Winchester, VA Homes for Sale under $300,000

NEED YOUR OWN SPACE, THEN COME CHECK OUT THIS RAISED RANCHER, IT HAS 1 BEDROOM 1 BATH, FRESHLY PAINTED. EAT IN KITCHEN COMES WITH A STOVE, REFRIGERATOR, MICROWAVE, LOTS OF CABINET SPACE. MUCH MORE SPACIOUS THAN IT SEEMS. BRAND NEW HVAC INSTALLED RECENTLY & A NEW ROOF. WASHER & DRYER IN THE LOWER LEVEL PLENTY OF ROOM FOR STORAGE OR EXPAND. FENCED YARD FOR GARDENING OR PETS, OFF STREET PARKING,

Richard Kozlowski Long & Foster Real Estate, Inc.

Welcome to this beautifully remodeled semi-detached home in Winchester, thoughtfully updated with modern finishes throughout. This move-in-ready property features a brand-new HVAC system, fresh paint, updated flooring, and fully renovated kitchen and bathrooms. Upon entry, you’re welcomed by elegant vinyl plank flooring that flows seamlessly through the home. It offers three spacious bedrooms and

Zaryab Mahmood CENTURY 21 New Millennium

Move‐in ready 2 bedroom, 1 bath rancher featuring easy one‐level living and a covered front porch on a quiet lot. This home has been updated throughout, including LVP flooring, mini‐split heating and cooling with back up propane wall heat, new water heater, updated kitchen, and new washer and dryer.A circular driveway provides convenient access, and the nice‐sized outbuilding with electric

Julie Shiley Coldwell Banker Realty

Just listed in Battleview located on Winchester's east side!! This wonderfully kept 3 bedrooms, 2 full baths. one level duplex is ready for its next chapter. Hardwood throughout, ceramic tile in kitchen and baths, 5 ceiling fans, baseboard electric heat. Two Window AC units also convey. Kitchen has a laundry closet and ALL appliances stay. Very private backyard oasis that features beautiful kept

Lisa Gill ERA Oakcrest Realty, Inc.

Tucked away at the end of the neighborhood and surrounded by serene woods, 610 Puma Trl offers the perfect blend of privacy and charm. This adorable 2-bedroom, 1-bath rancher is a true retreat, featuring modern updates and a warm, inviting layout. Enjoy peaceful living with beautiful natural surroundings while still being conveniently located near town. A rare opportunity to own your own slice of

James Podoley EXP Realty, LLC

Don't miss your opportunity to own this turn key, meticulously maintained 3 bedroom/2.5 bath townhome in sought after Carlisle Heights! The main level is the heart of the home and features gleaming hardwood flooring throughout, a large living room, gourmet updated kitchen with white cabinetry, stainless steel appliances, quartz counters and a modern sink that opens to an oversized dining room.

Paul Thistle Take 2 Real Estate LLC

Great investment opportunity! This tenant-occupied property is currently rented for $1,650/month with a lease in place through January 2027, offering immediate income. Ideal for investors looking for a turnkey rental. Seller is motivated, don’t miss this opportunity! Welcome to 138 Parkside Drive, a charming 3-bedroom, 1.5-bath townhome in a quiet, convenient Winchester neighborhood! This home

Jas Kaur Prime Properties DMV, LLC.

Major Price Reduction! Welcome to this beautifully renovated 2-bedroom, 1-bath ranch-style home nestled in the peaceful, private community of Wild Acres. Surrounded by trees, this cozy 960 sq ft retreat offers the perfect blend of modern updates and natural charm. Inside, you’ll find a bright, refreshed interior with thoughtful updates throughout. Major improvements—including a new well, septic

Brandy Clem Johnston and Rhodes Real Estate

Nestled in Orchard Terrace, this beautifully updated Colonial home is ideally located within Winchester city limits, just a short walk to the vibrant downtown walking mall with its shops, dining, and entertainment. The updated kitchen features new cabinets, granite countertops, stainless steel appliances, a new sink and faucet, and vinyl plank flooring. The bathroom includes a new vanity, vanity

Jennifer Sacco RE/MAX Roots

Remodeled rancher on 4 lots totaling 1.41 acres. Cute 2 bedroom 1 bath home freshly painted with new luxury vinyl planking throughout the entire house. Brand new bathroom with tub /shower. Open floor plan with bedrooms on each end of the house for privacy. 2 sheds that convey to store whatever your heart desires. Front deck to be stained as soon as weather permits. Come out and and enjoy all the

Jacquelyn Rizzari MarketPlace REALTY

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.

Time to sell - you get a great deal - $36,000 rental income, low maintenance, tenants in place. This is a great starter property for those looking to build a real estate portfolio or add to an existing one. Both apartments were completely rehabbed last year - new wiring and plumbing, new appliances, including washer and dryer, new carpet and vinyl plank flooring installed and fenced backyards.

Teri Domanski Corcoran McEnearney

Charming brick rambler situated on a spacious corner lot, just minutes from Route 7 and I-81—an ideal location for commuters. The property offers a driveway and a carport, perfect for convenient parking or doubling as a shaded outdoor space for entertaining, along with generous storage space. Inside, you’ll find an open-concept living room and eat-in kitchen with large windows that let in plenty

Heloisa Amar Samson Properties

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.

Rebecca Sims Century 21 Redwood Realty

Coming June 2026. Blue Ocean Modulars introduces The Laurel, a new modular home to be located at 603 Opossum Trail in Wilde Acres. Nestled against a forested backdrop and built with high-quality workmanship, this residence showcases modern modular construction designed for durability, comfort, and long-term value. The home features Insul-Stud framing, a cutting-edge system that enhances

Rebecca McTavish Long & Foster Real Estate, Inc.

Welcome to 149 Royal Avenue, a charming Winchester home offering 2 bedrooms, 1 full bath, and approximately 936 square feet of comfortable living space. Built in 1943, this home blends timeless character with a practical layout and everyday comfort. Nestled on a quiet street, the property features a large fenced-in yard with plenty of space to relax, garden, or enjoy the outdoors. Conveniently

Holly Slawter Samson Properties