22033 Main Street, Hillsborough, MD 21641 - Photo 1

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$285,000

For Sale
Active
Single Family
6 Beds
2 Full Baths
2,320 Sq. Ft.
Updated 3 days ago

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Property Description

TWO-UNIT PROPERTY IN THE HEART OF HILLSBORO! This well-maintained duplex offers an excellent opportunity for an owner-occupant, investor, or buyer looking for flexible living arrangements. The property features two separate units, with the upper-level unit offering 2 bedrooms and 1 full bath and the lower-level unit offering 4 bedrooms and 1 full bath. Both units have been consistently rented, providing an established investment opportunity. Each unit has its own separate entrance and separate utility meters, adding convenience for both residents and ownership. Recent improvements include new carpet and kitchen flooring in the lower-level unit, a new hot water heater, and fresh paint completed within the past year. The property also features a newer detached shed and additional outdoor space. The building offers classic character with a brick-and-siding exterior and a convenient Main Street location. Whether you're looking to add an income-producing property to your portfolio, live in one unit while renting the other, or accommodate extended family, this property offers flexibility and opportunity.

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Full Property Details

Full Property Details for 22033 Main St

General

Price: $285,000
Taxes: $1,872 (2026)
Status: Active
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDCM2007896
Updated: 9/28/2026
Added to Site: 7 day(s) ago

Interior

Interior Features: Combination Kitchen/Dining
Appliances: Oven/Range - Electric, Refrigerator

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Upper Floor Baths: 1
Upper - Full Baths: 1
Main Floor Baths: 1
Main - Full Baths: 1

Bedrooms

Total Bedrooms: 6
Bedrooms Upper: 2
Bedrooms Main & Up: 4

Parking

Parking Type: Off Street, Driveway

Location

Municipality: HILLSBORO
County: CAROLINE
Subdivision: HILLSBORO ESTATES
Driving Directions: From MD-404, take MD-480 (Ridgely Road) toward Hillsboro. Continue into Hillsboro and turn onto Main Street. Property is located on Main Street in the town of Hillsboro. The property is on Main Street near the center of Hillsboro, with the address confirmed as 22033 Main St.
City Limits: Yes

School Information

School District: Caroline County Public Schools

Heating & Cooling

Cooling Type: Window Unit(s), Ceiling Fan(s)
Cooling Fuel: Electric
Heating Type: Forced Air
Heating Fuel: Oil
Water Heater: Electric

Utilities

Sewer: Private Septic Tank
Water: Well

Structural Information

Architectural Style: Other
Structure Type: Detached
Construction: Brick, Combination
Foundation: Slab
Stories Description: Main, Upper 1
Square Feet: 2,320
Sq. Ft. Source: Assessor
Living Area: 2,320 Sq. Ft.
Finished Above Grnd: 2,320 Sq. Ft.
Year Built: 1900
Year Built Source: Assessor

Additional Structures

Other Structures: Shed

Lot Features

Lot Size (Acres): 0.1
Lot Size (Sq. Ft.): 4,320
Lot Size Source: Assessor
Zoning: MULTIFAMILY DWELLING

Financial Considerations

Price Per Sq. Ft.: $122.84
Assessment Year: 2026
City/TownTax: $308
City/TownTax Freq: Annually
County Tax: $1,504
County Tax Freq: Annually
Tax w/Assessment: $140,267
Tax Amount: $1,872
Tax Year: 2026
Tax Total Finished Sq. Ft.: 2320

Disclosures and Reports

Ownership: Fee Simple
Exclusions: Upstairs appliances, window units
Section: 2
Lot Number: 4320

Listed by The Parker Group, Heather Branham

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Listing agent

— 22033 Main St —

Heather Branham

The Parker Group

Listing Office Email: broker@theparkergroup.com

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Schools

Schools serving 22033 Main St

School District:Caroline County Public Schools, Denton, MD

Name	Grades	Distance
Ridgely Elementary School 118 North Central Avenue, Ridgely, MD 21660	PK-5	3.9 mi
Lockerman Middle School 410 Lockerman Street, Denton, MD 21629	6-8	6.4 mi
North Caroline High School 10990 River Road, Ridgely, MD 21660	9-12	5.4 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 22033 Main St Get Price Alerts and Save Property

Date

Details

Price

Change

Source

9/24/2026

Listed

$285,000

235.29%

MLS

6/07/2020

Sold

$85,000

—

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

Tax History for 22033 Main St

Year

Property Taxes

Change

Tax Assessment

Change

2025

$1,837

14%

$140,267

7%

2023

$1,609

—

$130,900

3%

2023

$1,609

—

$126,767

3%

2023

$1,609

3%

$122,633

3%

2022

$1,555

16%

$118,500

2%

2017

$1,342

-13%

$116,367

2%

2021

$1,550

2%

$114,233

2%

2020

$1,523

2%

$112,100

2%

2019

$1,493

2%

$109,633

2%

2018

$1,462

2%

$107,167

2%

2017

$1,431

1%

$104,700

1%

2016

$1,413

3%

$103,267

1%

2015

$1,375

3%

$101,833

1%

2014

$1,337

—

$100,400

—

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

Estimate the Cost for 22033 Main St

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$289,000

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4
Beds
2
Total Baths
1,800
Sq. Ft.

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Sold

$275,000

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Single Family
Closed
Updated 11 days ago

3
Beds
2
Total Baths
1,120
Sq. Ft.

Listed by Keller Williams Realty, Heather Ann Brummell
Sold by Benson & Mangold, LLC, Shelby D Roney

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$310,000

1 Oakview Ct Ridgely, MD 21660

Single Family
Closed

3
Beds
2
Total Baths
1,104
Sq. Ft.

Listed by Benson & Mangold, LLC, Peter A Stark
Sold by Douglas Realty LLC, Lisa A Diggs

Sold

$295,000

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Single Family
Closed

3
Beds
1
Total Bath
1,024
Sq. Ft.

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Sold by Long & Foster Real Estate, Inc., Bonnie L Duley

22033 Main Street, Hillsborough, MD 21641 (MLS# MDCM2007896) is a Single Family property with 6 bedrooms and 2 full bathrooms. 22033 Main Street is currently listed for $285,000 and was received on September 24, 2026. Want to learn more about 22033 Main Street? Do you have questions about finding other Single Family real estate for sale in Hillsborough? You can browse all Hillsborough real estate or contact a Coldwell Banker agent to request more information.

22033 Main St Hillsborough, MD 21641