Chestertown, MD Homes For Sale | MRIShomes.com

Chestertown MD Real Estate & Homes for Sale

141 Properties Found


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Beds:
7
Baths:
7.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9759376
Type:
Single Family-Detached
Subdivision:
CHESTERTOWN
Lot size:
21.02 Acres
Year built:
1785
Contact:
Drew Pallante, drew@mottolagroup.com, 000-000-0000
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Majestic 18th century estate situated on the Chesapeake Bay. This Georgian Colonial, w/1000' of shoreline, has been wonderfully renovated while maintaining the original charm. Surrounded by a 2000 acres environmental trust, with sandy beach, formal gardens, granary converted to rec rooms, indoor pool, 4 stall stable, pastures and 3BR guest house. A must see property!!

Beds:
5
Baths:
6.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9849997
Type:
Single Family-Detached
Subdivision:
NONE
Lot size:
76.07 Acres
Year built:
1781
Courtesy: Brandywine Fine Properties Sothebys INTL Realty
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A quintessential 76-acre Eastern Shore waterfront estate built in 1781 & restored in 1990. Providence Plantation is very livable with a fabulous 1st flr master BR suite now with a new 3BR tenant house, dock with lift & an in-ground pool plus a 3rd home may be built to create a family compound. Easy access to Annapolis, DC or north to Philadelphia. Agent/Owner

Beds:
5
Baths:
5.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9662196
Type:
Single Family-Detached
Subdivision:
CHESTERTOWN
Lot size:
65.13 Acres
Year built:
1970
Courtesy: Meredith Fine Properties
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The Kentfields Farm-A country Estate for all seasons - Kentfields is located on Quaker Neck close to Chestertown on Maryland's beautiful Eastern Shore. This 65 acre estate on Jarrett Creek, just off the Chester River and Chesapeake Bay. The home provides a comfortable Eastern Shore lifestyle. A unique living/sporting/entertaining property.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,748
Status:
Active
MLS#:
KE9934443
Type:
Single Family-Detached
Subdivision:
QUAKER NECK
Lot size:
42.07 Acres
Year built:
1800
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Quintessential Eastern Shore Waterfront Farm is set on 42-acres with 690 ft. of water frontage and long views of Langford Creek. Inviting tree-lined drive leads to the lovely, well-maintained home, c.1800. Property features rip-rap shoreline, 33-tillable acres, outbuildings and garage. Enjoy the local wildlife, hunting or water activities. Adjacent 11-acre private waterfront lot is also available.

Beds:
5
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9588584
Type:
Single Family-Detached
Subdivision:
POMONA
Lot size:
113 Acres
Year built:
1810
Contact:
Richard Evans, rce5363@yahoo.com, 410-778-3779
Courtesy: Cross Street Realtors LLC
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Magnificent 113 Acre Waterfront Farm with a Three-Bay Two-Story Brick Colonial built in 1810 near Historic Chestertown. 97.9 acres tillable, 13.9 acres in Conservation Reserve Program and 1 acre Wildlife Habitat Incentives Program - Impoundment. 1 Deep Water Pond. Tilling rights under lease for 2016 growing season.

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9795358
Type:
Single Family-Detached
Subdivision:
LANGFORD FARM
Lot size:
4.42 Acres
Year built:
1998
Courtesy: Cross Street Realtors LLC
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An exquisite custom built home w/ incredible architectural detail! Reclaimed VT barn hardwood floors; 1st floor master w/ luxurious ensuite bath & walk-in closets; gourmet kitchen; sweeping river views from almost every room; pier w/ boat lift, floating dock & 4+ MLW depth; 3 bay garage w/ breezeway; whole-house backup generator; too many more to list! Private, but only 10 min to Downtown!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9935146
Type:
Other
Subdivision:
0
Lot size:
48 Acres
Year built:
1973
Contact:
Chris McClary, mcclary21@hotmail.com, 410-275-2118
Courtesy: Gunther-McClary Real Estate
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A rare offering in an ideal waterfront location. 48 acres of pristine farm fields, prime waterfrontage with deep water and expansive panoramic views of the river, woods, hunting blinds, pond, tree lined driveway with mature oak trees, a ranch house situated in an excellent spot with spectacular water views, large detached garage and additional shed/barn and much much more.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,900
Status:
Active
MLS#:
KE9847563
Type:
Single Family-Detached
Subdivision:
GREAT OAK ESTATES
Lot size:
1.6 Acres
Year built:
1962
Courtesy: Doug Ashley Realtors, LLC
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Water views from literally every room! Beautiful glass windows showcase the panoramic southern exposure with a spectacular view of Fairlee Creek! Over 300 feet of rip-rapped waterfront, 5'+/- MLW and a dock with a 15,000 lb boat lift and jet ski lift. There is access from most of the rooms to your spacious water front deck, great outdoor entertaining. This is a home to be loved and treasured!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9757358
Type:
Single Family-Detached
Subdivision:
FAIRGALE PROPERTIES
Lot size:
3.12 Acres
Year built:
1999
Contact:
Ashton Kelley, akelleyre@gmail.com, 410-275-2118
Courtesy: Gunther-McClary Real Estate
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Lovely home nestled amongst mature trees along the shoreline of Fairlee Creek. Built by the current owner, many well thought out features throughout. Currently first floor bedroom is used as a den with connected bath, gas fireplace. Cedar closets thru out house, wood floors, cedar board walls, outdoor shower and sink. Boat slip with lift at the community pier.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,866
Status:
Active
MLS#:
KE9898545
Type:
Single Family-Detached
Subdivision:
GREAT OAK
Lot size:
1.36 Acres
Year built:
1997
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Chesapeake Bay waterfront residence with 150~ of rip rap shoreline boasts breathtaking panoramas from most every room. Custom built 5-bedroom home offers a family room, living room, study, gourmet kitchen, casual dining space as well as a formal dining room, and temperature controlled wine cellar. Located in community of Great Oak, just 15 minutes from historic Chestertown and Washington College.

Beds:
4
Baths:
6.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE8435546
Type:
Single Family-Detached
Subdivision:
FAIRGALE PROPERTIES
Lot size:
2.44 Acres
Year built:
2000
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Are you young enough to participate in Chestertown's sporting activities; swimming, ,fishing ,kayaking, rowing club, sailing school, golf, & hiking. Are you old enough to enjoy & appreciate Chestertown's fine dining,great sunsets, birding ,boating, fishing, hunting,WC-ALL education,National Music Festival, The Arts, The Farmer's Market & First Fridays. If so this is the house for you.

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9758157
Type:
Single Family-Detached
Subdivision:
N/A
Lot size:
0.24 Acres
Year built:
1903
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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A Classic American Victorian ,wrap-around porch with balustrade. Many new appointments, including a new kitchen & new baths, while retaining the Victorian signatures of high ceilings, spacious rooms, fine wood floors, detailed wood trim, long windows, arched halls & graceful staircase. Rear & side gardens, 2 car detached garage with wine room & potting shed at the end of this Water St. driveway.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,086
Status:
Active
MLS#:
KE9777301
Type:
Single Family-Detached
Subdivision:
HISTORIC CHESTERTOWN
Lot size:
0.28 Acres
Year built:
1788
Courtesy: Maryland Heritage Properties
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Fine landmark property rarely available. Brick w all refinements of 1788 c. maintained w great care. Grand stair hall flows to all social rooms. Perfect "stage" for fine collections. Quiet setting in Chestertown Hist. Dist. Handsome glass sunporch overlooks private garden & 3car garage wi climatized room + workshop/garden area & large open studio/office. Immediate to River/shops/Arts/live theatre.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,906
Status:
Active
MLS#:
QA9672580
Type:
Single Family-Detached
Subdivision:
THE OLD WALKER FARM
Lot size:
1.7 Acres
Year built:
1958
Courtesy: Maryland Heritage Properties
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NEW PRICING! Very desirable one-level, most comfortable, WF home w dock, rare sandy beach & AMAZING sunsets. Master wing + guest wing. Situated on slight rise from Chester River. Water views everywhere. Large kitchen + pantry. Abundant storage. 3 garages & workshop. Spacious screened porch & decks. Well-maintained. Mature trees. Minutes from Chestertown, shops, cultural events & Washington Coll.

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9695821
Type:
Single Family-Detached
Subdivision:
COUNTRY CLUB ESTATES
Lot size:
0.46 Acres
Year built:
1994
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Beautiful home placed along the 13th fairway of the Chester River Yacht & Country Club. Sit in the pool, porch, hot tub, enjoy the manicured golf course with views of the Chester River in the distance.1st & 2nd floor masters sitting room,washer/dryer on each floor. 9' ceilings, oak floors,den & withdrawing room, good flow for entertaining. Just relax and enjoy; right here!

Beds:
3
Baths:
4.00
Sq.Ft.:
3,257
Status:
Active
MLS#:
KE9980579
Type:
Single Family-Detached
Subdivision:
COUNTRY CLUB ESTATES
Lot size:
0.92 Acres
Year built:
1969
Courtesy: Cross Street Realtors LLC
View additional info

If your golf game had as much attention to detail as this stunning country club home, you'd be a Pro! Situated just off the 13th hole, this timeless design radiates both elegance & comfort while expansive views over the course to the Chester River relax the soul. 2 master suites, gourmet kit, wet bar, great room, library, apartment, generous/custom storage capacity & an abundance of built-ins...

Beds:
4
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9953179
Type:
Single Family-Detached
Subdivision:
CHESTERTOWN
Lot size:
1.6 Acres
Year built:
1972
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Incredible views and direct access to the scenic Chester River less than 5 minutes from Historic Chestertown. Wonderful inground pool overlooking the river plus dock, boatlifts, BOATHOUSE, sandy beach and 300 feet of waterfront on 1.6 acre park-like lot. New BAT septic and complete set of architectural drawings so you can make a spectacular renovation of this solid home!

Beds:
6
Baths:
6.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9950177
Type:
Single Family-Detached
Subdivision:
HISTORIC CHESTERTOWN
Lot size:
1.15 Acres
Year built:
1860
Contact:
Mary Carlisle, mfcarlisle@aol.com, 410-778-0330
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

The John L Stam House, circa 1860, is a beautifully restored Gothic Revival Victorian. Currently run as a B&B there are 4 guest rooms with full baths and an additional 2 BR in the owners quarters. The first floor features original faux painted fireplaces, hand painted plastered ceilings, and "Jenny Doors" leading to a gracious veranda. A recently added water feature enhances the beautiful gardens

Beds:
3
Baths:
2.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
KE9887833
Type:
Single Family-Detached
Subdivision:
BEAUTIFUL QUAKER NECK PENINSULA
Lot size:
30.8 Acres
Year built:
1900
Courtesy: Maryland Heritage Properties
View additional info

RARE OPPORTUNITY to be on beautiful Quaker Neck Peninsula at an affordable price. Rolling 30 acres with 2011 dock on Philip Creek, 2011 septic system, open fields, woods. CRP Program. Ag. Tax Credits. Live or enlarge comfortable farmhouse Great location minutes to Chestertown in the County of Kent. Ideal for weekends for relief from urban life or year-round living.Washington College here.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,300
Status:
Active
MLS#:
QA9842553
Type:
Single Family-Detached
Subdivision:
PHEASANT
Lot size:
20 Acres
Year built:
2002
Courtesy: Keller Williams Flagship of Maryland
View additional info

Custom home situated on 20 acres. 600' of River front property with permittable Boardwalk and Pier. Every window provides a fantastic view. Three River rooms (one on each floor) provide amazing views of the Chester River and the areas Wildlife. Home offers charm with many wood accents throughout. Adjacent wetlands ; the opposite side of the river cannot be developed.

Beds:
4
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9917072
Type:
Single Family-Detached
Subdivision:
N/A
Lot size:
0.22 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

This Beaux Art house is European/Mediterranean with a splash of Spanish influence; on the Chester River; in Historic Chestertown. Huge front hall, enormous Great room, River room, attached heated Spa & garden room + skylights. Large Master, sitting room & master bath. 2 car attached garage. Double lot. Enjoy the river from inside or on the Terrace. Unique house in the heart of a special town.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,768
Status:
Active
MLS#:
KE9879580
Type:
Single Family-Detached
Subdivision:
RURAL KENT COUNTY 10 MIN FROM CHESTERTOWN
Lot size:
10.01 Acres
Year built:
1987
Courtesy: Maryland Heritage Properties
View additional info

A Greg North INGENIOUS RENOVATION! Built 1987. Transformed into 18th c period home. Exquisite details - floors, light fixtures, hardware, moldings, plus. Stunning "Great Room" w brick floor & massive period fireplace & paneling. Social spaces beautifully presented. 10.1 acres (Ag. tax credits?). 3120 sf barn w/shop. Hist. period garden bldg. Asparagus, nut trees, orchard. 10 min. to C'town.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
QA9941223
Type:
Single Family-Detached
Subdivision:
00
Lot size:
1.79 Acres
Year built:
1951
Contact:
Chris McClary, mcclary21@hotmail.com, 410-275-2118
Courtesy: Gunther-McClary Real Estate
View additional info

A spectacular waterfront location just outside of historic Chestertown providing privacy but not isolation, a blend of lawn and mature shade trees, over 200 feet of waterfrontage, private dock with a boat lift, beach, sunsets and is improved by a three bedroom home with a screened porch overlooking the water, hardwood floors, views of the river from almost every room.

Beds:
5
Baths:
4.00
Sq.Ft.:
5,200
Status:
Active
MLS#:
KE9930010
Type:
Single Family-Detached
Subdivision:
GSM INDUSTRIES
Lot size:
1 Acres
Year built:
2000
Contact:
William Brockschmidt, wb.realestate@gmail.com, 000-000-0000
Courtesy: Doug Ashley Realtors, LLC
View additional info

Stunning 5BR, 3.5BA custom Georgian residence perfect for relaxing & entertaining. Close to Town/Marina/Country Club. Designer molding details, open kitchen w/granite/stainless app, built in Media cabinet, widow's walk w/water view, huge screened porch overlooks lush backyard. Custom carved fireplace. Hardwood floors. French doors. Italian rose marble foyer and dining rm. Agent owner.

Beds:
5
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
KE9600471
Type:
Single Family-Detached
Subdivision:
HISTORIC CHESTERTOWN
Lot size:
0.42 Acres
Year built:
1877
Courtesy: Benson & Mangold, LLC
View additional info

A beautiful 1877c Victorian home in the heart of historic Chestertown. Currently operating as a B & B, this exemplary primary residence, welcomes you and your family. Offering a separate carriage house, two car garage, beautiful gardens & add'l lot., w/ ample parking. A short walk to the Chester River, Washington College, restaurants, shops and farmers market. Turn-Key business available.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.