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$339,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,896 Sq. Ft.
  • Updated 1 day ago
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Welcome to 102 Flying Cloud a new community known as The Village of Chestertown. This is a rare opportunity to own a home at this price and condition. Designed to with an open 1st floor features a bright white kitchen and dining area open to a large living room for entertaining and a 1/2 bathroom. The 2nd floor features 3 bedrooms 2 full bathrooms. The primary feature private bath and large closet. The exterior has large backyard for friends and family concrete driveway and freshly manicured yard. Call today for private showing today.

Full Property Details for 102 Flying Cloud Dr

General

  • Price: $339,900
  • HOA FEE: $70/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $4,479 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006586
  • Updated: 5/19/2026
  • Added to Site: 2 day(s) ago

Interior

  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer - Electric, Icemaker, Refrigerator, Washer

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Other Rooms

  • Laundry: Upper Floor

Parking

  • Parking Type: Driveway, On Street

Location

  • Municipality: Chestertown
  • County: KENT
  • Subdivision: THE VILLAGE AT CHESTERTOWN
  • Driving Directions: GPS 102 Flying Cloud Chestertowm
  • City Limits: Yes

School Information

  • School District: Kent County Public Schools

Community

  • Association: Yes
  • Assoc. Name: THE VILLAGE OF CHESTERTOWN
  • Assoc. Fees Include: Common Area Maintenance, Lawn Maintenance

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Slab
  • Roof: Architectural Shingle
  • Stories Description: Main, Upper 1
  • Square Feet: 1,896
  • Sq. Ft. Source: Assessor
  • Living Area: 1,896 Sq. Ft.
  • Finished Above Grnd: 1,896 Sq. Ft.
  • Year Built: 2023
  • Year Built Source: Assessor
  • Property Condition: Excellent

Lot Features

  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 4,000
  • Lot Size Source: Assessor
  • Zoning: R3/R4

Financial Considerations

  • Price Per Sq. Ft.: $179.27
  • Association Fee: $210
  • Assoc Fee Freq.: Quarterly
  • Assessment Year: 2026
  • City/TownTax: $1,238
  • City/TownTax Freq: Annually
  • County Tax: $3,241
  • County Tax Freq: Annually
  • Tax w/Assessment: $288,067
  • Tax Amount: $4,479
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1896

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 27

Listed by Long & Foster Real Estate, Inc., Daniel B Foster

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Listing agent

— 102 Flying Cloud Dr —

  • Daniel B Foster

    Long & Foster Real Estate, Inc.

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 102 Flying Cloud Dr

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-51.1 mi
Kent County Middle School
402 East Campus Avenue, Chestertown, MD 21620
6-80.7 mi
Kent County High School
25301 Lambs Meadow Road, Worton, MD 21678
9-124.2 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 102 Flying Cloud Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/19/2026
Listed
$339,900
11.45%
MLS
8/29/2023
Sold
$304,990
—
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 102 Flying Cloud Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,479
—
$285,800
—
2024
$4,479
763%
$285,800
—
2023
$519
—
$285,800
758%
2022
$519
-1%
$33,300
—
2020
$522
—
$33,300
—
2021
$522
—
$33,300
—
2020
$521
1%
$33,300
—
2019
$517
3%
$33,300
—
2018
$501
—
$33,300
—
2017
$501
307%
$33,300
—
2016
$123
-75%
$33,300
-26%
2015
$501
-26%
$45,300
—
2014
$681
—
$45,300
—
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.

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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

Get Pre-Approved

Listed by Long & Foster Real Estate, Inc., Daniel B Foster

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102 Flying Cloud Drive, Chestertown, MD 21620 (MLS# MDKE2006586) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 102 Flying Cloud Drive is currently listed for $339,900 and was received on May 19, 2026. Want to learn more about 102 Flying Cloud Drive? 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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