Ad #7727995
MLS #MDKE2006510
NEW PRICE - One of Chestertown's Best Values! Over 2,500 square
107 FLYING CLOUD Dr, Chestertown, Maryland, 21620
$375,000
5Beds
4Baths
2,534Sqft
0.114Acres
About this property
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 onepare the square footage, age, and features, then come see why this home represents one of the best values currently available in the Chestertown market.
Property Features
5 Beds
4 Baths
2,534 Sqft
Built in 2023
0.114 Acres
3 Stories
(private lake, pond, coastal)
On Street, Driveway
Siding: BattsInsulation, BlownInInsulation, Concrete, Stick Built, Vinyl Siding
Forced Air
$5,390 / yr property tax
Kent County
THE VILLAGE AT CHESTERTOWN Community
Additional Photos
Contact Information
Cynthia F Gardner
Century 21 New Millennium
410-703-9202
Location
Listing Agent: Cynthia F Gardner (License #: 648469) 410-703-9202
Broker: Century 21 New Millennium 703-753-7910 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Century 21 New Millennium 703-753-7910 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
LakeHouse.com
Printed Jul 18, 2026
Photo Gallery
$375,000
5
Beds
4
Baths
2,534
Sqft
107 FLYING CLOUD Dr, Chestertown, Maryland, 21620
By contacting this agent you agree to these Terms and Conditions.
MLS# MDKE2006510
NEW PRICE - One of Chestertown's Best Values! Over 2,500 square
$375,000
107 FLYING CLOUD Dr, Chestertown, Maryland, 21620
5
Beds
4
Baths
2,534
Sqft
0.114
Acres
$375,000
107 FLYING CLOUD Dr, Chestertown, Maryland, 21620
5 Beds
4 Baths
2,534 Sqft
0.114 Acres
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 onepare 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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Property Details
HOME DETAILS
5 Beds
4 Baths
2,534 Sqft
Built in 2023
0.114 Acres
3 Stories
WATER & VIEW
(private lake, pond, coastal)
EXTERIOR
On Street, Driveway
Siding: BattsInsulation, BlownInInsulation, Concrete, Stick Built, Vinyl Siding
INTERIOR
Forced Air
FINANCIAL & COMMUNITY
$5,390 / yr property tax
Kent County
THE VILLAGE AT CHESTERTOWN Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
7727995
Viewed
14 times
Listing Status
Active
Added
Jul 09, 2026
Last Refresh
Jul 18, 2026 07:47:04 AM
Listing Information
Data Source
Bright MLS
Source Property ID
MDKE2006510
Listing Agent: Cynthia F Gardner (License #: 648469) 410-703-9202
Broker: Century 21 New Millennium 703-753-7910 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Century 21 New Millennium 703-753-7910 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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