Kathy Christensen
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Chestertown MD Real Estate & Homes for Sale

127 Properties Found


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Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE115074
Type:
Single Family, Single Family-Detached
Subdivision:
Prestwick
Lot size:
1.18 Acres
Courtesy: Gunther-McClary Real Estate
View additional info

Spec home located in small 12 home development (to be built). Prestwick offers the best in eastern shore living with the small town charm of Chestertown, MD, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington, DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area's finest builders

Beds:
4
Baths:
2 Full
Sq.Ft.:
1,820
Status:
Active
MLS#:
MDKE115076
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee Creek
Lot size:
5.05 Acres
Year built:
1988
Courtesy: Gunther-McClary Real Estate
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Best of all worlds in this waterfront home with easy water access and natural surroundings. Just feel the peace that engulfs you as you look out from the many windows of the great room. Boat, walk, bike, or drive to a marina, golf course, tennis, pool, restaurants and beach. A perfect Eastern Shore retreat. Co-broke commisssion will not be paid unless co-broke arranges and attends all showings

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,745
Status:
Active
MLS#:
MDKE114020
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
2.34 Acres
Year built:
1986
Courtesy: Gunther-McClary Real Estate
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Location, location, location the best of both worlds, a 3 bedroom, 3.5 bath home in park like, private setting on Morgnec Creek just minutes from historic Chestertown. This home offers waterfront views from nearly every room, first floor bedroom, heartwood pine floors, large outdoor deck, detached garage and lovely gardens. Perfect home for entertaining family and friends while communing with all nature has to offer. Watch osprey, eagles, herons and turtles from the great room. Bring your boat or kayaks to launch from the public landing at the end of Rileys Mill Road. Great home for a week-end getaway or a full-time resident

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,437
Status:
Active
MLS#:
1002276762
Type:
Single Family, Single Family-Detached
Subdivision:
Langford Bay Estates
Lot size:
1.84 Acres
Year built:
1986
Courtesy: Gunther-McClary Real Estate
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Cozy 3 bdr waterfront home with all the natural, private surroundings the eastern shore has to offer. Very easy access to more than 300 feet of bulkheaded shoreline. 2 large detached garages to store all the waterfront toys you will need to take advantage of all Langford Creek has to provide, fishing, crabbing, year round hunting or whatever you waterfront dreams desire.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,928
Status:
Active
MLS#:
MDKE115054
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
1.38 Acres
Year built:
1955
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Water views of the Chester River are a visual delight from this outstanding property on the Eastern Shore. Set on 1.3-acres in a highly-desirable residential area, the meticulously cared for home is just a walk away from Chester River Yacht & Country Club and is 1-mile from historic Chestertown. The open design creates generously sized, bright rooms with lovely views inviting outdoor living. Notable highlights such as wood detail, built in bookcases and a fireplace create a warm ambiance. The terrace overlooking gardens and the pond offers a serene setting, while the screened porch offers a lovely spot to enjoy the river views. Visitors and residents alike stroll around downtown Chestertown with its picturesque 18th century homes, brick walkways, Chester River Walk and marina. Enjoy the cafes, galleries, pubs, shops, live theater, farmers market, trails, First Friday, or take a river cruise on the Chester River Packet. There is a vibrant arts community and the town~s annual events include the Chestertown Tea Party, Harry Potter Festival and the Tall Ship Downrigging Weekend. Chestertown is home to Washington College and is located about 90-minutes from Washington and Philadelphia.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,138
Status:
Active
MLS#:
1001973778
Type:
Single Family, Single Family-Detached
Subdivision:
Long Cove Court
Lot size:
3.28 Acres
Year built:
1966
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Nature's paradise on Lovely Cove-enjoy a short and peaceful boat/kayak ride from your private dock to the East Fork of Langford Creek. This comfortable waterfront home celebrates 180 degrees water views, available from virtually all rooms. Outbuildings include garage area, workshop, storage, and potting shed. Over 3 1/4 acres of woods, cleared and privacy. Your own dock and 9 Ft. wide concrete launching ramp.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,200
Status:
Active
MLS#:
MDKE114994
Type:
Single Family, Single Family-Detached
Subdivision:
Prestwick
Lot size:
1.6 Acres
Courtesy: Gunther-McClary Real Estate
View additional info

Spec home located on corner lot located in small 12 home development (to be built). Prestwick offers the best in eastern shore living with the small town charm of Chestertown Md, yet only 1 to 2 hours from Wilmington, Philadelphia, Baltimore and Washington DC. Join the club and have access to the great golfing, club pool, marina (with boat slips) and boat ramp or just launch the boat, paddle board or kayak at the new town marina or the many county owned ramps. Design and build the home you want with one of the area~s finest builders.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,064
Status:
Active
MLS#:
1006633640
Type:
Single Family
Subdivision:
None Available
Lot size:
0.06 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Live in the heart of Historic Chestertown, Water views of the Chester River from the back of the house. Historic Water Street in front. Charming Colonial Revival house overlooking Washington College's Presidents gardens. A great place to sit on back or front porch and watch the world go by. Off street parking on the river side, on street parking in front. Easy to show, come and see.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,200
Status:
NEW LISTING
MLS#:
MDKE115430
Type:
Single Family, Single Family-Detached
Subdivision:
Chesmar
Lot size:
2 Acres
Year built:
1959
Courtesy: Riverview Realty, LLC.
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Just bring your food and clothes for this one! This property is fully furnished and stocked for immediate use. Located on Morgan creek with a 40' dock w/ "L" head. 20 feet deep at the end of the dock. The property has two additional waterfront lots to add to the privacy. Making the total acres around 2.5. The out building has been converted to a game room equipped with windows, sliding door & ceiling fans. The kitchen & bath have been updated. The basement is unfinished, but has been waterproofed. Has been approved and currently in the process of getting a new BAT septic. Well is 2 yrs old. The property is currently being used as a vacation rental. The rental income for 2018 was nearly $18k. It is presently listed on VRBO. No showings will be permitted when property is rented. Agent is Seller.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,378
Status:
Active
MLS#:
MDKE115248
Type:
Single Family, Single Family-Detached
Subdivision:
Chesapeake Landing
Lot size:
0.42 Acres
Year built:
1963
Courtesy: Sommers Enterprises, Inc.
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This offering of one & 1/4 waterfront acres at the end of a cul de sac sits in a private, park-like setting on Worton Creek. The improved lot is fully bulkheaded with a dock. The well maintained three bedroom, two bath ranch with a waterside three season room has had periodic upgrades during its current ownership

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE107934
Type:
Single Family, Single Family-Detached
Subdivision:
Historic District Chestertown
Lot size:
0.14 Acres
Year built:
2015
Courtesy: Doug Ashley Realtors, LLC
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Located in historic Chestertown, this home was built in 2015 and is gorgeous. Offers upgrades such as wood floors, gas fireplace, open living room/dining room, with an open kitchen. There is a first floor master suite, a laundry room, a screened porch, semi private picket fenced back yard. So much to love about this home! Detached garage with additional storage. There are three bedrooms all today, with two large rooms upstairs and a large bath. Just a short jaunt to all the fun in downtown Chestertown.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,248
Status:
Active
MLS#:
1001891852
Type:
Single Family, Single Family-Detached
Subdivision:
Heather Heights
Lot size:
1.01 Acres
Year built:
2005
Courtesy: Doug Ashley Realtors, LLC
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Close to Chester River Yacht & Country Club & Historic downtown Chestertown this meticulously maintained home offers office and den/library, huge owners suite w/11'ceilings, living/dining room combo w/wood floors, built-in bookcase & gas fireplace, large kitchen w/tiled floors, Silestone counters & center island. Rear screened porch & professionally landscaped. Solar panels provide energy savings!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,107
Status:
Active
MLS#:
1000479984
Type:
Single Family, Single Family-Detached
Subdivision:
Chesapeake Landing
Lot size:
0.81 Acres
Year built:
1976
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Eastern Shore waterfront retreat is privately sited on Mill Creek. Designed with cedar exterior and interior, the single floor home offers a casual ambiance with great room and large windows with water views. A new roof was installed in 2013. The dock, new deck, hot tub and floating dock invite outdoor living. Enjoy historic Chestertown with its River Walk, Washington College, shops and dining.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,680
Status:
Active
MLS#:
MDQA140474
Type:
Single Family, Single Family-Detached
Subdivision:
Chester Harbor
Lot size:
0.47 Acres
Year built:
1984
Courtesy: Coldwell Banker Chesapeake Real Estate Company
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Waterfront home on Rosin Creek built by renowned Master Carver William Reinbold. The spiral staircase and all of the cabinetry in the house were made by Mr Reinbold. Peaceful wooded lot is a haven for the birds that he loved. First floor bedroom with full bath as well as two bedrooms upstairs that share closets and a full bath. Full unfinished basement with outside entrance. Relax and enjoy the views of Rosin Creek from your deck!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,202
Status:
Active
MLS#:
MDKE114014
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.06 Acres
Year built:
1760
Courtesy: Doug Ashley Realtors, LLC
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This gorgeous home "Banning House" is updated beautifully in the historic district, a couple of blocks from the Chester River. Wood floors are incredible, there is a brick floored den/family room overlooking a private courtyard. It's currently a successful and popular VRBO but makes for a fantastic single family home. Updated kitchen with amazing detail to the upgrades. Stainless steel appliances, new HVAC and loads of charm. Steps to the Chester River, restaurants and so much more.

Beds:
5
Baths:
1 Full/1 Half
Sq.Ft.:
2,940
Status:
Active
MLS#:
MDKE107910
Type:
Single Family, Single Family-Detached
Subdivision:
Historic District Chestertown
Lot size:
0.2 Acres
Year built:
1900
Courtesy: Doug Ashley Realtors, LLC
View additional info

Incredible home.. "The Pink Lady" This Victorian has been given a new lease on life with a completely updated, gorgeous new kitchen, shining floors, washer and dryer on kitchen level. This house is beautiful. Great location, within steps to downtown shopping and restaurants, and just a couple of blocks from the Chester River. There is parquet flooring, new kitchen cabinets, granite countertops, a breakfast room, new windows, beautiful stainless glass windows going up the classically beautiful staircase. Five bedrooms all total on the two upper levels. You will enjoy a sunny and bright reading level, and also a media area. It's just a beautiful home, wrap front porch. Gorgeous landscaping. The Pink Lady has been loved, updated and turn key condition!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,087
Status:
Active
MLS#:
MDKE114878
Type:
Single Family, Single Family-Detached
Subdivision:
Historic District
Lot size:
0.09 Acres
Year built:
1753
Courtesy: Cross Street Realtors LLC
View additional info

This wonderful historic home sits only one block from the Chestertown waterfront. It has period details throughout the house and the charm of being in the historic district. The Harris (Malloy) House is a registered Historic Home which offers "in town" lifestyle with an appreciation for historic properties. Convenient to all town amenities and many updated features throughout the home.

Beds:
4
Baths:
3 Full/2 Half
Sq.Ft.:
3,068
Status:
Active
MLS#:
1002090030
Type:
Single Family, Single Family-Detached
Subdivision:
Coventry Farms
Lot size:
0.3 Acres
Year built:
2009
Courtesy: Davis Real Estate, Inc.
View additional info

Beautiful home in excellent condition with plenty of living and entertaining space. Low maintenance exterior, hardwood and carpet floors, granite counters, large master bedroom with full bath and walk in closet, office, family room, living room, breakfast nook and separate dining room. Full finished basement with a game room, full bath, crafts/hobby room, lounge, large built in bar and storage.

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,776
Status:
Active
MLS#:
MDKE114136
Type:
Single Family, Single Family-Detached
Subdivision:
Historic District Chestertown
Lot size:
0.19 Acres
Year built:
2004
Courtesy: Cross Street Realtors, LLC
View additional info

A sanctuary in Downtown Chestertown, this contemporary Craftsman home offers the best of both worlds...a private rear yard and garden retreat, and easy, walk-able access to enjoy all this charming town has to offer! Architectural details and an open design, with a stunning array of high-quality windows to invite an abundance of natural light, custom shades, new appliances, gas fireplace, radiant heat and tankless water heaters. Move in ready!

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,344
Status:
Active
MLS#:
MDKE115216
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee Cove
Lot size:
0.85 Acres
Year built:
1900
Courtesy: Doug Ashley Realtors, LLC
View additional info

Welcome to 'Knot Now Boat House', which has been a very tastefully remodeled home located on Fairlee Creek. This can be a full time residence or your Holiday retreat or week-end get away. Fully updated kitchen with new counter tops, cabinets, and stainless appliances, Wonderful color choices with paint,decorating and flooring. New HVAC system and tankless water heater. Has own private dock with power lift and jet ski ramps. Plenty of room for all your water toys. Detached garage with extra storage area. A must see if your seeking waterfront property with your own private dock.

Open House:

Saturday, 7/27 11:00-1:00PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,358
Status:
Active
MLS#:
MDKE115234
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
0.72 Acres
Year built:
1991
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Custom built home on the market for the first time! The open floor plan has 2 story living room. Balcony on the 2nd floor to bedrooms. Warm Honey tone wood details, mantel, and trim create a very inviting atmosphere. Wonderful home backs up to the stream that offers great views of birds and nature while providing privacy. Enjoy the screened-in porch in the warm weather or snuggle by the fireplace on cold evenings.A prestigeous neighborhood close to the Country Club, golfing, boating and downtown Chestertown!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,660
Status:
Active
MLS#:
MDKE107896
Type:
Single Family, Single Family-Detached
Subdivision:
Historic District
Lot size:
0.11 Acres
Year built:
1920
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Charm and character abound in this home, renovated and updated inside and out in 2008. Nice layout on main level includes gracious kitchen with wet bar, pantry, powder room, wood stove fireplace insert in family room, open dining room and separate craft room. Second floor offers nice master bedroom with private tiled shower and soaking tub plus two additional bedrooms, ceramic tile bath and bedroom level laundry. Third floor includes an additional finished 500 sq ft with 2 rooms, one of which could be 4th bedroom. Hardwood floors throughout. Privacy fenced back yard with deck overlooks space that will not be developed and includes a cute and functional shed. Off street parking included. Property is ideally located on a desirable street one block from college and an easy walk to downtown. Currently rented but available immediately subject to lease. Leased for $2400/month. Good investment opportunity. Agent related to owners.

Beds:
3
Baths:
2 Full
Sq.Ft.:
840
Status:
Active
MLS#:
MDKE115300
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee Cove
Lot size:
1.03 Acres
Year built:
1951
Courtesy: Doug Ashley Realtors, LLC
View additional info

This property is private, secluded and beautiful waterfront. It also includes another lot which will be transferred which is 1.15 AC. Cute cottage, in good condition, featuring an enclosed porch with a deck. Beautiful water front with a private dock and beach. Not much exterior maintenance, or interior maintenance needed. Just come and enjoy life on Fairlee Creek.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,015
Status:
Active
MLS#:
MDKE115210
Type:
Condo, Townhouse
Subdivision:
Historic District Chestertown
Lot size:
0.02 Acres
Year built:
1900
Courtesy: Cross Street Realtors LLC
View additional info

Wonderful Water Street Condo with elevated views, a private balcony, and a boat slip to enjoy the Chester River. Large eat-in kitchen, beautifully renovated with stainless steel appliances, farmhouse sink and custom cabinets. The property also offers an open living room with gas fireplace and views of Chestertown's Historic District, in addition to a Master bedroom, two full bathrooms, and a second bedroom/office space. Perfectly situated to enjoy all the Chester River AND Chestertown's Historic District has to offer!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,530
Status:
Active
MLS#:
MDKE113968
Type:
Single Family, Single Family-Detached
Subdivision:
Downtown Chestertown
Lot size:
0.1 Acres
Year built:
1900
Courtesy: Cross Street Realtors LLC
View additional info

PRICE IMPROVEMENT! Historic Downtown beauty with numerous recent upgrades has a potential FIRST FLOOR MASTER, sought after off street/driveway parking, within ONE block of the new & improved Chestertown Marina, and in the HEART of everything Chestertown has to offer. Totaling four bedrooms - with the possibility for two more, two bathrooms, gorgeous hardwood floors, huge kitchen with stainless steel appliances, the perfect front porch, and a cozy, low maintenance backyard full of raised bed gardens and entertaining space! What more can you ask for in a Downtown home? A must see.

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26–50 of 127 properties displayed