Sold
Last Sold Price
3 beds1,288 sqft

102 Wilton Rd, Chestertown, MD 21620

Single FamilyProperty Type
0.34 acresLot Size
1988Year Built
$159/sq ftPrice per sq ft

Description

Cute as a button, three bedroom 2 bath cottage with an open living area. Back yard is adorable, extremely private, with a deck, and plenty of room for kids of all ages, and their furry friends. Come see this terrific home in Chester Harbor. You can join the association for a normal fee and enjoy water access. There is a park and picnic area, and Rosin Creek for some water front. You can access the Chester River as well!Cute as a button, three bedroom 2 bath cottage with an open living area. Back yard is adorable, extremely private, with a deck, and plenty of room for kids of all ages, and their furry friends. Come see this terrific home in Chester Harbor. You can join the association for a normal fee and enjoy water access. There is a park and picnic area, and Rosin Creek for some water front. You can access the Chester River as well!
  • Listed by: Retha J Arrabal 410.810.0010 rarrabal@hotmail.com • Doug Ashley Realtors, LLC
Listing closed: 02/10/2021 12:00 AM • Source: BRIGHT, MLS#: MDQA145776
See It First™ on Compass

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

Start your search

Recent comparable sales

Median sold price

$322,000

Avg days on market

49

Sale-to-list ratio

95.4%

Chestertown, MD

9 comparable properties found

a view of a terrace
1/28
1

$250,000

Sold 05/22/25

3
Bedrooms
1,248
Square Feet
2
Acres
a front view of a house with a yard
1/24
2

$290,000

Sold 08/13/25

3
Bedrooms
1,380
Square Feet
0.35
Acres
a view of a house with a yard and large trees
1/24
3

$312,000

Sold 06/20/25

3
Bedrooms
1,188
Square Feet
0.34
Acres
a view of a house with sitting area and garden
1/29
4

$322,000

Sold 11/14/25

3
Bedrooms
1,232
Square Feet
0.34
Acres
a view of a yard with plants and trees
1/36
5

$413,300

Sold 12/05/25

3
Bedrooms
1,300
Square Feet
0.51
Acres
a view of a house with a yard and garage
1/42
6

$330,000

Sold 03/31/26

3
Bedrooms
1,170
Square Feet
0.34
Acres
a front view of a house with a garden
1/25
7

$344,900

Sold 06/25/25

3
Bedrooms
1,344
Square Feet
0.34
Acres
$319,000 | 201 Fairview Drive, Chestertown, MD 21620
1/23
8

$319,000

Sold 03/31/25

3
Bedrooms
1,188
Square Feet
0.44
Acres
$349,000 | 121 Fairview Drive, Chestertown, MD 21620
1/26
9

$349,000

Sold 11/08/24

3
Bedrooms
1,232
Square Feet
0.61
Acres

Location

Listing Courtesy of Doug Ashley Realtors, LLC

Sold By Chesapeake Real Estate Associates, LLC

Add your commute
Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$1,224 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,094

Property Taxes

$130

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 102 Wilton Road

Property Details

  • Taxes: $1,561 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: 1802001411
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Cottage
  • Levels/Stories: 1
  • Furnished: No
  • Waterfront: No
  • Views: Street
  • Garage: No
  • Subdivision: CHESTER HARBOR
  • Subdivision: CHESTER HARBOR (QUEEN ANNES MD)
  • Legal Subdivision: CHESTER HARBOR
  • Central Air: No
  • Basement: No
  • Above Grade Finished SQFT: 1,288.00
  • 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: No
  • Property Condition: Very Good

Building Information

  • Stories: 1
  • Year Built: 1988
  • Lot Size: 0.34 AC / 15,000 SF

Location

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

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

Association / Community Info
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No

Taxes and Assessment

Taxes and Assessment
  • Tax Year: 2020
  • Tax Assessed Value: $156,567
  • Year Assessed: 2020
  • County Tax: $1,501
  • Improvement Assessed Value: $99,900
  • Land Assessed Value: $56,000
  • Clean Green Assessed: No
  • Land Use Code: 110
  • Section: 4
  • Zoning: NC-20
  • Tax Lot: 884
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No

Lease Information

Lease Information
  • Concessions: Yes
  • Concessions Amount: $9,000

Rooms

Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
Rooms
  • Stories: Main

Building Info

Building Info
  • Total Finished SQFT: 1,288.00
  • Total Finished SQFT Source: Assessor

Lot / Land Information

Lot / Land Information
  • Lot Size Source: Assessor
  • Fencing: Privacy, Rear
  • Parcel ID: 4512730
  • Additional Parcels: No
  • Ground Rent Exists: No

Parking

Parking
  • Type Of Parking: Driveway

Interior Features

Interior Features
  • Interior Features: Carpet, Floor Plan - Open
  • Fireplace: No

Exterior Features

Exterior Features
  • Spa: No
  • Pool: No Pool
  • Horse: No

Utilities

Utilities
  • Utilities: Under Ground
  • Heating: Yes
  • Cooling Type: Window Unit(s)
  • Cooling Fuel: Electric
  • Heating Type: Baseboard - Electric
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Community Septic Tank, Private Septic Tank
  • Electric Service: 200+ Amp Service

Property History for 102 Wilton Road

DateEvent & SourcePriceAppreciation
Feb 10, 2021

Closed (Public Record)

Public Record #692114086

$205,000—
Feb 10, 2021

Closed

BRIGHT #MDQA145776

$205,000—
Dec 26, 2020

Pending

BRIGHT #MDQA145776

—
DateEvent & SourcePrice
02/10/2021

Closed (Public Record)

Public Record #692114086

$205,000
02/10/2021

Closed

BRIGHT #MDQA145776

$205,000
12/26/2020

Pending

BRIGHT #MDQA145776

—

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

Public records

102 Wilton Road

Beds

0

Baths

2

Total Finished SqFt

1,288 SqFt

Above Grade Finished SqFt

1,288 SqFt

Stories

1

Lot Size

15,000 SqFt

Schools near 102 Wilton Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Private - PK to 12
Rating
School
Distance
Church Hill Elementary School
PublicPK to 4

Sudlersville Middle School
Public5 to 8

Queen Anne's County High School
Public9 to 12

Chestertown Christian Academy
PrivatePK 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 21620

$325,000 | 234 North Kent Street, Chestertown, MD 21620
1/41
New

$325,000

5
Bedrooms
1,802
Square Feet
0.16
Acres
$430,000 | 206 North Mill Street, Chestertown, MD 21620
1/64
New

$430,000

3
Bedrooms
1,520
Square Feet
0.08
Acres
$679,900 | 8986 Orchard Drive, Chestertown, MD 21620
Coming SoonOpen: 10/17 11:00AM - 01:00PM

$679,900

3
Bedrooms
3,228
Square Feet
1.84
Acres
a front view of a house with a yard
1/39
Open: 10/10 12:00PM - 02:00PM

$675,000

5
Bedrooms
2,838
Square Feet
0.25
Acres
$1,800,000 | Little Harbor Way, Unit 1, Chestertown, MD 21620
1/29
New Construction

$1,800,000

4
Bedrooms
3,540
Square Feet
$312,500 | 8820 Cumberland Street, Chestertown, MD 21620
1/23

$312,500

3
Bedrooms
1,080
Square Feet
0.23
Acres
$259,900 | 103 Metcalf Road, Chestertown, MD 21620
1/16
Open: 10/8 05:00PM - 06:00PMNew Construction

$259,900

3
Bedrooms
1,280
Square Feet
0.13
Acres
a front view of a house with garden
1/11
Coming SoonOpen: 10/17 11:00AM - 02:00PM

$499,999

4
Bedrooms
3,506
Square Feet
0.26
Acres
$568,900 | 329 Union Church Road, Chestertown, MD 21620
1/83
Virtual Tour

$568,900

4
Bedrooms
2,464
Square Feet
1.03
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 102 Wilton Road, Chestertown, MD 21620
$205,000
3
1,288
15,000
$315,000
3
1,056
15,000
$288,793
3
1,411
15,000
–
–
–
–
15,000
–
–
1
864
15,000
–
–
1.5
1,536
17,732

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 Doug Ashley Realtors, LLC

© 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 08/23/2022 04:53 AM