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$275,000

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 896 Sq. Ft.
  • Updated 8 days ago
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This charming 1929 gem is ready for its next chapter. Perfect for first-time buyers or those looking to downsize without giving up land and privacy, this adorable 2-bedroom home offers timeless character in a peaceful setting. Conveniently located near Route 301 and I-95, commuting north or south is a breeze while still enjoying the tranquility of country living. Set on 3.3 picturesque acres, the property features a partially fenced area ideal for pets, along with beautiful natural scenery in every direction. Inside, you'll find brand-new carpet installed in December 2025, and major peace-of-mind upgrades including a new alternative septic system and drainfield (2025). These improvements allow you to enjoy the charm of an older home with the confidence of modern updates. Start your mornings on the front porch with a cup of coffee, listening to the birds and soaking in the quiet. This is the kind of place that simply feels like home.

Full Property Details for 18290 Winston Loop

General

  • Price: $275,000
  • Taxes: $1,013 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VACV2009364
  • Updated: 1/8/2026
  • Added to Site: 8 day(s) ago

Interior

  • Number of Rooms: 3
  • Rooms/Areas: Bedroom 2, Bedroom 1, Bathroom 1

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 2
  • Bedrooms Main & Up: 2

Parking

  • Parking Type: Driveway

Location

  • County: CAROLINE
  • Driving Directions: gps

School Information

  • School District: Caroline County Public Schools

Heating & Cooling

  • Cooling Type: Wall Unit
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Electric
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: On Site Septic
  • Water: Well
  • Utility Description: None

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Aluminum Siding
  • Foundation: Crawl Space
  • Stories Description: Main
  • Square Feet: 896
  • Sq. Ft. Source: Assessor
  • Living Area: 896 Sq. Ft.
  • Finished Above Grnd: 896 Sq. Ft.
  • Year Built: 1929
  • Year Built Source: Estimated

Lot Features

  • Lot Size (Acres): 3.3
  • Lot Size (Sq. Ft.): 143,748
  • Lot Size Source: Estimated
  • Zoning: RP

Financial Considerations

  • Price Per Sq. Ft.: $306.92
  • County Tax: $1,013
  • County Tax Freq: Annually
  • Tax w/Assessment: $194,800
  • Tax Amount: $1,013
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 896

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 13

Listed by EXP Realty, LLC, Holly Perkins

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Listing agent

— 18290 Winston Loop —

  • Holly Perkins

    EXP Realty, LLC

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 18290 Winston Loop

School District:Caroline County Public Schools, Bowling Green, VA
NameGradesDistance
Bowling Green Elementary School
17502 New Baltimore Road, Milford, VA 22514
PK-514.7 mi
Caroline Middle School
13325 Devils Three Jump Road, Milford, VA 22514
6-813 mi
Caroline High School
19155 Rodgers Clark Blvd, Milford, VA 22514
9-1212.9 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 18290 Winston Loop Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$275,000
25.57%
MLS
6/17/2022
Sold
$219,000
—
Public Record
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 18290 Winston Loop

Year
Property Taxes
Change
Tax Assessment
Change
2025
$149,996
17950%
$194,800
81%
2024
$831
—
$107,900
—
2023
$831
—
$107,900
—
2022
$831
2%
$107,900
1%
2021
$818
49%
$106,700
61%
2020
$549
—
$66,200
—
2019
$549
—
$66,200
—
2018
$549
—
$66,200
—
2017
$549
1%
$66,200
—
2016
$543
2%
$66,200
3%
2015
$532
—
$64,100
—
2014
$532
15%
$64,100
—
2013
$462
—
$64,100
—
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.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by EXP Realty, LLC, Holly Perkins

18290 Winston Loop, Hanover, VA 23069 (MLS# VACV2009364) is a Single Family property with 2 bedrooms and 1 full bathroom. 18290 Winston Loop is currently listed for $275,000 and was received on January 08, 2026. Want to learn more about 18290 Winston Loop? Do you have questions about finding other Single Family real estate for sale in Hanover? You can browse all Hanover real estate or contact a Coldwell Banker agent to request more information.

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