115 Flying Cloud Dr, Chestertown, MD 21620
OFF MARKET

115 Flying Cloud Dr
Chestertown, MD 21620

  • 4 Beds
  • 2.5 Baths
  • 1,849 sqft

$354,600

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $2,068/mo*
Refinance Your Home

$354,600

Trulia Estimate
as of Jun 15, 2026
Est. Refi. Payment $2,068/mo*
Refinance Your Home
4 Beds
2.5 Baths
1,849 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This single-family home is located at 115 Flying Cloud Dr, Chestertown, MD. 115 Flying Cloud Dr is in Chestertown, MD and in ZIP code 21620. This property has 4 bedrooms, 3 bathrooms and approximately 1,849 sqft of floor space. This property has a lot size of 5392 sqft and was built in 2023.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
2 Open Spaces
Outdoor
No Info
A/C
Heating & Cooling
HOA
$60/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 115 Flying Cloud Dr

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1849 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: Forced Air,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: 2+ Access Exits
View
No View

Exterior Features

Exterior Home Features
Other Structures: Above GradeFoundation: SlabNo Private Pool
Parking & Garage
Open Parking Spaces: 2No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1849 Square Feet

Property Information

Year Built
Year Built: 2023
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary
Building
Construction Materials: Batts Insulation, Blown-In Insulation, Concrete, Stick Built, Vinyl SidingIs a New Construction
Property Information
Condition: ExcellentParcel Number: 1504338227

Price & Status

Price
List Price: $319,990
Status Change & Dates
Off Market Date: Tue Aug 08 2023

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: CHESTERTOWNCommunity: The Village At Chestertown
School Information
Elementary School District: Kent County Public SchoolsJr High / Middle School District: Kent County Public SchoolsHigh School District: Kent County Public Schools

Building

Building Area
Building Area: 1849 Square Feet

Community

Not Senior Community

HOA

Has an HOAHOA Fee: $180/Quarterly

Lot Information

Lot Area: 5392 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDKE2003020Municipality: ChestertownAbove Grade Unfinished Area: 1849
Last check for updates: about 6 hours ago
Listed by NON MEMBER, (844) 552-7444
Non Subscribing Office
Bought with: Liddy Campbell, (410) 708-5433, TTR Sotheby's International Realty
Source: Bright MLS, MLS#MDKE2003020

Price History for 115 Flying Cloud Dr

DatePriceEventSource
07/11/2023$319,990Sold
Bright MLS #MDKE2003020

Market trends in Chestertown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
1MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$9,055
Assessment$288,900
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,568/mo
List your home for rent

Comparable Sales for 115 Flying Cloud Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
108 Flying Cloud Dr, Chestertown, MD
0.04
Single-Family Home
$364,900
02/26/26
4
2.5
1,936
103 Flying Cloud Dr, Chestertown, MD
0.06
Single-Family Home
$339,900
04/21/26
3
2.5
1,724
110 Flying Cloud Dr, Chestertown, MD
0.03
Single-Family Home
$335,000
12/31/25
3
2.5
1,856
206 Silver Heel Dr, Chestertown, MD
0.08
Single-Family Home
$375,000
08/13/25
5
3.5
2,302
112 Silver Heel Dr, Chestertown, MD
0.12
Single-Family Home
$379,900
01/21/26
5
3.5
2,615
126 Metcalf Rd, Chestertown, MD
0.11
Single-Family Home
$230,000
11/20/25
3
2
1,140
411 Greenwood Ave, Chestertown, MD
0.41
Single-Family Home
$415,000
01/07/26
3
2.5
1,676
204 Rolling Rd, Chestertown, MD
0.44
Single-Family Home
$340,000
03/19/26
3
2
2,296
304 Hadaway Dr, Chestertown, MD
0.31
Single-Family Home
$250,000
07/31/25
4
2
1,325

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 115 Flying Cloud Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chestertown

At least 34 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 84 % Say there's holiday spirit

  • 83 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 77 % Say parking is easy

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 61 % Say neighbors are friendly

  • 57 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 54 % Say there are sidewalks

  • 49 % Say kids play outside

  • 46 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

  • 41 % Say there are community events

  • 38 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Washington park is a great, safe and family oriented are!! I’ve never live there permanently but by mom is from that are and my grandparents still live there!! I live always visiting! And hope to have a hoke there myself one day!!!"
    1
    Flag
  • Trulia User
    "Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
    1
    Flag
  • Trulia User
    "I lived in this neighborhood for tens you’d and the community is very friendly. Community clean up after their dog and they watch over one another "
    0
    Flag
  • Kesha C.
    "Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
    0
    Flag
  • Tracy W.
    "The schools are better in Queen Anne's County. The town is well-maintained, and houses and businesses in town have to meet the strict guidelines of the historical society. Restaurants are generally mediocre in quality and high in price. "
    0
    Flag
  • Rancraw
    "This is just a great place to live. I am from Dallas, TX, I have lived in six countries, DC, and Miami. This is my favorite place to live. ONLY down side is getting to an airport under an hour."
    9
    Flag
  • Acaldwell1297
    "I am basically on the main road.... pretty easy to get in and out. I don’t live far from work! So pretty easy for me "
    1
    Flag
  • Guillermo A.
    "Good Community, friendly people, good services. "
    0
    Flag
  • Nancy M.
    "People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
    5
    Flag
  • asso
    "Quiet - not for night owls. Nice farmer's market, good library. Easy acess for weekends in DC, Baltimore, Philly, & Ocean Beaches. College town, Chester River"
    0
    Flag
  • Dafoster
    "Historic town along the Chester River and home to Washington College. Convenient to shops, restaurants, farmers market, waterfront, Garfield Center for the Arts and College Activities. A walker's paradise and a favorite for bikers and boaters."
    5
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Air Conditioning

Explore by feature - Washer/dryer

Homes for sale near 115 Flying Cloud Dr

Skip to last item
Skip to first item

Off Market Homes Near 115 Flying Cloud Dr

Skip to last item
Skip to first item
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information
115 Flying Cloud Dr, Chestertown, MD 21620 is a 4 bedroom, 3 bathroom, 1,849 sqft single-family home built in 2023. This property is not currently available for sale. 115 Flying Cloud Dr was last sold on Jul 11, 2023 for $319,990 (0% higher than the asking price of $319,990). The current Trulia Estimate for 115 Flying Cloud Dr is $354,600.