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$376,000
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Property Description
Immaculate 3-bedroom, 2-bath home set on a breathtaking, oversized lot with exquisite mature landscaping and a truly picturesque setting. Surrounded by lush greenery and stunning trees, including a graceful willow, this property offers a serene, park-like atmosphere, with views from nearly every window resembling beautiful landscape artwork. Inside, the home features a bright, open floor plan designed for modern living. A spacious family room flows seamlessly into the generous kitchen, while a separate dining room remains open to the main living areas-perfect for everyday living and entertaining. The kitchen is highlighted by beautiful French doors leading to the back patio, offering easy access for cooking, grilling, and hosting-perfect for summer barbecues and outdoor entertaining. Palladium windows throughout enhance the home with natural light and showcase the spectacular views. The thoughtfully designed layout offers a private primary suite on one side of the home with its own attached bath. Just off the kitchen and near the primary bedroom is a separate laundry room for added convenience. Two additional bedrooms are situated on the opposite side and share a well-appointed full hall bath. Additional features include fresh paint throughout, a side-entry one-car garage, and an extra-large driveway providing ample off-street parking. Tucked away on a quiet cul-de-sac with no through traffic, this home offers a rare combination of privacy, beauty, and tranquility.
Full Property Details
Full Property Details for 136 Hilltop Dr
General
- Sold For: $376,000
- Taxes: $2,532 (2026)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDQA2016782
- Added to Site: 40 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen
- Interior Features: Ceiling Fan(s), Bathroom - Tub Shower, Carpet, Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Table Space
- Appliances: Dryer, Washer, Dishwasher, Exhaust Fan, Refrigerator, Stove, Water Conditioner - Owned, Water Heater
- Flooring: Ceramic Tile, Laminated, Partially Carpeted
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Main Floor Baths: 2
- Main - Full Baths: 2
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Other Rooms
- Laundry: Has Laundry, Main Floor, Washer In Unit, Dryer In Unit
Additional Information
- Security/Safety: Main Entrance Lock, Smoke Detector
Exterior
- Exterior Features: Extensive Hardscape, Exterior Lighting, Gutter System
- Porch/Patio/Deck: Patio(s), Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 5
- Parking Features: Asphalt Driveway
- Parking Type: Attached Garage, Driveway
- Garage Description: Garage - Side Entry, Garage Door Opener
Location
- County: QUEEN ANNES
- Subdivision: THE FLYWAY
- Driving Directions: From Annapolis - Get on US-301 N/US-50 E from Bestgate Rd and Rowe Blvd; Merge onto US-301 N/US-50 E; Continue to follow US-301 N; Toll road; Continue on MD-405 N. Take MD-213 N/Church Hill Rd to Hilltop Dr. Arrive at 136 Hilltop Dr Chestertown, MD 21620. Welcome Home!
School Information
- School District: Queen Anne's County Public Schools
Heating & Cooling
- Cooling Type: Ceiling Fan(s)
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Septic Exists, Septic Pump
- Water: Well
Structural Information
- Architectural Style: Ranch/Rambler
- Structure Type: Detached
- Construction: Vinyl Siding
- Foundation: Other
- Roof: Architectural Shingle
- Walls/Ceilings: Dry Wall
- Windows: Double Hung, Double Pane, Palladian, Screens
- Doors: Six Panel, French
- Stories Description: Main
- Square Feet: 1,432
- Sq. Ft. Source: Assessor
- Living Area: 1,432 Sq. Ft.
- Finished Above Grnd: 1,432 Sq. Ft.
- Year Built: 1995
- Year Built Source: Estimated
- Property Condition: Very Good
Lot Features
- Property View: Garden/Lawn
- Lot Size (Acres): 1.01
- Lot Size (Sq. Ft.): 43,996
- Lot Size Source: Estimated
- Zoning: AG
- Lot Description: Cul-de-sac, Front Yard, Landscaping, No Thru Street, Rear Yard, SideYard(s)
Financial Considerations
- Price Per Sq. Ft.: $255.59
- Assessment Year: 2026
- County Tax: $2,532
- County Tax Freq: Annually
- Tax w/Assessment: $280,767
- Tax Amount: $2,532
- Tax Year: 2026
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 1432
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 30
Listed by Northrop Realty, Joie L White
Sold by Long & Foster Real Estate, Inc., Warren S Hogan
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Schools
Schools serving 136 Hilltop Dr
School District:Queen Annes County Public Schools
| Name | Grades | Distance |
|---|---|---|
Church Hill Elementary School 631 Main Street, Church Hill, MD 21623 | PK-4 | 3.5 mi |
Sudlersville Middle School 600 Charles Street, Sudlersville, MD 21668 | 5-8 | 8.5 mi |
Queen Anne's County High School 125 Ruthsburg Road, Centreville, MD 21617 | 9-12 | 10.7 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 136 Hilltop Dr
Date
Details
Price
Change
Source
5/19/2026
Sold
$376,000
2.73%
MLS
4/16/2026
Listed
$366,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
136 Hilltop Drive, Chestertown, MD 21620 (MLS# MDQA2016782) is a Single Family property that was sold at $376,000 on May 19, 2026. Want to learn more about 136 Hilltop 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.

