SOLD JUL 22, 2026

Sold on Jul 2026

$165,000

•

672

sq ft

21666 Dover Bridge Rd, Preston, MD 21655

Track this home’s value and nearby sales activity

About this home

This updated 2-bedroom, 1-bath ranch offers affordable living on nearly 0.40 +/- acres just outside of Preston. Recent improvements include a new roof, luxury vinyl plank flooring, fresh paint, updated lighting, a stylish kitchen with white cabinetry, solid surface countertops, stainless steel appliances, and a renovated bathroom. The open-concept layout creates a bright, spacious feel, while the large yard, mature trees, and peaceful country setting provide plenty of room to relax and enjoy the outdoors. Conveniently located just minutes from Preston, Easton, and Denton, this turnkey home is a perfect opportunity for first-time buyers, downsizers, or investors.

Single-familyProperty Type

1954Year Built

0.4 acresLot Size

$246Price/Sq.Ft.

Listed by PETER Stark • Benson & Mangold, LLC

•410-822-6665 (broker)

•info@bensonandmangold.com (broker)

Bought with Pam Doll Ackermann • RE/MAX Executive

•443-274-1900 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDCM2007536

Redfin Estimate

$170,803

$5,803 since sold in July 2026$21K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32% lower than the average sale price ($251K) of 6 comparable homes.

SOLD MAR 31, 2026
$359,999
A
3 beds2 baths1,668 sq ft
7390 Patrick Rd, Easton, MD 21601
SOLD JUN 15, 2026
$130,500
B
2 beds1 bath696 sq ft
4310 Bethlehem Rd, Preston, MD 21655
SOLD DEC 15, 2025
$271,500
C
3 beds1 bath1,032 sq ft
22991 Westview Dr, Preston, MD 21655
SOLD MAY 1, 2026
$175,000
D
1 bed1 bath1,056 sq ft
30260 Dover Rd, Easton, MD 21601
SOLD AUG 7, 2026
$275,000
E
3 beds2 baths1,586 sq ft
21134 Dover Bridge Rd, Preston, MD 21655
SOLD DEC 31, 2025
$295,900
F
2 beds1.5 baths1,700 sq ft
3622 Choptank Rd, Preston, MD 21655

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Market trends in 21655, MD

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.8%

0.8% MoM

Median sale price

$355K

$137K MoM

Avg. days on market

36d

7 days MoM

Recently sold homes

5 MoM

New listings for sale

$385,000
4 beds2 baths1,728 sq ft
5716 Bethlehem Rd, Preston, MD 21655
(301) 881-6398
$299,000
3 beds2.5 baths1,760 sq ft
107 Chamber St, Preston, MD 21655
(302) 360-0300
COMING SOON
$649,900
4 beds3 baths2,343 sq ft
7737 Westerly Dr, Preston, MD 21655
(410) 972-4000
$235,000
3 beds2 baths1,840 sq ft
158 Wright St, Preston, MD 21655
(302) 360-0300
See all

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Rental estimate

Est. $1,676 per month, based on comparable rentals

Sale and tax history for 21666 Dover Bridge Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDCM2007536

Jul 22, 2026

Sold

$165,000

$246/sq ft

Jul 5, 2026

Contingent

—

Jul 3, 2026

Listed

$165,000

$246/sq ft

Public Records

Dec 2, 2025

Sold

$100,000

$149/sq ft

Public Records

Jul 18, 2017

Sold

$110,000

$164/sq ft

BRIGHT MLS #1000437357

Aug 31, 2015

Sold

$79,000

$118/sq ft

+11

MRIS #CM8668267

Sep 1, 2015

Delisted

—

Aug 31, 2015

Sold

$79,000

$118/sq ft

Aug 2, 2015

Pending

—

Jun 16, 2015

Listed

$148/sq ft

+11

MRIS #CM7501061

Aug 2, 2011

Pending

—

Mar 18, 2011

Price Changed

$132/sq ft

Mar 7, 2011

Price Changed

$176/sq ft

Dec 23, 2010

Listed

$182/sq ft

BRIGHT MLS #1005095322

Aug 11, 2011

Sold

$70,000

$104/sq ft

Jul 26, 2011

Listing Removed

—

Dec 23, 2010

Listed

$89,000

$132/sq ft

MRIS #CM7343452

Nov 18, 2010

Delisted

—

Sep 28, 2010

Price Changed

May 20, 2010

Listed

BRIGHT MLS #1006702786

Nov 18, 2010

Listing Removed

—

May 20, 2010

Listed

$122,500

$182/sq ft

MRIS #CM6950889

Nov 6, 2009

Delisted

—

Jan 3, 2009

Listed

BRIGHT MLS #1006485082

Nov 6, 2009

Listing Removed

—

Jan 3, 2009

Listed

$160,000

$238/sq ft

MRIS #CM6357506

May 18, 2007

Delisted

—

Mar 30, 2007

Listed

Public Records

Dec 15, 2005

Sold

$57,000

$85/sq ft

** Price available after signing in.

Public record

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.4 Acres

Year renovated

—

Sq. Ft.

672

Year built

1954

Style

Single Family Residential

County

Caroline County

APN

4 12216

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 27, 2026.

Property details

Parking

Parking Information
Gravel Driveway
Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 2

Bathroom Information
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full): 1

Interior Information
Appliances: Oven/Range - Electric, Refrigerator, Washer, Dryer, Built-In Microwave
Interior Features: Kitchen - Eat-In
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Bedroom 2, Kitchen, Bedroom 1

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $64,500
Ownership Interest: Fee Simple
Year Built Source: Assessor
Year Major Reno/Remodel: 2026

Building Information
Construction Materials: Vinyl Siding
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Structure Type: Detached

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $41,900

Above Grade Information
Finished Sq.Ft.: 672
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $1,091
Tax Assessed Value: $106,400
Tax Year: 2025
Tax Annual Amount: $1,151

Assessments Information
Year Assessed: 2026

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: On Site Septic
Water Source: Well

Location

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

Location Information
Outside City Limits
Directions: From Easton Take Dover Bridge Rd. House on Left.

Public facts

Beds: —
Baths: 1.0
Sq. Ft.: 672
Stories: 1.0
Lot Size: 0.4 acres
Style: Single Family Residential
Year Built: 1954
Year Renovated: —
County: Caroline County
APN: 4 12216

Home facts updated by county records on Jul 27, 2026

Around this home

Schools

Preston Elementary School

Public PreK-5 • Assigned • 3.7mi

7/10

Colonel Richardson Middle School

Public 6-8 • Assigned • 7.1mi

6/10

Colonel Richardson High School

Public 9-12 • Assigned • 7.0mi

4/10

Provided by GreatSchools

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

9/10 Heat Factor

7 days above 104° expected this year, 16 days in 30 years

6/10 Wind Factor

57% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Preston, MD • 21655

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

93/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9 hrs

5.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$163,000 – $197,000

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Nearby similar homes

$354,900

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Land— sq ft

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3D WALKTHROUGH

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New listings for sale in 21655

$385,000

4 beds2 baths1,728 sq ft

5716 Bethlehem Rd, Preston, MD 21655

(301) 881-6398

$299,000

3 beds2.5 baths1,760 sq ft

107 Chamber St, Preston, MD 21655

(302) 360-0300

COMING SOON

$649,900

4 beds3 baths2,343 sq ft

7737 Westerly Dr, Preston, MD 21655

(410) 972-4000

$235,000

3 beds2 baths1,840 sq ft

158 Wright St, Preston, MD 21655

(302) 360-0300

Home values near 21666 Dover Bridge Rd

Data from public records.

Address	Redfin Estimate
21581 Dover Bridge Road, Preston, MD - Beds \| 2 Baths \| 1464 Sq. Ft.	$497,707
21726 Dover Bridge Road, Preston, MD - Beds \| 1 Baths \| 1176 Sq. Ft.	$230,482

Address	Redfin Estimate
21680 Dover Bridge Road, Preston, MD - Beds \| 3 Baths \| 2712 Sq. Ft.	$383,666
21710 Dover Bridge Road, Preston, MD - Beds \| 2 Baths \| 2016 Sq. Ft.	$270,894

Address	Redfin Estimate
21629 Dover Bridge Road, Preston, MD - Beds \| 1 Baths \| 1248 Sq. Ft.	$247,174
21730 Dover Bridge Road, Preston, MD 3 Beds \| 2 Baths \| 1188 Sq. Ft.	$209,715

Property information provided by BRIGHT MLS when last listed in 2026. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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21666 Dover Bridge Rd, Preston, MD 21655

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About this home

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Market trends in 21655, MD

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Sale and tax history for 21666 Dover Bridge Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Around this home

Schools

Climate risks

Historical weather

Sun exposure

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New listings for sale in 21655

Home values near 21666 Dover Bridge Rd

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