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Chestertown Real Estate — Homes For Sale in Chestertown, MD

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$1,395,000

9545 Chantilly Farm Ln

Chestertown, MD 21620
Kent County Public Schools
3bed 4bath 4,000sq ft $349 / sq ft SFR
Lot Size23.2acre Built1986 On ZipRealty111 days
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
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$1,250,000

300 Water St

Chestertown, MD 21620
Kent County Public Schools
7bed 6bath 4,274sq ft $292 / sq ft SFR
Lot Size23,958sq ft Built1910 On ZipRealty115 days
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
$1,250,000

300 Water St

Chestertown, MD 21620
Kent County Public Schools
N/Asq ft N/A / sq ft MFR
Lot Size23,958sq ft Built1910 On ZipRealty115 days
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
$985,000

25857 Collins Ave

Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 3,966sq ft $248 / sq ft SFR
Lot Size1.0acre Built1940 On ZipRealty116 days
Property has an open view looking south down the Chester River. It's next to the Chester River Yacht & Country Club golf course.Beautifully maintained Southern Colonial house &... more
Property has an open view looking south down the Chester River. It's next to the Chester River Yacht & Country Club golf course.Beautifully maintained Southern Colonial house & grounds. Wood floors, large rooms, gas fireplaces,separate laundry, gracious hall, glass porches, patios, pool & attached garage. About a mile from historic Chestertown & Washington College. 90 minutes to Phila.,Balto & DC. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
$349,000

317 Devon Dr

Chestertown, MD 21620
Kent County Public Schools
6bed 4bath 4,147sq ft $84 / sq ft SFR
Lot Size11,921sq ft Built2007 On ZipRealty117 days
The Michener I by Ryan Homes boasts immense space! This home shows like a model. With an inviting 2 story entrance, the floor plan opens into a perfect flow for living &... more
The Michener I by Ryan Homes boasts immense space! This home shows like a model. With an inviting 2 story entrance, the floor plan opens into a perfect flow for living & entertaining. A gourmet kitchen w/butler's pantry & a separate breakfast room! Home boasts 6 BR, 3 full BA, 1 half BA, plus finished basement! Sited nicely on an elevated lot that backs to trees! Rear fenced yard w/ landscaping. less
Listing Provided Courtesy of Lacaze Meredith Real Estate
Popularity N/A
$498,000

26835 Mallard Rd

Chestertown, MD 21620
Kent County Public Schools
4bed 2bath 1,838sq ft $271 / sq ft SFR
Lot Size32,388sq ft Built1959 On ZipRealty117 days
Relax in this spacious river room and enjoy the captivating view down and across the Chester River. Must visit to a appreciate this solid home with limitless potential. With... more
Relax in this spacious river room and enjoy the captivating view down and across the Chester River. Must visit to a appreciate this solid home with limitless potential. With approximately 150' of bulk headed river front, .74 acres of mature landscaping, and 2 car detached garage only adds to this delightful property. Perfect location only minutes from downtown Chestertown but without town tax. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
Radcliffe Cross - handsome & worthy brick Georgian residence blocks to Hist. Chestertown. Architectural details speak of its evolution over 3 centuries. Grand house w 20 WF acs,... more
Radcliffe Cross - handsome & worthy brick Georgian residence blocks to Hist. Chestertown. Architectural details speak of its evolution over 3 centuries. Grand house w 20 WF acs, wood floors, high ceilings & an important grand central hall & stairway. Wonderful light-filled rooms. Stable & outbuildings. Radcliffe Creek offers kayak/canoe access to the Chester River. Add't 7 acs lot avail. less
Listing Provided Courtesy of Maryland Heritage Properties
Popularity N/A
Eastern Shore Waterfront Home with Beach Access. Perfectly sited to enjoy commanding views of the Chester River, the historic home blends the simple elegance and ambience of a... more
Eastern Shore Waterfront Home with Beach Access. Perfectly sited to enjoy commanding views of the Chester River, the historic home blends the simple elegance and ambience of a vintage country house with modern amenities. Inviting rooms with waterviews exude a warmth and comfort and are enhanced by wood floors, built-ins and fireplace. Historic Chestertown is 90-minutes from D.C. and Philadelphia. less
Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
Popularity N/A
Attention Investors! This 7BD 4BA Victorian in the middle of Chestertown comes w/a 1BD 1BA Kit. Owners Bungalow. The "Old Barn" is a 3 car gar. & 2nd story 800 SqFt loft. (may... more
Attention Investors! This 7BD 4BA Victorian in the middle of Chestertown comes w/a 1BD 1BA Kit. Owners Bungalow. The "Old Barn" is a 3 car gar. & 2nd story 800 SqFt loft. (may be2BD 1BA).Rented now w/ $3600 monthly income. Main house has 3 FP and comm. kit. w/ the original charming great rooms, 3 on main level, wrap around front porch. Many upgrades. Call LA for all photos and showing information. less
Listing Provided Courtesy of The Hogans Agency
Popularity N/A
Lauretum - orig home of sen vickers. Important & distinct 19th c. Architecture. Quality stucco over brick const., porches, towers, high ceilings, slate fplces, mature trees,... more
Lauretum - orig home of sen vickers. Important & distinct 19th c. Architecture. Quality stucco over brick const., porches, towers, high ceilings, slate fplces, mature trees, handsome grounds, gourmet kitchen, 7-9 brs, 6.5 bas, exceptional situation on 6 acres with public water & sewer within historic chestertown, home of washington college on md eastern shore. B&b potential. Beautifully priced! less
Listing Provided Courtesy of Maryland Heritage Properties
Popularity N/A
Built high on a bluff overlooking the Chesapeake Bay, you will be mesmerized by the views of ships going by from this nicely designed rancher with open floor plan, gourmet... more
Built high on a bluff overlooking the Chesapeake Bay, you will be mesmerized by the views of ships going by from this nicely designed rancher with open floor plan, gourmet kitchen, multiple decks including a bi-level deck and staircase leading to the majestic bay. Beautifully landscaped grounds with flowering trees. Rip-rap protecting shoreline. Easy one-floor living and a full basement as well. less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$275,000

118 Elm St

Chestertown, MD 21620
Kent County Public Schools
3bed 3bath 2,008sq ft $137 / sq ft SFR
Lot Size11,250sq ft Built2009 On ZipRealty125 days
This home has a master bedroom on 1st floor with full bath and laundry room. 1st floor also has family room with gas fireplace, which is thru to living room. 2nd floor has 2 bed... more
This home has a master bedroom on 1st floor with full bath and laundry room. 1st floor also has family room with gas fireplace, which is thru to living room. 2nd floor has 2 bed rooms with 1 full bath and open loft over looking living room. One car detached garage and black top driveway. Home built approximately 5 years age from the foundation up. Seller providing 1 year home warranty. less
Listing Provided Courtesy of Bhhs Fox & Roach Realtors
Popularity N/A
A pristine home with a terrific new kitchen. Savor country living from your patio, screened porch or hot tub. Play golf, tennis, or swim at the Great Oak resort or enjoy the... more
A pristine home with a terrific new kitchen. Savor country living from your patio, screened porch or hot tub. Play golf, tennis, or swim at the Great Oak resort or enjoy the beach, picnic area or boat ramp. The Eastern Shore at its best! less
Listing Provided Courtesy of Gunther-mcclary Real Estate
Popularity N/A
$680,000

203 Water St N

Chestertown, MD 21620
Kent County Public Schools
4bed 4bath 3,475sq ft $196 / sq ft SFR
Lot Size5,719sq ft Built1890 On ZipRealty129 days
Open Sat Aug 30, 11am-5pm
Award winning waterfront home in the heart of Chestertown's historic district features an octagonal river room with large contemporary windows and sweeping vistas of the Chester... more
Award winning waterfront home in the heart of Chestertown's historic district features an octagonal river room with large contemporary windows and sweeping vistas of the Chester River. Within walking distance of shops, restaurants, galleries and performing arts center, this unique home offers a private, yet low maintenance garden, riprapped bulkhead, 8,000-pound boat lift and a private dock. less
Listing Provided Courtesy of Wyble Enterprises
Popularity N/A
Must see to appreciate Charming Custom home adjacent to Chester River Yacht & Country Club! 2470 SF with expansive 4 Seasons Room elevated ceiling with fan, brick floor, bar... more
Must see to appreciate Charming Custom home adjacent to Chester River Yacht & Country Club! 2470 SF with expansive 4 Seasons Room elevated ceiling with fan, brick floor, bar exterior enter from brick patio adjacent to HW floored LR with FP. 3BR, 2.5Ba, Kitchen with appetizing dining area HW floored, large window overlooking patio. $425,000.00 24-hr appointment notice to preview. less
Listing Provided Courtesy of Champion Realty, Inc.
Popularity N/A
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Data last updated: Saturday, August 30, 2014 at 7:59 PM