101 Delaware Trail Winchester, VA 22602
Winchester AreaEstimated payment $2,282/month
Highlights
- Very Popular Property
- View of Trees or Woods
- Curved or Spiral Staircase
- Gourmet Kitchen
- 0.6 Acre Lot
- Chalet
About This Home
Welcome to 101 Delaware Trail, a beautifully reimagined retreat in the Shawneeland community of Winchester. This distinctive home combines extensive updates and elevated finishes with a peaceful, wooded setting.
Inside, the open-concept design is highlighted by abundant windows bringing in natural light and framing the views of the surrounding landscape. The extensively renovated interior features new flooring in much of the home while preserving existing hardwood, along with a stunning kitchen designed to be both functional and impressive. Taj Mahal quartzite countertops, a custom-tiled range hood, and premium Samsung appliances create a polished space that is ready for everyday living or entertaining.
The improvements extend well beyond the visible finishes, with updated systems and infrastructure adding to the home's appeal. Two newer HVAC systems provide zoned comfort, while an updated electrical panel offers additional peace of mind.
Outside, the property has privacy and a beautiful setting for relaxing, entertaining, or simply enjoying the sounds of nature. Shawneeland residents have access to an array of outdoor recreation, including lakes, trails, swimming, kayaking, hiking, and biking, making it easy to enjoy a getaway without traveling far from home.
The home was recently utilized as a short-term rental and offers an appealing opportunity for buyers interested in an investment property or vacation retreat. Rental income information is available to qualified or interested investors upon request. Additionally, with an acceptable offer, the home can convey fully furnished, making it possible for the next owner to enjoy or rent the property with minimal preparation.
Whether you're looking for a full-time residence, a private weekend escape, or a property with income potential, 101 Delaware Trail offers a rare combination of sophisticated updates, remarkable space, and a tranquil mountain-community setting—all just a short drive from Old Town Winchester.
Listing Agent
(540) 348-4911 dsamson@samsonproperties.net Samson Properties Brokerage Phone: 5403484911 License #0225249626 Listed on: 08/24/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $1,120
Year Built
- Built in 1965 | Remodeled in 2024
Lot Details
- 26,136 Sq Ft Lot
- Rural Setting
- Corner Lot
- Backs to Trees or Woods
- Property is in excellent condition
- Property is zoned R5
Parking
- Off-Street Parking
Home Design
- Chalet
- Slab Foundation
- Wood Siding
Interior Spaces
- Property has 2 Levels
- Furnished
- Curved or Spiral Staircase
- Ceiling Fan
- Recessed Lighting
- 1 Fireplace
- Dining Area
- Views of Woods
- Partial Basement
Kitchen
- Gourmet Kitchen
- Gas Oven or Range
- Dishwasher
- Kitchen Island
- Upgraded Countertops
Flooring
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 2 Main Level Bedrooms
- 2 Full Bathrooms
Laundry
- Dryer
- Washer
Schools
- Indian Hollow Elementary School
- Frederick County Middle School
- James Wood High School
Utilities
- Forced Air Heating and Cooling System
- Well
- Electric Water Heater
- Septic Tank
Community Details
- No Home Owners Association
- Shawneeland Subdivision
Listing and Financial Details
- Tax Lot 1
- Assessor Parcel Number 49-A04-1-L-1
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $1,236 | $233,300 | $58,000 | $175,300 |
| 2025 | $1,120 | $233,300 | $58,000 | $175,300 |
| 2024 | $803 | $185,400 | $39,500 | $145,900 |
| 2023 | $946 | $185,400 | $39,500 | $145,900 |
| 2022 | $885 | $145,000 | $33,500 | $111,500 |
| 2021 | $1,545 | $145,000 | $33,500 | $111,500 |
| 2020 | $1,457 | $130,600 | $33,500 | $97,100 |
| 2019 | $1,457 | $130,600 | $33,500 | $97,100 |
| 2018 | $1,268 | $116,000 | $33,500 | $82,500 |
| 2017 | $1,256 | $116,000 | $33,500 | $82,500 |
| 2016 | $1,219 | $109,800 | $31,000 | $78,800 |
| 2015 | $615 | $109,800 | $31,000 | $78,800 |
| 2014 | $605 | $104,200 | $31,000 | $73,200 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/24/2026 08/24/26 | For Sale | $399,000 | +58.3% | $191 / Sq Ft | |
| 01/29/2024 01/29/24 | Sold | $252,000 | -9.7% | $120 / Sq Ft | View Prior Sale |
| 01/17/2024 01/17/24 | Pending | -- | -- | -- | |
| 01/16/2024 01/16/24 | For Sale | $279,000 | 0.0% | $133 / Sq Ft | |
| 01/09/2024 01/09/24 | Pending | -- | -- | -- | |
| 12/27/2023 12/27/23 | For Sale | $279,000 | -- | $133 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $252,000 | None Listed On Document |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $124,585 | Credit Line Revolving | |
| Open | $239,400 | New Conventional |
Source: Bright MLS
MLS Number: VAFV2044392
APN: 49A041-L-1
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