206 Flyway Lane Chestertown, MD $ 499,900
206 Flyway Lane
$ 499,900
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206 Flyway Lane

Chestertown, MD, 21620
$ 499,900
Bedrooms4 Baths3.1 Sq 3,000

Monthly Estimate*

$ 3,078

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Single Family Home for sale in Chestertown, MD

for $499,900 with 4 bedrooms and 3 full baths, 1 half bath. This 3,000 square foot home was built in 1996 on a lot size of 1.

Theres 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 Chestertowns shops, restaurants, waterfront, and Washington College. Schedule your showing today!

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Single Family Pending

Price

$ 499,900

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 3,881

Style

Cape Cod

Lot Size

1

Year Built

1996

Town/City

Chestertown

County/Region

Queen Annes

MLS | Web ID

MDQA2016384

Features
General
Living Area 3000
Sewer Private Septic Tank
Heating Central Heat Pump(s)
Cooling Ceiling Fan(s) Central A/C
Possession Immediate Negotiable
Roof Shingle
Appliances Dishwasher Dryer Oven/Range - Electric Refrigerator Washer Water Heater Built-In Microwave
Zoning AG
Garage Spaces 2.00
Patio/Porch Features Deck(s)
Architectural Style Cape Cod
Construction Materials Vinyl Siding
School District QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
Year Built 1996
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility Other
County QUEEN ANNES
New Construction N
Property Type Residential
HOA N
Subdivision Name THE FLYWAY
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status PENDING
Directions GPS: 206 Flyway Ln Chestertown MD 21620
City CHESTERTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 43560.00
Tax Annual Amount 3881.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 166.63
Vacation Rental Y/N N
Location Type Rural
Standard Status Pending
Year Built Source Assessor
Legal Subdivision THE FLYWAY
Tax Lot 40
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Interior
Interior Amenities 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 Pantr
Heating Fuel Electric
Total Fireplaces 1
Fireplace Features Gas/Propane
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3000
Half Baths 1
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Kitchen Family Room
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Upper Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Exterior Amenities Exterior Lighting
Pool No Pool
Fencing Rear Split Rail Wire
Parking Features Paved Driveway Private
Water Source Well
Garage Features Garage - Side Entry Inside Access
Type of Parking Off Street Driveway Attached Garage
Foundation Details Permanent
Water View Y/N N
Lot Size Acres 1.00
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 120000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 206
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* Excluded Features
List By
Integrity Real Estate

Broker

kristinshomes@hotmail.com

Email

Affordability Calculator

$3,401
Per Month
90%
10%
0%
Monthly Principal & Interest
$3,078
Monthly Property Taxes
$323
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3534667 Elementary School
3535740 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
3/7/2026$499,900 Listed Price

Map


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206 Flyway Lane, Chestertown, MD, 21620 is a Single Family Home for sale at $499,900 with 3,000 sqft and a lot size of 1. 206 Flyway Lane has 4 bedrooms, 3.1 baths, and was built in 1996. The property's zip code is 21620 which is in Chestertown, MD