Matthew Wyble
Next Step Realty
(443) 775-2465
336 Total Sales
1 in Chestertown
$405,000 Price
206 Valley Rd Chestertown, MD 21620
Chestertown AreaEstimated Value: $600,979
4
Beds
2
Baths
2,869
Sq Ft
$209/Sq Ft
Est. Value
Highlights
- Gourmet Kitchen
- Open Floorplan
- Wood Flooring
- 0.81 Acre Lot
- Rambler Architecture
- Main Floor Bedroom
About This Home
As of January 2026Price improvement! Prepare to be wowed when you walk through the front door. Gleaming hardwood floors, huge floor-to-ceiling windows, high-end kitchen and primary bath. Floor plan that flows beautifully. 4 bedrooms and 2 baths. Wood burning fire place in the living room. House is filled with natural light. Two car garage under the house with unfinished basement. Windows, roof, appliances, and HVAC have all been replaced. Electric has been updated. The list of improvements goes on. Come see this for yourself. It's gorgeous!
Last Agent to Sell the Property
(410) 778-0330 pheller@cbchesapeake.com Coldwell Banker Chesapeake Real Estate Company Listed on: 10/09/2025
Last Buyer's Agent
(410) 810-0010 crockettgm@ymail.com Doug Ashley Realtors, LLC License #618317
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,538
Year Built
- Built in 1957
Lot Details
- 35,284 Sq Ft Lot
- Property is in excellent condition
- Property is zoned R-2
Parking
- 2 Car Attached Garage
- Basement Garage
- Driveway
- On-Street Parking
- Off-Street Parking
Home Design
- Rambler Architecture
- Brick Exterior Construction
- Block Foundation
Interior Spaces
- Property has 2 Levels
- Open Floorplan
- Ceiling Fan
- Wood Burning Fireplace
- Fireplace Mantel
- Brick Fireplace
- Family Room
- Living Room
- Dining Room
Kitchen
- Gourmet Kitchen
- Built-In Oven
- Cooktop
- Built-In Microwave
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- 4 Main Level Bedrooms
- En-Suite Bathroom
- 2 Full Bathrooms
- Walk-in Shower
Laundry
- Laundry on main level
- Dryer
- Washer
Unfinished Basement
- Partial Basement
- Connecting Stairway
- Garage Access
Accessible Home Design
- Roll-in Shower
Utilities
- Central Air
- Heat Pump System
- Electric Water Heater
Community Details
- No Home Owners Association
- College Heights Subdivision
Listing and Financial Details
- Assessor Parcel Number 1504005783
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 9, 2025
Closed on
Jan 9, 2026
Sold by
Bought by
Seller's Agent
Peter Heller
Coldwell Banker Chesapeake Real Estate Company
Buyer's Agent
Grace Crockett
Doug Ashley Realtors, LLC
List Price
$639,900
Sold Price
$590,000
Premium/Discount to List
-$49,900
-7.8%
Views
105
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$10,979
Avg. Annual Appreciation
3.07%
Purchase Details
Listed on
Jun 27, 2017
Closed on
May 10, 2018
Sold by
Bought by
Seller's Agent
Hugh Wyble
Wyble Enterprises
Buyer's Agent
Paula Ruckelshaus
Long & Foster Real Estate, Inc.
List Price
$319,500
Sold Price
$190,000
Premium/Discount to List
-$129,500
-40.53%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
15.90%
Original Mortgage
$142,500
Interest Rate
4.44%
Mortgage Type
New Conventional
Purchase Details
Closed on
Jun 27, 2003
Sold by
Bought by
Purchase Details
Closed on
Aug 31, 1998
Sold by
Bought by
Purchase Details
Closed on
Jan 16, 1997
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Chestertown, MD
-
Matthew Wyble
-
Floretta Davis
Floretta Davis
Samson Properties
(240) 559-5110
142 Total Sales
1 in Chestertown
$485,000 Price
-
Retha Arrabal
Retha Arrabal
Doug Ashley Realtors, LLC
(667) 244-8084
100 Total Sales
28 in Chestertown
$84K - $675K Price Range
-
Barbara McPhail
Barbara McPhail
Douglas Realty LLC
(410) 291-1444
15 Total Sales
3 in Chestertown
$240K - $585K Price Range
-
Carol Tinnin
Carol Tinnin
RE/MAX Leading Edge
(667) 201-6958
183 Total Sales
1 in Chestertown
$398,000 Price
-
Kristina Hyland
Kristina Hyland
Coldwell Banker Chesapeake Real Estate Company
(667) 243-9976
133 Total Sales
19 in Chestertown
$84K - $700K Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $590,000 | None Listed On Document | ||
| $190,000 | None Available | ||
| $282,000 | -- | ||
| $196,000 | -- | ||
| -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $15,000 | ||
| Previous Owner | $142,500 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 01/12/2026 01/12/26 | Sold | $590,000 | -4.1% | $206 / Sq Ft | |
| 11/05/2025 11/05/25 | Pending | -- | -- | -- | |
| 11/01/2025 11/01/25 | Price Changed | $615,000 | -3.9% | $214 / Sq Ft | |
| 10/09/2025 10/09/25 | For Sale | $639,900 | +236.8% | $223 / Sq Ft | |
| 05/10/2018 05/10/18 | Sold | $190,000 | -23.7% | $66 / Sq Ft | View Prior Sale |
| 04/07/2018 04/07/18 | Pending | -- | -- | -- | |
| 08/10/2017 08/10/17 | Price Changed | $249,000 | -22.1% | $87 / Sq Ft | |
| 06/27/2017 06/27/17 | For Sale | $319,500 | -- | $111 / Sq Ft |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $5,492 | $382,233 | $0 | $0 |
| 2025 | $5,492 | $379,700 | $96,300 | $283,400 |
| 2024 | $5,222 | $353,400 | $0 | $0 |
| 2023 | $4,962 | $327,100 | $0 | $0 |
| 2022 | $4,684 | $300,800 | $96,300 | $204,500 |
| 2020 | $4,654 | $296,933 | $0 | $0 |
| 2019 | $4,614 | $295,000 | $106,300 | $188,700 |
| 2018 | $9,169 | $295,000 | $106,300 | $188,700 |
| 2017 | $4,488 | $295,000 | $0 | $0 |
| 2016 | -- | $298,400 | $0 | $0 |
| 2015 | $4,319 | $294,667 | $0 | $0 |
| 2014 | $4,319 | $290,933 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Peter Heller
Seller's Agent in 2026
Peter Heller
Coldwell Banker Chesapeake Real Estate Company
(410) 708-3301
103 Total Sales
-
Grace Crockett
Buyer's Agent in 2026
Grace Crockett
Doug Ashley Realtors, LLC
(410) 708-5615
57 Total Sales
-
Hugh Wyble
H
Seller's Agent in 2018
Hugh Wyble
Wyble Enterprises
(410) 778-1272
5 Total Sales
-
Paula Ruckelshaus
Buyer's Agent in 2018
Paula Ruckelshaus
Long & Foster
(410) 348-5343
7 Total Sales
Map
Source: Bright MLS
MLS Number: MDKE2005762
APN: 04-005783
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The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc.
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