Winchester County VA Homes under $300,000

Welcome to this charming 2-bedroom, 1.5-bath home in Winchester! Featuring a recently replaced roof (2024) and double-hung windows, this home combines character and functionality. The main floor offers a bedroom with half bath, perfect for guests or home office use, while upstairs boasts a large bedroom with full bath. Enjoy cozy evenings by the brick wood-burning fireplace and the beautiful

Michele Gibson Samson Properties

Charming and completely updated! This beautiful home features a brand-new kitchen with new appliances, an updated bathroom, newly installed HVAC system, and a new water heater. Truly move-in ready and waiting for its next owner!

Yoselin Mejia The Vasquez Group LLC

Unwind on the covered front porch of this charming stone Cape Cod, ideally located on a spacious corner lot with sidewalks and a large, fenced backyard. Inside, the inviting living room features hardwood floors and a brick gas-log fireplace—perfect for cozy evenings. Hardwood flooring continues throughout the home, complemented by a convenient kitchen and dining combination. Two bedrooms are

Susan Caulfield Pearson Smith Realty, LLC

This charming 3-bedroom, 1.5-bath Colonial is perfectly located just minutes from Old Town Winchester and steps from Handley High School, giving you easy access to local restaurants, shops, and community events. Enjoy slow mornings on the covered front porch with your coffee, or gather with friends and family on the spacious back deck. Inside, you’ll find warm, comfortable living spaces filled

Laura White ERA Oakcrest Realty, Inc.

Investors dream!!! Or perfect for someone wanting to buy into instant equity and put their own finishing touches!! Welcome to 632 Watson Avenue. Ideally located in the Orchard Terrace subdivision just minutes to the quaint town of Winchester, this 3 bedroom, 2 full bath single family home with 1,600 square feet of living space is nestled on a non-thru street for quiet and peace of mind. The

Tien Cotter Pearson Smith Realty, LLC

CUTE AS A BUTTON! This updated cottage perched on a quiet tree lined street sits in the heart of booming Winchester, just minutes from Old Towne. Newly renovated and very affordable! Refreshed solid hardwood flooring, new kitchen with bright quartz countertops, stainless steel appliances, newer HVAC (only 3 years old) new lighting throughout, newer bathroom includes tiled tub with surround,

Jacqueline Hitchcock Long & Foster Real Estate, Inc.

Nestled in the charming Hillcrest neighborhood, this delightful Craftsman-style home, built in 1950 and set to shine with major renovations in 2024, offers a perfect blend of classic character and modern convenience. With two spacious bedrooms and two full bathrooms, this residence is designed for comfort and functionality. The heart of the home features a well-appointed kitchen equipped with

Channing Sherfey Hoffman Realty

Welcome home to 208 Shenandoah Ave in Winchester, VA! This updated ranch home offers the coveted simplicity of easy, one-level living and is perfectly situated in a prime, convenient Winchester location. Featuring 3 bedrooms and 1 full bath, the interior is turn-key with newer flooring and fresh paint throughout. The living spaces are bright and inviting with lots of natural light, creating a

Dan Whitacre Colony Realty

This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the upstairs level provides access to a private, covered balcony. Two

Marisa Varley ERA Oakcrest Realty, Inc.

Check out this Very Cute Bungalow in Winchester City! It has a Brand NEW Roof, Freshly Painted throughout, NEW kitchen/hall/bath flooring, NEW Stainless Steel Refrigerator, Restored deck, and Lovely Hardwood! Cozy with 2 Bedrooms and 1 Bath. Surely to be perfect for the first time Home Buyer! Great Location close to shopping & restaurants. Great for commuters as well as it's on the East side of

Jodi Costello ERA Oakcrest Realty, Inc.