53 Woods Road

Closed 10/2/25New Construction

Last Sold Price

$675,976

4 beds3 baths

53 Woods Rd, Chester, MD 21619

Description

One of our most popular designs, the Doral offers formal ( office space) and informal living areas with lots of room for the whole family to spread out. Your main level features a spacious family room and table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extension. Upstairs, plans accommodate 4 nicely sized bedrooms, 2 full baths and large laundry area. Granite, luxury LVP hardwood flooring, tile baths and more. To be built. Time to personalize this...One of our most popular designs, the Doral offers formal ( office space) and informal living areas with lots of room for the whole family to spread out. Your main level features a spacious family room and table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extension. Upstairs, plans accommodate 4 nicely sized bedrooms, 2 full baths and large laundry area. Granite, luxury LVP hardwood flooring, tile baths and more. To be built. Time to personalize this home to your individual taste.

LISTING CLOSED: 10/02/2025 12:00 AM

Listed by George 112,540 Bailey • Keller Williams Flagship
P: (410) 562-8969 gbailey@kw.com

Property Details for 53 Woods Road

Status

Closed

MLS #

MDQA2006888

Days on Market

488

Taxes

$193 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Fee Simple

Year Built

Lot Size

0.45 AC / 19,480 SF

County

Queen Anne's County

Tax ID Number

1804064038

Ownership

Fee Simple

Condo Coop Association

HOA

Structure Type

Detached

Style

Colonial

Levels/Stories

Waterfront

Garage

Yes

Subdivision

BENTONS PLEASURE

Subdivision

BENTONS PLEASURE (QUEEN ANNES MD)

Legal Subdivision

BENTONS PLEASURE

Total Parking Spaces

Central Air

Yes

Basement

Above Grade Finished SQFT

.00

Above Grade Fin SQFT Source

Assessor

Below Grade Finished SQFT

.00

Below Grade Fin SQFT Source

Assessor

Below Grade Unfinished SQFT

.00

Below Grade Unfin SQFT Source

Assessor

Total Below Grade SQFT

.00

Total Below Grade SQFT Source

Assessor

New Construction

Yes

Construction Completed

Property Condition

Excellent

Recent comparable sales

Median sold price

$740,000

Avg days on market

Sale-to-list ratio

101.3%

an aerial view of a house with swimming pool garden view and a patio

1/2

$750,000

Sold 03/06/26

4
Bedrooms: 3
Bathrooms: 2,140
Square Feet: 1
Acres

113 Kirwans Landing Lane, Chester, MD 21619

an aerial view of a house with outdoor space

1/64

$740,000

Sold 01/09/26

4
Bedrooms: 3
Bathrooms: 2,791
Square Feet: 1.00
Acres

123 Bentons Pleasure Road, Chester, MD 21619

a view of a house with a small yard and a large tree

1/46

$650,000

Sold 06/26/25

4
Bedrooms: 3
Bathrooms: 2,551
Square Feet: 0.56
Acres

106 Woods Road, Chester, MD 21619

1/29

$764,419

Sold 06/20/25

4
Bedrooms: 3
Bathrooms: 2,600
Square Feet: 0.53
Acres

110 Hopkins Road, Chester, MD 21619

1/47

$575,000

Sold 03/20/25

4
Bedrooms: 3
Bathrooms: 2,392
Square Feet: 0.46
Acres

2612 Cecil Drive, Chester, MD 21619

1/27

$685,813

Sold 06/12/25

4
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.28
Acres

1770 Harbor Drive, Chester, MD 21619

1/63

$789,000

Sold 08/27/25

4
Bedrooms: 3
Bathrooms: 2,602
Square Feet: 0.20
Acres

103 John Gibson Drive, Chester, MD 21619

1/43

$569,900

Sold 11/07/25

4
Bedrooms: 3
Bathrooms: 2,374
Square Feet: 0.23
Acres

315 Cross Creek Court, Chester, MD 21619

1/138

$765,000

Sold 10/16/24

4
Bedrooms: 4
Bathrooms: 3,288
Square Feet: 1.01
Acres

117 Kirwans Landing Lane, Chester, MD 21619

Get preapproved with Rocket Mortgage¹

Location

Listing Courtesy of Keller Williams Flagship

Sold By RE/MAX Leading Edge

Add your commute

Building Information for 53 Woods Road

Stories2Year Built-Building Size-Lot Size0.45 AC / 19,480 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage¹

$3,452 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,436

Property Taxes

$16

HOA Dues

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Property Information for 53 Woods Road

Location

In City Limits: No
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS

School District County ID: 121137777627
SchoolDistrictSource: Listing Agent
County: QUEEN ANNES

Waterfront / Water Access

Water View: No
Water Access: No

Water Oriented: No
Navigable Water: No
Tidal Water: No
Riparian Rights Y/N: No

Association / Community Info

Senior Community: No

Taxes and Assessment

Tax Year: 2022
Tax Assessed Value: $20,500

Year Assessed: 2023
County Tax: $193
Improvement Assessed Value: $0
Land Assessed Value: $20,500
Clean Green Assessed: No
Land Use Code: R
Zoning: NC-20
Tax Lot: P52
School Tax: $0
Automatically Update Tax Values Y/N: No

Rooms

Main

# Bedrooms Count Main Level: 0
# Bathrooms Count Main Level: 1

# Bathrooms Full Main Level: 1

All Upper Levels

# Bedrooms Count All Upper Levels: 4
# Bathrooms Count All Upper Levels: 2

# Bathrooms Full All Upper Levels: 2

Upper Level 1

# Bedrooms Count Upper Level: 4
# Bathrooms Count Upper Level: 2

# Bathrooms Full Upper Level: 2

Rooms

Stories: Main, Upper 1

Building Info

Builder Name: Lacrosse Homes
Total Finished SQFT: .00

Total Finished SQFT Source: Assessor
Tax Total Finished SQFT: .00
Total SQFT: .00
Total SQFT Source: Assessor
Construction Materials: Mixed, Vinyl Siding
Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8015/7637/2518/801576372518_512_384_WM_zt9QrpqAZ3LCt3d8.jpg
Foundation Details: Concrete Perimeter, Crawl Space
Room and Floor: Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
# Bathrooms Full: 3
Other Structure: Above Grade, Below Grade

Lot / Land Information

Lot Size Source: Estimated
Parcel ID: 4523748

Parking

Type Of Parking: Attached Garage
Num of Attached Garage Spaces: 2

Total Garage Spaces: 2
Garage Features: Garage - Front Entry

Interior Features

Accessibility Features: None

Exterior Features

Pool: No Pool

Utilities

Heating: Yes
Cooling Type: Central A/C

Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Water Source: Public
Sewer Septic: Public Sewer

Confidential Data

Listing Office

List Agent AOR: Mid-Shore Board of REALTORS

Property History for 53 Woods Road

Date	Event & Source	Price	Appreciation
Oct 2, 2025	Closed BRIGHT #MDQA2006888	$675,976	—
Oct 21, 2024	Pending BRIGHT #MDQA2006888		—
Aug 9, 2024	Price Change BRIGHT #MDQA2006888	$639,500	—
Jul 12, 2024	Price Change BRIGHT #MDQA2006888	$639,900	—
Jun 19, 2024	Listed (Active) BRIGHT #MDQA2006888		—
Jun 16, 2024	Expired BRIGHT #MDQA2006888		—
Jul 20, 2023	Listed (Active) BRIGHT #MDQA2006888	$629,900	—

Date	Event & Source	Price
10/02/2025	Closed BRIGHT #MDQA2006888	$675,976
10/21/2024	Pending BRIGHT #MDQA2006888	—
08/09/2024	Price Change BRIGHT #MDQA2006888	$639,500
07/12/2024	Price Change BRIGHT #MDQA2006888	$639,900
06/19/2024	Listed (Active) BRIGHT #MDQA2006888	—
06/16/2024	Expired BRIGHT #MDQA2006888	—
07/20/2023	Listed (Active) BRIGHT #MDQA2006888	$629,900

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

Schools near 53 Woods Road

This home is within Queen Anne's County Public Schools.


Rating	School	Type	Grades	Distance
NR	Kent Island Elementary School	Public - Serves this home	PK to 2	2.0 mi
7/10	Bayside Elementary School	Public - Serves this home	3 to 5	2.1 mi
7/10	Matapeake Middle School	Public - Serves this home	6 to 8	1.9 mi
5/10	Kent Island High School	Public - Serves this home	9 to 12	2.8 mi
NR	Lighthouse Christian Academy	Private - Nearby school	PK to 8	1.6 mi


Rating	School	Distance
NR	Kent Island Elementary School PublicPK to 2 Serves this home	2.0 mi
7/10	Bayside Elementary School Public3 to 5 Serves this home	2.1 mi
7/10	Matapeake Middle School Public6 to 8 Serves this home	1.9 mi
5/10	Kent Island High School Public9 to 12 Serves this home	2.8 mi
NR	Lighthouse Christian Academy PrivatePK to 8 Nearby school	1.6 mi

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

$819,900 | 207 Thomas White Boulevard, Chester, MD 21619

1/79

Open: 8/23 11:00AM - 01:00PMNew

$819,900

3
Bedrooms: 3
Bathrooms: 2,479
Square Feet: 0.20
Acres

207 Thomas White Boulevard, Chester, MD 21619

1/79

$897,750

3
Bedrooms: 2
Bathrooms: 2,331
Square Feet: 0.14
Acres

320 Bayberry Drive, Chester, MD 21619

$799,990 | 536 Warbler Way, Chester, MD 21619

1/26

New Construction

$799,990

2
Bedrooms: 3
Bathrooms: 2,010
Square Feet: 0.16
Acres

536 Warbler Way, Chester, MD 21619

1/26

$389,900

3
Bedrooms: 3
Bathrooms: 1,899
Square Feet: Unavailable
Acres

108 Blenny Lane, Chester, MD 21619

$689,000 | 2702 Harrington Road, Chester, MD 21619

1/81

Active Under Contract

$689,000

3
Bedrooms: 2
Bathrooms: 2,075
Square Feet: 0.57
Acres

2702 Harrington Road, Chester, MD 21619

Active Under Contract

$555,000

4
Bedrooms: 3
Bathrooms: 2,486
Square Feet: 0.23
Acres

532 Cross Creek Court, Chester, MD 21619

$799,000 | 136 Nauset Lane, Chester, MD 21619

1/106

Coming SoonOpen: 8/23 10:00AM - 12:00PM

$799,000

3
Bedrooms: 3
Bathrooms: 2,986
Square Feet: 0.18
Acres

136 Nauset Lane, Chester, MD 21619

1/39

$660,000

2
Bedrooms: 2
Bathrooms: 2,473
Square Feet: 0.16
Acres

118 Broadwater Drive, Chester, MD 21619

a outdoor living space with furniture and a flat screen tv

1/35

Virtual Tour

$859,500

3
Bedrooms: 3
Bathrooms: 2,602
Square Feet

201 Switchgrass Way, Unit 34, Chester, MD 21619

Nearby home values

Address	Sold price	Beds	Baths	Sqft	Lot (Sqft)
This home: 53 Woods Road, Chester, MD 21619	$675,976	4	3	–	19,480
212 Woods Road, Chester, MD 21619	$675,976	–	–	–	–
214 Woods Road, Chester, MD 21619	$773,198	–	–	5,004	26,012
216 Woods Road, Chester, MD 21619	–	–	–	–	23,803
215 Tripp Way, Chester, MD 21619	$425,000	4	3	–	23,478
218 Woods Road, Chester, MD 21619	$375,000	3	2	1,738	65,340
119 Cedar Road, Chester, MD 21619	$130,000	–	3	2,508	23,500
209 Tripp Way, Chester, MD 21619	$419,500	3	2	1,630	23,478
222 Woods Road, Chester, MD 21619	–	–	2	1,738	32,619
111 Cedar Road, Chester, MD 21619	$650,000	5	4	4,800	36,764
205 Tripp Way, Chester, MD 21619	$347,592	–	2	1,630	38,202
127 Cedar Road, Chester, MD 21619	$690,000	4	4	3,206	23,478
206 Woods Road, Chester, MD 21619	–	–	1	1,120	19,080
204 Woods Road, Chester, MD 21619	$684,000	5	4	–	24,288
116 Cedar Road, Chester, MD 21619	$215,000	3	1	–	43,500
122 Cedar Road, Chester, MD 21619	$489,000	4	3	2,804	43,500

Explore Nearby Homes

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.

Listing Courtesy of Keller Williams Flagship

© 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 12/31/2025 09:44 AM

Chester, MD

Know your buying power with a preapproval and custom rate in minutes

Explore Nearby Homes

Homes in Nearby Chester Neighborhoods

Homes in Nearby Chester Cities

Homes in Nearby Chester Zip Codes