Somerset County MD Houses for Sale

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  /20

  $49,999

  • 2 Beds
  • 1 Bath
  • 1,332 Sq Ft

  10054 Deal Island Rd, Deal Island, MD 21821

  A fixer-upper in Deal Island, this 1,332 SqFt two-story single-family home, built in 1910, awaits your creative vision. Nestled in the heart of a community full of history, this property offers incredible potential for restoration or reinvention. It’s the perfect canvas for investors, DIY enthusiasts, or anyone looking to bring new life to a classic Eastern Shore home. Whether you're envisioning

  Austin Whitehead Whitehead Real Estate Exec.

  10054 Deal Island Rd, Deal Island, MD 21821
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• 

  

  

  /51

  $335,000 Open Sat 11:45AM - 1:45PM

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  11075 Jerusalem Rd, Princess Anne, MD 21853

  Looking for acreage and a large garage outside of town? Look no further—opportunities like this don’t come along often! This beautifully updated one-story home is nestled on 2 acres and offers the perfect blend of space, comfort, and functionality.Featuring 3 bedrooms and 2 full bathrooms, this 1,490 sq ft home has been thoughtfully refreshed with new flooring and fully renovated

  Jennifer Whittington Long & Foster Real Estate, Inc.

  11075 Jerusalem Rd, Princess Anne, MD 21853
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  /32

  $325,000

  • 5 Beds
  • 3 Baths
  • 2,604 Sq Ft

  8909 Arden Station Rd, Westover, MD 21871

  Escape to peace and privacy with this charming 3 bed, 2 bath home nestled on over 2 acres of countryside living. Tucked away at the end of a long stone driveway, this home offers an open concept, hardwood floors living room and a country kitchen with ceramic tile. The rear deck and poolhouse is ready for your private pool to be installed. ALSO on the property is a 2 bed, 1 bath manufactured home

  Victor J King Vision Realty Group of Salisbury

  8909 Arden Station Rd, Westover, MD 21871
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  /29

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  203 N 1st St, Crisfield, MD 21817

  Charming Fully-Renovated 3‐Bed/2‐Bath Home in the “Crab Capital of the World” 203 N. 1st St, Crisfield, MD 21817 is nestled in the heart of historic Crisfield. This 1,595 sq ft gem blends vintage charm with modern updates. Originally built in 1920, this home underwent a complete renovation in 2025, boasting a brand-new HVAC system, roof, flooring, and kitchen appliances.Location,

  Jennifer Whittington Long & Foster Real Estate, Inc.

  203 N 1st St, Crisfield, MD 21817
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  /7

  $42,000

  • 2 Beds
  • 1 Bath
  • 1,276 Sq Ft

  2900 Ape Hole Rd, Crisfield, MD 21817

  Just a short distance to downtown but far enough a way to enjoy a peaceful evening in your yard. Great opportunity to rehab or take down and build new out side of town limits with public sewer and well.

  Courtney Wright Keller Williams Realty Delmarva

  2900 Ape Hole Rd, Crisfield, MD 21817
• 

  

  /23

  $54,900

  • 5 Beds
  • 1 Bath
  • 1,254 Sq Ft

  27746 Waters Ln, Westover, MD 21871

  Charming 4BR, 2BA home on 3.25 acres in peaceful Westover, MD! This 1,254 sq ft property features a spacious kitchen, abundant natural light from windows throughout, and a screened-in back porch perfect for relaxing. Two bedrooms share a convenient Jack and Jill bath. Outside, employ two exterior structures—a shed and a trailer— for storage or projects.Located in scenic Somerset County,

  DANIEL DEMERS Sell Your Home Services

  27746 Waters Ln, Westover, MD 21871
• 

  

  /9

  $135,000

  • 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

  Alexander McKenzie Long & Foster Real Estate, Inc.

  10698 Oriole Back Rd, Princess Anne, MD 21853
• 

  

  /19

  $162,900

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  409 Myrtle St, Crisfield, MD 21817

  Welcome to 409 Myrtle Street, nestled in the heart of Crisfield...proudly known as the Seafood Capital of the World! This charming 2-bedroom, 1.5-bath bungalow captures the essence of Chesapeake Bay heritage and small-town coastal charm. Inside, you’ll find a practical and inviting layout featuring a combined living and dining area, a full bathroom, and a half bath currently serving as a

  Tanisha Taylor Coldwell Banker Realty

  409 Myrtle St, Crisfield, MD 21817
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  /12

  $55,000

  • 3 Beds
  • 1 Bath
  • 1,884 Sq Ft

  4695 Green Rd, Marion Station, MD 21838

  Nestled on 2 acres of tranquil land, this historic 1886 farmhouse offers the ideal canvas for those looking to create their perfect getaway. Whether you're seeking a serene vacation home, a hunting retreat, or a vacation investment property, this property has it all. Surrounded by natural ponds and wetlands, it provides year-round hunting opportunities, making it a true sportsman’s paradise.

  Nathan Johnson Keller Williams Capital Properties

  4695 Green Rd, Marion Station, MD 21838
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  /24

  $149,900

  • 4 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  3411 Marsh Rd, Ewell, MD 21824

  This lovely four-bedroom, one and a half bathroom island home is situated directly across from the water in the picturesque village of Rhodes Point, nestled on Smith Island, Maryland. The property boasts a large backyard, adorned with shade trees, two sheds, and a former historical post office. Upon entering the home through the side entrance, you’re immediately greeted by a sunny breakfast

  Laura Evans Wilson Realty

  3411 Marsh Rd, Ewell, MD 21824
• 

  

  /15

  $141,900

  • 3 Beds
  • 1 Bath
  • 1,013 Sq Ft

  30777 Hampden Ave, Princess Anne, MD 21853

  Lots of updates to this beautifully 2 story single family home, 3 bedrooms, a bedroom on the 1st floor, 1 bath in the town of Princess Anne. New kitchen with new cabinets, countertops, new appliances, new laminate flooring, in fact the entire home has new laminated flooring. Bathroom, with new fixtures, stall shower and new floor, new ceiling lights with fans throughout the home. This home

  Barbara Leatherbury Long & Foster Real Estate, Inc.

  30777 Hampden Ave, Princess Anne, MD 21853
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  /58

  $359,000

  • 3 Beds
  • 3.5 Baths
  • 1,550 Sq Ft

  11161 Roland Parks Rd, Deal Island, MD 21821

  Welcome to your island retreat in Chance, Maryland—a true nature lover’s paradise just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay! This beautifully updated 3-bedroom, 3-bathroom home features a desirable first-floor primary suite, with two additional bedrooms upstairs—each offering extensive closet space.Enjoy the outdoors year-round with three private

  Casey Neves The Parker Group

  11161 Roland Parks Rd, Deal Island, MD 21821
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  /28

  $139,900

  • 2 Beds
  • 1.5 Baths
  • 1,238 Sq Ft

  3231 Sackertown Rd, Crisfield, MD 21817

  Well taken care of home is neat and tidy. Efficient kitchen, separate dining room, living room with french doors separating the DR from LR, built in bookcases in living room. Lots of storage built in. Half bath on first floor. Second floor has two bedrooms, and a full bath with a shower. Large open lot has public sewer and well. Two storage buildings. Some furniture is included in the

  Cynthia Stevens Wilson Realty

  3231 Sackertown Rd, Crisfield, MD 21817
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  /37

  $439,900

  • 4 Beds
  • 3 Baths
  • 3,080 Sq Ft

  3774 Country Club Rd, Crisfield, MD 21817

  *Priced Below Recent Appraisal !!* Welcome to an outdoorsman’s paradise—where serenity, space, and natural beauty meet! This stunning 4-bedroom, 3-bath home offers over 3,080 square feet of living space, perfectly designed for family comfort and outdoor adventure.Set on an expansive 108.65-acre property, with 45 acres under conservation easement, this retreat provides privacy,

  Phillip Anderson Keller Williams Realty

  3774 Country Club Rd, Crisfield, MD 21817
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  /40

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  7558 Catlin Rd, Westover, MD 21871

  Quiet, county living is yours with this beautifully updated 3 bedroom, 2 bath farmhouse. Warm and welcoming foyer, cozy living room with adjacent office and spacious eat-in kitchen. Large laundry/utility room. Pamper yourself in the first- floor owners suite. Two more spacious bedrooms and bonus room complete the second floor. Take in our famous Eastern Shore sunsets from the rear deck or

  Victor J King Vision Realty Group of Salisbury

  7558 Catlin Rd, Westover, MD 21871
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  /77

  $625,000

  • 4 Beds
  • 4 Baths
  • 2,168 Sq Ft

  10273 Deal Island Rd, Deal Island, MD 21821

  Incredible Investment Opportunity or Family Vacation Retreat!Single Family home of 1440 square feet - 1 Bedroom/1 Bath also features two 20' X 40" Garage/Sheds AND three efficiency apartments with covered back porches on waterfront!1.47 Acre LotLocated on picturesque Deal Island, this charming and versatile property offers endless potential as a short-term rental,

  Maureen Bryant Keller Williams Flagship

  10273 Deal Island Rd, Deal Island, MD 21821
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  /13

  $89,900

  • 3 Beds
  • 1 Bath
  • 1,046 Sq Ft

  30749 Hampden Ave, Princess Anne, MD 21853

  GREAT HOME FOR THE MONEY!!! NEEDS SOME TLC BUT WHERE ARE YOU GOING TO FIND A HOME LIKE THIS FOR UNDER 100K***SEE IT BEFORE ITS GONE !!!

  David Willman Coldwell Banker Realty

  30749 Hampden Ave, Princess Anne, MD 21853
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  /107

  $700,000

  • 4 Beds
  • 3.5 Baths
  • 3,104 Sq Ft

  12661 Mallard Ln, Princess Anne, MD 21853

  **OPEN HOUSE SCHEDULED FOR SUNDAY, 07/13 FROM 12-2PM** Welcome to 12661 Mallard Lane – A One-of-a-Kind Home in Covington Cove. Discover unparalleled charm and elegance in this stunning 3,104 sq ft home. From the moment you turn onto Mallard Lane, this property makes a lasting impression with its show-stopping curb appeal—featuring a circular driveway adorned with a pineapple water fountain,

  Darron Whitehead Whitehead Real Estate Exec.

  12661 Mallard Ln, Princess Anne, MD 21853
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  /57

  $157,500

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  27606 Fairmount Rd, Westover, MD 21871

  ***$2,500 Seller Credit with acceptable offer*** Charming and historic Folk Victorian home with over 1800 square feet, 3 bedrooms and 2 baths. With the ornate exterior trim, inviting front porch and classic architectural details throughout, this home has so much character with tons of potential to make it your own. It's perfect for those looking to restore and personalize a piece of the past.

  Ryan Basch RE/MAX Advantage Realty

  27606 Fairmount Rd, Westover, MD 21871
• 

  

  /13

  $69,900

  • 4 Beds

  217 Gandy Ln, Crisfield, MD 21817

  This historic property, which has been in the same family since the 1800s, boasts a large, octagon-shaped formal living area, original hardwood floors, intricate moldings, and hand-carved stair rails by the original owner, J. Fletcher Sterling, affectionately known as the “Strawberry King” by the locals. However, the home requires major renovations throughout. Some structural damage in one room,

  Laura Evans Wilson Realty

  217 Gandy Ln, Crisfield, MD 21817
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  /62

  $549,900

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

  3620 Country Club Rd, Crisfield, MD 21817

  Attention fishing, crabbing, boating and hunting fanatics! Rare opportunity to own the quintessential Eastern Shore lifestyle on this 29.6-acre waterfront estate. Step out of the hustle and bustle of life, into your own private oasis. This one of a kind property offers a world of outdoor adventures, from duck and deer hunting to fishing and crabbing from your own private wharf, where you can tie

  Jen Labesky Keller Williams Realty Delmarva

  3620 Country Club Rd, Crisfield, MD 21817
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  /16

  $144,500

  • 3 Beds
  • 1 Bath
  • 768 Sq Ft

  310 Broadway, Crisfield, MD 21817

  Cozy home near the heart of Crisfield. Three Bed one bath single level home with some mobility friendly accessories. Roof and Siding were replaced within the past year with a fenced in backyard.

  John Lee Coldwell Banker Realty

  310 Broadway, Crisfield, MD 21817
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  /63

  $730,000

  • 3 Beds
  • 1 Bath
  • 1,352 Sq Ft

  12641 & 12656 Eby Rd, Princess Anne, MD 21853

  Classic Eastern Shore living awaits in this one-of-a-kind waterfront gem. Two deepwater parcels with over 200 yards of shoreline totaling 8.5 acres on picturesque Monie Creek will be yours to enjoy the Eastern Shore lifestyle so many dream of. The smaller .69-acre parcel offers a renovated 3 bedroom, 1 bath ranch home with attached garage, screen porch and pier for fishing, crabbing, or docking

  Dale King Vision Realty Group of Salisbury

  12641 & 12656 Eby Rd, Princess Anne, MD 21853
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  /51

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  26830 Johnson Creek Rd, Crisfield, MD 21817

  Don't judge a book by it's cover! This home has undergone much renovation, completely to the studs! Rewired, has 200 amp service, new windows, new insulation, new drywall and floors. Owners have finished it with a rustic, cabin like feel, but very modern amenities. Two full baths, including a bathroom with the soaking cast iron tub, walk in tiled spa shower, and tiled floors. Downstairs is

  Cynthia Stevens Wilson Realty

  26830 Johnson Creek Rd, Crisfield, MD 21817
• 

  

  /22

  $289,000

  • 2 Beds
  • 1 Bath
  • 1,152 Sq Ft

  6360 Crickett Hill Rd, Westover, MD 21871

  Tucked away on 14.93 serene acres, this delightful 2-bedroom, 1-bath home offers a peaceful retreat surrounded by nature. The property features an additional finished room upstairs—perfect for a home office, playroom, or creative space to suit your needs.Whether you're looking to enjoy the sights and sounds of the outdoors, explore your own wooded trails, or simply relax in a private

  Jennifer Demarest The Parker Group

  6360 Crickett Hill Rd, Westover, MD 21871
• 

  

  /27

  $119,000

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  3290 Sackertown Rd, Crisfield, MD 21817

  Welcome to your perfect coastal getaway! Nestled just outside the vibrant heart of Crisfield, this cozy and adorable two-bedroom cottage offers the best of both worlds — peaceful privacy with easy access to all the fun and adventure of Maryland’s famous waterside town.Step inside to find a spacious open living room that seamlessly flows from a relaxing, window-lined entry porch — the perfect spot

  Kelley Bjorkland Coldwell Banker Realty

  3290 Sackertown Rd, Crisfield, MD 21817
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  /92

  $764,900

  • 5 Beds
  • 3 Baths
  • 3,395 Sq Ft

  34253 Somerset Rd, Pocomoke City, MD 21851

  Several beaches close by: Assateague & Chincoteague Islands are both 30 mins away; Ocean City is just 40 mins & it has easy boat-access to the Chesapeake Bay right from home! Peaceful living overlooking the stunning Pocomoke River with tons of fun things to do nearby and at home and with a deep water dock providing direct access to the Chesapeake! New renovations and paint in several rooms; crown

  Meghan Oliver Clarkson Long & Foster Real Estate, Inc.

  34253 Somerset Rd, Pocomoke City, MD 21851
• 

  

  /29

  $125,000

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

  30560 Washington St, Princess Anne, MD 21853

  Investor or rehab opportunity! Step back in time with this grand 1870 brick residence on a corner lot in the heart of Princess Anne’s treasured Historic District. A rare late-19th century find, this three-level home is rich with period detail—formal living and den spaces with fireplaces, ceiling medallions with chandeliers, and timeless brick accent. Though currently uninhabitable, it’s a prime

  Billy Mister Keller Williams Realty

  30560 Washington St, Princess Anne, MD 21853
• 

  

  /23

  $93,900

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft

  108 Locust St, Crisfield, MD 21817

  Recently updated with new paint, floor covering, new bath fixtures, new kitchen appliances and cabinets. Three bedrooms, one full bath, furnace is less than a year old. Public water and sewer. Roof and windows are less than 10 years old. Economical living within walking distance to shopping and recreational facilities.

  Cynthia Stevens Wilson Realty

  108 Locust St, Crisfield, MD 21817
• 

  /2

  $20,000

  • 4 Beds
  • 1 Bath
  • 1,774 Sq Ft

  26917 Clifton Mister Rd, Crisfield, MD 21817

  Welcome to Crisfield, Maryland! Discover this well-hidden gem of Eastern Shore living. Sitting on just over half of an acre, the Victorian era home is waiting for some vision and rejuvenation. A private well for water and a public sewer connection are available. **Property is being sold AS-IS/Where-Is **

  Josh Rose LAIRD & ASSOCIATES

  26917 Clifton Mister Rd, Crisfield, MD 21817
• 

  

  /11

  $159,900

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

  30432 Oak St, Princess Anne, MD 21853

  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 lawn equipment. The home just needs some TLC to be

  Kat Thompson Benson & Mangold, LLC.

  30432 Oak St, Princess Anne, MD 21853
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  /26

  $75,000

  • 1,440 Sq Ft

  11139 Hodson White Rd, Dames Quarter, MD 21821

  1440 sq. ft. solid brick construction church with hardwood floors, pews, HVAC system, oil furnace, central air. Additional lot included, Pcl 253, .75 acres, for a total of 2.25 acres. This building has a vestibule, sanctuary and a rear furnace room. There is no well or septic, no bathroom. Building is in very good condition. Property is purchased "as is". There is a church cemetery.

  Cynthia Stevens Wilson Realty

  11139 Hodson White Rd, Dames Quarter, MD 21821
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  /45

  $325,000

  • 2 Beds
  • 2 Baths
  • 2,130 Sq Ft

  23258 Hastings Dr, Deal Island, MD 21821

  Gorgeous water views await in Chance with this beautifully updated 2 bedroom, 2 bath ranch home loaded with upgrades. From the moment you enter this charmer, the attention to detail and quality finishes are evident. The kitchen offers new Kraftmaid cabinets, quartz countertops and stainless appliances including a dual fuel range. Kraus stainless steel sink and Waterdrop RO water system. Hardwood

  Dale King Vision Realty Group of Salisbury

  23258 Hastings Dr, Deal Island, MD 21821
• 

  

  /21

  $146,800

  • 2 Beds
  • 1 Bath
  • 1,474 Sq Ft

  20771 Caleb Jones Rd, Ewell, MD 21824

  This charming two bedroom, one-bathroom Federal Style waterfront home is nestled in the picturesque village of Ewell, on historic Smith Island, Maryland. With stunning views of the Chesapeake Bay and the surrounding marshes, it’s a true gem. Located close to the Ewell boat harbor, where local watermen proudly bring in their daily catch. This historic 100-year-old Federal Style/National Folk home

  Laura Evans Wilson Realty

  20771 Caleb Jones Rd, Ewell, MD 21824
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  /54

  $399,000

  • 4 Beds
  • 3.5 Baths
  • 2,719 Sq Ft

  30745 Chesapeake Acres Dr, Eden, MD 21822

  Such an amazing home to see. This 4 bedroom, 3.5 bath home located in Chesapeake Acres in Eden, MD features two main suites - one on the main floor and one on the second floor, luxury vinyl plank floors, and so many upgrades! As you enter the home, the living room awaits you that leads into the kitchen and dining area s well as a little area perfect for an office or sitting space. Off the kitchen

  Chris Thomas RE/MAX Advantage Realty

  30745 Chesapeake Acres Dr, Eden, MD 21822
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  /24

  $154,900

  • 3 Beds
  • 3 Baths
  • 2,120 Sq Ft

  20915 Caleb Jones Rd, Ewell, MD 21824

  This three-bedroom, three-bathroom island cottage has a lot of appeal. The main floor features a beautiful, spacious kitchen, a formal dining room, a formal living room, den or possibly an addition downstairs bedroom, primary bedroom, and two full bathrooms. Upstairs there is an additional space including a bedroom and bathroom with shower stall. The house requires some cosmetic/interior

  Laura Evans Wilson Realty

  20915 Caleb Jones Rd, Ewell, MD 21824
• 

  

  /14

  $54,900

  • 2 Beds
  • 1.5 Baths
  • 1,074 Sq Ft

  24 W Main St, Crisfield, MD 21817

  The cottage is looking for someone to update it and bring it back to life. Upstairs includes two bedrooms and a full bathroom. Downstairs includes a living room, kitchen and half bathroom. Front screen room. A short distance to downtown and all the amenities that are available...restaurants, dock, ferry, shopping, and more. This home is priced to sell. Do not miss this opportunity.

  Bob Faith Dockside Properties

  24 W Main St, Crisfield, MD 21817
• 

  

  /20

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,793 Sq Ft

  8579 Fontaine Rd, Westover, MD 21871

  Completely renovated in 2024. 3 bedrooms 2 full baths. Large master bedroom 18x22, large master bath 8x12.Large deck off master bedroom .New pellet stove that should heat most of the home situated on a 1 acre lot .Seller will pay $5,000 towards closing cost.

  Alexander McKenzie Long & Foster Real Estate, Inc.

  8579 Fontaine Rd, Westover, MD 21871
• 

  

  /27

  $145,500

  • 4 Beds
  • 2 Baths
  • 1,612 Sq Ft

  26552 Old State Rd, Crisfield, MD 21817

  Sale fell through and is now back on the market. This quaint farmhouse boasts lots of room for family and friends to gather. It features 4 bedrooms and 2 full bathrooms, an eat-in kitchen with breakfast nook, and door leading to large deck. Master bedroom is located on the main floor along with full bath featuring a jacuzzi tub. 3 more bedrooms can be found upstairs along with another full bath

  Theresalaina Barnett Long & Foster Real Estate, Inc.

  26552 Old State Rd, Crisfield, MD 21817
• 

  

  /43

  $429,000

  • 4 Beds
  • 2.5 Baths
  • 3,098 Sq Ft

  27949 Phoenix Church Rd, Marion Station, MD 21838

  This amazing sprawling custom built rancher sits on 2.1 acres. The home features four bedrooms, two and half bath, spacious living/family room with built in fireplace/woodstove with a cathedral ceiling. The breakfast area is off the kitchen with an additional dining space for entertaining. This home offers a second family room that could be converted into another bedroom or an in law

  Nina Littleton Coldwell Banker Realty

  27949 Phoenix Church Rd, Marion Station, MD 21838

Showing Results 41 - 80, Page 2 of 3