Chestertown MD FSBO Homes (127)

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We have 127 homes for sale by owner in Chestertown, MD. The median list price in Chestertown, MD is $80,452.

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Homes For Sale

$349,000

  • 3 Bed
  • 2.0 Bath
  • 15000 Sqft(Lot)
149 Longfellow Drive , Chestertown, MD

Welcome to your dream home in the charming sought after community of chester harbor! this delightful property... Read More

Coming Soon
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Homes For Sale

$395,000

  • 3 Bed
  • 2.5 Bath
  • 2,162 Sqft
  • 21875 Sqft(Lot)
204 Pine Cove Lane , Chestertown, MD

Discover the perfect blend of modern design and rustic charm at 204 pine cove lane, a stunning 3-bedroom,... Read More

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Vacant Land For Sale

$49,000

  • 43,124 Sqft
  • 43124.4 Sqft(Lot)
22681 Wood Yard Lane , Chestertown, MD

Two secluded wooded lots with approximately an acre total. the existing homes on the property are of little... Read More

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Homes For Sale

$135,000

  • 3 Bed
  • 1.0 Bath
  • 930 Sqft
  • 43560 Sqft(Lot)
7121 Quaker Neck Road , Chestertown, MD

Great investment opportunity – fixer-upper on 1 acre lot attention diyers, investors, and renovators! this... Read More

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Homes For Sale

$307,000

  • 3 Bed
  • 1 Bath
  • 1,252 Sqft
  • 14000 Sqft(Lot)
202 Glen Street , Chestertown, MD

Brick rancher located on the corner of greenwood and glen street in college heights offers a large screened... Read More

Active Under Contract
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Homes For Sale

$289,000

  • 3 Bed
  • 2.0 Bath
  • 1,114 Sqft
  • 15000 Sqft(Lot)
118 Char Nor Manor Boulevard , Chestertown, MD

An adorable cottage with water views of the chester river! nicely maintained cottage featuring 3 bedrooms, 2... Read More

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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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Homes For Sale

$389,900

  • 3 Bed
  • 2.0 Bath
  • 43560 Sqft(Lot)
109 Grant Court , Chestertown, MD

This meticulously maintained 3-bedroom, 2-bathroom ranch-style home offers the perfect blend of comfort and... Read More

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Homes For Sale

$235,000

  • 3 Bed
  • 2.5 Bath
  • 1,200 Sqft
  • 2904 Sqft(Lot)
210 Hilltop Lane , Chestertown, MD

Built in 2005, this beautifully maintained home offers modern comforts and an inviting atmosphere. the open... Read More

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Homes For Sale

$479,500

  • 3 Bed
  • 2.5 Bath
  • 43560 Sqft(Lot)
220 Blakefield Drive , Chestertown, MD

Brand new gorgeous custom home ready in december. fall in love with the 1st floor bedroom/bath/wic, 2 car... Read More

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Homes For Sale

$369,000

  • 3 Bed
  • 2 Bath
  • 15276 Sqft(Lot)
107 Dutchess Road , Chestertown, MD

Welcome to chester harbor - a family oriented place to live! the chester harbor community has a voluntary hoa... Read More

Pending
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Homes For Sale

$355,000

  • 3 Bed
  • 2.5 Bath
  • 1,672 Sqft
  • 4095 Sqft(Lot)
106 Silver Heel Road , Chestertown, MD

Looking for a brand new home without the hassle of building? you have found it! built in 2023 in the wonderful... Read More

Coming Soon
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Homes For Sale

$349,900

  • 3 Bed
  • 2.0 Bath
  • 1,392 Sqft
  • 33300 Sqft(Lot)
109 Wilton Road , Chestertown, MD

Welcome to this charming 3-bedroom, 2-bathroom rancher, offering the perfect blend of comfort and convenience... Read More

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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

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Homes For Sale

$349,000

  • 3 Bed
  • 2.0 Bath
  • 1,811 Sqft
  • 15000 Sqft(Lot)
149 Longfellow Drive , Chestertown, MD

Welcome to your dream home in the charming sought after community of chester harbor! this delightful property... Read More

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Homes For Sale

$299,000

  • 3 Bed
  • 2.5 Bath
  • 1,930 Sqft
  • 3762 Sqft(Lot)
100 Acorn Drive , Chestertown, MD

Rare end unit townhome in oak hollow. close to shopping and college. spacious rooms. open kitchen with granite... Read More

Active Under Contract
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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

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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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Active Under Contract
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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