Connect

Find us on...

Dashboard

Login using...

Chestertown Homes for Sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
Map Save this Search
Sort listings by:Price, High to Low

129 Trafford Dr, Chestertown, MD - $334,900

Residential, Detached
  • 3 Beds
  • Baths
  • 3,001 SQFT
  • 11 DOM
View details More Photos Save

Immaculate 3br/2.5 Colonial W/ Over 3000 Sqft Of Finished Living Space In Desirable Coventry Farms! Located Just Outside Of Chestertown~s Historic District, This Newly Renovated Home Features An Open Floor Plan W/ An Abundance Of Natural Light. Ne...

25711 Pearce Way, Chestertown, MD - $329,900

Residential, Detached
  • 2 Beds
  • 2 Baths
  • 1,640 SQFT
  • 26 DOM
View details More Photos Save

This Beautiful Property Located In Heather Heights Has Been Totally Renovated. There Is A Brand New Kitchen, Large Living Room, Dining Room, Family Room With Brick Fireplace, Two Bedrooms And Two Full Baths, An Enclosed Porch, And A One Car Garag...

8500 Broad Neck Rd, Chestertown, MD - $329,900

Residential, Detached
  • 4 Beds
  • Baths
  • 2,240 SQFT
  • 8 DOM
View details More Photos Save

Custom Built 4 Bed 2.5 Bath Boasting 2240sqft Sitting On A 1 Acre Private Wooded Lot Just A Few Miles From Town Or The Boat Ramp. This Home Has Many Great Custom Features You Will Find Inside. From The Beautiful Artistic Maple Island In The Kitche...

21457 Belair Ave, Chestertown, MD - $329,000

Residential, Detached
  • 3 Beds
  • 2 Baths
  • 1,694 SQFT
  • 75 DOM
View details More Photos Save

Looking For A Cottage In The Woods? This .60-acre Private Haven, Centrally Located 10 Minutes From Chestertown And Rock Hall, Is Quite The Secluded Spot. Bordered By Mature Landscape, The Property Welcomes Local Wildlife, Which Is Perfect For Nat...

Photo of Listing #1000083933

200 Mill St, Chestertown, MD - $327,000

Residential, Detached
  • 3 Beds
  • Baths
  • 2,198 SQFT
  • 905 DOM
View details More Photos Save

Lovely Victorian With Many Original Details.beautiful Wood Floors, Fireplace, Updated Kitchen And Baths, New Carpet In Master Bedroom And Fresh Paint Throughout.third Floor Bedroom Could Be Home Office.the Porches And Patio Provide Nice Outdoor Li...

207 N Queen St, Chestertown, MD - $325,000

Residential, Detached
  • 4 Beds
  • Baths
  • 2,244 SQFT
  • 116 DOM
View details More Photos Save

Welcome To This Prime Historic District Location In Charming Chestertown! This Home Features Victorian Style, Original Wide Plank Hardwood Floors, Many Of The Rooms Feature Chair Rail, And Cornices, With High Ceilings. Two Non-working Slate Fire ...

Photo of Listing #MDQA140560

114 Holly Ct, Chestertown, MD - $299,999

Residential, Detached
  • 3 Beds
  • 2 Baths
  • 1,830 SQFT
  • 79 DOM
View details More Photos Save

3 Bedroom 2 Bath Rancher On 1.03 Acres In Qa County! Kitchen Offers Corian Counters, Stainless Appliances. New Flooring And Paint In Some Of The Rooms. Four Season Florida Room Overlooks Nicely Landscaped Yard With Mature Trees. Large Deck Off Of ...

207 Garland Way, Chestertown, MD - $299,000

Residential, Detached
  • 4 Beds
  • Baths
  • 1,944 SQFT
  • 33 DOM
View details More Photos Save

This Meticulously Maintained Coventry Farms Classic Is On A Corner Lot With Mature Trees For Privacy, A View Of The 34 Acre Open Space, An Oversized Garage, Floor-to-ceiling Windows, Spacious Master Suite With Walk-in Closet, Full Basement... Ever...

23550 Canvasback Rd, Chestertown, MD - $298,000

Residential, Detached
  • 4 Beds
  • 2 Baths
  • 2,284 SQFT
  • 22 DOM
View details More Photos Save

Located At The End Of A Culdesac, This Mill Creek Waterfront Home Offers Real Peace And Quiet. The Walk-out Basement Is Partially Finished With Potential For 1 Or 2 More Bedrooms. New Electric Panel, Water, Heater, Water Conditioner, Roof, Gutte...

Photo of Listing #MDKE115620

8560 Broad Neck Rd, Chestertown, MD - $298,000

Residential, Detached
  • 3 Beds
  • 3 Baths
  • 2,052 SQFT
  • 3 DOM
View details More Photos Save

Traditional Three Bedroom Brick Rancher With Large Yard And 4 Bay Poll Barn, Located Just Outside Chestertown. Hardwood Floors Thoughout, Just Waiting For Your Personal Touch.

114 Grant Ct, Chestertown, MD - $297,350

Residential, Detached
  • 3 Beds
  • 2 Baths
  • 63 DOM
View details More Photos Save

Construction Underway. 3 Bedroom 2 Bath Rancher With Garage. One Of 9 Lots Two Pick From. House Going To Be Loaded With Upgrades. Sit Back And Enjoy The Views. Open Floor Plan Or Bring Us Your Plans As Well. You Can Pick Out Your Colors And Make T...

105 Sheaffer Rd, Chestertown, MD - $295,000

Residential, Detached
  • 4 Beds
  • Baths
  • 1,784 SQFT
  • 9 DOM
View details More Photos Save

This Stunning 4 Bedroom Home Is Nestled On Over An Acre In The Grove, A Desirable Community Just Minutes From Rt. 301. This Home Boasts A Fabulous Kitchen With Stainless Steel Appliances, A Porcelain Farmhouse Sink, And Soapstone Countertops. Re...

530 Cannon St, Chestertown, MD - $294,000

Residential, Detached
  • 3 Beds
  • Baths
  • 2,012 SQFT
  • 54 DOM
View details More Photos Save

An Upgraded Colonial Home On Revitalized Cannon Street. This Home Features Hardwood Floors Throughout, Upgraded Kitchen And Baths, Vaulted Ceilings, Central Hvac, First Floor Powder Room, And A Tulikivi Pizza Oven! Outside Is A Custom Two Story Wo...

255 Devon Dr, Chestertown, MD - $290,000

Residential, Detached
  • 3 Beds
  • Baths
  • 2,459 SQFT
  • 31 DOM
View details More Photos Save

This Home Looks Barely Lived In! As You Walk In The Front Door You Are Welcomed With An Open Floor Plan With Wood Floors, Cathedral Ceiling, Skylights That Brighten The Room, Formal Dining Area And A Gas Log Fireplace To Take The Chill Off. The ...

331 Devon Dr, Chestertown, MD - $289,000

Residential, Detached
  • 4 Beds
  • Baths
  • 3,834 SQFT
  • 137 DOM
View details More Photos Save

Located In The Desirable Coventry Farms Community. This Move In Ready Colonial Offers 4 Bedrooms, 2.5 Baths, Open Kitchen/breakfast Room/family Room With Surround Sound. Partially Finished Basement With Rough-ins For A Bathroom And A Wet Bar.

Photo of Listing #MDKE107880

21357 Bel Air Ave, Chestertown, MD - $287,000

Residential, Detached
  • 3 Beds
  • Baths
  • 2,008 SQFT
  • 228 DOM
View details More Photos Save

9 Year Old Cape With Wonderful Open Floor Plan. Nestled In The Woods For Privacy. Bay Water Privileges And Marina Nearby. This Property Is Part Of Tolchester Estates.

113 Pine Tree Rd, Chestertown, MD - $284,900

Residential, Detached
  • 3 Beds
  • Baths
  • 2,004 SQFT
  • 42 DOM
View details More Photos Save

Amazing Contemporary Home! Pristine Condition Following A Through Renovation From Top To Bottom Including All New Roof, Skylights, Hardwood Flooring, Carpet, Brand New Central Heating And Air Conditioning, New Wiring, New Plumbing, New Lighting,...

The listing content relating to real estate for sale on this web site is courtesy of MRIS. Listing information comes from various brokers who participate in the MRIS IDX.Properties listed with brokerage firms other than Coldwell Banker Chesapeake are marked with the MRIS Logo and detailed information about them includes the name of the listing brokers.The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed and should be independently verified.All listing information copyright MRIS 2019.

Listing information last updated on September 16th, 2019 at 5:03pm EDT.