SOLD JAN 9, 2026

Off Market Jan 2026 for $740K

$819,170

Est. refi paymentEst. refi $4,746/mo

•

2,791

sq ft

123 Bentons Pleasure Rd, Chester, MD 21619

About this home

ATTENTION BUYERS: VA ASSUMABLE RATE of 2.49% AVAILABLE!! Discover the charm of this stunning Colonial home nestled in the desirable Bentons Pleasure neighborhood. With 2,791 sq. ft. of thoughtfully designed living space, this residence boasts four spacious bedrooms and 2.5 baths, perfect for both relaxation and entertaining. The well equipped kitchen invites culinary creativity, while the semi open floor plan seamlessly connects the dining and living areas, highlighted by a cozy fireplace. Enjoy the luxury of a soaking tub in the master bath and the convenience of walk-in closets. The home features beautiful wood floors and ceiling fans throughout, ensuring comfort year-round. Step outside to your private oasis, complete with a personal pool, ideal for summer gatherings or tranquil evenings. Located just minutes from commuter lots and an airport, this home offers easy access to local amenities, parks, and shopping. With a generous 1-acre lot and a side-entry garage, this property combines space, style, and convenience. Solar panels, too! Don't miss your chance to make this dream home yours!

Single-familyProperty Type

2002Year Built

1 acresLot Size

$294Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Tricia Z Wilson • Wilson Realty & Staging LLC

•410-304-2250 (broker)

•tricia@wilsonrealtymd.com (broker)

Bought with Jennifer Thomas • RE/MAX Executive

•443-274-1900 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDQA2014922

Redfin Estimate

$819,170

$79K since sold in January 2026$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.9% higher than the average sale price ($672K) of 5 comparable homes.

SOLD AUG 25, 2026
$491,023
A
3 beds2 baths3,128 sq ft
114 Cedar Rd, Chester, MD 21619
SOLD AUG 14, 2026
$640,000
B
4 beds2.5 baths2,570 sq ft
479 Creeks End Ln, Stevensville, MD 21666
SOLD DEC 10, 2025
$795,000
C
5 beds3.5 baths3,065 sq ft
104 Woods Rd, Chester, MD 21619
SOLD SEP 5, 2025
$735,000
D
5 beds2.5 baths2,564 sq ft
1771 Harbor Dr, Chester, MD 21619
SOLD NOV 7, 2025
$700,000
E
4 beds3 baths2,868 sq ft
419 Creeks End Ln, Stevensville, MD 21666

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Earn from this home

Sell

$185,065

Est. take-home

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Refinance

Est. cash available

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Rent

$3,292/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
$789,000
3 beds2.5 baths2,787 sq ft
402 Macum Creek Dr, Chester, MD 21619
OPEN SUN, 12PM TO 2PM
$1,250,000
3 beds2.5 baths2,742 sq ft
1717 Harbor Dr, Chester, MD 21619
(410) 476-2201
COMING SOON
$469,989
4 beds2.5 baths1,350 sq ft
9 Ackerman, Stevensville, MD 21666
(443) 249-7653
$349,000
3 beds2.5 baths1,302 sq ft
6005 Bridgepointe Dr, Chester, MD 21619
(410) 758-0333
$459,000
3 beds2.5 baths2,008 sq ft
43-A Queen Neva Ct, Chester, MD 21619
(410) 224-3600
$550,000
5 beds3.5 baths3,552 sq ft
326 Castle Marina Rd, Chester, MD 21619
(410) 643-5005
$439,000
3 beds3 baths1,750 sq ft
41-D Queen Catherine Ct, Chester, MD 21619
(410) 465-1770
COMING SOON
$350,000
2 beds2 baths1,274 sq ft
200 Church St, Chester, MD 21619
(443) 274-1900
3D WALKTHROUGH
$944,900
3 beds3 baths2,761 sq ft
275 Warbler Way, Chester, MD 21619
(703) 378-8810
OPEN SEP 16, 5:30PM TO 6:30PM
$400,000
5 beds3.5 baths3,250 sq ft
1868 Roberta Dr, Chester, MD 21619
(410) 828-4838
See all

Provided by Redfin

Sale history for 123 Bentons Pleasure Rd

Date

Event

Price

BRIGHT MLS #MDQA2014922

Jan 9, 2026

Sold

$740,000

$265/sq ft

Oct 20, 2025

Contingent

—

Oct 19, 2025

Price Changed

$749,000

$268/sq ft

Sep 27, 2025

Listed

$775,000

$278/sq ft

Sep 19, 2025

Coming Soon

$775,000

$278/sq ft

BRIGHT MLS #MDQA142816

Jul 21, 2020

Listing Removed

—

Apr 22, 2020

Relisted

—

Mar 15, 2020

Listing Removed

—

Feb 5, 2020

Listed

$599,900

$215/sq ft

BRIGHT MLS #1001035563

Aug 18, 2017

Sold

$534,900

$192/sq ft

MRIS #QA9856750

Aug 18, 2017

Sold

$534,900

$192/sq ft

Jul 20, 2017

Pending

—

Jun 19, 2017

Price Changed

$192/sq ft

Apr 7, 2017

Price Changed

$193/sq ft

Mar 11, 2017

Relisted

—

Feb 23, 2017

Listed

$195/sq ft

Feb 23, 2017

Delisted

—

+23

MRIS #QA7661985

Jul 9, 2012

Delisted

—

Aug 1, 2011

Listed

BRIGHT MLS #1009429096

Jul 9, 2012

Listing Removed

—

Aug 1, 2011

Listed

$559,000

$200/sq ft

MRIS #QA6229407

May 23, 2007

Delisted

—

Oct 26, 2006

Listed

MRIS #QA4149509

Jul 10, 2002

Delisted

—

Feb 27, 2002

Listed

$129/sq ft

** Price available after signing in.

Tax history for 123 Bentons Pleasure Rd

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Sq. Ft.

2,791

Year built

2002

Style

Single Family Residential

County

Queen Anne's County

APN

04 076710

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, Inside Access
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 2
Driveway - # of Spaces: 4
Attached Garage, Driveway

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 4

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Half): 1
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Dishwasher, Dryer, Microwave, Oven/Range - Gas, Refrigerator, Washer, Water Heater - Tankless
Flooring Type: Partially Carpeted
Not Furnished
Interior Features: Attic/House Fan, CeilngFan(s), Dining Area, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Soaking Tub, Walk-in Closet(s), Wood Floors
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Cathedral Ceilings

Room Information
# of Rooms: 14
Living Room, Dining Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Breakfast Room, Bedroom 1, Laundry, Office, Bathroom 2, Bonus Room, Master Bathroom, Half Bath
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Fireplace - Glass Doors, Gas/Propane

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $497,900
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Assessor

Building Information
Construction Materials: Stone, Vinyl Siding
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Structure Type: Detached
Other Structures: Shed

Pool Information
Personal Pool
In Ground

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $189,600

Above Grade Information
Finished Sq.Ft.: 2,791
Finished Sq.Ft. Source: Assessor

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

Financial

Tax Information
County Tax: $5,527
Tax Assessed Value: $637,133
Tax Year: 2024
Tax Annual Amount: $5,527

Assessments Information
Year Assessed: 2025

Lease Information
Lease Considered: No

Utilities

Utilities Information
Broadband, Cable, Fiber Optic
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Propane, Tankless
Sewer Septic: Public Sewer
Propane
Water Source: Well

Location

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

Location Information
Outside City Limits
Cross Street: Cox Neck
Directions: From Rt 50 East take Exit 39 A Cox Neck Road and go straight through the stop sign. Make a RIGHT on Bentons Pleasure Rd. Property will be on your left across from Park Road.
Transportation: Airport less than 10 miles, Commuter Lots less than 5 miles

Public facts

Beds: —
Baths: 2.5
Sq. Ft.: 2,791
Stories: 2.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Queen Anne's County
APN: 04 076710

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Kent Island Elementary School

Public PreK-2 • Assigned • 1.8mi

Matapeake Middle School

Public 6-8 • Assigned • 1.9mi

8/10

Kent Island High School

Public 9-12 • Assigned • 2.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

7/10 Flood Factor

Estimated 80%+ 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

72% 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

$779,000 – $943,000

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Nearby similar homes

NEW CONSTRUCTION

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New listings for sale in 21619

COMING SOON

$789,000

3 beds2.5 baths2,787 sq ft

402 Macum Creek Dr, Chester, MD 21619

OPEN SUN, 12PM TO 2PM

$1,250,000

3 beds2.5 baths2,742 sq ft

1717 Harbor Dr, Chester, MD 21619

(410) 476-2201

COMING SOON

$469,989

4 beds2.5 baths1,350 sq ft

9 Ackerman, Stevensville, MD 21666

(443) 249-7653

$349,000

3 beds2.5 baths1,302 sq ft

6005 Bridgepointe Dr, Chester, MD 21619

(410) 758-0333

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3 beds2.5 baths2,008 sq ft

43-A Queen Neva Ct, Chester, MD 21619

(410) 224-3600

$550,000

5 beds3.5 baths3,552 sq ft

326 Castle Marina Rd, Chester, MD 21619

(410) 643-5005

$439,000

3 beds3 baths1,750 sq ft

41-D Queen Catherine Ct, Chester, MD 21619

(410) 465-1770

COMING SOON

$350,000

2 beds2 baths1,274 sq ft

200 Church St, Chester, MD 21619

(443) 274-1900

3D WALKTHROUGH

$944,900

3 beds3 baths2,761 sq ft

275 Warbler Way, Chester, MD 21619

(703) 378-8810

Home values near 123 Bentons Pleasure Rd

Data from public records.

Address	Redfin Estimate
109 Bentons Pleasure Rd, Chester, MD - Beds \| 3.5 Baths \| 3166 Sq. Ft.	$932,939
111 Bentons Pleasure Rd, Chester, MD - Beds \| 3.5 Baths \| 3048 Sq. Ft.	$854,371

Address	Redfin Estimate
115 Bentons Pleasure Rd, Chester, MD 4 Beds \| 2.5 Baths \| 2880 Sq. Ft.	$814,955
107 Bentons Pleasure Rd, Chester, MD - Beds \| 2.5 Baths \| 3002 Sq. Ft.	$816,173

Address	Redfin Estimate
114 Bentons Pleasure Rd, Chester, MD 3 Beds \| 2 Baths \| 1824 Sq. Ft.	$528,035
205 Bentons Pleasure Rd, Chester, MD - Beds \| 2.5 Baths \| 2558 Sq. Ft.	$725,710

Property information provided by BRIGHT MLS when last listed in 2025. 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 123 Bentons Pleasure Rd

Tax history for 123 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 123 Bentons Pleasure Rd

More real estate resources