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Luxury Homes in Saint Michaels, MD
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3 bedsNew constructionWith a pool

Luxury Homes in Saint Michaels, MD

Luxury Homes in Saint Michaels, MD

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12 Listings
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Luxury Homes in Saint Michaels, MD

12 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 202 E Chestnut St — photo50Active

    $1,250,000

    3 bd · 3 ba · 2,052 sqft

    202 E Chestnut St, Saint Michaels, MD

    Winifred C Cowee · Benson & Mangold, LLC

  2. 965 San Domingo — photo68Active

    $2,395,000

    4 bd · 5 ba · 4,116 sqft

    965 San Domingo, Saint Michaels, MD

    Katherine M Christensen · TTR Sotheby's International Realty

  3. 23820 Mount Pleasant Landing — photo58Active

    $3,000,000

    4 bd · 3 ba · 2,815 sqft

    23820 Mount Pleasant Landing, Saint Michaels, MD

    Carrie E Mock · Engel & Volkers Annapolis

  4. 104 Mulberry St — photo74Active

    $1,470,000

    3 bd · 3 ba · 1,938 sqft

    104 Mulberry St, Saint Michaels, MD

    Barbara Best · RE/MAX One

  5. 9020 Bozman Neavitt Rd — photo32Active

    $1,995,000

    4 bd · 3 ba · 3,028 sqft

    9020 Bozman Neavitt Rd, Saint Michaels, MD

    Thomas M Crouch · Benson & Mangold, LLC

  6. 7865 Pea Neck — photo60Active

    $1,379,800

    4 bd · 4 ba · 3,332 sqft

    7865 Pea Neck, Saint Michaels, MD

    Jana Meredith · Meredith Fine Properties

  7. 7909 Church Neck — photoPrice Reduced50Active

    $2,000,000

    4 bd · 3 ba · 4,492 sqft

    7909 Church Neck, Saint Michaels, MD

    Cheri A Bruce- Phipps · TTR Sotheby's International Realty

  8. 303 Manor — photoPrice Reduced50Active

    $1,950,000

    3 bd · 3 ba · 2,622 sqft

    303 Manor, Saint Michaels, MD

    Monica S Penwell · TTR Sotheby's International Realty

  9. 7149 Drum Point — photoPrice Reduced71Active

    $2,149,000

    3 bd · 3 ba · 3,017 sqft

    7149 Drum Point, Saint Michaels, MD

    Cornelia C Heckenbach · Long & Foster Real Estate, Inc.

  10. 101 Mulberry St — photo38Active

    $1,129,000

    4 bd · 3 ba · 1,500 sqft

    101 Mulberry St, Saint Michaels, MD

    Jana Meredith · Meredith Fine Properties

  11. 9180 Saint Michaels — photo66Active

    $1,685,000

    5 bd · 5 ba · 4,728 sqft

    9180 Saint Michaels, Saint Michaels, MD

    Cornelia C Heckenbach · Long & Foster Real Estate, Inc.

  12. 228 Perry Cabin Dr #228 / 226 — photoPrice Reduced119Active

    $1,945,000

    6 bd · 6 ba · 4,089 sqft

    228 Perry Cabin Dr #228 / 226, Saint Michaels, MD

    Maureen M McHugh · Chesapeake Bay Real Estate Plus, LLC

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-09-04 16:53:17 UTC
  • Co-ops

    By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    Saint Michaels, MD community profile

    Area
    20.1 sq. mi.

    Source: HJN community data

    Saint Michaels housing market

    August 2026 · This period is still settling

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

    Median list price
    $869,450
    Homes for sale
    24

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

    Median home size
    2,297 sq. ft.