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New Construction Homes in Chester, MD
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16 listings
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3 bedsNew constructionWith a pool

New Construction Homes in Chester, MD

New Construction Homes in Chester, MD

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16 Listings
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New Construction Homes in Chester, MD

16 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 110 Boatswain Way #3012 — photoPrice Reduced54Active

    $619,990

    2 bd · 3 ba · 2,003 sqft

    110 Boatswain Way #3012, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  2. 736 Warbler Way #2733 — photo47Active

    $719,990

    2 bd · 3 ba · 1,900 sqft

    736 Warbler Way #2733, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  3. 536 Warbler Way — photoPrice Reduced26Active

    $789,990

    2 bd · 3 ba · 2,010 sqft

    536 Warbler Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  4. 117 Flycatcher Way — photo25Active

    $1,200,000

    3 bd · 4 ba · 2,930 sqft

    117 Flycatcher Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  5. 123 Flycatcher Way — photo26Active

    $1,100,000

    3 bd · 3 ba · 2,789 sqft

    123 Flycatcher Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  6. 111 Flycatcher Way — photo25Active

    $1,200,000

    5 bd · 5 ba · 3,225 sqft

    111 Flycatcher Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  7. 102 Boatswain Way #2932 — photoPrice Reduced47Active

    $819,990

    2 bd · 3 ba · 1,900 sqft

    102 Boatswain Way #2932, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  8. 102 Boatswain Way #2943 — photoPrice Reduced47Active

    $919,990

    2 bd · 3 ba · 1,900 sqft

    102 Boatswain Way #2943, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  9. 203 Riverside Dr — photo63Active

    $989,800

    5 bd · 4 ba · 3,036 sqft

    203 Riverside Dr, Chester, MD

    Christine Schultz · Long & Foster Real Estate, Inc.

  10. 102 Boatswain Way #2911 — photoPrice Reduced56Active

    $619,990

    2 bd · 3 ba · 2,003 sqft

    102 Boatswain Way #2911, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  11. 715 Warbler Way — photoPrice Reduced14Active

    $809,990

    4 bd · 3 ba · 2,791 sqft

    715 Warbler Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  12. 102 Boatswain Way #2933 — photoPrice Reduced47Active

    $819,990

    2 bd · 3 ba · 1,900 sqft

    102 Boatswain Way #2933, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  13. 532 Warbler Way — photoPrice Reduced27Active

    $899,990

    3 bd · 3 ba · 2,772 sqft

    532 Warbler Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  14. 110 Boatswain Way #3042 — photoPrice Reduced47Active

    $719,990

    2 bd · 3 ba · 1,900 sqft

    110 Boatswain Way #3042, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  15. 540 Warbler Way — photoPrice Reduced27Active

    $929,990

    3 bd · 3 ba · 2,789 sqft

    540 Warbler Way, Chester, MD

    David M Willman · Berkshire Hathaway HomeServices PenFed Realty - OP

  16. 1757 Harbor Dr — photo64Active

    $1,294,800

    4 bd · 4 ba · 0 sqft

    1757 Harbor Dr, Chester, MD

    George 112,540 Bailey · Keller Williams Flagship

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Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-01 17:51:15 UTC
    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    Chester, MD community profile

    Area
    22.5 sq. mi.

    Source: HJN community data

    Chester housing market

    August 2026 · This period is still settling

    Chester 12-month median sale price trend

    Selling at 99.4% of asking price

    Buyers here are paying below asking. MLS · 15 sales · as of Aug 26, 2026

    Homes that sold · County records, as of Aug 14, 2026

    Median sale price
    $567,500$387,500–$843,750 typical range
    Price per sq. ft.
    $317
    Sales
    11
    Paid in cash
    54.6%

    Homes on the market · MLS, as of Aug 26, 2026–Aug 31, 2026

    Median list price
    $564,450
    Homes for sale
    46
    Median days on market
    17 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    -8.8%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,728 sq. ft.