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Chestertown Real Estate — Homes For Sale in Chestertown, MD

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$610,000

24249 Walnut Point Rd

Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 1,775sq ft $344 / sq ft SFR
Lot Size2.0acre Built1995 On ZipRealty131 days
Waterfront Eastern Shore cottage is nestled on Phillips Creek. A perfect vacation home, it is privately sited with serene waterviews and is in perfect harmony with its naturally... more
Waterfront Eastern Shore cottage is nestled on Phillips Creek. A perfect vacation home, it is privately sited with serene waterviews and is in perfect harmony with its naturally beautiful setting. Cathedral ceiling, fireplace, wood floor and trim add to the charm; while the screened porch and deck are quiet spots for outdoor entertaining. Chestertown is about 1-hour from Annapolis and Wilmington. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
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$325,000

211 David Dr

Chestertown, MD 21620
Kent County Public Schools
6bed 4bath 4,401sq ft $74 / sq ft SFR
Lot Size24,500sq ft Built1963 On ZipRealty133 days
Handsome 4,401 sq.ft, brick, 5 BR Georgian Revival residence in fine community of Historic Chestertown. 1st time offered since built. Plaster walls, hardwood floors, spacious... more
Handsome 4,401 sq.ft, brick, 5 BR Georgian Revival residence in fine community of Historic Chestertown. 1st time offered since built. Plaster walls, hardwood floors, spacious rooms, screened porch, large eat-in kitchen + sep. Dining Room. Lovely LR w/ fireplace & wall of bookshelves. 8 ov 8 windows = bright cheerful sun-filled rooms. Mature gardens and trees. Anticipate lot line change. Inquire. less
Listing Provided Courtesy of Maryland Heritage Properties
Popularity N/A
$275,000

1017 Twin Ct

Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 3,804sq ft $72 / sq ft SFR
Lot Size41,425sq ft Built1991 On ZipRealty136 days
Price Reduction! Impressive 3184 sq.ft. Colonial on .95 acre lot with lush landscaping. Total privacy in backyard. Large deck with gazebo. Fenced play yard. Storage galore,... more
Price Reduction! Impressive 3184 sq.ft. Colonial on .95 acre lot with lush landscaping. Total privacy in backyard. Large deck with gazebo. Fenced play yard. Storage galore, large rec, workshop & mech rooms on lower level. Guest or 5th bedroom. Sold as is; inspections for informational purposes only. less
Listing Provided Courtesy of Wyble Enterprises
Popularity N/A
$450,000

200 North Mill St

Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 2,198sq ft $205 / sq ft SFR
Lot Size5,460sq ft Built1900 On ZipRealty142 days
Graceful Victorian with many original features. Beautiful wood floors, fireplace with slate mantle, large rooms with high ceilings, updated kitchen and baths. Third floor... more
Graceful Victorian with many original features. Beautiful wood floors, fireplace with slate mantle, large rooms with high ceilings, updated kitchen and baths. Third floor bedroom could also be large home office. Enjoy the charm of days gone by while you relax in the garden or on the porch. In historic district within walking distance to college, shopping and restaurants. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$235,000

109 Birch Run Rd

Chestertown, MD 21620
Kent County Public Schools
3bed 2bath 1,428sq ft $165 / sq ft SFR
Lot Size12,081sq ft Built1978 On ZipRealty143 days
Open Sat Aug 30, 11am-2pm
Charming Brick Cape in Chestertown's Mile Tree Village Neighborhood within walking distance of Washington College, schools, hospital, restaurants, shops and galleries.... more
Charming Brick Cape in Chestertown's Mile Tree Village Neighborhood within walking distance of Washington College, schools, hospital, restaurants, shops and galleries. Established gardens and home's traditional design capture the mood of historic Chestertown while giving you the convenience of modern amenities. Formal living and dining rooms, eat-in kitchen, study, sun room and 3 bedrooms. less
Listing Provided Courtesy of Wyble Enterprises
Popularity N/A
$428,000

21085 Wyoming Ave

Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 2,030sq ft $211 / sq ft SFR
Lot Size43,000sq ft Built1956 On ZipRealty143 days
Over $80K under appraised value! High on Mitchell Bluff overlooking Chesapeake Bay and the closest approach of the channel, this lovingly renovated 4 BD cottage offers stunning... more
Over $80K under appraised value! High on Mitchell Bluff overlooking Chesapeake Bay and the closest approach of the channel, this lovingly renovated 4 BD cottage offers stunning views of the Chesapeake, wildlife, passing ships and unbelievable sunsets. Open floor plan sweeps from living room through kitchen/dinning area to a charming glassed sun-porch. Waterfront first floor master suite. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
First time on market since original purchase. One of only a few lots that are available in ZIP code 21620 Kent County. Ready for your Spring building project. Vol. Home Owners'... more
First time on market since original purchase. One of only a few lots that are available in ZIP code 21620 Kent County. Ready for your Spring building project. Vol. Home Owners' Association dues $85/year. Community Pond. Within walking distance of most Chestertown amenities without Town taxes. Onsite well & septic required. Design approval by Crestview Architectural Comm. Min. SF. only 1500. less
Listing Provided Courtesy of Sommers Enterprises, Inc.
Popularity N/A
Oxbow Farm is a beautiful sanctuary near the headwaters of Fairlee Creek. This historic Colonial has been restored/updated w/ original fire places & wood flooring, accented w/... more
Oxbow Farm is a beautiful sanctuary near the headwaters of Fairlee Creek. This historic Colonial has been restored/updated w/ original fire places & wood flooring, accented w/ modern amenities - French countryside kitchen w/ Vermont soapstone counters & an elegant Master suite.The 34 acre preserved farm also includes a cozy guest cottage,storage barn, water view terrace & rear patio and pergola. less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity N/A
This custom built 4 bdr cape was built in 2003 to capture the Chesapeake Bay's sweeping views, ships and sunsets. Extremely well built home with screen porches, master bedroom... more
This custom built 4 bdr cape was built in 2003 to capture the Chesapeake Bay's sweeping views, ships and sunsets. Extremely well built home with screen porches, master bedroom on the first floor, Kitchen open to living room, and full basement studded to add more living area.Entire shoreline has been riprapped. Join the Great Oak Club for tennis courts and pool access. Easy access to Chestertown. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
Beautiful Cape in one of Chestertown's most desirable subdivisions. This well appointed custom built brick home is situated on 2.5 acres backing up to woods and farmland. There... more
Beautiful Cape in one of Chestertown's most desirable subdivisions. This well appointed custom built brick home is situated on 2.5 acres backing up to woods and farmland. There is very livable open floor plan including a first floor master bedroom suite with a large walk in closet and over-sized master bath including double whirl pool bath. Finished two car garage with in law apartment. Must see less
Listing Provided Courtesy of Wyble Enterprises
Popularity N/A
Beautiful custom built Colonial in desirable Crestview. Two story, open foyer. Hardwood floors throughout. Ceramic tile in kitchen and all baths. Four bedrooms, 2 1/2 baths,... more
Beautiful custom built Colonial in desirable Crestview. Two story, open foyer. Hardwood floors throughout. Ceramic tile in kitchen and all baths. Four bedrooms, 2 1/2 baths, laundry room, and gas fireplace in living room. Master bath with separate tub/shower, screened porch and deck, two-car garage. Close to downtown, hospital and college. Move in condition. Beautiful! less
Listing Provided Courtesy of The Hogans Agency
Popularity N/A
This well maintained two bedroom cottage is located in a small private condo community in the historic area. Just a block from the river. Within easy walking distance of... more
This well maintained two bedroom cottage is located in a small private condo community in the historic area. Just a block from the river. Within easy walking distance of downtown The kitchen has hard wood floors, new corian counter tops, new stove, and new refrigerator. This dwelling was recently painted throughout and wall to wall carpet is in excellent condition. Deck on front and shed in rear less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
Overlooking the Chester River and town dock, this circa-1900 home was restored/renovated in 2012 with meticulous attention to detail. The home evokes timeless elegance and... more
Overlooking the Chester River and town dock, this circa-1900 home was restored/renovated in 2012 with meticulous attention to detail. The home evokes timeless elegance and charm. Dining room atrium opens to a deck and delightful private rear garden, pool and guest house w/kitchen. Wide river views are captured from the front porch and several rooms including one of the two luxurious master suites. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
Serene setting and views of the Chester River are enjoyed throughout the home. The brick townhome offers low-maintenance living with amenities including 1st floor Master Suite,... more
Serene setting and views of the Chester River are enjoyed throughout the home. The brick townhome offers low-maintenance living with amenities including 1st floor Master Suite, updated kitchen, and oversized 2-car garage with shop. The home also features an inviting,flexible floorplan with large rooms and sunlight. Stepne Place is just a walk away from Historic Chestertown shops and dining. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
Fantastic telescopic salt bot colonial located on "deep point" overlooking Langford Creek. Solid construction including wood floors, true divided glass windows, brick exterior... more
Fantastic telescopic salt bot colonial located on "deep point" overlooking Langford Creek. Solid construction including wood floors, true divided glass windows, brick exterior appointments, cedar shake roof and everything else you would expect in a Builder's Home. Enjoy your own theater, library, bar and game room. Manicured grounds offering a gradual grade to waterfront. Deep draft private pier. less
Listing Provided Courtesy of Kevin Dey Realty
Popularity N/A
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Data last updated: Tuesday, August 26, 2014 at 7:41 PM