15

Princess Anne, MD Homes for Sale under $300,000

Section Image Section Image
  • 30471 Manor Dr, Princess Anne, MD 21853
    30471 Manor Dr, Princess Anne, MD 21853
    30471 Manor Dr, Princess Anne, MD 21853
    /23

    $248,999

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    30471 Manor Dr, Princess Anne, MD 21853

    Welcome to this well-maintained 3-bedroom, 2-bath home offering comfort, convenience, and room to grow! The main level features a spacious, easy-living layout and a kitchen with granite countertops—perfect for both everyday living and entertaining. A permanent staircase leads to a large unfinished second floor, ideal for storage or future expansion. Enjoy relaxing or hosting on the screened-in

    Agent Photo

    Charlene Spence

    The Spence Realty Group

    (410) 896-1254

    30471 Manor Dr, Princess Anne, MD 21853
  • 11477 Pine Pole Rd, Princess Anne, MD 21853
    11477 Pine Pole Rd, Princess Anne, MD 21853
    11477 Pine Pole Rd, Princess Anne, MD 21853
    /5

    $249,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    11477 Pine Pole Rd, Princess Anne, MD 21853

    COMING SOON! Beautifully updated 3-bedroom, 2-bath home plus a dedicated office, offering comfortable one-level living and a highly functional layout. Freshly painted throughout, the home features an updated kitchen, an expansive primary suite with a brand new private en-suite bath. Situated on nearly half an acre, the property is surrounded by peaceful woods and farmland, creating a private

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    (443) 331-5858

    11477 Pine Pole Rd, Princess Anne, MD 21853
  • 0 Ocean Hwy Unit 27133104, Princess Anne, MD 21853
    0 Ocean Hwy Unit 27133104, Princess Anne, MD 21853
    /2

    $299,900

    • Land
    • 8.7 Acres
    • $34,471 per Acre

    0 Ocean Hwy Unit 27133104, Princess Anne, MD 21853

    8.70+- acre unimproved tract located with over 2,600+- feet of frontage along the northbound lane of RT 13/Ocean Highway. Currently zoned R-2 Medium Density Residential in Somerset County and adjoining the municipal boundary of the Town of Princess Anne. Town services (water & sewer) located just to the east of property. Southern end of property has frontage along the Manokin River. Recent

    Doug Williams National Land Realty

    0 Ocean Hwy Unit 27133104, Princess Anne, MD 21853
  • 11484 Somerset Ave, Princess Anne, MD 21853
    11484 Somerset Ave, Princess Anne, MD 21853
    /2

    $245,900

    New Construction
    • 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
  • 11679 Beckford Ave, Princess Anne, MD 21853
    11679 Beckford Ave, Princess Anne, MD 21853
    11679 Beckford Ave, Princess Anne, MD 21853
    /40

    $267,000

    • 3 Beds
    • 2.5 Baths
    • 1,352 Sq Ft

    11679 Beckford Ave, Princess Anne, MD 21853

    Beautifully built in 2024, this like-new 3-bedroom, 2.5-bath home offers 1,352 square feet of modern living with thoughtful design and low-maintenance convenience. The open-concept layout features contemporary finishes throughout, spacious bedrooms, and a bright, functional floor plan perfect for everyday living or investment potential. Step outside to enjoy the large rear patio — ideal for

    Louie Amabili EXP Realty, LLC

    11679 Beckford Ave, Princess Anne, MD 21853
  • 11685 Beckford Ave, Princess Anne, MD 21853
    11685 Beckford Ave, Princess Anne, MD 21853
    11685 Beckford Ave, Princess Anne, MD 21853
    /34

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,289 Sq Ft

    11685 Beckford Ave, Princess Anne, MD 21853

    Are you looking for a home with that classic colonial charm, without turning your life into an episode of "This Old House?" Welcome Home to 11685 Beckford Ave, located downtown in Historic Princess Anne. This home underwent as extensive of a renovation as a house can in 2022, and is waiting for it's new owners to come and introduce themselves! With all appliances, major structural and mechanical

    William Brown EXP Realty, LLC

    11685 Beckford Ave, Princess Anne, MD 21853
  • 12223 Somerset Ave, Princess Anne, MD 21853
    12223 Somerset Ave, Princess Anne, MD 21853
    12223 Somerset Ave, Princess Anne, MD 21853
    /13

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    12223 Somerset Ave, Princess Anne, MD 21853

    Welcome to this charming and versatile 3 -bedroom, 1-bath home offering both comfort and convenience! Step inside to find a spacious living room perfect for relaxing or entertaining guests. The converted garage provides a cozy sitting area that can serve as a bonus space for a home office, playroom, or lounge. Enjoy the outdoors with a generously sized backyard, ideal for gatherings, gardening,

    Cassandra Price The Spence Realty Group

    12223 Somerset Ave, Princess Anne, MD 21853
  • 30555 Skipjack Cir, Princess Anne, MD 21853
    30555 Skipjack Cir, Princess Anne, MD 21853
    30555 Skipjack Cir, Princess Anne, MD 21853
    /15

    $297,500

    New Construction Coming Soon
    • 3 Beds
    • 2 Baths

    30555 Skipjack Cir, Princess Anne, MD 21853

    Be the first to own this brand-new 3-bedroom, 2-bath rancher, currently under construction in an up-and-coming community that continues to gain attention for its growth and convenience. Offering 1,351 square feet of thoughtfully designed living space, this home features an open layout that’s ideal for both everyday living and entertaining. Inside, you’ll find a spacious primary suite complete

    Aubrey Campbell Keller Williams Realty Delmarva

    30555 Skipjack Cir, Princess Anne, MD 21853
  • 13690 Bobtown Rd, Princess Anne, MD 21853
    13690 Bobtown Rd, Princess Anne, MD 21853
    13690 Bobtown Rd, Princess Anne, MD 21853
    /29

    $231,990

    $3K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    13690 Bobtown Rd, Princess Anne, MD 21853

    Welcome to this adorable 3BR/1BA contemporary rancher - MASSIVE renovation in 2024 with new windows, new roof, new kitchen cabinets, counters, appliances, new washer and dryer, new plumbing, flooring, paint, bathroom, and more. Peaceful, country location - but with the convenience of cable internet and television. On a nice-sized homesite backing to trees and fields in a great location - about

    Charlene Reaser EXP Realty, LLC

    13690 Bobtown Rd, Princess Anne, MD 21853
  • 30090 Kristwood Way, Princess Anne, MD 21853
    30090 Kristwood Way, Princess Anne, MD 21853
    30090 Kristwood Way, Princess Anne, MD 21853
    /15

    $215,000

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

    30090 Kristwood Way, Princess Anne, MD 21853

    Welcome to 30090 Kristwood, a charming 3-bedroom, 2 full bathroom home nestled in the heart of the desirable Princess Anne area. Surrounded by mature landscaping and a peaceful residential setting, this property offers the perfect blend of comfort, privacy, and convenience. Inside, you’ll find light-filled living spaces designed for both everyday living and easy entertaining. The functional

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty

    30090 Kristwood Way, Princess Anne, MD 21853
  • 0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853
    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853
    /2

    $217,445

    • Land
    • 76.3 Acres
    • $2,850 per Acre

    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853

    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 additional price. Tax map boundary acreage and deeded acreage do not match. Seller and The Land Group

    Benjamin Alder The Land Group

    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853
  • 30750 Park Dr, Princess Anne, MD 21853
    30750 Park Dr, Princess Anne, MD 21853
    /2

    $275,000

    • Land
    • 19.96 Acres
    • $13,778 per Acre

    30750 Park Dr, Princess Anne, MD 21853

    Chris Davis NAI Coastal

    30750 Park Dr, Princess Anne, MD 21853
  • 30416 Plantation Dr, Princess Anne, MD 21853
    30416 Plantation Dr, Princess Anne, MD 21853
    30416 Plantation Dr, Princess Anne, MD 21853
    /34

    $249,999

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    30416 Plantation Dr, Princess Anne, MD 21853

    REDUCED!!! AND READY FOR A NEW OWNER!!! Don't hesitate to see this well maintained 3 bedroom, 2 bath home, nestled on the cul-de-sac in the great community of Beckford Manor, located in Historic Downtown Princess Anne near the Manokin River. It's many features include vaulted ceilings, a welcoming living room with gas fireplace, open kitchen with breakfast bar, bright dining room with double

    Debbie Brittingham RE/MAX Advantage Realty

    30416 Plantation Dr, Princess Anne, MD 21853
  • 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
  • 11619 Somerset Ave, Princess Anne, MD 21853
    11619 Somerset Ave, Princess Anne, MD 21853
    11619 Somerset Ave, Princess Anne, MD 21853
    /42

    $289,900

    $10K 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
Maryland Somerset County Princess Anne

Real Estate & Homes in Princess Anne, MD under $300,000

Home Trends in Princess Anne, MD

On average, homes in Princess Anne, MD sell after 59 days on the market compared to the national average of 58 days. The median sale price for homes in Princess Anne, MD over the last 12 months is $269,950, up 15% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$269,950
Median Single Family Sale Price
$259,900
Median Townhouse Sale Price
$249,499
Average Price Per Sq Ft
$167
Number of Homes for Sale
29
Last 12 months Home Sales
76
Months of Supply
4.60
Median List Price
$269,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
15%
How to Buy a Home How to Finance a Home How to Sell a Home

Browse a range of homes for sale under $300,000 in Princess Anne, offering accessible options for prospective buyers. With 15 listings available, there's a variety of affordable properties to explore, from charming starter homes to spacious family residences. These homes present an excellent opportunity to enter the housing market and secure a property that fits both your preferences and your budget in Princess Anne, MD.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group