# 107 FLYING CLOUD Drive, Chestertown, MD 21620

> **TL;DR:** 5bd/4ba single family, $395,000 ($156/sqft), built 2023, 2,534 sqft.
> A/C. Est. $1,922/mo. Listed 16 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $395,000 |
| Price/sqft | $156 |
| Bedrooms | 5 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 2,534 |
| Year Built | 2023 |
| Lot Size | 4,970 sqft (0.11 acres) |
| Stories | 3 |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 16 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $1,712 |
| HOA | $210 |
| **Total** | **$1,922** |

## Nearby Schools

- **Elementary:** H. H. GARNETT
- **Middle:** KENT COUNTY
- **High:** KENT COUNTY

## Key Amenities

- A/C

## Property Highlights

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

## Description

### 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!

## Location

- **Address:** 107 FLYING CLOUD Drive, Chestertown, MD 21620
- **County:** KENT
- **Neighborhood:** THE VILLAGE AT CHESTERTOWN
- **Coordinates:** 39.22777, -76.06398
- **Google Maps:** https://www.google.com/maps?q=39.22777,-76.06398

## Listing Agent

- **Name:** Cynthia F Gardner
- **Brokerage:** CENTURY 21 New Millennium
- **Phone:** 4107039202
- **Email:** cindy.gardner@c21nm.com

## Primary Photo

![107 FLYING CLOUD Drive - Primary Photo](http://lh.rdcpix.com/fb5436ddb2f3b5e88f1df3039c48a0f1l-f1511611376r.jpg)

*51 total photos available on [listing page](https://www.propertysimple.com/listing/107-flying-cloud-drive-chestertown-md-21620-e2006510)*

---

**MLS#:** MDKE2006510 | **Updated:** 2026-06-19
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.com/listing/107-flying-cloud-drive-chestertown-md-21620-e2006510)

---

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