18290 Winston Loop

896 Sq. Ft.
$307 / Sq. Ft.
896
Sq. Ft.
$307
per Sq. Ft.

Description

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...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.
  1. Listed by Holly Perkins • EXP Realty, LLC
    P: (804)-994-8915 hollyperkins4@gmail.com

Property Details for 18290 Winston Loop

Tax ID Number
109-A-13
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
LISTING UPDATED: 01/09/2026 03:00 AM

Property Details for 18290 Winston Loop

StatusActive
MLS #VACV2009364
Days on Market2
Taxes$1,013 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1929
Lot Size3.30 AC / 143,748 SF
CountyCaroline County

Location

Listing Courtesy of EXP Realty, LLC, Holly Perkins
Add your commute

Building Information for 18290 Winston Loop

Stories1Year Built1929Building Size-Lot Size3.30 AC / 143,748 SF

Payment Calculator

$1,425 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,340

Property Taxes

$84

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 18290 Winston Loop

Location
Location
  • In City Limits: No
  • School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
  • School District County ID: 121141079578
  • County: CAROLINE
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $194,800
  • County Tax: $1,013
  • Zoning: RP
  • Tax Lot: 13
  • School Tax: $0
  • Tax Page Number: 340
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 0
Rooms
  • Room List: Bedroom 2, Bedroom 1, Bathroom 1
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Bedroom 1
  • Room Level: Main
  • Room Exists: Yes
Room 2
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Exists: Yes
Room 3
  • Room Type: Bathroom 1
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 896.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Parcel ID: 16817576
Parking
Parking
  • Type Of Parking: Driveway
Interior Features
Interior Features
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Utilities: None
  • Heating: Yes
  • Cooling Type: Wall Unit
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Electric
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
  • Internet Services: Broadband, Satellite
Confidential Data
Listing Office
  • List Agent AOR: Fredericksburg Area Association of REALTORS

Property History for 18290 Winston Loop

DateEvent & SourcePriceAppreciation
Jan 8, 2026

Listed (Active)

BRIGHT #VACV2009364

$275,000
Jun 17, 2022

Sold (Public Record)

Public Record #1500951961

$219,000

+39.8% / yr

Jun 16, 2022

Sold

CVRMLS #2209936

$219,000
Apr 27, 2022

Pending

CVRMLS #2209936

Apr 15, 2022

Listed (Active)

CVRMLS #2209936

$219,950
May 28, 2020

Sold (Public Record)

Public Record #674606489

$110,000

+42.4% / yr

Jul 24, 2018

Sold

CVRMLS #1815744

$57,000
Jul 19, 2018

Sold (Public Record)

Public Record #627803099

$57,000
Jul 2, 2018

Pending

CVRMLS #1815744

May 2, 2018

Listed (Active)

CVRMLS #1815744

$67,500
DateEvent & SourcePrice
01/08/2026

Listed (Active)

BRIGHT #VACV2009364

$275,000
06/17/2022

Sold (Public Record)

Public Record #1500951961

$219,000

+39.8% / yr

06/16/2022

Sold

CVRMLS #2209936

$219,000
04/27/2022

Pending

CVRMLS #2209936

04/15/2022

Listed (Active)

CVRMLS #2209936

$219,950
05/28/2020

Sold (Public Record)

Public Record #674606489

$110,000

+42.4% / yr

07/24/2018

Sold

CVRMLS #1815744

$57,000
07/19/2018

Sold (Public Record)

Public Record #627803099

$57,000
07/02/2018

Pending

CVRMLS #1815744

05/02/2018

Listed (Active)

CVRMLS #1815744

$67,500

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 18290 Winston Loop

Taxable ValueLand$59,300Additions$135,500Total$194,800
Tax Record2025$149,996 ($12,500 / month)
Home Facts
Beds2Baths1Total Finished SqFt896 SqFtAbove Grade Finished SqFt896 SqFtStories1Lot Size144,227 SqFtStyleSingle Family ResidenceYear Built1929ZoningRPCountyCAROLINEAPN109-A-13

Schools near 18290 Winston Loop

This home is within Caroline County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
Bowling Green Elementary School
PublicPK to 5

Caroline Middle School
Public6 to 8

Caroline High School
Public9 to 12

Madison Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

18290 Winston Loop is a single family home for sale in Hanover, VA 23069. This property was listed for sale on January 8, 2026 by EXP Realty, LLC, it's currently listed at $275,000. It has been on the market for a total of 2 days and was last sold on June 17, 2022. This listing's school district is Caroline County Public Schools. Nearby schools include Bowling Green Elementary School, Caroline Middle School and Caroline High School. 18290 Winston Loop is a 2-bed, 1-bath, 896 sqft single family home built in 1929.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of EXP Realty, LLC, Holly Perkins

Based on information from one of the following Multiple Listing Services: CVRMLS, Roanoke Valley Association of REALTORS (Roanoke, VA), LAR, Lynchburg Association of REALTORS® and Charlottesville Area Association of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by CVRMLS, Roanoke Valley Association of REALTORS (Roanoke, VA), LAR, Lynchburg Association of REALTORS® and Charlottesville Area Association of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.