21690, MD homes for sale & real estate

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209 Queen St N, Chestertown, MD 21620

COMING SOON

ABOUT THIS HOME
21690, MD Homes for Sale
Welcome to the historic Fannie Stuart home, c 1885 - a delightful Victorian home, with the perfect blend of classic elegance and modern comfort, blocks to downtown historic Chestertown and all it has to offer. This special residence boasts four spacious bedrooms, and two beautifully renovated bathrooms, offering ample space for relaxation and entertaining. Step inside to discover a warm and inviting interior featuring traditional wood floors, crown moldings, period touches throughout, and built-ins that enhance the home's character. Natural light pours in through the oversized windows, creating a bright and cheerful atmosphere throughout. You'll be pleasantly surprised by the tastefully upd

$565,000

4 beds2 baths2,328 sq ft

209 Queen St N, Chestertown, MD 21620

3,659 sq ft lot • Somewhat walkable

(240) 497-1700

225 S Water St #6, Chestertown, MD 21620

ABOUT THIS HOME
21690, MD Homes for Sale
This end unit waterfront condo in Scott's Point has beautiful water views up and down the Chester River! It is a light filled gem with water views from every window. It has been impeccably maintained and offers wood floors, fireplace, plantation shutters, gourmet kitchen, front and back porches, second and third floor balconies and much more. There are two deeded slips (4ft. MLW) at the community dock, one with a 7 1/2 ton lift. The first floor open floor plan has a kitchen, living room, dinning area, den and half bath. The master bedroom and bath are on the second floor with two walk in closets. There is also a laundry room and home office. The third floor has two bedrooms, two full bathro

$950,000

3 beds3.5 baths2,800 sq ft

225 S Water St #6, Chestertown, MD 21620

$600 HOA • Somewhat walkable

(410) 778-0330

312 Princess Anne Dr, Chestertown, MD 21620

ABOUT THIS HOME
21690, MD Homes for Sale
🏡 Just Renovated Creekside Beauty – Move-In Ready! 🌊 Discover your dream home with this beautifully renovated 4-bedroom, 2.5-bath gem that overlooks a serene creek. Perfectly blending modern upgrades with cozy charm, this property has everything you need and more! ✨ Key Features: Spacious 2-Car Garage Bonus Room: Use as a 4th bedroom, home office, or entertainment haven! Brand New Roof for peace of mind. Updated Bathrooms with modern finishes. Fully renovated kitchen with quartz countertops and stainless steel appliances. New HVAC systems with dual zones for ultimate comfort upstairs and downstairs. All New Flooring and freshly painted throughout. Step outside to enjoy your restored d

$449,900

4 beds2.5 baths1,848 sq ft

312 Princess Anne Dr, Chestertown, MD 21620

0.49 acre lot • 2 garage spots • Car-dependent

(410) 643-5005

249 Duke Of Kent St, Chestertown, MD 21620

ABOUT THIS HOME
21690, MD Homes for Sale
Lovely all one floor living in quiet neighborhood with updated features throughout! Brand new gorgeous kitchen with white shaker cabinetry featuring dovetail construction soft close drawers, solid butcher block countertops, tile backsplash, large island, brand new stainless steel appliances and much more! eng hardwood flooring, recessed lighting, vertical custom ship lap, gas fireplace, screened porch opportunity and much much more! ABSOLUTE MUST SEE MOVE IN READY HOME!

$364,900

3 beds2 baths1,556 sq ft

249 Duke Of Kent St, Chestertown, MD 21620

0.46 acre lot • Garage • Car-dependent

(717) 461-7201

202 Glen St, Chestertown, MD 21620

ABOUT THIS HOME
21690, MD Homes for Sale
Brick rancher located on the corner of Greenwood and Glen Street in College Heights offers a large screened porch, eat-in kitchen and dining room. Home is convenient to downtown historic Chestertown , Washington College and hospital. Property is served with public water/sewer. Underground oil tank has been removed and the crawlspace is encapsulated.

$307,000

3 beds1 bath1,252 sq ft

202 Glen St, Chestertown, MD 21620

0.32 acre lot • Somewhat walkable

(410) 810-0010

210 Hilltop Ln, Chestertown, MD 21620

$235,000

3 beds2.5 baths1,200 sq ft

210 Hilltop Ln, Chestertown, MD 21620

2,904 sq ft lot • $80 HOA • Car-dependent

(410) 639-4003

100 Acorn Dr, Chestertown, MD 21620

$285,000

3 beds2.5 baths1,930 sq ft

100 Acorn Dr, Chestertown, MD 21620

3,762 sq ft lot • $55 HOA • Garage

(410) 778-0330

240 N College Ave, Chestertown, MD 21620

$165,000

3 beds1 bath1,152 sq ft

240 N College Ave, Chestertown, MD 21620

1,980 sq ft lot • Somewhat walkable

(410) 583-0400

116 Island Lark Way, Chestertown, MD 21620

$286,900

3 beds2.5 baths1,420 sq ft

116 Island Lark Way, Chestertown, MD 21620

2,480 sq ft lot • $60 HOA • Car-dependent

(410) 778-0330

116 Pine Chip Rd, Chestertown, MD 21620

$515,000

3 beds1.5 baths2,767 sq ft

116 Pine Chip Rd, Chestertown, MD 21620

0.46 acre lot • Garage • Car-dependent

(410) 778-0330

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

$725,000

3 beds3 baths— sq ft

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

$325 HOA • Somewhat walkable

(410) 275-2118

117 N Water St N Unit 3B, Chestertown, MD 21620

$348,000

1 bed1 bath652 sq ft

117 N Water St N Unit 3B, Chestertown, MD 21620

$250 HOA • Somewhat walkable

(410) 275-2118

349 High St, Chestertown, MD 21620

$425,000

7 beds3.5 baths3,664 sq ft

349 High St, Chestertown, MD 21620

5,737 sq ft lot • Very walkable

(410) 778-0330

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

$399,000

2 beds1 bath787 sq ft

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

$250 HOA • Somewhat walkable

(410) 275-2118

230 S Water St #1, Chestertown, MD 21620

NEW CONSTRUCTION

$995,000

3 beds3.5 baths2,490 sq ft

230 S Water St #1, Chestertown, MD 21620

3,840 sq ft lot • Somewhat walkable

(410) 275-2118

228 S Water St, Chestertown, MD 21620

NEW CONSTRUCTION

$950,000

3 beds3.5 baths— sq ft

228 S Water St, Chestertown, MD 21620

2,592 sq ft lot • Somewhat walkable

(410) 275-2118

Haacke Drive Lot 3, Chestertown, MD 21620

$318,500

— beds— baths— sq ft

Haacke Drive Lot 3, Chestertown, MD 21620

0.96 acre lot • Somewhat walkable

(410) 810-3900

Scheeler Road Lot 2, Chestertown, MD 21620

$349,999

— beds— baths— sq ft

Scheeler Road Lot 2, Chestertown, MD 21620

0.93 acre lot • Somewhat walkable

(410) 810-3900

Lot 9 Prestwick Dr, Chestertown, MD 21620

$212,000

— beds— baths— sq ft

Lot 9 Prestwick Dr, Chestertown, MD 21620

1.95 acre lot • $42 HOA • Car-dependent

(410) 275-2118

Truslow Farm Ln Lot 2, Chestertown, MD 21620

VIDEO TOUR

$450,000

— beds— baths— sq ft

Truslow Farm Ln Lot 2, Chestertown, MD 21620

2.3 acre lot • Car-dependent

(443) 215-4663

206 Cannon St, Chestertown, MD 21620

$1,250,000

— beds— baths— sq ft

206 Cannon St, Chestertown, MD 21620

1.56 acre lot • Very walkable

(410) 822-6665

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