4,311

Princess Anne, MD Homes

Section Image
  • 28703 Adlers Rest Ln, Princess Anne, MD 21853
    28703 Adlers Rest Ln, Princess Anne, MD 21853
    28703 Adlers Rest Ln, Princess Anne, MD 21853
    /23

    $379,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,752 Sq Ft

    28703 Adlers Rest Ln, Princess Anne, MD 21853

    Experience waterfront living on the Wicomico River in Princess Anne, MD! Situated on 10.8 acres with approximately 3.5 acres of uplands, this 4-bedroom, 2.5-bath home offers privacy, space, and beautiful natural surroundings. A covered front porch welcomes you inside, where you’ll find a versatile flex room just off the entry—perfect for a formal dining room, home office, or playroom. Continuing

    Pamela Price Berkshire Hathaway HomeServices PenFed Realty

    28703 Adlers Rest Ln, Princess Anne, MD 21853
  • 30019 Mount Vernon Rd, Princess Anne, MD 21853
    30019 Mount Vernon Rd, Princess Anne, MD 21853
    30019 Mount Vernon Rd, Princess Anne, MD 21853
    /28

    $465,000

    Sold Jul 09, 2025

    30019 Mount Vernon Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2.5 Baths
    • 2,113 Sq Ft
    • Built 2004

    Last Sold Summary

    • $220/SF
    • 63 Days On Market

    Current Estimated Value $456,799

    Last Listing Agent William Brown Keller Williams Realty

    30019 Mount Vernon Rd, Princess Anne, MD 21853
    • 28220 Merlin Ct, Princess Anne, MD 21853
      28220 Merlin Ct, Princess Anne, MD 21853
      28220 Merlin Ct, Princess Anne, MD 21853
      /147

      Est $890,111

      Not Listed For Sale

      28220 Merlin Ct, Princess Anne, MD 21853

      • 4 Beds
      • 4.5 Baths
      • 4,666 Sq Ft
      • Built 2006
      28220 Merlin Ct, Princess Anne, MD 21853

      Last Sold Summary

      • 272 Days On Market

  • 11691 Beechwood St, Princess Anne, MD 21853
    11691 Beechwood St, Princess Anne, MD 21853
    11691 Beechwood St, Princess Anne, MD 21853
    /4

    $215,000

    • 5 Beds
    • 3 Baths
    • 1,664 Sq Ft

    11691 Beechwood St, Princess Anne, MD 21853

    TURNKEY INVESTMENT OPPORTUNITY in Princess Anne, MD. This well located 2-Unit features two income producing units with occupied tenants. First unit; 3 Bed, 1 Full bath currently rented for $1,150/monthly. Second unit; 2 Bed, 1 Full bath currently rented for $1,000/monthly.. Situated just minutes from UMES college, this property offers strong rental potential with consistent demand. Ideal for

    Jessica Gosman-Bowen Curtis Real Estate Company

    11691 Beechwood St, Princess Anne, MD 21853
  • Parcel 103 Deal Island Rd, Princess Anne, MD 21853
    Parcel 103 Deal Island Rd, Princess Anne, MD 21853
    Parcel 103 Deal Island Rd, Princess Anne, MD 21853
    /6

    $55,000

    Sold Nov 06, 2025

    Parcel 103 Deal Island Rd, Princess Anne, MD 21853

    • Land
    • 12.26 Acres
    • $4,486 per Acre

    Last Sold Summary

    • 101 Days On Market

    Last Listing Agent Janika Batson NextHome Mims Realty Group

    Parcel 103 Deal Island Rd, Princess Anne, MD 21853
    • 11976 Drexwood Dr, Princess Anne, MD 21853
      11976 Drexwood Dr, Princess Anne, MD 21853
      11976 Drexwood Dr, Princess Anne, MD 21853
      /36

      Est $203,432

      Not Listed For Sale

      11976 Drexwood Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,044 Sq Ft
      • Built 1997
      11976 Drexwood Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 29 Days On Market

  • 11619 Somerset Ave, Princess Anne, MD 21853
    11619 Somerset Ave, Princess Anne, MD 21853
    11619 Somerset Ave, Princess Anne, MD 21853
    /42

    $285,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,656 Sq Ft

    11619 Somerset Ave, Princess Anne, MD 21853

    Step into a piece of history with this beautifully preserved and thoughtfully updated residence, originally built circa 1856 for Joseph Brinkley. Designed and constructed by renowned local craftsman Seth Venables — celebrated for his work in the Federal and Greek Revival styles — this stately two-and-a-half-story home seamlessly blends timeless elegance with modern convenience. Set on a generous

    Mike Lee Elmore EXP Realty, LLC

    11619 Somerset Ave, Princess Anne, MD 21853
  • 0 Loretto Rd Unit MDSO2005782, Princess Anne, MD 21853
    0 Loretto Rd Unit MDSO2005782, Princess Anne, MD 21853
    /2

    $25,000

    Sold Sep 10, 2025

    0 Loretto Rd Unit MDSO2005782, Princess Anne, MD 21853

    • Land
    • 3.57 Acres
    • $7,003 per Acre

    Last Sold Summary

    • 123 Days On Market

    Last Listing Agent Holly Worthington Worthington Realty Group, LLC

    0 Loretto Rd Unit MDSO2005782, Princess Anne, MD 21853
    • 10727 S Jones Creek Cir, Princess Anne, MD 21853
      10727 S Jones Creek Cir, Princess Anne, MD 21853
      10727 S Jones Creek Cir, Princess Anne, MD 21853
      /66

      Est $266,332

      Not Listed For Sale

      10727 S Jones Creek Cir, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,212 Sq Ft
      • Built 1993
      10727 S Jones Creek Cir, Princess Anne, MD 21853

      Last Sold Summary

      • 112 Days On Market

  • 0 W Post Office Rd Unit MDSO2007224, Princess Anne, MD 21853
    0 W Post Office Rd Unit MDSO2007224, Princess Anne, MD 21853
    /2

    $946,000

    • Land
    • 439 Acres
    • $2,155 per Acre

    0 W Post Office Rd Unit MDSO2007224, Princess Anne, MD 21853

    439+/- acres of timber with access off of W Post Office Road in Princess Anne, MD. Property has a logging road down the center offering access to the interior of the property. Additional access to the eastern boundary line is off of W Post Office Road as well. Property is encumbered by a Maryland DNR Easement. Contact listing agent for timber inventory data.

    Benjamin Alder The Land Group

    0 W Post Office Rd Unit MDSO2007224, Princess Anne, MD 21853
  • 30708 Hampden Ave, Princess Anne, MD 21853
    30708 Hampden Ave, Princess Anne, MD 21853
    30708 Hampden Ave, Princess Anne, MD 21853
    /37

    $210,000

    Sold Dec 16, 2025

    30708 Hampden Ave, Princess Anne, MD 21853

    • Studio
    • 1,392 Sq Ft
    • Built 1994

    Last Sold Summary

    • $151/SF
    • 27 Days On Market

    Current Estimated Value $227,767

    Last Listing Agent Brandon Brittingham EXP Realty, LLC

    30708 Hampden Ave, Princess Anne, MD 21853
    • 30485 Brannigan Dr, Princess Anne, MD 21853
      30485 Brannigan Dr, Princess Anne, MD 21853
      30485 Brannigan Dr, Princess Anne, MD 21853
      /43

      Est $225,147

      Not Listed For Sale

      30485 Brannigan Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,103 Sq Ft
      • Built 2004
      30485 Brannigan Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 56 Days On Market

  • 0 Follow Ditch Rd, Princess Anne, MD 21853
    0 Follow Ditch Rd, Princess Anne, MD 21853
    0 Follow Ditch Rd, Princess Anne, MD 21853
    /19

    $2,488,500

    • Land
    • 711.05 Acres
    • $3,500 per Acre

    0 Follow Ditch Rd, Princess Anne, MD 21853

    This 711 timberland complex stands within several thousand contiguous acres of state owned forestland in Somerset County. The tract is located to the South of Wellington WMA and to the North of the Chesapeake Forest Wells Timberland Complex. This region of the Eastern Shore is well known for the high population of Whitetails and Eastern Wild Turkey. The tract offers the wildlife manager an

    Benjamin Alder The Land Group

    0 Follow Ditch Rd, Princess Anne, MD 21853
  • 11393 Hayman Dr, Princess Anne, MD 21853
    11393 Hayman Dr, Princess Anne, MD 21853
    11393 Hayman Dr, Princess Anne, MD 21853
    /45

    $329,900

    Sold Jul 30, 2025

    11393 Hayman Dr, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,466 Sq Ft
    • Built 2025

    Last Sold Summary

    • $225/SF
    • 143 Days On Market

    Current Estimated Value $322,939

    Last Listing Agent Greg Johnson ERA Martin Associates

    11393 Hayman Dr, Princess Anne, MD 21853
    • 30438 Plantation Dr, Princess Anne, MD 21853
      30438 Plantation Dr, Princess Anne, MD 21853
      30438 Plantation Dr, Princess Anne, MD 21853
      /36

      Est $347,288

      Not Listed For Sale

      30438 Plantation Dr, Princess Anne, MD 21853

      • 3 Beds
      • 3 Baths
      • 2,269 Sq Ft
      • Built 2004
      30438 Plantation Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 1 Day On Market

  • 11757 Robyn Ln, Princess Anne, MD 21853
    11757 Robyn Ln, Princess Anne, MD 21853
    11757 Robyn Ln, Princess Anne, MD 21853
    /18

    $219,000

    Sold May 28, 2026

    11757 Robyn Ln, Princess Anne, MD 21853

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft
    • Built 2006

    Last Sold Summary

    • $107/SF
    • 9 Days On Market

    Current Estimated Value $270,140

    Last Listing Agent Rebecca Lewis Century 21 Harbor Realty

    11757 Robyn Ln, Princess Anne, MD 21853
    • 12106 College Place, Princess Anne, MD 21853
      12106 College Place, Princess Anne, MD 21853
      12106 College Place, Princess Anne, MD 21853
      /35

      Est $191,802

      Not Listed For Sale

      12106 College Place, Princess Anne, MD 21853

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1974
      12106 College Place, Princess Anne, MD 21853

      Last Sold Summary

      • 34 Days On Market

  • 0 W Post Office Rd Unit MDSO2005906, Princess Anne, MD 21853
    0 W Post Office Rd Unit MDSO2005906, Princess Anne, MD 21853
    /2

    $12,500

    Sold Jun 27, 2025

    0 W Post Office Rd Unit MDSO2005906, Princess Anne, MD 21853

    • Land
    • 1.35 Acres
    • $9,259 per Acre

    Last Sold Summary

    • 35 Days On Market

    Last Listing Agent Tim Arnett ERA Martin Associates

    0 W Post Office Rd Unit MDSO2005906, Princess Anne, MD 21853
    • 28208 Venton Rd, Princess Anne, MD 21853
      28208 Venton Rd, Princess Anne, MD 21853
      28208 Venton Rd, Princess Anne, MD 21853
      /38

      Est $254,915

      Not Listed For Sale

      28208 Venton Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 2,556 Sq Ft
      • Built 1948
      28208 Venton Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 11 Days On Market

  • 27066 Annie Hyland Rd, Princess Anne, MD 21853
    27066 Annie Hyland Rd, Princess Anne, MD 21853
    27066 Annie Hyland Rd, Princess Anne, MD 21853
    /69

    $610,000

    Sold Mar 20, 2026

    27066 Annie Hyland Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $293/SF
    • 246 Days On Market

    Current Estimated Value $621,216

    Last Listing Agent PAUL CALLAHAN Coastal Life Realty Group LLC

    27066 Annie Hyland Rd, Princess Anne, MD 21853
    • 12089 College Place, Princess Anne, MD 21853
      12089 College Place, Princess Anne, MD 21853
      12089 College Place, Princess Anne, MD 21853
      /3

      Est $171,554

      Not Listed For Sale

      12089 College Place, Princess Anne, MD 21853

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1974
      12089 College Place, Princess Anne, MD 21853

      Last Sold Summary

      • 6 Days On Market

  • 27706 Oriole Rd, Princess Anne, MD 21853
    27706 Oriole Rd, Princess Anne, MD 21853
    27706 Oriole Rd, Princess Anne, MD 21853
    /3

    $15,000

    Sold Jun 17, 2026

    27706 Oriole Rd, Princess Anne, MD 21853

    • Land
    • 14,810 Sq Ft
    • $44,118 per Acre

    Last Sold Summary

    • 3 Days On Market

    Current Estimated Value $51,091

    Last Listing Agent Anthony MacDonald Iron Valley Real Estate Ocean City

    27706 Oriole Rd, Princess Anne, MD 21853
    • 11365 Hayman Dr, Princess Anne, MD 21853
      11365 Hayman Dr, Princess Anne, MD 21853
      11365 Hayman Dr, Princess Anne, MD 21853
      /30

      Est $392,995

      Not Listed For Sale

      11365 Hayman Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,451 Sq Ft
      • Built 2004
      11365 Hayman Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 12 Days On Market

  • 28098 Black Rd, Princess Anne, MD 21853
    28098 Black Rd, Princess Anne, MD 21853
    28098 Black Rd, Princess Anne, MD 21853
    /5

    $50,000

    Sold Nov 25, 2025

    28098 Black Rd, Princess Anne, MD 21853

    • 3 Beds
    • 1 Bath
    • 640 Sq Ft
    • Built 1968

    Last Sold Summary

    • $78/SF
    • 25 Days On Market

    Current Estimated Value $58,732

    Last Listing Agent Charlene Spence The Spence Realty Group

    28098 Black Rd, Princess Anne, MD 21853
    • 11634 Dennis Dr, Princess Anne, MD 21853
      11634 Dennis Dr, Princess Anne, MD 21853
      11634 Dennis Dr, Princess Anne, MD 21853
      /47

      Est $255,067

      Not Listed For Sale

      11634 Dennis Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,386 Sq Ft
      • Built 2004
      11634 Dennis Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 5 Days On Market

  • 10148 Champ Rd, Princess Anne, MD 21853
    10148 Champ Rd, Princess Anne, MD 21853
    10148 Champ Rd, Princess Anne, MD 21853
    /77

    $685,000

    Sold Jun 15, 2026

    10148 Champ Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 3,036 Sq Ft
    • Built 1991

    Last Sold Summary

    • 17% Below List Price
    • $226/SF
    • 35 Days On Market

    Current Estimated Value $765,640

    Last Listing Agent Donna Harrington Coldwell Banker Realty

    10148 Champ Rd, Princess Anne, MD 21853
    • 11476 Beckford Ave, Princess Anne, MD 21853
      11476 Beckford Ave, Princess Anne, MD 21853
      11476 Beckford Ave, Princess Anne, MD 21853
      /5

      Est $118,333

      Not Listed For Sale

      11476 Beckford Ave, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 1,316 Sq Ft
      • Built 1900
      11476 Beckford Ave, Princess Anne, MD 21853

      Last Sold Summary

      • 11 Days On Market

  • 0 Mt Vernon Rd Unit MDSO2006666, Princess Anne, MD 21853
    0 Mt Vernon Rd Unit MDSO2006666, Princess Anne, MD 21853
    /2

    $53,000

    Sold Dec 22, 2025

    0 Mt Vernon Rd Unit MDSO2006666, Princess Anne, MD 21853

    • Land
    • 20 Acres
    • $2,650 per Acre

    Last Sold Summary

    • 1 Day On Market

    Last Listing Agent Mr. Derrick Rich Dorkins Keller Williams Flagship

    0 Mt Vernon Rd Unit MDSO2006666, Princess Anne, MD 21853
    • 26866 Deal Island Rd, Princess Anne, MD 21853
      26866 Deal Island Rd, Princess Anne, MD 21853
      26866 Deal Island Rd, Princess Anne, MD 21853
      /51

      Est $192,168

      Not Listed For Sale

      26866 Deal Island Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 1,267 Sq Ft
      • Built 1926
      26866 Deal Island Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 249 Days On Market

  • 10615 Rosewood Ct, Princess Anne, MD 21853
    10615 Rosewood Ct, Princess Anne, MD 21853
    10615 Rosewood Ct, Princess Anne, MD 21853
    /11

    $30,000

    Sold Apr 08, 2026

    10615 Rosewood Ct, Princess Anne, MD 21853

    • Land
    • 1.17 Acres
    • $25,641 per Acre

    Last Sold Summary

    • 25% Below List Price
    • 269 Days On Market

    Current Estimated Value $70,029

    Last Listing Agent Michael Moore Keller Williams Realty Delmarva

    10615 Rosewood Ct, Princess Anne, MD 21853
    • 12644 Mallard Ln, Princess Anne, MD 21853
      12644 Mallard Ln, Princess Anne, MD 21853
      12644 Mallard Ln, Princess Anne, MD 21853
      /105

      Est $649,091

      Not Listed For Sale

      12644 Mallard Ln, Princess Anne, MD 21853

      • 4 Beds
      • 2.5 Baths
      • 3,041 Sq Ft
      • Built 2004
      12644 Mallard Ln, Princess Anne, MD 21853

      Last Sold Summary

      • 258 Days On Market

  • 32792 W Post Office Rd, Princess Anne, MD 21853
    32792 W Post Office Rd, Princess Anne, MD 21853
    32792 W Post Office Rd, Princess Anne, MD 21853
    /13

    $140,000

    Sold Feb 09, 2026

    32792 W Post Office Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Below List Price
    • $104/SF
    • 39 Days On Market

    Last Listing Agent Daniel Register Northrop Realty

    32792 W Post Office Rd, Princess Anne, MD 21853
    • 11232 Old Princess Anne Rd, Princess Anne, MD 21853
      11232 Old Princess Anne Rd, Princess Anne, MD 21853
      11232 Old Princess Anne Rd, Princess Anne, MD 21853
      /17

      Est $252,822

      Not Listed For Sale

      11232 Old Princess Anne Rd, Princess Anne, MD 21853

      • 4 Beds
      • 1.5 Baths
      • 1,860 Sq Ft
      • Built 1927
      11232 Old Princess Anne Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 35 Days On Market

  • 12509 Mallard Ln, Princess Anne, MD 21853
    12509 Mallard Ln, Princess Anne, MD 21853
    12509 Mallard Ln, Princess Anne, MD 21853
    /15

    $110,000

    Sold Aug 06, 2025

    12509 Mallard Ln, Princess Anne, MD 21853

    • Land
    • 3.8 Acres
    • $28,947 per Acre

    Last Sold Summary

    • 93 Days On Market

    Current Estimated Value $107,973

    Last Listing Agent Holly Campbell Coldwell Banker Realty

    12509 Mallard Ln, Princess Anne, MD 21853
    • 27421 Mount Vernon Rd, Princess Anne, MD 21853
      27421 Mount Vernon Rd, Princess Anne, MD 21853
      27421 Mount Vernon Rd, Princess Anne, MD 21853
      /18

      Est $372,234

      Not Listed For Sale

      27421 Mount Vernon Rd, Princess Anne, MD 21853

      • 4 Beds
      • 2 Baths
      • 1,479 Sq Ft
      • Built 1920
      27421 Mount Vernon Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 146 Days On Market

  • 27112 Mount Vernon Rd, Princess Anne, MD 21853
    27112 Mount Vernon Rd, Princess Anne, MD 21853
    27112 Mount Vernon Rd, Princess Anne, MD 21853
    /15

    $280,000

    Sold Apr 09, 2026

    27112 Mount Vernon Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • 4% Above List Price
    • $233/SF
    • 49 Days On Market

    Last Listing Agent Leslie Thornton Coldwell Banker Realty

    27112 Mount Vernon Rd, Princess Anne, MD 21853
    • 11714 Mansion St, Princess Anne, MD 21853
      11714 Mansion St, Princess Anne, MD 21853
      11714 Mansion St, Princess Anne, MD 21853
      /93

      Est $255,905

      Not Listed For Sale

      11714 Mansion St, Princess Anne, MD 21853

      • 3 Beds
      • 1.5 Baths
      • 1,510 Sq Ft
      • Built 1935
      11714 Mansion St, Princess Anne, MD 21853

      Last Sold Summary

      • 221 Days On Market

  • 10824 Clipper Cir, Princess Anne, MD 21853
    10824 Clipper Cir, Princess Anne, MD 21853
    10824 Clipper Cir, Princess Anne, MD 21853
    /21

    $265,000

    Sold Mar 04, 2026

    10824 Clipper Cir, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • $221/SF
    • 72 Days On Market

    Current Estimated Value $237,728

    Last Listing Agent Aubrey Campbell Keller Williams Realty Delmarva

    10824 Clipper Cir, Princess Anne, MD 21853
    • 11900 Drexwood Dr, Princess Anne, MD 21853
      11900 Drexwood Dr, Princess Anne, MD 21853
      11900 Drexwood Dr, Princess Anne, MD 21853
      /38

      Est $210,379

      Not Listed For Sale

      11900 Drexwood Dr, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1991
      11900 Drexwood Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 65 Days On Market

  • 26894 Deal Island Rd, Princess Anne, MD 21853
    26894 Deal Island Rd, Princess Anne, MD 21853
    26894 Deal Island Rd, Princess Anne, MD 21853
    /12

    $154,000

    Sold Jul 14, 2025

    26894 Deal Island Rd, Princess Anne, MD 21853

    • 3 Beds
    • 1 Bath
    • 1,242 Sq Ft
    • Built 1960

    Last Sold Summary

    • $124/SF
    • 17 Days On Market

    Current Estimated Value $152,984

    Last Listing Agent Keri Ann Foster Decatur Byrd Realty

    26894 Deal Island Rd, Princess Anne, MD 21853

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