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$499,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,000 Sq. Ft.
  • 2 Car Garage
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There's no place like home! Welcome to the Flyway neighborhood in Chestertown, where this 4 bedroom, 3.5 bath home offers a flexible layout with both formal and casual living spaces. The front entry opens to a formal dining room and a separate bonus room that can serve as a living room, playroom, or home office. The family room with propane fireplace flows into the eat-in kitchen that features a breakfast bar, pantry, and space for a table. Just off the kitchen is a half bathroom and interior access to the 2 car garage. Sliding glass doors lead to a composite deck with steps down to the spacious fenced backyard, all situated on a 1 acre lot offering space to enjoy outdoor living. Upstairs is the primary suite with two walk-in closets and a private bath with dual vanity and walk-in shower. A secondary suite includes its own private bath and walk-in closet, while two additional bedrooms share a hall bath. Laundry is conveniently located on the upper level. Recent updates include a new roof on the home and shed (2025) and recently replaced water heaters (downstairs in 2025, upstairs in 2019). Conveniently located just minutes from downtown Chestertown's shops, restaurants, waterfront, and Washington College. Schedule your showing today!

Full Property Details for 206 Flyway Ln

General

  • Price: $499,900
  • Taxes: $3,881 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDQA2016384
  • Updated: 3/11/2026
  • Added to Site: 29 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room
  • Interior Features: Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Ceiling Fan(s), Combination Kitchen/Living, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Eat-In, Pantry, Primary Bath(s), Carpet, Walk-in Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Gas/Propane
  • Appliances: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer, Water Heater, Built-In Microwave

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Upper Floor Baths: 3
  • Upper - Full Baths: 3
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Other Rooms

  • Laundry: Upper Floor

Exterior

  • Exterior Features: Exterior Lighting
  • Porch/Patio/Deck: Deck(s)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Paved Driveway, Private
  • Parking Type: Off Street, Driveway, Attached Garage
  • Garage Description: Garage - Side Entry, Inside Access

Location

  • County: QUEEN ANNES
  • Subdivision: THE FLYWAY
  • Driving Directions: GPS: 206 Flyway Ln, Chestertown, MD 21620
  • Location Details: Rural

School Information

  • School District: Queen Anne's County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Central, Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Private Septic Tank
  • Water: Well

Structural Information

  • Architectural Style: Cape Cod
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Permanent
  • Roof: Shingle
  • Stories Description: Main, Upper 1
  • Square Feet: 3,000
  • Sq. Ft. Source: Estimated
  • Living Area: 3,000 Sq. Ft.
  • Finished Above Grnd: 3,000 Sq. Ft.
  • Year Built: 1996
  • Year Built Source: Assessor

Additional Structures

  • Other Structures: Shed

Lot Features

  • Lot Size (Acres): 1
  • Lot Size (Sq. Ft.): 43,560
  • Lot Size Source: Assessor
  • Zoning: AG
  • Fencing (Description): Rear, Split Rail, Wire

Financial Considerations

  • Price Per Sq. Ft.: $166.63
  • Assessment Year: 2026
  • County Tax: $3,881
  • County Tax Freq: Annually
  • Tax w/Assessment: $425,133
  • Tax Amount: $3,881
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 2268

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 40

Listed by Integrity Real Estate, Kristin N Lewis

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Listing agent

— 206 Flyway Ln —

  • Kristin N Lewis

    Integrity Real Estate

Listing Office Email: integritynortheast@gmail.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 206 Flyway Ln

School District:Queen Annes County Public Schools
NameGradesDistance
Church Hill Elementary School
631 Main Street, Church Hill, MD 21623
PK-43.6 mi
Sudlersville Middle School
600 Charles Street, Sudlersville, MD 21668
5-88.7 mi
Queen Anne's County High School
125 Ruthsburg Road, Centreville, MD 21617
9-1210.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 206 Flyway Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/06/2026
Listed
$499,900
56.41%
MLS
5/11/2018
Sold
$319,600
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 206 Flyway Ln

Year
Property Taxes
Change
Tax Assessment
Change
2023
$3,238
—
$412,000
9%
2023
$3,238
—
$377,867
10%
2023
$3,238
15%
$343,733
19%
2021
$2,827
4%
$288,533
4%
2020
$2,726
4%
$278,000
5%
2019
$2,610
5%
$265,867
5%
2018
$2,493
5%
$253,733
5%
2017
$2,377
—
$241,600
—
2016
$2,377
—
$241,600
—
2015
$2,377
-10%
$241,600
-10%
2014
$2,628
—
$267,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 206 Flyway Ln

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Integrity Real Estate, Kristin N Lewis

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206 Flyway Lane, Chestertown, MD 21620 (MLS# MDQA2016384) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 206 Flyway Lane is currently listed for $499,900 and was received on March 06, 2026. Want to learn more about 206 Flyway Lane? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

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