Under Contract

MLS: #MDKE2006510, Listed By: Cynthia Gardner, CENTURY 21 New Millennium, Source:Bright MLS

107 Flying Cloud Drive

CHESTERTOWN, MD 21620
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Bed 5

Bed

Bath 4

Bath

SqFt2,534

Sqft

Acres0.11

Acre(Lot)

NEW PRICE – One of Chestertown's Best Values! Over 2,500 square feet of 2023 construction priced comparably to many older Chestertown homes with just 1,200–1,800 square feet. If you're looking for maximum living space, modern design, and exceptional value, this home deserves a closer look. This move-in ready, three-story home offers 5 bedrooms, 3.5 baths, and 2,535 square feet of thoughtfully designed living space. The inviting front porch welcomes you into an open-concept main level featuring a spacious family room, dining area, and a bright kitchen designed for everyday living and entertaining. Highlights include stainless steel appliances, a generous peninsula, large corner pantry, first-floor laundry, and convenient powder room. The private owner's suite features a spacious walk-in c loset and en-suite bath with double vanity and walk-in shower. Three additional bedrooms share a full bath with double vanity, while the finished third level provides a fifth bedroom, full bath, and flexible bonus space perfect for a home office, media room, playroom, fitness area, or guest suite. Ample closet space throughout provides exceptional storage. Unlike many homes in the community, this property backs to mature trees rather than neighboring homes, offering a more private backyard setting. Additional features include a modern Smart Home Package for convenience, efficiency, and peace of mind. Seller is offering a buyer credit toward allowable closing costs, helping conserve cash after settlement for future backyard enhancements such as a patio, fencing, or shed. Enjoy the beautifully landscaped community pond with fountain and the convenience of being just minutes from historic downtown Chestertown, Washington College, waterfront parks, restaurants, shopping, and year-round community events. The Village of Chestertown is now a completed community with no future construction—offering the opportunity to enjoy an established neighborhood from day one. Compare the square footage, age, and features, then come see why this home represents one of the best values currently available in the Chestertown market.

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Detail Ic Property Details

Property Type : Residential

Price : $375,000

AD Id : 78789659

MLS Id : MDKE2006510

Beds : 5

Lot Size : 0.11 Acre

Living Area Size : 2,534

Year Built : 2023

County : KENT

Subdivision: The Village At Chestertown

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1
  • Flooring Information

    Carpet, Vinyl
  • Roofing Information

    Shingle
  • Interior Features

    Eat-in Kitchen, Pantry, Recessed Lighting, Walk-In Closet(s), Open Floorplan Roof: Shingle Appliances: Electric Range, Electric Oven, Electric Water Heater, Washer, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Water Heater, ENERGY STAR Qualified Appliances Laundry Features: Main Level Window Features: Window Coverings, Window Treatments
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Forced Air Has Cooling: Yes Cooling: Central Air, Electric

  • Building Information

    Year Built: 2023 Building Area Total: 2534 Construction Materials: Batts Insulation, Blown-In Insulation, Concrete, Vinyl Siding Patio And Porch Features: Porch Pool Features: None Private Pool: No Association Fee Frequency: Quarterly

  • Lot Information

    Lot Size Acres: 0.11 Lot Size Source: Estimated Lot Size Square Feet: 4969 Lot Description: Front Yard, Few Trees

    Property Information

    Subdivision: THE VILLAGE AT CHESTERTOWN Source Property Type: Residential Postal Code Plus 4: 1186 Property SubType: Single Family Residence Direction Faces: Southwest Levels: Three Or More Property Age: 3

  • Listing Price Information

    Listing Price: $375000

  • Tax Information

    Parcel Number: 1504338278 Tax Lot: 38 Tax Year: 2026 Annual Tax: $5390

  • Parking Information

    Parking Total: 2 Concrete, On Street, Driveway

    Garage Information

    Pets Allowed: Cats OK, Dogs OK, Yes
    Homeowners Association Information
    Has Association: Yes HOA: $210.00 Community Features: Sidewalks

  • School Information

    Elementary School: H. H. GARNETT
    Junior High School: KENT COUNTY
    Senior High School: KENT COUNTY
  • Utility Information

    Cable Available, Phone Available
  • Location Information

    Direction: Use GPS WaterSource: Public Security Features: Smoke Detector(s), Security System
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Preston Lane, Chestertown, MD, 21620 $525,000 3 3 2,824 2,824 SqFt
1904 Pondtown Road, Chestertown, MD, 21620 $265,000 3 1 1,967 1,967 SqFt
204 Double Creek Road, Chestertown, MD, 21620 $565,000 3 3 2,927 2,927 SqFt
240 Merganser Drive, Chestertown, MD, 21620 $365,000 3 2 1,120 1,120 SqFt
222 Dutchess Road, Chestertown, MD, 21620 $320,000 3 2 1,096 1,096 SqFt
517 Round Top Road, Chestertown, MD, 21620 $299,900 3 1 1,248 1,248 SqFt
202 Royston Shores Road, Chestertown, MD, 21620 $1,200,000 4 3 2,292 2,292 SqFt
101 Coleman Drive, Chestertown, MD, 21620 $519,900 3 3 2,268 2,268 SqFt
201 River Road, Chestertown, MD, 21620 $629,900 3 2 2,430 2,430 SqFt
103 Maple Avenue, Chestertown, MD, 21620 $615,000 4 3 4,536 4,536 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 07/22/2026 @ 01:10

MLS: MDKE2006510 LISTED BY: Cynthia Gardner, CENTURY 21 New Millennium 410-266-9005 SOURCE: Bright MLS

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