Newhouse
1/51
$2,597/mo
$395,0005bd·4ba·2,534sf
107 Flying Cloud Dr, Chestertown, MD 21620
CENTURY 21 New Millennium
for saleNew — 3d on market
41 photos
1 / 41
2 / 41
3 / 41
4 / 41
5 / 41
6 / 41
7 / 41
8 / 41
9 / 41
10 / 41
11 / 41
12 / 41
13 / 41
14 / 41
15 / 41
16 / 41
17 / 41
18 / 41
19 / 41
20 / 41
21 / 41
22 / 41
23 / 41
24 / 41
25 / 41
26 / 41
27 / 41
28 / 41
29 / 41
30 / 41
31 / 41
32 / 41
33 / 41
34 / 41
35 / 41
36 / 41
37 / 41
38 / 41
39 / 41
40 / 41
41 / 41
$339,900
3beds
|3baths
|1,896sqft
|2023built
102 Flying Cloud Dr,Chestertown, MD 21620
Est.$2,235/moCustomize payment
What's special
Just listed
On the market for 3 days
$179/sqft
Price per square foot
Newer construction
Built in 2023
Overview
Welcome to 102 Flying Cloud a new community known as The Village of Chestertown. This is a rare opportunity to own a home at this price and condition. Designed to with an open 1st floor features a bright white kitchen and dining area open to a large living room for entertaining and a 1/2 bathroom. The 2nd floor features 3 bedrooms 2 full bathrooms. The primary feature private bath and large closet. The exterior has large backyard for friends and family concrete driveway and freshly manicured yard. Call today for private showing today.
Listed by Daniel B Foster, Long & Foster Real Estate, Inc.
410-310-3393 · danbfoster@gmail.com · Office 410-479-3993
Source: Bright MLS · MLS #MDKE2006586
Listed May 19, 2026
Last updated May 21, 2026
Property details
Cost estimate
Est. monthly payment
$2,338/mo
Principal & interest
$1,782Property tax
$373Home insurance (est.)
$113HOA fee
$70Down payment
$67,98020% of list price
Adjust down payment20%
0%25%50%
Based on 20% down ($67,980), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
Price history
| Date | Event | Price |
|---|---|---|
| May 19, 2026 | Listed for sale | $339,900 |
Location
102 Flying Cloud Dr, Chestertown, MD 21620
Recently sold nearby
Similar homes sold within 0.5 miles in the last 90 days.
107 Metcalf Rd
Chestertown, MD
$260K
Sold May 20, 2026 · Listed $260K
3 bd2 ba1,200 sqft$217/sqft(+38%)
107 Conley Dr
Chestertown, MD
$150K
Sold May 16, 2026 · Listed $170K
3 bd1 ba1,140 sqft$132/sqft(-47%)
103 Flying Cloud Dr
Chestertown, MD
$340K
Sold Apr 21, 2026 · Listed $340K
3 bd3 ba1,724 sqft$197/sqft(+18%)
