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About This Home

This 5-bedroom, 4-bathroom single family at 107 FLYING CLOUD Drive in Chestertown, MD is listed for $395,000 ($156 per sqft). Built in 2023, the home offers 2,534 sqft of living space on a 0.11 acres lot.

Agent 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!

Key Features

  • Built in 2023
  • 0.11 acre lot
  • 3 stories
  • 2 parking spaces

Property Details

3 stories
3 full, 1 half
2 spaces
2023

Amenities

A/C

Monthly Cost Estimate

$2,323/mo

20% down · 6.5% · 30 years

Principal$286
Interest$1,712
Insurance$115
HOA$210

Estimates only. Actual payments may vary.

Location

107 FLYING CLOUD Drive

Chestertown, MD 21620

THE VILLAGE AT CHESTERTOWN

Features & Amenities

Interior Features

Bathroom - Stall ShowerBathroom - Tub ShowerCarpetCombination Dining/LivingFloor Plan - OpenKitchen - Eat-InPantryPrimary Bath(s)Recessed LightingWalk-in Closet(s)Window Treatments

Property Details

Construction

BattsInsulation BlownInInsulation Concrete Stick Built Vinyl Siding

Parking

On StreetDriveway

Heating

Forced Air

Cooling

Central Air

Appliances

DishwasherDisposalDryerEnergy Efficient AppliancesMicrowaveOven/Range - ElectricRefrigeratorStainless Steel AppliancesWasherWaterHeater

Questions & Answers

This 5-bedroom, 4-bathroom single family at 107 FLYING CLOUD Drive is listed at $395,000 ($156/sqft). The estimated monthly payment is $1,922 based on 20% down at 6.5% interest.

HOA fees are $210/month.

Key features include: Built in 2023, 0.11 acre lot, 3 stories, 2 parking spaces. Interior Features: Bathroom - Stall Shower, Bathroom - Tub Shower, Carpet.

This property is listed by Cynthia F Gardner and can be reached at 4107039202 or cindy.gardner@c21nm.com.

CG

Cynthia F Gardner

Agent at CENTURY 21 New Millennium

(410) 703-9202

Listed by CENTURY 21 New Millennium · View on Broker Site

MLS# MDKE2006510· Source: listhub· Updated 16 days ago

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.

107 FLYING CLOUD Drive, Chestertown, MD 21620

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