Chestertown, MD City Guide | About Living in Chestertown

Chestertown

Located in Kent County

$434,955 Average Value

$220 Average Price per Sq Ft

38 Homes For Sale

Interested in learning more about homes in this area? Reach out to Chardae Eduruke, an experienced agent in this area.

Agents Specializing in this Area

Petra Quinn

Realty Navigator

(443) 648-9361

90 Total Sales

4 in Chestertown

$210K - $342K Price Range

Petra Quinn
Darrel Reel

Corner House Realty

(667) 771-3388

18 Total Sales

2 in Chestertown

$555K - $848K Price Range

Darrel Reel
Harry Kaiser

Coldwell Banker Realty

(667) 230-5926

21 Total Sales

1 in Chestertown

$350,000 Price

Harry Kaiser
Jim Davidson

Coldwell Banker Waterman Realty

(667) 225-5739

77 Total Sales

2 in Chestertown

$230K - $440K Price Range

Jim Davidson
John Burke

Gunther-McClary Real Estate

(443) 252-2392

106 Total Sales

30 in Chestertown

$20K - $950K Price Range

John Burke
Kimberly Taylor

Responds Quickly

American Premier Realty, LLC

(667) 771-6705

138 Total Sales

1 in Chestertown

$499,900 Price

Kimberly Taylor

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Wilmer Park

Dog Park

Fountain Park

Chestertown Housing Trends

On average, homes in Chestertown, MD sell after 51 days on the market compared to the national average of 53 days. The median sale price for homes in Chestertown, MD over the last 12 months is $359,000, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median List Price

$370,247

Median Sale Price

$359,000

Median Single Family Sale Price

$377,500

Median Townhouse Sale Price

$286,250

Median 2 Bedroom Sale Price

$399,000

Median Change From 1st List Price

Last 12 months Home Sales

Median Home Sale Price YoY Change

Average Price Per Sq Ft

$220

Area Facts

Number of Homes

2,294

Number of Homes for Sale

Median Year Built

1975

Months of Supply

4.90

Average Single Family Home Size Sq Ft

2,243

Above the national average

1,929

Average Townhouse Size Sq Ft

1,959

Average 2 Bedroom Size Sq Ft

787

Average 1 Bedroom Size Sq Ft

751

Median Lot Size Sq Ft

8,276

Open Houses

Saturday, Nov 1

Open Sat 12PM - 4PM
$499,990
- 4 Beds
- 3.5 Baths
- 2,570 Sq Ft
728 Aldora Dr

Unit 113
PRICE IMPROVEMENT ON THIS QUICK MOVE-IN LUXURY VILLA! This stunning 4-bedroom villa offers a welcoming and functional layout with exceptional upgrades and finishes throughout. The main level features an oversized family room that opens to the kitchen and dining area—perfect for entertaining or everyday living. The upper level includes three spacious bedrooms, including an impressive owner’s suite

Terri Hill

Builder Solutions Realty

(410) 517-7657
Saturday, Nov 1

Open Sat 9:30AM - 12PM
$878,000
- 3 Beds
- 3.5 Baths
- 2,310 Sq Ft
228 S Water St

New 13 days ago
Newly constructed three-bedroom townhome with all the desired attributes. Fantastic water views from the living level and bedrooms! Spacious open living space with warm hardwood floors and a gourmet kitchen. 5-burner induction range, ample cabinet space, and a large island for entertaining. The home is filled with natural light and boasts multiple balconies and a front porch for relaxing. On the

John Burke

Gunther-McClary Real Estate

(443) 647-9404
Saturday, Nov 1

Open Sat 11AM - 1PM
$449,900
- 3 Beds
- 2.5 Baths
- 1,216 Sq Ft
109 S College Ave

New 4 days ago
Charming Move-In Ready Colonial in the Heart of Town This beautifully updated Colonial blends timeless character with modern comfort. Ideally located within walking distance of local restaurants, shops, and the scenic waterfront, it offers the perfect combination of charm and convenience. The exterior showcases classic Colonial appeal with vibrant shutters, fresh paint, new roof, gutters, doors,

Jeff Guthrie Cross Street Realtors LLC

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Homes for Sale

$425,000
- 3 Beds
- 3 Baths
- 2,572 Sq Ft
247 Blakefield Dr

New 6 days ago
Unlock the door to your future with an exclusive offer: Qualify for an exceptional 5.05% financing rate and $2,300 per month payment for one year. $7,000 lender-specific grant available on this property OR $21,250 in down payment assistance meaning no down payment is required. ARM financing also available at 5.25% rate for 5 years. Purchase this home and receive a FREE, 1-year home warranty plus

Vinny Steo

Your Home Sold Guaranteed Realty

(443) 706-8420
$320,000
- 3 Beds
- 1.5 Baths
- 1,096 Sq Ft
222 Dutchess Rd

New 11 days ago
Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to

John Burke

Gunther-McClary Real Estate

(410) 927-1169
$290,000
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
107 Malone Ave

New 20 days ago
Welcome to 107 Malone Ave. in the friendly community of Foxley Manor....A Great place to call "HOME"! This lovely 3 Bedroom, 1 Bath home is ready for you to make new memories, grow your family or downsize while enjoying single level living. Hardwood Floors throughout the living room and bedrooms have recently all been refinished. Through the front door is the well-lit family room with a large

Barbara McPhail

Douglas Realty LLC

(410) 705-2953

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Homes for Rent

$1,300 - $1,900 per month
- Kent Crossing Apartments
- 1 - 3 Beds
- 1-2 Baths
- 786+ Sq Ft
101 Morgnec Rd

Chestertown, MD
Quiet community, beautifully landscaped. Close to Washington College, can walk to downtown historic Chestertown and shops. A must see.
$1,300 per month
- 1 Bed
- 1 Bath
- 785 Sq Ft
101 Morgnec Rd

Chestertown, MD
One, two and three bedroom apartments located near Washington College, wellness/ rehab center, Churches, shopping and a short walk to downtown Chestertown. Short distance to the Chester River and Chesapeake Bay. Immediate Availability.

Herschell Claggett Davis Real Estate, Inc.
$2,000 per month
- House for Rent
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
9919 Augustine Herman Hwy

Chestertown, MD
Property Id: 2151738This secluded home sits quietly on a family farm nestled on the bank of Morgnec creek. Built in 1990, it has 4 bedrooms and 2 baths with a full basement for storage. Although no pets are allowed, you can enjoy watching the wildlife walk through your yard while you sit outside on the deck. If interested, call or text Chris with Kendall Properties at . Credit checks and

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Source: Public Records

Neighborhoods in Chestertown

Kingstown

Property Mix - Square Feet

Weather

Annual Precipitation

50''

Average Winter Low Temperature

27°F

Average Summer High Temperature

86°F

Annual Snowfall

0''

Area Factors

Very Bikeable

Bike Score®^®

78 / 100

Car-Dependent

Walk Score®^®

40 / 100

Source: Walk Score

Maryland Kent County

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Chardae Eduruke

Chestertown

Chestertown

Agents Specializing in this Area

Parks in this Area