Homes for Sale in 21853

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  /9

  $1,500,000

  • Land
  • 10.34 Acres
  • $145,068 per Acre

  11229 Stewart Neck Rd, Princess Anne, MD 21853

  Calling All Investors & Builders! This 14.83-acre commercial opportunity offers endless potential with Route 13 frontage and high visibility directly behind the Veterinary Hospital on the corner. Two parcels included – 11229 (zoned C-2 Highway Commercial) + 11209 Stewart Neck Rd. (Parcel ID#2001014315, zoned Commercial) Water & sewer hook-up available Wells & septic already on each parcel Several

  

  Bonnie Flinn

  ERA Martin Associates

  (443) 316-2001

  11229 Stewart Neck Rd, Princess Anne, MD 21853
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  /28

  $314,900

  • 3 Beds
  • 2 Baths
  • 1,342 Sq Ft

  30443 Manor Dr, Princess Anne, MD 21853

  Welcome to this newly built home in the desirable Beckford Manor community, thoughtfully enhanced with upgrades since purchase. Situated on an exterior lot, this property offers both privacy and low-maintenance living, with the HOA covering lawn care, irrigation, mulching, and gutter cleaning. Designed for easy one-level living, the home features an open-concept layout connecting the kitchen,

  

  Charlene Spence

  The Spence Realty Group

  (410) 453-1673

  30443 Manor Dr, Princess Anne, MD 21853
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  /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

  

  Nicole Schreibstein Abbott

  Northrop Realty

  (443) 331-5858

  11477 Pine Pole Rd, Princess Anne, MD 21853
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  /16

  $195,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,090 Sq Ft

  26465 Mason Webster Rd, Princess Anne, MD 21853

  **Interior Pictures Coming Soon** Gorgeous fully renovated 2 bed + office, 2 bath coastal retreat offering the perfect blend of comfort, style, and location. Taken down to the studs, this home features new siding, roof, HVAC, windows, and luxury vinyl plank flooring throughout. The bright, inviting interior includes bay windows, ceiling fans, a beautifully updated kitchen with new appliances, and

  

  Nicole Schreibstein Abbott

  Northrop Realty

  (410) 936-4322

  26465 Mason Webster Rd, Princess Anne, MD 21853
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  /32

  $369,000

  • 6 Beds
  • 2 Baths
  • 3,979 Sq Ft

  11887 Somerset Ave, Princess Anne, MD 21853

  Beautifully renovated Victorian home featuring 6 Bedrooms and 2 Full Bath, located in the historic district of Princess Anne. This charming residence blends timeless character with modern updates, preserving original features such as stunning hardwood floors, elegant staircase railings, and vintage doors. A luminous bonus room on the upper floor provides the perfect space for a studio, home

  

  Jaime Cortes

  Coldwell Banker Realty

  (410) 593-3753

  11887 Somerset Ave, Princess Anne, MD 21853
• 

  

  /23

  $262,000

  • 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

  

  Charlene Spence

  The Spence Realty Group

  (410) 896-1254

  30471 Manor Dr, Princess Anne, MD 21853
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  /2

  $299,900

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

  0 Ocean Hwy Unit 25375594, 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 25375594, Princess Anne, MD 21853
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  /37

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft

  30472 Plantation Dr, Princess Anne, MD 21853

  Welcome to this beautifully maintained home located on a desirable corner lot in the Beckford Manor Association. Featuring 2 bedrooms and 2 full bathrooms, this home also offers the potential for a third bedroom, providing flexibility to fit your lifestyle.Hardwood floors flow throughout the home, creating a warm and cohesive feel. The open kitchen is perfect for everyday living and

  Valeria Nasir The Land Group

  30472 Plantation Dr, Princess Anne, MD 21853
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  /11

  $329,000

  • 1,232 Sq Ft

  10407 William Sharpless Rd, Princess Anne, MD 21853

  Very unique water front property in eastern shore, near Princess Ann and Deal Island. It is on a tidal creek and small boart/kayak can be launched, the remnant of a small pier is still there, public boat ramp is also close by. The house has 3 bed 1 bath upstairs and 1 bed 1 bath on main floor. The barn is idea for hanging out and social. House needs work, but previous owner has been living there

  Leon Liang Signature Home Realty LLC

  10407 William Sharpless Rd, Princess Anne, MD 21853
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  /33

  $305,000

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

  11820 Drexwood Dr, Princess Anne, MD 21853

  Experience the perfect blend of contemporary style and small-town charm. This impeccably maintained 4-bedroom, 2.5-bathroom home, built in 2021, offers the peace of mind of a newer construction without the wait for a builder. ?The main level welcomes you with an open-concept floor plan designed for the way people live today. The heart of the home is the chef-inspired kitchen, boasting sleek white

  Lee Wolff FSBO Broker

  11820 Drexwood Dr, Princess Anne, MD 21853
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  /70

  $489,999

  • 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 life moves a little slower and the sunsets seem to last a little longer. “The Anchorage,” originally built in 1870 and lovingly expanded with two additions over the years, is a waterfront home full of character, comfort, and the kind of charm you just can’t recreate.As soon as you enter, your eyes are naturally drawn to the

  Donna Harrington Coldwell Banker Realty

  26388 Mount Vernon Rd, Princess Anne, MD 21853
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  /20

  $314,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft

  30483 Manor Dr, Princess Anne, MD 21853

  Photos used are of a completed house with the same floor plan by the same builder. Home to be complete around 3/15/26. 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
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  /12

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  27068 Annie Hyland Rd, Princess Anne, MD 21853

  To be built! Construction to begin once a contract is accepted. Find your dream home on picturesque St. Peters Creek, which connects to the Manokin River and flows into the Chesapeake Bay! Both septic and pier permits are already secured. This prime location is directly across from the St. Peter's Creek Boat Ramp and just 15 minutes from downtown Princess Anne, where you'll find shopping, dining,

  Marti Hawkins ERA Martin Associates

  27068 Annie Hyland Rd, Princess Anne, MD 21853
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  /32

  $267,900

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

  11679 Beckford Ave, Princess Anne, MD 21853

  Welcome to 11679 Beckford Ave, a well-maintained property offering comfort, functionality, and strong long-term value. This home features a practical layout with ample living space, natural light throughout, and well-proportioned rooms designed for everyday living and entertaining.Step outside to a large rear patio, perfect for outdoor dining, entertaining guests, or creating your own private

  Mike Cowan Coldwell Banker Realty

  11679 Beckford Ave, Princess Anne, MD 21853
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  /23

  $399,900 Open Sat 2PM - 4PM

  • 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
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  /62

  $374,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 2,034 Sq Ft

  26837 Waller Ln, Princess Anne, MD 21853

  Timeless character meets thoughtful upgrades on over an acre in a quiet, secluded setting near the water.This 3 bedroom, 2 bathroom home has been carefully maintained to preserve its original charm, including original hardwood floors, while incorporating meaningful improvements such as a newer roof, updated HVAC, and a tankless water heater.The oversized detached garage with a heated

  Marco Smith EXP Realty, LLC

  26837 Waller Ln, Princess Anne, MD 21853
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  /42

  $292,500

  • 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
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  /2

  $47,500

  • Land
  • 4 Acres
  • $11,875 per Acre

  0 Petes Hill Rd Unit MDSO2006286, Princess Anne, MD 21853

  4.00 acres offering endless possibilities! Nestled in a peaceful and scenic setting—perfect for your dream home, retreat, or investment. Bring your vision and make this beautiful slice of land your own. Buyer to verify all information and conduct due diligence for building.

  Mike Dunn Keller Williams Realty Delmarva

  0 Petes Hill Rd Unit MDSO2006286, Princess Anne, MD 21853
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  /2

  $135,000

  • 3 Beds
  • 1.5 Baths
  • 936 Sq Ft

  28565 Polks Rd, Princess Anne, MD 21853

  Escape to country living with this charming 1.5 story home. A sturdy metal roof promises decades of durability, and a wood-burning stove anchors the living space, creating an inviting atmosphere full of warmth. on those cooler evenings. Floor joists were replaced about 20 years ago. The front of the house foundation is pillars while the back of the house foundation is concrete block. This cozy

  Brenda Moore Coldwell Banker Realty

  28565 Polks Rd, Princess Anne, MD 21853
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  /4

  $190,000

  • 3 Beds
  • 2 Baths
  • 1,024 Sq Ft

  11689 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; 2 Bed, 1 Full bath currently rented for $1,150/monthly. Second unit; 1 Bed, 1 Full bath currently Vacant. Situated just minutes from UMES college, this property offers strong rental potential with consistent demand. Ideal for investors seeking cash

  Jessica Gosman-Bowen Curtis Real Estate Company

  11689 Beechwood St, Princess Anne, MD 21853
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  /9

  $125,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  10698 Oriole Back Rd, Princess Anne, MD 21853

  Victorian farm house located 8 miles from Princess Anne Md. features 3 bedrooms one bath on almost 1 acre of land. detached garage could possibly be converted to an in-law suite .

  Alexander McKenzie Long & Foster Real Estate, Inc.

  10698 Oriole Back Rd, Princess Anne, MD 21853
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  /35

  $160,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  30500 Valentine Dr, Princess Anne, MD 21853

  Priced Reduced !!!Adorable 3 bedrooms and 1 1/2 bathroom totally remolded on 2021 from hardwood floor to new roof with solar panels Seller with pay off the solar panel at closing .Bright and airy hardwood floor through out, living room, dinning room and bedrooms. sling door from dinning room lead to deck back of the house Kitchen with new stove and new deck for your enjoymentMust see,

  Su Mei Prete Berkshire Hathaway HomeServices PenFed Realty - OP

  30500 Valentine Dr, Princess Anne, MD 21853
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  /23

  $199,900

  • 5 Beds
  • 3 Baths
  • 2,850 Sq Ft

  13310 Fitzbound Rd, Princess Anne, MD 21853

  Discover a unique investment opportunity with this charming 5-bedroom, 3-bathroom farmhouse, nestled on a generous 2.64-acre lot. Built in 1900, this property combines classic architectural style with modern potential, making it an ideal canvas for savvy investors looking to capitalize on the growing demand for rental properties or a serene retreat. The spacious interior boasts 2,876 square feet,

  Neda Howell Long & Foster Real Estate, Inc.

  13310 Fitzbound Rd, Princess Anne, MD 21853
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  /2

  $593,190

  • Land
  • 219.74 Acres
  • $2,700 per Acre

  0 Follow Ditch Rd Unit MDSO2007232, Westover, MD 21871

  219+/- acres of timber located on both sides of Follow Ditch Rd in Pocomoke City, MD. The timber has been managed at different intensities across the ownership. Logging roads and management trails offer easy access to the interior of this tract. This property is encumbered by a Maryland DNR conservation easement that can be found in the documents section. Contact the listing agent for more

  Benjamin Alder The Land Group

  0 Follow Ditch Rd Unit MDSO2007232, Westover, MD 21871
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  /25

  $154,995 New Construction

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

  30564 Blue Jay Cir, Princess Anne, MD 21853

  Check out this beautiful, brand new home located in the Wilson Landing community. This line is called beautiful morning and features 3 bedrooms, 2 bathrooms, as well as a functional, yet stylish kitchen, perfect for entertaining. Beautiful Morning is a well appointed home, offering plenty of storage space and a private laundry room. Enjoy the en suite bathroom off of the main bedroom, with a walk

  John McGoldrick Long & Foster Real Estate, Inc.

  30564 Blue Jay Cir, Princess Anne, MD 21853
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  /81

  $2,950,000

  • 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
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  /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
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  /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. This community is only 15

  Frances Sterling ERA Martin Associates

  12465 Mallard Ln, Princess Anne, MD 21853
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  /2

  $125,000

  • Land
  • 2.27 Acres
  • $55,066 per Acre

  0 Clarence Barnes Rd, Princess Anne, MD 21853

  2.27 +/- acre lot that looks south over the Manokin River in Somerset County, MD. The parcel is accessed off of Clarence Barnes Road. There is a platted SRA recorded in 1985 that can be found in the documents section. Buyer to perform their own due diligence in verifying SRA and feasibility with the county. Adjoining parcel 2.5+/- acre parcel is also for sale for an additional price.

  Benjamin Alder The Land Group

  0 Clarence Barnes Rd, Princess Anne, MD 21853
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  /18

  $40,000

  • Land
  • 3.47 Acres
  • $11,527 per Acre

  0 Polks Rd, Princess Anne, MD 21853

  Looking for a private setting surrounded by beautiful woods and mature trees? This nearly 3.5-acre lot, tucked away on the quiet backroads of Somerset County, offers peaceful seclusion and natural beauty. Fully wooded and hidden from the hustle and bustle, you won't be disappointed. You'll enjoy the serenity of country living while still being a short drive to both Somerset County and neighboring

  Donna Harrington Coldwell Banker Realty

  0 Polks Rd, Princess Anne, MD 21853
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  /8

  $572,100

  • Land
  • 190.7 Acres
  • $3,000 per Acre

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

  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 distinct age classes of pine creating a diverse forest structure. Combined with great access

  Benjamin Alder The Land Group

  0 Deal Island Rd Unit MDSO2007210, Princess Anne, MD 21853
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  /2

  $816,025

  • Land
  • 326.41 Acres
  • $2,500 per Acre

  0 Mt Vernon Rd Unit MDSO2006928, Princess Anne, MD 21853

  The Hamlet Tract consists of approximately 326.41+/- deeded acres featuring a mix of hardwood and pine timber in various age classes. Portions of the timber were harvested in 2021. The property is currently under a hunting lease, which may be continued or terminated at the buyer’s discretion. It is zoned AR, Agricultural-Residential District, and is protected under a Forestland Conservation

  Benjamin Alder The Land Group

  0 Mt Vernon Rd Unit MDSO2006928, Princess Anne, MD 21853
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  /11

  $148,900

  • 4 Beds
  • 2 Baths
  • 2,338 Sq Ft

  30432 Oak St, Princess Anne, MD 21853

  Huge price adjustment, a lot of house for the value. Waiting on the new owner to recognize the work that has been done to this grand lady. Up-dates have included central air and heat, dual zone, and new windows, just to name a few. The original hardwood floors are under the carpet. Large rooms and an eat in kitchen with a screened porch off the back. Rare for in town a nice garage for tools and

  Kat Thompson Benson & Mangold, LLC.

  30432 Oak St, Princess Anne, MD 21853
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  /28

  $234,990

  • 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
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  /37

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  10660 Rosewood Ct, Princess Anne, MD 21853

  Welcome home to this exquisite, approximately 2,426-square-foot three-bedroom/three-bathroom/nine-room custom-built home. The open floor plan design with LVP throughout is located on close to 1.5 acres in Somerset County’s premiere “Rosehill on the Manokin” neighborhood, approximately 20 minutes to Salisbury. An upscale gourmet kitchen and pantry including top-of-the-line Café appliances, a

  Kathleen Momme Coldwell Banker Realty

  10660 Rosewood Ct, Princess Anne, MD 21853
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  /15

  $215,000 Open Sat 1PM - 3PM

  • 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
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  /77

  $829,900

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

  10148 Champ Rd, Princess Anne, MD 21853

  Nestled along the tranquil shores of St. Peter’s Creek, 10148 Champ Road is a truly one-of-a-kind waterfront retreat—where craftsmanship, character, and nature come together in perfect harmony. Set on an expansive 13.49-acre private parcel with a pond and sweeping panoramic water views from every room & every window, this custom-built home offers a rare opportunity to own a deeply personal and

  Donna Harrington Coldwell Banker Realty

  10148 Champ Rd, Princess Anne, MD 21853
• 

  

  /4

  $255,000 Coming Soon

  • 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
• 

  

  /5

  $99,900

  • Land
  • 0.86 Acre
  • $116,163 per Acre

  0 Annie Hyland Rd Unit MDSO2005566, Princess Anne, MD 21853

  Create your dream home on picturesque St. Peters Creek, which connects to the Manokin River and flows into the Chesapeake Bay! Both septic and pier permits are already secured. This prime location is directly across from the St. Peter's Creek Boat Ramp and just 15 minutes from downtown Princess Anne, where you'll find shopping, dining, and UMES. Whether you're envisioning a full-time residence or

  Marti Hawkins ERA Martin Associates

  0 Annie Hyland Rd Unit MDSO2005566, Princess Anne, MD 21853
• 

  

  /3

  $160,000

  • 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

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