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About This Home

This 3-bedroom, 2-bathroom single family at 1033 SUNNYSIDE Drive in WINCHESTER, VA is listed for $399,500 ($293 per sqft). Built in 1951, the home offers 1,365 sqft of living space on a 0.12 acres lot.

Agent 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 p

ad 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.

Key Features

  • Built in 1951
  • 0.12 acre lot

Property Details

1 story
2 full
1951

Amenities

A/C

Monthly Cost Estimate

$2,137/mo

20% down · 6.5% · 30 years

Principal$289
Interest$1,731
Insurance$117

Estimates only. Actual payments may vary.

Location

1033 SUNNYSIDE Drive

WINCHESTER, VA 22603

SUNNYSIDE

Features & Amenities

Interior Features

Breakfast AreaRecessed LightingAtticCeiling Fan(s)Combination Kitchen/DiningFloor Plan - OpenAir Filter System

Property Details

Construction

Vinyl Siding

Parking

Off StreetDriveway

Heating

Heat Pump (Heating)

Cooling

Central Air

Appliances

RefrigeratorBuilt-In MicrowaveWasherDryerDisposalDishwasherStove

Questions & Answers

This 3-bedroom, 2-bathroom single family at 1033 SUNNYSIDE Drive is listed at $399,500 ($293/sqft). The estimated monthly payment is $1,731 based on 20% down at 6.5% interest.

Key features include: Built in 1951, 0.12 acre lot. Interior Features: Breakfast Area, Recessed Lighting, Attic.

This property is listed by Joseph K Dao and can be reached at 7038012052 or joseph.dao@redfin.com.

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JD

Joseph K Dao

Agent at Redfin Corporation

(703) 801-2052

Listed by Redfin Corporation

MLS# VAFV2040250· Source: listhub· Updated 18 days ago

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1033 SUNNYSIDE Drive, WINCHESTER, VA 22603

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