New Year, new home! No need to worry for years about the roof or mechanics!! Built in 2023 - this Smart Home is tucked into a quiet and friendly Chestertown community. Thoughtfully enhanced throughout, the kitchen shines with new quartz countertops, a stylish backsplash, upgraded sink and faucet, and added cabinetry with elegant hardware. Fresh light fixtures bring a warm glow to the living spaces, while the laundry room offers added function with quartz surfaces and extra storage. The powder room has been transformed with a stunning vanity and modern fixtures. The second floor offers four spacious bedrooms and two full baths. As a bonus, this property is a smart home, offering comfort and convenience at your fingertips. Just a short drive to multiple marinas in Rock Hall and an easy drive to Philadelphia and Washington, D.C.
Sold for $364,900
$364,900
108 Flying Cloud Dr, Chestertown, MD 21620
4beds
1,936sqft
Single Family Residence
Built in 2023
4,000 Square Feet Lot
$370,200 Zestimate®
$188/sqft
$2,609 Estimated rent
Home value
$370,200
Estimated sales range
Not available
$2,609/mo
Zestimate® history
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$2,450/mo
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List your homeWhat's special
Stylish backsplashSmart homeFour spacious bedroomsUpgraded sink and faucet
Zillow last checked:
Listing updated:
Listed by:
Casey Scattergood 201-312-1230,
Cross Street Realtors LLC
Bought with:
Jenn Angel-Fuhlman
Coldwell Banker Realty
Source: Bright MLS,MLS#: MDKE2005928
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Laundry
Laundry
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air, Programmable Thermostat, Electric
Appliances
- Included: Dishwasher, Disposal, Dryer, Energy Efficient Appliances, Microwave, Oven/Range - Electric, Stainless Steel Appliance(s), Washer, Water Heater, Refrigerator, Electric Water Heater
- Laundry: Dryer In Unit, Washer In Unit, Main Level, Laundry Room
Features
- Combination Dining/Living, Open Floorplan, Eat-in Kitchen, Pantry, Primary Bath(s), Recessed Lighting, Bathroom - Stall Shower, Bathroom - Tub Shower, Walk-In Closet(s), Dry Wall
- Flooring: Carpet, Luxury Vinyl
- Windows: Window Treatments
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,936
- Total interior livable area: 1,936 sqft
- Finished area above ground: 1,936
- Finished area below ground: 0
Property
Parking
- Parking features: Concrete, Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: 2+ Access Exits
Features
- Levels: Two
- Stories: 2
- Patio & porch: Patio
- Pool features: None
Lot
- Size: 4,000 Square Feet
- Features: Interior Lot
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1504338189
- Zoning: R3/R4
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Batts Insulation, Blown-In Insulation, Concrete, Stick Built, Vinyl Siding
- Foundation: Slab
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 2023
Details
- Builder model: Sidney
- Builder name: D.R. Horton
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Fiber Optic
Community & HOA
Community
- Subdivision: The Village At Chestertown
HOA
- Has HOA: Yes
- Services included: Common Area Maintenance, Maintenance Grounds, Road Maintenance
- HOA fee: $210 quarterly
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $188/sqft
- Tax assessed value: $289,500
- Annual tax amount: $4,537
- Date on market: 11/19/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 2/26/2026 | Sold | $364,900$188/sqft |
Source:  Bright MLS #MDKE2005928 Report a problem | ||
| 2/17/2026 | Pending sale | $364,900$188/sqft |
Source: Bright MLS #MDKE2005928 Report a problem | ||
| 1/25/2026 | Contingent | $364,900$188/sqft |
Source: Bright MLS #MDKE2005928 Report a problem | ||
| 12/14/2025 | Price change | $364,900-2.7%$188/sqft |
Source: Bright MLS #MDKE2005928 Report a problem | ||
| 11/19/2025 | Listed for sale | $375,000+17.2%$194/sqft |
Source: Bright MLS #MDKE2005928 Report a problem | ||
| 7/20/2023 | Sold | $319,990$165/sqft |
Source: Bright MLS #MDKE2002584 Report a problem | ||
| 6/12/2023 | Pending sale | $319,990$165/sqft |
Source: Bright MLS #MDKE2002584 Report a problem | ||
| 6/2/2023 | Price change | $319,990-7.8%$165/sqft |
Source: Bright MLS #MDKE2002584 Report a problem | ||
| 5/4/2023 | Price change | $347,070+2.1%$179/sqft |
Source: Bright MLS #MDKE2002584 Report a problem | ||
| 4/24/2023 | Price change | $340,070+3.1%$176/sqft |
Source: Bright MLS #MDKE2002584 Report a problem | ||
| 4/13/2023 | Price change | $329,990-2.4%$170/sqft |
Source:  DR Horton Report a problem | ||
| 4/12/2023 | Price change | $337,990+2.4%$175/sqft |
Source: DR Horton Report a problem | ||
| 4/11/2023 | Listed for sale | $329,990$170/sqft |
Source: Bright MLS #MDKE2002584 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,074 +100% | $289,500 |
| 2024 | $4,537 | $289,500 |
| 2023 | $4,537 +774.9% | $289,500 +769.4% |
| 2022 | $519 -0.6% | $33,300 |
| 2021 | $522 | $33,300 |
| 2020 | $522 +0.2% | $33,300 |
| 2019 | $521 +0.6% | $33,300 |
| 2018 | $517 +3.3% | $33,300 |
| 2017 | $501 -55.9% | $33,300 |
| 2016 | $1,136 | $33,300 |
| 2015 | $1,136 | $33,300 -26.5% |
| 2014 | $1,136 | $45,300 |
| 2013 | -- | $45,300 |
| 2012 | -- | $45,300 -40% |
| 2011 | -- | $75,500 -13.2% |
| 2010 | -- | $87,000 +16.3% |
| 2009 | -- | $74,832 +19.4% |
| 2008 | -- | $62,666 |
Find assessor info on the county website
Neighborhood: 21620
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Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 1 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 0.7 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 4.2 mi
Schools provided by the listing agent
- District: Kent County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$370,200
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$370,200
- Maryland
- Kent County
- Chestertown
- 21620
- 108 Flying Cloud Dr
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