3466 Middle Road
Winchester, VA, 22602 $ 489,999
Bedrooms3 Baths3.0 Sq 2,483 Monthly Estimate*
$ 3,017
for $489,999 with 3 bedrooms and 3 full baths. This 2,483 square foot home was built in 1975 on a lot size of 0.59.
Welcome to a private retreat where timeless charm meets peaceful mountain beauty. Set on 0.59 acres of fully fenced, professionally landscaped grounds, this all-brick hillside home offers breathtaking views of the Blue Ridge Mountains along a quiet stretch of Middle Road. Inside, sunlight pours through expansive living spaces, creating a warm and inviting atmosphere. The open-concept design flows effortlessly, ideal for both refined entertaining and relaxed everyday living. Step onto the stunning 9 x 31 covered porch and experience true serenityperfect for morning coffee, evening conversations, or simply taking in the surrounding natural beauty. With over 2,400 square feet, 3 bedrooms, and 3 bathrooms, this home offers generous space and flexibility. The partially finished basementwith a full bath, potential fourth bedroom, and large dencreates endless possibilities for a media room, fitness space, or private office. Thoughtfully updated throughout, the home features new upper-level flooring, plush bedroom carpeting, custom wood trim, updated fixtures, a new kitchen sink, and a beautiful wood-burning fireplace. Exterior improvements include a new retaining wall, refreshed landscaping, updated gutters and a new septic system. . Additional highlights include central air and heat, a radon mitigation system, water softener, in-home washer and dryer, and the rare advantage of no HOA. Ideally located near shopping, schools, Valley Health, and Historic Downtown Winchester, this property offers the perfect blend of privacy, comfort, and convenience.
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FeaturesGeneralLiving Area 2483
Sewer On Site Septic
Heating Heat Pump(s)
Cooling Central A/C
Possession Settlement
Appliances Dishwasher Disposal Dryer Exhaust Fan Oven/Range - Electric Refrigerator Washer Water Heater Water Conditioner - Owned
Zoning RP
Garage Spaces 2.00
Architectural Style Ranch/Rambler
Construction Materials Brick
School District FREDERICK COUNTY PUBLIC SCHOOLS
Year Built 1975
View Mountain
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility Other
County FREDERICK
New Construction N
Property Type Residential
HOA N
Subdivision Name JACKSON WOODS ESTATES
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE UNDER CONTRACT
Directions GPS
City WINCHESTER
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 25700.40
Tax Annual Amount 2308.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 232.89
Vacation Rental Y/N N
Standard Status Active Under Contract
Year Built Source Assessor
Legal Subdivision JACKSON WOODS ESTATES
Tax Lot 1
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InteriorInterior Amenities Breakfast Area Ceiling Fan(s) Combination Kitchen/Living Dining Area Entry Level Bedroom Kitchen - Eat-In Kitchen - Island Primary Bath(s) Upgraded Countertops Walk-in Closet(s)
Heating Fuel Electric
Basement Connecting Stairway Full Outside Entrance Partially Finished Side Entrance Walkout Stairs
Total Fireplaces 1
Fireplace Features Wood
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2104
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 379
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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ExteriorExterior Amenities Exterior Lighting
Pool No Pool
Parking Features Asphalt Driveway
Water Source Conditioner Well
Garage Features Additional Storage Area Garage Door Opener Oversized Garage - Rear Entry Inside Access
Type of Parking Attached Garage Off Street On Street
Foundation Details Block
Water View Y/N N
Lot Size Acres 0.59
Lot Size Source Estimated
Waterfront Y/N N
Land Assessed Value 118000.00
Navigable Water Y/N N
Water Oriented Y/N N
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* Excluded FeaturesList ByLong & Foster Real Estate, Inc.Broker
leslie.webb@longandfoster.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,017
- Monthly Property Taxes
- $192
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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 NearbySingle family listings in Winchester, VA
Average List Price $554,217
Percent of Sale Price 13%
About Winchester, VA 15,893 Population
32% Since 2002
$ 62,131 Median Income
43.94 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
3533201 Elementary School
3533240 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/26/2026 | $489,999 | -2.00% | Price Down |
| 3/19/2026 | $499,999 | -1.94% | Price Down |
| 3/6/2026 | $509,900 | -1.92% | Price Down |
| 2/19/2026 | $519,900 | -0.95% | Price Down |
| 2/10/2026 | $524,900 | -0.94% | Price Down |
| 1/3/2026 | $529,900 | | Listed Price |