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199 Dicks Hollow Rd , Winchester, VA 22603
$325,000
Est. Payment: $1,702.63/mo
5 Bed
1 Bath
1200 Sqft
1.77 Acres
Status: active | Days on site: 40
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House 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 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.

Highlights

Listed by Cynthia Lee , 5405398020 RE/MAX Roots , 5406867362. Bright MLS

Property Type

Residential

Lot/Acreage
1.77

Year Built

1960

County

Frederick

Neighborhood

A Melvin Lewis

School District

Frederick County Public Schools

Listing ID

VAFV2045014

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:5
  • ▪ Bathrooms:1
  • ▪ Full Bathrooms:1
Appliances:Built-In Microwave, Built-In Range, Cooktop, Dryer - Electric, Refrigerator, Washer, Water Heater
Air Cond:Central A/C
Fireplaces:
Floor:Hardwood
Above Ground Sq Ft:1200
Basement:Daylight,Partial,Outside Entrance,Unfinished
Other:
  • ▪ Main Floor Bedrooms:3
  • ▪ Additional: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
Water:Well

Exterior Features

Lot:Backs to Trees,Front Yard,Irregular,Stream/Creek,Year Round Access,Not New Construction,Horse Property: No
Garage Capacity:8
Zoning:RA
Others:
  • ▪ Additional:Outbuilding(s), Excellent
Sewer:On Site Septic
Parking Features:Crushed Stone,Gravel Driveway,Driveway,Off Street,4+ Spaces,3+ Spaces,2+ Spaces,1+ Spaces
Principal Interest
$1,703
Taxes
$80

Home Price

$325,000

Loan Details

30 yrs
6.844%

Down Payment

20%
$65,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$1,702.63

Principal

Taxes

Principal Taxes HOA Total
Monthly $1,702.63 $79.92 $0.00 $1,782.55
Yearly $20,431.59 $959.00 $0.00 $21,390.59
Total $612,947.80 $28,770.00 $0.00 $641,717.80
Lender profile image
Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Winchester, VA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

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Data last updated: 2026-11-13T21:11:33.000Z

© 2026 Bright MLS