111 Cannon Cir, WINCHESTER

$499,900

5 Beds
3 Baths
3,123 Sqft
.33 Acres
2 Garages

This gorgeous 3123 finished square foot colonial is situated in the desirable Pioneer Heights neighborhood, nestled on a quiet cul-de-sac on the east side of Winchester. With a prime commuter location just minutes from Route 7, you'll enjoy both convenience and tranquility. As you step inside, you're greeted by beautiful hardwood floors that flow through the main level living areas, complemented by updated flooring in the kitchen. The vaulted ceilings and expansive windows create an open, airy atmosphere, making the first floor feel inviting and spacious. The upper level features four generously sized bedrooms, including a luxurious primary suite with a walk-in closet. The en suite bathroom boasts new flooring and a stunning jetted tub with a stone surround. The additional three bedrooms are accompanied by an upper-level laundry room and a hall bath, overlooking the elegant two-story foyer.
Step outside to your private retreat—the spacious rear covered deck is perfect for outdoor dining and relaxing. The huge, fenced-in yard offers an ideal space for pets to roam freely, as well as plenty of room for gardening and outdoor activities. The finished basement adds to the home's appeal, featuring a large recreation room perfect for entertaining. It includes a fifth bedroom with a full bath, making it a great space for guests or as a private suite. Additional storage areas, complete with a work table and extra closets, ensure you have all the space you need. This home combines comfort and style with important updates, including a new roof and water heater—both just two years old. The freshly painted interior and exterior deck complete the package, making this home truly move-in ready.

Essential Information
MLS® #VAFV2032946
Price$499,900
Bedrooms5
Bathrooms3.00
Full Baths2
Half Baths2
Square Footage3,123
Acres0.33
Year Built1997
TypeResidential
Sub-TypeDetached
StyleColonial
StatusActive
Community Information
Address111 Cannon Cir
SubdivisionPIONEER HEIGHTS
CityWINCHESTER
CountyFREDERICK-VA
StateVA
Zip Code22602
Amenities
# of Garages2
Amenities

CeilngFan(s), Chair Railing, Crown Molding, Formal/Separate Dining Room, Master Bath(s), Wood Floors, Pantry, Soaking Tub, Tub Shower, Bathroom - Walk-In Shower, Carpet, Recessed Lighting, Wainscotting, Walk-in Closet(s), Shades/Blinds

Garages

Garage - Front Entry, Inside Access

Interior
HeatingForced Air
CoolingCentral A/C
Has BasementYes
FireplaceYes
# of Fireplaces1
FireplacesGas/Propane
# of Stories3
Stories3
Appliances

Built-In Microwave, Dishwasher, Refrigerator, Oven/Range-Gas, Stainless Steel Appliances, Water Heater, Washer, Dryer

Basement

Fully Finished, Interior Access, Connecting Stairway, Walkout Level, Sump Pump

Exterior
ExteriorVinyl Siding, Brick and Siding
Lot DescriptionCul-de-sac
RoofShingle
FoundationConcrete Perimeter
Exterior Features

Porch(es), Deck(s), Fenced-Rear

School Information
ElementaryREDBUD RUN
MiddleJAMES WOOD
HighMILLBROOK
District

FREDERICK COUNTY PUBLIC SCHOOLS

Additional Information
ZoningRP
Listing Details
OfficeColony Realty
LISTING MAP

Get directions to this property:

Properties for Sale Similar to 111 Cannon Cir, WINCHESTER, VA

Photo of Listing #VAFV2024322

207 Cavalry Dr, WINCHESTER

$449,900 - 4 Beds, 3 Baths, 2,539 Sf

MLS® # VAFV2024322

Photo of Listing #VAFV2033134

112 Hites St, WINCHESTER

$489,900 - 4 Beds, 4 Baths, 2,892 Sf

MLS® # VAFV2033134

Photo of Listing #VAFV2033126

109 Gilmore Trl, WINCHESTER

$389,900 - 3 Beds, 3 Baths, 1,850 Sf

MLS® # VAFV2033126

Bright Logo© 2019 BRIGHT, All Rights Reserved. Information deemed reliable but not guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which The Verdant Companies participates, and is provided by BRIGHT through a licensing agreement.Real estate listings held by brokerage firms other than The Verdant Companies are marked with the IDX logo and detailed information about each listing includes the name of the listing broker.The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. All listing information copyright Bright 2025.

Listing information last updated on April 2nd, 2025 at 9:15pm EDT.

SIGN UP FOR VERDANT UPDATES!