Rare Opportunity: Turnkey Duplex in Winchester – Vacant, Updated, and Ready for Your Next Move! A rare and an exceptional opportunity to own a two-unit duplex in Winchester City— vacant and ready for your plans. Whether you’re an investor seeking strong cash flow or an owner-occupant looking to live in one unit and rent the other, this property offers flexibility, income potential, and low maintenance. Located at 26-A Jackson Avenue, Units A & B, Winchester, VA 22601, this well-maintained duplex features two spacious units, each offering 2 bedrooms, 1.5 bathrooms, laundry rooms with washer and dryer hookups, private fenced backyards, and off-street dedicated parking. Built with comfort and practicality in mind, both units have been updated and are move-in ready, creating an excellent opportunity to begin generating income immediately or design your own living and rental arrangement. The home sits in a residential area of Winchester, convenient to downtown, shopping, restaurants, and major commuter routes. With projected rents of approximately $1,600 per month per unit, the income potential is strong, while the vacant status allows for quick occupancy or tenant placement. Properties like this are rare in Winchester. Offering updated interiors, private outdoor space, and strong rental demand, this duplex presents the perfect blend of stability and opportunity. Whether you’re building your portfolio or looking for a practical owner-occupied investment, this property checks every box. Schedule your private showing today and explore the possibilities this Winchester duplex has to offer.
For sale
Price cut: $10K (12/1)
$435,000
26 Jackson Ave, Winchester, VA 22601
4beds
2,152sqft
Est.:
Single Family Residence
Built in 1989
6,599 Square Feet Lot
$430,400 Zestimate®
$202/sqft
$-- HOA
What's special
Move-in readyPrivate fenced backyardsSpacious unitsLaundry roomsOff-street dedicated parkingPrivate outdoor space
- 49 days |
- 446 |
- 23 |
Zillow last checked: 8 hours ago
Listing updated: December 01, 2025 at 02:54am
Listed by:
Melanie Lucero 540-870-0714,
Real Broker, LLC,
Listing Team: The M Group
Source: Bright MLS,MLS#: VAWI2009334
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
- Main level bathrooms: 2
Heating
- Baseboard, Other, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dishwasher, Dryer, Washer, Stainless Steel Appliance(s), Refrigerator, Cooktop, Electric Water Heater
Features
- Flooring: Hardwood, Luxury Vinyl
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 2,152
- Total interior livable area: 2,152 sqft
- Finished area above ground: 2,152
Property
Parking
- Parking features: Gravel, Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: None
Lot
- Size: 6,599 Square Feet
Details
- Additional structures: Above Grade
- Parcel number: 134/ 03 / 28/ /
- Zoning: HR1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
- Attached to another structure: Yes
Materials
- Vinyl Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Winchester
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $202/sqft
- Tax assessed value: $368,100
- Annual tax amount: $3,423
- Date on market: 10/23/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$430,400
$409,000 - $452,000
$1,875/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/1/2025 | Price change | $435,000-2.2%$202/sqft |
Source: | ||
| 11/17/2025 | Price change | $445,000-2.2%$207/sqft |
Source: | ||
| 11/5/2025 | Price change | $455,000-4.2%$211/sqft |
Source: | ||
| 10/19/2025 | Listed for sale | $475,000+501.3%$221/sqft |
Source: | ||
| 6/20/2025 | Listing removed | $1,695$1/sqft |
Source: Zillow Rentals Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,765 +6.5% | $222,000 +11.2% |
| 2024 | $1,657 | $199,600 |
| 2023 | $1,657 +19.9% | $199,600 +34.3% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,529/mo
Principal & interest
$2098
Property taxes
$279
Home insurance
$152
Climate risks
Neighborhood: 22601
Nearby schools
GreatSchools rating
- 7/10Virginia Ave. Charlotte Dehart Elementary SchoolGrades: PK-4Distance: 0.9 mi
- 6/10Daniel Morgan Middle SchoolGrades: 7-8Distance: 1.5 mi
- 4/10John Handley High SchoolGrades: 9-12Distance: 1.9 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.
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