Chestertown MD FSBO Homes (137)

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We have 137 homes for sale by owner in Chestertown, MD. The median list price in Chestertown, MD is $742,325 and the average price per square foot is $516,785.

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Homes For Sale

$299,900

  • 3 Bed
  • 2 Bath
  • 1,288 Sqft
  • 16720 Sqft(Lot)
7500 Shortall Street , Chestertown, MD

This charming 3-bedroom, 2-bath rancher nestled in a serene setting of quaker estates is a gem you won't want to... Read More

Coming Soon
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Vacant Land For Sale

$349,999

  • 40,497 Sqft
  • 40497 Sqft(Lot)
Scheeler Road Lot 2 , Chestertown, MD

This prime commercial lot offers an exceptional opportunity for your next business venture. situated at the... Read More

Coming Soon
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Vacant Land For Sale

$318,500

  • 41,804 Sqft
  • 41804 Sqft(Lot)
Haacke Drive Lot 3 , Chestertown, MD

This prime commercial lot offers an exceptional opportunity for your next business venture. situated on haacke... Read More

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Vacant Land For Sale

$79,900

  • 95,832 Sqft
  • 95832 Sqft(Lot)
Fairlee Road , Chestertown, MD

Desirable wooded country 2.2 acre building parcel located near public boat landings between chestertown and rock... Read More

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Homes For Sale

$639,000

  • 3 Bed
  • 3.0 Bath
  • 1,545 Sqft
  • 17641 Sqft(Lot)
7675 Quaker Neck Road , Chestertown, MD

The attention to detail, superior craftsmanship and high end finishes gives this home an "oh wow" factor!... Read More

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Homes For Sale

$698,000

  • 4 Bed
  • 3.5 Bath
  • 3,684 Sqft
  • 114127 Sqft(Lot)
11040 Kylie Lane , Chestertown, MD

Welcome to your serene getaway nestled on 2.62 acres of partially wooded land on urieville lake! this stunning... Read More

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Homes For Sale

$499,000

  • 3 Bed
  • 2.0 Bath
  • 3,280 Sqft
  • 436036 Sqft(Lot)
24543 Chestertown Road , Chestertown, MD

Nestled on 10 scenic acres just outside of chestertown, this spacious 3,280 sq ft home offers incredible... Read More

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Homes For Sale

$585,000

  • 5 Bed
  • 3.5 Bath
  • 2,408 Sqft
  • 35000 Sqft(Lot)
7938 Radcliffe Road , Chestertown, MD

This impeccably maintained home is a true standout and has it all! with 5 spacious bedrooms - with both main... Read More

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Vacant Land For Sale

$80,000

  • 102,802 Sqft
  • 102801.6 Sqft(Lot)
9020 Georgetown Road , Chestertown, MD

Pretty wooded parcel recently surveyed with stakes clearly showing property boundaries. see documents for plat... Read More

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Homes For Sale

$322,000

  • 4 Bed
  • 2 Bath
  • 1,470 Sqft
  • 34804 Sqft(Lot)
305 Longfellow Drive , Chestertown, MD

Adorable and affordable in chester harbor community! this 4-bedroom 2 bath home is ready for you! situated on a... Read More

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Homes For Sale

$289,000

  • 3 Bed
  • 3.5 Bath
  • 1,840 Sqft
  • 2160 Sqft(Lot)
104 Oak Leaf Drive , Chestertown, MD

Welcome to your new home in the vibrant community of chestertown! this beautiful 3-bedroom, 3.5-bath townhome... Read More

Pending
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Homes For Sale

$275,000

  • 3 Bed
  • 1.5 Bath
  • 1,582 Sqft
  • 2500 Sqft(Lot)
340 Cannon Street , Chestertown, MD

Location! location! location! *** great investment opportunity *** just one block from the heart of historic... Read More

Pending
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Homes For Sale

$335,000

  • 3 Bed
  • 2.0 Bath
  • 1,200 Sqft
  • 18643 Sqft(Lot)
218 Concord Road , Chestertown, MD

Charming 3-bedroom, 2-bath rancher located in the desirable chester harbor neighborhood! this move-in-ready home... Read More

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Coming Soon
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Homes For Sale

$440,000

  • 5 Bed
  • 2.5 Bath
  • 1,936 Sqft
  • 15000 Sqft(Lot)
401 Oriole Road , Chestertown, MD

Welcome to 401 oriole road in the charming chester harbor community of queen anne’s county! this spacious... Read More

Active Under Contract
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Homes For Sale

$1,600,000

  • 5 Bed
  • 2.0 Bath
  • 3,788 Sqft
  • 88427 Sqft(Lot)
10262 John Carvill Road , Chestertown, MD

This beloved waterfront property has been a treasured family gathering place for over twenty four years. there... Read More

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Homes For Sale

$649,000

  • 3 Bed
  • 2.0 Bath
  • 1,680 Sqft
  • 16932 Sqft(Lot)
411 Fairview Drive , Chestertown, MD

Eastern shore of maryland waterfront cottage is perched on the banks of rosin creek in queen anne’s county.... Read More

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Vacant Land For Sale

$199,000

  • 403,366 Sqft
  • 403366 Sqft(Lot)
1633 Mcginnes Road , Chestertown, MD

Beautiful wooded/partially cleared parcel has been perced and ready for construction of your dream home to enjoy... Read More

Pending
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Homes For Sale

$565,000

  • 4 Bed
  • 3 Bath
  • 2,488 Sqft
  • 23910 Sqft(Lot)
209 Birch Run Road , Chestertown, MD

Upgrades galore... wait til you see how this house has been transformed into a home! a spacious four bedroom,... Read More

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Homes For Sale

$255,000

  • 3 Bed
  • 1.5 Bath
  • 1,260 Sqft
  • 3762 Sqft(Lot)
117 Chester Arms Drive , Chestertown, MD

Discover this nearly new, beautifully maintained home in chestertown. featuring luxury vinyl flooring... Read More

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Homes For Sale

$399,000

  • 5 Bed
  • 2.0 Bath
  • 1,988 Sqft
  • 33105 Sqft(Lot)
221 River Road , Chestertown, MD

Hidden within the wandering gardens, you will find this meticulously maintained home with seasonal water views... Read More