Chris Haddaway
410-320-6471

Chestertown MD Real Estate & Homes for Sale

31 Properties Found

The median home value in Chestertown, MD is $269,000. This is higher than the county median home value of $178,000. The national median home value is $277,796. The average price of homes sold in Chestertown, MD is $269,000. Approximately 44% of Chestertown homes are owned, compared to 42% rented, while 14% are vacant. Chestertown real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chestertown real estate agent to arrange a tour today!
Learn more about Chestertown Real Estate.


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Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,800
Status:
Active
MLS#:
MDQA2001246
Type:
Single Family, Single Family-Detached
Subdivision:
Blakefield
Lot size:
28.86 Acres
Courtesy: Chesapeake Real Estate Associates, LLC
View additional info

NEW CONSTRUCTION TO START RARE FIND. 28 .86 ACRE HOME SITE WITH 18 ACRES USABLE. GREAT NEW FLOOR PLAN 4 BED 2,5 BATHS. NO MORE WORRIES ABOUT NOT ENOUGH LAND. YOU CAN RUN, JUMP JUST GO CRAZY ON THIS LOT. FLOOR PLAN ONE OF THE BUILDERS BETTER LAY OUTS. 4TH BEDROOM COULD MAKE NICE HOME OFFICE. BRING YOUR OWN PLAN IF THIS ONE DOES NOT FLOAT YOUR BOAT. LOT IS ALSO FOR SALE OUTRIGHT AT MLS# FOR LOT IS MDQA2001100

Beds:
3
Baths:
1 Full
Sq.Ft.:
2,336
Status:
NEW LISTING
MLS#:
MDKE2000710
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
6.5 Acres
Year built:
1900
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Multiple possibilities for this 6.5 acre property: - Total interior renovation project of an 1883 structure. Roof/siding is @ 8 yrs. Unfinished attic has eaves creating 2-3 additional nooks or storage. - Potential subdivision of road frontage into 2-3 lots for development. - Possible subdivision/development of open, tree-framed meadow pending disposition of pond. - The Pond (2.5 acres) is in its 7th year of a ten year contract under the Conservation Reserve Enhancement Program (CREP), CP9 Shallow Water Areas for Wildlife. Owners contract is transferable if the land is sold or inherited and new owner agrees to terms, or owner will satisfy current contract. - Existing property is on public water/sewer. Determining number of water/sewer hookups available for development is responsibility of buyer.

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,652
Status:
NEW LISTING
MLS#:
MDKE2000754
Type:
Single Family, Single Family-Detached
Subdivision:
College Heights
Lot size:
0.45 Acres
Year built:
1975
Courtesy: Benson & Mangold, LLC
View additional info

Very nice Colonial Style home in College Heights Chestertown. Kitchen with center island which opens to dining area. Large family room with access to screened in porch overlooking fenced in ground pool. Plus den or private office space and half bath on first floor. Second floor features 4 bedrooms and full bath. Property backs to park like setting. Private driveway via shared access of easement between adjacent property.

Beds:
4
Baths:
2 Full
Sq.Ft.:
4,452
Status:
Active
MLS#:
MDKE2000704
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.34 Acres
Year built:
1857
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

Eastern Shore magnificent Italianate style home, c.1857 with views of the Chester River is set in the historic district of Chestertown adjacent to the Hynson Ringgold House. In 2004 the carriage house was built next door and is designed with a water view apartment, garage and elevator. The main house spans three levels and greets owners through an elegant entry hall leading to the large porch overlooking the river. Gracious formal rooms project a welcoming yet sophisticated ambience enhanced with 11â ceilings, built-ins and fireplaces. The property is conveniently located just a walk away from the river, shops, restaurants, parks, cafes, oyster bar, theatre and walking trail. Founded in 1706, Chestertown is a lovely waterfront town and is home to Washington College. Residents and visitors alike enjoy the farmers market, parks, annual festivals, and river cruises on the Chester River Packet and the tall ship Schooner Sultana. Chestertown is located about 90 minutes from Washington, D.C. and Philadelphia.

Beds:
3
Baths:
1 Full
Sq.Ft.:
960
Status:
Active
MLS#:
MDKE2000706
Type:
Single Family, Single Family-Detached
Subdivision:
Washington Park
Lot size:
0.59 Acres
Year built:
1965
Courtesy: EXIT Preferred Realty
View additional info

Come see this amazing remodel! This 3 bedroom 1 Full Bath home in Chestertown is the perfect ranch home for you! New HVAC unit, new hot water heater, owned propane tank, all new stainless steel appliances, granite countertops, marble backsplash, updated bathroom and refinished wood floors throughout! It was brought back to life! Newer roof, siding and windows. Come tour this gem priced to sell! Call Lori today for a personal tour!

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
2,456
Status:
Active
MLS#:
MDKE2000594
Type:
Single Family, Single Family-Detached
Subdivision:
Historic Chestertown
Lot size:
0.09 Acres
Year built:
1900
Courtesy: Maryland Heritage Properties
View additional info

A most inviting and comfortable c. 1900 town residence on a friendly, tree-lined street steps away from retail, galleries and theatre, bakeries, coffee shops and restaurants and two blocks from the Chester River, the recently renovated town marina and Wilmer Park. Chestertown is 20 minutes (by land) from the Chesapeake Bay and Eastern Neck National Wildlife Refuge and 90 minutes from Washington, Baltimore, Philadelphia, Delaware beaches and 3 hours from New York. It is a leisurely sail down the beautiful Chester River to the Bay. 105 SOUTH QUEEN features a wide, wrap-around porch for entertaining and engaging with dog-walkers and strollers. A 2009 renovation features a Chef's Kitchen with modern, stainless appliances. The updated kitchen and adjoining study and sitting room share an all glass view of the cottage yard/garden with hydrangeas, roses, and honeysuckle and a full-size shed. The 2009 renovation also included architectural shingles and updated Peerless HVAC with separate A/C compressors and separate upstairs/downstairs climate control. The upstairs, formerly the apartment over a family-run business in the downstairs below features a master bedroom and two guest bedrooms, the second, formerly the apartmentâs living-room, is large and sun-filled throughout the day. The upstairs includes a full-bath, laundry room and an additional room for storage or conversion to a study, bedroom or an additional bathroom. History, the arts, the environment and the water are paramount in 300-year-old Chestertown. Special events, year-round, such as the Sultana tall ship festival or the artistsâ studio tour, emphasize the love of Chestertown by its residents. Chestertown is a walking town with a year-round Saturday morning Farmers Market. Sports, cultural and educational opportunities are enhanced for town residents by the presence of Washington College. The Chester River Yacht & Country Club offers golf, boating, a pool and social activities only three minutes away. Come see this unique property for yourself!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,600
Status:
Active
MLS#:
MDKE2000626
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.03 Acres
Year built:
1927
Courtesy: Cross Street Realtors LLC
View additional info

Investment incentives and opportunities abound with this completely renovated mixed use building in the heart of downtown Chestertown. Currently receiving an Enterprise Zone property tax credit and eligible for a Federal Historic Preservation Tax Credit. For additional photos see Commercial listing MDKE2000588 Unparalleled location for office space and downtown living in Chestertown. Top to bottom renovation, with no expense spared. Everything in the building is new with the exception of the windows, which were restored and like new. Total square footage of the 4 floors is approximately 3,600 sq feet. Commercial space offers 7 private offices, reception area, conference room, kitchenette, storage room and 3 half baths. Office space encompasses the first floor and finished basement. Historic restoration with original character and new infrastructure. Soundproofing between rooms and floors, monitored fire alarm system. Set up for CAT-5 wiring and wall-mounted video displays. The residential apartment is located on the 2nd and 3rd floors. High end finishes throughout. Refinished wood floors, a combination of new and old wood doors and beams encased in reclaimed wood give the apartment add to the apartment's warmth. The kitchen is compact, but with copious storage, granite counters, a Carrara marble backsplash, stainless steel appliances and a custom wood-trimed ceiling and. 4 bedrooms, 2.5 baths with a common living area on each floor, as well as a private balcony offering a prime view of downtown Chestertown. Apartment is subject to current lease (through July 2022), commercial space is currently unoccupied. Commercial space also available for rent, either the entire space or parts of the suite.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,988
Status:
Active
MLS#:
MDKE2000656
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
0.33 Acres
Year built:
1983
Courtesy: Chesapeake Real Estate Associates, LLC
View additional info

Want a new Home for the Holidays!? This Beautiful 3 Bedroom 2 Bathroom Home with tons of character & unique qualities is unlike anything on the market & is a must see home that you will fall in love with! Perfect location in between downtown Chestertown & Rock Hall, you are close to everything, but has a nice, quiet feeling, in the Village of Fairlee. Main level features a stunning kitchen with granite counters, cozy living room with original hardwood floors, formal dining room & 2 bedrooms. The upper level features a spacious Master Bedroom Suite with an updated spa-like Master Bath including whirlpool soaking tub & so much space to unwind and relax you won't ever want to leave. Soaking tub even has its own separate water heater so you are sure to never run out of hot water after a long day-come home, sit back & unwind! Basement is partially finished with a secondary living/family room, workshop, exercise room & more, or turn it into anything you'd like! It's a great bonus space so be creative & set up the lower level to your liking! But that's not all-large rear deck & patio spaces are perfect for entertaining & enjoy a nice dip in your hot tub this winter. In the summer enjoy your own private sandy beach space & cool off in a very unique dip pool right in your backyard! You'll never want to leave home, but if you decide to venture out, rest assured that you are only minutes away from all the restaurants, bars, shops, marinas & amenities you need. Fairlee public landing nearby as well. Public water and sewer, and home is currently hooked up with Atlantic Broadband internet, but high speed fiber optic is also available & already installed in this area. Don't hesitate! This home has it all! Being sold As-Is.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,700
Status:
Active
MLS#:
MDKE2000033
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown
Lot size:
0.49 Acres
Year built:
2001
Courtesy: Benson & Mangold, LLC
View additional info

Coventry Farms Rancher! This home has been lovingly maintained inside and out. Features include 3 bedrooms, 2.5 baths, a large living room with wood laminate floors, gas fireplace, kitchen/dining room combo, separate laundry, sun/family room with separate mini-split and sliding glass doors leading out to a patio. The primary bedroom has a large walk-in closet, private bathroom. A fenced in backyard offering plenty of privacy. New HVAC. Mature landscaping, paved driveway, 2-car attached garage, public sewer, storage shed, security system. Coventry Farms is in Chestertown town limits and is convenient to shops, restaurants and historic downtown attractions.

Beds:
1
Baths:
1 Full
Sq.Ft.:
584
Status:
Active
MLS#:
MDKE2000628
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
4.01 Acres
Year built:
1940
Courtesy: Cross Street Realtors LLC
View additional info

Are you looking for Acreage near the Water? APPROX 4.01 ACRES.... This little bungalow could be very nice with a little TLC. Near Fairlee Creek and Town / Tolchester /Rock Hall Areas... Close to all the action, YET, secluded and Cozy.. House will need to be updated some. 4+/- acres, mostly wooded with a Stream . Check with the county on Subdividing or Adding on. The lot runs behind the house and down to Mt Pleasant Rd. See Plat Map in the Documents section. Zoned Village . The zoning info is in the documents folder. NOTE: House / Structure is safe and livable NOW. Water needs to be connected in the bathroom to shower and install a vanity, but the toilet is hooked up and water is at the spigot outside. Work on it while you come visit on the weekends.. OR Would also make a Great Rental Property once Renovated.. INCOME OPPORTUNITY!! Contact me today to schedule your tour or should you need more information.

Beds:
5
Baths:
3 Full/1 Half
Sq.Ft.:
3,480
Status:
Active
MLS#:
MDKE2000600
Type:
Single Family, Single Family-Detached
Subdivision:
Coventry Farms
Lot size:
0.24 Acres
Year built:
2010
Courtesy: Rock Hall Properties Real Estate
View additional info

Luxury living in this upgraded 4BR, 3.5 bath Coventry Farms colonial home. Recent renovations include newer kitchen, bathrooms and finished basement. There's lots of room for family and friends in a flexible layout. Use the main level room off the kitchen as an office or formal dining room. The chef can be part of the party in a kitchen that opens to casual dining and family gathering areas. Upstairs, the spacious primary suite features a soaking tub and seaparate shower. Three more bedrooms on the upper level have newer carpet and fresh paint. The finished basement offers more room for entertaining, workouts and includes a full bath. Outdoor features include a deck, hot tub and privacy fence. Coventry Farms is close to downtown Chestertown shopping and dining. Come for a personal tour!

Beds:
4
Baths:
2 Full
Sq.Ft.:
2,795
Status:
Active
MLS#:
MDKE2000570
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
2.77 Acres
Year built:
2003
Courtesy: Gunther-McClary Real Estate
View additional info

Fabulous, custom-built, 2800 square foot home on 2.77 wooded acres. This move-in-ready home has new carpet and has been freshly painted for its new owners. Family room features cathedral ceilings and a gas fireplace. Open floor plan allows you to move easily from the family room to the kitchen, dining room, and breakfast areas. Off the kitchen, you'll find a screened in porch with gas wall heater. The large, primary bedroom has access to the back deck. Primary bathroom features a soaking tub, two vanities, shower and oversized walk-in closet. All 3 guest bedrooms are ample-sized. There is plenty of storage in this house between the garage, mud room, and walk in attic. The home is in a private, wooded setting that backs to farmland. Fiber Internet service is available. Make this place your home!

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,026
Status:
Active
MLS#:
MDQA2001260
Type:
Single Family, Single Family-Detached
Subdivision:
Chester Harbor
Lot size:
0.34 Acres
Year built:
1988
Courtesy: Long & Foster Real Estate, Inc.
View additional info

3 BR, 1 BA rancher, located in water community, not far from Rosin Creek. Nice starter home, new carpet in living room and hallway and new vinyl through out.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,440
Status:
Active
MLS#:
MDKE2000045
Type:
Single Family, Single Family-Detached
Subdivision:
Georgetown
Lot size:
4 Acres
Year built:
1998
Courtesy: The Hogans Agency Inc.
View additional info

One floor living in country setting. Low maintenance three bedroom two full bath rancher on large lot with wooded area containing 4 acres total.. 10 minutes to Rock Hall or Chestertown and under 2 hours to Baltimore and Philadelphia. Property backs to farmland. Public sewer and water.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,049
Status:
Active
MLS#:
MDKE2000009
Type:
Single Family, Single Family-Detached
Subdivision:
Chesapeake Landing
Lot size:
0.56 Acres
Year built:
1972
Courtesy: Rock Hall Properties Real Estate
View additional info

Nestled among the gardens and Mill Creek is 10840 Foreston Road in the broadband accessible Chesapeake Landing community conveniently located between Chestertown and Rock Hall. This waterfront retreat has a private pier with boat slip and 3+ ft. water depth. Worton Creek Marina is also nearby for boat repairs. The house has 3 bedrooms, plus 2 full baths and a powder room. There's a recently remodeled kitchen and laundry, plus a fireplace in the living room to keep you cozy on chilly nights. You'll enjoy entertaining on the rear and side decks plus the screened-in back porch after a fun day on the water. The abundant waterfowl and wildlife create a peaceful, relaxing environment where you can unwind and enjoy this nature-lovers paradise. Less than 2 hours from PA, NJ and DE.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
4,730
Status:
Active
MLS#:
MDKE2000502
Type:
Single Family, Single Family-Detached
Subdivision:
Country Club Estates
Lot size:
0.61 Acres
Year built:
2011
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

This circa 2011, white brick house was built to celebrate the expansive views over the Chester River Yacht &Country Club golf course to the Chester River. There is an attractive patio at one end and a screened porch off the owner's suite. The landscaping around the circular driveway is lovely; the garage is set on an angle as to be unobtrusive from the road and the house entrance. Inside, all the rooms enjoy the views; the glassed in sun room being the most spectacular. Beautiful flooring, oversize crown molding, chair rails, accent & recessed lighting and painted paneling throughout. New A/C handler, Rinnai system with boosters (to reach around this 4,000+ sq. ft. house), foam insulation underground and up the walls, crawl space encapsulated, 3 temperature zones and audio wired surround sound. The kitchen and owner's suite are too great to try to describe, for instance, the marble came directly from Italy and no longer available. Laundry and "mud kitchen" are between the owner's suite and garage. Take a golf cart to the club, ride a bike into town or just sit and watch the tall ships go by.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,544
Status:
Active
MLS#:
MDKE2000566
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
2.03 Acres
Year built:
1991
Courtesy: Coldwell Banker Realty
View additional info

This remarkable property has so much to offer! Comfortable home with so many quality features! Beautiful concrete pool w/ hot tub and poolhouse w/ bathroom/changing area, detached 26x38 heated garage/shop/office, great location in the sought after Quaker Neck area, near Chestertown, yet not isolated. 2+ acre partially wooded lot overlooking unspoiled farmland. Wood floors, 2nd floor laundry, sunroom, custom moldings, and much more! New Roof-2019 New Septic-2021 New HVAC-2021 This house has so many upgrades that you'll need to see for yourself.

Beds:
3
Baths:
3 Full
Sq.Ft.:
1,600
Status:
Active
MLS#:
MDKE2000510
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee
Lot size:
2.1 Acres
Year built:
1900
Courtesy: RE/MAX Executive
View additional info

Looking for country living with public utilities? This home has both!! Located 10 mins from Chestertown and Rock Hall on the outskirts of the village of Fairlee, this home is roomy inside and out. Offers just over 2 acres of land available for gardening, play, expansion, storage or just that extra breathing room. Only a short distance to Fairlee landing so bring the boat or water toys with you. Inside you will find many updates that include new paint, flooring, kitchen cabinets, granite countertops, updated bathrooms and even a media room or first floor bedroom with a one of a kind ceiling. The attic space has also been finished into additional living space, great space for a playroom or make into an additional bedroom or two. From the square footage to the acreage, this is quiet the country charmer. Looking to add an outbuilding â¦.you have more than enough room here. Plus a home warranty through Cinch home warranty company.

Beds:
3
Baths:
3 Full/1 Half
Sq.Ft.:
2,352
Status:
Active
MLS#:
MDKE2000484
Type:
Single Family, Single Family-Detached
Subdivision:
Fairlee Creek
Lot size:
1.36 Acres
Year built:
1994
Courtesy: Doug Ashley Realtors, LLC
View additional info

Located just ten minutes from historic Chestertown this is your chance to own an amazing property, with panoramic views, perched above the coveted "Fairlee Creek"! Enjoy spectacular sunrises and sunsets from your private dock where deep water slips, 6'+/- at high tide, are just minutes from the Chesapeake Bay, yet well protected. The house was re-built approximately six years ago, with all plumbing and electric replaced and foam insulation was applied for quiet and comfort. The kitchen was designed with dual main sinks, high-speed ice-maker, quartz countertops and an over-sized island. Itâs perfect for group cooking and entertaining. The first floor has six-foot-tall windows in the living room and main suites, providing water views from nearly every room. There are two owner suites on the first floor in a split floor plan design. Hardwood floors can be found throughout first floor. The upstairs has skylights, a loft bedroom with separate heating and cooling, its own private bath plus a very large bonus room. Ceiling fans can be found throughout the house, including the screened porch. Dual hot water heaters located in the encapsulated and conditioned crawl space insure the availability of hot water when you need it. A public boat ramp is located just one property away for amazing convenience and exclusivity.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,944
Status:
Active
MLS#:
MDQA2001084
Type:
Single Family, Single Family-Detached
Subdivision:
Reba Anthony Estates
Lot size:
0.39 Acres
Year built:
1981
Courtesy: Benson & Mangold, LLC
View additional info

Exceptional brick Cape Cod on the Queen Anne County side of Chestertown. This beautiful home features a Florida room, den with built-in bookcases, open kitchen and wood floors throughout. Mature yard with beautiful gardens. Quiet dead end street with little traffic and a whole house gas generator for backup in emergencies.

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,092
Status:
Active
MLS#:
MDKE2000372
Type:
Single Family, Single Family-Detached
Subdivision:
Downtown Chestertown
Lot size:
0.07 Acres
Year built:
1920
Courtesy: TTR Sotheby's International Realty
View additional info

This recently updated colonial cottage is just adorable... BRAND NEW ROOF (!!), crawl space cleaned with refreshed insulation & vapor barrier, front porch, kitchen cabinets with quiet-close hinges & appliances, flooring, built in bookcases, bathroom flooring, vanity & fixtures, a fresh coat of paint throughout, new back patio with shade sail, and refreshed landscaping. The opportunity for off street parking is available via the public access alley behind the property. Convenient to the College, Downtown, the Library, the waterfront, grocery stores, restaurants. Its exactly what you're looking for in a Chestertown home!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,640
Status:
Active
MLS#:
MDKE2000282
Type:
Single Family, Single Family-Detached
Subdivision:
Chestertown Historic District
Lot size:
0.18 Acres
Year built:
1900
Courtesy: Coldwell Banker Chesapeake Real Estate Company
View additional info

This lovely Victorian, with peeks of the Chester River, has been updated and remodeled while keeping many of the original features. These include stunning parquet floors, hardwood floors, bulls eye moldings, wainscoting, built-ins and more. The front parlor has a gas fireplace and there are pocket doors between the generous size dinning room, parlor and the hallway. The gourmet kitchen has granite counter tops, stainless appliances and loads of storage. The family room has a wet bar, built in bookcases and a gas fireplace. The staircase to the second floor is simply beautiful. The master bedroom is huge and boasts a lovely master bathroom and walk in closet. The 2nd bedroom faces the water and is bright and sunny. The 3rd bedroom could be an office and has access to the 2nd floor balcony. The 3rd floor with its angles and great views has been used as an apartment. It has a kitchen, bathroom and separate outside entrance along with an inside entrance. The property is nicely landscaped and includes a back yard shed and raised beds for a garden. This is a real Water Street gem!

Beds:
6
Baths:
5 Full/2 Half
Sq.Ft.:
7,440
Status:
Active
MLS#:
MDKE2000342
Type:
Single Family, Single Family-Detached
Subdivision:
Historic Chestertown
Lot size:
0.94 Acres
Year built:
1769
Courtesy: Cross Street Realtors LLC
View additional info

"Widehall" is the most acclaimed historic downtown waterfront estate in Chestertown MD, since 1769. The many stewards of this magnificent residence, including two Maryland governors and two US Senators, have been ambassadors of hospitality for both town folk and national leaders. Each have protected and enhanced its authentic beauty ... from the original mahogany hanging staircase (c 1769) to geothermal heating and air (c 2013). Widehall is quite special to our town. The more formal main floor rooms provide the ideal setting for both parties and intimate gatherings. The flow between each of the rooms is perfect. Three of the six wood burning fireplaces add only a part of the warmth and ambiance of the main level of this residence. The chilled air or warm summer breeze is steps away on the first of two grand verandas overlooking the Chester River, thoughtfully added in 1911. Ascending the mahogany stairs to the second floor maintains the elegant feel of a grand home but immediately establishes a feeling of comfort and relaxation with a large family room. Surrounded by three bedrooms, each with their private baths, there are two doorways to the second of the very large waterfront verandas. A former servants wing provides for a bath, laundry room and windowed closet space. The top floor (number three) boasts three bedrooms, two baths and an additional laundry. Architects of a by-gone era creatively used dormer space for exquisite closet and storage space. Currently, each bedroom is named in honor of an acclaimed figure with close connections to Chestertown and the Eastern Shore. Your journey is not quite finished. A gracious staircase, discreetly hidden behind a wainscoted door, brings you to the unmatched "Widow's Walk" or rooftop deck with the most spectacular views of the Chester River and Chestertown. In many cities, a visit to this rooftop would be worth the price of a hefty admission. Our beautiful town and its people want to welcome you to continue the history and stories of "Widehall". Prospective buyers should be informed of the vital socio-economic trend this small town of America is experiencing and that of its acclaimed Arts & Entertainment District. Yes, our weekly Farmer's Market is "gossip central" and awesome for river and farm fresh provisions .... but it is the community that makes us a great place to to live. From monthly First Friday evenings for gallery and shop visits to a variety of annual festivals that include Downrigging weekend, Legacy Day, the Chestertown Tea Party reenactment, Dickens of a Christmas, and more add to the vibrancy of our town with Widehall enjoying the best viewing action. The convenience of a deep water dock and great lawn combined with short-walks to morning coffee and fresh pastries, evening cocktails and fine dining is unparalleled on the Eastern Shore.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,400
Status:
Active
MLS#:
MDKE2000194
Type:
Condo
Subdivision:
Chester River Landing
Year built:
2009
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 at the lovely pool, stroll the shell walking paths throughout the community and along the shoreline, go kayaking from the community dock, or just sit back and relax while enjoying the Eastern Shore lifestyle.

Beds:
1
Baths:
1 Full
Sq.Ft.:
600
Status:
Active
MLS#:
MDQA2000234
Type:
Single Family, Single Family-Detached
Subdivision:
Kingstown
Lot size:
0.34 Acres
Year built:
1945
Courtesy: EShore
View additional info

Waterfront Lot with dilapidated residence. Existing well and septic.

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