7

Chester, MD Open Houses

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  • 2855 Cox Neck Rd, Chester, MD 21619
    2855 Cox Neck Rd, Chester, MD 21619
    2855 Cox Neck Rd, Chester, MD 21619
    /78

    $1,125,000

    Open Sun 11AM - 1PM $125K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,413 Sq Ft

    2855 Cox Neck Rd, Chester, MD 21619

    Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring

    Agent Photo

    Tricia Wilson

    Wilson Realty & Staging LLC

    2855 Cox Neck Rd, Chester, MD 21619
  • 113 Bentons Pleasure Rd, Chester, MD 21619
    113 Bentons Pleasure Rd, Chester, MD 21619
    113 Bentons Pleasure Rd, Chester, MD 21619
    /53

    $868,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 3,168 Sq Ft

    113 Bentons Pleasure Rd, Chester, MD 21619

    OPEN SUNDAY SEPT 27, 12:00-2:00PM--A must see home! Super floor plan! Wonderful hardwood floors! Custom fixtures and finishes throughout! The best Family/Great room ever with floor to ceiling fireplace with vaulted ceilings plus outside access to stone patio w/hot tub. Wonderful kitchen featuring oak cabinetry, upgraded appliances, crown moldings, tile & granite backsplash & countertops and eat

    Temple Peirce Cummings & Co. Realtors

    113 Bentons Pleasure Rd, Chester, MD 21619
  • 630 Warbler Way, Chester, MD 21619
    630 Warbler Way, Chester, MD 21619
    /2

    $549,950

    Open House 10/03 Coming Soon Sep 29
    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    630 Warbler Way, Chester, MD 21619

    Experience everything Four Seasons at Kent Island has to offer without the wait! Less than one year old, this beautifully maintained home shows like new and offers one of the most desirable locations in the community, with exceptional water views, ground-level living, and an easy walk to the clubhouse and resort-style amenities. Plus, the home is still under warranty with the

    Ralph Kennedy RE/MAX Executive

    630 Warbler Way, Chester, MD 21619
  • 1616 Postal Rd, Chester, MD 21619
    1616 Postal Rd, Chester, MD 21619
    1616 Postal Rd, Chester, MD 21619
    /9

    $635,000

    Open Sat 11AM - 1PM Coming Soon Sep 26
    • 5 Beds
    • 2.5 Baths
    • 2,818 Sq Ft

    1616 Postal Rd, Chester, MD 21619

    This charming traditional home, offers a perfect blend of comfort and functionality. With 2,818 square feet of thoughtfully designed living space, this residence features five spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover a cozy family room with wood burning fireplace that seamlessly connects to the kitchen, creating an

    Annie Eaton Coldwell Banker Realty

    1616 Postal Rd, Chester, MD 21619
  • 228 Bayberry Dr, Chester, MD 21619
    228 Bayberry Dr, Chester, MD 21619
    228 Bayberry Dr, Chester, MD 21619
    /56

    $665,000

    Open House 10/17
    • 2 Beds
    • 2.5 Baths
    • 1,993 Sq Ft

    228 Bayberry Dr, Chester, MD 21619

    Built in 2019, this coastal style cutie is BETTER than new & offers a bright open layout that includes 2 SPACIOUS BEDROOMS complete w/private ENSUITE BATHROOMS plus additional HOME OFFICE/DEN or spare bedroom & POWDER ROOM off foyer. There is a 22X10 BONUS storage space in the upgraded GARAGE LOFT/ “Sky-Basement”The stunning CHEF'S KITCHEN is the heart of this home & opens up to DINING AREA &

    Amy Faust Long & Foster Real Estate, Inc.

    228 Bayberry Dr, Chester, MD 21619
  • 1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    1868 Roberta Dr, Chester, MD 21619
    /48

    $400,000

    Open Sat 12PM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft

    1868 Roberta Dr, Chester, MD 21619

    List price is Opening Bid at the Online auction to be conducted on Auctioneers website.- Auction ends Tuesday, September 29, 2026 at 11:00 AM. Discover the space and versatility of 1868 Roberta Drive in Chester, Maryland, a custom-built home offering 5 bedrooms, 3.5 bathrooms, multiple living areas, abundant storage, and no HOA. Conveniently located just minutes from Route 50 and the

    Carley Cooper Alex Cooper Auctioneers, Inc.

    1868 Roberta Dr, Chester, MD 21619
  • 207 Thomas White Blvd, Chester, MD 21619
    207 Thomas White Blvd, Chester, MD 21619
    207 Thomas White Blvd, Chester, MD 21619
    /96

    $819,900

    Open Sat 11:30AM - 1:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,479 Sq Ft

    207 Thomas White Blvd, Chester, MD 21619

    Located in the sought-after waterfront community of Gibson’s Grant, this beautiful Koch Homes property features the popular Ashford model, with a first-floor Primary Bedroom enhanced by a three-foot extension. A first-floor study offers flexible space for a home office, den, or possible fourth bedroom. Thoughtfully designed and exceptionally well-maintained, the home offers numerous updates and

    Tim Karns RE/MAX Components

    207 Thomas White Blvd, Chester, MD 21619
Maryland Queen Anne's County

Open Houses in Chester, MD

Home Prices in Chester, MD

The median home sale price in Chester, MD is $689,900, up 15% year-over-year. Homes in Chester sell in 424 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$689,900
Median Single Family Sale Price
$769,990
Median Townhouse Sale Price
$374,950
Median 2 Bedroom Sale Price
$643,000
Median 1 Bedroom Sale Price
$338,000
Average Price Per Sq Ft
$311
Number of Homes for Sale
7
Last 12 months Home Sales
215
Months of Supply
4.80
Median List Price
$716,709
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
15%
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