Sold
Last Sold Price
2 baths1,248 sqft

244 Bentons Pleasure Rd, Chester, MD 21619

Single FamilyProperty Type
1.03 acresLot Size
1948Year Built
$1,005/sq ftPrice per sq ft
Listing closed: 06/10/2026 08:00 AM
See It First™ on Compass

Find homes before they're listed on other real estate sites.

Start your search

Location

Add your commute
Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$7,180 per month

30 year fixed, 7.03% Interest

Principal and Interest

$6,697

Property Taxes

$483

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.
Know your buying power with a preapproval and custom rate in minutes
Rocket Mortgage1

Property Information for 244 Bentons Pleasure Road

Property Details

Building Information

  • Stories: 1
  • Year Built: 1948
  • Lot Size: 1.03 AC / 44,867 SF

Property History for 244 Bentons Pleasure Road

DateEvent & SourcePriceAppreciation
Jun 10, 2026

Closed (Public Record)

Public Record #1942397456

$1,254,535

+24.3% / yr

Oct 6, 2023

Closed (Public Record)

Public Record #1520436088

$700,000—
Oct 6, 2023

Closed

BRIGHT #MDQA2006764

$700,000—
DateEvent & SourcePrice
06/10/2026

Closed (Public Record)

Public Record #1942397456

$1,254,535

+24.3% / yr

10/06/2023

Closed (Public Record)

Public Record #1520436088

$700,000
10/06/2023

Closed

BRIGHT #MDQA2006764

$700,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

244 Bentons Pleasure Road

Beds

0

Baths

2

Total Finished SqFt

1,872 SqFt

Above Grade Finished SqFt

1,248 SqFt

Finished Basement SqFt

624 SqFt

Stories

1

Schools near 244 Bentons Pleasure Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Kent Island Elementary School
PublicPK to 2

Bayside Elementary School
Public3 to 5

Matapeake Middle School
Public6 to 8

Kent Island High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 21619

$1,199,900 | 162 Kirwans Landing Lane, Chester, MD 21619
1/47
Open: 10/11 12:00PM - 02:00PM

$1,199,900

5
Bedrooms
3,000
Square Feet
1.4
Acres
$790,000 | 117 Harrier Way, Chester, MD 21619
1/41
Open: 10/17 11:00AM - 01:00PM

$790,000

3
Bedrooms
2,331
Square Feet
0.15
Acres
$275,000 | 101 Bufflehead Court, Chester, MD 21619
1/26
Coming Soon

$275,000

2
Bedrooms
1,069
Square Feet
$599,000 | 231 Dominion Road, Chester, MD 21619
1/44

$599,000

5
Bedrooms
1,852
Square Feet
0.48
Acres
$599,000 | 231 Dominion Road, Chester, MD 21619
1/44

$599,000

5
Bedrooms
3
Bathrooms
1,852
Square Feet
0.48
Acres
$489,900 | 2011 Stevens Drive, Chester, MD 21619
1/28

$489,900

3
Bedrooms
1,663
Square Feet
0.38
Acres
$799,000 | 223 Evelyne Street, Chester, MD 21619
1/66

$799,000

3
Bedrooms
2,575
Square Feet
0.13
Acres
$699,000 | 2703 Sherman Drive, Chester, MD 21619
1/30

$699,000

3
Bedrooms
1,560
Square Feet
1.14
Acres
$545,000 | 100 Schooner Way, Chester, MD 21619
Coming Soon

$545,000

3
Bedrooms
2,100
Square Feet
0.04
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 244 Bentons Pleasure Road, Chester, MD 21619
$1,254,535
–
2
1,248
44,867
$240,000
–
1
1,008
50,530
$233,000
–
1
1,092
17,400
$830,000
–
2.5
2,282
24,442
–
–
3.5
4,000
34,000
$465,000
–
–
–
32,968

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on