OFF MARKET

Off Market May 2024 for $850K

$1,037,317

Est. refi paymentEst. refi $9,558/mo

•

2,793

sq ft

306 Benton's Pleasure Rd, Chester, MD 21619

About this home

REDUCED $100k!! A deep-water Cox Creek fixer with great "bones" isn't a home that comes up very often, but here it is! Do a little, or do a lot, as this is a true 1968 time AS-IS time capsule that feels solid under its beautiful hardwood floors. With 5+' water depth and a beautiful view of the creek, your investment will be solid either way. The home is connected to the original septic system, but a sewer tap with a PAID-FOR tap fee is available on-site. Don't miss this one as it is sure not to last long! Note that there is a plotted view lane on the property designed to protect the view of 310 Benton's Pleasure Rd that is included in the documents available to the Buyer. Two adjacent building lots to the right are also for sale.

Single-familyProperty Type

1968Year Built

1.64 acresLot Size

$371Est. Price/Sq.Ft.

Listed by Scott Saunders • Coldwell Banker Waterman Realty

•410-643-5005 (broker)

•info@watermanrealty.com (broker)

Bought with Dakota Wendling • Compass

•410-429-7425 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDQA2006806

Redfin Estimate

$1,037,317

$187K since sold in May 2024$48K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.9% higher than the average sale price ($961K) of 5 comparable homes.

SOLD AUG 25, 2026
$491,023
A
3 beds2 baths3,128 sq ft
114 Cedar Rd, Chester, MD 21619
SOLD JAN 9, 2026
$740,000
B
4 beds2.5 baths2,791 sq ft
123 Bentons Pleasure Rd, Chester, MD 21619
SOLD JUL 24, 2026
$2,200,000
C
5 beds4 baths3,250 sq ft
328 Bentons Pleasure Rd, Chester, MD 21619
SOLD AUG 14, 2026
$640,000
D
4 beds2.5 baths2,570 sq ft
479 Creeks End Ln, Stevensville, MD 21666
SOLD SEP 5, 2025
$735,000
E
5 beds2.5 baths2,564 sq ft
1771 Harbor Dr, Chester, MD 21619

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Earn from this home

Sell

$323,690

Est. take-home

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Refinance

Est. cash available

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Rent

$4,314/mo

Redfin rental estimate

List your home for rent

Market trends in 21619, MD

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.9%

0.3% MoM

Median sale price

$606K

$98K MoM

Avg. days on market

54d

3 days MoM

Recently sold homes

1 MoM

New listings for sale

COMING SOON
$550,000
5 beds3.5 baths3,552 sq ft
326 Castle Marina Rd, Chester, MD 21619
(410) 643-5005
COMING SOON
$350,000
2 beds2 baths1,274 sq ft
200 Church St, Chester, MD 21619
(443) 274-1900
OPEN SAT, 11AM TO 1PM
$944,900
3 beds3 baths2,761 sq ft
275 Warbler Way, Chester, MD 21619
(703) 378-8810
OPEN SUN, 12PM TO 1PM
$400,000
5 beds3.5 baths3,250 sq ft
1868 Roberta Dr, Chester, MD 21619
(410) 828-4838
COMING SOON
$1,250,000
3 beds2.5 baths2,742 sq ft
1717 Harbor Dr, Chester, MD 21619
(410) 476-2201
EARLY ACCESS
$450,000
3 beds4 baths2,100 sq ft
609 Blenny Ln, Chester, MD 21619
$868,000
4 beds2.5 baths3,168 sq ft
113 Bentons Pleasure Rd, Chester, MD 21619
(410) 823-0033
COMING SOON
$439,000
3 beds3 baths1,750 sq ft
41-D Queen Catherine Ct, Chester, MD 21619
(410) 465-1770
$569,900
4 beds2.5 baths2,332 sq ft
233 Cross Creek Ct, Chester, MD 21619
(301) 340-8700
$1,290,000
5 beds2 baths2,700 sq ft
2513 Cecil Dr, Chester, MD 21619
(855) 450-0442
See all

Provided by Redfin

Sale history for 306 Benton's Pleasure Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,776 (+5.6%)

$516,000 + $665,700

$1,181,700

2024

$6,417 (+8.8%)

2023

$5,900 (−2.4%)

$413,500 + $226,100

$639,600

2022

$6,047 (−1.1%)

$413,500 + $226,100

$639,600

2021

$6,118 (+0.6%)

2020

$6,079

2019

$6,079

$413,500 + $214,100

$627,600

2018

$6,079 (−5.3%)

$413,500 + $214,100

$627,600

2017

$6,418 (+0.4%)

$413,500 + $249,400

$662,900

2016

$6,392 (+3.5%)

$413,500 + $249,400

$662,900

2015

$6,176 (+4.3%)

$453,500 + $254,500

$708,000

2014

$5,923 (+4.2%)

2013

$5,682 (+4.0%)

2012

$5,461 (+10.1%)

2011

$4,962 (+5.4%)

2010

$4,709 (+6.4%)

2009

$4,426

Tax history for 306 Benton's Pleasure Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,776 (+5.6%)

$516,000 + $665,700

$1,181,700

2024

$6,417 (+8.8%)

2023

$5,900 (−2.4%)

$413,500 + $226,100

$639,600

2022

$6,047 (−1.1%)

$413,500 + $226,100

$639,600

2021

$6,118 (+0.6%)

2020

$6,079

2019

$6,079

$413,500 + $214,100

$627,600

2018

$6,079 (−5.3%)

$413,500 + $214,100

$627,600

2017

$6,418 (+0.4%)

$413,500 + $249,400

$662,900

2016

$6,392 (+3.5%)

$413,500 + $249,400

$662,900

2015

$6,176 (+4.3%)

$453,500 + $254,500

$708,000

2014

$5,923 (+4.2%)

2013

$5,682 (+4.0%)

2012

$5,461 (+10.1%)

2011

$4,962 (+5.4%)

2010

$4,709 (+6.4%)

2009

$4,426

*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
Zoning
Permits

Beds

—

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1.64 Acres

Year renovated

—

Sq. Ft.

4,314

Year built

1968

Style

Single Family Residential

County

Queen Anne's County

APN

04 038363

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 18, 2026.

NC-20

Neighborhood Conservation-20 District

There are several varieties of NC Districts. The NC Districts are intended to preserve the character, density, and scale of existing residential neighborhoods. The NC Districts allow existing neighborhoods to conform to this Chapter 18:1, and they allow for in-fill development to be compatible with the surrounding area. NC Districts are designated for existing residential developments as follows: NC-20: 20,000 sq ft average lot size.; All NC District regulations apply to NC Districts with a T designation on the Zoning Maps; except that single-wide manufactured homes are a permitted use within NC-T Districts.

Permitted uses

Include but are not limited to:

Equestrian facility
Housing-Single unit
Housing-Multiple units
Public service
Recreation
Housing-Mobile home park

Sep 11, 2027 • Active

Single lot sediment control

Remove and eradicate phragmites from the property.

Grading

Nov 3, 2025 • Final

Single family residence

Construct a two-story addition and renovate the first floor of an existing single-family home. The project includes building a front porch, garage, rear deck, side stoop, and a second-story addition with bedrooms, bathrooms, a laundry room, and a balcony. Interior renovations involve reconfiguring multiple rooms, relocating the kitchen and laundry, and installing a new gas fireplace, while exterior work includes new concrete pads, a driveway addition, and a walkway.

Addition

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Driveway

Interior

Bedroom Information
# of Bedrooms On Main Level: 4

Bathroom Information
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Flooring Type: Hardwood, Tile/Brick
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall

Room Information
Laundry Type: Hookup

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Brick

Basement Information
Basement: No

Exterior

Property Information
Improvement Assessed Value: $210,300
Ownership Interest: Fee Simple
Year Built Source: Estimated

Building Information
Construction Materials: Brick
Foundation Details: Block, Crawl Space
Other Structures: Above Grade
Pets Allowed: Yes
Pet Restrictions: Cats OK, Dogs OK
Roof: Architectural Shingle
Structure Type: Detached

Lot Information
Lot Features: Cleared, Non-Tidal Wetland
Navigable Water
Has Water View
Water Frontage In Feet: 256
Tidal Water: Yes

Land Information
Land Assessed Value: $416,000

Above Grade Information
Finished Sq.Ft.: 2,793
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
County Tax: $5,900
Tax Assessed Value: $626,300
Tax Year: 2023
Tax Annual Amount: $5,900

Assessments Information
Year Assessed: 2023

Utilities

Utilities Information
Baseboard - Electric
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Well

Location

School Information
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: Cox Neck Rd to a right onto Benton's Pleasure Rd.
Mean Low Water Feet: 5

Waterfrontage Information
Water Access
On Waterfront
Water Oriented
Water Body Type: Creek

Public facts

Beds: —
Baths: 4.5
Sq. Ft.: 4,314
Stories: 2.0
Lot Size: 1.64 acres
Style: Single Family Residential
Year Built: 1968
Year Renovated: —
County: Queen Anne's County
APN: 04 038363

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Kent Island Elementary School

Public PreK-2 • Assigned • 1.9mi

Matapeake Middle School

Public 6-8 • Assigned • 1.7mi

8/10

Kent Island High School

Public 9-12 • Assigned • 2.7mi

6/10

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 104° expected this year, 16 days in 30 years

7/10 Wind Factor

79% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Chester, MD • 21619

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 4.8 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$986,000 – $1.19M

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OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

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EARLY ACCESSCOMPASS COMING SOON

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COMING SOON

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Home values near 306 Benton's Pleasure Rd

Data from public records.

Address	Redfin Estimate
309 Bentons Pleasure Road, Chester, MD 3 Beds \| 2 Baths \| 1878 Sq. Ft.	$617,176
311 Bentons Pleasure Road, Chester, MD 4 Beds \| 2.5 Baths \| 3389 Sq. Ft.	$779,428

Address	Redfin Estimate
237 Bentons Pleasure Road, Chester, MD 5 Beds \| 3 Baths \| 2184 Sq. Ft.	$603,344
315 Bentons Pleasure Road, Chester, MD 3 Beds \| 2 Baths \| 1688 Sq. Ft.	—

Address	Redfin Estimate
239 Bentons Pleasure Road, Chester, MD - Beds \| 1.5 Baths \| 2334 Sq. Ft.	$519,039
328 Bentons Pleasure Road, Chester, MD 5 Beds \| 4 Baths \| 3250 Sq. Ft.	$1,973,533

Property information provided by BRIGHT MLS when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21619, MD

Sale history for 306 Benton's Pleasure Rd

Tax history for 306 Benton's Pleasure Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21619

Home values near 306 Benton's Pleasure Rd

More real estate resources