Kathy Christensen
410-924-4814

Chestertown MD Real Estate & Homes for Sale

141 Properties Found


Sort Results:
76–100 of 141 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 of 6    Prev | Next
Beds:
2
Baths:
2 Full
Sq.Ft.:
1,024
Status:
Active
MLS#:
MDQA140530
Type:
Single Family, Single Family-Detached
Subdivision:
Char Nor Manor
Lot size:
0.31 Acres
Year built:
1967
Courtesy: Doug Ashley Realtors, LLC
View additional info

Quiet and peaceful. Cozy two bedroom and two bathrooms, roomy living room with wood stove for additional heating. Den with vaulted ceiling and skylight. Fully waterproof basement. Patio and deck that opens to nice back yard which is partially fenced. Shed and storage space. As a bonus you have sneak peak views of the Chester River.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,694
Status:
Active
MLS#:
MDKE115348
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
0.6 Acres
Year built:
1995
Courtesy: Cross Street Realtors LLC
View additional info

Looking for a cottage in the woods? This .60-acre private haven, centrally located 10 minutes from Chestertown and Rock Hall, is quite the secluded spot. Bordered by mature landscape, the property welcomes local wildlife, which is perfect for nature lovers. Enjoy scenic views from the 500 sqft wrap around Trex deck, including from every room in the home. Consisting of 1,694 square feet of finished living space and filled with an abundance of natural light, this energy efficient A-Frame residence was constructed with quality and thoughtfully designed for the modern homeowner with an energetic lifestyle... The Chesapeake Bay can be accessed at the community beach and boat ramp. If you're looking for entertainment, there may be live music at The Shanty Bar at Tolchester Marina less than 1 mile away.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,976
Status:
Active
MLS#:
MDKE115366
Type:
Single Family, Single Family-Detached
Subdivision:
Oakstreet
Lot size:
0.08 Acres
Year built:
2003
Courtesy: Benson & Mangold, LLC
View additional info

Beautiful, well maintained 3 bedroom end unit townhome. Just minutes from downtown Chestertown. Features freshly refinished hardwood floors, new carpet, new roof, vaulted master bedroom, soaking tub and separate shower in the master bath, 9 foot ceilings on the first floor, walk out second story deck, and an over-sized garage with a workshop. The home is very close to shopping and restaurants. A perfect place for weekends or year-round lifestyle living. A MUST SEE!!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,830
Status:
Active
MLS#:
MDQA140560
Type:
Single Family, Single Family-Detached
Subdivision:
Primrose Garth
Lot size:
1.03 Acres
Year built:
1981
Courtesy: Benson & Mangold, LLC
View additional info

3 bedroom 2 bath rancher on 1.03 acres in QA County! Kitchen offers corian counters, stainless appliances. New flooring and Paint in some of the rooms. Four season Florida room overlooks nicely landscaped yard with mature trees. Large deck off of Florida room makes for great entertaining. Separate workshop wired for propane heat and air condition. New Hot water heater, Plumbing redone 2 years ago with PEX piping. Close to downtown Chestertown where you will find marina, shops, restaurants and more...

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
View additional info

Affordable waterfront home on Rosin Creek is a wonderful place to relax and unwind. Custom woodwork features include a spiral staircase and walnut kitchen cabinets. The floors are 2x6 tongue and groove pine. 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 - it's dry too! Energy efficient heat pump has oil back up. There is also a wood stove. Relax and enjoy the views of Rosin Creek from your deck! HOA is not mandatory but $20/yr provides access to the community waterfront areas.

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,324
Status:
Active
MLS#:
MDKE115270
Type:
Single Family, Single Family-Detached
Subdivision:
College Heights
Lot size:
0.34 Acres
Year built:
1962
Courtesy: Cross Street Realtors LLC
View additional info

Do I have the girl for you! She's a bit old-fashioned, but she has solid bones. This 3 BR brick rancher, set amidst flowering shrubs on a quiet street in College Heights, offers a country size sunlit kitchen, polished hardwood floors, wood burning fireplace, double pane windows and a 1-car attached garage. All within walking distance to everything Chestertown has to offer; Washington College, restaurants, local shops, new marina and much more. Check her out and see what comfortable living is all about! Seller is offering $5,000 toward Buyer's Closing Costs!!

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,440
Status:
Active
MLS#:
MDKE115284
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
0.53 Acres
Year built:
1920
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Handyman special, needs work, lots of potential. Rt. 20, to right in Fairlee to Bayshore Road, property on the right.

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDKE115272
Type:
Single Family, Single Family-Detached
Subdivision:
Downtown Chestertown
Lot size:
0.2 Acres
Year built:
1937
Courtesy: Cross Street Realtors LLC
View additional info

Bring your plans & start building! The footprint is solid, the water & sewer lines are BRAND NEW, the electric supply and breaker box are BRAND NEW, and the lot is HUGE with tons of potential! All within walking distance to everything Downtown Chestertown has to offer... shops, restaurants, parks & the new marina. The backyard abuts the Rail-to-Trail pathway, allowing for easy access to the Chester River waterfront, Washington College & beyond - up to the shopping centers. Easy to see, come visit this great opportunity soon! *The fine print: plans would have to be approved. Property is located within the Historic District.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,620
Status:
Active
MLS#:
MDKE115224
Type:
Single Family, Single Family-Detached
Subdivision:
Chesapeake Landing
Lot size:
0.52 Acres
Year built:
2008
Courtesy: BHHS Fox & Roach-Newark
View additional info

Welcome to this charming Cape Cod in the community of Chesapeake Landing. The 2/3 Bedroom 2 bath cottage is nestled in the water oriented community with deeded access to Worton Creek. Bright airy open floor plan with cathedral ceiling, enclosed loft room and wrap around deck. Worton creek is but a few hundred foot walk from the front door. Home is nestled in a peaceful wooded section of Worton Creek and is not in the flood plain.

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.
View additional info

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:
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.

Beds:
5
Baths:
2 Full
Sq.Ft.:
3,008
Status:
Active
MLS#:
MDKE115238
Type:
Single Family, Single Family-Detached
Subdivision:
Pomona
Lot size:
113 Acres
Year built:
1800
Courtesy: Coldwell Banker Residential Brokerage-Annapolis
View additional info

Hilltop Farm C. 1810 in historic Chestertown includes 113 acres with waterfront on Langford Creek off the Chester River. Property includes large 8 feet deep fresh water pond and impoundment.Perc test done in 2019 for new construction 3500 +sf on the waterfront portion of the farm to accommodate a new waterfront residence with privacy. Many options with the property operating as a residence, farm or combination. Great relationship with local farmer regarding crops and maintenance. This is a rare opportunity to own a piece of Eastern Shore history and build your dream home surrounded by wildlife on the shores of Langford Creek.

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,602
Status:
Active
MLS#:
MDQA140134
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstown
Lot size:
0.26 Acres
Year built:
1953
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Fabulous opportunity for multiple uses with the property. House can be a residence or rent out with a couple of apartments or office space. Oversized Garage is bigger than the house at 1760 square feet! Have a shop or keep cars or boats with all this space! Zoned suburban commercial. House has newly refinished wood floors and multipurpose floor plan. NIce private yard and plenty of off street parking.

Beds:
4
Baths:
1 Full
Sq.Ft.:
2,040
Status:
Active
MLS#:
MDKE115232
Type:
Single Family, Single Family-Detached
Subdivision:
Tolchester Estates
Lot size:
0.23 Acres
Year built:
1948
Courtesy: Harlan C. Williams Co.
View additional info
Beds:
3
Baths:
1 Full
Sq.Ft.:
1,104
Status:
Active
MLS#:
MDKE115226
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.46 Acres
Year built:
1972
Courtesy: Doug Ashley Realtors, LLC
View additional info

Cute rancher located a few miles outside of Chestertown. Great living space. Kitchen has all of the major appliances. Laundry is located in the bath for easy access. Great backyard that overlooks farm fields. There is a one car detached garage. Could be used as a rental and has received a lead free certification.

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,190
Status:
Active
MLS#:
MDKE115172
Type:
Single Family, Single Family-Detached
Subdivision:
Historic District
Lot size:
0.13 Acres
Year built:
1900
Courtesy: Cross Street Realtors LLC
View additional info

Own for $1,100/month! (pending lender approval) 2/3 Bedrooms, 1.5 Bathrooms, Large Flag Lot with Right of Way for Off Street Parking, Sizable Shed, Tall Wooden Privacy Fence encloses a quaint brick patio. Excellent Starer Home or for the Investor - A little TLC would increase this property's value substantially!

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!

Open House:

Saturday, 11/2 11:00-1:00PM

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,464
Status:
Active
MLS#:
MDKE115148
Type:
Single Family, Single Family-Detached
Subdivision:
Heather Heights
Lot size:
1.19 Acres
Year built:
1987
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Opportunity is knocking!! This beautiful home is located in Heather Heights conveniently situated between The Chester River Yacht and Country Club and Historic Chestertown. The home is turn key and well maintained with spacious rooms, wood floors, corian counters, large florida room overlooking the back yard, with attached garage. There are currently 4 bedrooms with the option to take the smallest bedroom and make it an office like the current owners have. Call to schedule your showing!!

Beds:
4
Baths:
1 Full/1 Half
Sq.Ft.:
2,244
Status:
Active
MLS#:
MDKE115174
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.08 Acres
Year built:
1900
Courtesy: RE/MAX Premiere Selections
View additional info

Welcome to this prime Historic District location in charming Chestertown! This home features Victorian style, original wide plank hardwood floors, many of the rooms feature chair rail, and cornices, with high ceilings. Two non-working slate fire places. Side entrance to patio and rear entrance to large level yard and one car garage and two car parking area.

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
1,472
Status:
Active
MLS#:
MDKE115130
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.07 Acres
Year built:
1900
Courtesy: Village Real Estate Company LLC
View additional info

Chestertown Victorian that is just a short walk to the library, shops, dining, and the river. This home has lots of potential with a fenced in yard and cute front porch.

Beds:
2
Baths:
1 Full
Sq.Ft.:
768
Status:
Active
MLS#:
MDKE115114
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.09 Acres
Year built:
1949
Courtesy: RE/MAX Executive
View additional info

Tired of renting? Looking for an investment property? This might be your solution. This two bedroom, one bath home is not only affordable but convenient to downtown Chestertown. Living, dining and kitchen are open and inviting. Fixed stairs lead to unfinished attic space. Sit on the porch and enjoy a summer breeze. Off street parking located within the fenced yard. You will not need to spend hours mowing, yard is petite. Storage shed in back to keep the mower,tools and more. Basement with outside access. Investors....tenant in place and willing to stay!

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
View additional info

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:
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:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,031
Status:
Active
MLS#:
MDKE115048
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.21 Acres
Year built:
1925
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

This stately colonial is located on the famed Water Street in the historic district of Chestertown. The home features 1 off street parking space and one on street parking space, high-end upgrades including Wolf appliances, Sub Zero refrigerator, Granite counters, Rinnai instant hot water, radiant floor heating in the kitchen, Generac whole house generator, Honeywell commercial dehumidifier in the basement, slate roof and extensive landscaping with a sprinkler system. The owners have done a great job preserving features from the original era. With the large flowing rooms downstairs and the added porches and patio, this home is perfect for entertaining. A classic Chestertown beauty! Call to schedule your showing today.

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
View additional info

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.

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 of 6    Prev | Next
76–100 of 141 properties displayed

How may I help you?

Get property information, schedule a showing or find an agent






captcha image

We respect your privacy