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$225,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,800 Sq. Ft.
  • 1 Car Garage
  • Updated 4 days ago
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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.

Full Property Details for 533 Round Top Rd

General

  • Price: $225,000
  • Taxes: $2,144 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDQA2018038
  • Updated: 8/21/2026
  • Added to Site: 20 day(s) ago
  • Expected Market Date: 9/1/2026

Interior

  • Rooms/Areas: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room
  • Interior Features: Attic, Kitchen - Eat-In, Family Room Off Kitchen
  • Appliances: Dishwasher, Stove, Refrigerator, Washer, Dryer

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Main & Up: 4

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Type: Attached Garage
  • Garage Description: Garage - Front Entry

Location

  • County: QUEEN ANNES
  • Subdivision: CHESTER HARBOR
  • Driving Directions: 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
  • Location Details: Creek/Stream

School Information

  • School District: Queen Anne's County Public Schools

Heating & Cooling

  • Cooling Type: None
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Electric, Oil
  • Water Heater: Electric

Utilities

  • Sewer: Septic Exists
  • Water: Well
  • Dist. to Water: 1 Blocks

Structural Information

  • Architectural Style: Ranch/Rambler
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Roof: Metal
  • Stories Description: Main
  • Square Feet: 1,800
  • Sq. Ft. Source: Assessor
  • Living Area: 1,800 Sq. Ft.
  • Finished Above Grnd: 1,800 Sq. Ft.
  • Year Built: 1962
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.55
  • Lot Size (Sq. Ft.): 24,000
  • Lot Size Source: Assessor
  • Zoning: NC-20

Water Features

  • Navigable Water: Yes
  • Water Access: Yes
  • Water Front Type: Creek/Stream
  • Water Front Name: ROSIN CREEK

Financial Considerations

  • Price Per Sq. Ft.: $125
  • Assessment Year: 2026
  • County Tax: $2,144
  • County Tax Freq: Annually
  • Tax w/Assessment: $243,233
  • Tax Amount: $2,144
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1800

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 1
  • Lot Number: 341

Listed by EXP Realty, LLC, Christopher Craddock and EXP Realty, LLC, Alex Justin McCracken

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Listing agents

— 533 Round Top Rd —

  • Christopher Craddock

    EXP Realty, LLC

  • Alex Justin McCracken

    EXP Realty, LLC

Listing Office Email: dc.broker@exprealty.net

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 533 Round Top Rd

School District:Queen Annes County Public Schools
NameGradesDistance
Church Hill Elementary School
631 Main Street, Church Hill, MD 21623
PK-45 mi
Sudlersville Middle School
600 Charles Street, Sudlersville, MD 21668
5-89.8 mi
Queen Anne's County High School
125 Ruthsburg Road, Centreville, MD 21617
9-1211.5 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 533 Round Top Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/06/2026
Listed
$225,000
28.57%
MLS
5/12/2017
Sold
$175,000
—
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 533 Round Top Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,204
24%
$243,233
7%
2023
$1,781
—
$227,600
9%
2023
$1,781
—
$208,333
10%
2023
$1,781
10%
$189,067
17%
2021
$1,615
2%
$162,133
2%
2020
$1,578
—
$158,300
—
2019
$1,578
—
$158,300
—
2018
$1,578
-3%
$158,300
-3%
2017
$1,631
—
$163,800
—
2016
$1,631
—
$163,800
—
2015
$1,631
-4%
$163,800
-4%
2014
$1,691
—
$170,800
—
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.

Estimate the Cost for 533 Round Top Rd

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by EXP Realty, LLC, Christopher Craddock and EXP Realty, LLC, Alex Justin McCracken

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533 Round Top Road, Chestertown, MD 21620 (MLS# MDQA2018038) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 533 Round Top Road is currently listed for $225,000 and was received on August 06, 2026. Want to learn more about 533 Round Top Road? 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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