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Ranch Style Homes for Sale in Chester, MD

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  • 111 Flycatcher Way, Chester, MD 21619
    111 Flycatcher Way, Chester, MD 21619
    111 Flycatcher Way, Chester, MD 21619
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    $1,400,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    111 Flycatcher Way, Chester, MD 21619

    The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    111 Flycatcher Way, Chester, MD 21619
  • 1905 Bayside Dr, Chester, MD 21619
    1905 Bayside Dr, Chester, MD 21619
    1905 Bayside Dr, Chester, MD 21619
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    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,220 Sq Ft

    1905 Bayside Dr, Chester, MD 21619

    INVESTORS!! THIS COULD BE YOUR NEXT PROJECT!!Estate Sale – Peaceful Tranquility on the Eastern ShoreThere’s something special about living near the water—the smell of the bay, the calm in the air, and the sound of birds all around you. This brick rancher in the desirable Marling Farms community is right in the center of it all. With views of Crab Alley Creek and located within the Chester

    Lisa Ciofani Cummings & Co. Realtors

    1905 Bayside Dr, Chester, MD 21619
  • 127 Flycatcher Way, Chester, MD 21619
    127 Flycatcher Way, Chester, MD 21619
    127 Flycatcher Way, Chester, MD 21619
    /49

    $1,100,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    127 Flycatcher Way, Chester, MD 21619

    The Jenkins Model Home offers a beautifully crafted open-concept layout paired with high-end designer finishes throughout—now available for immediate settlement with a rent-back opportunity. Thoughtfully designed with 2 bedrooms, 2 baths, and a 2-car garage, this home blends comfort, sophistication, and convenience. Standout features include a dedicated home office, a cozy fireplace, and a

    Mary Anne Kowalewski KOVO Realty

    127 Flycatcher Way, Chester, MD 21619
  • 123 Flycatcher Way, Chester, MD 21619
    123 Flycatcher Way, Chester, MD 21619
    123 Flycatcher Way, Chester, MD 21619
    /47

    $1,300,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    123 Flycatcher Way, Chester, MD 21619

    The Kerr Model Home offers a beautifully crafted layout enhanced with elevated designer finishes throughout—available now for immediate settlement with a rent-back opportunity. Thoughtfully designed with 3 bedrooms, 3 baths, and a 3-car garage, this home blends spacious living, refined styling, and everyday functionality. Standout features include a dedicated home office, an inviting fireplace,

    Mary Anne Kowalewski KOVO Realty

    123 Flycatcher Way, Chester, MD 21619
  • 117 Flycatcher Way, Chester, MD 21619
    117 Flycatcher Way, Chester, MD 21619
    117 Flycatcher Way, Chester, MD 21619
    /49

    $1,400,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    117 Flycatcher Way, Chester, MD 21619

    The Franklin Model Home offers a beautifully designed open-concept layout enriched with elevated designer finishes—available now for immediate settlement with a rent-back opportunity. With 3 bedrooms, 3.5 baths, and a 2-car garage, this home provides a refined blend of comfort, versatility, and modern style. Standout features include a dedicated home office, a cozy fireplace, and a screened patio

    Mary Anne Kowalewski KOVO Realty

    117 Flycatcher Way, Chester, MD 21619
Maryland Queen Annes County Chester

Real Estate & Homes for Sale in Chester, MD

Home Trends in Chester, MD

On average, homes in Chester, MD sell after 152 days on the market compared to the national average of 55 days. The median sale price for homes in Chester, MD over the last 12 months is $644,990, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$644,990
Median Single Family Sale Price
$682,450
Median Townhouse Sale Price
$373,500
Median 2 Bedroom Sale Price
$555,800
Median 1 Bedroom Sale Price
$297,500
Average Price Per Sq Ft
$297
Number of Homes for Sale
65
Last 12 months Home Sales
209
Months of Supply
3.70
Median List Price
$672,445
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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