107 Flying Cloud Dr Chestertown, MD 21620
Estimated payment $2,613/month
Highlights
- Very Popular Property
- Contemporary Architecture
- Stainless Steel Appliances
- Open Floorplan
- Partially Wooded Lot
- Porch
About This Home
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, and imagine enjoying a glass of iced tea from your favorite wicker chair. Step through the handsome 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 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, fitness area, or additional storage. Ample closets throughout ensure exceptional storage options. Extras you’ll love: a modern Smart Home Package offering convenience, efficiency, and peace of mind. The backyard backs to trees for added privacy, with plenty of room to add a shed, garage, or play equipment to suit your lifestyle. The thoughtfully 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!
Listing Agent
(410) 266-9005 alicia.jenkins@c21nm.com CENTURY 21 New Millennium Brokerage Phone: 4102669005 License #648469 Listed on: 05/06/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,390
Year Built
- Built in 2023
Lot Details
- 4,969 Sq Ft Lot
- Southwest Facing Home
- Landscaped
- Interior Lot
- Partially Wooded Lot
- Backs to Trees or Woods
- Front Yard
- Property is in excellent condition
- Property is zoned R3/R4
HOA Fees
- $70 Monthly HOA Fees
Home Design
- Contemporary Architecture
- Slab Foundation
- Blown-In Insulation
- Batts Insulation
- Architectural Shingle Roof
- Vinyl Siding
- Stick Built Home
Interior Spaces
- 2,534 Sq Ft Home
- Property has 3 Levels
- Open Floorplan
- Recessed Lighting
- Window Treatments
- Combination Dining and Living Room
Kitchen
- Eat-In Kitchen
- Electric Oven or Range
- Microwave
- Dishwasher
- Stainless Steel Appliances
- Disposal
Flooring
- Carpet
- Luxury Vinyl Plank Tile
Bedrooms and Bathrooms
- 5 Main Level Bedrooms
- En-Suite Bathroom
- Walk-In Closet
- Bathtub with Shower
- Walk-in Shower
Laundry
- Laundry Room
- Laundry on main level
- Dryer
- Washer
Home Security
- Home Security System
- Fire and Smoke Detector
- Fire Sprinkler System
Parking
- 2 Parking Spaces
- 2 Driveway Spaces
- On-Street Parking
Schools
- H. H. Garnett Elementary School
- Kent County Middle School
- Kent County High School
Utilities
- 90% Forced Air Heating and Cooling System
- Programmable Thermostat
- 200+ Amp Service
- Electric Water Heater
- Phone Available
- Cable TV Available
Additional Features
- More Than Two Accessible Exits
- Energy-Efficient Appliances
- Porch
Listing and Financial Details
- Coming Soon on 5/16/26
- Tax Lot 38
- Assessor Parcel Number 1504338278
Community Details
Overview
- $180 Capital Contribution Fee
- Association fees include common area maintenance, lawn maintenance, road maintenance
- Built by D.R. Horton
- The Village At Chestertown Subdivision, Verona Floorplan
- Property Manager
Amenities
- Common Area
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,390 | $343,900 | $80,400 | $263,500 |
| 2024 | $5,390 | $343,900 | $80,400 | $263,500 |
| 2023 | $5,390 | $343,900 | $80,400 | $263,500 |
| 2022 | $519 | $33,300 | $33,300 | $0 |
| 2020 | $522 | $33,300 | $33,300 | $0 |
| 2019 | $521 | $33,300 | $33,300 | $0 |
| 2018 | $1,035 | $33,300 | $33,300 | $0 |
| 2017 | $501 | $33,300 | $0 | $0 |
| 2016 | -- | $33,300 | $0 | $0 |
| 2015 | $1,136 | $33,300 | $0 | $0 |
| 2014 | $1,136 | $45,300 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/29/2023 08/29/23 | Sold | $344,990 | 0.0% | $150 / Sq Ft | View Prior Sale |
| 07/15/2023 07/15/23 | Pending | -- | -- | -- | |
| 07/07/2023 07/07/23 | Price Changed | $344,990 | -1.4% | $150 / Sq Ft | |
| 07/05/2023 07/05/23 | Price Changed | $349,990 | -9.3% | $152 / Sq Ft | |
| 06/01/2023 06/01/23 | For Sale | $385,945 | -- | $168 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $344,990 | Dhi Title Agency | |
| Special Warranty Deed | $357,000 | Bay National Title Co | |
| Trustee Deed | $850,000 | Bay National Title Company |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $244,990 | New Conventional |
Source: Bright MLS
MLS Number: MDKE2006510
APN: 04-338278
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