Chestertown, MD homes for sale & real estate

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COMING SOON

112 Metcalf Rd, Chestertown, MD 21620
ABOUT THIS HOME
Chestertown, MD Homes for Sale
Come enjoy the this 2 year old home in Historic Chestertown. The home features 3 full bedrooms with 1 1/2 baths . It has an open concept on the main floor, kitchen has beautiful white shaker cabinetry, large island, granite countertops, stainless steel appliances, and luxury vinyl flooring. Large covered patio off the kitchen leading out to the back yard. A new shed was just installed for extra storage. Upstairs features 3 good size bedrooms including a large primary suite. If you are looking for a turn key home with practically new features, then this home is for you.

$280,000

3 beds1.5 baths1,280 sq ft

112 Metcalf Rd, Chestertown, MD 21620

3,000 sq ft lot • Somewhat walkable

(443) 292-6767

COMING SOON

108 S Kent St, Chestertown, MD 21620
108 S Kent St, Chestertown, MD 21620
108 S Kent St, Chestertown, MD 21620
ABOUT THIS HOME
Chestertown, MD Homes for Sale
Cute as a button in the historic district on South Kent St. This 1 bedroom, 1.5 bath home is in the center of town within walking distance to the farmers market and all the shops and restaurants. Just 4 blocks from Chestertown"s waterfront promonad. There is potential for a second bedroom upstairs if you add a wall between the bedroom and the sitting area. Adorable backyard. Perfect for one or two people as a full-time residence or weekend getaway.

$325,000

1 bed1.5 baths936 sq ft

108 S Kent St, Chestertown, MD 21620

1,664 sq ft lot

(410) 778-0330

205 Pine St, Chestertown, MD 21620
205 Pine St, Chestertown, MD 21620
205 Pine St, Chestertown, MD 21620
ABOUT THIS HOME
Chestertown, MD Homes for Sale
Chestertown -Charming well maintained, landscaped, brick ranch home located in College Heights. Several blocks from Washington College, Hospital, Churches , restaurants, shopping, downtown, and the Chester River. Full basement with a portion used as a garage and the balance used for mechanical and laundry. There is a chair lift from the basement to the first floor, three bedrooms, living room, separate dining room, two baths, and a Florida room off of the eat-in kitchen. Sign posted. .

$325,000

3 beds1.5 baths2,212 sq ft

205 Pine St, Chestertown, MD 21620

0.29 acre lot • Garage • Somewhat walkable

(410) 778-2610

866 Washington Ave, Chestertown, MD 21620
866 Washington Ave, Chestertown, MD 21620
866 Washington Ave, Chestertown, MD 21620
ABOUT THIS HOME
Chestertown, MD Homes for Sale
This duplex is a prime investment located on Washington Avenue in historic Chestertown, Maryland, offering many amenities. It is within walking distance of shopping, entertainment, schools, and medical facilities. Unit A is freshly updated with a spacious living room and dining room. The kitchen offers lots of storage and a stackable washer/dryer. It is a 2-bedroom apartment with a full bath. The floors are refinished hardwood. Unit B is a studio-style apartment with a full kitchenette. The 1-bedroom with a wooded view is a pleasant living space. A full bath is off the kitchen. It also offers access to a clean basement for extra storage. This rare find is a prime real estate investment for

$299,000

3 beds2 baths1,224 sq ft

866 Washington Ave, Chestertown, MD 21620

9,054 sq ft lot • Car-dependent

(410) 479-4663

COMING SOON

$175,000

4 beds1.5 baths1,156 sq ft

141 Prospect St, Chestertown, MD 21620

7,800 sq ft lot • Garage

(410) 778-3779

Property at 201 Boundary Ave, Chestertown, MD 21620, 4 beds, 3 baths

$470,000

4 beds3 baths3,096 sq ft

201 Boundary Ave, Chestertown, MD 21620

(410) 778-0330

Property at 492 Pear Tree Point Rd, Chestertown, MD 21620, 3 beds, 2 baths

$1,100,000

3 beds2 baths2,600 sq ft

492 Pear Tree Point Rd, Chestertown, MD 21620

(410) 822-6272

Property at 304 Hilltop Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$209,900

3 beds2.5 baths1,199 sq ft

304 Hilltop Ln, Chestertown, MD 21620

(410) 810-0010

Property at 132 Prospect St, Chestertown, MD 21620, 2 beds, 1 bath

$64,895

2 beds1 bath910 sq ft

132 Prospect St, Chestertown, MD 21620

(877) 328-4400

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

$499,000

4 beds2.5 baths2,258 sq ft

165 Char Nor Manor Blvd, Chestertown, MD 21620

(443) 274-1900

Property at 234 N College Ave, Chestertown, MD 21620, 2 beds, 1 bath

$199,900

2 beds1 bath1,296 sq ft

234 N College Ave, Chestertown, MD 21620

(410) 823-0033

Property at 7961 Quaker Neck Rd, Chestertown, MD 21620, 5 beds, 4 baths

$1,550,000

5 beds4 baths4,167 sq ft

7961 Quaker Neck Rd, Chestertown, MD 21620

(410) 429-7425

Property at 26933 Mallard Rd, Chestertown, MD 21620

$625,000

— beds— baths1,600 sq ft

26933 Mallard Rd, 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 134 Char Nor Manor Blvd, Chestertown, MD 21620, 3 beds, 1 bath

$325,000

3 beds1 bath1,128 sq ft

134 Char Nor Manor Blvd, Chestertown, MD 21620

(410) 714-9166

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

$495,000

3 beds2 baths1,588 sq ft

201 Birch Run Rd, Chestertown, MD 21620

(410) 778-0330

Property at 10674 Kasota Rd, Chestertown, MD 21620, 2 beds, 1 bath

$325,000

2 beds1 bath1,350 sq ft

10674 Kasota Rd, Chestertown, MD 21620

(302) 351-5000

Property at 300 Hickory Ln, Chestertown, MD 21620, 5 beds, 3.5 baths

$1,297,000

5 beds3.5 baths3,640 sq ft

300 Hickory Ln, Chestertown, MD 21620

(410) 275-2118

Property at 7514 Muirfield Dr, Chestertown, MD 21620, 3 beds, 2.5 baths

$797,000

3 beds2.5 baths2,522 sq ft

7514 Muirfield Dr, Chestertown, MD 21620

(410) 275-2118

Property at 206 Barroll Dr, Chestertown, MD 21620, 3 beds, 2 baths

$480,000

3 beds2 baths1,820 sq ft

206 Barroll Dr, Chestertown, MD 21620

(410) 778-3779

Property at 21317 Persimmon Dr, Chestertown, MD 21620, 2 beds, 1 bath

$195,000

2 beds1 bath1,269 sq ft

21317 Persimmon Dr, Chestertown, MD 21620

(410) 810-0010

Property at 925 Round Top Rd, Chestertown, MD 21620, 3 beds, 1 bath

$300,000

3 beds1 bath1,056 sq ft

925 Round Top Rd, Chestertown, MD 21620

(410) 673-3344

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 24607 Chestertown Rd, Chestertown, MD 21620, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths2,294 sq ft

24607 Chestertown Rd, Chestertown, MD 21620

(410) 778-0330

Property at 23620 Lands End Rd, Chestertown, MD 21620, 5 beds, 7 baths

$4,850,000

5 beds7 baths9,852 sq ft

23620 Lands End Rd, Chestertown, MD 21620

(410) 778-3779

Property at 236 Merganser Dr, Chestertown, MD 21620, 1 bed, 1 bath

$147,000

1 bed1 bath900 sq ft

236 Merganser Dr, Chestertown, MD 21620

(410) 320-6785

Property at 21082 Wyoming Ave, Chestertown, MD 21620, 3 beds, 3.5 baths

$1,550,000

3 beds3.5 baths2,699 sq ft

21082 Wyoming Ave, Chestertown, MD 21620

(410) 810-0010

Property at 5179 Quaker Neck Rd, Chestertown, MD 21620, 1 bed, 1 bath

$559,900

1 bed1 bath1,148 sq ft

5179 Quaker Neck Rd, Chestertown, MD 21620

(410) 705-6295

Property at 26889 Morgnec Rd, Chestertown, MD 21620, 2 beds, 2 baths

$799,000

2 beds2 baths1,966 sq ft

26889 Morgnec Rd, Chestertown, MD 21620

(410) 778-0330

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

$1,459,000

3 beds2.5 baths2,315 sq ft

Little Harbor Way #1, Chestertown, MD 21620

(410) 275-2118

Property at 300 Hilltop Ln, Chestertown, MD 21620, 3 beds, 2.5 baths

$220,000

3 beds2.5 baths1,200 sq ft

300 Hilltop Ln, Chestertown, MD 21620

(410) 778-0330

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 103 Landing Ln, Chestertown, MD 21620, 2 beds, 2.5 baths

$569,000

2 beds2.5 baths2,100 sq ft

103 Landing Ln, Chestertown, MD 21620

(410) 275-2118

Property at 128 Edmore Rd, Chestertown, MD 21620, 4 beds, 2 baths

$425,000

4 beds2 baths2,568 sq ft

128 Edmore Rd, Chestertown, MD 21620

(410) 266-0600

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 21217 Texas Ave, Chestertown, MD 21620, 2 beds, 1 bath

$232,000

2 beds1 bath912 sq ft

21217 Texas Ave, Chestertown, MD 21620

(410) 224-3200

Property at 212 Landing Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$759,000

3 beds3.5 baths— sq ft

212 Landing Ln, Chestertown, MD 21620

(410) 275-2118

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

$349,900

3 beds2 baths1,392 sq ft

109 Wilton Rd, Chestertown, MD 21620

(443) 215-4663

Property at 11040 Kylie Ln, Chestertown, MD 21620, 4 beds, 3.5 baths

$659,000

4 beds3.5 baths3,684 sq ft

11040 Kylie Ln, Chestertown, MD 21620

(410) 778-0330

Property at 23393 Cacaway Farm Ln, Chestertown, MD 21620, 3 beds, 3.5 baths

$1,350,000

3 beds3.5 baths4,446 sq ft

23393 Cacaway Farm Ln, Chestertown, MD 21620

(410) 275-2118

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

$495,000

3 beds1.5 baths2,767 sq ft

116 Pine Chip Rd, Chestertown, MD 21620

(410) 778-0330

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Average home prices near Chestertown, MD

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Bowleys Quarters homes for sale
$404,950
Middle River homes for sale
$412,500

Zip Codes

21690 homes for sale
21620 homes for sale
$430,000

Chestertown, MD real estate trends

$512K

Sale price

+28.6%
since last year

$214

Sale $/sq ft

+0.2%
since last year

Under list price

2.6%

Days on market

Down payment

—

Total homes sold

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