Search location…
107 Flying Cloud Dr photo 1
for sale
51 photos
1 / 51
107 Flying Cloud Dr photo 2
2 / 51
107 Flying Cloud Dr photo 3
3 / 51
107 Flying Cloud Dr photo 4
4 / 51
107 Flying Cloud Dr photo 5
5 / 51
107 Flying Cloud Dr photo 6
6 / 51
107 Flying Cloud Dr photo 7
7 / 51
107 Flying Cloud Dr photo 8
8 / 51
107 Flying Cloud Dr photo 9
9 / 51
107 Flying Cloud Dr photo 10
10 / 51
107 Flying Cloud Dr photo 11
11 / 51
107 Flying Cloud Dr photo 12
12 / 51
107 Flying Cloud Dr photo 13
13 / 51
107 Flying Cloud Dr photo 14
14 / 51
107 Flying Cloud Dr photo 15
15 / 51
107 Flying Cloud Dr photo 16
16 / 51
107 Flying Cloud Dr photo 17
17 / 51
107 Flying Cloud Dr photo 18
18 / 51
107 Flying Cloud Dr photo 19
19 / 51
107 Flying Cloud Dr photo 20
20 / 51
107 Flying Cloud Dr photo 21
21 / 51
107 Flying Cloud Dr photo 22
22 / 51
107 Flying Cloud Dr photo 23
23 / 51
107 Flying Cloud Dr photo 24
24 / 51
107 Flying Cloud Dr photo 25
25 / 51
107 Flying Cloud Dr photo 26
26 / 51
107 Flying Cloud Dr photo 27
27 / 51
107 Flying Cloud Dr photo 28
28 / 51
107 Flying Cloud Dr photo 29
29 / 51
107 Flying Cloud Dr photo 30
30 / 51
107 Flying Cloud Dr photo 31
31 / 51
107 Flying Cloud Dr photo 32
32 / 51
107 Flying Cloud Dr photo 33
33 / 51
107 Flying Cloud Dr photo 34
34 / 51
107 Flying Cloud Dr photo 35
35 / 51
107 Flying Cloud Dr photo 36
36 / 51
107 Flying Cloud Dr photo 37
37 / 51
107 Flying Cloud Dr photo 38
38 / 51
107 Flying Cloud Dr photo 39
39 / 51
107 Flying Cloud Dr photo 40
40 / 51
107 Flying Cloud Dr photo 41
41 / 51
107 Flying Cloud Dr photo 42
42 / 51
107 Flying Cloud Dr photo 43
43 / 51
107 Flying Cloud Dr photo 44
44 / 51
107 Flying Cloud Dr photo 45
45 / 51
107 Flying Cloud Dr photo 46
46 / 51
107 Flying Cloud Dr photo 47
47 / 51
107 Flying Cloud Dr photo 48
48 / 51
107 Flying Cloud Dr photo 49
49 / 51
107 Flying Cloud Dr photo 50
50 / 51
107 Flying Cloud Dr photo 51
51 / 51

$385,000

5beds
|
4baths
|
2,534sqft
|
2023built
107 Flying Cloud Dr,Chestertown, MD 21620

Est.$2,532/moCustomize payment

What's special

$152/sqft

Price per square foot

Newer construction

Built in 2023

Overview

NEW PRICE - Exceptional value for over 2,500 square feet of newer construction in the Village of Chestertown! A stunning 2023-built home with well-designed architectural elevations; two tone complimentary shades which beautifully compliment these unique features. The curb appeal captures your attention and the welcoming front porch invites you to slow down and relax.. your home! 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-...

Listing updated: June 10, 2026 at 1:50 PM

Listed by:

Cynthia F Gardner 410-703-9202, CENTURY 21 New Millennium

Source: Bright MLS · MLS #MDKE2006510Bright MLS

Property details

Cost estimate

Est. monthly payment

$2,666/mo
Principal & interest
$2,018
Property tax
$449
Home insurance (est.)
$128
HOA fee
$70

Down payment

$77,00020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($77,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
Jun 9, 2026Price reduced$385,000($10,000)
May 16, 2026Listed for sale$395,000

Location

107 Flying Cloud Dr, Chestertown, MD 21620

Nearby schools

H. H. GARNETT

Elementary School

KENT COUNTY

Middle School

KENT COUNTY

High School

Nearby homes

$385,000

5 beds · 4 baths · 2,534 sqft

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 6/24/2026.