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Chestertown Real Estate — Homes For Sale in Chestertown, MD

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$299,000

107 Queen St S

Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 2,530sq ft $118 / sq ft SFR
Lot Size4,140sq ft Built1900 On ZipRealty369 days
Civil War period home located in the Historic District of Chestertown. Just two short blocks from the Chester River. This home retains much of it's original character while also... more
Civil War period home located in the Historic District of Chestertown. Just two short blocks from the Chester River. This home retains much of it's original character while also offering added modern conveniences. A great kitchen with new hickory cabinets, Silestone countertops and high quality kitchen appliances. Solid hardwood floors downstairs and original hardwood upstairs. less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
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$1,425,000

9860 Flatland Rd

Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft LND
Lot Size215.8acre BuiltN/A On ZipRealty373 days
Large grain and hunting farm with good tillable ratio. Farm is divided in two parcels,155.8 acres and 60 acres.Predominantly Matapeake and Matapex soil types.Great hunting!... more
Large grain and hunting farm with good tillable ratio. Farm is divided in two parcels,155.8 acres and 60 acres.Predominantly Matapeake and Matapex soil types.Great hunting! Large waterfowl pond with multible other pond sites ideal for shallow water impoundments.One house allowed to be built on property per MALPF easement. Within 2 miles of downtown Chestertown.Warning,enter old house at own risk! less
Listing Provided Courtesy of Select Land & Homes, Llc
Popularity N/A
$997,500

10840 Cliff Rd

Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 3,990sq ft $250 / sq ft SFR
Lot Size1.4acre Built2005 On ZipRealty376 days
Stately waterfront home on the Chesapeake Bay is of superior quality and offers sunsets that will take your breath away. Features include - custom gourmet kitchen with Viking... more
Stately waterfront home on the Chesapeake Bay is of superior quality and offers sunsets that will take your breath away. Features include - custom gourmet kitchen with Viking appliances, large master suite with waterfront balcony, an unparalleled master bathroom, movie theatre/media room, gym area, rough in elevator chute, 3 bay garage and a rip rap shoreline that is 5 years young. less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity N/A
$1,130,000

99 Kent St

Chestertown, MD 21620
Kent County Public Schools
3bed 4bath 3,072sq ft $368 / sq ft SFR
Lot Size8,027sq ft Built2003 On ZipRealty411 days
Chestertown Historic District - Custom home built in 2003 by Martin Carrigan Builders for Heller Halliday, daughter of actress Mary Martin and sister of actor Larry Hagman. A... more
Chestertown Historic District - Custom home built in 2003 by Martin Carrigan Builders for Heller Halliday, daughter of actress Mary Martin and sister of actor Larry Hagman. A whimsical touch is her "JR Slept Here" sign. Traditional style is blended with a high-end kitchen opening to a bright living area. Porch opens to a private oasis of pool, bar and lush plantings. Separate Carriage House Apt. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$529,000

103 S. Queen St

Chestertown, MD 21620
Kent County Public Schools
4bed 3bath 2,684sq ft $197 / sq ft SFR
Lot Size4,025sq ft Built1920 On ZipRealty422 days
Recently renovated historic home is just 2-blocks from the Chester River and has off-street parking. Set in Chestertown's Historic District, it is convenient to downtown shops,... more
Recently renovated historic home is just 2-blocks from the Chester River and has off-street parking. Set in Chestertown's Historic District, it is convenient to downtown shops, dining, and Washington College. Inviting, generously sized rooms have wood floors and lovely wood detail. Main living areas include a large kitchen, butler's pantry, formal dining room, sunroom and spacious master suite. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$749,000

217 Water St #2

Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 2,800sq ft $268 / sq ft CND
Lot SizeN/Asq ft Built2006 On ZipRealty430 days
Views, views, views! Fantastic views from every level of this waterfront condo on the chester river. Price includes 2 deeded boat slips. Flexibility as to floor plan. This unit... more
Views, views, views! Fantastic views from every level of this waterfront condo on the chester river. Price includes 2 deeded boat slips. Flexibility as to floor plan. This unit is currently unfinished. Elevator an option. Great location in historic chestertown within walking distance of shops, parks and restaurants. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
Small farm with completely restored Victorian 1900 house. 20 acres, 14 tillable, 2 ponds for hunting, three car garage, storage shed and pole shed. Beautiful landscaping, close... more
Small farm with completely restored Victorian 1900 house. 20 acres, 14 tillable, 2 ponds for hunting, three car garage, storage shed and pole shed. Beautiful landscaping, close to Chestertown. less
Listing Provided Courtesy of The Hogans Agency Inc.
Popularity N/A
Valuable Residential Real Estate development property.This sale includes two parcels. 329 Flatland Rd, Chestertown, MD (9.10 AC) and 25255 Cromwell Clark Rd, Chestertown, MD. (8... more
Valuable Residential Real Estate development property.This sale includes two parcels. 329 Flatland Rd, Chestertown, MD (9.10 AC) and 25255 Cromwell Clark Rd, Chestertown, MD. (8 AC). Total acreage for sale is 17.19 acres. These properties are located within Chestertown, town limits. Possible mixed residential and PUD. Both properties are included in this sale and are priced to sell immediately. less
Listing Provided Courtesy of The Hogans Agency
Popularity N/A
Historic in-town waterfront. This one's special. First time on the market in 25 years, after tasteful re-furbishment throughout. Gracious entry. Large lr/great room w 23'... more
Historic in-town waterfront. This one's special. First time on the market in 25 years, after tasteful re-furbishment throughout. Gracious entry. Large lr/great room w 23' beamed, cathedral ceiling/wbfp. Large dr/ wbfp. Family room w bar/shelving. Separate breakfast room. Indoor swimming pool. Terrace overlooks the chester river. Master br/sitting room. Two-car attached garage. Double lot. less
Listing Provided Courtesy of Lacaze Meredith Real Estate
Popularity N/A
You'll live in luxury in this elegant custom Manor home on 1.5 acres on Fairlee Creek. The home features 2 master suites, 2 kitchens, custom built-ins,eat-in gourmet kitchen & a... more
You'll live in luxury in this elegant custom Manor home on 1.5 acres on Fairlee Creek. The home features 2 master suites, 2 kitchens, custom built-ins,eat-in gourmet kitchen & a huge recreation room w. wet bar & fabulous terrace & patio. The property has spectacular water views, exceptional free community amenities & a private dock w. 3 lifts, 5'MLW & 296' of bulk headed waterfront. Reduced $70K! less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity N/A
***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 N/A
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
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 N/A
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 N/A
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 N/A
ZipRealty helps you find current homes for sale in Chestertown, MD. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Chestertown real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Chestertown real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Chestertown to get an idea of how to price your home.
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Data last updated: Tuesday, September 2, 2014 at 3:16 PM