107 Flying Cloud Dr, Chestertown, MD 21620 | For Sale

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For Sale $375,000 ($147.99 per Sq Ft)

$375,000 ($147.99 per Sq Ft)
  • (0)
  • 5 Bedrooms
  • 4 Bathrooms
  • 2,534 Sq Ft
  • 4,969 Sq Ft

Description

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 closet 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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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


The income description goes here to explain

Expenses

Property Details

List Price $375,000
Property Type Single Family Homes
Usable Sqft 2,534
Number of Stories 0 stories
Parking Spots 0 spots
Year Built 2023
Last Sold Unknown
Sold Price Unknown
HOA Fees: $210.00
Association Name: VILLAGE AT CHESTERTOWN
Association Amenities: Common Grounds, Common Area Maintenance,Lawn Maintenance,Road Maintenance
APN # 1504338278
MLS # MDKE2006510
Property ID 319580207
Lot Sqft 4,969
Zoning R3/R4
Days on Market 55
Original List Price Unknown
Applicances Dishwasher,Disposal,Dryer,Energy Efficient Appliances,Microwave,Oven/Range - Electric,Refrigerator,Stainless Steel Appliances,Washer,Water Heater%
Date Updated July 06, 2026
Date Created May 15, 2026

Listing Provided By

Cynthia F Gardner an agent of . Lic #648469


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Data last updated: July 09, 2026.
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