Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with insert and beamed cathedral ceilings in the great room, creating a warm and inviting living space. The roof is approximately two years old. The property includes a large patio with an outdoor bar, a chicken coop, and a separate partially built structure ready for customization. Toward the rear of the property is an additional structure featuring one bedroom, a full bathroom, and storage, as well as another separate structure with six bathrooms, offering flexibility for events, gatherings, or agricultural use. A detached two-story barn adds significant value and includes one room, a walk-in closet, and a kitchen with a gas stove, providing potential for guest space, studio, or workshop use. Additional features include a run-in stable, pasture, pond, and expansive open land suitable for farming, homesteading, recreation, or hunting. The nearby Choptank River enhances the appeal for outdoor enthusiasts and waterfowl hunting. The home does need cosmetic updates, and the price reflects its current condition. A rare opportunity to own fully fenced acreage with multiple structures and flexible-use potential on Maryland’s Eastern Shore.
Est. $2,824 per month, based on comparable rentals
Sale and tax history for 20915 Dover Bridge Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDCM2007030
Jun 5, 2026
Sold
$435,000
$228/sq ft
Apr 26, 2026
Contingent
—
Apr 14, 2026
Listed
$447,000
$235/sq ft
BRIGHT MLS #MDCM2006660
Mar 5, 2026
Listing Removed
—
Jan 3, 2026
Listed
$497,000
$261/sq ft
Dec 29, 2025
Coming Soon
*
Public Records
Jan 10, 2022
Sold
$325,000
$171/sq ft
BRIGHT MLS #MDCM2000546
Dec 1, 2021
Sold
$325,000
$171/sq ft
Nov 8, 2021
Pending
—
Oct 12, 2021
Listed
$350,000
$184/sq ft
+7
8.6 acres with lots of possibilities just across the Dover Bridge and its scenic view of the Choptank River and only minutes to Easton! This one level home features 3 bedrooms, 2 full baths, country kitchen with breakfast area, open concept with massive brick fireplace with insert and beamed cathedral ceilings in the great room-dining-living room combo, office and utility room. There is an inground pool with pool house, detached 2 story barn and a run in stable with partially fenced pasture. There's a pond on the property and with the close proximity to the Choptank River creates a perfect waterfowl hunting spot. Property is in an estate and being sold "As Is". Central AC unit does not work. A diamond in the rough waiting for you to polish and make it your own. Do NOT enter property without an appointment.
Year
Property tax
Land + Additions
Assessment*
2025
$4,401 (+7.6%)
$94,300 + $331,700
$426,000
2024
$4,089 (+8.2%)
2023
$3,778 (+3.7%)
2022
$3,643 (+11.8%)
$94,300 + $246,200
$340,500
2021
$3,258 (+4.3%)
2020
$3,123 (+2.0%)
2019
$3,062 (+2.0%)
$94,300 + $209,100
$303,400
2018
$3,002 (+2.1%)
2017
$2,941 (−7.5%)
$94,300 + $192,400
$286,700
2016
$3,178 (+5.4%)
2015
$3,015 (+1.9%)
$99,300 + $185,700
$285,000
2014
$2,958 (+5.1%)
2013
$2,816 (−1.5%)
2012
$2,857 (+5.8%)
2011
$2,700 (+5.8%)
2010
$2,552 (+2.8%)
2009
$2,483
Public record
Beds
—
Baths
2.5
Stories
1
Lot width
—
Lot depth
—
Lot size
8.63 Acres
Year renovated
—
Sq. Ft.
1,904
Year built
1985
Style
Single Family Residential
County
Caroline County
APN
4 20529
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 27, 2026.
Property details
Parking
Parking Information
Driveway
Interior
Bedroom Information
# of Bedrooms On Main Level: 3
Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2
Interior Information
Appliances: Exhaust Fan, Microwave
Interior Features: Dining Area, Floor Plan - Open, CeilngFan(s), Water Treat System
Living Area Sq.Ft. Source: Assessor
Fireplace Information
Has Fireplace
# of Fireplaces: 1
Basement Information
Basement: No
Exterior
Property Information
Total Below Grade Sq. Ft.: 0
Horse: Yes
Horse Amenities: Horses Allowed, Stable(s), Riding Ring
Improvement Assessed Value: $331,700
Ownership Interest: Fee Simple
Year Built Source: Assessor
Building Information
Construction Materials: Vinyl Siding
Foundation Details: Other
Other Structures: Above Grade, Below Grade
Structure Type: Detached
Lot Information
Lot Features: Trees/Wooded, Other
Has Water View
Tidal Water: No
Land Information
Land Assessed Value: $94,300
Above Grade Information
Finished Sq.Ft.: 1,904
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
County Tax: $4,341
Tax Assessed Value: $426,000
Tax Year: 2025
Tax Annual Amount: $4,401
Assessments Information
Year Assessed: 2026
Utilities
Utilities Information
Central Air
Cooling Type: Ceiling Fan(s), Central A/C
Cooling Fuel: Electric
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Private
Location
School Information
School District Name: CAROLINE COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: GPS, GOOGLE MAPS, WAZE
Location Type: Lake
Public facts
Beds: —
Baths: 2.5
Sq. Ft.: 1,904
Stories: 1.0
Lot Size: 8.63 acres
Style: Single Family Residential
Year Built: 1985
Year Renovated: —
County: Caroline County
APN: 4 20529
Home facts updated by county records on Jul 27, 2026
Around this home
Schools
Preston Elementary School
Public PreK-5 • Assigned • 4.9mi
7/10
Colonel Richardson Middle School
Public 6-8 • Assigned • 8.5mi
6/10
Colonel Richardson High School
Public 9-12 • Assigned • 8.4mi
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
64% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Preston, MD • 21655
Average low and high temperatures (°F)
39
23
44
28
61
40
69
48
74
57
86
65
88
71
83
64
78
61
70
48
59
39
46
29
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.
10.5 hrs
7.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$448,000 – $543,000
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