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A Rare Opportunity in the Heart of Historic Chestertown

Discover a truly special offering in the vibrant core of Chestertown’s Historic and Arts & Entertainment Districts. Owned by the same family for over 50 years, this multi-family property sits on a generous double lot known historically as the Laurence Lots—featured on original town maps and steeped in local heritage.

Brimming with character and potential, the property currently features a townhouse on one side and two apartments on the other, offering a flexible layout ideal for renovation, income generation, or a creative reimagining. Whether you're envisioning a stately single-family residence, a dynamic live/work space, or a thoughtfully restored multi-unit investment, the possibilities are as expansive as the lot itself.

That said, this is not a turnkey property. Significant settling has occurred over the years, and a substantial renovation will be required to bring it back to life. Offered strictly as-is, this is a true fixer-upper for the visionary buyer ready to take on a transformative project.

Situated within both the Arts & Entertainment District and Enterprise Zone, this location supports both residential and business uses—making it an ideal candidate for those looking to merge lifestyle, business, and history.

Bring your vision, creativity, and tools—and seize the chance to breathe new life into a piece of Chestertown’s storied past. Opportunities like this don’t come along often.

Schedule your showing today and imagine the future you can build here.
**See updated zoning info from the town in documents
#MDKE2004076

CHESTERTOWN

349 HIGH STREET

7 Beds

3 Baths

3,664 Sq.Ft.

$395,000

MLS#: MDKE2004076

No showings after Sunday, July 10, 2022 at 8 pm.  OFFER DEADLINE SUNDAY,  JULY 10, 2022 AT MIDNIGHT.  Seller will be making a decision in the afternoon on Monday, July 11, 2022. Beautiful 4 bedroom 3.5 bath Colonial townhouse that backs to trees offers hardwood floors, granite counter tops, stainless steel appliances, counter bar and center island in kitchen, breakfast area, sliding glass door to Trex deck, recessed lights, bedroom level laundry, front load washer and dryer included, walk-in closet and tray ceiling with lights in primary bedroom, corner soaking tub and stall shower in primary bath, water softener, gas heat, level walk out on main level,  first floor bedroom and full bathroom (could be a rec room if the 4th bedroom isn't needed), 1 car garage, concrete driveway, all appliances included and more! Community pool, clubhouse and exercise room. Convenient to shopping, commuting and public transportation. Cameras on the front and back record video and audio
#MDBC2040554

OWINGS MILLS

9423 ADELAIDE LANE

4 Beds

3 Baths

2,236 Sq.Ft.

$445,000

MLS#: MDBC2040554

Priced to Sell! Lovely home that has been lovingly maintained! Nice easy flow and open floor plan. Family room off kitchen. Bay window in kitchen overlooks beautiful backyard with deck and patio and cascading waterfall feature. First floor master suite. Three bedrooms and loft overlook on upper level. You'll love the location and the home!
#1000014984

ELLICOTT CITY

5379 SUNNY FIELD COURT

4 Beds

2 Baths

N/A

$535,000

MLS#: 1000014984

CONSTRUCTION IS COMPLETE AND READY FOR IMMEDIATE MOVE-IN!!

 Welcome to the Community of HOMESTEAD!  This lot features the JAMES RIVER model.  This model offers an oversized Kitchen with a 10' Island, Dining Room, and Family Room w/Gas Fireplace.  On the upper level, our buyers love the large Laundry Room with cabinets and a folding area. The Primary Bedroom features a tray ceiling, recessed lights, and a walk-in  Closet.  The Primary Bath has a tiled Walk-in Shower with Seat and Double Vanity.  An added plus by this builder is the number of upgrades the builder offers that are included in the list price.   For details regarding the floor plan and inclusions, contact the Listing Agent, Maryann Pettie.
#MDAA2096372

SEVERN

509 S FARM CROSSING RD LOT 9

4 Beds

2 Baths

2,103 Sq.Ft.

$700,000

MLS#: MDAA2096372

Create the life you love in this contemporary three-bedroom, two-and-a-half-bath brick townhome in  Spicer’s Run. Nestled in historic Bolton Hill, this thoughtfully designed home blends timeless urban sophistication with modern conveniences. The entry level welcomes you with a spacious foyer, a bright home office (which can serve as the 3rd bedroom) and features a separate laundry/mudroom. and access to the one-car attached garage and parking pad. Upstairs, the main level features hardwood flooring throughout, high ceilings, and a warm, inviting gas fireplace in the living area. Large windows frame charming city views. . The sun-filled kitchen is a true delight for cooks and entertainers alike a generous pantry for ample storage and an island ideal for casual meals or gatherings. The adjoining dining area opens to a spacious deck, perfect for outdoor dining or relaxing. A stylish powder room completes the level. On the top floor, the primary suite provides a peaceful retreat with a walk-in closet and an en-suite bath. An additional generously sized bedrooms and a full hall bath offers comfort and privacy for family or guests. Home sold "as is" and price reflects the upgrades (home has original roof and systems. ) Built in 2001, this home complements its historic surroundings while offering all the benefits of modern living.  Additional features include crawl space storage, ample guest parking, and beautiful community landscaping. Just steps from Sumpter Park, residents enjoy easy access to playgrounds, sports fields, a bocce court, and lush perennial gardens. Commuters will appreciate unbeatable proximity to I-83, light rail, Baltimore Metro, Penn Station (MARC, Amtrak, JHU shuttle) and Baltimore's network of protected bike lanes.   Close to Druid Hill Park, The Baltimore Zoo, University of Baltimore, MICA and a wide variety of neighborhood dining and amenities.
#MDBA2194202

BALTIMORE

252 ROBERT STREET

3 Beds

2 Baths

1,771 Sq.Ft.

$325,000

MLS#: MDBA2194202

Looking for a convenient location & a bit of land? Here it is! Recently updated kitchen, bath, siding & furnace.  Hardwoods through main & upper level. main and upper levels. Recent whole house warer neutralizing system and water softener.  Landscaped lot that backing to agricultural conservation & minutes to Liberty Reservoir & Owings Mills Town Center. Large basement great for storage. Why rent a town home when you can have this! $40 application fee per adult.
#MDBC472314

RANDALLSTOWN

4504 ALLEN ROAD

3 Beds

1 Baths

1,219 Sq.Ft.

$1,700

MLS#: MDBC472314

Location Location! The Perfect Beach getaway or investment property. This beautifully completely updated efficiency has everything done for you!
It has luxury vinyl plank flooring throughout, gorgeous, updated kitchen with granite counter tops, freshly painted, brick faux walls, new water heater, all you will need is your beach stuff for this turnkey unit. It’s a short walk to Ocean City’s board walk, Jolly Rodger Amusement many restaurants & bars and other attractions. Unit is sold partially furnished and awaits a new owner. The seller has asked that settlement take place after September 16th.  Building roof replaced 2022
#MDWO2015720

OCEAN CITY

300 ROBIN DRIVE 106

None Beds

1 Baths

496 Sq.Ft.

$210,000

MLS#: MDWO2015720

This beautiful 3-bedroom, 2.5-bathroom townhouse boasts many updates including a replaced architectural roof, replaced exterior vinyl siding, remodeled kitchen with stainless steel appliances and granite countertops, remodeled bathrooms, new laminate floors on the main level, new carpet upstairs and in the lower level, fresh paint and more. Entertain on the upper deck off the dining room or the rear lower deck off the family room. Store your lawn equipment in the nice 7 ft. x 7 ft. shed. There are children’s playgrounds and dog park nearby. Convenient to shopping (including Wegman’s), restaurants, theaters and Interstate 95. Just move in with nothing more to do. See to really appreciate. Won’t last long.
#MDHR2016572

ABINGDON

3226 SPLIT OAK COURT

3 Beds

2 Baths

1,640 Sq.Ft.

$275,000

MLS#: MDHR2016572

Downtown Leonardtown. Walk to everything!!  3 bedroom and 1.5 bath . Home needs some TLC.  Public water and sewer. Heat Pump, no oil or gas.  Deck, shed and fully fenced yard.  I year home warranty .  Lead Free.
#MDSM152364

LEONARDTOWN

22775 POPE STREET

3 Beds

1 Baths

1,351 Sq.Ft.

$149,900

MLS#: MDSM152364

MOTIVATED SELLER! Well maintained 3 bedroom, 2 bath rambler sitting on a beautiful lot conveniently located near major commuter routes, shopping, dining, and schools. Plenty of upgrades made over the last few years - some to include new roof, quartz countertops, and stainless steel appliances. Fully fenced in backyard features large patio perfect for grilling and entertaining! The garage has been thoughtfully converted into a large rec room offering endless possibilities for entertaining, hobbies, or future customizations. Tons of potential and value here in prime location- all for a competitive price of under 400k. Schedule your tour today before it's too late!
#MDCH2046402

WALDORF

5025 NICHOLAS ROAD

3 Beds

2 Baths

1,864 Sq.Ft.

$389,900

MLS#: MDCH2046402

Chesapeake Bay Community! Looking for a place with space? This 2 story home with fully finished basement has loads of space and storage. Main level offers a kitchen with island, breakfast bar, and space for a table in front of the bay window. Formal dining room just off the kitchen could also serve as office space or formal living room. Family room off kitchen is spacious and has door to gated back deck. Upstairs the primary bedroom has a huge ensuite featuring soaking tub, separate shower with stainless surround, and double sinks. The primary bedroom has 3 closets! 1 walk-in plus 2 more! 2 more bedrooms upstairs and another full bath. The basement has a large rec room space has slider to back patio. Just off the rec room is a large hallway leading to a den/office/study and another full bath. You'll find several more closets in the basement too.  The home is sited in the middle of nearly ¾ of an acre so it is set back from the street and has private views out the back. Landscaping features holly, azalea, loblolly, crepe myrtle, nandina, and liriope. Paved drive with ample turn around space leads to oversized 2 car garage that has an extra refrigerator, shelving, and workspace. Community offers access to 2 Chesapeake Bay beaches, the private Lake Lariat, community garden rental space, tot lots, and more. Convenient access to schools, shopping, dining and easy commute to NAS Pax River/Joint Base Andrews/DC, etc. Tenants will need to provide washer and dryer. Pets considered case-by-case. Each person aged 18 years and older must apply separately through Rentspree.
#MDCA2019312

LUSBY

12560 SAGEBRUSH DRIVE

3 Beds

3 Baths

2,189 Sq.Ft.

$3,000

MLS#: MDCA2019312

The Jenkins is a stunning end unit townhome that boasts an array of high-end features. One of the standout features is the oversized kitchen island, providing ample space for meal prep and entertaining. The gourmet kitchen is equipped with top-of-the-line appliances and sleek finishes. The lower level flex space offers endless possibilities, whether it be used as a home office, gym, or additional living space. The convenience of a lower level powder room adds to the functionality of the home. With oak stairs leading up to the main level, this home exudes warmth and elegance. And for outdoor enthusiasts, the deck off the main level provides a perfect spot for relaxation and enjoying nature.

This is a home that lends itself to both entertaining and intimate gatherings. Greet guests in the foyer before heading up to the open-concept main level. You'll agree, this is the place for everyone to gather! The gourmet kitchen with large sit-down island is the center of attention with plenty of room for the home chef and food enthusiast alike. The kitchen is open to a large family room and dining area that makes this space feel complete. After the fun, retreat to your primary suite with private en suite bath and spacious closet. This room may become your favorite and will certainly inspire you to put your feet up and relax. Down the hall, two additional bedrooms with a full bathroom offer comfortable options for friends and loved ones. There's plenty of flex space to create a home that will compliment your lifestyle! Turn the lower level into a home office, gym, or playroom for the kids! Picture morning coffee and yoga before the day is underway. Photos are of a similar home. Some of the options featured in this home includes a deck off main level, upgraded gas appliances.
#MDPG2113804

BRANDYWINE

6927 SAVANNAH PARKWAY

3 Beds

2 Baths

1,943 Sq.Ft.

$497,375

MLS#: MDPG2113804

To Be Built - Strauss at Magness Mill. Other homesites available.  With a contemporary layout, the Strauss provides the space and convenience you need and the luxury you are looking for. So much is included: granite countertops, Stainless appliances, hardwood foyer, hallway, kitchen and dining and more.  Plus a location you love within the Bel Air School District. Photos are representative only. Agents Welcome.  Model home hours are M-F 11- 6pm, Sat 11 - 5pm and Sun 12 - 5pm.
#MDHR231544

BEL AIR

1215 COZY OAK LANDING

3 Beds

2 Baths

2,271 Sq.Ft.

$372,240

MLS#: MDHR231544

Beautifully maintained 4 bedroom 1 bath rancher on a landscaped fenced back yard. Tenant must have a minimum credit score of 680 and pass a clean background check.  Easy to apply with the "rent spree" app.
#MDBC2139104

PARKVILLE

2503 LAKEWOOD COURT

4 Beds

1 Baths

1,545 Sq.Ft.

$2,100

MLS#: MDBC2139104

This terrific Fells Point residence is located in Belt’s Landing, a historic Fells Point waterfront condominium building.  The spacious 2 Br, 2/1 Ba condo boasts 1,617 sq. ft.  of premium urban living space with an additional 80 sq. ft. of covered balcony. Positioned on the sixth floor at the envious southwest corner of the building, the home has 180 degrees of unobstructed and expansive views of the mesmerizing Baltimore Harbor, the charming Fells Point historic district, its inlet and entertainment areas, the Pendry, local marinas, hypnotic Downtown cityscape, and various surrounding neighborhoods.  The condo has been recently updated. Features and enhancements include an inviting entry leading to the dramatic open living and dining area with a wall of windows capturing the amazing views and opening to the covered balcony.  The kitchen, which adjoins the dining area, has been updated with stainless steel appliances and quartz countertops and has an adjoining pantry for additional storage.  The en-suite primary bedroom has three generously sized closets, and the primary bath includes a soaking tub, separate shower, 72” vanity with marble top, a linen closet, and an overhead heat lamp for supplemental heating.  The second en-suite bedroom/bath includes a walk-in closet, a 42” vanity with solid surface top and a tub/shower combo.  A half bath and a separate laundry/utility room with a new stacked washer and dryer are conveniently located in the front hallway.  Additional enhancements include new windows in the living/dining areas, neutral paint and gorgeous deluxe vinyl wood plank flooring throughout.  A sixth-floor storage locker 3’ X 4’ X 8’ conveys along with two garage parking spaces – one assigned space P45 and one unassigned space. There is a monthly condo fee of $23.19 and an annual property tax of $71 for the deeded parking space. Building amenities incorporate 24 hr. front desk staffing, security cameras and monitoring, outdoor pool overlooking the Promenade and harbor, exercise room, great lobby, two elevated community courtyards, three elevators, three garage EV charging stations, concrete and steel structure, brick and stucco exterior, smoke detectors and sprinklers.  Belt’s Landing is located within proximity of Downtown Baltimore, Harbor East, Harbor Point, Canton, Butcher’s Hill, Johns Hopkins and U of M Medical campuses, institutions, major highways.  Shopping, cultural activities, restaurants and bars are all within walking distance.
#MDBA2113024

BALTIMORE

960 FELL STREET 618

2 Beds

2 Baths

1,617 Sq.Ft.

$679,000

MLS#: MDBA2113024

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