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Property view

107 Flying Cloud Dr, 
Chestertown, MD 21620

$395,000


5

Beds


4

Baths


2,534

Sq Ft


Single Family

Coming Soon

Listed by

Cynthia F Gardner

Century 21 New Millennium, 3017519371, alicia.jenkins@c21nm.com

Last updated:

May 13, 2026, 01:41 PM

MLS#

MDKE2006510

Source:

BRIGHTMLS

About This Home

107 Flying Cloud Dr

Welcome to this stunning 2023-built home with well-designed architectural elevations! The curb appeal captures your attention and the moment you arrive, the welcoming front porch invites you to slow down, relax, and imagine enjoying a glass of iced tea from your favorite wicker chair. Step through the handsome front door into a move-in ready, three-story residence offering 5 bedrooms and 3.5 baths across 2,535 square feet of thoughtfully designed living space. The main level features an open-concept layout with a spacious family room, dining area, and bright, well-appointed kitchen — perfect for both everyday living and entertaining. A convenient first-floor laundry room and powder room add to the home’s functionality. The kitchen is designed with today’s lifestyle in mind, featuring stainless steel appliances, a generous peninsula for gathering, and a large corner pantry providing abundant storage. Upstairs, the owner’s suite offers a peaceful retreat with a walk-in closet and private en-suite bath complete with double vanity and walk-in shower. Three additional bedrooms share a full hall bath with double vanity, providing comfort and convenience for family or guests. The third level expands the home’s versatility with a fifth bedroom, full bath, and flexible bonus space ideal for a home office, playroom, media room, fitness area, or additional storage. Ample closets throughout ensure exceptional storage options. Extras you’ll love: a modern Smart Home Package offering convenience, efficiency, and peace of mind. The backyard backs to trees for added privacy, with plenty of room to add a shed, garage, or play equipment to suit your lifestyle. The thoughtfully landscaped community common area features a scenic pond with fountain, creating a welcoming neighborhood setting. Located just minutes from downtown Chestertown — known for its charming shops, restaurants, parks, waterfront atmosphere, and Washington College — you’ll enjoy easy access to date nights, community events, and small-town charm at its best. This thoughtfully planned community is complete, offering a wonderful opportunity to become part of an established neighborhood. Don’t miss your chance to make this exceptional home your own!

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 2023

Price Summary

395,000

$155 per Sq. Ft.

MLS #:

MDKE2006510

Last Updated:

May 13, 2026, 01:41 PM

Added:

9 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

2,534 Sq. Ft.


Structure

Structure

Architectural Style:

Contemporary

Building Area:

2,534 Sq. Ft.

Year Built:

2023


Lot

Lot Size (Sq. Ft):

4,791


Finances & Disclosures

Finances

Price:

$395,000

Price per Sq. Ft:

$155 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.