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107 Flying Cloud Drive, Chestertown, MD 21620

$395,000
  • 107 Flying Cloud Drive, Chestertown, MD 21620 Main Photo

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ACTIVE
BEDS5 BATHS3 full 1 partial SQUARE FEET2,534 MLS#MDKE2006510
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONTHE VILLAGE AT CHESTERTOWN SCHOOLKENT COUNTY PUBLIC SCHOOLS

Property Description

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!

107 Flying Cloud Drive | MLS# MDKE2006510

This single family home located at 107 Flying Cloud Drive, Chestertown, MD 21620 is currently listed for sale with an asking price of $395,000. This property was built in 2023 and has 5 bedrooms and 3 full and 1 partial baths with 2534 sq. ft. Flying Cloud Drive is located in the THE VILLAGE AT CHESTERTOWN subdivision within the KENT COUNTY PUBLIC SCHOOLS school district. Search THE VILLAGE AT CHESTERTOWN real estate on www.realtymark.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C, Programmable Thermostat
Fuel Type: Electric
Heating: 90% Forced Air, Programmable Thermostat
Home Style: Contemporary
Lot Size: 0.11 Acres
Roof Type: Architectural Shingle
Stories: 3.0
Taxes: $5,390
Year Built: 2023

Feature Descriptions

Accessibility: 2+ Access Exits
Additional Structures: Above Grade
Appliances: Dishwasher, Disposal, Dryer, Energy Efficient Appliances, Microwave, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
Community Amenities: Common Grounds
Days on Site: 12
Electric: 200+ Amp Service
Exterior: Batts Insulation, Blown-In Insulation, Concrete, Stic
Exterior: Sidewalks
Flooring: Carpet, Luxury Vinyl Plank
HOA Fee: $210.00/Quarterly
Interior: Bathroom - Stall Shower, Bathroom - Tub Shower, Carpet, Combination Dining/Living, Floor Plan - Open, Kitchen - Eat-In, Pantry, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Window Treatments
Lot: Backs to Trees, Interior, Front Yard, Landscaping, Partly Wooded
Lot Dimensions: 0.11 Acre(S)
Municipality: Chestertown
Parking Features: Concrete Driveway
Parking Notes: 2 Total Parking Spaces
Pet Restrictions: Cats OK, Dogs OK
Sewer: Public Sewer
SQFT Above Finished: 2534
SQFT Total Finished: 2534
Structure Type: Detached
Total Garage/Parking Spaces: 2
Utilities: Cable TV Available, Phone Available
Water: Public
Wooded: Yes

Local Schools

High School: KENT COUNTY
Middle School: KENT COUNTY
Elementary School: H. H. GARNETT
School District: KENT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: CENTURY 21 New Millennium
Agency Phone: 4102669005

Shown By

Agency Title: RealtyMark
Agency Phone: 888-260-0400

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Estimated Payment

$ 1,443.47 per month $879.10 Principal & Interest $449.17 Property Tax $115.21 Homeowner's Insurance

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All commissions are negotiable Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/19/2026. The listing information on this page last changed on 05/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 05/19/2026 12:44:52 AM EST) or Stellar MLS (last updated Tue 05/19/2026 12:28:57 AM EST) or GSMLS (last updated Tue 05/19/2026 12:24:03 AM EST) or Emerald Coast MLS (last updated Tue 05/19/2026 12:05:21 AM EST) or Central Panhandle Association of Realtors (last updated Tue 05/19/2026 12:37:17 AM EST) or Beaches MLS (last updated Tue 05/19/2026 12:40:16 AM EST) or Naples MLS (last updated Mon 05/18/2026 11:40:21 PM EST) or Bright MLS (last updated Mon 05/18/2026 7:50:17 AM EST) or OneKey MLS (last updated Tue 05/19/2026 12:42:21 AM EST). Real estate listings held by brokerage firms other than RealtyMark may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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