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Chestertown Homes for Sale, $200,000 - $300,000

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
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Photo of Listing #MDQA140560

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

Residential, Detached
  • 3 Beds
  • 2 Baths
  • 1,830 SQFT
  • 79 DOM
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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,...

Photo of Listing #MDKE115028

21323 Tennessee Ave, Chestertown, MD - $284,300

Residential, Detached
  • 4 Beds
  • 3 Baths
  • 2,041 SQFT
  • 90 DOM
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The Eastern Shore Lifestyle Is Just Waiting For You To Enjoy! Privately Nestled In Tolchester Estates Community, Which Offers Public Beach And Water Access To The Chesapeake Bay. While Backing To Trees, The Sun Room Offers Views Of The Estuary And...

Photo of Listing #MDKE115106

10555 Marina Star Rd, Chestertown, MD - $275,000

Residential, Detached
  • 2 Beds
  • 2 Baths
  • 1,392 SQFT
  • 43 DOM
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Big Price Reduction! Here's Your Private Waterfront Getaway Or Retirement Home! Peaceful Views Of The Water And Yard. Fish And Kyack From Your Backyard Or Launch Your Motorboat At The Community Boat Launch 200 Feet Away. Home In Good Condition Has...

9190 N Bayview Ave, Chestertown, MD - $275,000

Residential, Detached
  • 2 Beds
  • 1 Baths
  • 1,160 SQFT
  • 66 DOM
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Very Unique Home In Tolchester Estates With Breath Taking Views Of The Chesapeake Bay. This Home Has Ceramic Tile Floors, Lots Of Stone And Tile Work Throughout. Stainless Steel Appliances And Whirl Pool Tub In The Master Bedroom. Like I Said, ...

Photo of Listing #MDKE114082

414 Bell Ave, Chestertown, MD - $269,000

Residential, Detached
  • 4 Beds
  • Baths
  • 2,080 SQFT
  • 175 DOM
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College Heights Beauty. Close To Washington College And Downtown. This Home Features An Updated Kitchen, Four Bedrooms, 2.5 Baths, Laundry, Half Bath & Family Room With Brick Fireplace On The Lower Level, Living Room Dining Room Kitchen And Acce...

205 Devon Dr, Chestertown, MD - $269,000

Residential, Detached
  • 4 Beds
  • 2 Baths
  • 1,680 SQFT
  • 21 DOM
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'adorable & Affordable' 4 Bedroom Cape Cod In Desirable Coventry Farms Has Fresh Updates--shows Beautifully! Don't Miss This Opportunity For A Charming And 'move In Ready' 4 Bedroom, 2 Bath House With 1 Car Garage. With More Than 1600 Sq Ft Of Li...

Photo of Listing #MDKE107870

10740 Millbrook Dr, Chestertown, MD - $262,000

Residential, Detached
  • 4 Beds
  • Baths
  • 2,571 SQFT
  • 252 DOM
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An Extremely Well Built And Maintained Custom Home In The Water Oriented Community Of Chesapeake Landing. Over 2,500 Sq Ft Featuring Hardwood Floors Throughout, 1st Floor Master With A Full Bath, Exposed Axed Hewn Beams And Gas Fireplace In The Li...

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.