OFF MARKET

Off market dec 2019 for $325K

$466,439

Est. refi paymentEst. refi $2,406/mo

•

1,188

sq ft

22386 Hillsboro Rd, Denton, MD 20706

About this home

Single-familyProperty Type

2017Year Built

5.51 acresLot Size

$393Est. Price/Sq.Ft.

6 car garageParking

Listed by David Kaufmann • EXIT On The Bay

•410-304-2011 (broker)

Bought with David Kaufmann • EXIT On The Bay

•410-304-2011 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDCM123150

Redfin Estimate

$466,439

$141K since sold in December 2019$11K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 10.3% higher than the average sale price ($423K) of 6 comparable homes.

SOLD OCT 7, 2026
$400,000
A
3 beds2 baths1,344 sq ft
11498 Reed Cir, Ridgely, MD 21660
SOLD OCT 19, 2026
$350,000
B
3 beds2 baths1,563 sq ft
11 Ridgeway Dr, Ridgely, MD 21660
SOLD SEP 11, 2026
$399,900
C
3 beds2 baths1,120 sq ft
11139 Central Ave, Ridgely, MD 21660
SOLD JUN 29, 2026
$557,500
D
3 beds2 baths1,568 sq ft
12104 Holly Rd, Ridgely, MD 21660
SOLD NOV 17, 2025
$480,000
E
3 beds2 baths1,232 sq ft
23678 Willow Pond Rd, Denton, MD 21629
SOLD AUG 28, 2026
$349,000
F
3 beds2 baths1,748 sq ft
10280 Log Cabin Rd, Denton, MD 21629

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Earn from this home

Sell

$213,581

Est. take-home

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Refinance

Est. cash available

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Rent

$2,436/mo

Redfin rental estimate

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Market trends in 21629, MD

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

96.0%

0.3% MoM

Median sale price

$345K

$26K MoM

Avg. days on market

68d

2 days MoM

Recently sold homes

1 MoM

New listings for sale

$379,000
3 beds3 baths2,026 sq ft
8654 Legion Rd, Denton, MD 21629
(410) 479-2000
$299,900
4 beds2 baths1,760 sq ft
12 N 4th St, Denton, MD 21629
(410) 729-7700
$80,000
3 beds1 bath2,170 sq ft
25468 Auction Rd, Denton, MD 21629
(410) 488-3124
3D WALKTHROUGH
$499,000
4 beds2.5 baths2,664 sq ft
9533 Quail Run Rd, Denton, MD 21629
(410) 479-3993
$379,900
3 beds1 bath1,336 sq ft
8275 New Bridge Rd, Denton, MD 21629
(410) 827-4663
$390,000
4 beds2.5 baths2,388 sq ft
1111 Canvasback Ln, Denton, MD 21629
(410) 827-4663
$265,000
6 beds— baths3,200 sq ft
211 S 6th St, Denton, MD 21629
(410) 479-2000
See all

Provided by Redfin

Sale history for 22386 Hillsboro Rd

Date

Event

Price

BRIGHT MLS #MDCM123150

Dec 20, 2019

Sold

$325,000

$274/sq ft

Dec 6, 2019

Pending

—

Nov 16, 2019

Contingent

—

Oct 11, 2019

Listed

$325,000

$274/sq ft

Public Records

May 23, 2016

Sold

$87,500

$74/sq ft

MRIS #CM8584438

Apr 7, 2016

Sold

$87,500

$74/sq ft

Feb 19, 2016

Pending

—

Jul 1, 2015

Price Changed

$82/sq ft

Mar 26, 2015

Listed

$101/sq ft

BRIGHT MLS #1000436527

Apr 8, 2016

Listing Removed

—

Apr 7, 2016

Sold

$87,500

$74/sq ft

Mar 26, 2015

Listed

$97,500

$82/sq ft

BRIGHT MLS #1007882290

Mar 31, 2015

Listing Removed

—

Mar 30, 2015

Listed

$120,000

$101/sq ft

BRIGHT MLS #1007051484

Jan 19, 2015

Listing Removed

—

Jan 23, 2014

Listed

$160,000

$135/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$3,633 (+16.8%)

2024

$3,110 (+4.7%)

$90,200 + $202,000

$292,200

2023

$2,969 (+5.0%)

2022

$2,828 (+9.3%)

2021

$2,587 (+10.3%)

$90,200 + $163,300

$253,500

2020

$2,345 (+11.5%)

2019

$2,103

2018

$2,103 (−22.0%)

$83,200 + $103,900

$187,100

2017

$2,696 (+163.3%)

2016

$1,024 (+1.8%)

$84,300 + $4,000

$88,300

2015

$1,006 (−7.5%)

$84,300 + $4,000

$88,300

2014

$1,088 (+4.7%)

$94,300 + $3,400

$97,700

2013

$1,039 (+5.0%)

2012

$989 (−22.9%)

2011

$1,284 (+3.3%)

2010

$1,243 (+6.1%)

2009

$1,171

Tax history for 22386 Hillsboro Rd

Year

Property tax

Land + Additions

Assessment*

2026

$3,633 (+16.8%)

2024

$3,110 (+4.7%)

$90,200 + $202,000

$292,200

2023

$2,969 (+5.0%)

2022

$2,828 (+9.3%)

2021

$2,587 (+10.3%)

$90,200 + $163,300

$253,500

2020

$2,345 (+11.5%)

2019

$2,103

2018

$2,103 (−22.0%)

$83,200 + $103,900

$187,100

2017

$2,696 (+163.3%)

2016

$1,024 (+1.8%)

$84,300 + $4,000

$88,300

2015

$1,006 (−7.5%)

$84,300 + $4,000

$88,300

2014

$1,088 (+4.7%)

$94,300 + $3,400

$97,700

2013

$1,039 (+5.0%)

2012

$989 (−22.9%)

2011

$1,284 (+3.3%)

2010

$1,243 (+6.1%)

2009

$1,171

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

—

Baths

Stories

1.5

Lot width

—

Lot depth

—

Lot size

5.51 Acres

Year renovated

—

Sq. Ft.

1,188

Year built

2017

Style

Single Family Residential

County

Caroline County

APN

6 6647

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 8, 2026.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 6
Garage Features: Garage - Front Entry, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 6
Attached Garage, Driveway, Off Street

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 2

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 1

Interior Information
Living Area Sq.Ft. Source: Assessor
R-Factor Ceilings: 47
Wall & Ceiling Types: Dry Wall, High

Room Information
Laundry Type: Dryer In Unit, Washer In Unit

Basement Information
Basement: No

Exterior

Property Information
Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Ownership Interest: Fee Simple
Property Condition: Very Good, Good
Year Built Source: Assessor

Building Information
Construction Materials: Blown-In Insulation, Vinyl Siding
Other Structures: Above Grade, Below Grade
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
R-Factor Ext Walls: 47
Structure Type: Detached

Lot Information
Lot Size Dimensions: x 0.00
Tidal Water: No

Above Grade Information
Finished Sq.Ft.: 1,188
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $1,834
Tax Assessed Value: $187,100
Tax Year: 2018
Tax Annual Amount: $2,043

Assessments Information
Year Assessed: 2019

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Electric Previous 12 Months: $1,920
Electric Average / Month: $160
Heat Pump(s)
Heating Fuel: Electric
Sewer Septic: Community Septic Tank, Private Septic Tank
DSL Available, Fiber Optics Available, Phone Available, Propane
Water Source: Well

Location

School Information
School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: 404 to right at Royal Farms go past John Deere and turn left onto Hillsboro road proceed about 4 miles sign posted on left.
Municipality: Denton

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,188
Stories: 1.5
Lot Size: 5.51 acres
Style: Single Family Residential
Year Built: 2017
Year Renovated: —
County: Caroline County
APN: 6 6647

Home facts updated by county records on Oct 8, 2026

Around this home

Schools

K - 12
Preschool & daycare

Ridgely Elementary School

Public PreK-5 • Assigned • 3.5mi

4/10

Lockerman Middle School

Public 6-8 • Assigned • 5.7mi

6/10

North Caroline High School

Public 9-12 • Assigned • 4.7mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 105° expected this year, 16 days in 30 years

6/10 Wind Factor

43% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Denton, MD • 20706

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.3 hours in June and 4.9 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.9 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$444,000 – $537,000

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3D WALKTHROUGH

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Home values near 22386 Hillsboro Rd

Data from public records.

Address	Redfin Estimate
22404 Hillsboro Rd, Denton, MD - Beds \| 1.5 Baths \| 2081 Sq. Ft.	$301,411
22415 Hillsboro Rd, Denton, MD 3 Beds \| 1 Baths \| 1152 Sq. Ft.	$205,778
22354 Hillsboro Rd, Denton, MD 3 Beds \| 2 Baths \| 1536 Sq. Ft.	$261,314
22433 Hillsboro Rd, Denton, MD 3 Beds \| 2 Baths \| 1440 Sq. Ft.	$266,768
22320 Butler Ct, Denton, MD - Beds \| 2 Baths \| 1450 Sq. Ft.	$240,921
22469 Shore Hwy, Denton, MD - Beds \| 2 Baths \| 1766 Sq. Ft.	$333,945
22455 Shore Hwy, Denton, MD 3 Beds \| 3 Baths \| 1524 Sq. Ft.	$316,083

Address	Redfin Estimate
22464 Hillsboro Rd, Denton, MD 1 Beds \| 1 Baths \| 720 Sq. Ft.	$185,028
22440 Hillsboro Rd, Denton, MD - Beds \| 1 Baths \| 576 Sq. Ft.	$81,352
22320 Hillsboro Rd, Denton, MD 3 Beds \| 1 Baths \| 1056 Sq. Ft.	$343,080
22330 Hillsboro Rd, Denton, MD 3 Beds \| 1 Baths \| 1056 Sq. Ft.	$321,123
22443 Shore Hwy, Denton, MD - Beds \| 2 Baths \| 720 Sq. Ft.	$99,233
22429 Shore Hwy, Denton, MD - Beds \| 1 Baths \| 1012 Sq. Ft.	$177,667
22433 Shore Hwy, Hillsboro, MD - Beds \| 2 Baths \| 1635 Sq. Ft.	$202,431

Address	Redfin Estimate
22434 Hillsboro Rd, Denton, MD - Beds \| 2 Baths \| 1040 Sq. Ft.	$156,370
22392 Hillsboro Rd, Denton, MD - Beds \| 1 Baths \| 990 Sq. Ft.	$170,696
22395 Hillsboro Rd, Denton, MD - Beds \| 2 Baths \| 3631 Sq. Ft.	$476,912
22342 Hillsboro Rd, Denton, MD - Beds \| 1 Baths \| 1104 Sq. Ft.	$174,389
22378 Shore Hwy, Denton, MD - Beds \| 1 Baths \| 1452 Sq. Ft.	$221,575
22324 Butler Ct, Denton, MD - Beds \| 2 Baths \| 2000 Sq. Ft.	$408,989
22319 Butler Ct, Denton, MD 3 Beds \| 2 Baths \| 1232 Sq. Ft.	$330,471

Property information provided by BRIGHT MLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21629, MD

Sale history for 22386 Hillsboro Rd

Tax history for 22386 Hillsboro Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21629

Home values near 22386 Hillsboro Rd

More real estate resources