OFF MARKET

Off Market May 2023 for $552K

$649,815

Est. refi paymentEst. refi $3,545/mo

•

2,084

sq ft

219 Bentons Pleasure Rd, Chester, MD 21619

About this home

Experience living at its finest with this contemporary 4 bedroom, 2 bath home on a ONE-ACRE lot in Bentons Pleasure! Walk through the door to a beautiful living room with cathedral ceiling and prepare to be amazed by the breathtaking view from the dining room. The master bedroom suite includes a walk-in closet and bathroom with a garden tub and separate shower. Enjoy your morning coffee on the backyard deck accessible from the master bedroom and breakfast nook. Cook up a storm in the kitchen, complete with stainless steel appliances and a pass-through window to the living room. With 3 additional bedrooms and a full bath, this home has something for everyone. If the 2-car garage and large driveway is not enough room for you, there is an oversized detached garage located in the backyard. Embrace the small-town atmosphere and live in comfort just minutes from the Chesapeake Bay. Come explore the wonders of Bentons Pleasure today!

Single-familyProperty Type

2002Year Built

1 acresLot Size

$312Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Toni McDowell • Keller Williams Select Realtors of Annapolis

•410-972-4000 (broker)

•bburris@kw.com (broker)

Bought with Darlene Winegardner • RE/MAX Executive

•443-274-1900 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDQA2005882

Redfin Estimate

$649,815

$98K since sold in May 2023$4,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.8% higher than the average sale price ($556K) of 5 comparable homes.

SOLD JAN 9, 2026
$740,000
A
4 beds2.5 baths2,791 sq ft
123 Bentons Pleasure Rd, Chester, MD 21619
SOLD AUG 25, 2026
$491,023
B
3 beds2 baths3,128 sq ft
114 Cedar Rd, Chester, MD 21619
SOLD AUG 14, 2026
$640,000
C
4 beds2.5 baths2,570 sq ft
479 Creeks End Ln, Stevensville, MD 21666
SOLD AUG 10, 2026
$430,000
D
4 beds2 baths1,750 sq ft
1906 Harbor Dr, Chester, MD 21619
SOLD JUN 24, 2026
$480,000
E
3 beds2 baths1,804 sq ft
1848 Harbor Dr, Chester, MD 21619

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Earn from this home

Sell

$195,431

Est. take-home

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Refinance

Est. cash available

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Rent

$2,908/mo

Redfin rental estimate

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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 219 Bentons Pleasure Rd

Year

Property tax

Land + Additions

Assessment*

2025

$792 (+5.6%)

$189,600 + $338,800

$528,400

2024

$750 (−83.4%)

2023

$4,528 (+0.4%)

$199,800 + $280,900

$480,700

2022

$4,510 (−1.4%)

$199,800 + $280,900

$480,700

2021

$4,573 (+0.4%)

2020

$4,554 (+4.1%)

2019

$4,375 (+4.8%)

$199,800 + $275,000

$474,800

2018

$4,177 (+4.8%)

2017

$3,986 (+10.2%)

$173,200 + $261,000

$434,200

2016

$3,618 (+5.0%)

2015

$3,445 (+4.3%)

$164,500 + $212,700

$377,200

2014

$3,302 (+4.3%)

2013

$3,165 (+2.4%)

2012

$3,091 (+10.4%)

2011

$2,801 (+5.4%)

2010

$2,657 (+5.7%)

2009

$2,514

Tax history for 219 Bentons Pleasure Rd

Year

Property tax

Land + Additions

Assessment*

2025

$792 (+5.6%)

$189,600 + $338,800

$528,400

2024

$750 (−83.4%)

2023

$4,528 (+0.4%)

$199,800 + $280,900

$480,700

2022

$4,510 (−1.4%)

$199,800 + $280,900

$480,700

2021

$4,573 (+0.4%)

2020

$4,554 (+4.1%)

2019

$4,375 (+4.8%)

$199,800 + $275,000

$474,800

2018

$4,177 (+4.8%)

2017

$3,986 (+10.2%)

$173,200 + $261,000

$434,200

2016

$3,618 (+5.0%)

2015

$3,445 (+4.3%)

$164,500 + $212,700

$377,200

2014

$3,302 (+4.3%)

2013

$3,165 (+2.4%)

2012

$3,091 (+10.4%)

2011

$2,801 (+5.4%)

2010

$2,657 (+5.7%)

2009

$2,514

*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

1 Acre

Year renovated

—

Sq. Ft.

2,084

Year built

2002

Style

Single Family Residential

County

Queen Anne's County

APN

04 076516

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 - Side Entry
# of Total Garage and Parking Spaces: 12
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 10
Asphalt Driveway
Attached Garage, Driveway

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On Main Level: 4

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

Interior Information
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Bathroom 2

Fireplace Information
Has Fireplace
# of Fireplaces: 1

Basement Information
Basement: No

Exterior

Property Information
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $280,900
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Brick Front, Fiber Cement
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Structure Type: Detached

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $199,800

Above Grade Information
Finished Sq.Ft.: 2,084
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $4,510
Tax Assessed Value: $480,700
Tax Year: 2022
Tax Annual Amount: $4,510

Assessments Information
Year Assessed: 2023

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric, Oil
Hot Water: Electric
Sewer Septic: Public Sewer
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: From Bay Bridge, 50E, take exit 39A toward Cox Neck Rd. Go about 1.5 miles then turn right onto Bentons Pleasure Rd. House will be on the left

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 2,084
Stories: 1.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Queen Anne's County
APN: 04 076516

Home facts updated by county records on Jul 17, 2026

Other

Listing Information
Automatically Close on Close Date

Around this home

Schools

Kent Island Elementary School

Public PreK-2 • Assigned • 1.7mi

Matapeake Middle School

Public 6-8 • Assigned • 1.7mi

8/10

Kent Island High School

Public 9-12 • Assigned • 2.5mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

Estimated 10-14% chance 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

76% 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

$618,000 – $748,000

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New listings for sale in 21619

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 1PM3D WALKTHROUGH

$944,900

3 beds3 baths2,761 sq ft

275 Warbler Way, Chester, MD 21619

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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 ACCESSCOMPASS COMING SOON

$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

Home values near 219 Bentons Pleasure Rd

Data from public records.

Address	Redfin Estimate
230 Bentons Pleasure Rd, Chester, MD 5 Beds \| 4 Baths \| 3802 Sq. Ft.	$2,017,684
205 Bentons Pleasure Rd, Chester, MD - Beds \| 2.5 Baths \| 2558 Sq. Ft.	$725,710

Address	Redfin Estimate
213 Bentons Pleasure Rd, Chester, MD - Beds \| 2 Baths \| 1880 Sq. Ft.	$688,315
203 Bentons Pleasure Rd, Chester, MD 4 Beds \| 2.5 Baths \| 2700 Sq. Ft.	$737,826

Address	Redfin Estimate
228 Bentons Pleasure Rd, Chester, MD 4 Beds \| 3.5 Baths \| 3571 Sq. Ft.	$1,510,490
237 Bentons Pleasure Rd, Chester, MD 5 Beds \| 3 Baths \| 2184 Sq. Ft.	$603,344

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 219 Bentons Pleasure Rd

Tax history for 219 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 219 Bentons Pleasure Rd

More real estate resources