1033 Sunnyside Drive
Winchester, VA, 22603 $ 423,900
Bedrooms3 Baths2.0 Sq 1,365 Monthly Estimate*
$ 2,610
for $423,900 with 3 bedrooms and 2 full baths. This 1,365 square foot home was built in 1951 on a lot size of 0.12.
Welcome to 1033 Sunnyside Drive, a beautifully renovated bungalow tucked away on a quiet street just minutes from historic downtown Winchester. This charming home blends classic character with modern upgrades, creating a warm and inviting place to call home. Start your day on the inviting 9 x 11 tiled front porch, complete with new railings and stairs, the perfect spot for morning coffee or relaxing autumn evenings. Inside, the home has been completely updated from top to bottom with stylish, move-in-ready finishes. The open-concept layout creates a bright and comfortable living space filled with natural light, while the newly finished upper level offers flexible use as a third bedroom, home office, den, craft room, or additional storage. Enjoy peace of mind with central AC and heating, including an HVAC system installed in 2024. Additional improvements include an encapsulated crawl space with new supports, insulation, and a vapor barrier. For hobbyists or DIY enthusiasts, the reinforced workshop space features new cinder block support, electrical outlets, and lighting, ideal for projects or storage. The side deck off the kitchen provides easy access to both the front and backyard, making outdoor living and entertaining effortless. Homes with this level of renovation, charm, and location dont stay on the market long. Major upgrades include 100% waterproof luxury vinyl plank flooring, new carpeting on the upper level, brand-new kitchen cabinets, backsplash and quartz countertops, new stainless steel appliances along with a new washer and dryer, modern recessed lighting, custom-tiled bathrooms, new interior and exterior doors, fresh paint throughout, and a new wooden fence. Additional highlights include a covered porch with a 9 x 15 storage or workshop area underneath, a large parking pad with space for 4 to 6 vehicles, no HOA, and the benefit of Frederick County taxes while still enjoying a Winchester address. Conveniently located with quick access to I-81, Route 522, Route 50, and Route 37, commuting and daily errands are a breeze.
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FeaturesGeneralLiving Area 1365
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Negotiable Settlement
Appliances Refrigerator Built-In Microwave Washer Dryer Disposal Dishwasher Stove
Zoning RP
Patio/Porch Features Deck(s) Porch(es)
Architectural Style Bungalow
Construction Materials Vinyl Siding
School District FREDERICK COUNTY PUBLIC SCHOOLS
Year Built 1951
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Section 53A
Accessibility None
County FREDERICK
New Construction N
Property Type Residential
HOA N
Subdivision Name SUNNYSIDE
Facing Direction East
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions From Winchester Fairmont Ave. take Route 522 North (North Frederick Pike) travel approx. 1/2 mile to turn right on Sunnyside Drive to 2nd house on left.
City WINCHESTER
Disclosures Prop Disclosure Lead Based Paint - Federal
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 5227.00
Tax Annual Amount 985.0
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 310.55
Historic Y/N N
Vacation Rental Y/N N
Virtual Tour https://my.matterport.com/show/?m=Lj5gXQ9sp4R&mls=1
Standard Status Active
Year Built Source Estimated
Tax Lot 57
Association Recreation Fee N
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InteriorInterior Amenities Breakfast Area Recessed Lighting Attic Ceiling Fan(s) Combination Kitchen/Dining Floor Plan - Open Air Filter System
Heating Fuel Electric
Flooring Luxury Vinyl Plank Carpet
Hot Water Electric
Total Stories 1
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 1365
Half Baths 0
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Entry Level 1
Room Type Living Room Bedroom 2 Basement Bedroom 1 Bathroom 1 Bathroom 2 Attic
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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ExteriorExterior Amenities Exterior Lighting
Pool No Pool
Water Source Public
Type of Parking Driveway Off Street
Foundation Details Crawl Space Other
Spa N
Water View Y/N N
Lot Size Acres 0.12
Lot Size Source Estimated
Waterfront Y/N N
Door Features Insulated Storm
Land Assessed Value 88000.00
Navigable Water Y/N N
Water Oriented Y/N N
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* Excluded FeaturesList Byjoseph.dao@redfin.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,610
- Monthly Property Taxes
- $82
- 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 $538,594
Percent of Sale Price 27%
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.
3540906 Elementary School
3534831 Middle School
James Wood High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/23/2026 | $423,900 | | Listed Price |