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Chestertown Real Estate — Homes For Sale in Chestertown, MD

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$1,245,000
10140 3rd Point Rd
Chestertown, MD 21620
4 bed, 4 bath, SFR, 3,736 sq ft, $333/sq ft,
1.4 acre lot, Built: 1960, On ZipRealty 328 days
This magnificent historic Manor home on Fairlee Creek at the mouth of the Bay enjoys 2 master suites, 2 kichens, extensive custom built-ins & wood work, eat-in gourmet kitchen &... more
This magnificent historic Manor home on Fairlee Creek at the mouth of the Bay enjoys 2 master suites, 2 kichens, extensive custom built-ins & wood work, eat-in gourmet kitchen & a huge recreation room w. wet bar & walk-out to a slate patio. The property features spectacular water views, exceptional community amenities & private dock w. 3 lifts, 4'MLW & 296' of bulk headed waterfront. WOW! less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity N/A
$265,000
23292 Schooner Rd
Chestertown, MD 21620
3 bed, 2 bath, SFR, 1,878 sq ft, $141/sq ft,
22,500 sq ft lot, Built: 1987, On ZipRealty 338 days
***water privileged community***...This lovely home built with 2 x 6 exterior walls offers large open space living...The kitchen with a breakfast bar opens to spacious room... more
***water privileged community***...This lovely home built with 2 x 6 exterior walls offers large open space living...The kitchen with a breakfast bar opens to spacious room w/cathedral ceiling for dining and entertaining.....20 x 13 family room w/cathedral ceiling is accented with a drystack stone wall serving a gas fireplace-open rear porch w/roof offers extended months pleasure for relaxing less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity
$525,000
9425 Upper Creek Ln
Chestertown, MD 21620
3 bed, 2 bath, SFR, 2,045 sq ft, $257/sq ft,
4.9 acre lot, Built: 1995, On ZipRealty 354 days
North Eastern Log home built on almost 5 acres with 185' of shoreline on Fairlee Creek. Great for canoeing, kayaking, fishing & just lazing around. Oversize garage & Log Cabin... more
North Eastern Log home built on almost 5 acres with 185' of shoreline on Fairlee Creek. Great for canoeing, kayaking, fishing & just lazing around. Oversize garage & Log Cabin connected by a breezeway. Wrap around deck on creek side.Brick fireplace for wood stove in this open floor plan. Place for an office on 2nd floor landing.No grass to cut. Near Fairlee Public Landing to launch a larger boat. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$20,000
Mallard Point Rd
Chestertown, MD 21620
LND, N/A sq ft, N/A/sq ft,
40,500 sq ft lot, Built: N/A, On ZipRealty 357 days
Great new price! Beautiful four lots in the water oriented community of Chesapeake Landing. PERC APPROVED ON ONE SITE. Winter water view from this property. Enjoy the water... more
Great new price! Beautiful four lots in the water oriented community of Chesapeake Landing. PERC APPROVED ON ONE SITE. Winter water view from this property. Enjoy the water activities on Worton Creek leading to the Chesapeake Bay. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity
$297,000
6746 Quaker Neck Rd
Chestertown, MD 21620
4 bed, 2 bath, SFR, 3,371 sq ft, $88/sq ft,
29,577 sq ft lot, Built: 1900, On ZipRealty 358 days
A wonderful 4 Bedroom home, with 2 full baths plus 2 room in-law suite. 3000 sq.ft. retail space currently grocery with beer and wine. Inventory and equipment not included but... more
A wonderful 4 Bedroom home, with 2 full baths plus 2 room in-law suite. 3000 sq.ft. retail space currently grocery with beer and wine. Inventory and equipment not included but negotiable. Village Zoning less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$189,000
10811 Foreston Rd
Chestertown, MD 21620
3 bed, 2 bath, SFR, 1,404 sq ft, $135/sq ft,
22,500 sq ft lot, Built: 2003, On ZipRealty 376 days
Quiet neighborhood. Walking distance from Marina & Restaurant. Well maintained home with deck and pretty yard.
Quiet neighborhood. Walking distance from Marina & Restaurant. Well maintained home with deck and pretty yard. less
Listing Provided Courtesy of Rock Hall Properties Real Estate
Popularity
Lovely property, culdesac location, surrounded on 3 sides by water & most rooms positioned to enjoy the water views.Main level offers 2 bdrms, bth, living rm & kitchen.... more
Lovely property, culdesac location, surrounded on 3 sides by water & most rooms positioned to enjoy the water views.Main level offers 2 bdrms, bth, living rm & kitchen. Partially finished full basement has full bth, small kitchen area, fam rm & 1 or 2 more bdrms. New wiring, breaker box, roof, water system & duct work. 626' of waterfrontage & solitude. Separate 2 story building & greenhouse. less
Listing Provided Courtesy of Long & Foster Real Estate, Inc.
Popularity
$479,900
200 Water St
Chestertown, MD 21620
4 bed, 3 bath, SFR, 3,034 sq ft, $158/sq ft,
8,206 sq ft lot, Built: 1900, On ZipRealty 382 days
Open House:   Saturday Apr 26, 11:00AM - 2:00PM
Beautifully renovated Victorian townhouse in Chestertown's Historic District with views to the Chester River. Street access to beautifully landscaped rear yard and shed .House... more
Beautifully renovated Victorian townhouse in Chestertown's Historic District with views to the Chester River. Street access to beautifully landscaped rear yard and shed .House interior is quietly elegant ;a gracious front hall, sitting rooms on each level, lovely wood floors, transoms and crown dentil molding. Large sun room looking into fenced English garden. A superior property! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
Wonderful home with numerous upgrades just minutes from downtown Chestertown. Two master bedrooms. The downstairs master suite has a sitting room, large bath and walk in closet.... more
Wonderful home with numerous upgrades just minutes from downtown Chestertown. Two master bedrooms. The downstairs master suite has a sitting room, large bath and walk in closet. This sunny home has a nicely landscaped yard with a patio. The lot backs up to farmland and offers lots of privacy. Come take a look - it is priced to sell! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
Eastern Shore Victorian home, c.1877 is ideally situated in Chestertown's Historic District and is just a short stroll down to the Chester River, shops, and Washington College.... more
Eastern Shore Victorian home, c.1877 is ideally situated in Chestertown's Historic District and is just a short stroll down to the Chester River, shops, and Washington College. Currently a B&B, the Widows Walk Inn evokes period charm with original wood detail. Carriage house has spacious apartment. Also for sale is the B&B business, a spare lot and furnishings. Approx 90-min. from D.C. and Phila. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
Desirable Chesapeake Landing - Wooded Parcel lots #79 & 80 total sq.ft. 15,000. Located on OWASSO Rd., just a few blocks from Mill Creek. Build Your New Home and Enjoy Eastern... more
Desirable Chesapeake Landing - Wooded Parcel lots #79 & 80 total sq.ft. 15,000. Located on OWASSO Rd., just a few blocks from Mill Creek. Build Your New Home and Enjoy Eastern Shore Living. Near Marinas, Restaurants and a short drive to Historic Chestertown. Sign posted on property. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
Chesapeake Landing - Wooded Parcel Lots #77 & 78 total sq ft. 15,000. Located on Owasso Road, just blocks from Mill Creek. This parcel has a perc certificate from original... more
Chesapeake Landing - Wooded Parcel Lots #77 & 78 total sq ft. 15,000. Located on Owasso Road, just blocks from Mill Creek. This parcel has a perc certificate from original purchase in 73. Build Your New Home and Enjoy Eastern Shore Living, near marinas & restaurants. A short drive to historic Chestertown. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
What a location!!! This buildable lot offers you an in-town waterfront building lot on a quiet cul-de-sac in Mile Tree Village. Town water and sewer available, private views,... more
What a location!!! This buildable lot offers you an in-town waterfront building lot on a quiet cul-de-sac in Mile Tree Village. Town water and sewer available, private views, and is only a short walk or drive to Historic Downtown Chestertown or Washington College. Schedule your showing today!!! Owner will sell this lot and 223 Birch Run Road together for $180,000. less
Listing Provided Courtesy of The Hogans Agency Inc.
Popularity
This is a tear down however it is an incredible lot! There is public sewer in place. The lot offers mature trees. You also have access to the community beach area. This home is... more
This is a tear down however it is an incredible lot! There is public sewer in place. The lot offers mature trees. You also have access to the community beach area. This home is being sold "AS IS". The value is in the property. Where are you going to find a lot in a water privileged community for under $45,000? less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
Eastern Shore 1/2-Acre Buildable Lot is located in the Historic District of Chestertown. Public sewer and water are available. Walk to Fountain Park, shops, galleries and... more
Eastern Shore 1/2-Acre Buildable Lot is located in the Historic District of Chestertown. Public sewer and water are available. Walk to Fountain Park, shops, galleries and dining. Just 4-blocks from the Chester River waterfront. Chestertown is just 1-hour from Annapolis and Wilmington, and 2-hours from Washington, D.C. and Philadelphia. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
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Data last updated: Thursday, April 17, 2014 at 6:41 AM