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Jessica Saadut
REALTOR®
(434) 981-9968
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1033 Sunnyside Drive , Winchester, VA 22603

$423,900
  • 1033 Sunnyside Drive , Winchester, VA 22603 Main Photo

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New to the Market ACTIVE
BEDS3 BATHS2 full SQUARE FEET1,365 MLS#VAFV2040250
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONSUNNYSIDE SCHOOLFREDERICK COUNTY PUBLIC SCHOOLS

Property Description

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 don’t 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.

1033 Sunnyside Drive | MLS# VAFV2040250

This single family home located at 1033 Sunnyside Drive , Winchester, VA 22603 is currently listed for sale with an asking price of $423,900. This property was built in 1951 and has 3 bedrooms and 2 full baths with 1365 sq. ft. Sunnyside Drive is located in the SUNNYSIDE subdivision within the FREDERICK COUNTY PUBLIC SCHOOLS school district. Search SUNNYSIDE real estate on jsaadut.montaguemiller.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C
Fuel Type: Electric
Heating: Heat Pump(s)
Home Style: Bungalow
Lot Size: 0.12 Acres
Stories: 1.0
Taxes: $985
Year Built: 1951

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Refrigerator, Built-In Microwave, Washer, Dryer, Disposal, Dishwasher, Stove
Days on Site: 4
Exterior: Vinyl Siding
Exterior: Exterior Lighting
Flooring: Luxury Vinyl Plank, Carpet
Interior: Breakfast Area, Recessed Lighting, Attic, Ceiling Fan(s), Combination Kitchen/Dining, Floor Plan - Open, Air Filter System
Lot Dimensions: 0.12 Acre(S)
Rooms: Living Room, Bedroom 2,Basement, Bedroom 1,Bathroom 1,Bathroom 2,Attic
Sewer: Public Sewer
SQFT Above Finished: 1365
SQFT Total Finished: 1365
Structure Type: Detached
Water: Public

Local Schools

High School: JAMES WOOD
Middle School: JAMES WOOD
Elementary School: APPLE PIE RIDGE
School District: FREDERICK COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Redfin Corporation
Agency Phone: 7036656665

Shown By

Agent Name: Jessica Saadut
Agent Phone: (434) 981-9968
Agency Title: Montague Miller & Co. Realtors

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Estimated Payment

$ 1,149.14 per month $943.42 Principal & Interest $82.08 Property Tax $123.64 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/28/2026. The listing information on this page last changed on 03/28/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 03/28/2026 12:00:18 AM EST) or CAAR MLS (last updated Fri 03/27/2026 11:10:10 PM EST) or Staunton MLS (last updated Fri 03/27/2026 11:40:16 PM EST) or HRAR MLS (last updated Fri 03/27/2026 11:28:28 PM EST) or Lynchburg MLS (last updated Fri 03/27/2026 9:32:42 PM EST) or Rockbridge, Lexington, Buena Vista MLS (last updated Thu 03/26/2026 4:00:13 PM EST) or Bright MLS (last updated Fri 03/27/2026 11:49:51 PM EST). Real estate listings held by brokerage firms other than Montague Miller & Co. Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agency License Information: Montague, Miller & Co. is licensed in the state of Virginia.


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