OFF MARKET

Off Market Jan 2025 for $540K

$617,176

Est. refi paymentEst. refi $2,907/mo

•

1,878

sq ft

309 Bentons Pleasure Rd, Chester, MD 21619

About this home

Welcome to your perfect one-level home with a limited water view of Cox Creek! Step inside to a bright and open floor plan featuring a striking cathedral ceiling that sets the tone for airy, spacious living. The large kitchen is a chef's dream, equipped with stainless steel appliances, a convenient beverage cooler, and an expansive island with seating for five—ideal for entertaining or family gatherings. Hardwood flooring flows seamlessly through the main living and dining areas, creating a warm, inviting atmosphere. The primary suite offers a luxurious escape with a spa-like en-suite bath, complete with a tiled walk-in shower, double sinks, and a generous walk-in closet. Outside, enjoy a private deck and hot tub—perfect for relaxing evenings. An attached oversized two-car garage with a sleek epoxy floor provides ample space for vehicles and storage. This home combines luxury, convenience, and a touch of tranquility by the water. Don't miss the chance to make it yours!

Single-familyProperty Type

1996Year Built

0.7 acresLot Size

$329Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Chuck Mangold JR. • Benson & Mangold, LLC

•410-822-6665 (broker)

•info@bensonandmangold.com (broker)

Bought with Crystal Smith • RE/MAX Executive

•443-274-1900 (broker)

Bought with Chessie Knapp • RE/MAX Executive

•443-274-1900 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDQA2011700

Redfin Estimate

$617,176

$77K since sold in January 2025$13K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.4% higher than the average sale price ($466K) of 6 comparable homes.

SOLD JUN 24, 2026
$480,000
A
3 beds2 baths1,804 sq ft
1848 Harbor Dr, Chester, MD 21619
SOLD AUG 25, 2026
$491,023
B
3 beds2 baths3,128 sq ft
114 Cedar Rd, Chester, MD 21619
SOLD JUN 30, 2026
$471,500
C
3 beds2 baths2,016 sq ft
1906 Stevens Dr, Chester, MD 21619
SOLD JUL 31, 2026
$445,000
D
3 beds2 baths1,486 sq ft
1872 Harbor Dr, Chester, MD 21619
SOLD JUN 8, 2026
$299,900
E
3 beds2 baths1,800 sq ft
1914 Anchorage Dr, Chester, MD 21619
SOLD AUG 29, 2025
$610,000
F
3 beds3.5 baths2,142 sq ft
1773 Harbor Dr, Chester, MD 21619

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Earn from this home

Sell

$159,665

Est. take-home

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Refinance

Est. cash available

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Rent

$2,827/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 309 Bentons Pleasure Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,036 (+5.2%)

$186,300 + $257,000

$443,300

2024

$3,836 (+5.5%)

2023

$3,636 (+3.7%)

$174,500 + $205,100

$379,600

2022

$3,507 (+2.0%)

$174,500 + $205,100

$379,600

2021

$3,439 (+4.0%)

2020

$3,308 (+12.2%)

2019

$2,948 (+5.2%)

$200,300 + $138,400

$338,700

2018

$2,802 (+5.3%)

2017

$2,662

$171,900 + $99,400

$271,300

2016

$2,662 (−1.2%)

$171,900 + $99,400

$271,300

2015

$2,694

$173,600 + $101,100

$274,700

2014

$2,695

2013

$2,695 (+1.2%)

2012

$2,664 (+10.2%)

2011

$2,416 (+5.3%)

2010

$2,294 (+7.1%)

2009

$2,142

Tax history for 309 Bentons Pleasure Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,036 (+5.2%)

$186,300 + $257,000

$443,300

2024

$3,836 (+5.5%)

2023

$3,636 (+3.7%)

$174,500 + $205,100

$379,600

2022

$3,507 (+2.0%)

$174,500 + $205,100

$379,600

2021

$3,439 (+4.0%)

2020

$3,308 (+12.2%)

2019

$2,948 (+5.2%)

$200,300 + $138,400

$338,700

2018

$2,802 (+5.3%)

2017

$2,662

$171,900 + $99,400

$271,300

2016

$2,662 (−1.2%)

$171,900 + $99,400

$271,300

2015

$2,694

$173,600 + $101,100

$274,700

2014

$2,695

2013

$2,695 (+1.2%)

2012

$2,664 (+10.2%)

2011

$2,416 (+5.3%)

2010

$2,294 (+7.1%)

2009

$2,142

*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

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.7 Acres

Year renovated

—

Sq. Ft.

1,878

Year built

1996

Style

Single Family Residential

County

Queen Anne's County

APN

04 093518

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

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Front Entry, Garage Door Opener, Oversized, Inside Access
# of Total Garage and Parking Spaces: 4
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 2
Attached Garage, 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
Interior Features: Attic, Stall Shower, Tub Shower, Built-Ins, Carpet, CeilngFan(s), Central Vacuum, Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Floor Plan - Open, Kitchen - Island, Master Bath(s), Recessed Lighting, Walk-in Closet(s), Wood Floors
Living Area Sq.Ft. Source: Assessor

Room Information
Laundry Type: Main Floor

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Accessibility Features: Ramp - Main Level
Improvement Assessed Value: $205,100
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Vinyl Siding, Stone
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s), Porch(es)
Structure Type: Detached
Other Structures: Shed

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $174,500

Above Grade Information
Finished Sq.Ft.: 1,878
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $3,776
Tax Assessed Value: $400,833
Tax Year: 2024
Tax Annual Amount: $3,776

Assessments Information
Year Assessed: 2024

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Tankless
Sewer Septic: Septic = # of BR
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: Rt 50 to Cox Neck Rd, turn onto Benton's Pleasure Rd. House on left hand side, sign posted.

Waterfrontage Information
Water Oriented
Water Body Type: River
Water Body Name: Cox Creek

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,878
Stories: 1.0
Lot Size: 0.7 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: Queen Anne's County
APN: 04 093518

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

6/10 Wind Factor

75% 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

$587,000 – $710,000

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New listings for sale in 21619

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EARLY ACCESSCOMPASS COMING SOON

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COMING SOON

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Home values near 309 Bentons Pleasure Rd

Data from public records.

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
241 Bentons Pleasure Road, Chester, MD 4 Beds \| 2.5 Baths \| 2020 Sq. Ft.	$612,365

Address	Redfin Estimate
311 Bentons Pleasure Road, Chester, MD 4 Beds \| 2.5 Baths \| 3389 Sq. Ft.	$779,428
243 Bentons Pleasure Road, Chester, MD - Beds \| 2 Baths \| 2033 Sq. Ft.	$676,869

Property information provided by BRIGHT MLS when last listed in 2024. 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 309 Bentons Pleasure Rd

Tax history for 309 Bentons 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 309 Bentons Pleasure Rd

More real estate resources