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20 Hall Hwy, Crisfield
$255,000
3 Beds ⋅ 2 Baths
Some houses need your vision....and your money. This one just needs your furniture and your family. That’s what makes 20 Hall Highway stand out. Located in the waterfront community of Crisfield, Maryland, this 3-bedroom, 2-bath home has already undergone many of the improvements that buyers typically worry about most. While tax records may reference an earlier construction date, the home was extensively renovated between 2001 and 2003, with additional major improvements completed from 2022 through today. And if you only take one thing from this.... leave with that! It's important! Because replacing roofs, updating electrical systems, and floors, and plumbing... and making "all the" improvements can quickly turn an affordable home into a very expensive one. Fortunately, much of that work has already been done. The result is a home that feels move-in ready today, while still leaving room for future owners to personalize and update things at their own pace if they choose. Outside, you'll own nearly an entire acre! Inside, you'll find approximately 1,890 square feet of living space, including three bedrooms, two full baths, updated flooring, spacious living areas, and a layout that provides flexibility for year-round living, a second home, or even a future investment opportunity. The detached garage offers additional storage, workshop space, or room for all the equipment that naturally comes with life near the water. And in Crisfield, life revolves around the water. Fishing boats. Kayaks. Crab pots. Marinas. Waterfront restaurants. Early morning sunrises over the Chesapeake Bay. It's a lifestyle that continues to attract buyers looking for something increasingly difficult to find: authenticity. The fenced backyard creates a private outdoor space for relaxing, entertaining, pets, or simply enjoying the slower pace that makes Crisfield unique. The location only adds to the appeal. Conveniently located within the City of Crisfield and close to the TidalHealth campus, this home provides easy access to the Crisfield City Dock, local marinas, waterfront dining, the Tangier Island Ferry, and nearby Janes Island State Park, one of Maryland's premier destinations for kayaking, boating, fishing, birdwatching, and exploring the Chesapeake Bay's natural beauty. And here's what may be the most attractive feature of all. Homeownership is becoming harder to afford. Finding a move-in-ready home where the major improvements have already been completed is becoming harder to find. Finding both at the same time?....That's where opportunities like this makes a home stand apart. 20 Hall Highway offers a comfortable home today, a strong foundation for tomorrow, and an opportunity to enjoy Maryland's Chesapeake Bay lifestyle without spending the next several years renovating your way into it.

20 Hall Hwy, Crisfield

Listing courtesy of Keller Williams Realty Delmarva. Contact:

26813 Johnson Creek Rd, Crisfield
$69,000
3 Beds ⋅ 2 Baths
3 Bedroom 1.5 Bath farmhouse nestled amongst the Eastern Shore’s charm. Home is close to the Chesapeake Bay and its fishing, crabbing, and boating. Several renovations have been made including the exterior siding, roof, and windows. Inside porcelain floor in the downstairs master suite, laminate floors in the upstairs bedrooms, bathrooms have been replaced. Plumbing is working in both bathrooms and kitchen. There is no electric wiring done in the home. This property needs someone to put the finishing touches on it. This home has plenty of potential with its vaulted living room ceiling, large walk up attic, shed with lean-to, and spacious yard. Property has public water and sewer, but no city taxes. Cash or conventional financing ONLY. Sold AS-IS.

26813 Johnson Creek Rd, Crisfield

Listing courtesy of The Land Group. Contact:

2899 Byrdtown Rd, Crisfield
$164,900
FANTASTIC Investment Opportunity in Crisfield, MD! Don’t miss this income-producing duplex located at 2899 Byrdtown Rd in scenic Crisfield, Maryland — the “Crab Capital of the World” known for its waterfront charm, boating, fishing, and relaxed Eastern Shore lifestyle. This property features TWO spacious 3-bedroom, 1-bath units that have been recently freshened up and are ready for new tenants. Anticipated rental income is approximately $1,200/month per unit, making this an excellent addition to your investment portfolio or a great owner-occupant opportunity. Recent improvements include a metal roof installed in 2018, updates to the second-floor kitchen, some new flooring, and new heaters being installed in the downstairs unit, plus additional updates throughout. There are even washer/dryer hookups for added tenant convenience. Situated outside city limits, you’ll enjoy the benefit of county taxes only — no city taxes. The property has also been inspected and certified lead-free for peace of mind. Set on a spacious lot surrounded by natural beauty, this duplex offers strong rental potential in a peaceful setting just minutes from Crisfield’s marinas, waterfront dining, and ferry access to Smith Island. Great opportunity to secure an income-generating property or buy it and live in one unit while you rent the other out!! Schedule your appointment today!

2899 Byrdtown Rd, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

103 Williams St Unit 416, Crisfield
$299,999
3 Beds ⋅ 2 Baths
Waterfront Living on the Chesapeake Bay! Now offered at $299,999, this beautiful waterfront condo in Harbour Lights offers an incredible opportunity to enjoy the Chesapeake Bay lifestyle you've been dreaming of. This well-maintained, one-owner condo features 3 bedrooms, 2 full baths, and has never been used as a rental. Wake up to breathtaking bay views from the large windows and enjoy spectacular sunrises and sunsets from your private balcony. Whether you're sipping your morning coffee or unwinding after a day on the water, the views are simply unforgettable. Included with the property is your own deeded boat slip in the private marina, making this a perfect home for boating enthusiasts and waterfront lovers alike. Residents enjoy: Waterfront pool Secure building access Elevator service Private marina Low-maintenance waterfront living Located in Crisfield, Maryland, the Seafood Capital of the World, you'll be just minutes from Jane's Island State Park and a short boat ride from Smith Island and Tangier Island. Whether you're looking for a year-round residence, a weekend getaway, or a summer retreat, this is your chance to own a piece of paradise on the Chesapeake Bay. Contact me today for your private showing before this waterfront gem is gone!

103 Williams St Unit 416, Crisfield

Listing courtesy of ERA Martin Associates. Contact:

20805 Severn Rd, Ewell
$129,000
2 Beds ⋅ 1 Baths
Welcome to your cozy little island cottage! This two bedroom, one bath, fully renovated bungalow is move-in ready and easily accessible. Tucked away at the end of the street on a quiet corner lot, the property is surrounded by beautiful shrubbery and shady trees. Featuring an open concept design and wood flooring throughout, this gem of a home is tastefully decorated with many desirable features. Each room has pocket doors and there’s an inviting feel to the space. All appliances and most furnishings are included in the sale. This property currently operates as a vacation rental and has some bookings already secured. Comfy, cozy, clean, neat and tidy best describe it. Come check out this storybook listing on Smith Island, Maryland.

20805 Severn Rd, Ewell

Listing courtesy of Wilson Realty. Contact:

40 W Chesapeake Ave, Crisfield
$55,000
2 Beds ⋅ 1 Baths
Classic 2-bedroom home with oversized yard space, solid bones, and room to make it your own near downtown Crisfield. Set on a generous lot with a wide front lawn and expansive backyard, this 2-bedroom, 1-bath home gives you the chance to create value while enjoying the character of a traditional Eastern Shore property. Inside, the living room and bedrooms are well-sized to provide flexibility for guests, hobbies, or work-from-home space. The kitchen and bathroom are functional and ready for everyday use, with plenty of opportunity for cosmetic updates and customization over time. Throughout the home, you’ll find a layout that offers a strong starting point for renovations without losing the original charm and structure that make older homes appealing. The seller has invested over $100K in renovations since purchasing the property, which is now being sold as-is. The hot water tank is approximately one year old, and the home is connected to city sewer. Currently, there is a tenant paying monthly rent. Outside, the large detached shed could be restored into a workshop, storage area, hobby space, or additional utility building. The backyard gives you plenty of open space for gardening, entertaining, pets, or future outdoor projects. You’ll be close to downtown Crisfield, Crisfield City Dock, Somers Cove Marina, Crisfield Municipal Park, local seafood restaurants, and waterfront attractions that make this Chesapeake Bay community so unique. If you’re searching for an investment opportunity, rental property, weekend getaway, or a home you can improve over time, this property offers plenty of upside in a quiet small-town setting. Contact us today!

40 W Chesapeake Ave, Crisfield

Listing courtesy of EXP Realty, LLC. Contact:

30555 Skipjack Cir Unit 83, Princess Anne
$297,500
3 Beds ⋅ 2 Baths
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 with a private en suite bath and walk-in closet. The home is finished with luxury plank flooring throughout the main living areas, cozy carpet in the bedrooms, and a modern kitchen featuring granite countertops and stainless steel appliances. A dedicated laundry room adds everyday convenience. Looking to expand your living space? An optional four-season room can be added—perfect for enjoying the home year-round. Connected to public water and sewer, this property offers the ease of modern utilities without the burden of city taxes. Enjoy all the perks of brand-new construction—modern layouts, updated finishes, energy efficiency, and minimal maintenance for years to come. As an added bonus, if you get in early enough, you can pick your own colors and finishes!

30555 Skipjack Cir Unit 83, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. Contact:

26278 Peach St, Crisfield
$98,000
2 Beds ⋅ 2 Baths
Cute as a button, single wide mobile home located outside city limits of Crisfield with public water and sewer. Home was remodeled in 2015, with house type Thermopane windows and laminate floors throughout. Home is in excellent shape. Open floor plan makes it feel so much bigger. Large living room with wood look exposed beams. Off the living room is the master bedroom with large walk-in closet and master bath. The kitchen had plenty of room for your dining room table. Off the kitchen is the 2nd bedroom with its full bathroom. Nice size yard with small deck to sit on. There is a Large 12'x20' garage/storage building that is big enough to park a car. Convenient location for shopping and recreational facilities, within walking distance to public beach and fishing pier. Fireplace is "AS IS", it has never been hooked up by seller.

26278 Peach St, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

406 Charlotte Ave, Crisfield
$209,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully renovated 3-bedroom, 2-bath home offering modern updates and move-in ready convenience. The first floor features a spacious living room and an inviting eat-in kitchen equipped with brand-new stainless steel appliances. You will also find a comfortable bedroom and a full bathroom on the main level, perfect for guests or flexible living. Upstairs, two additional bedrooms and a full bath provide ample space for family or visitors. This home has been thoughtfully updated with a brand-new HVAC systems, a new water heater, and fresh flooring, paint, and doors throughout. Ideally located close to the water and nearby boat ramps, this property is perfect for those who enjoy coastal living and outdoor recreation. Do not miss your chance to own this turnkey home. Schedule your showing today!

406 Charlotte Ave, Crisfield

Listing courtesy of EXP Realty, LLC. Contact:

101 Williams St Unit 405, Crisfield
$338,900
3 Beds ⋅ 2 Baths
NEW PRICE + BUYER INCENTIVE! Sellers are offering $5,000 in buyer concessions toward closing costs or an interest rate buy-down with an acceptable offer! **PRE-INSPECTED and ready for you!!** — giving you added peace of mind and making this an opportunity you don’t want to miss. Welcome to Harbour Lights Condos—where coastal living meets effortless comfort in the heart of Crisfield, known as the Crab Capital of the World! This 4th-floor unit with a wraparound balcony offers breathtaking, front-row views of stunning sunsets over the water—plus the ultimate bonus of enjoying July 4th and National Hard Crab Derby fireworks right from your own private space. Lovingly maintained by the **original owners since its 2006 build**. Offering 3 bedrooms and 2 full bathrooms, the spacious layout features hardwood flooring throughout the living areas and bedrooms, creating a warm and cohesive feel. The primary suite includes direct access to the screened-in balcony, perfect for quiet mornings or winding down in the evening. Additional updates include a new HVAC system (2019), new screens in the screened balcony, and a few new transom windows. This unit is being sold partially to fully furnished (see MLS documents for exclusions), making it an easy move-in or turnkey vacation property. You'll also enjoy a private storage closet, elevator access, and access to the community pool. For boating enthusiasts, boat slips are available for purchase through the condo association or may be rented, placing you right near the water for endless summer days. Located just minutes from Janes Island State Park and Somers Cove Marina, this area is a dream for outdoor lovers—whether it's boating, biking the trail, crabbing, or even duck hunting in season. Enjoy year-round charm with local favorites like: * Soft Shell Festival * Freedom Fest * Tangier Sound Music Festival * Crab and Clam Bake Whether you're looking for a full-time residence, a weekend escape, or an investment opportunity—this is coastal Eastern Shore living at its finest.

101 Williams St Unit 405, Crisfield

Listing courtesy of Keller Williams Realty. Contact:

12223 Somerset Ave, Princess Anne
$250,000
3 Beds ⋅ 2 Baths
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, or simply unwinding, along with a well maintained front yard that adds to the home's curb appeal. The roof is five years old. Conveniently located close to Route 13 where you are less than a 40 minute drive to the Delaware or Virginia State Line, this property makes commuting a breeze while still offering a peaceful setting. Additional highlights include no HOA fees, no city taxes, and the benefit of public water and sewer services. Don't miss this great opportunity to own a comfortable home with flexible living space and excellent value!.

12223 Somerset Ave, Princess Anne

Listing courtesy of The Spence Realty Group. Contact:

10762 Toddville Rd, Chance
$110,000
2 Beds ⋅ 1 Baths
Tucked away in a peaceful neighborhood next to Deal Island and the shores of Tangier Sound, this ranch-style home offers comfort and opportunity. Set on a 1-acre, mostly cleared, corner lot, the property provides plenty of room for outdoor entertaining, gardening, or future expansion. Enjoy the best of both worlds—serene coastal living with the convenience of Salisbury just under 30 minutes away, giving you easy access to shopping, dining, and recreation. The surrounding community is warm and welcoming, making it an ideal setting for those seeking a quiet retreat near the water without sacrificing everyday essentials. This 2-bedroom, 1-bath home is being sold as-is and has been refreshed with new paint, offering a clean slate for your vision. With a bit of updating and remodeling, it’s a fantastic opportunity for investors or buyers ready to make it their own. Key updates include a BAT septic system installed in 2009, a new water pump in 2022, HVAC in 2024, and a Sentricon termite bait system added in April 2026—providing peace of mind as you plan your next steps.

10762 Toddville Rd, Chance

Listing courtesy of Benson & Mangold, LLC. Contact:

23232 Lola Wheatley Rd, Deal Island
$244,900
4 Beds ⋅ 2 Baths
Discover the charm of this beautifully restored 1900 traditional farmhouse, nestled in the picturesque setting of historic Deal Island. This stunning home perfectly balances timeless character with modern amenities, offering a unique opportunity to own a piece of history. As you enter, you'll be greeted by the warm ambiance of luxury vinyl plank flooring throughout the main level. The inviting living room features a cozy wood-burning stove, ideal for creating memorable gatherings during the colder months. The well-appointed kitchen provides both functionality and a touch of rustic charm, perfect for family meals and entertaining. Upstairs, find comfort in two generous bedrooms, each adorned with brand-new carpeting that adds a fresh and cozy feel. Two first floor bedrooms are perfect for an owner's suite and office, or additional living. The large yard offers plenty of outdoor space for gardening, play, or simply enjoying the serene surroundings. With its beautiful restoration and expansive outdoor area, this farmhouse is a true sanctuary that captures the essence of rural living. Experience the peace and history of Deal Island—schedule your private tour today and make this charming farmhouse your forever home!

23232 Lola Wheatley Rd, Deal Island

Listing courtesy of Century 21 Home Team Realty. Contact:

30416 Plantation Dr, Princess Anne
$249,800
3 Beds ⋅ 2 Baths
REFRESHED & 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, 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 glass doors out to the private deck, owners bedroom with walk in closet, private ensuite with double sinks and walk in shower. THE POTENTIAL OF THE UNFINISHED SECOND FLOOR ADDS EVEN MORE VALUE! It's perfect for mega storage or more living space. Add the front porch, screen porch, deck, great sod yard with lawn sprinklers, and attached garage, you won't be sorry you took the time to look!!!!

30416 Plantation Dr, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact:

1 Dock St Unit 203, Crisfield
$244,000
2 Beds ⋅ 2 Baths
Waterfront Living at Its Finest on Somers Cove Marina & the Tangier Sound Imagine spending your summer evenings on your private balcony cracking fresh crabs, feeling the warm coastal breeze, and watching boats glide in and out of Somers Cove Marina. This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of relaxation, lifestyle, and value. Designed for both weekend escapes and year-round living, this low-maintenance, energy-efficient unit even comes with impressively low power bills to back it up. Major updates have already been taken care of, including a newer HVAC system installed and a new hot water heater providing peace of mind and worry-free comfort for years to come. Enjoy front-row views of Crisfield’s most iconic events right from your balcony, including breathtaking 4th of July fireworks, the famous Hard Crab Derby, and multiple waterfront festivals complete with live music you can enjoy without ever leaving home. Inside, you’ll find a well-appointed gourmet kitchen featuring all-new stainless steel appliances, opening into a spacious and inviting living area that feels both cozy and airy. The thoughtful layout continues with a guest bathroom complete with built-in blow dryers, a convenient in-unit laundry room, and a generously sized primary suite with its own private bath. Whether you’re looking for a coastal getaway or full-time residence, this turn-key condo delivers true waterfront living in the heart of Crisfield’s rich culture and heritage. And for the true Eastern Shore experience, bring your crab pot residents enjoy the unique perk of catching their own crabs right from the condo docks! Schedule your private tour today and start enjoying your life on the Tangier Sound!

1 Dock St Unit 203, Crisfield

Listing courtesy of Keller Williams Realty. Contact:

112b Sunset Cir Unit 112B, Crisfield
$320,000
3 Beds ⋅ 4 Baths
Welcome to 112-B Sunset Cir in Crisfield! Experience the best of coastal living in this beautiful 3-bedroom, 3.5-bath end-unit home offering space, flexibility, and incredible community amenities. Perfectly positioned just steps from the water, this property includes your very own boat slip (5-D) only a short walk away. This makes it effortless to spend your days out on the bay! Inside, the home features a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas. Ideal for both everyday living and entertaining. A standout feature is the entry-level bedroom suite, complete with a walk-in closet and private full bathroom, providing comfort and convenience for guests or multi-generational living. Upstairs, you'll find the spacious primary suite, designed as a true retreat with a cozy seating area and a walk-in cedar closet with a closet system. The ensuite bathroom includes a soaking tub, separate glass-enclosed tile shower, double vanity, and private water closet. The upstairs loft/flex space offers endless possibilities; perfect for a 4th bedroom, playroom, office, or additional family living space. Step outside and enjoy low-maintenance, maintenance-free living with no yard work required. Directly across from your front door is the community in-ground pool, making it easy to relax and unwind. The neighborhood also features a community beach, playground, pier, and your private boat dock/slip, creating the ultimate waterfront lifestyle. This is coastal living at its finest! Schedule your private showing today.

112b Sunset Cir Unit 112B, Crisfield

Listing courtesy of Whitehead Real Estate Exec.. Contact:

102 Williams St Unit 209, Crisfield
$270,000
3 Beds ⋅ 2 Baths
MAJOR PRICE IMPROVEMENT!! Welcome to the Crab Capital of the World and This 3 bedroom 2 full bath unit that is ready for you to turn into YOUR dream home or vacation getaway! Enjoy evenings watching the sunset from the balcony or morning coffee on your screened in private balcony off the primary bedroom. Harbour Lights offer views of downtown, Annemessex River and the Tangier Sound. Enjoy fishing, crabbing and boating or relax at the private complex pool. Short drive to Janes Island State Park, Ocean City Maryland or Chincoteague Virginia. Hop on a tour boat for a day trip to Smith or Tangier Island then back home to soak in the deep tub in the master bathroom. Enjoy all the benefits of small town living in this waterman's community.

102 Williams St Unit 209, Crisfield

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

109-D Waters Edge Unit 109D, Crisfield
$380,000
4 Beds ⋅ 3 Baths
Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo located in the heart of Crisfield. With 4 bedrooms and 3 full baths, this beautifully designed residence offers the ideal blend of comfort, functionality, and coastal lifestyle. The bright, open main level features expansive windows that capture natural light and showcase stunning water views. A main-floor bedroom and full bathroom provide flexibility for guests, multi-generational living, or those seeking convenient first-floor access. Step onto the screened deck overlooking the water, perfect for morning coffee, evening sunsets, or entertaining with a view. Upstairs, the generous primary suite includes a private full bath and its own balcony with panoramic water views. Two additional bedrooms and another full bathroom complete the upper level, offering ample space for family, guests, or a home office. Outdoor enthusiasts will appreciate the attached garage and the included deep-water boat slip, ideal for boating, fishing, and exploring the Chesapeake Bay. Community amenities include a pool, private piers, sandy shoreline access, and beautifully maintained waterfront grounds. Accessibility features include a main-level bedroom and full bath, wide interior spaces, and attached garage access, offering convenience and flexibility for a variety of living needs. Located in the waterfront town of Crisfield, known as the Crab Capital of the World, residents enjoy local seafood restaurants, marinas, seasonal festivals, and waterfront events throughout the year. Nearby attractions include Janes Island State Park with miles of kayaking trails and wildlife observation. Ocean City beaches are approximately one hour away, and the property offers accessible commuter routes to Salisbury, Washington, DC, and Baltimore, making it suitable for a primary residence, second home, or investment opportunity. Whether you are looking for full-time waterfront living, a weekend retreat, or a boat-ready getaway, this rare end-unit condo delivers space, views, and lifestyle in one exceptional package.

109-D Waters Edge Unit 109D, Crisfield

Listing courtesy of Samson Properties. Contact:

30090 Kristwood Way, Princess Anne
$205,000
3 Beds ⋅ 2 Baths
NOW OFFERING $5,000 TOWARDS CLOSING COSTS WITH FULL PRICE OFFER!! 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 layout flows effortlessly, creating a warm and inviting atmosphere. The three bedrooms provide comfortable retreats, while the two full bathrooms add everyday convenience for both residents and guests. The included leased solar panels offer added energy efficiency and potential utility savings. Outdoors, the yard offers a relaxing retreat—ideal for morning coffee, evening gatherings, or simply enjoying the quiet surroundings. Located just minutes from local shopping, dining, parks, and major routes, this home delivers a serene setting without sacrificing accessibility. Whether you’re searching for a primary residence or an investment opportunity, 30090 Kristwood offers timeless appeal in a sought-after location.

30090 Kristwood Way, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: