199 Dicks Hollow Road Winchester, VA $ 340,000
199 Dicks Hollow Road
$ 340,000
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Open House 10/4 1pm - 3pm
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199 Dicks Hollow Road

Winchester, VA, 22603
$ 340,000
Bedrooms5 Baths1.0 Sq 1,200

Monthly Estimate*

$ 2,147

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Single Family Home for sale in Winchester, VA

for $340,000 with 5 bedrooms and 1 full bath. This 1,200 square foot home was built in 1960 on a lot size of 1.77.

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 sellers "grandmas 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 for clothes and personal items. 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.

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Open House

10/4/2026 1:00 PM - 3:00 PM
199 Dicks Hollow Road Winchester, VA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 340,000

Bedrooms

5

Full Bath

1

Property Type

Single Family

Taxes

$ 959

Style

Craftsman

Lot Size

1.77

Year Built

1960

Town/City

Winchester

County/Region

Frederick

MLS | Web ID

VAFV2045014

Features
General
Living Area 1200
Sewer On Site Septic
Heating Central Forced Air Wood Burn Stove Other
Cooling Central A/C
Possession Settlement
Appliances Built-In Microwave Built-In Range Cooktop Dryer - Electric Refrigerator Washer Water Heater
Zoning RA
Patio/Porch Features Porch(es) Roof
Architectural Style Craftsman
Construction Materials Block Frame Stick Built Vinyl Siding
School District FREDERICK COUNTY PUBLIC SCHOOLS
Exclusions Property and window treatments owned by Agent
Year Built 1960
View Creek/Stream Garden/Lawn Trees/Woods
Levels 1.5
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility 2+ Access Exits Doors - Swing In
County FREDERICK
New Construction N
Property Type Residential
HOA N
Subdivision Name A MELVIN LEWIS
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade
Total Rooms 6
Full Baths 1
Status ACTIVE
Directions Follow GPS
City WINCHESTER
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 77101.53
Tax Annual Amount 959.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 283.33
Lease Considered Y/N N
Vacation Rental Y/N N
Location Type Rural
Standard Status Active
Year Built Source Estimated
Tax Lot 9
Association Recreation Fee N
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Interior
Interior Amenities 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 - Wo
Heating Fuel Electric
Basement Daylight Partial Outside Entrance Unfinished
Flooring Hardwood
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 1200
Half Baths 0
Central Air Y/N Y
Total Bedrooms 5
Room Type Living Room Dining Room Bedroom 2 Bedroom 3 Kitchen Bedroom 1 Other Office Bathroom 1
Main Level Bedrooms 3
Laundry Type Basement
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 1
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Exterior
Exterior Amenities Outbuilding(s)
Pool No Pool
Parking Features Crushed Stone Gravel Driveway
Lot Features Backs to Trees Front Yard Irregular Stream/Creek Year Round Access
Water Source Well
Type of Parking Driveway Off Street
Foundation Details Block
Water View Y/N Y
Lot Size Acres 1.77
Lot Size Source Estimated
Waterfront Y/N N
Horse Y/N N
Land Assessed Value 86900.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 199
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* Excluded Features
List By
Re/Max Roots

Broker

cindylee.realtorforyou@gmail.com

Email

Affordability Calculator

$2,227
Per Month
96%
4%
0%
Monthly Principal & Interest
$2,147
Monthly Property Taxes
$80
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533201 Elementary School
3533240 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/21/2026$340,000 Listed Price

Map


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199 Dicks Hollow Road, Winchester, VA, 22603 is a Single Family Home for sale at $340,000 with 1,200 sqft and a lot size of 1.77. 199 Dicks Hollow Road has 5 bedrooms, 1.0 baths, and was built in 1960. The property's zip code is 22603 which is in Winchester, VA