Date
Details
Price
Change
Source
9/21/2026
Listed
$340,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/43
$340,000 Just Listed
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Property Description
Steeped in heartwarming history and beautifully updated, this charming country home sits on nearly 2 acres of serene land with a small stream in the back. Originally the seller's "grandma's house" ... he has meticulously preserved some elements and thoughtfully modernized over the last six years, perfectly blending nostalgic character with modern comfort. He has fond memories of good times in this home from the wonderful smells from grandma baking to building boats in the basement with grandpa and floating them in the little creek that runs behind the house. Step inside to find gleaming refinished hardwood floors and a highly flexible layout featuring at least one main-floor bedroom (with the option for a second if you choose to repurpose the formal dining room). The unexpected crown jewel of the home is a massive walk-in dressing room with boundless space. Recent high-value updates give you ultimate peace of mind, including a new HVAC system (2024), new windows, updated siding, a painted roof, a highly efficient exterior wood heating system, and freshly upgraded kitchen countertop and bathroom vanity/countertop. Outside, the expansive property offers the perfect canvas for your farmette dreams. Ideally located just off Route 50 and only 10 minutes from the Winchester Medical Center, this home is IDEAL for just about anyone. Come see for yourself all this CUTENESS overload but be careful ... you just might fall in LOVE! Note: Because the seller has meticulously upgraded and maintained the property, it is being sold as-is. Inspections are welcome for buyer informational purposes, but the seller will make no repairs. This home is ready for you to move right in and start building your own lifelong memories.
Full Property Details
Full Property Details for 199 Dicks Hollow Rd
General
- Price: $340,000
- Taxes: $959 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: VAFV2045014
- Updated: 9/21/2026
- Added to Site: 3 day(s) ago
Interior
- Number of Rooms: 6
- Rooms/Areas: Living Room, Dining Room, Bedroom 2, Bedroom 3, Kitchen, Bedroom 1, Other, Office, Bathroom 1
- Interior Features: Bathroom - Tub Shower, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Country, Kitchen - Table Space, Stove - Wood, Upgraded Countertops, Window Treatments, Wood Floors
- Appliances: Built-In Microwave, Built-In Range, Cooktop, Dryer - Electric, Refrigerator, Washer, Water Heater
- Flooring: Hardwood
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Upper: 2
- Bedrooms Main & Up: 3
Other Rooms
- Laundry: Basement
Exterior
- Exterior Features: Outbuilding(s)
- Porch/Patio/Deck: Porch(es), Roof
Parking
- Total Spaces: 8
- Parking Features: Crushed Stone, Gravel Driveway
- Parking Type: Driveway, Off Street
Location
- County: FREDERICK
- Subdivision: A MELVIN LEWIS
- Driving Directions: Follow GPS
- Location Details: Rural
School Information
- School District: Frederick County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Central, Forced Air, Wood Burn Stove, Other
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: On Site Septic
- Water: Well
Structural Information
- Architectural Style: Craftsman
- Structure Type: Detached
- Construction: Block, Frame, Stick Built, Vinyl Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Daylight, Partial, Outside Entrance, Unfinished
- Foundation: Block
- Walls/Ceilings: Dry Wall
- Stories Description: Main, Upper 1
- Square Feet: 1,952
- Sq. Ft. Source: Estimated
- Living Area: 1,200 Sq. Ft.
- Finished Above Grnd: 1,200 Sq. Ft.
- Year Built: 1960
- Year Built Source: Estimated
- Property Condition: Excellent
Additional Structures
- Other Structures: Shed
Lot Features
- Property View: Creek/Stream, Garden/Lawn, Trees/Woods
- Lot Size (Acres): 1.77
- Lot Size (Sq. Ft.): 77,101
- Lot Size Source: Estimated
- Zoning: RA
- Lot Description: Backs to Trees, Front Yard, Irregular, Stream/Creek, Year Round Access
Water Features
- Water View: Yes
Financial Considerations
- Price Per Sq. Ft.: $283.33
- Tax w/Assessment: $199,800
- Tax Amount: $959
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 752
Disclosures and Reports
- Ownership: Fee Simple
- Exclusions: Property and window treatments owned by Agent
- Lot Number: 9
Listed by RE/MAX Roots, Cynthia Lee
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Listing agent
— 199 Dicks Hollow Rd —
Cynthia Lee
RE/MAX Roots
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 199 Dicks Hollow Rd
School District:Frederick County Public Schools, Winchester, VA
| Name | Grades | Distance |
|---|---|---|
Indian Hollow Elementary School 1548 North Hayfield Road, Winchester, VA 22603 | PK-5 | 3.3 mi |
Frederick County Middle School 4661 North Frederick Pike, Winchester, VA 22603 | 6-8 | 4.5 mi |
James Wood High School 161 Apple Pie Ridge Road, Winchester, VA 22603 | 9-12 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 199 Dicks Hollow Rd
Tax History
Tax History for 199 Dicks Hollow Rd
Year
Property Taxes
Change
Tax Assessment
Change
2026
$1,059
156%
$199,800
—
2024
$413
—
$199,800
23%
2024
$413
-50%
$162,000
—
2023
$826
3%
$162,000
23%
2022
$803
—
$131,600
—
2021
$803
7%
$131,600
7%
2020
$752
—
$123,200
—
2019
$752
5%
$123,200
5%
2018
$718
2%
$117,700
—
2017
$706
15%
$117,700
15%
2016
$616
7%
$102,700
—
2015
$575
1%
$102,700
5%
2014
$572
—
$97,700
—
2013
$572
—
$97,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 199 Dicks Hollow Rd
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199 Dicks Hollow Road, Winchester, VA 22603 (MLS# VAFV2045014) is a Single Family property with 5 bedrooms and 1 full bathroom. 199 Dicks Hollow Road is currently listed for $340,000 and was received on September 21, 2026. Want to learn more about 199 Dicks Hollow Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.