or projects. Location seals the deal, quick access to Old Town Winchester's shops and restaurants just down the road and route 37 minutes away makes for easy commuting. Schedule your showing today!
Pending
$229,000
269 Poorhouse Rd, Winchester, VA 22603
3beds
864sqft
:
Get pre-qualified$1,377/mo
Single Family Residence
Built in 1941
1.4 Acres Lot
$227,800 Zestimate®
$265/sqft
$-- HOA
What's special
Beautiful long-range viewsGenerous lotCovered front porch
- 10 days |
- 1,864 |
- 83 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Elizabeth Cossette 540-398-6788,
ERA Oakcrest Realty, Inc. (540) 665-0360
Source: Bright MLS,MLS#: VAFV2043624
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 3
Basement
- Area: 216
Heating
- Baseboard, Electric
Cooling
- Ceiling Fan(s)
Appliances
- Included: Electric Water Heater
Features
- Basement: Exterior Entry,Side Entrance
- Has fireplace: No
Interior area
- Total structure area: 1,080
- Total interior livable area: 864 sqft
- Finished area above ground: 864
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: One and One Half
- Stories: 1.5
- Pool features: None
Lot
- Size: 1.4 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 52A87
- Zoning: RA
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block
Condition
- New construction: No
- Year built: 1941
Utilities & green energy
- Sewer: On Site Septic
- Water: Well
Community & HOA
Community
- Subdivision: None Available
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $265/sqft
- Tax assessed value: $157,780
- Annual tax amount: $757
- Date on market: 7/24/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$227,800
$216,000 - $239,000
$1,807/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/2026 | Pending sale | $229,000$265/sqft |
Source:  Bright MLS #VAFV2043624 Report a problem | ||
| 7/24/2026 | Listed for sale | $229,000$265/sqft |
Source: Bright MLS #VAFV2043624 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $757 +13.5% | $157,780 +20.6% |
| 2024 | $667 | $130,800 |
| 2023 | $667 +89.7% | $130,800 +13.4% |
| 2022 | $352 | $115,300 |
| 2021 | $352 -48.5% | $115,300 +2.9% |
| 2020 | $683 -50% | $112,000 |
| 2019 | $1,366 +93.6% | $112,000 -3.2% |
| 2018 | $706 +1.7% | $115,700 |
| 2017 | $694 +29.9% | $115,700 +29.9% |
| 2016 | $535 +6633% | $89,100 |
| 2015 | $8 | $89,100 +1.7% |
| 2014 | $8 | $87,600 |
| 2013 | -- | $87,600 -1.7% |
| 2012 | -- | $89,100 |
| 2011 | -- | $89,100 -7.8% |
| 2010 | -- | $96,600 |
| 2009 | -- | $96,600 -16.7% |
| 2008 | -- | $115,900 |
| 2007 | -- | $115,900 |
| 2006 | -- | $115,900 |
| 2005 | -- | $115,900 +71.4% |
| 2003 | -- | $67,600 |
| 2002 | -- | $67,600 |
| 2001 | -- | $67,600 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 22603
Nearby schools
GreatSchools rating
- 5/10Indian Hollow Elementary SchoolGrades: PK-5Distance: 4.3 mi
- 2/10Frederick County Middle SchoolGrades: 6-8Distance: 5.1 mi
- 6/10James Wood High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- District: Frederick County 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.
- $230,4002 bd1 ba820 sqft266 Poorhouse Rd, Winchester, VA 22603Off Market
- $2,500-- bd-- ba-- sqft266 Poorhouse Rd, Winchester, VA 22603Off Market
- $279,5003 bd1 ba1.1k sqft252 Poorhouse Rd, Winchester, VA 22603Off Market
- $340,9003 bd2 ba1.4k sqft253 Poorhouse Rd, Winchester, VA 22603Off Market
- $166,4002 bd1 ba862 sqft281 Poorhouse Rd, Winchester, VA 22603Off Market
- $280,0002 bd1 ba862 sqft293 Poorhouse Rd, Winchester, VA 22603Sold
- $237,4002 bd1 ba1k sqft238 Poorhouse Rd, Winchester, VA 22603Off Market
- $1,100-- bd-- ba-- sqft238 Poorhouse Rd, Winchester, VA 22603Off Market
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.
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