107 Flying Cloud Drive Chestertown, MD 21620
Listing Courtesy of: BRIGHT IDX / Listed By: Cynthia "Cindy" Gardner, Century 21 New Millennium

  107 Flying Cloud Drive Chestertown, MD 21620

Active (10 Days)
$395,000 (USD)
5
BED
4
BATH
2,534
SQFT

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; imagine enjoying a glass of iced tea from your favorite wicker chair! Step through the Craftsman style 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 spacious 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, or fitness area! Ample closets throughout ensure exceptional storage options. Extras you’ll love: a modern Smart Home Package offering convenience, efficiency, and peace of mind. Thoughtfully positioned against a backdrop of mature trees rather than neighboring homes, this property offers a more private outdoor experience. Seller is offering a buyer credit toward allowable closing costs — an excellent opportunity to conserve cash for personalized backyard improvements such as fencing, shed or patio after settlement! This beautifully 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!

MLS #:
MDKE2006510
Taxes
$5,390(2026)
Lot Size
4,969 SQFT
Type
Single-Family Home
Year Built
2023
Style
Contemporary
School District
Kent County Public Schools
County
Kent County

Listed By

Cynthia "Cindy" Gardner, Century 21 New Millennium
Source
BRIGHT IDX
Last checked May 25 2026 at 11:54 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
  • Half Bathroom: 1
Interior Features
  • Window Treatments
  • Dishwasher
  • Disposal
  • Dryer
  • Microwave
  • Washer
  • Refrigerator
  • Water Heater
  • Kitchen - Eat-In
  • Oven/Range - Electric
  • Floor Plan - Open
  • Walls/Ceilings: Dry Wall
  • Recessed Lighting
  • Combination Dining/Living
  • Energy Efficient Appliances
  • Stainless Steel Appliances
  • Carpet
  • Pantry
  • Walk-In Closet(s)
  • Primary Bath(s)
  • Bathroom - Tub Shower
  • Bathroom - Stall Shower
Subdivision
  • The Village At Chestertown
Lot Information
  • Partly Wooded
  • Backs to Trees
  • Landscaping
  • Front Yard
  • Interior
Property Features
  • Above Grade
  • Foundation: Slab
Heating and Cooling
  • 90% Forced Air
  • Programmable Thermostat
  • Central A/C
Homeowners Association Information
  • Dues: $210
Flooring
  • Carpet
  • Luxury Vinyl Plank
Exterior Features
  • Vinyl Siding
  • Concrete
  • Stick Built
  • Blown-In Insulation
  • Batts Insulation
  • Roof: Architectural Shingle
Utility Information
  • Utilities: Cable Tv Available, Phone Available
  • Sewer: Public Sewer
  • Fuel: Electric
School Information
  • Elementary School: H. H. Garnett
  • Middle School: Kent County
  • High School: Kent County
Parking
  • Concrete Driveway
Stories
  • 3
Living Area
  • 2,534 sqft
Location
   
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Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
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Interest rate
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Mortgage calculator estimates are provided by C21 New Millennium and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is 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. Data last updated 5/25/26 16:54