Chester, MD homes for sale & real estate

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ABOUT THIS HOME
Chester, MD Homes for Sale
Opportunity Knocks! Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Full baths and is located just one block from Cox Creek. The open concept floor plan features a formal living room, large main level bedroom, hardwood flooring throughout, a modern kitchen with ample cabinetry, center island, extra counter spaces and stainless appliances. Relax in the spacious and cozy extra family room with fireplace, hearth and convenient built-ins. The adjacent spare room is the perfect spot for a home office or gym and the home is equipped with a separate convenient laundry/mudroom. Plenty of parking for family and guests

$415,000

4 beds2 baths2,035 sq ft

1839 Harbor Dr, Chester, MD 21619

0.32 acre lot • 5 parking spots • Built 1975

(301) 970-2447

ABOUT THIS HOME
Chester, MD Homes for Sale
An impressive open two-story foyer welcomes you to this custom 4 BR, 3.5BA waterfront residence on 1.9 acres boasting an enchanting open space floorplan. A first floor Ensuite BR has a walk-in closet plus a separate jacuzzi and shower in the updated full bath. The sumptuous approximately 39'X26' Primary Suite with a large sitting room area offers front and rear balconies specifically designed by the Architect to enjoy the breathtaking sunrises, moonrises & sunsets lighting the Bay with bright pink and orange skies and brilliantly lit sparkling water. This second floor Primary Suite has a Cathedral ceiling, a 3-sided gas fireplace and a fully renovated Coastal style bath which includes

$2,259,000

4 beds3.5 baths5,122 sq ft

2865 Cox Neck Rd, Chester, MD 21619

1.9 acre lot • 3 garage spots • Pool

(410) 721-1500

ABOUT THIS HOME
Chester, MD Homes for Sale
Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside * Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views of the water, FP with smart TV above that stays and a half bath * Third story includes the gourmet kitchen w/ ss/appliances, expansive breakfast bar, a pantry and plenty of cabinetry that would be the envy of any chef, gleaming HWD floors, dining room w/ sliding doors to balcony w/ covered roo

$925,000

3 beds4 baths2,818 sq ft

635 Dominion Rd, Chester, MD 21619

0.68 acre lot • 2 garage spots • Built 2011

(410) 224-2200

ABOUT THIS HOME
Chester, MD Homes for Sale
K Hovnanian's Four Seasons at Kent Island is an active 55+ community on Maryland's Chesapeake Bay, offering island resort-style and maintenance-free living at its finest! Shows Like a Model!!! The Severn design is a spacious and airy 3 bedroom, 2.5 bath end-unit boasting an expansive open floor plan with over 2600 square feet of luxurious living space. This home features a lavish gourmet kitchen and dining area, a huge great room with sliding door access to a large corner balcony. The centerpiece kitchen is equipped with GE Profile appliances and gas stove top. Also, quartz counters with under cabinet lighting, and oversized kitchen island. The fantastic owner's suite has an adjoining sitti

$684,950

3 beds2.5 baths2,600 sq ft

141 Switchgrass Way #34, Chester, MD 21619

$670 HOA • 2 garage spots • Community pool

(443) 274-1900

NEW CONSTRUCTION

ABOUT THIS HOME
Chester, MD Homes for Sale
Introducing the Kerr with a projected settlement date of January 2026. This home offers 3 bedrooms, 3 baths, and a spacious 3-car garage. Notable features include a home office, a screened patio, and a striking 1-story fireplace. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lights, and a tile backsplash, complemented by quartz countertops in both the kitchen and owner’s bath. The flooring showcases LVP throughout the main level and loft, with tile in all full baths. The owner’s bath highlights a walk-in shower with a seat, handheld shower wand, double sinks, and quartz countertops, cre

$919,900

3 beds3 baths2,789 sq ft

519 Warbler Way, Chester, MD 21619

Screened patio • Quartz countertops • 24

(240) 375-5074

Property at 630 Warbler Way #22, Chester, MD 21619, 2 beds, 2.5 baths

$574,900

2 beds2.5 baths1,900 sq ft

630 Warbler Way #22, Chester, MD 21619

Listing provided by Zillow

Property at 630 Warbler Way #21, Chester, MD 21619, 3 beds, 2.5 baths

$724,900

3 beds2.5 baths2,602 sq ft

630 Warbler Way #21, Chester, MD 21619

Listing provided by Zillow

Property at 47-D Queen Anne Way, Chester, MD 21619, 2 beds, 2.5 baths

$598,000

2 beds2.5 baths1,440 sq ft

47-D Queen Anne Way, Chester, MD 21619

(301) 970-2447

Property at 130 Sunrise Ct, Chester, MD 21619, 3 beds, 4 baths

$949,900

3 beds4 baths3,494 sq ft

130 Sunrise Ct, Chester, MD 21619

(443) 292-6767

Property at 157 John Gibson Dr, Chester, MD 21619, 4 beds, 2.5 baths

$700,000

4 beds2.5 baths2,252 sq ft

157 John Gibson Dr, Chester, MD 21619

(410) 224-3600

Property at 1903 Churchhill Ln, Chester, MD 21619, 4 beds, 3 baths

$449,000

4 beds3 baths1,682 sq ft

1903 Churchhill Ln, Chester, MD 21619

(443) 981-8000

Property at 314 Thomas White Blvd, Chester, MD 21619, 4 beds, 3.5 baths

$769,000

4 beds3.5 baths2,400 sq ft

314 Thomas White Blvd, Chester, MD 21619

(410) 729-7700

Property at 1401 Calvert Rd, Chester, MD 21619, 2 beds, 2 baths

$469,000

2 beds2 baths1,444 sq ft

1401 Calvert Rd, Chester, MD 21619

(410) 643-5005

Property at 132 Kestrel Ln, Chester, MD 21619, 4 beds, 3.5 baths

$1,049,000

4 beds3.5 baths3,634 sq ft

132 Kestrel Ln, Chester, MD 21619

(410) 280-5600

Property at 312 Teal Ct Unit F, Chester, MD 21619, 2 beds, 2 baths

$305,000

2 beds2 baths1,073 sq ft

312 Teal Ct Unit F, Chester, MD 21619

(443) 292-6767

Property at 108 Bodys Neck Rd, Chester, MD 21619, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,791 sq ft

108 Bodys Neck Rd, Chester, MD 21619

(410) 643-3404

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

$1,125,000

4 beds3.5 baths— sq ft

1757 Harbor Dr, Chester, MD 21619

(410) 729-7700

Property at 224 Bayberry Dr, Chester, MD 21619, 2 beds, 2 baths

$610,000

2 beds2 baths1,913 sq ft

224 Bayberry Dr, Chester, MD 21619

(410) 643-3404

Property at 104 Woods Rd, Chester, MD 21619, 5 beds, 3.5 baths

$800,000

5 beds3.5 baths3,065 sq ft

104 Woods Rd, Chester, MD 21619

(410) 823-0033

Property at 315 Cross Creek Ct, Chester, MD 21619, 4 beds, 2.5 baths

$569,900

4 beds2.5 baths2,374 sq ft

315 Cross Creek Ct, Chester, MD 21619

(410) 643-2244

Property at 200 Harrier Way #21, Chester, MD 21619, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths2,600 sq ft

200 Harrier Way #21, Chester, MD 21619

(410) 546-3211

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 162 Kirwans Landing Ln, Chester, MD 21619, 4 beds, 2.5 baths

$1,195,000

4 beds2.5 baths2,404 sq ft

162 Kirwans Landing Ln, Chester, MD 21619

(410) 280-5600

Property at 124 Nauset Ln, Chester, MD 21619, 3 beds, 3 baths

$847,500

3 beds3 baths2,583 sq ft

124 Nauset Ln, Chester, MD 21619

(443) 274-1900

Property at 630 Warbler Way #12, Chester, MD 21619, 2 beds, 2.5 baths

$549,900

2 beds2.5 baths2,003 sq ft

630 Warbler Way #12, Chester, MD 21619

Listing provided by Zillow

Property at 9-B Queen Victoria Way, Chester, MD 21619, 3 beds, 2.5 baths

$425,000

3 beds2.5 baths1,680 sq ft

9-B Queen Victoria Way, Chester, MD 21619

(301) 490-5400

Property at 205 Anchor Ln, Chester, MD 21619, 5 beds, 3 baths

$550,000

5 beds3 baths3,500 sq ft

205 Anchor Ln, Chester, MD 21619

(443) 274-1900

Property at 2723 Cox Neck Rd, Chester, MD 21619, 4 beds, 2.5 baths

$447,500

4 beds2.5 baths1,600 sq ft

2723 Cox Neck Rd, Chester, MD 21619

(410) 643-2244

Property at 1872 Harbor Dr, Chester, MD 21619, 3 beds, 2 baths

$455,000

3 beds2 baths1,486 sq ft

1872 Harbor Dr, Chester, MD 21619

(410) 778-3779

Property at 15-E Queen Anne Way Unit E, Chester, MD 21619, 2 beds, 2.5 baths

$499,000

2 beds2.5 baths1,680 sq ft

15-E Queen Anne Way Unit E, Chester, MD 21619

(410) 643-3404

Property at 630 Warbler Way #11, Chester, MD 21619, 2 beds, 2.5 baths

$549,900

2 beds2.5 baths2,003 sq ft

630 Warbler Way #11, Chester, MD 21619

Listing provided by Zillow

Property at 54-A Queen Caroline Ct, Chester, MD 21619, 2 beds, 2.5 baths

$415,000

2 beds2.5 baths1,280 sq ft

54-A Queen Caroline Ct, Chester, MD 21619

(443) 274-1900

Property at 307 Skipper Ln, Chester, MD 21619, 3 beds, 2 baths

$500,000

3 beds2 baths2,180 sq ft

307 Skipper Ln, Chester, MD 21619

(410) 224-2200

Property at 132 Claiborne St, Chester, MD 21619, 3 beds, 3.5 baths

$725,000

3 beds3.5 baths2,400 sq ft

132 Claiborne St, Chester, MD 21619

(301) 490-5400

Property at 34-E Queen Anne Way, Chester, MD 21619, 2 beds, 2.5 baths

$469,000

2 beds2.5 baths1,104 sq ft

34-E Queen Anne Way, Chester, MD 21619

(301) 970-2447

Property at 28-28E Queen Mary Ct, Chester, MD 21619, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths1,680 sq ft

28-28E Queen Mary Ct, Chester, MD 21619

(301) 850-0255

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

$474,990

2 beds2.5 baths1,900 sq ft

Chester Plan, Chester, MD 21619

Listing provided by Zillow

Property at 8-E Queen Victoria Way, Chester, MD 21619, 3 beds, 2.5 baths

$354,900

3 beds2.5 baths1,680 sq ft

8-E Queen Victoria Way, Chester, MD 21619

(240) 403-0400

Property at 807 Auckland Way, Chester, MD 21619, 3 beds, 3.5 baths

$482,090

3 beds3.5 baths2,100 sq ft

807 Auckland Way, Chester, MD 21619

(301) 760-2136

Property at 49-C Queen Guinevere Way, Chester, MD 21619, 2 beds, 2.5 baths

$519,500

2 beds2.5 baths1,600 sq ft

49-C Queen Guinevere Way, Chester, MD 21619

(410) 643-3404

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

$474,990

2 beds2.5 baths2,003 sq ft

Magothy Plan, Chester, MD 21619

Listing provided by Zillow

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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)

$545,000

+89.6% YoY | Jul 2025

1 year
3 year
5 year

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

Location

Data

Jul 2025

Growth

% YoY

Chester, MD

$545,000

+89.6%

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