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Chester Real Estate MLS Search

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Chester Properties For Sale

Here you will find all the Chester properties for sale including homes, town homes, condos, land, farms, foreclosure properties and more. The list is updated by the official Realtor® MLS database every few minutes. 

Get a list of all the Off-Market, and Unlisted Homes For Sale, Click Here to request the list of Off Market Homes

Remember to save your searches, to get daily email alerts of new listings, price changes, and recently sold homes.

Just Listed in Chester

106 Schooner Way Unit #29, Chester image
106 Schooner Way Unit #29, Chester — Bayside $485,000

Looking for a quick move, don't miss this rare opportunity to own an end unit. Wraparound front porch and expansive back deck in Castle Marina. Wake up every morning enjo...

  • 3 Beds
  • 4 Baths
Courtesy of Chesapeake Bay Real Estate Plus, LLC

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC.

42 Queen Catherine Ct, Chester image
42 Queen Catherine Ct, Chester $399,000

2020 NEW ROOF & Gutters.. Vacation ALL the time! The desired Community of Queens Landing offers so many amenities to Enjoy! Tennis Courts, Gym, Outdoor Pool, Clubhouse, ...

  • 3 Beds
  • 3 Baths
Courtesy of EXIT On The Bay

Listing courtesy of EXIT On The Bay.

334 Thomas White Blvd, Chester image
334 Thomas White Blvd, Chester $675,000

Welcome Home to the coveted Community of Gibson's Grant! This tastefully upgraded home with open floor plan that is just perfect for entertaining! Hardwoods on the main f...

  • 3 Beds
  • 3 Baths
Courtesy of Rosendale Realty

Listing courtesy of Rosendale Realty.

100 Barren Ridge Ct, Chester image
100 Barren Ridge Ct, Chester $465,000

Professional photos coming soon. One level living within walking distance to Cox Creek. You will love this private 3 bedroom and 2 bath property situated on over a half ...

  • 3 Beds
  • 2 Baths
Courtesy of Realty Navigator

Listing courtesy of Realty Navigator.

211 Broadwater Dr, Chester image
211 Broadwater Dr, Chester $599,900

This is a home that is under construction and will be move in ready in 2023! This Barbuda Model Features an upgraded kitchen, fireplace and private home office. For a f...

  • 2 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

1868 Roberta Dr, Chester image
1868 Roberta Dr, Chester $739,900

Custom built home with many upgrades, and water views. A few upgrades are, 12 ceilings and windows are 6 on first floor. Custom window treatments throughout. Custom hardw...

  • 5 Beds
  • 4 Baths
Courtesy of XRealty.NET LLC

Listing courtesy of XRealty.NET LLC.

200 Harrier Way Unit #32, Chester image
200 Harrier Way Unit #32, Chester $569,900

Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style expe...

  • 2 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

200 Harrier Way Unit #22, Chester image
200 Harrier Way Unit #22, Chester $519,900

Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style expe...

  • 2 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

200 Harrier Way Unit #31, Chester image
200 Harrier Way Unit #31, Chester $664,900

The stunning Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, dry bar cabinetry package, fireplace and two entrances to the private ...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

200 Harrier Way Unit #21, Chester image
200 Harrier Way Unit #21, Chester $639,900

The stunning Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, dry bar cabinetry package, fireplace and two entrances to the private ...

  • 3 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

200 Harrier Way Unit #12, Chester image
200 Harrier Way Unit #12, Chester $501,900

This Magothy home design is a quick move in home and features 2 bedrooms, 2.5 baths, a home office with french doors, a cozy fireplace in living room, and a balcony acces...

  • 2 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

1809 Stevens Dr, Chester image
1809 Stevens Dr, Chester $469,000

This bright airy cape cod on over a 1/2 acre lot is ready for it's new owner! Boasting multiple living spaces, 4 bedrooms, a flex/office space, 2.5 baths, garage, hot tu...

  • 4 Beds
  • 3 Baths
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

237 Evelyne St, Chester image
237 Evelyne St, Chester — Gibsons Grant $789,900

Renovated completely in 2018. New Kitchen Quartz counters, Subway Tile Backsplash, Deep Large Sink, New Oven, Luxury Vinyl Flooring, Upgraded Carpet, and New Carpet July...

  • 4 Beds
  • 3 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

203 Mchenny Court Ct, Chester image
203 Mchenny Court Ct, Chester $899,000

WATERFONT corner lot on cul-de-sac with Main Level and Second Level Primary Suites with Sunset View Balconies. 5 Bedroom 4.5 Bath Koch Builders Home, Including Guest Apar...

  • 5 Beds
  • 5 Baths
Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc..

1866 Harbor Dr, Chester image
1866 Harbor Dr, Chester $450,000

Welcome to this nicely maintained split level home. Master BR w/ Bath, 2 BR w/ 1 Bath all on the main level. Plenty of room on the lower level for another BR or a playroo...

  • 3 Beds
  • 2 Baths
Courtesy of Douglas Realty LLC

Listing courtesy of Douglas Realty LLC.

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Chester Home Prices and Home Values

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Office Locations:

650 Ritchie Hwy, Suite 100, Severna Park, Md 21146

1919 Main St, Chester, Md 21619

D:410-777-5848 | O:443-261-2577

Team Leader: David J. Moore DRE#: 609287

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