Chester, MD homes for sale & real estate

82 homes

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Recommended

$349,000

3 beds2.5 baths1,302 sq ft

6005 Bridgepointe Dr, Chester, MD 21619

$200 HOA • Built 1993 • Listed 100 days

(410) 758-0333

ABOUT THIS HOME
Chester, MD Homes for Sale
Completely remodeled in 2026 with a new kitchen to include new appliances, quartz counters, and backsplash, 3 new bathrooms, all new flooring throughout, new washer and dryer and freshly painted. Nestled in the serene enclave of Queens Landing, this exquisite remodeled in 2026 Colonial townhouse offers a harmonious blend of luxury and comfort. Spanning 1,440 square feet, the open floor plan invites you to experience a seamless flow between the combination dining and living areas, perfect for both intimate gatherings and entertaining. The family room, conveniently located off the kitchen, creates a warm atmosphere where cherished memories are made. Indulge in the elegance of three spacious b

$349,900

3 beds2.5 baths1,440 sq ft

54F Queen Caroline Ct, Chester, MD 21619

$535 HOA • Community pool • Built 1998

(410) 643-2244

ABOUT THIS HOME
Chester, MD Homes for Sale
Check out the Virtual Tour! Exceptional Value in Four Seasons at Kent Island Why wait to build? This less-than-one-year-old Tuscaloosa model on sought-after Kingfisher Lane delivers the upgrades, location, and efficiency buyers are chasing—without the timeline or added expense. Positioned just across from the Chester River, enjoy peekaboo water views from the covered front porch and even a sightline to the clubhouse. Inside, the home is bright, open, and thoughtfully designed with 5 bedrooms and 4.5 baths, offering flexibility for guests, work-from-home space, or multigenerational living. It shows like new—but lives better—because everything has already been elevated beyon

$995,000

5 beds4.5 baths3,225 sq ft

215 Kingfisher Ln, Chester, MD 21619

6,474 sq ft lot • 3 garage spots • Community pool

(443) 274-1900

ABOUT THIS HOME
Chester, MD Homes for Sale
Seller is offering closing cost assistance for qualified buyers! This charming townhouse in Queens Landing offers a perfect blend of comfort and community amenities. Step inside to discover a traditional floor plan featuring a cozy living room off the eat-in kitchen, with a separate family room ideal for gatherings. The home boasts two spacious bedrooms and 2.5 baths, including a primary bath for added convenience. Updates include new flooring throughout; LED lighting, granite counters, newer windows and HVAC system. Enjoy modern amenities with a suite of appliances, including a built-in microwave, dishwasher, electric range, washer and dryer. Outside, the community shines with well-maintai

$349,500

2 beds2.5 baths1,312 sq ft

45-G Queen Neva Ct, Chester, MD 21619

$535 HOA • Community pool • Built 1995

(410) 263-8686

OPEN SAT, 11AM TO 2PM

ABOUT THIS HOME
Chester, MD Homes for Sale
BACK on the MARKET. GREAT OPPORTUNITY at THIS PRICE. This Chester model has scenic, seasonal views of Macum Creek, beautiful sunrises, and an incredible display of wildlife in all seasons. Easy walk to Kayak launch and creek. With nearly 2000 square feet of open living space this home has a great layout for entertaining family and friends. The spacious great room, adjacent to the dining area and kitchen, provide an open area for gatherings. The gourmet kitchen is equipped with upgrades from the stunning kitchen island with quartz counter tops, beautiful upgraded cabinetry to the GE Profile appliances. This kitchen is designed for everyday living as well as hosting the occasional dinner p

$485,000

2 beds2.5 baths1,900 sq ft

1000 Herons Nest Way #22, Chester, MD 21619

Gourmet kitchen • Resident kayak racks • Luxury owners bath

(443) 274-1900

Property at 208 Blenny Ln, Chester, MD 21619, 3 beds, 3 baths

$385,900

3 beds3 baths1,899 sq ft

208 Blenny Ln, Chester, MD 21619

(443) 274-1900

Property at 126 Watermans Cove Ln, Chester, MD 21619, 3 beds, 3 baths

$559,000

3 beds3 baths1,536 sq ft

126 Watermans Cove Ln, Chester, MD 21619

(410) 263-8686

Property at 111 Marshgrass Way #43, Chester, MD 21619, 2 beds, 2.5 baths

$765,000

2 beds2.5 baths— sq ft

111 Marshgrass Way #43, Chester, MD 21619

(410) 263-8686

Property at 3000 Herons Nest Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$479,000

2 beds2.5 baths2,003 sq ft

3000 Herons Nest Way #11, Chester, MD 21619

(410) 263-8686

Property at 540 Warbler Way, Chester, MD 21619, 3 beds, 3 baths

$929,990

3 beds3 baths2,789 sq ft

540 Warbler Way, Chester, MD 21619

(410) 208-3500

Property at 1405 Little Creek Rd, Chester, MD 21619, 2 beds, 1 bath

$19,500

2 beds1 bath764 sq ft

1405 Little Creek Rd, Chester, MD 21619

(302) 217-6692

Property at 8-F Queen Victoria Way, Chester, MD 21619, 1 bed, 1 bath

$240,000

1 bed1 bath724 sq ft

8-F Queen Victoria Way, Chester, MD 21619

(410) 643-2244

Property at 2000 Herons Nest Way #401, Chester, MD 21619, 3 beds, 2.5 baths

$700,000

3 beds2.5 baths2,602 sq ft

2000 Herons Nest Way #401, Chester, MD 21619

(855) 450-0442

Property at 233 Kingfisher Ln, Chester, MD 21619, 5 beds, 4.5 baths

$999,000

5 beds4.5 baths3,225 sq ft

233 Kingfisher Ln, Chester, MD 21619

(703) 378-8810

Property at 1757 Harbor Dr, Chester, MD 21619, 4 beds, 3.5 baths

$1,294,800

4 beds3.5 baths— sq ft

1757 Harbor Dr, Chester, MD 21619

(410) 729-7700

Property at 4000 Herons Nest Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$499,000

2 beds2.5 baths1,900 sq ft

4000 Herons Nest Way #22, Chester, MD 21619

(410) 224-3200

Property at 114 Kinglet Ct, Chester, MD 21619, 3 beds, 3 baths

$1,009,990

3 beds3 baths2,772 sq ft

114 Kinglet Ct, Chester, MD 21619

Listing provided by Zillow

Property at 1340 Queen Anne Dr, Chester, MD 21619, 3 beds, 2 baths

$439,900

3 beds2 baths1,248 sq ft

1340 Queen Anne Dr, Chester, MD 21619

(443) 274-1900

Property at 532 Warbler Way, Chester, MD 21619, 3 beds, 3 baths

$899,990

3 beds3 baths2,772 sq ft

532 Warbler Way, Chester, MD 21619

(410) 208-3500

Property at 110 Boatswain Way #42, Chester, MD 21619, 2 beds, 2.5 baths

$729,990

2 beds2.5 baths1,900 sq ft

110 Boatswain Way #42, Chester, MD 21619

Listing provided by Zillow

Property at 830 Warbler Way #42, Chester, MD 21619, 2 beds, 2.5 baths

$789,990

2 beds2.5 baths1,900 sq ft

830 Warbler Way #42, Chester, MD 21619

Listing provided by Zillow

Property at 118 Kinglet Ct, Chester, MD 21619, 2 beds, 2.5 baths

$969,990

2 beds2.5 baths2,010 sq ft

118 Kinglet Ct, Chester, MD 21619

Listing provided by Zillow

Property at 102 Boatswain Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$619,990

2 beds2.5 baths2,003 sq ft

102 Boatswain Way #11, Chester, MD 21619

Listing provided by Zillow

Property at 830 Warbler Way #21, Chester, MD 21619, 3 beds, 2.5 baths

$749,990

3 beds2.5 baths2,602 sq ft

830 Warbler Way #21, Chester, MD 21619

Listing provided by Zillow

Property at Magothy Plan, Chester, MD 21619, 2 beds, 2.5 baths

$509,990

2 beds2.5 baths2,003 sq ft

Magothy Plan, Chester, MD 21619

Listing provided by Zillow

Property at Chester Plan, Chester, MD 21619, 2 beds, 2.5 baths

$509,990

2 beds2.5 baths1,900 sq ft

Chester Plan, Chester, MD 21619

Listing provided by Zillow

Property at 102 Boatswain Way #32, Chester, MD 21619, 2 beds, 2.5 baths

$819,990

2 beds2.5 baths1,900 sq ft

102 Boatswain Way #32, Chester, MD 21619

Listing provided by Zillow

Property at Severn Plan, Chester, MD 21619, 3 beds, 2.5 baths

$594,990

3 beds2.5 baths2,602 sq ft

Severn Plan, Chester, MD 21619

Listing provided by Zillow

Property at 102 Boatswain Way #33, Chester, MD 21619, 2 beds, 2.5 baths

$819,990

2 beds2.5 baths1,900 sq ft

102 Boatswain Way #33, Chester, MD 21619

Listing provided by Zillow

Property at 102 Boatswain Way #43, Chester, MD 21619, 2 beds, 2.5 baths

$919,990

2 beds2.5 baths1,900 sq ft

102 Boatswain Way #43, Chester, MD 21619

Listing provided by Zillow

Property at Franklin Plan, Chester, MD 21619, 3 beds, 3.5 baths

$858,990

3 beds3.5 baths2,930 sq ft

Franklin Plan, Chester, MD 21619

Listing provided by Zillow

Property at Munich ESP Plan, Chester, MD 21619, 4 beds, 3.5 baths

$883,990

4 beds3.5 baths3,601 sq ft

Munich ESP Plan, Chester, MD 21619

Listing provided by Zillow

Property at Taylor Plan, Chester, MD 21619, 2 beds, 2.5 baths

$699,990

2 beds2.5 baths2,010 sq ft

Taylor Plan, Chester, MD 21619

Listing provided by Zillow

Property at Simone Plan, Chester, MD 21619, 4 beds, 3 baths

$701,990

4 beds3 baths2,791 sq ft

Simone Plan, Chester, MD 21619

Listing provided by Zillow

Property at Kelly Plan, Chester, MD 21619, 2 beds, 2 baths

$709,990

2 beds2 baths2,143 sq ft

Kelly Plan, Chester, MD 21619

Listing provided by Zillow

Property at Tuscaloosa Plan, Chester, MD 21619, 5 beds, 4.5 baths

$848,990

5 beds4.5 baths3,225 sq ft

Tuscaloosa Plan, Chester, MD 21619

Listing provided by Zillow

Property at Mykonos Plan, Chester, MD 21619, 4 beds, 3.5 baths

$886,990

4 beds3.5 baths3,512 sq ft

Mykonos Plan, Chester, MD 21619

Listing provided by Zillow

Property at Kerr Plan, Chester, MD 21619, 3 beds, 3 baths

$819,990

3 beds3 baths2,789 sq ft

Kerr Plan, Chester, MD 21619

Listing provided by Zillow

Property at Harley Ln Lot 2, Chester, MD 21619

$139,900

Land0.29 acre (lot)

Harley Ln Lot 2, Chester, MD 21619

(410) 827-6163

Property at Harley Ln Lot 1, Chester, MD 21619

$149,900

Land0.29 acre (lot)

Harley Ln Lot 1, Chester, MD 21619

(410) 827-6163

$275,000

Land0.68 acre (lot)

Parks Rd, Chester, MD 21619

(410) 643-2244

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Average home prices near Chester, MD

Cities

Zip Codes

Chester, MD real estate trends

All Home Types trends in Chester, MD

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$442,259

-29.2% YoY | Jun 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2026

Growth

% YoY

Chester, MD

$442,259

-29.2%

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2146

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* Data from the last year

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