fill
fill
fill
Rock Hall Properties Real Estate
Main Office:
410-639-4003
cindy@rockhallproperties.com
fill
fill
fill
fill
Rock Hall Properties Real Estate
fill
Main Office:
410-639-4003
cindy@
rockhallproperties.com
fill
fill
fill
fill
fill
fill
Buyers Info
fill
Sellers Info
fill
Owning Your Home
fill
Investing Advice
fill
Mortgage Info
fill
Neighborhood Info
fill
School Info
fill
Mortgage Calculator
fill
fill
fill

Chestertown MD Real Estate & Homes for Sale

98 Properties Found


Sort Results:
1–25 of 98 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 of 4    Prev | Next
Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
10,870
Status:
Active
MLS#:
1009942958
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
300 Acres
Year built:
1990
Courtesy: Benson & Mangold, LLC
View additional info

300+/- acre waterfront estate with exceptional amenities. Main house with 7,500+/- sq ft, with a retreat feel and open floor plan. Indoor and outdoor pools, high elevation and expansive southern and western views down coveted West Fork Langford Creek. Boat house with 7'+.- MLW, tenant house, historic farm house, antique covered bridge, large barn, waterfowl ponds and 1.5+/- miles of shoreline.

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
10,870
Status:
Active
MLS#:
1000346718
Type:
Farm, Single Family-Detached
Subdivision:
Chestertown
Lot size:
300 Acres
Year built:
1990
Courtesy: Benson & Mangold, LLC
View additional info

300+/- acre waterfront estate with exceptional amenities. Main house with 7,500+/- sq ft, with a retreat feel and open floor plan. Indoor and outdoor pools, high elevation and expansive southern and western views down coveted West Fork Langford Creek. Boat house with 7'+.- MLW, tenant house, historic farm house, antique covered bridge, large barn, waterfowl ponds and 1.5+/- miles of shoreline.

Beds:
7
Baths:
7 Full/2 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1008176730
Type:
Single Family, Single Family-Detached
Subdivision:
Quaker Neck
Lot size:
164.13 Acres
Year built:
1965
Courtesy: Cross Street Realtors LLC
View additional info

Bachelors Hope Farm, available for the first time in 50+ years, is a once-in-a-lifetime waterfront & hunting farm. 9,600 square foot, 7 bed Main Home is situated within feet of the Chester River. 420 foot dock has 8 feet MLW, water & electric, with railway. 3,000+ feet of River frontage with 1,400+ foot revetment. 164+ acres: 96 tillable, 43 wooded & 3 ponds. 4 bed Farm Home & barn. Exquisite & prestigious Quaker Neck locale.

Beds:
7
Baths:
7 Full/2 Half
Sq.Ft.:
9,651
Status:
Active
MLS#:
1002149830
Type:
Farm, Single Family-Detached
Subdivision:
Quaker Neck
Lot size:
164.13 Acres
Year built:
1965
Courtesy: Cross Street Realtors LLC
View additional info

Bachelors Hope Farm, available for the first time in 50+ years, is a once-in-a-lifetime waterfront & hunting farm. 9,600 square foot, 7 bed Main Home is situated within feet of the Chester River. 420 foot dock has 8 feet MLW, water & electric, with railway. 3,000+ feet of River frontage with 1,400+ foot revetment. 164+ acres: 96 tillable, 43 wooded & 3 ponds. 4 bed Farm Home & barn. Exquisite & prestigious Quaker Neck locale.

Beds:
5
Baths:
3 Full/2 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1000084191
Type:
Single Family, Single Family-Detached
Subdivision:
None
Lot size:
45.93 Acres
Year built:
1957
Courtesy: Gunther-McClary Real Estate
View additional info

An elegant new offering located on the Chester River in Quaker Neck, just south of Historic Chestertown. This magnificent family residence has it all: ideal waterfront & wildlife habitat, a private pier w/ 3ft MLW, marvelous panoramic southern water views, a blend of open & wooded land, privacy, extensive gardens and is located in the premier estate area of Kent County.

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
5,190
Status:
Active
MLS#:
MDKE100018
Type:
Farm, Single Family-Detached
Subdivision:
None
Lot size:
76.07 Acres
Year built:
1800
Courtesy: Brandywine Fine Properties Sot
View additional info

A quintessential 76-acre Eastern Shore waterfront estate built in 1781 & restored in the 90's. Providence Plantation defines Country Elegance with a fabulous 1st flr MBR suite, a new 3BR tenant house, dock with lift & an in-ground pool. A 3rd home may be built to create a family compound. Enjoy the peace and serenity of Eastern Shore outdoor Life. Agent/Owner.

Beds:
6
Baths:
5 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE100016
Type:
Single Family, Single Family-Detached
Subdivision:
None
Lot size:
76.07 Acres
Year built:
1782
Courtesy: Brandywine Fine Properties
View additional info

A quintessential 76-acre Eastern Shore waterfront estate built in 1781 & restored in the 90's. Providence Plantation defines Country Elegance with a fabulous 1st floor master bedroom suite, a new 3 BR Tenant House, dock with lift and an in-ground pool. A 3rd home may be built to create a family compound. Enjoy the peace and serenity of the Eastern Shore outdoor life. Owner is Licensed Real Estate Agent.

Beds:
4
Baths:
3 Full/2 Half
Sq.Ft.:
2,656
Status:
Active
MLS#:
1002273018
Type:
Farm, Single Family-Detached
Subdivision:
Quaker Neck
Lot size:
51.55 Acres
Year built:
1900
Courtesy: Cross Street Realtors LLC
View additional info

The location of the main house, 3 cottages, in-ground pool & pool house in the critical area buffer make this waterfront compound offering one that is extraordinary and extremely rare. Situated on the banks of Comegys Bight roughly 7.5 miles from Historic Chestertown is a 51.55-acre whimsical oasis with nature & riding trails, pastures, barns, farmland, woodlands... make this your Camelot...

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
5,800
Status:
Active
MLS#:
1000083695
Type:
Farm, Single Family-Detached
Subdivision:
Chestertown
Lot size:
65.13 Acres
Year built:
1970
Courtesy: Meredith Fine Properties
View additional info

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:
4
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
MDKE104742
Type:
Single Family, Single Family-Detached
Subdivision:
Pentridge Farms
Lot size:
168.77 Acres
Year built:
2002
Courtesy: Maryland Heritage Properties
View additional info

Rarely do you find a true contemporary residence in this traditional area in Kent County on Maryland's Eastern Shore. This architecturally designed house is surrounded by 168 private acres of open fields, virgin woods & ponds. The 3000+ square footage includes soaring beamed ceilings, open kitchen/living area, wood floors, soap stone counters, gourmet kitchen. An exotic European style "woodstove" (far from your ordinary woodstove - see photos) dominates the outstanding design. Multiple French door & casement windows flow to a 700 sq. ft. deck & 1700 slate A& brick patio. A handsome pergola completes the design of the groundsAn exciting contemporary post & beam guest house shares the acreage and is located a private distance away. The open interior design, exposed beamed ceilings & decking compliments the main house design. Pastoral views and farms abound.

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
4,748
Status:
Active
MLS#:
1000084003
Type:
Farm, Single Family-Detached
Subdivision:
Quaker Neck
Lot size:
42.07 Acres
Year built:
1800
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Quintessential Eastern Shore Waterfront Farm is set on 42-acres with 690 ft. of water frontage and long views of the East Fork of Langford Creek. Tree-lined drive leads to the well-maintained home, c.1800. Features include a new dock and boat lift, rip-rap shoreline, 33-tillable acres, and outbuildings. Lovely private setting is great for hunting. Adjacent 11 acre waterfront lot is also available.

Beds:
3
Baths:
3 Full
Sq.Ft.:
2,236
Status:
Active
MLS#:
1004147827
Type:
Single Family, Single Family-Detached
Subdivision:
Historic Chestertown
Lot size:
12.35 Acres
Year built:
1800
Courtesy: Maryland Heritage Properties
View additional info

Amazing sense of peace emphasized by the quiet of authentic 18th c.brick architecture. Methodically restored honoring its origins and yet made comfortable with 21st c. amenities. Lovely WF cove on Lankford Creek. Minutes from Chestertown on highy desirable Quaker Neck peninsula. Surrounded by farmland. Several important outbuildings offer many lifestyle opportunities. Rare 13 ac.offering!

Beds:
5
Baths:
3 Full/2 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1000869440
Type:
Single Family, Single Family-Detached
Subdivision:
Langford Farm
Lot size:
3.39 Acres
Year built:
1990
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Impressive brick colonial waterfront home on the East Fork of Langford Creek, with its own private dock. Detached 4 car garage with copious storage. Interior features include a first floor Master Bedroom, theater, bar and game room, and gourmet kitchen. Come see the extraordinary interior details. Situated on 3.4 beautifully landscaped acres.

Beds:
4
Baths:
4 Full
Sq.Ft.:
4,402
Status:
Active
MLS#:
1005951739
Type:
Single Family, Single Family-Detached
Subdivision:
Quaker Neck
Lot size:
1.48 Acres
Year built:
1949
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

One of Chestertown's most prestigious addresses. Located on the river halfway between town and "The Club". 1.48 acres of privacy. Professionally maintained and landscaped. The house has had one addition and two remodels. Large open floor plan,pool, guest/in-law suite,golf, gazebo, boating all make for endless entertaining possibilities.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
3,440
Status:
Active
MLS#:
1001160002
Type:
Single Family, Single Family-Detached
Subdivision:
Langford Farm
Lot size:
4.39 Acres
Year built:
2001
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Peaceful,tranquil,beautiful and private just begin to describe this waterfront property on the East Fork of Langford.The grounds were designed by a landscape architect and are filled with indigenous plants and trees.The home is impeccably maintained with a bright open floor plan,new gourmet kitchen,hard wood floors,new systems and a view over the water of preserved land.Minutes from Chestertown.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,248
Status:
Active
MLS#:
1000084097
Type:
Farm
Subdivision:
0
Lot size:
48 Acres
Year built:
1973
Courtesy: Gunther-McClary Real Estate
View additional info

A rare offering in an ideal location. 48 acres of farm fields,woods, waterfrontage w/ deep water & expansive panoramic views, prime hunting including puddle & diving ducks, turkey, deer, rockfish, multiple blinds, pond, oak tree-lined driveway, ranch house situated in an excellent spot w/ spectacular water views,easy access to the water, large detached garage and additional shed/barn, privacy...

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
2,934
Status:
Active
MLS#:
1001986560
Type:
Farm, Single Family-Detached
Subdivision:
Fairgale Properties
Lot size:
20.18 Acres
Year built:
2018
Courtesy: Cross Street Realtors, LLC
View additional info

Build your waterfront dream home on this little slice of heaven, offering the best of both worlds with 20+ acre of farmland and fringe woodlands on Fairlee Creek, with deeded slip at the private community dock with deep water! Hunting, fishing, horses, waterfront homestead...there are so many possibilities to enjoy the Eastern Shore lifestyle! Pictures show options & upgrades that can be built.

Beds:
3
Baths:
4 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1001205824
Type:
Single Family, Single Family-Detached
Subdivision:
Sarah Skipper Lands
Lot size:
0.61 Acres
Year built:
1995
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Great Opportunity!! This beautifully built brick home has stunning water views from almost every room. The property boasts 3 bedrooms w/ 4.5 baths, slate roof, bulkhead, swimming pool, hot tub, back patio area, 2nd floor deck overlooking the river, finished bonus room w/ bath, and beautiful irrigated gardens w/ walkways.The property is being sold as-is.

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,582
Status:
NEW LISTING
MLS#:
MDKE101958
Type:
Farm, Single Family-Detached
Subdivision:
Chestertown
Lot size:
166 Acres
Year built:
1920
Courtesy: Select Land & Homes, LLC
View additional info
Beds:
2
Baths:
1 Full
Sq.Ft.:
1,582
Status:
Active
MLS#:
MDKE102294
Type:
Single Family, Single Family-Detached
Subdivision:
None
Lot size:
166.65 Acres
Year built:
1920
Courtesy: Select Land & Homes, LLC
View additional info

166 +/- total acre farm with 66 tillable acres, 75 wooded acres and the remaining in home site, barns, and active gravel pit. The farm offers excellent deer, turkey and waterfowl hunting and has several potential pond sites. Located near Remington Farms and approximately 10 minutes between Rock Hall and Chestertown, this farm is priced to sell at $5,391 an acre! Property lines in aerial photo are approximate.

Beds:
4
Baths:
4 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE100810
Type:
Single Family
Subdivision:
Chester River Landing
Lot size:
0.04 Acres
Year built:
2007
Courtesy: Cross Street Realtors LLC
View additional info

Experience true luxury in this magnificent Chestertown waterfront residence. Gleeming hardwood floors, high ceilings and well-appointed architectural detail accent the main level open floor plan outfitted with a great room that includes a grand foyer, formal seating area, and living room, gourmet kitchen, and dining space. The wrap-around porch affords more room for entertaining while the surround sound system adds to the acoustic ambiance. In addition to unobstructed expansive views of the Chester River, the large and ample windows provide an abundance of natural light that tastefully compliments the sophisticated paint scheme enjoyed throughout the home. Take the elevator or the stairs and retreat to the master bedroom suite where you can enjoy a bubble bath in the Jacuzzi tub while watching your favorite program or a nightcap in front of the fireplace or out on the private balcony. * Guests can retreat to the en-suite just down the hall. The third level, which can also be accessed by the elevator, features two bedrooms and a jack & jill bathroom. These rooms currently serve as an art studio and office. * Located in Chester River Landing, one of Kent County's most coveted waterfront communities, homeowners enjoy elite privileges with the peace of mind of having low maintenance, which certainly compliments an enthusiastic and active lifestyle. * 114 Little Harbor Way is one of the few with a deeded boat slip offering 4' mlw, detached garage and private off-street brick parking spaces for 2 vehicles. * NOTICE TO BUYERS: Total Finished Square Feet - 3,406, Property Taxes - $8,051.40 + Town Tax - $2,982.00.

Beds:
3
Baths:
3 Full
Sq.Ft.:
3,085
Status:
Active
MLS#:
1000083761
Type:
Single Family, Single Family-Detached
Subdivision:
Fairgale Properties
Lot size:
3.12 Acres
Year built:
1999
Courtesy: Gunther-McClary Real Estate
View additional info

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 plus direct access to creek by steps.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,128
Status:
Active
MLS#:
1008575416
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
10 Acres
Year built:
2005
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Eastern Shore Georgian style home is situated on a serene, rural 10-acres, yet is conveniently located just 2 miles from the colonial town of Chestertown. Designed by the architect, Andrea Lombardini, and built in 2005, the thoughtfully designed interior lends an airy elegance harmoniously linking the sunlit living areas, including the first floor master suite. Taking full advantage of the pastoral views, the home showcases the finest details including random width wood floors, built-ins, high ceilings and a terrace overlooking the naturally beautiful setting. Chestertown offers a river walk, brick lined streets with 18th century homes, galleries, live theater and cafes. It enjoys a vibrant arts community, outdoor educational programs and is home to Washington College. Located about 90-minutes from Washington and Philadelphia.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
1000177314
Type:
Single Family, Single Family-Detached
Subdivision:
Great Oak Estates
Lot size:
1.36 Acres
Year built:
1997
Courtesy: Gunther-McClary Real Estate
View additional info

Spectacular views of the Chesapeake Bay from nearly every room along with four seasons of sunsets nearly every night are included in this well meticulously maintained home. Fabulous kitchen for entertaining and a Master Bedroom suite perfect for relaxing. All just minutes from historic Chestertown. Co-broke commission will not be paid unless co-broke arranges and attends all showings

Beds:
3
Baths:
1 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
1002280432
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
1.33 Acres
Year built:
1937
Courtesy: Cross Street Realtors LLC
View additional info

Seller assumes buyer will be tearing down (or completely rebuilding) existing structures. Value is based on 200' of Chesapeake Bayfront, a "C" shaped assemblage of 3 parcels, 8 lots which includes one allocation for water/sewer. Several nearby neighbors have built/rebuilt Million$+ properties worthy of Architectural Digest. Several pictures provided for inspiration purposes!

Refine Property Search
Page 1 | 2 | 3 | 4 of 4    Prev | Next
1–25 of 98 properties displayed