Kathy Christensen
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Chestertown MD Real Estate & Homes for Sale

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Beds:
3
Baths:
2 Full
Sq.Ft.:
1,950
Status:
Active
MLS#:
MDKE116100
Type:
Single Family, Single Family-Detached
Subdivision:
College Heights
Lot size:
0.21 Acres
Year built:
1961
Courtesy: Select Land & Homes, LLC
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Own this home less than the cost to rent! 3 bedrooms, a remodeled full bathroom, living room, office, and wood floors complete the main level. The lower level features a spacious kitchen opening to the family room, another full bathroom, laundry room and ceramic tile floors. Outside is a driveway for off street parking, a fully fenced backyard, and large shed with workbench and electric. Within walking distance to Downtown, Washington College, the hospital, and the Chestertown dog park, this is a great home for first time home buyers or investors looking for great return!

Beds:
n/a
Baths:
Sq.Ft.:
1,503
Status:
Active
MLS#:
MDKE116074
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.09 Acres
Year built:
1939
Courtesy: Doug Ashley Realtors, LLC
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Great opportunity for someone wanting professional office space or would like to convert into a residence! RB professional zoning permits both! Was used as a law office for many years and would be ideal for the lawyer who is ready to branch out on their own. Recently has had mold remediation, documentation is available. The off street parking included is a premium in this location with 4+/- spaces available. Conveniently located in downtown Historic Chestertown and within the historic district. Formal appraisal completed in fall of 2019 and is currently listed under the appraised value.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
3,500
Status:
Active
MLS#:
MDKE116060
Type:
Other
Subdivision:
Chester River Landing
Lot size:
0.07 Acres
Year built:
2009
Courtesy: RE/MAX Executive
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Welcome to 118 Little Harbor Way, Unit 300 in Chester River Landing in Chestertown Maryland. This one of a kind Penthouse unit has panoramic views of the Chester River and Chester River Bridge. Enjoy your afternoon or evening relaxing on one of the two balconies facing the Chester River. The elevator will raise you to your Penthouse unit and open into the most beautiful condo that you will see. The open, bright floor plan featuring hardwood flooring , spacious rooms, beautiful crown moldings and wainscoting and so much more will cater to everyone's taste. The gourmet kitchen featuring granite counters, stainless appliances and enough storage to meet the needs of a professional chef won't disappoint. Awake in your Master Suite overlooking the river and the wildlife that the area has to offer. The walk-in dressing area and Master Bath are extremely large and beautifully designed. This home also includes a 30' boat slip in the community marina and also a single car detached garage .You must take a tour of this one of a kind Penthouse

Beds:
2
Baths:
1 Full
Sq.Ft.:
794
Status:
Active
MLS#:
MDKE116048
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
0.65 Acres
Year built:
1950
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Bungalow in the town of Fairlee. Cozy home with nice wood floors. Knotty Pine kitchen cabinets. Large lot has old shed/chicken coop and plenty of room for a large garden. No city taxes, but you have the benefit of public water and sewer. Easy to see.

Beds:
2
Baths:
2 Full/1 Half
Sq.Ft.:
1,563
Status:
Active
MLS#:
MDKE116030
Type:
Condo
Subdivision:
Chester River Landing
Year built:
2009
Courtesy: Doug Ashley Realtors, LLC
View additional info

Shows great! Nice hardwood floors, beautiful millwork, built ins were custom made, granite counter tops, open floor plan, living room has a gas fireplace, private master bedroom suite with an electric fireplace and beautiful water views. Both bedrooms have a private bath, and there is a nice office with custom built ins. Beautiful Chester River water views from master suite, living room, kitchen and dining area. Walk out French doors to a private covered deck, overlooking the river, and a fire pit. Quality construction. There is a common propane tank that services the units through Peninsula Gas. Public water cost is covered thru condo fees. Locked common entrance/foyer is well decorated. Correct square footage is 1563

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,584
Status:
Active
MLS#:
MDKE116036
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.07 Acres
Year built:
1900
Courtesy: Doug Ashley Realtors, LLC
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Lovingly renovated home in the heart of historic Chestertown, just walking distance to all the shops and restaurants. Original details have been retained throughout the home, including original windows, beams, hardwood floors, bookcases, and more. 3 spacious bedrooms, all with restored hardwoods, master with ensuite bathroom (a rare find in a historic home)! Further family bathroom offering double vanities and tub/shower. Laundry and half bath on main level. Large great room addition on the back of the house, with sliders to deck, overlooking private back yard. Home was just completely renovated in 2019 including new 2 x Zone heat pump with central A/C, tankless hot water (propane), complete new wiring, new kitchen and baths, new windows, new stainless appliances, new/restored floors, and more!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,876
Status:
Active
MLS#:
MDKE116012
Type:
Townhouse
Subdivision:
Oak Hollow
Lot size:
0.05 Acres
Year built:
2005
Courtesy: Doug Ashley Realtors, LLC
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Town-home located in Oak Hollow, a well managed town-home community. This unit is brick fronted with a one car garage. The master bedroom has a cathedral ceiling with large bath with separate shower and tub. There are 2 additional bedrooms on the upper level. The middle level has kitchen with sliders to a rear deck and a living room. The lower level has the garage and an additional room ready for you to finish the way you want it. Close to shopping and restaurants!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,204
Status:
Active
MLS#:
MDKE116014
Type:
Single Family, Single Family-Detached
Subdivision:
Orchard Hill
Lot size:
2.05 Acres
Year built:
1990
Courtesy: Doug Ashley Realtors, LLC
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Spacious multilevel home with 2 story entrance foyer. Recently updated kitchen with Quartz counters, newer looking cabinets and new stainless steel appliances. New flooring in the family room with wood burning fireplace. There is also a living room with a wood burning fireplace. There is a formal dining room and a rear screened porch. The laundry room is huge and has an additional refrigerator. The HVAC is all new as well!! Property backs to woods and farm land. The garage has space for a small workshop. One of the best locations in Orchard Hill!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDKE116006
Type:
Condo, Townhouse
Subdivision:
Chester River Landing
Year built:
2007
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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You will appreciate peaceful living in this waterfront community on the Chester River just minutes from historic Chestertown. A light-filled and spacious open floor plan is wonderful for enjoying the elegant interior amenities. You will also want to sun bathe or swim in the lovely pool, walk the shell walking paths throughout the community and along the shoreline, go kayaking from the community launching area, or take a bike ride or walk into town. Lots of ways to enjoy the care-free Eastern Shore lifestyle!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,186
Status:
Active
MLS#:
MDKE116022
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
0.69 Acres
Year built:
1971
Courtesy: Long & Foster Real Estate, Inc.
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Just on the market, two story contemporary home located in water community area. Over 2,000 sq. ft., walk to beach and launching area and waterview. 4 BR, 2 BA with dining room and kitchen area, over a half an acre of ground, has a 40 X 24 ft. workshop with electric, and deck on the back of house, seller is offering new buyer's a home warranty.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
3,248
Status:
Active
MLS#:
MDKE115982
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
213 Acres
Year built:
1856
Courtesy: Cross Street Realtors LLC
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Middle Plantation Circa 1856, better known as Running Fox Farm, is one of the finest hunting farms in Kent County, Maryland - abundant deer, Canada and Snow geese, dove and turkey. The residence has been meticulously renovated, an extensive, well-documented project that includes upgrades such as 400 amp electric service and wiring, updated plumbing, custom restorations true to the period, and more. 213 acres with 166.6 prime soils, 60.5acres in CRP... all on FIVE 30+ acre subdivided, perc-approved lots.

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,190
Status:
Active
MLS#:
MDKE115990
Type:
Single Family, Single Family-Detached
Subdivision:
Downtown Chestertown
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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This in town location is perfect - walk to shops and restaurants and enjoy all the activities that Chestertown has to offer. The home is in good condition with new carpet on the first floor. Updated kitchen as well. Come take a look!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,296
Status:
Active
MLS#:
MDKE115922
Type:
Single Family, Single Family-Detached
Subdivision:
Kent Acres
Lot size:
0.5 Acres
Year built:
1968
Courtesy: Cross Street Realtors, LLC
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This property checks all the boxes! Updated home offering a well appointed kitchen with Shaker wood cabinetry, stainless steel appliances, luxury vinyl plank flooring, and a large kitchen island. The open floor plan connects the kitchen and dining areas to the huge living room with beautiful hardwood floors and a wood burning fireplace. The refinished hardwood floors continue down the hall and into each of the three bedrooms. The master suite includes a stunning bathroom offering a subway tiled open shower with marble floor, double vanity with quartz counters, and tiled floors. A full, unfinished basement adds additional storage and usable space. With a fantastic location, convenient to Chestertown, and a private, partially wooded lot backing to trees, and no HOA, this beautiful home is move-in ready and offers all the right features!

Beds:
5
Baths:
5 Full/1 Half
Sq.Ft.:
6,105
Status:
Active
MLS#:
MDKE115970
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester
Lot size:
0.97 Acres
Year built:
2002
Courtesy: Gunther-McClary Real Estate
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An exceptional architect-designed 6,105 square foot home perched 100 feet-high on a bluff overlooking the Chesapeake Bay - the Chesapeake/Delaware shipping channel in full view. Included in the sale is the adjacent .66 acre parcel, "LOT PAR 1-2 ON A PL S/S MONTGOMERY AVE." You'll never tire of watching the ships and daily sunsets through the floor to ceiling windows. Floors throughout are finished in quarter-sawn red oak. Bluestone surrounds the house and continues into the entryway that provides a dramatic dining space with a 17-foot ceiling and a waterview as the backdrop. Sweeping open floor plan is graceful and elegant in its simplicity - full of light, angles, white walls and stunning views from every window. Plenty of gallery-like spaces to display your art. A chef-designed gourmet kitchen is a cook's dream, complete with a Thermador gas cooktop and electric double oven, two Subzero refrigerators, a Subzero freezer, under-counter Subzero refrigerator drawers, granite counters, and adjoining butler's pantry and many more custom features. A must see. First floor master suite has two luxurious master bathrooms finished in limestone and two custom designed walk-in closets with built-ins. Nationally known artisan-designed cherry stair rail leads to the guest floor with four bedrooms, three full baths and a huge bonus room, which could make a wonderful studio or game room. There are never-ending bay views from almost every room in the house. Heating and cooling is provided by a geothermal system. A three-car garage continues the house exterior design with matching trim and cedar shingles. Dock your boat at the premier marina just a three minute drive away. Nearby is Rock Hall with more marinas, shops, restaurants, and a world-class jazz venue called the Mainstay. Twelve miles away is historic Chestertown with Washington College and more shops and restaurants. Within two hours to Philadelphia, Baltimore and DC. By appointment only. This is one of the finest designed homes on the Eastern Shore. Be sure to allow plenty of time for your tour.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,008
Status:
Active
MLS#:
MDKE115964
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
1.27 Acres
Year built:
1961
Courtesy: Gunther-McClary Real Estate
View additional info

All new inside and out, freshly finished and ready for you to move in. New roof, windows, siding, gutters, crawl space encapsulated. Original hardwood flooring sanded and stained. New all-wood construction cherry kitchen cabinets. New HVAC, new well, and a HUGE Garage with an attached workshop. Beautifully situated in a peaceful, park-like setting.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,128
Status:
Active
MLS#:
MDKE115936
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
1.66 Acres
Year built:
1970
Courtesy: EXIT On The Bay
View additional info

Near Rock Hall, MD. Great 3 bedroom, bath Ranch home on 1.66 acres in Chestertown, MD. This home is a great starter home or for downsizing. It has a large living room and dining room off the kitchen. Hardwood floors. The yard is flat with open space that backs to woods. The front of the house faces farm fields. If you are looking for peace and quiet you will find it here. It is definitely worth a look. All HUD homes are sold "As Is".

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,658
Status:
Active
MLS#:
MDQA141974
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstowne Manor
Lot size:
0.58 Acres
Year built:
1999
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Very nice rancher in QA Co just minutes from downtown Chestertown. This home features a large LR with gas FP, wood floors, vaulted ceiling & skylights. Separate DR also has wood floors. Spacious kitchen has corian counters and a sunny bay window. A sunroom was added off the LR which leads to a deck. Fully fenced back yard. There is a new heat pump with propane backup and water heater. Pack your bags - this home is move in ready! Photos coming next week.

Beds:
6
Baths:
3 Full
Sq.Ft.:
2,076
Status:
Active
MLS#:
MDKE115928
Type:
Single Family, Single Family-Detached
Subdivision:
Downtown Chestertown
Lot size:
0.07 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Investment opportunity! Multi unit in Downtown Chestertown offers 3 units, 1st floor (largest) is a 3 bedroom 1 bath, washer/dryer & has rented for $950/month, 2nd floor is a 2 bedroom 1 bath and has rented for $850 but currently empty & 3rd floor (attic) is a studio (needs work) but can be rented at $450/month. Second floor unit was recently updated in 2018 with a new kitchen, mahogany porch, floors sanded and re-stained, windows sanded down and painted to make lead testing easier, new ceiling and so much more. All units are separately metered and have a great rental history. Make your money back in less then 10 years! If that doesn't interest you, convert it back into a single family home!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,456
Status:
Active
MLS#:
MDKE115894
Type:
Single Family, Single Family-Detached
Subdivision:
Heather Heights
Lot size:
0.8 Acres
Year built:
1986
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Great rancher in Heather Heights. Easy one floor living. Attached garage. 3 bedrooms, 2 bath. Nice rear deck over looking a great back yard. New carpeting, updated bathrooms, new stainless steal appliances, fresh paint. Close to town.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,152
Status:
Active
MLS#:
MDKE115906
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.02 Acres
Year built:
1920
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Enjoy living in Historic Chestertown, short distance to downtown, shopping, and restaurants and the Chester River. Well maintained 3 BR, 1 BA home, enclosed front porch with heat. Nice cozy home for first time homebuyers or investors.

Beds:
3
Baths:
2 Full
Sq.Ft.:
3,500
Status:
Active
MLS#:
MDKE115874
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee Cove
Lot size:
1.8 Acres
Year built:
1996
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Exceptional architect designed Contemporary residence sited on a 1.8 acre private wooded lot enjoys 190' of protected waterfront, a 110' private dock and 3.5' MLW on Fairlee Creek; one of the prettiest bodies of navigable water in Kent County situated within just 1 nautical mile of the Chesapeake Bay. The property includes three separate living structures: the main house, an office/guest house. and a heated workshop/storage shed that, together, include approximately 3500 square feet of finished living space. The open floor plan interior of the main house features vaulted beaded board ceilings, strategically placed nooks and ledges to showcase art and collectibles, over sized windows and full-view glass doors overlooking the waterfront and easy care radiant heated tile floors. The cooks delight eat-in kitchen features stainless appliances, granite counter-tops, maple Brookhaven cabinetry, above and under-cabinet lighting, a large walk-in pantry, a built-in maple breakfast table, lovely views of surrounding gardens and the waterfront from the sink area through large space-enhancing corner windows and a double sided wood burning fireplace located between the kitchen and the dining area. A spacious private master bedroom and bath area includes a walk-in closet and a master bath with a tiled walk-in shower and Pearl brand whirlpool bathtub. Generously sized windows in the bedroom frame a serene verdant view through the trees to the water . The open living room features large windows and a brick wood-burning fireplace and opens to a screened porch that spans the waterfront side of the house. A 2011 addition includes a spacious cork floored Great Room with an outdoor deck seating area and a separate outdoor entrance. A discreet stairway leads from the Great Room to a bright and airy 2nd level studio that can, alternatively, serve as a third bedroom. A ships ladder stairway leads from the studio/bedroom up into a delightful tower space that offers birds-eye views of Fairlee Creek. An ingenious arrangement of a hallway and hide-away doors connects the Great Room and studio/bedroom to the first floor guest bedroom and bath; enabling use of this whole wing of the house as private guest or live-in quarters with its own private outdoor entrance. Additional main house rooms include a cozy den adjacent to the kitchen, a bright office area with water views and a separate laundry/utility room. The two outbuildings and carport connect to the main house via raised treated-wood walkways. The heated/air conditioned office/guest house includes a large main room, kitchenette, full bathroom and sleeping loft. The workshop includes a large built-in workbench and storage shelving. Rounding out this unique residential compound are a bluestone central courtyard patio, a roofed 2 car carport and a large outdoor equipment storage shed with sliding doors. Lush native and ornamental plant gardens watered with an automated in-ground irrigation system surround the house and point the way to steps leading down to the dock which has electric service. As if all of this isn't more than enough to support a great lifestyle, the property is located in easy walking distance to the Fairlee Creek Public Landing where area residents can easily off-load trailored boats, canoes and kayaks into Fairlee Creek and just a 15 minute drive to both historic downtown Chestertown and the lively waterfront town of Rock Hall. Plus, this property comes with a one year Home Warranty!

Beds:
3
Baths:
2 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA141960
Type:
Single Family, Single Family-Detached
Subdivision:
Blakefield
Lot size:
1 Acres
Courtesy: Chesapeake Real Estate Associates, LLC
View additional info

NEW CONSTRUCTION GETTING READY TO GET STARTED. 8 LOTS TO PICK FROM. 3 BED 2 BATH RANCHER WITH GARAGE. OR BRING THE BUILDER YOUR PLANS FOR A PRICE.

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,848
Status:
Active
MLS#:
MDQA141902
Type:
Single Family, Single Family-Detached
Subdivision:
Pear Tree Point
Lot size:
0.69 Acres
Year built:
1989
Courtesy: Rosendale Realty
View additional info

SUMMER FUN AWAITS! GET IN NOW AND BE READY TO LIVE LIFE ON THE EASTERN SHORE. PEACE AND QUIET ABOUND AT THIS BEAUTIFUL CAPE COD. ACROSS THE STREET FROM THE CHESTER RIVER, CLOSE TO CHESTERTOWN, COUNTY PARK AND LOCAL POINTS OF INTEREST. (DEEDED R-O-W TO CHESTER RIVER, SUITABLE FOR LAUNCHING KAYAK, CANOE, OR SMALL CRAFT) HOME FEATURES LARGE BEDROOMS, BRAND NEW UPGRADED KITCHEN COUNTER TOP, FRESH PAINT AND NEW CARPET UPSTAIRS. LARGE, LIGHTED DECK FOR RELAXING AND 24 X 32 DETACHED GARAGE BUILT ON 6IN CONCRETE SLAB AND INCLUDES 220 OUTLET FOR THE HOME WORKSHOP, PLUS ADDITIONAL STORAGE SHED.

Open House:

Saturday, 2/29 12:00-2:00PM

Beds:
5
Baths:
2 Full/1 Half
Sq.Ft.:
3,850
Status:
Active
MLS#:
MDKE115886
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
0.73 Acres
Year built:
1990
Courtesy: Doug Ashley Realtors, LLC
View additional info

Located in Country Club Estates, new carpet and fresh paint, this home offers so much. There is a detached 2 car garage, an attached 2 car garage 4/5 bedrooms, a media room, upstairs playroom area, storage galore. The living spaces on the first floor offer loads of space!. A double sided wood burning fireplace, large country kitchen, screened porch, first floor master, a second bathroom on the first floor, you could have three bedrooms on the first floor and 2 on the second. Shows great. Professionally landscaped, the lawn is manicured nicely!. Great curb appeal!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDKE115880
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
0.18 Acres
Year built:
1948
Courtesy: Select Land & Homes, LLC
View additional info

A must see charming renovation in a private setting! The home features 3 bedrooms, 2 full bathrooms, hardwood and ceramic tile floors, efficient geothermal HVAC, a new roof, and hardiplank siding. Improved with a 4 zone home stereo system, horseshoe pit, outdoor shower and detached garage, this home is great for entertainment. Tolchester Marina and the Shanty Tiki Bar are within walking distance making this move in condition property is the perfect full time residence or weekend getaway. The sale includes 3 neighboring lots for a total of .459 acre to secure the private setting.

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