21620, MD homes for sale & real estate

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ABOUT THIS HOME
21620, MD Homes for Sale
Situated on an open . 59 acre lot in Queen Anne’s County, this charming 3 bedroom, 2.5 bath built home in 2014 offers buyers the perfect blend of modern comfort with spacious living. This property features a beautiful kitchen with granite countertops and a new range, a finished basement with a half bath that can be used for anything from an office to a playroom, and an attached front-loading garage. With easy access to Routes 301 and 213, and close proximity to local amenities, 676 Deep Landing Road delivers comfort, value, and plenty of room to grow.

$315,000

3 beds2.5 baths1,468 sq ft

676 Deep Landing Rd, Chestertown, MD 21620

0.59 acre lot • Garage • Built 2014

(410) 778-3779

ABOUT THIS HOME
21620, MD Homes for Sale
The one you’ve been waiting for! This 3-bedroom, 1-bath rancher in Quaker Estates offers convenient living just minutes from downtown Chestertown. Features include an oversized pole building with cement floors and electric, plus a long blacktop driveway for plenty of parking. This home is move-in ready, with room for a buyer to add their own personal touches. It has been lovingly maintained with a newer roof and central heat/air. Competitively priced and full of potential!

$265,000

3 beds1 bath1,040 sq ft

7521 Pine Ave, Chestertown, MD 21620

0.56 acre lot • 2 garage spots • Built 1969

(443) 215-4663

ABOUT THIS HOME
21620, MD Homes for Sale
Great rancher in Chester Harbor on the Queen Anne's County side of Chestertown. Fresh paint and carpet throughout. Both bathrooms are completely remodeled. The kitchen could use updating, but the space is great and the appliances are in excellent condition. Plenty of room to add a kitchen island and still have space for a table. Nice 2 car detached "pole barn" style garage. Fenced back yard. This property has a lot to offer!

$319,900

3 beds2 baths1,232 sq ft

213 Central Dr, Chestertown, MD 21620

0.34 acre lot • 2 garage spots • Built 1984

(410) 778-0330

COMING SOON

ABOUT THIS HOME
21620, MD Homes for Sale
Discover an incredible opportunity in the highly sought-after Coventry Farms community—one of the rare chances to get into this neighborhood for under $500K. This inviting Colonial offers the perfect blend of comfort, charm, and value, with plenty of room to make it your own and build equity over time. Step inside to a warm and welcoming layout featuring thoughtfully designed accent walls, a formal dining room, and a bright breakfast room off the kitchen—perfect for both everyday meals and special gatherings. The kitchen includes stainless steel appliances and generous cabinet space, making meal prep simple and convenient. Upstairs, the primary bedroom features bamboo flooring,

$475,000

4 beds2.5 baths2,880 sq ft

110 Trafford Dr, Chestertown, MD 21620

0.28 acre lot • 2 garage spots • Built 2007

(410) 740-1200

NEW CONSTRUCTION

ABOUT THIS HOME
21620, MD Homes for Sale
* * To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms and 3.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. There is a first floor primary bedroom for one-floor living options. Upstairs, the second primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning co

$1,099,900

4 beds3.5 baths2,784 sq ft

#25 Landing Ln, Chestertown, MD 21620

Spa-like bath • Second primary suite • Gourmet kitchen

(410) 275-2118

Property at #37 Landing Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$765,900

3 beds2.5 baths1,964 sq ft

#37 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 102 Little Harbor Way, Chestertown, MD 21620, 3 beds, 2.5 baths

$839,500

3 beds2.5 baths1,964 sq ft

102 Little Harbor Way, Chestertown, MD 21620

(410) 275-2118

Property at 104 Landing Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$813,900

3 beds3.5 baths2,192 sq ft

104 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at #35 Landing Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$786,900

3 beds2.5 baths1,964 sq ft

#35 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at #36 Landing Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$753,500

3 beds2.5 baths1,964 sq ft

#36 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 204 Rolling Rd, Chestertown, MD 21620, 3 beds, 2 baths

$370,000

3 beds2 baths2,296 sq ft

204 Rolling Rd, Chestertown, MD 21620

(410) 778-0330

Property at 121 Primrose Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths2,034 sq ft

121 Primrose Rd, Chestertown, MD 21620

(410) 778-0330

Property at 311 Devon Dr, Chestertown, MD 21620, 5 beds, 3.5 baths

$598,000

5 beds3.5 baths3,504 sq ft

311 Devon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 611 Cannon St, Chestertown, MD 21620, 2 beds, 1.5 baths

$299,000

2 beds1.5 baths920 sq ft

611 Cannon St, Chestertown, MD 21620

(410) 810-3900

Property at 222 Mount Vernon Ave, Chestertown, MD 21620, 4 beds, 2 baths

$470,000

4 beds2 baths1,656 sq ft

222 Mount Vernon Ave, Chestertown, MD 21620

(410) 263-3400

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 21111 Texas Ave, Chestertown, MD 21620, 3 beds, 2 baths

$370,000

3 beds2 baths1,680 sq ft

21111 Texas Ave, Chestertown, MD 21620

(410) 690-7356

Property at 304 Hadaway Dr, Chestertown, MD 21620, 4 beds, 2 baths

$399,000

4 beds2 baths1,325 sq ft

304 Hadaway Dr, Chestertown, MD 21620

(410) 823-0033

Property at 108 Flying Cloud Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$375,000

4 beds2.5 baths1,936 sq ft

108 Flying Cloud Dr, Chestertown, MD 21620

(410) 778-3779

Property at 216 Blakefield Dr, Chestertown, MD 21620, 4 beds, 3 baths

$579,000

4 beds3 baths2,400 sq ft

216 Blakefield Dr, Chestertown, MD 21620

(410) 476-2201

Property at 10121 Fairlee Rd, Chestertown, MD 21620, 6 beds, 5 baths

$2,350,000

6 beds5 baths4,954 sq ft

10121 Fairlee Rd, Chestertown, MD 21620

(410) 778-0330

Property at 107 Malone Ave, Chestertown, MD 21620, 3 beds, 1 bath

$290,000

3 beds1 bath1,200 sq ft

107 Malone Ave, Chestertown, MD 21620

(866) 987-3937

Property at 100 Adela Way, Chestertown, MD 21620, 4 beds, 3.5 baths

$515,000

4 beds3.5 baths3,799 sq ft

100 Adela Way, Chestertown, MD 21620

(410) 266-0600

Property at 8620 Park Dr, Chestertown, MD 21620, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,524 sq ft

8620 Park Dr, Chestertown, MD 21620

(410) 810-0010

Property at 318 Lincoln, Chestertown, MD 21620, 3 beds, 2 baths

$269,000

3 beds2 baths960 sq ft

318 Lincoln, Chestertown, MD 21620

(410) 778-0330

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

$619,000

4 beds3.5 baths2,008 sq ft

206 S Water St, Chestertown, MD 21620

(301) 967-3344

Property at Little Harbor Way #1, Chestertown, MD 21620, 3 beds, 2.5 baths

$1,459,000

3 beds2.5 baths2,231 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

Property at 8833 Georgetown Rd, Chestertown, MD 21620, 4 beds, 2 baths

$364,000

4 beds2 baths1,625 sq ft

8833 Georgetown Rd, Chestertown, MD 21620

(410) 778-0330

Property at 109 S College Ave, Chestertown, MD 21620, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,216 sq ft

109 S College Ave, Chestertown, MD 21620

(410) 778-3779

Property at 106 Landing Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$799,900

3 beds3.5 baths2,092 sq ft

106 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 7844 Chester Ct, Chestertown, MD 21620, 4 beds, 2.5 baths

$770,000

4 beds2.5 baths3,248 sq ft

7844 Chester Ct, Chestertown, MD 21620

(410) 810-0010

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

$165,000

3 beds1.5 baths1,136 sq ft

423 Calvert St, Chestertown, MD 21620

Property at 134 Char Nor Manor Blvd, Chestertown, MD 21620, 3 beds, 1 bath

$279,000

3 beds1 bath1,128 sq ft

134 Char Nor Manor Blvd, Chestertown, MD 21620

(410) 714-9166

Property at 165 Char Nor Manor Blvd, Chestertown, MD 21620, 4 beds, 2.5 baths

$409,900

4 beds2.5 baths2,258 sq ft

165 Char Nor Manor Blvd, Chestertown, MD 21620

(443) 274-1900

Property at 109 Wilton Rd, Chestertown, MD 21620, 3 beds, 2 baths

$344,900

3 beds2 baths1,392 sq ft

109 Wilton Rd, Chestertown, MD 21620

(443) 215-4663

Property at 8750 Georgetown Rd, Chestertown, MD 21620, 3 beds, 2 baths

$339,000

3 beds2 baths1,900 sq ft

8750 Georgetown Rd, Chestertown, MD 21620

(443) 215-4663

Property at 222 Dutchess Rd, Chestertown, MD 21620, 3 beds, 1.5 baths

$320,000

3 beds1.5 baths1,096 sq ft

222 Dutchess Rd, Chestertown, MD 21620

(410) 275-2118

Property at 7989 Quaker Neck Rd, Chestertown, MD 21620, 5 beds, 4.5 baths

$2,500,000

5 beds4.5 baths4,305 sq ft

7989 Quaker Neck Rd, Chestertown, MD 21620

(410) 778-0330

Property at 23110 Old Fairlee Rd, Chestertown, MD 21620, 3 beds, 1 bath

$359,900

3 beds1 bath1,805 sq ft

23110 Old Fairlee Rd, Chestertown, MD 21620

(855) 450-0442

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

$245,000

3 beds2 baths1,140 sq ft

100 Metcalf Rd, Chestertown, MD 21620

(443) 829-5828

Property at 118 Little Harbor Way #202, Chestertown, MD 21620, 3 beds, 2 baths

$695,000

3 beds2 baths1,600 sq ft

118 Little Harbor Way #202, Chestertown, MD 21620

(410) 822-6665

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Average home prices near 21620, MD

Cities

Zip Codes

21620, MD real estate trends

$535K

Sale price

+44.5%
since last year

$273

Sale $/sq ft

+23.0%
since last year

Under list price

2.6%

Days on market

Down payment

—

Total homes sold

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