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108 Flying Cloud Dr, 
Chestertown, MD 21620

$364,900

4

Beds

3

Baths

1,936

Sq Ft

Single Family

Active

Listed by

Casey Scattergood

Cross Street Realtors LLC., 4434803453, stacy@csrealtors.com

Last updated:

January 14, 2026, 03:14 PM

MLS#

MDKE2005928

Source:

BRIGHTMLS

About This Home

108 Flying Cloud Dr

Beautifully done! A MUST see! UPGRADED 2023-built Smart Home, tucked into a quiet and friendly Chestertown community. Thoughtfully enhanced throughout, the kitchen shines with new quartz countertops, a stylish backsplash, upgraded sink and faucet, and added cabinetry with elegant hardware. Fresh light fixtures bring a warm glow to the living spaces, while the laundry room offers added function with quartz surfaces and extra storage. The powder room has been transformed with a stunning vanity and modern fixtures. The second floor offers four spacious bedrooms and two full baths. As a bonus, this property is a smart home, offering comfort and convenience at your fingertips. Just a short drive to multiple marinas in Rock Hall and an easy drive to Philadelphia and Washington, D.C.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 2023

Price Summary

364,900

$188 per Sq. Ft.

MLS #:

MDKE2005928

Last Updated:

January 14, 2026, 03:14 PM

Added:

1 month(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

1,936 Sq. Ft.

Structure

Structure

Architectural Style:

Contemporary

Building Area:

1,936 Sq. Ft.

Year Built:

2023

Lot

Lot Size (Sq. Ft):

3,920

Finances & Disclosures

Finances

Price:

$364,900

Price per Sq. Ft:

$188 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls 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. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.