26 Jackson Avenue
Winchester, VA, 22601 $ 435,000
Bedrooms4 Baths0.0 Monthly Estimate*
$ 2,714
for $435,000 with 4 bedrooms. This home was built in 1989 on a lot size of 0.15.
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 youre 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 youre 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.
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FeaturesGeneralLiving Area 2152
Sewer Public Sewer
Heating Baseboard - Electric Other
Cooling Central A/C
Possession Settlement
Appliances Dishwasher Dryer Washer Stainless Steel Appliances Refrigerator Stove
Zoning HR1
Architectural Style Other
Construction Materials Vinyl Siding
School District WINCHESTER CITY PUBLIC SCHOOLS
Year Built 1989
Property Subtype Duplex
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County WINCHESTER CITY
New Construction N
Property Type Multi-Family
Subdivision Name WINCHESTER
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade
Status ACTIVE
Directions Turn north on Jackson Ave. The duplex will be on your right had side. Look for the for sale sign. (This is a little confusing the neighbor is also 26 Jackson Ave this duplex is known as 26-A Jackson
City WINCHESTER
Disclosures Agent has Financial Interest Owner RE Licensee Prop Disclosure
Number Of Units Total 2
Lot Size Units Square Feet
Lot Size Square Feet 6599.00
Tax Annual Amount 3423.33
Two Bedroom 2
Structure Type Twin/Semi-Detached
Price Per Sq Ft Total AG 202.14
Vacation Rental Y/N N
Lease Type None
Standard Status Active
Year Built Source Estimated
Tax Lot 28
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InteriorHeating Fuel Electric
Flooring Hardwood Luxury Vinyl Plank
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Central Air Y/N Y
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ExteriorPool No Pool
Parking Features Gravel Driveway
Water Source Public
Type of Parking Driveway
Foundation Details Crawl Space
Water View Y/N N
Lot Size Acres 0.15
Lot Size Source Estimated
Waterfront Y/N N
Navigable Water Y/N N
Water Oriented Y/N N
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* Excluded FeaturesList Bymelanie@themgroupva.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,714
- Monthly Property Taxes
- $285
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Winchester, VA
Average List Price $716,843
Percent of Sale Price 65%
About Winchester, VA 28,216 Population
20% Since 2002
$ 48,983 Median Income
36.89 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
3533429 Elementary School
3533165 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 12/1/2025 | $435,000 | -2.25% | Price Down |
| 11/17/2025 | $445,000 | -2.20% | Price Down |
| 11/5/2025 | $455,000 | -4.21% | Price Down |
| 10/19/2025 | $475,000 | | Listed Price |