102 Wilton Road

Closed 2/10/21
Closed 2/10/21
Cute as can be! Cottage Life
Cute covered porch
Adorable
Perfect for any stage in life
Nice sunshine comes shining in!
Hallway to owners suite
Corner Lot
Beautiful yard and landscaping
Fenced back yard
Deck
Open living area
Kitchen appliances are nice
Built ins!
Better look at the kitchen
Dishwasher is there.. just can't see it
Gallery Image 16
Gallery Image 17
Gallery Image 18
Gallery Image 19
Gallery Image 20
Gallery Image 21
Gallery Image 22
Gallery Image 23
Gallery Image 24
Gallery Image 25
Gallery Image 26
Gallery Image 27
Gallery Image 28
Gallery Image 29
Gallery Image 30
Sold
Last Sold Price
$205,000
3 beds1,288 sqft$159/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

Recent comparable sales

Median sold price

$319,000

Avg days on market

50

Sale-to-list ratio

93.8%

Chestertown, MD

9 comparable properties found

a front view of a house with garden
1/20
1

$270,000

Sold 03/18/26

3
Bedrooms
1,424
Square Feet
0.34
Acres

119 Darden Road, Chestertown, MD 21620

a view of a terrace
1/28
2

$250,000

Sold 05/22/25

3
Bedrooms
1,248
Square Feet
2
Acres

1106 Round Top Road, Chestertown, MD 21620

a front view of a house with a yard
1/24
3

$290,000

Sold 08/13/25

3
Bedrooms
1,380
Square Feet
0.35
Acres

107 Dutchess Road, Chestertown, MD 21620

a view of a house with a yard and large trees
1/24
4

$312,000

Sold 06/20/25

3
Bedrooms
1,188
Square Feet
0.34
Acres

104 Dutchess Road, Chestertown, MD 21620

a view of a house with sitting area and garden
1/29
5

$322,000

Sold 11/14/25

3
Bedrooms
1,232
Square Feet
0.34
Acres

105 Parma Road, Chestertown, MD 21620

a view of a yard with plants and trees
1/36
6

$413,300

Sold 12/05/25

3
Bedrooms
1,300
Square Feet
0.51
Acres

600 Rosin Drive, Chestertown, MD 21620

a view of a house with a yard and garage
1/42
7

$330,000

Sold 03/31/26

3
Bedrooms
1,170
Square Feet
0.34
Acres

129 Parma Road, Chestertown, MD 21620

a front view of a house with a garden
1/25
8

$344,900

Sold 06/25/25

3
Bedrooms
1,344
Square Feet
0.34
Acres

109 Edmore Road, Chestertown, MD 21620

$319,000 | 201 Fairview Drive, Chestertown, MD 21620
1/23
9

$319,000

Sold 03/31/25

3
Bedrooms
1,188
Square Feet
0.44
Acres

201 Fairview Drive, Chestertown, MD 21620

Get preapproved with Rocket Mortgage1

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

$1,172 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,042

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
  • County: Queen Anne's County
  • 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
Confidential Data
Listing Office
  • List Agent AOR: Bay Area Association of REALTORS
  • List Agent URL: www.dougashleyrealtors.com

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 for 102 Wilton Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,062 ($172 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,288 SqFtAbove Grade Finished SqFt1,288 SqFtStories1Lot Size15,000 SqFtStyleSingle Family ResidenceYear Built1988Year Renovated1988ZoningNC-20CountyQUEEN ANNE'SAPN02-001411

Schools near 102 Wilton Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Church Hill Elementary School
Public - PK to 4
Sudlersville Middle School
Public - 5 to 8
Queen Anne's County High School
Public - 9 to 12
Chestertown Christian Academy
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

$345,000 | 217 Edmore Road, Chestertown, MD 21620
1/36
New

$345,000

3
Bedrooms
1,398
Square Feet
0.34
Acres

217 Edmore Road, Chestertown, MD 21620

$263,000 | 115 Chester Arms Drive, Chestertown, MD 21620

$263,000

3
Bedrooms
1,140
Square Feet
0.09
Acres

115 Chester Arms Drive, Chestertown, MD 21620

$229,000 | 7415 Wilkins Lane, Chestertown, MD 21620
1/23

$229,000

3
Bedrooms
936
Square Feet
0.34
Acres

7415 Wilkins Lane, Chestertown, MD 21620

$315,000 | 109 Parma Road, Chestertown, MD 21620
1/55

$315,000

3
Bedrooms
1,288
Square Feet
0.34
Acres

109 Parma Road, Chestertown, MD 21620

$300,000 | 104 Lincoln Drive, Chestertown, MD 21620
1/5
Coming SoonOpen: 9/13 11:00AM - 01:00PM

$300,000

3
Bedrooms
960
Square Feet
0.50
Acres

104 Lincoln Drive, Chestertown, MD 21620

$315,000 | 24775 Langford Road, Chestertown, MD 21620
1/25
Coming Soon

$315,000

3
Bedrooms
1,008
Square Feet
1.22
Acres

24775 Langford Road, Chestertown, MD 21620

$275,000 | 7482 Poplar Avenue, Chestertown, MD 21620
1/40
Coming Soon

$275,000

3
Bedrooms
975
Square Feet
0.45
Acres

7482 Poplar Avenue, Chestertown, MD 21620

$225,000 | 533 Round Top Road, Chestertown, MD 21620
1/17

$225,000

4
Bedrooms
1,800
Square Feet
0.55
Acres

533 Round Top Road, Chestertown, MD 21620

$304,000 | 7464 Shortall Street, Chestertown, MD 21620
1/32

$304,000

3
Bedrooms
1,232
Square Feet
0.34
Acres

7464 Shortall Street, Chestertown, MD 21620

Nearby home values

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

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 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