4,285

Princess Anne, MD Homes

Section Image
  • /4

    $40,000

    • Land
    • 2.24 Acres
    • $17,857 per Acre

    28224 Merlin Ct, Princess Anne, MD 21853

    Build the home you've always envisioned on this 2.24-acre homesite overlooking scenic Monie Creek in the sought-after waterfront community of Covington Cove. Offering beautiful water views and space to design your ideal home, this lot combines privacy with the lifestyle so many people are looking for on Maryland's Eastern Shore. Community amenities include a private boat ramp, common area, and

    Robyn Kaspersky Real Broker, LLC

    28224 Merlin Ct, Princess Anne, MD 21853
  • /2

    $200,000

    Sold Oct 21, 2025

    30739 Antioch Ave, Princess Anne, MD 21853

    • 6 Beds
    • 2 Baths
    • 1,845 Sq Ft
    • Built 2015

    Last Sold Summary

    • $108/SF
    • 28 Days On Market

    Current Estimated Value $231,952

    Last Listing Agent Martinez Blake Coldwell Banker Realty

    30739 Antioch Ave, Princess Anne, MD 21853
    • /27

      Est $207,973

      Not Listed For Sale

      29792 Deal Island Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 1,064 Sq Ft
      • Built 1972
      29792 Deal Island Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Neda Howell Long & Foster Real Estate, Inc.

  • /18

    $1,000

    • Land
    • 557 Acres
    • $2 per Acre

    0 Pine Pole Rd Unit MDSO2007560, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. The Pine Pole Tract is 557± acres of timber located west of Princess Anne on Pine Pole Road and Mt. Vernon Road. The property consists of an eight parcel ownership with varying age classes and densities of timber across the tract. The property has been strategically managed in recent years

    Benjamin Alder The Land Group

    0 Pine Pole Rd Unit MDSO2007560, Princess Anne, MD 21853
  • /32

    $170,000

    Sold Jun 19, 2026

    12480 Mallard Ln, Princess Anne, MD 21853

    • Land
    • 2.14 Acres
    • $79,439 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 24 Days On Market

    Current Estimated Value $168,513

    Last Listing Agent Frances Sterling ERA Martin Associates

    12480 Mallard Ln, Princess Anne, MD 21853
    • /32

      Est $207,102

      Not Listed For Sale

      11601 Somerset Ave, Princess Anne, MD 21853

      • 4 Beds
      • 3 Baths
      • 4,656 Sq Ft
      • Built 1920
      11601 Somerset Ave, Princess Anne, MD 21853

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Robert Payne RE/MAX Advantage Realty

  • /7

    $119,900

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    30791 Antioch Ave, Princess Anne, MD 21853

    Aubrey Campbell Keller Williams Realty Delmarva

    30791 Antioch Ave, Princess Anne, MD 21853
  • /2

    $45,000

    Sold Nov 18, 2025

    0 McCormick Swamp Rd, Princess Anne, MD 21853

    • Land
    • 14.37 Acres
    • $3,132 per Acre

    Last Sold Summary

    • 104 Days On Market

    Last Listing Agent Suzanah Cain Berkshire Hathaway HomeServices PenFed Realty - OP

    0 McCormick Swamp Rd, Princess Anne, MD 21853
    • /43

      Est $193,849

      Not Listed For Sale

      13658 Bobtown Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 1,314 Sq Ft
      • Built 1935
      13658 Bobtown Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Charlene Reaser EXP Realty, LLC

  • /34

    $122,000

    • 1 Bed
    • 1 Bath
    • 694 Sq Ft

    11708 Robyn Ln, Princess Anne, MD 21853

    Looking for a Unique home? How about, The Cool Octagon House in Princess Anne? Open Concept for a nice flow throughout the home. Walking in the door you have a living room leading to your kitchen with eat in area. You can walk right out to the wrap around porch and enjoy your garden . Heading back in you will find the bedroom with laundry room and surprisingly large bathroom. You will have plenty

    Barbara DeTota ERA Martin Associates

    11708 Robyn Ln, Princess Anne, MD 21853
  • /74

    $355,000

    Sold Dec 22, 2025

    26905 Mount Vernon Rd, Princess Anne, MD 21853

    • 4 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 1960

    Last Sold Summary

    • $163/SF
    • 7 Days On Market

    Current Estimated Value $365,959

    Last Listing Agent Nicole Schreibstein Abbott Northrop Realty

    26905 Mount Vernon Rd, Princess Anne, MD 21853
    • /35

      Est $266,862

      Not Listed For Sale

      30057 Greenspring Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 2008
      30057 Greenspring Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Suzanah Cain Berkshire Hathaway HomeServices PenFed Realty - OP

  • /81

    $2,750,000

    $200K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,491 Sq Ft

    10373 Locust Point Rd, Princess Anne, MD 21853

    "Almodington" is one of Somerset Counties most elaborate mid-18th Century Georgian Plantation properties consisting of 203 waterfront acres on the Manokin River. This property is improved by the Manor House, Guest House, Garage with apartment above and multiple outbuildings. Recent upgrades include new cedar shake roof, new dock, new geo-thermal heating and air, new Marvin windows and two 10+

    Henry Gibbons-Neff Meredith Fine Properties

    10373 Locust Point Rd, Princess Anne, MD 21853
  • /33

    $325,000

    Sold Mar 12, 2026

    30435 Daphne Ln, Princess Anne, MD 21853

    • 3 Beds
    • 3 Baths
    • 1,458 Sq Ft
    • Built 2006

    Last Sold Summary

    • $223/SF
    • 3 Days On Market

    Current Estimated Value $324,520

    Last Listing Agent Pamela Price Berkshire Hathaway HomeServices PenFed Realty

    30435 Daphne Ln, Princess Anne, MD 21853
    • /12

      Est $266,373

      Not Listed For Sale

      29994 Donnybrook Ln, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,287 Sq Ft
      • Built 2008
      29994 Donnybrook Ln, Princess Anne, MD 21853

      Last Sold Summary

      • 139 Days On Market

      Last Listing Agent Steven Parsons Coldwell Banker Realty

  • /89

    $367,999

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    27093 Point Rd, Princess Anne, MD 21853

    Waterfront living at its finest! This 3-bedroom 2-bath A-frame home is perfectly situated on St. Peters Creek with direct access to the Manokin River, Tangier Sound and the Chesapeake Bay. Whether you enjoy boating, fishing, crabbing, or hunting, this property offers the ideal Eastern Shore lifestyle with a private dock and boat lift just steps from your door. Very close by, is The Deal Island

    Michael Marrale Iron Valley Real Estate of Central MD

    27093 Point Rd, Princess Anne, MD 21853
  • /2

    $199,000

    Sold Oct 06, 2025

    11248 Old Princess Anne Rd, Princess Anne, MD 21853

    • 2 Beds
    • 2 Baths
    • 1,407 Sq Ft
    • Built 1920

    Last Sold Summary

    • $141/SF
    • 11 Days On Market

    Current Estimated Value $189,778

    Last Listing Agent Meisha Honore EXP Realty, LLC

    11248 Old Princess Anne Rd, Princess Anne, MD 21853
    • /31

      Est $263,419

      Not Listed For Sale

      30505 Brannigan Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,317 Sq Ft
      • Built 2003
      30505 Brannigan Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Lawrence Lessin Save 6, Incorporated

  • /2

    $245,900

    New Construction Under Contract
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    11484 Somerset Ave, Princess Anne, MD 21853

    Welcome to Princess Anne, Maryland and discover 11484 Somerset Avenue—a thoughtfully designed and inviting 3-bedroom, 2-bath home situated on approximately one-third of an acre. This property offers a balance of comfort, functionality, and modern style, making it ideal for both everyday living and entertaining.From the moment you arrive, you’re greeted by an impressive 40-foot front

    Martinez Blake Coldwell Banker Realty

    11484 Somerset Ave, Princess Anne, MD 21853
  • /64

    $95,000

    Sold Apr 30, 2026

    007 Mount Vernon Rd, Princess Anne, MD 21853

    • Land
    • 23 Acres
    • $4,130 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 8 Days On Market

    Last Listing Agent Rob Freyer Charis Realty Group

    007 Mount Vernon Rd, Princess Anne, MD 21853
    • /21

      Est $236,273

      Not Listed For Sale

      11508 Beckford Ave, Princess Anne, MD 21853

      • 4 Beds
      • 2.5 Baths
      • 2,520 Sq Ft
      • Built 1900
      11508 Beckford Ave, Princess Anne, MD 21853

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Norman Knight ERA Martin Associates

  • /15

    $120,000

    • Land
    • 4.15 Acres
    • $28,916 per Acre

    12465 Mallard Ln, Princess Anne, MD 21853

    This beautiful building lot on Monie Creek is ready and waiting for your custom home. Covington Cove is an established Messick Developed neighborhood that offers waterfront living at an affordable cost. The homes are very well maintained and offer gorgeous views over calm waters laden with fish and waterfowl. Enjoy watching the eagles nesting in the branches overhead. There is no formal HOA

    Frances Sterling ERA Martin Associates

    12465 Mallard Ln, Princess Anne, MD 21853
  • /2

    $250,000

    Sold Jun 30, 2026

    11477 Pine Pole Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,465 Sq Ft
    • Built 1969

    Last Sold Summary

    • $171/SF
    • 1 Day On Market

    Current Estimated Value $244,784

    Last Listing Agent Nicole Schreibstein Abbott Northrop Realty

    11477 Pine Pole Rd, Princess Anne, MD 21853
    • /36

      Est $224,731

      Not Listed For Sale

      11711 Mansion St, Princess Anne, MD 21853

      • 3 Beds
      • 1.5 Baths
      • 1,692 Sq Ft
      • Built 1951
      11711 Mansion St, Princess Anne, MD 21853

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Frances Sterling ERA Martin Associates

  • /70

    $460,000

    $40K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    26388 Mount Vernon Rd, Princess Anne, MD 21853

    Welcome to easy living on the shores of the Wicomico River, where peaceful waterfront living meets the natural beauty of Maryland's Eastern Shore. Whether you're searching for a full-time residence, a weekend retreat, or the perfect vacation home, this property offers the ideal setting to slow down, reconnect, and enjoy everything the Chesapeake Bay lifestyle has to offer. As soon as you enter

    Donna Harrington Coldwell Banker Realty

    26388 Mount Vernon Rd, Princess Anne, MD 21853
  • /16

    $32,500

    Sold Feb 27, 2026

    30663 Imaginary Ln, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1900

    Last Sold Summary

    • $22/SF
    • 77 Days On Market

    Current Estimated Value $100,432

    Last Listing Agent Rebecca Lewis Century 21 Harbor Realty

    30663 Imaginary Ln, Princess Anne, MD 21853
    • /52

      Est $217,871

      Not Listed For Sale

      30524 Pecan Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1974
      30524 Pecan Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 207 Days On Market

      Last Listing Agent Ainoy Philavanh EXP Realty, LLC

  • /44

    $299,500

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    27174 Champ Wharf Rd, Princess Anne, MD 21853

    MOTIVATED SELLERHOME WARRANTY AVAILABLE WITH ACCEPTED OFFERThis home has a recent appraisal 290,000, with copy posted in the document section of the MLSThe perfect getaway! This beautiful 2-bedroom 2 bath waterfront home is located on the quiet St Peter's Creek. This well-maintained home has a new well and water filtration system along with new bathrooms and flooring. You will be

    JOSEPH GEIGER Berkshire Hathaway HomeServices PenFed Realty

    27174 Champ Wharf Rd, Princess Anne, MD 21853
  • /15

    $270,000

    Sold Dec 18, 2025

    10826 Clipper Cir, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,351 Sq Ft
    • Built 2025

    Last Sold Summary

    • $200/SF
    • 175 Days On Market

    Last Listing Agent Aubrey Campbell Keller Williams Realty Delmarva

    10826 Clipper Cir, Princess Anne, MD 21853
    • /10

      Est $71,369

      Not Listed For Sale

      27032 Oriole Rd, Princess Anne, MD 21853

      27032 Oriole Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 322 Days On Market

      Last Listing Agent Donald Bailey Coldwell Banker Realty

  • /8

    $1,000

    $571K PRICE DROP Pending
    • Land
    • 190.7 Acres
    • $5 per Acre

    0 Deal Island Rd Unit MDSO2007210, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 197.7± acres of timber located on the south side of Deal Island Road in Princess Anne, MD. Situated in close proximity to Deal Island Wildlife Management Area, the property offers strong potential for wildlife and recreational use. The timber has been thinned and managed in recent years, with two

    Benjamin Alder The Land Group

    0 Deal Island Rd Unit MDSO2007210, Princess Anne, MD 21853
  • /19

    $202,000

    Sold Aug 07, 2026

    11953 Drexwood Dr, Princess Anne, MD 21853

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1990

    Last Sold Summary

    • 8% Below List Price
    • $234/SF
    • 3 Days On Market

    Current Estimated Value $195,198

    Last Listing Agent Pamela Shockley Keller Williams Realty

    11953 Drexwood Dr, Princess Anne, MD 21853
    • /20

      Est $174,564

      Not Listed For Sale

      30494 Valentine Dr, Princess Anne, MD 21853

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1974
      30494 Valentine Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Jeff Dale ERA Martin Associates

  • /2

    $1,000

    • Land
    • 102.71 Acres
    • $10 per Acre

    0 Deal Island Rd Unit MDSO2007564, Princess Anne, MD 21853

    ONLINE AUCTION: August 28th and 29th. Buyer registration information available through listing agent. 102.71+/- acres of timber located on the north side of Deal Island Road and West side of Drawbridge Road in Princess Anne, MD. 17+/- acres were harvested in 2021 with the remaining timber commercially thinned the same year. Additional timber inventory and pricing available through listing agent.

    Benjamin Alder The Land Group

    0 Deal Island Rd Unit MDSO2007564, Princess Anne, MD 21853
  • /25

    $143,000

    Sold Sep 11, 2025

    11502 Beckford Ave, Princess Anne, MD 21853

    • Studio
    • 1,698 Sq Ft
    • Built 1915

    Last Sold Summary

    • $84/SF
    • 22 Days On Market

    Current Estimated Value $139,404

    Last Listing Agent Daniel Demers Sell Your Home Services

    11502 Beckford Ave, Princess Anne, MD 21853
    • /38

      Est $200,981

      Not Listed For Sale

      11830 Edgehill Terrace Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 1,050 Sq Ft
      • Built 1965
      11830 Edgehill Terrace Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Brandon Johnson ERA Martin Associates

  • /21

    $299,900

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    30483 Manor Dr, Princess Anne, MD 21853

    Open layout features kitchen with island. Dining area with sliding door to rear deck. Private primary bedroom with walkin closet and full bath. Home located in a completely maintained community. 2 car garage. Corner lot.

    Tracy Jones Long & Foster Real Estate, Inc.

    30483 Manor Dr, Princess Anne, MD 21853
  • /33

    $302,000

    Sold May 19, 2026

    11820 Drexwood Dr, Princess Anne, MD 21853

    • 4 Beds
    • 2.5 Baths
    • 1,881 Sq Ft
    • Built 2021

    Last Sold Summary

    • 4% Below List Price
    • $161/SF
    • 67 Days On Market

    Current Estimated Value $301,964

    Last Listing Agent Lee Wolff FSBO Broker

    11820 Drexwood Dr, Princess Anne, MD 21853
    • /19

      Est $239,589

      Not Listed For Sale

      29971 Greenspring Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 2008
      29971 Greenspring Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Robert Payne RE/MAX Advantage Realty

  • /14

    $1,000

    • Land
    • 243 Acres
    • $4 per Acre

    0 Peggy Neck Rd Unit MDSO2007562, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 244± acres of wooded land located off Peggy Neck Road in Princess Anne, MD offering an exceptional recreational opportunity for both whitetail deer and turkey hunting. A portion of the property has been thinned in recent years and features a diverse timber stand, including dense 10+/- year old

    Benjamin Alder The Land Group

    0 Peggy Neck Rd Unit MDSO2007562, Princess Anne, MD 21853

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home