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Chestertown Real Estate — Homes For Sale in Chestertown, MD

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$495,000
7800 Quaker Neck Rd
Chestertown, MD 21620
3 bed, 3 bath, SFR, 3,265 sq ft, $152/sq ft,
42,613 sq ft lot, Built: 1940, On ZipRealty 57 days
Wow! All the benefits of waterfront without waterfront prices or taxes. Well built home with wide view of the Chester River. Within walking distance to Yacht Club. Stunning... more
Wow! All the benefits of waterfront without waterfront prices or taxes. Well built home with wide view of the Chester River. Within walking distance to Yacht Club. Stunning setting less than a mile from downtown! less
Listing Provided Courtesy of Benson & Mangold, Llc
Popularity
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$249,000
507 High St
Chestertown, MD 21620
3 bed, 2 bath, TWN, 1,465 sq ft, $170/sq ft,
3,036 sq ft lot, Built: 1900, On ZipRealty 59 days
Absolutely Adorable! This downtown Colonial is one of character and charm that preserves the historic beauty of its time. If you are looking for a quality home in an amazing... more
Absolutely Adorable! This downtown Colonial is one of character and charm that preserves the historic beauty of its time. If you are looking for a quality home in an amazing in-town location - this is it. Central air, rear patio with fenced rear yard, deep front porch, wood floors throughout the interior. 1,465 Sq.ft. A must see! less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity N/A
$198,000
24731 Langford Rd
Chestertown, MD 21620
3 bed, 2 bath, SFR, 1,704 sq ft, $116/sq ft,
2.4 acre lot, Built: 2002, On ZipRealty 59 days
Recently renovated 3 Bedroom rancher, located on the very upper reaches of the East Fork of Langford Creek. Great location just minutes from Chestertown, with 2+ acres for a... more
Recently renovated 3 Bedroom rancher, located on the very upper reaches of the East Fork of Langford Creek. Great location just minutes from Chestertown, with 2+ acres for a quite little retreat, perfect for the first home or downsizing. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$339,900
806 Meadowview Dr
Chestertown, MD 21620
4 bed, 4 bath, SFR, 2,162 sq ft, $157/sq ft,
26,440 sq ft lot, Built: 1994, On ZipRealty 60 days
This truly is a beautiful home! The Florida/sun porch(added in 2011) or the rear deck is where you will spend most of your time overlooking your private backyard. There are... more
This truly is a beautiful home! The Florida/sun porch(added in 2011) or the rear deck is where you will spend most of your time overlooking your private backyard. There are owners suites on each level and 2 other bedrooms as well. The kitchen has been updated and has a breakfast area but also has a formal dining room for entertaining. Heat pumps were replaced in 2007. Oversized 2 car garage! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity N/A
$329,000
100 Adela Way
Chestertown, MD 21620
4 bed, 4 bath, SFR, 2,492 sq ft, $132/sq ft,
13,739 sq ft lot, Built: 2008, On ZipRealty 64 days
Impeccably maintained home with more upgrades than can be listed!Open floor plan is perfect for entertaining.Beautiful landscaping, gourmet kitchen with granite countertops,... more
Impeccably maintained home with more upgrades than can be listed!Open floor plan is perfect for entertaining.Beautiful landscaping, gourmet kitchen with granite countertops, hard wood floors, master bath with soaking tub & ceramic tile floor, high efficiency systems, fully finished basement with outside entrance, kitchenette & sauna could be in-law quarters. Optional furniture package available. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity
$395,000
204 Queen St
Chestertown, MD 21620
4 bed, 2 bath, SFR, 2,591 sq ft, $152/sq ft,
4,532 sq ft lot, Built: 1900, On ZipRealty 69 days
This impeccable historic home is a must see!!! This property has it all historic charm, gardens, private backyard, mudroom, potential for 1st floor master, SS appliances,new... more
This impeccable historic home is a must see!!! This property has it all historic charm, gardens, private backyard, mudroom, potential for 1st floor master, SS appliances,new furnace, and plenty of room for the whole family. Its conveniently located to downtown, the college & riverfront. It has many of the original historic touches from when it was originally built. Call to schedule your showing!!! less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
This charming cottage in Chestertown's Historic District offers you a front row seat to all that our town has to offer...Tea Party Festivities, Farmer's Market, The Chester... more
This charming cottage in Chestertown's Historic District offers you a front row seat to all that our town has to offer...Tea Party Festivities, Farmer's Market, The Chester River, Washington College, dining and shopping to name a few. If you are looking to own a piece of history for an affordable price ~ this is your chance. less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity
Historic home c.1852 has been renovated to preserve the original historic character but decorated with provincial charm. Brick pavers lead to a private low maintenance, fenced,... more
Historic home c.1852 has been renovated to preserve the original historic character but decorated with provincial charm. Brick pavers lead to a private low maintenance, fenced, courtyard garden. All major systems have been replaced and updated to include 2 zone HVAC, slate and pine flooring, Soapstone countertops, fully tiled baths and more! Just a few blocks from downtown and the Chester River! less
Listing Provided Courtesy of Doug Ashley Realtors, Llc
Popularity
First time offered in decades. Every detail has been meticulously considered & executed! One is struck by the sophistication of style and design. Chester River is integral... more
First time offered in decades. Every detail has been meticulously considered & executed! One is struck by the sophistication of style and design. Chester River is integral feature of life-style that includes sun room, dock, boat lift, graceful lawn, willows & peaceful gardens. "Chef's" kitchen, exercise room, 300 bottle wine cellar, bookcases, contemporary lighting. Situated in Historic District. less
Listing Provided Courtesy of Maryland Heritage Properties
Popularity
Great Buy in Fantastic Neighborhood! Min to Wash. College, ideal open floor, nice hardwoods thruout, including master w/ his/hers closets-3 Br/2.5 Baths w/ skylights in sunroom... more
Great Buy in Fantastic Neighborhood! Min to Wash. College, ideal open floor, nice hardwoods thruout, including master w/ his/hers closets-3 Br/2.5 Baths w/ skylights in sunroom (windows) off deck with almost new roof and shed (has elec.) Kitchen w/ brkfst bar opens to din. room. Sure to be a treasure updated w/ your personal touch, Relax with a gIass of lemonade on the front porch. Make offer! less
Listing Provided Courtesy of O'donnell Properties
Popularity
Immaculate cape cod located on pristine 1.89 acre lot in one of Chestertowns most sought after communities. Interior boasts vaulted ceilings, ground floor master bedroom w/super... more
Immaculate cape cod located on pristine 1.89 acre lot in one of Chestertowns most sought after communities. Interior boasts vaulted ceilings, ground floor master bedroom w/super bath, upgraded kitchen offering granite counter tops, stainless appliances, bread warmer and wine cellar. 3rd bedroom doubles as an office. The screened porch & elevated deck are private and perfect for cookouts. less
Listing Provided Courtesy of Kevin Dey Realty
Popularity N/A
Casual elegance describes this immaculate home with a well designed floor plan and spacious rooms throughout - great for entertaining. Recent upgrades and renovations include... more
Casual elegance describes this immaculate home with a well designed floor plan and spacious rooms throughout - great for entertaining. Recent upgrades and renovations include the kitchen and master bath. Relax on the deck and enjoy the private back yard setting, complete with charming garden areas & a picturesque fish pond. Near Chester River. Contingent on Seller finding home of choice. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
Stunning views of the Chesapeake Bay & abundant wildlife are enjoyed by this secluded 23 acre waterfront retreat. Situated within the critical area buffer, the home was rebuilt... more
Stunning views of the Chesapeake Bay & abundant wildlife are enjoyed by this secluded 23 acre waterfront retreat. Situated within the critical area buffer, the home was rebuilt in 2007 & custom designed to maximize water views. Hickory hardwood flooring and cabinetry, an open floor plan & a loft style upper level den - great for entertaining! 1000 ft beachfront, wooded trails and open fields. less
Listing Provided Courtesy of Cross Street Realtors Llc
Popularity N/A
Fairlee Point, a beautiful 3 acre waterfront country estate situated on a 30' bluff delights with broad, sweeping views of Fairlee Creek and the Chesapeake Bay beyond. Recently... more
Fairlee Point, a beautiful 3 acre waterfront country estate situated on a 30' bluff delights with broad, sweeping views of Fairlee Creek and the Chesapeake Bay beyond. Recently renovated in 2012 and designed with panoramic views, this warm and welcoming home beckons!. Enjoy swimming, water skiing, sailing, fishing or just relaxing on the deck. Just minutes from Chestertown shops and restaurants. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co, Llc
Popularity
Currently 3 apartments, could be 5, actual acreage is 0.55. In Chestertown's Historic District, but private. Could be one home, many, many possibilities, live on one floor and... more
Currently 3 apartments, could be 5, actual acreage is 0.55. In Chestertown's Historic District, but private. Could be one home, many, many possibilities, live on one floor and rent the rest, etc. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
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Data last updated: Wednesday, July 30, 2014 at 3:15 PM