Shirley Coulbourne
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Chestertown MD Real Estate & Homes for Sale

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Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,756
Status:
Active
MLS#:
MDKE116250
Type:
Single Family, Single Family-Detached
Subdivision:
Crestview
Lot size:
0.5 Acres
Year built:
1989
Courtesy: Davis Real Estate, Inc.
View additional info

Move in condition Cape Cod Home in Crestview. Near Washington Square Shopping Center, Churches, Washington College and a mile from downtown Historic Chestertown. Master bedroom on the first floor, large rear deck, attached garage and fenced rear yard.

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,950
Status:
Active
MLS#:
MDKE116218
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
1.01 Acres
Year built:
1958
Courtesy: Doug Ashley Realtors, LLC
View additional info

Location, Location, Location! Rare opportunity to own a home adjoining Chester River Yacht and Country Clubs 18 hole championship club course! Located on the dogleg of the 15th hole, you are just a short distance to club house. This home has large rooms with wood flooring throughout most of this home. The family/dining area combine with a wood burning fireplace a central focal point for family gatherings or for the occasional party with neighbors and friends. There is a Florida/sun room that has views of golf course and exits to the rear brick patio, perfect for weekend barbecues. There are 4 bedrooms, all with built ins. The kitchen opens to the family/dining areas. There is a partial basement where you will find the mechanical s and there is a 2nd with unfinished pine wood floors that could easily be renovated to be a large owners suite, additional family area or just leave it the way it is so that you have plenty of storage. Finally there is a detached 2 car garage that actually has 3 garage doors, 2 for your cars and one for your lawn toys. Close to Historic Downtown Chestertown and the Marina!

Beds:
1
Baths:
1 Full
Sq.Ft.:
1,297
Status:
Active
MLS#:
MDQA143004
Type:
Single Family, Single Family-Detached
Subdivision:
Crumpton
Lot size:
19.33 Acres
Year built:
1978
Courtesy: Cross Street Realtors LLC
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19.33 Acres of riverfront property on the Chester! Private and peaceful wooded setting ideal for the outdoors sportsman, hunters, boaters & outdoor enthusiasts! T-dock 100' +/- with 2 mooring pilings. Cozy cabin to warm up in after a long day with 2 brick fireplaces & woodstove.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,404
Status:
Active
MLS#:
MDKE116212
Type:
Single Family, Single Family-Detached
Subdivision:
Chesapeake Landing
Lot size:
0.41 Acres
Year built:
1999
Courtesy: Doug Ashley Realtors, LLC
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Updated three bedroom, 2 bath home in a semi private .41 acre lot. New flooring throughout, kitchen has been updated, deck, two storage shed, landscaped lot, one bedroom on the first floor and two bedrooms upstairs with two full baths. Shows well, and is in move in condition. Easy to show.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,292
Status:
Active
MLS#:
MDKE116196
Type:
Single Family, Single Family-Detached
Subdivision:
Georgetown
Lot size:
0.36 Acres
Year built:
1900
Courtesy: The Hogans Agency Inc.
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Small bungalow, quiet street, public utilities, priced to sell.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,545
Status:
Active
MLS#:
MDKE116182
Type:
Single Family, Single Family-Detached
Subdivision:
Chesapeake Landing
Lot size:
0.69 Acres
Year built:
1968
Courtesy: Gunther-McClary Real Estate
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As soon as you enter, you will notice the expansive views of Mill Creek. Beautifully situated on an elevated location. New dredging runs in front of property, giving access to deep water. Newly constructed and renovated in 2013 with highest quality finishes, such as wood floors, granite counters, marble tile baths and thoughtful design, making the views impressive from every room in the house. There is a master suite on the first floor with a sumptuous bath; an expansive deck facing the water, and a gentle slope down to the dock.A full, dry, walk-out basement is the perfect location for a workshop and storage for water toys. Come see soon.

Beds:
2
Baths:
1 Full
Sq.Ft.:
884
Status:
Active
MLS#:
MDQA142890
Type:
Single Family, Single Family-Detached
Subdivision:
Queen Annes County
Lot size:
0.34 Acres
Year built:
1963
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Welcome to Chester Harbor a quaint water front community located in Queen Annes County just minutes from Chestertown and an easy commute to Annapolis or Wilmington. This property is on the main street of the community on a large corner lot. A two bedroom ranch with great bones and is in good shape and ready for new owners. This home is priced for the first time home buyer and the potential is unlimited . There is water access from the community park and marina. Call for an appointment to see this diamond in the rough.

Beds:
3
Baths:
2 Full
Sq.Ft.:
960
Status:
Active
MLS#:
MDKE116186
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
2 Acres
Year built:
1992
Courtesy: Village Real Estate Company LLC
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YOU WILL LOVE THIS HOME! Just step inside and explore all the space for everyone! The original ranch home has been expanded to over 1,800+ sq ft with room for everyone in any stage of life! A luxurious private master suite with HUMONGOUS walk in closet, space for a king size bed, morning room area, and large en suite bath with 2 sinks and ceramic tile floor. There is a formal living room for holidays and guests. The large central kitchen is the hub of this family home and opens onto the sunny dining area with pellet stove an a GIGANTIC family room with space for everything and everyone. A separate rec room that opens onto the rear patio can be a flexible space for a multitude of needs. The screened car port makes for a great place to have everyone over for crabs in the summer and the large 2 acre lot is 3/4 wooded for hunting and recreation! This home has so much to offer and not far from Chestertown or Rock Hall, come take a look today and see for yourself!!

Beds:
3
Baths:
1 Full
Sq.Ft.:
880
Status:
Active
MLS#:
MDKE116180
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
0.28 Acres
Year built:
1955
Courtesy: Keller Williams Select Realtors
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OWN A HOME FOR THE PRICE OF A RENTAL! MONTHLY PAYMENTS UNDER $1000 will get you a completely remodeled rancher. All new walls, flooring, recessed lighting, paint. Brand new kitchen with tasteful palette, new appliances, cabinets, granite counters. Ceramic tile bath. New exterior siding, roof, windows. New plumbing, electric & HVAC system. No septic, home is on public sewer line. Newly installed water softener. Home backs to wooded area for privacy. Relax on the deck and enjoy peaceful Tolchester Estates. Just a short distance to the Tolchester Beach Marina.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,960
Status:
Active
MLS#:
MDKE116178
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
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 and new baths, while retaining the Victorian signatures of high ceilings, spacious rooms, fine wood floors, detailed wood trim, long windows, arched walls and graceful staircase. Rear and side gardens, 2 car detached garage with wine room and potting shed at the end of this Water St. driveway.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,588
Status:
Active
MLS#:
MDKE116146
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
0.69 Acres
Year built:
1974
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Easy one floor living in Country Club Estates. Lovely views of the golf course with the Chester River in the distance from the family room and screened-in porch. Attached one car garage. New laminate flooring throughout. Close to town, river and Chester River Yacht and County Club yet has the peaceful, country living feel. Great combo of public sewer and well water. Ready for your updates.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,160
Status:
Active
MLS#:
MDKE116154
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.08 Acres
Year built:
1920
Courtesy: Long & Foster Real Estate, Inc.
View additional info
Beds:
5
Baths:
3 Full
Sq.Ft.:
3,316
Status:
Active
MLS#:
MDKE116148
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.12 Acres
Year built:
1900
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Gorgeous Victorian Two-Unit Home in Need of a Facelift. She's a Beauty Located in a Beautiful Historic Waterfront Town! Pretty Street, Nice Front and Rear Yards, Rear Shed. Inside Has Fantastic Heart of Pine Flooring, Spacious Rooms and a Great Floor Plan. Main Level (Unit B) has a Covered Front Porch for Relaxing and Entertaining, 2Br, 2Ba, Living Room, Table Space Kitchen, Separate Laundry Room and Rear Yard Space w/Shed. Upper Level (Unit A) has 3Br, 1Ba, Living Room, Table Space Kitchen and a Deck/Balcony. Interior Space is Clean But Could Use Some Freshening Up. Live In One Unit and Rent the other, or Rent Both Units as a Full Investment Property. AirBnB, Would also be Easy to Convert Back to a One Single Family Home. Chestertown Is Lovely Town and Has So Much to do. This is also a popular destination for community events, festivals, boating, wine, art, food and shopping.

Beds:
3
Baths:
1 Full
Sq.Ft.:
993
Status:
Active
MLS#:
MDKE116152
Type:
Single Family, Single Family-Detached
Subdivision:
Quaker Estates
Lot size:
0.69 Acres
Year built:
1962
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Nice investment property, tenant occupied. Tenant would like to stay.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,050
Status:
Active
MLS#:
MDQA142776
Type:
Single Family, Single Family-Detached
Subdivision:
The Flyway
Lot size:
1 Acres
Year built:
2020
Courtesy: Benson & Mangold, LLC
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Enjoy your morning coffee on the spacious back porch and watch the abundant wildlife. This is not your typical spec home but a custom built rancher by Stansbury & Sons on 1+/- corner acre lot in the Flyways. The house features quality craftsmanship throughout and is being built for clients with discerning tastes. The kitchen has solid wood cabinets with soft close drawers, 42" versus standard 30" wall cabinets, upgraded hardware and granite countertops. All kitchen appliances are to be stainless steel. Windows are double hung and along with sliding door are manufactured by ViWinco. Solid wood front door includes side light panels. Front and 12' by 16' back porch are poured concrete. Washer and dryer are included in appliance package and located in separate room. Gas fireplace is surrounded by slate and includes wood mantle with accent lighting. Master suite features two walk-in closets along with a tiled master shower. Granite counter tops in all the bathrooms along with mid grade vanities which again have self closing doors. Luxury vinyl tile flooring throughout the house except for carpeted bonus and bedrooms. Bonus room above garage completely finished with vaulted ceiling. Steps leading to bonus room are painted risers with oak stained treads. Two car garage is completely finished and painted. 30 year architectural shingle roofing. Crawl space is conditioned. It is conveniently located between Chestertown and Church Hill with easy access to RT 301. Chestertown is home to fine dining, arts and entertainment plus Washington College. Two county parks, boat ramp , and Church Hill Theater are all within a short distance. Home will be ready to occupy in May and buyer can still pick out some finishes. This house reflects the pride of the builder's craftsmanship. If you are truly looking for a quality built home then call and schedule your showing today!

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,463
Status:
Active
MLS#:
MDKE116142
Type:
Single Family, Single Family-Detached
Subdivision:
College Heights
Lot size:
0.32 Acres
Year built:
1967
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Nice brick rancher, in town location, close to College and shopping, nice starter home for anyone, easy to show, lockbox, call agent for combo.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE116136
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
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:
3
Baths:
2 Full
Sq.Ft.:
1,456
Status:
Active
MLS#:
MDKE116102
Type:
Single Family, Single Family-Detached
Subdivision:
Heather Heights
Lot size:
0.8 Acres
Year built:
1986
Courtesy: Davis Real Estate, Inc.
View additional info

Three bedroom ranch home located in HEATHER HEIGHTS, south of Chestertown, near Chester River Yacht and Country Club and a short walk to the Chester River. Large lot that backs up to open space and privacy.

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
View additional info

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
View additional info

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
View additional info

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
View additional info

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.:
2,200
Status:
Active
MLS#:
MDKE116006
Type:
Condo, Townhouse
Subdivision:
Chester River Landing
Year built:
2007
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

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.
View additional info

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.

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