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$395,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,534 Sq. Ft.
  • Updated 7 days ago
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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!

Full Property Details for 107 Flying Cloud Dr

General

  • Price: $395,000
  • HOA FEE: $70/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $5,390 (2026)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006510
  • Updated: 5/6/2026
  • Added to Site: 8 day(s) ago
  • Expected Market Date: 5/16/2026

Interior

  • Interior Features: Bathroom - Stall Shower, Bathroom - Tub Shower, Carpet, Combination Dining/Living, Floor Plan - Open, Kitchen - Eat-In, Pantry, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Energy Efficient Appliances, Microwave, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater
  • Flooring: Carpet, Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Main Floor Baths: 4
  • Main - Full Baths: 3
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Main & Up: 5

Other Rooms

  • Laundry: Dryer In Unit, Main Floor, Washer In Unit

Additional Information

  • Shared Amenities: Common Grounds
  • Security/Safety: Fire Detection System, Smoke Detector, Sprinkler System - Indoor, Security System

Exterior

  • Exterior Features: Sidewalks
  • Porch/Patio/Deck: Porch(es)

Parking

  • Total Spaces: 2
  • Parking Features: Concrete Driveway
  • Parking Type: Driveway, On Street

Location

  • Municipality: Chestertown
  • County: KENT
  • Subdivision: THE VILLAGE AT CHESTERTOWN
  • Cross Streets: Scheeler Road
  • Driving Directions: Use GPS
  • Direction Faces: Southwest
  • Agricultural Dist: Kent County

School Information

  • School District: Kent County Public Schools
  • Elementary School: H. H. Garnett
  • Middle School: Kent County
  • High School: Kent County

Community

  • Association: Yes
  • Assoc. Fees Include: Common Area Maintenance, Lawn Maintenance, Road Maintenance
  • Pets Allowed: Yes
  • Pets: Cats OK, Dogs OK

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Programmable Thermostat
  • Cooling Fuel: Electric
  • Heating Type: 90% Forced Air, Programmable Thermostat
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Phone Available

Structural Information

  • Architectural Style: Contemporary
  • Structure Type: Detached
  • Builder: D.R. Horton
  • Model: Verona
  • Construction: Batts Insulation, Blown-In Insulation, Concrete, Stick Built, Vinyl Siding
  • Foundation: Slab
  • Roof: Architectural Shingle
  • Walls/Ceilings: Dry Wall
  • Stories Description: Main
  • Square Feet: 2,534
  • Sq. Ft. Source: Estimated
  • Living Area: 2,534 Sq. Ft.
  • Finished Above Grnd: 2,534 Sq. Ft.
  • Year Built: 2023
  • Year Built Source: Estimated
  • Property Condition: Excellent

Lot Features

  • Lot Size (Acres): 0.11
  • Lot Size (Sq. Ft.): 4,969
  • Lot Size Source: Estimated
  • Street/Road Desc.: Black Top
  • Zoning: R3/R4
  • Lot Description: Backs to Trees, Interior, Front Yard, Landscaping, Partly Wooded

Green Features

  • RFactor - Ceilings: R-38
  • RFactor - Walls: R-19

Financial Considerations

  • Price Per Sq. Ft.: $155.88
  • Association Fee: $210
  • Assoc Fee Freq.: Quarterly
  • Assessment Year: 2026
  • Tax w/Assessment: $329,800
  • Tax Amount: $5,390
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 38

Listed by CENTURY 21 New Millennium, Cynthia F Gardner

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Listing agent

— 107 Flying Cloud Dr —

  • Cynthia F Gardner

    CENTURY 21 New Millennium

Listing Office Email: alicia.jenkins@c21nm.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 107 Flying Cloud Dr

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-51.1 mi
Kent County Middle School
402 East Campus Avenue, Chestertown, MD 21620
6-80.7 mi
Kent County High School
25301 Lambs Meadow Road, Worton, MD 21678
9-124.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 107 Flying Cloud Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/06/2026
Listed
$395,000
14.5%
MLS
8/29/2023
Sold
$344,990
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 107 Flying Cloud Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,390
—
$343,900
—
2024
$5,390
939%
$343,900
—
2023
$519
—
$343,900
933%
2022
$519
-1%
$33,300
—
2020
$522
—
$33,300
—
2021
$522
—
$33,300
—
2020
$521
1%
$33,300
—
2019
$517
3%
$33,300
—
2018
$501
—
$33,300
—
2017
$501
307%
$33,300
—
2016
$123
-75%
$33,300
-26%
2015
$501
-26%
$45,300
—
2014
$681
—
$45,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by CENTURY 21 New Millennium, Cynthia F Gardner

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107 Flying Cloud Drive, Chestertown, MD 21620 (MLS# MDKE2006510) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 107 Flying Cloud Drive is currently listed for $395,000 and was received on May 06, 2026. Want to learn more about 107 Flying Cloud Drive? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

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