16555 CHESTNUT OVERLOOK DR, Purcellville, VA 20132

• 6 beds |
• 5 baths |
• 6,058 sqft

Property Description

Prepare to be captivated. A tree-lined approach reveals a sweeping expanse of manicured lawn, specimen trees, and mountain views framing this brick Colonial in Chestnut Overlook, set on one of the neighborhood’s premium lots offering five bedrooms on the upper level, six bedrooms total, and a floor plan that balances scale, comfort, and architectural presence. The impact of the approach is immediately echoed upon entry with a transom-topped front door and sidelights opening to a deep two-story foyer filled with natural light and extensive molding, a true introduction space defined by presence. A split staircase rises to the upper level while also turning toward the rear of the home, naturally separating formal and casual living areas, while sand-in-place wood floors run throughout the main level creating a warm, continuous backdrop for the home's living spaces. Formal living and dining rooms flank the foyer, both designed at an entertainment scale and finished with crown molding, chair rail, and shadow box detailing in the dining room, along with a generous powder room with linen storage on the main level. Beyond the formal rooms, the home transitions into a relaxed and cohesive living experience where the great room is anchored by a stacked stone fireplace with pellet stove insert, flowing seamlessly with the kitchen and sunroom to create a unified rear living environment designed for everyday living and entertaining. The kitchen features white cabinetry, quartz countertops, subway tile backsplash, large center island with five-burner cooktop, double ovens, built-in planning desk, and oversized walk-in pantry, while the mudroom offers custom cubbies, hooks, vertical shiplap, and a full laundry station with washer and dryer. The sunroom provides three walls of windows with transoms and opens to an expansive Trex deck with picture-frame border detailing, multiple seating zones, and stairs leading to a flagstone landing, while also on the main level is a private office with French doors and molding offering a quiet workspace. The upper level is accessed from either the dramatic open foyer staircase or the convenient rear staircase located just off the kitchen, and features five bedrooms including a primary suite at the rear of the home with long mountain and tree views, luxury vinyl plank flooring, recessed lighting, ceiling fan, oversized walk-in closet, and a private balcony offering an indulgent retreat ideal for morning coffee, sunsets, and stargazing; the primary bath includes dual vanities, dressing vanity, soaking tub, private water closet, and oversized walk-in shower. Secondary bedrooms are generously sized with two sharing a Jack-and-Jill bath with upgraded double vanity and quartz counters, one accessing the hall bath, and the fifth enjoying private entry. The finished lower level includes a large recreation room with high ceilings and recessed lighting and a full bath that is accessible from both the recreation area and the sixth bedroom with walk-in closet, providing exceptional flexibility for guests or extended living. The backyard extends the living experience with open lawn, mature trees, layered landscaping, fire pit, and a culinary garden with raised beds, irrigation, composting, cross-fencing, and wildlife protection. The three-car garage features a premium polyaspartic floor coating, and significant system updates provide peace of mind including a roof replaced in 2018, HVAC updates including upstairs heat pump, newer hot water heater, water filtration and softener system, and a new well pump installed in 2025. The setting offers privacy and space while remaining minutes from downtown Purcellville, Route 7, wineries, dining, and shopping.

Listing Status:

Active

Date Added:

June 5, 2026

Data Last Updated:

June 21, 2026 at 9:19PM

Listing Office:

On The Market Properties : 7034084261

Listing Agent:

Curt Andrew Schaber : 7033387300

MLS ID:

VALO2125662

Interior

• General: Bathroom - Soaking TubBathroom - Stall ShowerBathroom - Tub ShowerBathroom - Walk-In ShowerBreakfast AreaBuilt-InsCarpetCeiling Fan(s)Chair RailingsCombination Kitchen/LivingCrown MoldingsDining AreaDouble/Dual StaircaseFamily Room Off KitchenFloor Plan - OpenKitchen - Eat-InKitchen - GourmetKitchen - IslandPantryPrimary Bath(s)Recessed LightingStove - PelletUpgraded CountertopsWainscottingWalk-in Closet(s)Water Treat SystemWindow TreatmentsWood Floors
• Rooms: Living RoomDining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5KitchenFamily RoomDenFoyerSun/Florida RoomLaundryRecreation RoomStorage RoomUtility RoomBedroomBathroom 1Bathroom 2Bathroom 3Primary BathroomHalf Bath
• Appliances: Built-In MicrowaveCooktopDryer - ElectricDryer - Front LoadingExhaust FanIcemakerOven - DoubleOven - WallRefrigeratorStainless Steel AppliancesWasherWater Conditioner - OwnedWaterHeater
• Laundry: Main Floor
• Basement: Fully finishedOutside entranceRear entranceInterior accessConnecting stairway
• Flooring: CarpetCeramic tileHardwood
• A/C: Central A/CCeiling Fan(s)
• Heating: CentralForced AirPellet StovePropane - LeasedPellets
• Fireplace: InsertMantel(s)WoodFireplaceFireplaces: 1
• Disability Feature: None

Exterior

• General: Extensive HardscapeAbove GradeBelow Grade
• Style: GeorgianColonial
• Other Structures: PorchBalconyDeckPatio
• Parking: Asphalt DrivewayCrushed Stone

Construction

• Roofing: Architectural Shingle
• Windows: Double hungScreensStormTransom
• General: MasonryBrick3PermanentSlab

Location

• Originating MLS: BRIGHT_MAIN
• School District: LOUDOUN COUNTY PUBLIC SCHOOLS
• County: LOUDOUN-VA

Lot

• Zoning: JLMA3486358735000
• View: MountainTrees/Woods
• Fencing: WoodRearBoard

Utilities

• Water: Well
• Sewer: On Site SepticSeptic < # of BR

Financial

• Source: BRIGHT_MAIN
• Exclusions: DrapesDeck Fire Pitand The Deck Furniture