Last Sold Price
3 beds1,056 sqft$298/sqft
106 Wilton Rd, Chestertown, MD 21620

Description

Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new flooring , and given the bathroom a refresh. The fully fenced backyard includes an oversized detached...Charming Updated and Well Maintained Rancher in the Chester Harbor Community of Queen Anne's County Chestertown! This house is the definition of "move-in ready" as the owner has taken tremendous pride in keeping the property updated. Over the years, they've installed new windows, new HVAC unit, new hot water heater, remodeled the kitchen, installed new appliances, painted the interior, added new flooring , and given the bathroom a refresh. The fully fenced backyard includes an oversized detached shed, upgraded BAT septic system, concrete patio and mature trees for additional privacy and shade. Plus, a brand new roof! Conveniently located close to Church Hill, Centreville, Wye Mills and Kent Island. Or head across the Chester River (moments away) into Kent County Chestertown, Worton, Galena or Kennedyville! Community of Chester Harbor also features a neighborhood playground, basketball hoop, pier and small boat launch with voluntary fee.
LISTING CLOSED: 08/29/2025 12:00 AM

  1. Listed by Crystal M Smith • RE/MAX Executive
    P: (410) 490-6346 crystal@smithcohomes.com

Property Details for 106 Wilton Road

Status
MLS #
MDQA2013930
Days on Market
13
Taxes
$1,554 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1975
Lot Size
0.34 AC / 15,000 SF
Tax ID Number
1802011530
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
Garage
No
Expected On Market Date
07-10-2025
Subdivision
CHESTER HARBOR
Subdivision
CHESTER HARBOR (QUEEN ANNES MD)
Legal Subdivision
CHESTER HARBOR
Total Parking Spaces
2
Central Air
Yes
Basement
No
Above Grade Finished SQFT
1,056.00
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

Recent comparable sales

Median sold price

$290,000

Avg days on market

67

Sale-to-list ratio

93.7%

Chestertown, MD

9 comparable properties found

a view of a white house with a big yard and potted plants
1/20
1

$300,000

Sold 09/26/25

3
Bedrooms
1,056
Square Feet
0.34
Acres
a view of a yard with a large trees
1/22
2

$305,000

Sold 02/27/25

3
Bedrooms
1,028
Square Feet
0.45
Acres
a house with lots of trees in the background
1/22
3

$309,500

Sold 07/31/25

3
Bedrooms
1,104
Square Feet
0.42
Acres
$270,000 | 114 Darden Road, Chestertown, MD 21620
1/34
4

$270,000

Sold 08/25/25

3
Bedrooms
1,056
Square Feet
0.34
Acres
a backyard of a house
1/27
5

$235,000

Sold 08/07/25

3
Bedrooms
1,056
Square Feet
0.34
Acres
$239,000 | 5 Rolling Road, Chestertown, MD 21620
1/33
6

$239,000

Sold 11/25/24

3
Bedrooms
1,202
Square Feet
0.21
Acres
$290,000 | 202 Glen Street, Chestertown, MD 21620
1/38
7

$290,000

Sold 05/08/25

3
Bedrooms
1,252
Square Feet
0.32
Acres
an aerial view of a house with a yard and lake view
1/43
8

$260,000

Sold 02/18/26

3
Bedrooms
1,128
Square Feet
0.20
Acres
$290,000 | 107 Malone Avenue, Chestertown, MD 21620
1/28
9

$290,000

Sold 01/16/26

3
Bedrooms
1,200
Square Feet
0.35
Acres

Location

Listing Courtesy of RE/MAX Executive

Sold By Coldwell Banker Chesapeake Real Estate Company

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Building Information for 106 Wilton Road

Stories1Year Built1975Building Size-Lot Size0.34 AC / 15,000 SF

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$1,731 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,601

Property Taxes

$130

HOA Dues

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Property Information for 106 Wilton Road

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
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $180,400
  • Year Assessed: 2025
  • County Tax: $1,554
  • Improvement Assessed Value: $104,400
  • Land Assessed Value: $76,000
  • Clean Green Assessed: No
  • Land Use Code: R
  • Section: 4
  • Zoning: NC-20
  • Tax Lot: 882
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 1,056.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 4513605
Parking
Parking
  • Type Of Parking: Driveway
  • Driveway - # of Spaces: 2
Interior Features
Interior Features
  • Fireplace: No
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Bay Area Association of REALTORS
  • List Agent URL: www.smithcohomes.com

Property History for 106 Wilton Road

DateEvent & SourcePriceAppreciation
Sep 2, 2025

Closed (Public Record)

Public Record #1912711372

$315,000

+6.7% / yr

Aug 29, 2025

Closed

BRIGHT #MDQA2013930

$315,000
Jul 28, 2025

Pending

BRIGHT #MDQA2013930

DateEvent & SourcePrice
09/02/2025

Closed (Public Record)

Public Record #1912711372

$315,000

+6.7% / yr

08/29/2025

Closed

BRIGHT #MDQA2013930

$315,000
07/28/2025

Pending

BRIGHT #MDQA2013930

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

Public Records for 106 Wilton Road

Taxable ValueLand$76,000Additions$104,400Total$180,400
Tax Record2023$1,408 ($117 / month)
Home Facts
Beds0Baths1Total Finished SqFt1,056 SqFtAbove Grade Finished SqFt1,056 SqFtStories1Lot Size15,000 SqFtStyleSingle Family ResidenceYear Built1975ZoningNC-20CountyQUEEN ANNE'SAPN02-011530Fireplace TypeHas Fireplace

Schools near 106 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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 106 Wilton Road, Chestertown, MD 21620
$315,000
3
1,056
15,000
$205,000
3
1,288
15,000
$288,793
3
1,411
15,000
15,000
$209,000
3
1,152
15,000
$71,500
1
1,152
15,000

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 RE/MAX Executive

© 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 09/02/2025 11:44 AM