Pioneer Heights Real Estate

Pioneer Heights Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Pioneer_Heights and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Listings in Pioneer Heights

$565,000
4 Beds ⋅ 3 Baths ⋅ VAFV2042094 MLS
Welcome home to this beautifully updated 4-bedroom Colonial situated on a large corner lot in a highly desirable commuter location just off Route 7. From top to bottom, this home has been thoughtfully improved, offering the perfect blend of modern updates and timeless charm. The newly updated kitchen features brand-new quartz countertops, all-new stainless steel appliances, including a gas range with built-in air fryer functionality, making meal preparation a delight. New flooring has been installed throughout the main and upper levels, with the exception of the elegant hardwood foyer that warmly welcomes guests. All bathrooms have been refreshed with new flooring (1/2 bath on main has new counters and fixtures), providing a clean, contemporary feel throughout. Relax year-round in the inviting sunroom complete with a cozy wood stove, perfect for chilly evenings. The spacious family room features a wood-burning fireplace that creates a warm and inviting atmosphere for gatherings and everyday living. Major system updates provide peace of mind, including a brand-new roof (May 2026), HVAC systems replaced within the last five years, a gas furnace installed in 2024, and a water heater replaced in 2025. Filled with character and charm, this move-in ready home offers exceptional value with no maintenance worries. Conveniently located for commuters and close to everyday amenities, this is a rare opportunity to own a beautifully updated Colonial that's truly ready for its next chapter.

109 Artillery Rd, Winchester
$549,000
5 Beds ⋅ 4 Baths ⋅ VAFV2042128 MLS
Price reduced, with motivated sellers! Welcome to 222 Cavalry Drive — a beautifully maintained brick-front colonial offering timeless style, functional living, and exceptional versatility throughout. Situated on a 0.28-acre lot in the established Pioneer Heights community, this home features 5 Bedrooms, 3.5 baths 2 car garage and over 2,800 Sqft of living space. Step inside to gleaming hardwood floors across the main level, which features formal living and dining spaces, a cozy family room with a gas fireplace, and an inviting kitchen with a breakfast nook. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with a walk-in closet and a private bath complete with a double vanity and soaking tub. The 3rd floor has another full bath to serve the additional bedrooms, all rooms are nicely sized and complete with plush carpeting. Head downstairs to a fifth bedroom, a recreation room/den, a full bathroom, and a workshop with a walkin closet, which adds incredible flexibility and additional storage space. Outside you'll enjoy your spacious covered porch, overlooking the fully fenced, lush backyard and expansive rear patio— the perfect setting for entertaining, relaxing, or enjoying quiet evenings at home. Conveniently located on Winchester’s east side, just minutes from your favorite shopping and dining + easy access to commuter routes, and the historic Winchester walking-mall! — This one has it all! Schedule your private tour today! *Open House 07/25/2026 11am-2pm**

222 Cavalry Dr, Winchester
$547,000
5 Beds ⋅ 4 Baths ⋅ VAFV2041562 MLS
BACK ON THE MARKET AFTER THE INSTALLATION OF NEW CARPET !! MOVE IN CONDITION PRICED TO SELL FAST LOCATED IN THE CUL-DE-SAC WHICH HAS A PLAYGROUND - SEPERATE IN-LAW-SUITE IN BASEMENT WITH SEPARATE ENTRANCE FULL BATH LIVING ROOM OFFICE OR COULD MAKE INTO KITCHEN AREA - JUST FULLY PAINTED THRU-OUT NEW CARPET INSTALLED AND THE HARDWOOD FLOORS LOOK NEW. GAS FIREPLACE - KITCHEN WITH BAR AND TABLE SPACE - SEPERATE OFFICE OR LIVING ROOM IN THE FRONT OF THE HOME - 2 DECKS FOR ENTERTAINING - PRIVATLY FENCED REAR YARD - GUTTER GUARDS TO MAKE EASY FOR UP- THERE IS A PLAYGROUND ONLY 1 HOUSE AWAY FOR PLENTY OF PLAYING FOR THE CHILDREN-KEEPTHIS IS A MUST SEE PROPERTY AND WONT LAST LONG - SO DONT DELAY JUST CALL AND MAKE AN APPOINTMENT--Room For a 2nd Kitchen in Basement and also a 2nd Bedroom, there is Already a Full Bathroom in the Basement....Radon System has been Installed in this Home !!

114 Settlers Cir, Winchester
Start Your Search