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1033 Sunnyside Dr, 
Winchester, VA 22603

$386,000


3

Beds


2

Baths


1,365

Sq Ft


Single Family

Pending

Listed by

Joseph K Dao

Redfin Corporation

Last updated:

June 5, 2026, 07:36 AM

MLS#

VAFV2040250

Source:

BRIGHTMLS

About This Home

1033 Sunnyside Dr

***The seller is offering a $2,000 credit toward landscaping or sod for the front yard.* * *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. For hobbyists or DIY enthusiasts, the newly workshop space features 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.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1951

Price Summary

386,000

$282 per Sq. Ft.

MLS #:

VAFV2040250

Last Updated:

June 5, 2026, 07:36 AM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,365 Sq. Ft.


Structure

Structure

Architectural Style:

Bungalow

Building Area:

1,365 Sq. Ft.

Year Built:

1951


Lot

Lot Size (Sq. Ft):

5,227


Finances & Disclosures

Finances

Price:

$386,000

Price per Sq. Ft:

$282 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.