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$475,000

  • For Sale
  • Under Contract
  • Single Family
  • 2,736 Sq. Ft.
  • 2 Car Garage
  • Updated 8 hours ago
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*** ATTENTION INVESTORS - OFFERED AT A NEW PRICE!! *** You will want to check out this fantastic opportunity - with a history of POSITIVE CASH FLOW these two ADJACENT PROPERTIES on a combined total of 1.91-acres in Winchester (just minutes from Valley Health Campus, shopping, restaurants and Rt. 37) may be what you are looking for! These two parcels are to be sold TOGETHER; they are not offered separately, and all for an updated package deal at $475,000! *** 386 Round Hill Road sits on 1.51 acres and consists of 3 UNITS - 2 units are on the main level and one unit is on upper level... each unit has 2 BR, 1 BA, a Living area, Kitchen and laundry hook-up area, and this building totals approximately 2736 SF). Unit 2 is a bit bigger with some additional bonus rooms. 402 Round Hill Road is approximately 1008 SF and features 2 BR, 1 BA, Living Room, formal Dining Room, Kitchen and laundry area (with hook-up only); this property sits on 0.40-acre and includes a covered back porch and the detached garage. Tenants pay utilities. Each unit is separately metered. Each parcel has its own well and septic system. Current tenants would love to stay. ALL units are currently rented! Contact listing agent for information on individual lease terms and rental rates.

Full Property Details for 386 Round Hill Rd

General

  • Price: $475,000
  • Taxes: $1,437 (2022)
  • Status: Under Contract
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAFV2034802
  • Updated: 12/17/2025
  • Added to Site: 221 day(s) ago

Interior

  • Interior Features: Ceiling Fan(s), Entry Level Bedroom, Wood Floors
  • Appliances: Refrigerator, Stove
  • Flooring: Hardwood, Vinyl

Exterior

  • Exterior Features: Outbuilding(s)
  • Porch/Patio/Deck: Patio(s), Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Driveway, Detached Garage
  • Garage Description: Garage - Front Entry

Location

  • County: FREDERICK
  • Driving Directions: From Winchester take 50 WEST past the Valley Health Campus. Turn LEFT on Round Hill Road, and properties will be about .75 mile down on the RIGHT.

School Information

  • School District: Frederick County Public Schools

Heating & Cooling

  • Cooling Type: Ceiling Fan(s), Window Unit(s)
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Electric
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: On Site Septic
  • Water: Well

Structural Information

  • Architectural Style: Other, Bi-level
  • Structure Type: Detached
  • Construction: Vinyl Siding, Aluminum Siding
  • Foundation: Concrete Perimeter
  • Square Feet: 2,736
  • Sq. Ft. Source: Estimated
  • Living Area: 2,736 Sq. Ft.
  • Finished Above Grnd: 2,736 Sq. Ft.
  • Year Built: 1950
  • Year Built Source: Estimated

Unit Information

  • Other Units: Unit 1, Unit 2

Additional Structures

  • Other Structures: Garage(s)

Lot Features

  • Lot Size (Acres): 1.51
  • Lot Size (Sq. Ft.): 65,776
  • Lot Size Source: Estimated
  • Zoning: RA
  • Lot Description: Backs to Trees, Partly Wooded

Financial Considerations

  • Price Per Sq. Ft.: $173.61
  • Assessment Year: 2024
  • County Tax: $1,437
  • County Tax Freq: Annually
  • Tax w/Assessment: $281,300
  • Tax Amount: $1,437
  • Tax Year: 2022

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 244

Listed by Colony Realty, Bridget V Aikens

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Listing agent

— 386 Round Hill Rd —

  • Bridget V Aikens

    Colony Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 386 Round Hill Rd

School District:Frederick County Public Schools, Winchester, VA
NameGradesDistance
Orchard View Elementary School
4275 Middle Road, Winchester, VA 22602
K-54.6 mi
Frederick County Middle School
4661 North Frederick Pike, Winchester, VA 22603
6-85.7 mi
James Wood High School
161 Apple Pie Ridge Road, Winchester, VA 22603
9-122.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 386 Round Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/16/2025
Price Reduced
$475,000
-4.81%
MLS
6/09/2025
Listed
$499,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 386 Round Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$717
—
$348,300
24%
2024
$717
-50%
$281,300
—
2023
$1,435
—
$281,300
19%
2022
$1,437
—
$235,500
—
2021
$1,437
12%
$235,500
12%
2020
$1,280
—
$209,800
—
2019
$1,280
11%
$209,800
11%
2018
$1,155
2%
$189,300
—
2017
$1,136
31%
$189,300
31%
2016
$870
7%
$145,000
—
2015
$812
—
$145,000
4%
2014
$814
—
$139,200
—
2013
$814
—
$139,200
—
View All
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 for 386 Round Hill Rd

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NMLS#: 1598647

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Listed by Colony Realty, Bridget V Aikens

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386 Round Hill Road, Winchester, VA 22602 (MLS# VAFV2034802) is a Single Family property with 0 bedrooms and 0 full bathrooms. 386 Round Hill Road is currently listed for $475,000 and was received on June 09, 2025. Want to learn more about 386 Round Hill 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.

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