For sale

$299,900

Est. $1,787/mo —

•

1,056

sq ft

124 Wilton Rd, Chestertown, MD 21620

About this home

MOVE IN READY!! Charming 3 bedroom ranch home in the desirable water oriented community of Chester Harbor. This recently updated home offers a wonderful blend of modern comfort, convenience and peaceful surroundings. The home features a carefully updated galley kitchen with beautiful custom countertops, soft close cabinets and stainless steel appliances. The home also offers a reverse-osmosis water system in the kitchen. Numerous updates have been completed recently, including new LVP flooring, carpet, light fixtures, a new roof in 2020, new windows in 2021, new exterior and entry doors in 2023. Perfect location for dog lovers with a recently added split-rail fence enclosing the backyard. Walking distance to Round Top Park and minutes from Downtown Chestertown where you can enjoy local restaurants, shops, waterfront attractions, the dog park and the popular farmers market every Saturday! Don't miss this opportunity to make this wonderful property your new home!

Single-familyProperty Type

1976Year Built

0.34 acresLot Size

$284Price/Sq.Ft.

Listed by Beth Green • Doug Ashley Realtors, LLC

•410-810-0010 (broker)

Listing updated: Aug 21, 2026 at 03:06pm

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDQA2018272

Payment calculator

$1,787 per month

Principal and interest$1,556

Property taxes

$138

HOA dues

Home insurance

$92

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (4)

OPEN TODAY, 5:30PM TO 6:30PM
$259,900
3 beds1.5 baths1,280 sq ft
115 Metcalf Rd, Chestertown, MD 21620
(855) 450-0442
OPEN SAT, 10AM TO 12PMVIDEO TOUR
$1,245,500
5 beds4.5 baths3,243 sq ft
105 High St, Chestertown, MD 21620
(410) 778-0330
OPEN SAT, 11AM TO 1PM
$299,900
4 beds1 bath1,128 sq ft
210 Groff Rd, Millington, MD 21651
(410) 398-9200
OPEN SAT, 11:30AM TO 2:30PM
$399,000
3 beds2.5 baths1,807 sq ft
116 Reeand Ln, Church Hill, MD 21623
(410) 778-0330

Around this home

Schools

K - 12
Preschool & daycare

Church Hill Elementary School

Public PreK-4 • Assigned • 5.1mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 9.4mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 12.3mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

124 Wilton Rd · $299,900

Strong offer

$303K and above

75% chance or better to win

Why $303K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 56 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Galley kitchen with eat-in/table space
Upgraded countertops
Built-ins
Attic
Tub/shower
Ceiling fans
Family room off kitchen
Water treatment system
Window treatments
Drywall walls and ceilings

Bedrooms
3 bedrooms on main level

Bathrooms
1 full bathroom on main level
1 full bathroom total

Kitchen
Built-in microwave
Cooktop
Self-cleaning oven
Energy-efficient appliances
Refrigerator
Dishwasher
Stainless steel appliances
Exhaust fan

Laundry & utility
Washer
Electric dryer
Has laundry

Flooring
Carpet
Luxury vinyl plank

Heating & cooling
Electric baseboard heating
Window cooling units
Ceiling fans

Sale and tax history for 124 Wilton Rd

Sale History
Tax History

Date

Event

Price

BRIGHT MLS #MDQA2018272

Aug 20, 2026

Listed

$299,900

$284/sq ft

Aug 12, 2026

Coming Soon

$299,900

$284/sq ft

BRIGHT MLS #MDQA2009548

Jul 3, 2024

Sold

$290,000

$275/sq ft

May 20, 2024

Pending

—

May 10, 2024

Listed

$289,900

$275/sq ft

May 9, 2024

Coming Soon

$289,900

$275/sq ft

+13

MOVE IN READY !!! Charming 3/1 ranch home nestled in a water-oriented community of Chester Harbor. Perfect for those who love being close to the Bay and all it has to offer. This recently updated property boasts modern amenities and a cozy atmosphere, offering the ideal blend of comfort and convenience. Embrace the coastal lifestyle with opportunities for boating, fishing, and waterfront dining and shops that are just moments away. Queen Annes County Schools district. Boasting recent updates throughout, this charming residence offers a perfect blend of modern convenience and peaceful surroundings. (see a list of improvements in the documents section) Outside, the property showcases a lovely outdoor area, perfect for enjoying the picturesque surroundings and the beauty of the community. Whether you're relaxing in the back yard with a morning cup of coffee or hosting a barbecue with friends, this home offers a wonderful setting for creating lasting memories. Don't miss your chance to own this updated ranch home in a prime location, offering the perfect combination of modern comfort and a peaceful waterfront setting. Come experience the beauty and tranquility of this unique property – your new oasis awaits!"

Public Records

Dec 23, 2019

Sold

$165,000

$156/sq ft

BRIGHT MLS #MDQA140308

Jul 26, 2019

Listing Removed

—

Jul 26, 2019

Sold

$165,000

$156/sq ft

Jun 20, 2019

Pending

—

Jun 10, 2019

Listed

$169,000

$160/sq ft

MRIS #QA7937319

Oct 4, 2014

Delisted

—

Oct 4, 2013

Relisted

—

Oct 4, 2013

Delisted

—

Apr 9, 2013

Relisted

—

Apr 2, 2013

Delisted

—

Oct 1, 2012

Relisted

—

Sep 30, 2012

Delisted

—

Sep 30, 2012

Listed

BRIGHT MLS #1006955522

Oct 4, 2013

Listing Removed

—

Sep 30, 2012

Listed

$139,900

$132/sq ft

MRIS #QA7521990

May 10, 2011

Delisted

—

Jan 31, 2011

Listed

BRIGHT MLS #1009309988

May 10, 2011

Listing Removed

—

Jan 31, 2011

Listed

$199,500

$189/sq ft

MRIS #QA7457163

Dec 14, 2010

Delisted

—

Oct 11, 2010

Listed

BRIGHT MLS #1009247830

Dec 14, 2010

Listing Removed

—

Oct 11, 2010

Listed

$174,950

$166/sq ft

MRIS #QA7146863

Aug 31, 2010

Delisted

—

May 31, 2010

Relisted

—

May 31, 2010

Delisted

—

Mar 27, 2010

Price Changed

Oct 14, 2009

Price Changed

Aug 29, 2009

Listed

BRIGHT MLS #1006594300

Aug 31, 2010

Listing Removed

—

Aug 29, 2009

Listed

$169,950

$161/sq ft

MRIS #QA6790176

Jan 1, 2009

Delisted

—

Jun 14, 2008

Listed

MRIS #QA6605676

Apr 14, 2008

Delisted

—

Dec 2, 2007

Listed

Public Records

Mar 29, 2007

Sold

$100,000

$95/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$1,721 (+19.8%)

2024

$1,436 (+5.4%)

$76,000 + $100,300

$176,300

2023

$1,363 (+5.3%)

2022

$1,294 (+0.3%)

2021

$1,290 (+2.1%)

$56,000 + $75,000

$131,000

2020

$1,264 (+2.1%)

2019

$1,238

2018

$1,238

$56,000 + $66,800

$122,800

2017

$1,238 (−0.3%)

$56,000 + $66,800

$122,800

2016

$1,241

$47,200 + $76,000

$123,200

2015

$1,241 (−13.2%)

$47,200 + $76,000

$123,200

2014

$1,430

$82,100 + $60,700

$142,800

2013

$1,430 (+2.1%)

2012

$1,400 (−7.6%)

2011

$1,514 (+10.8%)

2010

$1,366 (+15.4%)

2009

$1,184

Public record

Public record
Zoning

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.34 Acres

Year renovated

—

Finished Sq. Ft.

1,056

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,056

Year built

1976

Style

Single Family Residential

County

Queen Anne's County

APN

02 004291

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

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 105° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Chestertown, MD • 21620

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

98/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

5.9 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 124 Wilton Rd

$301,336

$1,436 over list price of $300K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $215K to $376K.

SOLD AUG 14, 2026
$318,000 Last sold price
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620
$56/sq ft
smaller lot
14 years older
SOLD MAY 14, 2026
$278,500 Last sold price
3 beds1 bath— sq ft
107 Longfellow Dr, Chestertown, MD 21620
2 years older
basement
SOLD MAY 19, 2026
$376,000 Last sold price
3 beds2 baths1,432 sq ft
136 Hilltop Dr, Chestertown, MD 21620
$21/sq ft
larger lot
19 years newer
SOLD JUL 21, 2026
$215,000 Last sold price
3 beds1 bath1,373 sq ft
100 Prospect St, Chestertown, MD 21620
$127/sq ft
smaller lot
23 years older
SOLD FEB 19, 2026
$270,000 Last sold price
3 beds1 bath960 sq ft
24339 Chestertown Rd, Chestertown, MD 21620
$3/sq ft
larger lot
12 years older
SOLD MAY 1, 2026
$370,000 Last sold price
3 beds1.5 baths1,404 sq ft
217 Philosophers Ter, Chestertown, MD 21620
$20/sq ft
smaller lot
26 years older

Rental earnings

Est. $1,921 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(703) 935-5915

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FOR SALE BY OWNER

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124 Wilton Rd, Chestertown, MD 21620

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Details provided by BRIGHT MLS and may not match the public record. Learn more.

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About this home

Payment calculator

See this home in person

Nearby open houses (4)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 124 Wilton Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 124 Wilton Rd

Early Access listings

Nearby similar homes

New listings for sale in 21620

More real estate resources