4,285

Princess Anne, MD Homes

Section Image
    • /11

      Est $266,189

      Not Listed For Sale

      30096 Deanwood Rd, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,354 Sq Ft
      • Built 2006
      30096 Deanwood Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 125 Days On Market

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

  • /3

    $160,000

    Pending
    • 4 Beds
    • 3 Baths
    • 1,442 Sq Ft

    11528 Beckford Ave, Princess Anne, MD 21853

    Fully leased Triplex for sale in southern Princess Anne near Rt13. There are two units that are 1br/1ba each and one unit that is a 2br/1ba. The property needs work to reach it's full potential but there is definitely room to make some money here. Roof is good, just needs to be cleaned. City water/sewer service saves you from expensive septic/well repairs in the future. Renovate one unit at a

    Charles Campbell Keller Williams Realty Delmarva

    11528 Beckford Ave, Princess Anne, MD 21853
  • /29

    $112,000

    Sold Jan 30, 2026

    30560 Washington St, Princess Anne, MD 21853

    • 4 Beds
    • 2 Baths
    • 3,080 Sq Ft
    • Built 1870

    Last Sold Summary

    • 10% Below List Price
    • $36/SF
    • 266 Days On Market

    Current Estimated Value $122,316

    Last Listing Agent Billy Mister Keller Williams Realty

    30560 Washington St, Princess Anne, MD 21853
    • /12

      Est $249,320

      Not Listed For Sale

      30016 Greenspring Dr, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,273 Sq Ft
      • Built 2006
      30016 Greenspring Dr, Princess Anne, MD 21853

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Kee Blake Jason Mitchell Group

  • /66

    $279,900

    $5K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,658 Sq Ft

    11635 Dennis Dr, Princess Anne, MD 21853

    Welcome to 11635 Dennis Dr. Nestled on a serene street in this Very Quiet Well-Established Beckford Manor Community, this three-bedroom two bath beauty shows pride of ownership from the moment you walk through the doors. The front porch enhances the beautiful curb appeal of this well-maintained property. No need for yard work, the landscaping management keeps the yard in pristine conditions.

    Robert Payne RE/MAX Advantage Realty

    11635 Dennis Dr, Princess Anne, MD 21853
  • /4

    $28,500

    Sold Apr 08, 2026

    10610 Rosewood Ct, Princess Anne, MD 21853

    • Land
    • 1 Acre
    • $28,500 per Acre

    Last Sold Summary

    • 19% Below List Price
    • 662 Days On Market

    Current Estimated Value $28,279

    Last Listing Agent Melissa Laird LAIRD & ASSOCIATES

    10610 Rosewood Ct, Princess Anne, MD 21853
    • /28

      Est $196,417

      Not Listed For Sale

      26920 Deal Island Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1.5 Baths
      • 1,448 Sq Ft
      • Built 1950
      26920 Deal Island Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Darron Whitehead Whitehead Real Estate Exec.

  • /23

    $79,500

    $22K PRICE DROP
    • Land
    • 10.13 Acres
    • $7,848 per Acre

    0 Champ Rd, Princess Anne, MD 21853

    Rare opportunity to own a truly unique waterfront parcel on Saint Peters Creek in Princess Anne, Maryland. This remarkable property offers over 1,500 feet of shoreline along a scenic tidal creek, providing expansive water views, abundant wildlife, and exceptional privacy. Accessed by a closed historic 333-yard road dating back to the Civil War era, the approach alone sets this property apart,

    Andrew Ball SVN |Miller Commercial Real Estate

    0 Champ Rd, Princess Anne, MD 21853
  • /18

    $155,100

    Sold Aug 14, 2026

    30039 Saint James Way, Princess Anne, MD 21853

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1992

    Last Sold Summary

    • $180/SF
    • 13 Days On Market

    Current Estimated Value $160,088

    Last Listing Agent Thomas Burdett Keller Williams Realty

    30039 Saint James Way, Princess Anne, MD 21853
    • /13

      Est $142,383

      Not Listed For Sale

      27289 Oriole Rd, Princess Anne, MD 21853

      • 3 Beds
      • 1 Bath
      • 1,335 Sq Ft
      • Built 1935
      27289 Oriole Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Mike Dunn Keller Williams Realty Delmarva

  • /2

    $1,000

    $216K PRICE DROP Pending
    • Land
    • 76.3 Acres
    • $13 per Acre

    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 76.3+/- deeded acres of timber located on the north side of Deal Island Road. The property is encumbered with a Maryland DNR Forest Conservation Easement that allows for management and harvest of timber however, no building rights remain with the property. Building rights may be purchased for an

    Benjamin Alder The Land Group

    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853
  • /27

    $850,000

    Sold Feb 27, 2026

    26386 Mount Vernon Rd, Princess Anne, MD 21853

    • 7 Beds
    • 4 Baths
    • 3,143 Sq Ft
    • Built 1868

    Last Sold Summary

    • 11% Below List Price
    • $270/SF
    • 19 Days On Market

    Current Estimated Value $858,548

    Last Listing Agent Keith Hensley Taylor Properties

    26386 Mount Vernon Rd, Princess Anne, MD 21853
    • /58

      Est $325,013

      Not Listed For Sale

      27147 Oriole Rd, Princess Anne, MD 21853

      • 3 Beds
      • 2.5 Baths
      • 1,620 Sq Ft
      • Built 1996
      27147 Oriole Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 72 Days On Market

      Last Listing Agent Ross Muir EXP Realty, LLC

  • /6

    $17,000

    • Land
    • 6,098 Sq Ft
    • $121,429 per Acre

    11682 Church St, Princess Anne, MD 21853

    Aubrey Campbell Keller Williams Realty Delmarva

    11682 Church St, Princess Anne, MD 21853
  • /17

    $25,000

    Sold Oct 27, 2025

    26519 Deal Island Rd, Princess Anne, MD 21853

    • 3 Beds
    • 1 Bath
    • 2,004 Sq Ft
    • Built 1920

    Last Sold Summary

    • $12/SF
    • 16 Days On Market

    Last Listing Agent Allie Moore EXP Realty, LLC

    26519 Deal Island Rd, Princess Anne, MD 21853
    • /72

      Est $450,903

      Not Listed For Sale

      32113 Perryhawkin Rd, Princess Anne, MD 21853

      • 3 Beds
      • 2.5 Baths
      • 2,248 Sq Ft
      • Built 1973
      32113 Perryhawkin Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Sheri Smith Keller Williams Realty Delmarva

  • /13

    $120,000

    • Land
    • 3.3 Acres
    • $36,364 per Acre

    12485 Mallard Ln, Princess Anne, MD 21853

    Come Build your Dream Home on this 3.3 Acre lot in the Pristine Covington Cove Development. Enjoy the Quiet Surroundings on this Partially Wooded Lot. Build a Pier Out to the Deep Water of Monie Creek and Enjoy the Perks of being a Resident in this Splendid Community including the Use of the Community Boat Ramp or Strolling Around the Fresh Water Pond that is close by. The Lot has already had the

    Robert Payne RE/MAX Advantage Realty

    12485 Mallard Ln, Princess Anne, MD 21853
  • /4

    $35,000

    Sold Sep 08, 2025

    13503 New Rd, Princess Anne, MD 21853

    • Land
    • 4.54 Acres
    • $7,709 per Acre

    Last Sold Summary

    • 21 Days On Market

    Current Estimated Value $34,500

    Last Listing Agent Lona Todd Taylor Properties

    13503 New Rd, Princess Anne, MD 21853
    • /12

      Est $302,916

      Not Listed For Sale

      11655 St Andrews Cir, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,886 Sq Ft
      • Built 2005
      11655 St Andrews Cir, Princess Anne, MD 21853

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Tanisha Taylor Coldwell Banker Realty

  • /57

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    29728 Mount Vernon Rd, Princess Anne, MD 21853

    Mt. Vernon Road Farm is a 33.46-acre farm located just outside Princess Anne in Somerset County, Maryland. The property offers a balanced mix of productive cropland, timber, and a modest country home, making it well suited for agricultural, recreational, or investment ownership.Approximately 20 acres are currently tillable, providing productive farmland for crop production or lease. An

    Benjamin Alder The Land Group

    29728 Mount Vernon Rd, Princess Anne, MD 21853
  • /30

    $340,000

    Sold Feb 24, 2026

    11378 Hayman Dr, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft
    • Built 1998

    Last Sold Summary

    • $183/SF
    • 175 Days On Market

    Current Estimated Value $342,198

    Last Listing Agent Pamela Price Berkshire Hathaway HomeServices PenFed Realty

    11378 Hayman Dr, Princess Anne, MD 21853
    • /41

      Est $270,529

      Not Listed For Sale

      30041 Deanwood Rd, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,470 Sq Ft
      • Built 2005
      30041 Deanwood Rd, Princess Anne, MD 21853

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Richard Barr EXP Realty, LLC

  • /11

    $84,000

    New Construction $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    30535 Black Duck Dr, Princess Anne, MD 21853

    Located in the all ages manufactured home community of Wilson Landing MHC, this brand new 2026 Clayton Lewis home has 2 bedrooms and 2 bathrooms at approximately 896 square feet. This home comes with a full kitchen, linoleum flooring, and washer/dryer hook-ups. Plus, it has a spacious layout, great location and much more! Wilson Landing offers a friendly atmosphere, generously sized home sites,

    Lydia Hutchison Wilson Landing Manufactured Home Community

    30535 Black Duck Dr, Princess Anne, MD 21853
  • /69

    $435,000

    Sold Oct 03, 2025

    31741 Peggy Neck Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • Built 1986

    Last Sold Summary

    • $303/SF
    • 14 Days On Market

    Current Estimated Value $426,397

    Last Listing Agent Andrew Rayne Whitehead Real Estate Exec.

    31741 Peggy Neck Rd, Princess Anne, MD 21853
    • /60

      Est $235,798

      Not Listed For Sale

      12045 Jeffrey Ln, Princess Anne, MD 21853

      • 3 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1965
      12045 Jeffrey Ln, Princess Anne, MD 21853

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Alex Martinez The Agency DC

  • /10

    $119,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    11651 Freetown Rd, Princess Anne, MD 21853

    CALLING ALL INVESTORS! This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all

    Simran Dheer Tesla Realty Group, LLC

    11651 Freetown Rd, Princess Anne, MD 21853
  • /24

    $38,000

    Sold Feb 13, 2026

    27020 Oriole Rd, Princess Anne, MD 21853

    • Built 1980

    Last Sold Summary

    • 24% Below List Price
    • 168 Days On Market

    Current Estimated Value $37,848

    Last Listing Agent Casey Neves The Parker Group

    27020 Oriole Rd, Princess Anne, MD 21853
    • /147

      Est $935,754

      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

      Last Listing Agent Laurie Cannon ERA Martin Associates

  • /60

    $374,990

    $25K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,250 Sq Ft

    29523 Polks Rd, Princess Anne, MD 21853

    Tucked away on **5 private acres**, this spacious **5-bedroom, 3-bath** home offers the flexibility and space that's hard to find. With an existing layout that could easily accommodate a **6th bedroom**, the lower level features its own living area and kitchen, making it an excellent setup for multigenerational living, rental income, or a private guest suite.Enjoy the outdoors from the

    Louie Amabili EXP Realty, LLC

    29523 Polks Rd, Princess Anne, MD 21853
  • /59

    $307,500

    Sold Jul 22, 2026

    30090 Indian Cottage Rd, Princess Anne, MD 21853

    • 3 Beds
    • 2 Baths
    • 1,573 Sq Ft
    • Built 2020

    Last Sold Summary

    • 11% Below List Price
    • $195/SF
    • 67 Days On Market

    Current Estimated Value $338,624

    Last Listing Agent Elaine Gordy Coldwell Banker Realty

    30090 Indian Cottage Rd, Princess Anne, MD 21853
    • /36

      Est $215,302

      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

      Last Listing Agent Richard Barr EXP Realty, LLC

  • /13

    $89,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    30581 Circle Dr, Princess Anne, MD 21853

    Located in the all ages manufactured home community of Wilson Landing MHC, this brand new 2026 Clayton Lewis home has 3 bedrooms and 2 bathrooms at approximately 1,056 square feet. This home comes with a full kitchen, linoleum flooring, and washer/dryer hook-ups. Plus, it has a spacious layout, great location and much more! Wilson Landing offers a friendly atmosphere, generously sized home sites,

    Lydia Hutchison Wilson Landing Manufactured Home Community

    30581 Circle Dr, 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
    • /66

      Est $262,824

      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

      Last Listing Agent Cheri Chenoweth Redfin Corporation

  • /27

    $39,000

    $6K PRICE DROP
    • Land
    • 4.37 Acres
    • $8,924 per Acre

    0 Anderson Rd Unit MDSO2007184, Princess Anne, MD 21853

    This 4.37-acre wooded lot on Anderson Drive in Princess Anne, MD offers a great opportunity to own land on the Eastern Shore. The property is tucked away, providing privacy and a natural setting with mature trees throughout.Located just a short drive from downtown Princess Anne, the University of Maryland Eastern Shore, shopping, dining, and boat ramps are all easily accessible. Two

    Jennifer Whittington EXP Realty, LLC

    0 Anderson Rd Unit MDSO2007184, Princess Anne, MD 21853
  • /2

    $218,069

    Sold Jul 16, 2026

    13690 Bobtown Rd, Princess Anne, MD 21853

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft
    • Built 1975

    Last Sold Summary

    • 7% Below List Price
    • $193/SF
    • 81 Days On Market

    Current Estimated Value $221,534

    Last Listing Agent Charlene Reaser EXP Realty, LLC

    13690 Bobtown Rd, Princess Anne, MD 21853
    • /43

      Est $219,359

      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

      Last Listing Agent Thomas Burdett Keller Williams Realty

  • /42

    $625,000

    $15K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,445 Sq Ft

    11700 Mansion St, Princess Anne, MD 21853

    Step back in time with this beautifully preserved historic home in the heart of Princess Anne, where original craftsmanship meets the charm of Maryland’s Eastern Shore. Beckford Manor, circa 1803, is a historic Federal/Georgian brick estate located in the heart of Princess Anne and listed on the National Register of Historic Places. Set on approximately 7.9 acres, this property offers over 5,400

    Jennifer Whittington EXP Realty, LLC

    11700 Mansion St, Princess Anne, MD 21853
  • /10

    $50,000

    Sold Aug 07, 2026

    13712 Crows Foot Ln, Princess Anne, MD 21853

    • Land
    • 2 Acres
    • $25,000 per Acre

    Last Sold Summary

    • 28% Below List Price
    • 29 Days On Market

    Current Estimated Value $84,889

    Last Listing Agent Mike Lee Elmore EXP Realty, LLC

    13712 Crows Foot Ln, Princess Anne, MD 21853
    • /36

      Est $351,563

      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

      Last Listing Agent Andrew Momme Coldwell Banker Realty

Showing Results 161 - 200, Page 5 of 18

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