533 Round Top Road

Coming Soon
Coming Soon
Gallery Image 1
$225,000
4 beds1,800 sqft$125/sqft
533 Round Top Rd, Chestertown, MD 21620
Est: $1,322/moGet pre-approved

Description

Extra-wide fenced lot, and just minutes from Chestertown and Chester Harbor. Introducing this spacious 4-bedroom, 2-bath ranch on an extra-wide fenced lot in Chester Harbor, 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 that's move-in ready with the opportunity to add your own cosmetic updates. The generous layout includes four bedrooms,...Extra-wide fenced lot, and just minutes from Chestertown and Chester Harbor. Introducing this spacious 4-bedroom, 2-bath ranch on an extra-wide fenced lot in Chester Harbor, 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 that's move-in ready with the opportunity to add your own cosmetic updates. The generous layout includes four bedrooms, two full baths, 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 the waterfront lifestyle. Ideally located near marinas, parks, waterfront dining, and the charm of downtown Chestertown, this property offers the perfect blend of space, convenience, and recreational opportunities.
LISTING UPDATED: 08/06/2026 09:54 AM

  1. Listed by Christopher Craddock • EXP Realty, LLC
    P: (703)-688-2635 offers@thereduxgroup.com
  2. Listed by Alex Justin McCracken • EXP Realty, LLC
    P: (202)-506-0202 alex.mccracken@exprealty.com

Property Details for 533 Round Top Road

Status
Coming Soon
MLS #
MDQA2018038
Days on Market
-
Taxes
$2,144 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Fee Simple
Year Built
1962
Lot Size
0.55 AC / 24,000 SF
County
Queen Anne's County
Tax ID Number
1802008408
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Waterfront
No
Garage
Yes
Expected On Market Date
08-15-2026
Subdivision
CHESTER HARBOR
Subdivision
CHESTER HARBOR (QUEEN ANNES MD)
Legal Subdivision
CHESTER HARBOR
Total Parking Spaces
1
Central Air
No
Basement
No
Above Grade Finished SQFT
1,800.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
.00
Total Below Grade SQFT Source
Assessor
New Construction
No

Location

Listing Courtesy of EXP Realty, LLC
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Building Information for 533 Round Top Road

Stories1Year Built1962Building Size-Lot Size0.55 AC / 24,000 SF

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$1,322 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,144

Property Taxes

$179

HOA Dues

$0

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Property Information for 533 Round Top Road

Location
Location
  • In City Limits: No
  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121137777627
  • SchoolDistrictSource: Listing Agent
  • County: QUEEN ANNES
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: Yes
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: No
  • Water Body Name: ROSIN CREEK
  • Water Body Type: Creek
  • Docks Count: 0
  • Mean Low Water Feet: 2.00
  • Distance To Body Of Water: 1.00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $243,233
  • Year Assessed: 2026
  • County Tax: $2,144
  • Improvement Assessed Value: $144,800
  • Land Assessed Value: $129,700
  • Clean Green Assessed: No
  • Land Use Code: R
  • Section: 1
  • Zoning: NC-20
  • Tax Lot: 341
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 4
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
Rooms
  • Room List: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Length: 19.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 19 X 12
  • Room Features: Flooring - Carpet
Room 2
  • Room Type: Bedroom 4
  • Room Length: 10.0
  • Room Width: 8.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 10 X 8
  • Room Features: Flooring - Vinyl
Room 3
  • Room Type: Bedroom 3
  • Room Length: 8.0
  • Room Width: 8.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 8 X 8
  • Room Features: Flooring - HardWood
Room 4
  • Room Type: Bedroom 2
  • Room Length: 10.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 10 X 11
  • Room Features: Flooring - HardWood
Room 5
  • Room Type: Kitchen
  • Room Length: 17.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 17 X 16
  • Room Features: Flooring - Vinyl
Room 6
  • Room Type: Family Room
  • Room Length: 16.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 16 X 12
  • Room Features: Flooring - Carpet
Room 7
  • Room Type: Primary Bedroom
  • Room Length: 11.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 11 X 11
  • Room Features: Flooring - HardWood
Building Info
Building Info
  • Total Finished SQFT: 1,800.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Location Type: Creek/Stream
  • Parcel ID: 4513339
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 1
  • Total Garage Spaces: 1
  • Garage Features: Garage - Front Entry
Interior Features
Interior Features
  • Interior Features: Attic, Kitchen - Eat-In, Family Room Off Kitchen
  • Fireplace: No
  • Appliances: Dishwasher, Stove, Refrigerator, Washer, Dryer
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: None
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Electric, Oil
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Northern Virginia Association of REALTORS
  • List Agent URL: www.reduxrealty.com

Property History for 533 Round Top Road

DateEvent & SourcePriceAppreciation
May 12, 2017

Closed (Public Record)

Public Record #601118478

$175,000

-0.2% / yr

Nov 3, 2016

Withdrawn

BRIGHT #1008130314

$159,000—
Nov 3, 2016

Withdrawn

BRIGHT #1008130314

—
DateEvent & SourcePrice
05/12/2017

Closed (Public Record)

Public Record #601118478

$175,000

-0.2% / yr

11/03/2016

Withdrawn

BRIGHT #1008130314

$159,000
11/03/2016

Withdrawn

BRIGHT #1008130314

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 533 Round Top Road

Taxable ValueLand$76,900Additions$150,700Total$227,600
Tax Record2023$1,781 ($148 / month)
Home Facts
Beds0Baths1.5Total Finished SqFt1,800 SqFtAbove Grade Finished SqFt1,800 SqFtStories1Lot Size24,000 SqFtStyleSingle Family ResidenceYear Built1962ZoningNC-20CountyQUEEN ANNE'SAPN02-008408Fireplace TypeHas Fireplace

Schools near 533 Round Top Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Church Hill Elementary School
Public - PK to 4
Sudlersville Middle School
Public - 5 to 8
Queen Anne's County High School
Public - 9 to 12
Chestertown Christian Academy
Private - PK to 12
Rating
School
Distance
Church Hill Elementary School
PublicPK to 4

Sudlersville Middle School
Public5 to 8

Queen Anne's County High School
Public9 to 12

Chestertown Christian Academy
PrivatePK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 533 Round Top Road, Chestertown, MD 21620

533 Round Top Road is a single family home Coming Soon in Chestertown, MD 21620. This property is currently priced at $225,000. This listing's school district is Queen Anne's County Public Schools. Nearby schools include Church Hill Elementary School, Sudlersville Middle School and Queen Anne's County High School. 533 Round Top Road is a 4-bed, 2-bath, 1,800 sqft single family home built in 1962.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of EXP Realty, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 08/06/2026 09:54 AM