Crystal Smith
Real Estate Agent · REMAX Executive
Chester, MD
Realtors in Chester, MD
2 local real estate professionals in Chester, plus 12 more from nearby towns
Maryland photo: Fell's Point Aerial by Matthew Binebrink, CC BY-SA 4.0 via Wikimedia Commons
2 real estate professionals are listed in Chester, Maryland. Chester has about 4,167 residents in Queen Anne's County and is part of the Baltimore-Columbia-Towson, MD metro area. The typical home is valued at about $529,551 (Zillow, August 2026); over twelve months that value was roughly flat (+0.6%). The closest towns with listed professionals are Annapolis (11 mi, 8), Chestertown (20 mi, 1), and Millersville (20 mi, 2).
Realtors based in Chester
More realtors near Chester
Alex Archer
Realtor
Annapolis, MD 11 mi
- Investment Property
Annapolis Fine Homes Office
Real Estate Brokerage
Annapolis, MD 11 mi
Brad Kappel
Real Estate Agent
Annapolis, MD 11 mi
- Luxury Homes
- Waterfront & Lake Homes
Greater Annapolis Realty
Real Estate Brokerage
Annapolis, MD 11 mi
- Waterfront & Lake Homes
Kevin Cooke
Real Estate Agent
Annapolis, MD 11 mi
Rosie Rothamer
Real Estate Agent
Annapolis, MD 11 mi
The Jen Holden Group of Compass Real Estate Annapolis
Real Estate Team
Annapolis, MD 11 mi
- Waterfront & Lake Homes
The OConnor Group of Coldwell Banker Realty
Real Estate Team · Maryland Real Estate
Annapolis, MD 11 mi
Campbell LLC Realtors
Real Estate Brokerage
Chestertown, MD 20 mi
Rick Gloekler
Realtor
Millersville, MD 20 mi
Sharon Villarreal
Realtor · Keller Williams Flagship of Maryland
Millersville, MD 20 mi
Ritter Realty Group
Real Estate Brokerage
North Beach, MD 23 mi
- Commercial Property
- Rentals & Leasing
- Property Management
Chester housing market
Typical home$530K
1-year+0.6%
5-year+20.2%
10-year+57.3%
The typical home in Chester was valued at about $529,551 in August 2026, according to the Zillow Home Value Index. Over twelve months the typical value was roughly flat (+0.6%). Over five years the change is +20.2%. Chester sits 24% above the Maryland typical value of $428,308.
Values: Zillow Home Value Index, August 2026.
Chester at a glance
| State | Maryland (MD) |
|---|---|
| County | Queen Anne's County |
| Metro area | Baltimore-Columbia-Towson, MD |
| Population (approx.) | 4,167 |
| Elevation | 13 ft |
| Time zone | Eastern Time |
| Realtors listed | 2 |
| Typical home value | $529,551 |
| 1-year change | +0.6% |
| License regulator | Maryland Real Estate Commission |
| Local time | Wednesday, October 14 · 8:27 AM |
Realtors in Chester — common questions
How many realtors are listed in Chester, MD?
2 real estate professionals are listed in Chester today.
What is the typical home value in Chester?
About $529,551 according to the Zillow Home Value Index (August 2026), a change of +0.6% over one year and +20.2% over five years.
What would the monthly payment be on a typical Chester home?
With 10% down and a 6.5% 30-year fixed rate, principal and interest on a $529,551 home comes to roughly $3,012 a month, before taxes, insurance and any HOA dues.
Which nearby towns have realtors listed?
Annapolis (11 mi, 8 listings), Chestertown (20 mi, 1 listing), Millersville (20 mi, 2 listings), and North Beach (23 mi, 1 listing).