107 Flying Cloud Drive Chestertown, MD $ 375,000
107 Flying Cloud Drive
$ 375,000
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107 Flying Cloud Drive

Chestertown, MD, 21620
$ 375,000
Bedrooms5 Baths3.1 Sq 2,534

Monthly Estimate*

$ 2,368

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Single Family Home for sale in Chestertown, MD

for $375,000 with 5 bedrooms and 3 full baths, 1 half bath. This 2,534 square foot home was built in 2023 on a lot size of 0.11.

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 1,2001,800 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 constructionoffering 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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Single Family Contingent

Price

$ 375,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 5,390

Style

Contemporary

Lot Size

0.11

Year Built

2023

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2006510

Features
General
Living Area 2534
Sewer Public Sewer
Heating 90% Forced Air Programmable Thermostat
Cooling Central A/C Programmable Thermostat
Utilities Cable TV Available Phone Available
Possession Settlement
Roof Architectural Shingle
Appliances Dishwasher Disposal Dryer Energy Efficient Appliances Microwave Oven/Range - Electric Refrigerator Stainless Steel Appliances Washer Water Heater
Zoning R3/R4
HOA Fee 210.00
Association Fee Includes Common Area Maintenance Lawn Maintenance Road Maintenance
Patio/Porch Features Porch(es)
Architectural Style Contemporary
Security Features Fire Detection System Smoke Detector Sprinkler System - Indoor Security System
Construction Materials Batts Insulation Blown-In Insulation Concrete Stick Built Vinyl Siding
School District KENT COUNTY PUBLIC SCHOOLS
Year Built 2023
Electric 200+ Amp Service
Levels 3
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Municipality Chestertown
Accessibility 2+ Access Exits
Assoc Fee Paid Per Quarterly
County KENT
New Construction N
Property Type Residential
Association Amenities Common Grounds
HOA Y
Subdivision Name THE VILLAGE AT CHESTERTOWN
Facing Direction Southwest
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade
Full Baths 3
Status ACTIVE UNDER CONTRACT
Directions Use GPS
City CHESTERTOWN
Disclosures Prop Disclaimer Prop Disclosure
Association Name VILLAGE AT CHESTERTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 4969.00
Tax Annual Amount 5390.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 4.00
Price Per Sq Ft Total AG 147.99
Acceptable Financing Cash Conventional FHA VA
Additional Parcels Y/N N
Lease Considered Y/N N
Vacation Rental Y/N N
Builder Name D.R. Horton
Standard Status Active Under Contract
Year Built Source Estimated
Tax Lot 38
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Interior
Interior Amenities 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
Heating Fuel Electric
Flooring Carpet Luxury Vinyl Plank
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 2534
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Main Level Bedrooms 5
Laundry Type Dryer In Unit Main Floor Washer In Unit
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Exterior Amenities Sidewalks
Pool No Pool
Parking Features Concrete Driveway
Lot Features Backs to Trees Interior Front Yard Landscaping Partly Wooded
Water Source Public
Type of Parking Driveway On Street
Foundation Details Slab
Spa N
Water View Y/N N
Lot Size Acres 0.11
Road Surface Type Black Top
Lot Size Source Estimated
Waterfront Y/N N
Builder Model Verona
Horse Y/N N
Land Assessed Value 80000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 107
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* Excluded Features
List By
Century 21 New Millennium

Broker

cindy.gardner@c21nm.com

Email

Affordability Calculator

$2,817
Per Month
84%
16%
0%
Monthly Principal & Interest
$2,368
Monthly Property Taxes
$449
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5464513 Elementary School
3534996 Middle School
Kent County High School High School
Pricing History
DatePricePrice ChangeDescription
7/6/2026$375,000 -2.60% Price Down
6/9/2026$385,000 -2.53% Price Down
5/7/2026$395,000 Listed Price

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107 Flying Cloud Drive, Chestertown, MD, 21620 is a Single Family Home for sale at $375,000 with 2,534 sqft and a lot size of 0.11. 107 Flying Cloud Drive has 5 bedrooms, 3.1 baths, and was built in 2023. The property's zip code is 21620 which is in Chestertown, MD