21690, MD homes for sale & real estate

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ABOUT THIS HOME
21690, MD Homes for Sale
Prepare to be wowed when you walk through the front door. Gleaming hardwood floors, huge floor-to-ceiling windows, high-end kitchen and primary bath. Floor plan that flows beautifully. 4 bedrooms and 2 baths. Wood burning fire place in the living room. House is filled with natural light. Two car garage under the house with unfinished basement. Windows, roof, appliances, and HVAC have all been replaced. Electric has been updated. The list of improvements goes on. Come see this for yourself. It's gorgeous!

$639,900

4 beds2 baths2,869 sq ft

206 Valley, Chestertown, MD 21620

0.81 acre lot • 2 garage spots • Built 1957

(410) 778-0330

COMING SOON

ABOUT THIS HOME
21690, MD Homes for Sale
Welcome to 101 Birch Run Rd. , Chestertown, MD! 3 Bedrooms | 2 Full Baths | Oversized 2-Car Garage | . 42 Acres Discover this stunning full-brick rancher located in the heart of historic Chestertown! Every inch of this 3-bedroom, 2-bath home has been completely updated with a sophisticated modern flair while maintaining an inviting, boutique-style warmth throughout. Step inside to find a bright, open-concept layout where the brand-new kitchen flows seamlessly into the family room—perfect for entertaining or relaxing by the cozy fireplace. The kitchen features sleek finishes, contemporary cabinetry, stylish lighting, and premium appliances. Both full baths have been fully renovated wi

$525,000

3 beds2 baths1,961 sq ft

101 Birch Run Rd, Chestertown, MD 21620

0.42 acre lot • 2 garage spots • Car-dependent

(410) 287-3629

$305,000

3 beds1 bath1,200 sq ft

107 Malone Ave, Chestertown, MD 21620

0.35 acre lot • 3 parking spots • Built 1962

(866) 987-3937

ABOUT THIS HOME
21690, MD Homes for Sale
Charming American Foursquare on a half-acre corner lot, just one block from the Chester River on the Queen Anne's County side of Historic Chestertown. The home features a welcoming front porch, 3 bedrooms, 2 full baths, an office on the main level, hardwood floors, and many original details. Recent updates include a new upstairs bathroom, new electric panel, and a 2-year-old roof. The walk-up attic and large shed/garage provide ample storage.

$369,900

3 beds2 baths1,851 sq ft

221 Old Bridge Rd, Chestertown, MD 21620

0.51 acre lot • 5 parking spots • Built 1924

(410) 673-3344

ABOUT THIS HOME
21690, MD Homes for Sale
Fantastic investment opportunity. Highly sought after downtown Historic Chestertown. This 3 unit property is ready to rent. Recently updated and renovated throughout the years, pride of ownership is apparent. The main level has a Studio with new kitchen, full bath and large living area. There is a door to the new deck and quiet back yard. Heating is a gas unit and cooling would be a window unit- super efficient space. The main level also has a 1 bedroom unit. It too has a door to the deck and back yard. The upper level has a 2 bedroom unit. The wood floors have been refinished and other flooring has been updated. Each unit has a seperate leased propane tank. The front porch was re-decked 3

$389,900

3 beds— baths1,728 sq ft

517 High St, Chestertown, MD 21620

3 unit property • New kitchen • Large living area

(410) 275-8101

Property at 423 Calvert St, Chestertown, MD 21620, 3 beds, 1.5 baths

$185,000

3 beds1.5 baths1,136 sq ft

423 Calvert St, Chestertown, MD 21620

Property at 112 Silver Heel Rd, Chestertown, MD 21620, 5 beds, 3.5 baths

$374,900

5 beds3.5 baths2,615 sq ft

112 Silver Heel Rd, Chestertown, MD 21620

(888) 860-7369

Property at 126 Metcalf Rd, Chestertown, MD 21620, 3 beds, 2 baths

$230,000

3 beds2 baths1,140 sq ft

126 Metcalf Rd, Chestertown, MD 21620

(301) 970-2447

Property at 200 Washington Ave, Chestertown, MD 21620, 4 beds, 3.5 baths

$745,000

4 beds3.5 baths2,917 sq ft

200 Washington Ave, Chestertown, MD 21620

(410) 778-3779

Property at 515 N Kent St, Chestertown, MD 21620, 4 beds, 2 baths

$499,900

4 beds2 baths2,220 sq ft

515 N Kent St, Chestertown, MD 21620

(410) 778-3779

Property at 100 Metcalf Rd, Chestertown, MD 21620, 3 beds, 2 baths

$250,000

3 beds2 baths1,140 sq ft

100 Metcalf Rd, Chestertown, MD 21620

(443) 829-5828

Property at 103 Metcalf Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$259,900

3 beds1.5 baths1,280 sq ft

103 Metcalf Rd, Chestertown, MD 21620

(855) 450-0442

Property at 907 N Meadowview Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths1,842 sq ft

907 N Meadowview Dr, Chestertown, MD 21620

(410) 778-0330

Property at 251 Devon Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$595,000

3 beds2.5 baths3,935 sq ft

251 Devon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 141 Prospect St, Chestertown, MD 21620, 4 beds, 1.5 baths

$167,000

4 beds1.5 baths1,156 sq ft

141 Prospect St, Chestertown, MD 21620

(410) 778-3779

Property at 116 Harlan Loop, Chestertown, MD 21620, 5 beds, 3.5 baths

$529,000

5 beds3.5 baths4,067 sq ft

116 Harlan Loop, Chestertown, MD 21620

(301) 850-0255

Property at 108 S Kent St, Chestertown, MD 21620, 1 bed, 1.5 baths

$315,000

1 bed1.5 baths936 sq ft

108 S Kent St, Chestertown, MD 21620

(410) 778-0330

Property at 206 S Water St, Chestertown, MD 21620, 4 beds, 3.5 baths

$648,750

4 beds3.5 baths2,008 sq ft

206 S Water St, Chestertown, MD 21620

(410) 810-0010

Property at 201 Birch Run Rd, Chestertown, MD 21620, 3 beds, 2 baths

$470,000

3 beds2 baths1,588 sq ft

201 Birch Run Rd, Chestertown, MD 21620

(410) 778-0330

Property at 112 Metcalf Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$255,000

3 beds1.5 baths1,280 sq ft

112 Metcalf Rd, Chestertown, MD 21620

(443) 292-6767

Property at 105 High St, Chestertown, MD 21620, 5 beds, 4.5 baths

$1,395,500

5 beds4.5 baths3,243 sq ft

105 High St, Chestertown, MD 21620

(410) 778-0330

Property at 624 High St, Chestertown, MD 21620, 2 beds, 1 bath

$240,000

2 beds1 bath1,290 sq ft

624 High St, Chestertown, MD 21620

(844) 837-5274

Property at 117 N Water St Unit 1A, Chestertown, MD 21620, 3 beds, 3 baths

$725,000

3 beds3 baths— sq ft

117 N Water St Unit 1A, Chestertown, MD 21620

(410) 275-2118

Property at 226 S Water St, Chestertown, MD 21620, 3 beds, 3.5 baths

$998,000

3 beds3.5 baths— sq ft

226 S Water St, Chestertown, MD 21620

(410) 275-2118

Property at 116 Pine Chip Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths2,767 sq ft

116 Pine Chip Rd, Chestertown, MD 21620

(410) 778-0330

Property at 117 Water St N Unit 2A, Chestertown, MD 21620, 2 beds, 1 bath

$399,000

2 beds1 bath787 sq ft

117 Water St N Unit 2A, Chestertown, MD 21620

(410) 275-2118

Property at East St, Chestertown, MD 21620

$103,000

— beds— baths— sq ft

East St, Chestertown, MD 21620

(410) 778-0330

Property at Lot 9 Prestwick Dr, Chestertown, MD 21620

$185,000

— beds— baths— sq ft

Lot 9 Prestwick Dr, Chestertown, MD 21620

(410) 275-2118

Property at 206 Cannon St, Chestertown, MD 21620

$1,150,000

— beds— baths— sq ft

206 Cannon St, Chestertown, MD 21620

(410) 822-6665

Property at Haacke Drive Lot 3, Chestertown, MD 21620

$225,000

— beds— baths— sq ft

Haacke Drive Lot 3, Chestertown, MD 21620

(410) 810-3900

Property at Scheeler Road Lot 2, Chestertown, MD 21620

$250,000

— beds— baths— sq ft

Scheeler Road Lot 2, Chestertown, MD 21620

(410) 810-3900

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