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MLS: #MDQA2018038, Listed By: Christopher Craddock, EXP Realty, LLC, Source:Bright MLS

533 Round Top Road

CHESTERTOWN, MD 21620
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Bed 4

Bed

Bath 2

Bath

SqFt1,800

Sqft

Acres0.55

Acre(Lot)

Introducing this spacious 4-bedroom, 1.5-bath ranch on an extra-wide fenced lot in the Chester Harbor community, just minutes from historic Chestertown. Offering comfortable single-level living, the home features a large family room, an expansive kitchen with abundant cabinet and counter space, and a functional floor plan ready for your personal updates and vision. Whether you’re looking for your next home, an investment opportunity, or a property to renovate and build equity, this home offers exceptional potential. The generous layout includes four bedrooms, one full bath, one half bath, and flexible space for guests, a home office, or hobbies. Outside, the oversized iron-fenced yard provides plenty of room for gardening, entertaining, pets, or future expansion. Enjoy your morning coffee or evening unwind on the side porch, while the attached one-car garage adds convenient storage. As part of the Chester Harbor community, you’ll enjoy access to the community boat ramp and the Chester River, making it easy to spend your days boating, fishing, kayaking, or simply enjoying life on the water. Ideally located near marinas, parks, and the shops, restaurants, and waterfront charm of historic downtown Chestertown, this property offers the perfect blend of space, convenience, recreation, and opportunity. Priced to reflect its condition, this is a chance to create a home that’s uniquely your own while building equity in a sought-after location.

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Detail Ic Property Details

Property Type : Residential

Price : $225,000

AD Id : 89205076

MLS Id : MDQA2018038

Beds : 4

Lot Size : 0.55 Acre

Living Area Size : 1,800

Year Built : 1962

Garage : 1

County : QUEEN ANNES

Subdivision: Chester Harbor

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Basement: Crawl Space
  • Roofing Information

    Metal
  • Interior Features

    Eat-in Kitchen Roof: Metal Appliances: Cooktop, Electric Water Heater, Dishwasher, Refrigerator, Washer, Dryer
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Oil, Forced Air Has Cooling: Yes Cooling: None, Electric

  • Building Information

    Year Built: 1962 Building Area Total: 1800 Construction Materials: Vinyl Siding Pool Features: None Private Pool: No Water front Features: Creek

  • Lot Information

    Lot Size Acres: 0.55 Lot Size Source: Assessor Lot Size Square Feet: 24000

    Property Information

    Subdivision: CHESTER HARBOR Source Property Type: Residential Postal Code Plus 4: 2261 Property SubType: Single Family Residence Levels: One Property Age: 64

  • Listing Price Information

    Listing Price: $225000

  • Tax Information

    Parcel Number: 1802008408 Tax Lot: 341 Tax Year: 2025 Annual Tax: $2144

  • Parking Information

    Parking Total: 1 Garage, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 1

  • Location Information

    Direction: From MD-213: Turn onto Church Hill Rd heading east/southeast. Turning onto Round Top Rd: Follow local community signs into the Chester Harbor subdivision to locate Round Top Rd. Arriving at 533: Look for number 533 on Round Top Rd, a single-story residential property located on the east side of the Chester River area WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
204 Double Creek Road, Chestertown, MD, 21620 $565,000 3 3 2,927 2,927 SqFt
240 Merganser Drive, Chestertown, MD, 21620 $365,000 3 2 1,120 1,120 SqFt
222 Dutchess Road, Chestertown, MD, 21620 $320,000 3 2 1,096 1,096 SqFt
123 Heath Road, Chestertown, MD, 21620 $349,000 3 2 1,792 1,792 SqFt
517 Round Top Road, Chestertown, MD, 21620 $299,900 3 1 1,248 1,248 SqFt
201 River Road, Chestertown, MD, 21620 $629,900 3 2 2,430 2,430 SqFt
103 Maple Avenue, Chestertown, MD, 21620 $615,000 4 3 4,536 4,536 SqFt
210 N Queen Street, Chestertown, MD, 21620 $735,000 4 3 2,730 2,730 SqFt
105 High Street, Chestertown, MD, 21620 $1,245,500 5 5 3,243 3,243 SqFt
106 Queen Street, Chestertown, MD, 21620 $829,000 3 4 2,472 2,472 SqFt

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 in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and 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 this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 08/11/2026 @ 15:02

MLS: MDQA2018038 LISTED BY: Christopher Craddock, EXP Realty, LLC 833-335-7433 SOURCE: Bright MLS

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