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$640,000
4 Beds 4 Baths
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 square feet of living space, combining early American craftsmanship with modern comfort. The home features 4 bedrooms and 4 bathrooms, with large, well-proportioned rooms, high ceilings, and abundant natural light throughout. Original details include heart pine floors, detailed woodwork, plaster moldings, and eight fireplaces, reflecting the quality and style of the early 1800s. Designed for both everyday living and entertaining, the home includes formal living and dining rooms, a spacious kitchen with high-end appliances, and multiple gathering spaces. A private office, guest suite, and two staircases add flexibility and function. Outside, the grounds are surrounded by mature trees and open lawn, offering privacy and space for outdoor living or events. A historic smokehouse and additional outbuildings remain on the property, adding to its character and history. Located just minutes from downtown Princess Anne, this is a rare opportunity to own a well-preserved historic estate with space, presence, and a strong connection to the Eastern Shore’s past.

11700 Mansion St, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$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:

$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: (410) 770-9255

$195,000
3 Beds 2 Baths
Well cared for Craftsman style home on large corner lot outside city limits. Large open front porch opens to a gracious living room. Center foyer/staircase leads to the dining/family room and eat in kitchen. Utilty area adjacent to kitchen, and there is a front room used as a bedroom but would make a great office as well. There are two full baths on the first floor. The second floor has a large open hall way leading to three bedrooms. There are beautiful hardwood floors, original oak trim and molding, and a small rear deck. A full basement is great storage, and has a sump pump. There is a frame garage/storage building and an asphalt driveway. A comfortable home with all the amenities and a lot of the charm from the past. Tenant occupied, pleas allow 24 hr. notice. See agent for details.

26449 Mariners Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$329,000
3 Beds 2 Baths
This 1,568 sq. ft. home offers comfortable living with 2 bedrooms and 1 full bath, plus a private in-law suite ideal for extended family or guests. The main home features electric baseboard heat, central air conditioning, and a floored attic providing valuable additional storage space. The in-law suite includes its own private meter box, 1 bedroom and 1 full bath, a small kitchenette, and a combined dining/sitting area. The suite opens directly to a screened-in porch, creating a peaceful space to relax and enjoy the surroundings. Outside, you’ll find a detached three-car garage, an asphalt driveway, and an additional 0.9-acre cleared lot offering extra space and flexibility. Enjoy water views of Jones Creek, which flows into the Big Annemessex River, adding to the property’s Eastern Shore charm. A public boat ramp within the subdivision provides convenient water access. Call today, this property won’t last!! INSIDE PICTURES COMING SOON!

27030 Hearts Dr, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478

$249,900
4 Beds 2 Baths
**Restored 1900 Traditional Farmhouse in Historic Deal Island, Maryland** 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: 8004477711

$549,333
3 Beds 2 Baths
Waterfront 2 subdivided lots totaling 2+ acres. Main home and tenant house and duck blind on the water with small pier. Public water. Private septic. Open concept. Great room 44x16. 2 Balconies. 2 multi level decks. Gas cooking. Spiral stairs and dumb waiter to lower level. Brazilian hardwood, ceramic tile, porcelain tile floors. Custom kitchen with huge center island. Fantastic views for miles from every window. Goose Creek Marina, Pub and Free boat launch. Small house has 1 bath, 1 bedroom, kitchen and dining room combo, separate driveway. 20x 10 storage shed. Above ground pool. Main house is open concept, 3 bedrooms, 2.5 baths, huge open space on both levels. Not a drive by! Please view all pictures and descriptions. Call for additional info and appointment to view .

25980 Rumbley Rd, Westover

Listing courtesy of Weichert, Realtors - Diana Realty. Contact: (410) 893-1200

$279,900
3 Beds 2 Baths
SELLER WILL PAY BUYERS CLOSING COST UP TO $15,000!! Beautiful home with the Historic character with Modern upgrades!! This 3 bedroom 2 bath home is in mint condition. Inside, you’ll find LVP floors throughout, upgraded electric and plumbing. As you enter through back door you are greeted with the new kitchen and sitting area!! Kitchen has been redone to with new cabinets and counter. There is also a large island that gives you even more cabinet and counter space to entertaining. As you move thru the kitchen there is a small sitting area that could be used for an office. Off the office is the large formal dining and towards the front of house is the living room with the historic mantel and stain glass windows!! As you move through the foyer you will notice the beautiful wooden staircase with Stain Glass windows going up the steps. Upstairs you will find 3bedrooms and 1 bath. The master bedroom is in front of house and has a large walk-in closet. The enclosed front porch/sunroom is perfect to sit on and enjoy the day! Off the back is a large back deck , perfect for entertaining or relaxing outdoors, with a ramp. There is a large carport and work shop with electric., and a shed. Seller has invested in the big-ticket updates for peace of mind—new ductless split heating and air units through out house, updated electric, new appliances, newer roof, just to name a few things! Plus, enjoy the convenience of city services with no worries about well or septic. This home is full of heart, character, and thoughtful upgrades - just waiting for its new owners! ! Call today for a showing!!

205 Myrtle St, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478

$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: 3028467839

$227,900
3 Beds 2 Baths
accepted offer 72 hour kickout - Welcome to your beautifully remodeled country retreat! This charming 3-bedroom, 1.5-bath home offers 1,116 square feet of thoughtfully updated living space, perfect for comfortable everyday living Enjoy peace of mind with a brand-new roof, all-new flooring, and a fully renovated kitchen and bathrooms featuring modern finishes and stylish touches throughout. Every detail has been refreshed, making this home truly move-in ready Situated on a spacious three-quarter acre lot, the property provides plenty of room for outdoor living, gardening, or simply enjoying the quiet surroundings. Adding even more value, a brand-new septic tank will be installed prior to settlement. If you’re looking for the perfect blend of modern updates and serene country living, this home is a must-see!

29862 Hudson Corner Rd, Marion Station

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211

$135,000
4 Beds 3 Baths
LOOK a very eye opening price reduction - Not much needed to make this your spacious home!!! Opportunity knock!! Reduction with a little paint, floor updates great home...Located in the heart of Crisfield, Maryland, this charming farmhouse-style home offers great potential with just a little renovation. With 4 bedrooms, 2 full bathrooms, and 1 half bath, the spacious layout provides comfortable living with room to grow, also finished attic. With a little paint, flooring, cleaning this house would come back to being ready to move in. Property has so much potential, don't miss out check price per square footage. The main bedroom is conveniently located on the first floor with an attached private bathroom. The first floor also includes a home office, utility room, open kitchen, and dining area, creating a functional and welcoming living space. Enjoy relaxing on the large screened-in front porch, perfect for additional living and entertaining space. Upstairs you will find three additional generously sized bedrooms and a full hall bathroom. The stairs continue to a finished attic space, which could be used as extra storage, guest space, or additional heated living area. The property is serviced by private well and septic and sits on a large backyard lot complete with a shed that conveys with the property (as-is). Additional features include: Heat pump systems (appear in good condition; status unknown) All appliances convey with the home Hearth in place where a wood stove was previously installed, offering the opportunity to add another wood stove or pellet stove Conveniently located near local boat docks, marinas, and popular waterfront restaurants, this home offers the charm of Eastern Shore living. Easy to show! Schedule your private tour today through ShowingTime. Easy Show....

26674 Johnson Creek Rd, Crisfield

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7574284600

$339,000
4 Beds 2 Baths
A real gem of a home, located in quiet, scenic Crisfield. Classic Four Square Craftsman, this home has beautifully refinished original hardwood floors, large living room with corner propane fireplace, large dining room, a gorgeous stairway with classic Craftsman detail, and a totally renovated serious cook's kitchen, butler's pantry, bathroom and utility/mudroom. Kitchen has hardwood flooring,, floor to ceiling tile, walnut Boos counters, a six burner professional range/oven, stainless refrigerator, Bosch dishwasher and a pot filler. Off the kitchen is a butler's pantry with another refrigerator, coffee bar and storage, and a totally renovated tiled bathroom with a jetted tub. A small mudroom holds the stack washer and dryer. The second floor has four bedrooms, with beautifully refinished pine flooring, a renovated bathroom with a walk in tiled shower, and features a marble sink top. There is a full floored attic for additional storage. The roof is less than 5 years old , there are replacement windows, two zone central air and heat and a walk in dry basement. A large screened pavilion with a stamped concrete floor and metal roof is the place to be in the summer for grilling and summer parties. Detached metal sided and roofed garage is 24'x20' with work benches and room for a vehicle. Garden area with maintenance free stoned surface and raised beds for summer vegetables. Fig bush, raspberries and blackberries are a bonus! Completely fenced in rear yard for privacy. If you love all the features of an older home, the details, the craftsmanship, but not the worry about maintenance, this home is for you. So many features make this home an outstanding value!

205 N Somerset Ave, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$539,000
3 Beds 4 Baths
We want all offers! Welcome to this beautifully maintained brick ranch home situated on a canal-front double lot at the end of a quiet cul-de-sac, offering privacy, space, and waterfront living at its finest. This spacious home features 3 bedrooms, 3 full baths, and 1 half bath, including a huge primary suite with a private en suite bath. The inviting living area showcases a stunning brick fireplace with a woodstove insert, creating the perfect cozy gathering space. New wood flooring that flows throughout the home, complemented by custom wood blinds and multiple ceiling fans for comfort and style. The bright and airy sun room is a true highlight, featuring six sliding glass doors with screens that open to a brand-new deck complete with built-in self-watering planters (removable) — ideal for entertaining or relaxing while enjoying serene canal views. The kitchen was updated in 2022 with new cabinetry, and the home continues to impress with thoughtful upgrades throughout, including: Brand-new roof (2023), New carriage-style garage door with new tracks and Bluetooth-enabled openers with remotes, Screened-in attached patio gazebo, Oversized dock with a private boat ramp, Continuous pest and rodent protection contract with Terminix, Dry-lock system installed under the home (guaranteed by Terminix), Furnace and AC professionally cleaned and serviced annually by Morrow’s, and New attic caps installed in 2025. The beautifully landscaped yard enhances curb appeal, and the one-and-a-half car garage offers additional storage space. Located in a peaceful neighborhood with a minimal HOA fee of just $75 per year, this property combines modern updates, waterfront amenities, and long-term maintenance care — providing peace of mind for years to come. This exceptional canal-front retreat truly has it all — space, upgrades, and location. Please note that the square footage from the sun room and master is not encluded in the total square footage of the home.

5000 Joshua Thomas Rd, Crisfield

Listing courtesy of Decatur Byrd Realty. Contact: (410) 957-2220

$309,000
4 Beds 2 Baths
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 for 15 years. My plan is to fix it up, however, price will be higher. I am open to other arrangements for renovation that makes sense. Property is 19.5 acres so plenty of space to wander around and hunt. Mostly wooded with some salt water marsh. It is on a dead end street with no neighbors. CURRENTLY TENANT OCCUPIED, DO NOT GO WITHOUT CONFIRMED APPOINTMENT.

10407 William Sharpless Rd, Princess Anne

Listing courtesy of Signature Home Realty LLC. Contact: (301) 244-0117

$205,000
3 Beds 2 Baths
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: 3028460200

$365,000
3 Beds 2 Baths
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 entertaining, offering plenty of cabinet space and equipped with an electric cooktop, built-in oven, and microwave. Just off the living area, enjoy cozy evenings by the gas fireplace. The spacious primary suite includes a walk-in closet and a private bath. Step outside to the deck, completely rebuilt just two years ago—ideal for relaxing or hosting guests. Major updates include a heat pump and air conditioning system installed only two years ago, offering peace of mind and energy efficiency. With thoughtful updates, a functional layout, and a prime corner lot location, this home is one you won’t want to miss.

30472 Plantation Dr, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478

$249,900
3 Beds 4 Baths
Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space. Designed for indoor-outdoor living, the home features three private screened-in porches—perfect for enjoying morning coffee, evening breezes, and peaceful sunsets year-round. Two oversized sheds (12x24 and 12x20) provide exceptional space for storage, hobbies, or a workshop. Inside, you’ll appreciate fresh paint throughout and brand-new heating and cooling systems, making this home truly move-in ready. Whether you’re searching for a weekend getaway or a full-time coastal residence, this property offers comfort, functionality, and charm. As an added bonus, the community features private beach access and boat access, offering effortless entry to some of the Bay’s best boating, fishing, and outdoor adventures—right from your own neighborhood. Don’t miss this rare opportunity to own a peaceful waterfront retreat in a truly special setting. And for a bit of fun—keep an eye out for a hidden Mickey during your tour!

11161 Roland Parks Rd, Chance

Listing courtesy of The Parker Group. Contact: 3022176692

$245,900
3 Beds 2 Baths
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 porch—perfect for relaxing mornings, evening unwinding, or hosting guests. Around back, a spacious rear deck extends your living area outdoors, creating an ideal setting for gatherings, grilling, or simply enjoying the peaceful surroundings. Inside, the home opens into a stunning great room featuring vaulted ceilings that enhance the sense of space and natural light. The open-concept layout flows seamlessly, highlighting high-quality finishes throughout, including elegant quartz and/or granite countertops that complement the kitchen and living areas. Generous closet space provides practical storage solutions, ensuring the home is as functional as it is beautiful. Every detail has been considered to deliver a blend of modern convenience and timeless charm, all within close proximity to local amenities while maintaining a quiet, residential feel. Renderings are intended for illustrative purposes only and do not reflect the exact color palette, materials, or final exterior finishes of the completed structure.

11484 Somerset Ave, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$499,900
3 Beds 2 Baths
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, and UMES. Whether you're envisioning a full-time residence or a charming vacation retreat, this property offers endless possibilities. The seller is motivated and has completed all the necessary preparations—now it's your turn to bring this vision to life! Also listed as land- MLS# MDSO2005566.

27068 Annie Hyland Rd, Princess Anne

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$1,250,000
4 Beds 3 Baths
Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the Big Annemessex River between Manokin and Upper Fairmount. Approached by a long, tree-lined lane from Fairmount Road, the property encompasses upland fields, mature woodland, tidal marsh, ponds, and more than 2,200 feet of protected river frontage. The landscape is one of the most historically significant and ecologically rich tracts remaining in lower Somerset County. Originally constructed in the third quarter of the nineteenth century, the farmhouse reflects the architectural transition of rural Somerset during this period. Tradition and documentary evidence associate its principal construction phase with the 1881 marriage of Mary “Mollie” E. Ballard and Charles A. Curtis, descendants of the long-established Waters and Ballard families of Tudor Hall. The two-story side-hall/parlor plan features original arched doorway trim, turned newel post, walnut stair rail, rear service wing, and a two-story porch with lattice balusterwork. Subsequent early-twentieth-century improvements added a west wing and shed dormers while retaining the overall historic character. Accompanying the residence are several nineteenth- and early-twentieth-century outbuildings, including a board-and-batten barn, beaded weatherboard smokehouse, pump houses, sheds, and remnants of an earlier detached kitchen chimney. These structures reinforce the authenticity and continuity of the farm as a working Chesapeake landscape. Cedar Point Farm consists of two contiguous parcels—Tax Map 39, Parcels 363 and 193—held together as a single historic property. Both parcels are protected in perpetuity under a 2016 Conservation Easement granted to the Maryland Environmental Trust (MET) and the Lower Shore Land Trust (LSLT). The easement was established to preserve the property's agricultural productivity, forest resources, wetlands, wildlife habitat, and scenic Chesapeake shoreline. The easement safeguards approximately: 111 acres of mature forest, 36 acres of tidal and forested wetlands, 2 acres of ponds, 2,280 linear feet of Big Annemessex River frontage, and Habitat for Forest Interior Dwelling Birds and State-significant species. The land lies within a Targeted Ecological Area designated by Maryland DNR and sits adjacent to the Fairmount Wildlife Management Area and Chesapeake Forest Lands, forming part of a more than 5,000-acre protected block of conserved Chesapeake habitat. A mandatory 100-foot natural buffer along the river restricts disturbance and maintains the property’s scenic and ecological integrity. Property is subject to a no hunting covenant held by the current owner. GIS acres and deeded acres do not align. Buyer to perform their own due diligence. Additional information and documents available through listing agent.

27947 Fairmount Rd, Westover

Listing courtesy of The Land Group. Contact: (410) 934-3478

$199,000
3 Beds 3 Baths
RENOVATED VICTORIAN IN THE CRAB CAPITAL OF THE UNITED STATES! Welcome to the waterfront town of Crisfield, home of the annual Hard Crab Derby, the Soft Crab Celebration and the J. Millard Tawes Crab and Clam Bake. This small town hosts these large events as well as the Wheels on the Waterfront Classic Car Show and the Bluegrass Festival. Crisfield is home to the Somers Cove Marina, whose natural harbor hosts yachts, sailboats and ferry boats. Other waterfront harbors host recreation boats as well as working seafood boats. Located on high ground is this 3 Bedroom, 3 Full Bathroom Victorian that is nestled on a .521 acre fully fenced in lot. The updates include a full house HVAC system comprising of Ductless Min-Splits, thermal pane tilt-in Windows, the addition of two New Bathrooms, new Stainless Steel Kitchen Appliances, new Hot Water Heater, and new Washer and Dryer on the inside. On the outside there is fencing encapsulating the entire property, a new shed and a detached garage. The electrical and plumbing system have also been upgraded. The house offers Hardwood, LVP and Terra Cotta Floors, The home is located five minutes from local restaurants and specialty shops, ten minutes from Janes Island State Park that offers walking trails and waterfront sports and the Great Hope Golf Course. Crisfield was voted as One of the Safest Cities in America and it's the home of the Ward Brothers, nationally recognized wildlife artists and decoy carvers. The downtown boardwalk pavilion offers gorgeous sunsets and twilight view of Smith Island. If you are looking for a town that honors it's historic waterfront heritage but possesses modern conveniences, Crisfield checks all of your boxes. Contact the listing agent to make a showing appointment. Seller is listing this property at a reduced price and is selling it "As Is. Where Is".

232 N Somerset Ave, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$495,000
3 Beds 3 Baths
Seller is willing to do some owner financing to help with down payment as a second mortgage! Beautiful Waterfront Home in Annemessex Ridge!! Home is over 2500 sq ft and sits on 3 lots. Home has had many upgrades and renovation done. New roof has been put on 2025, freshly painted inside and new flooring. The kitchen has beautiful cabinets and granite counter tops. Tons of cabinet and counter space. The large living room has a gas burning fireplace. There is a nice family room with water views. The oversized porch is a great party room looking out over canal. The master suite is LARGE, with his and hers closets and master bath. There are 2 more very large bedrooms and 2 baths. The patio off the back of house leads to the dock and pier for your boats or jet skis!!

5111 Old Auger Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478

$299,900
5 Beds 3 Baths
Looking for peace, tranquility, and true Eastern Shore living? Welcome home. This unique 5-bedroom retreat on Deal Island is still in its teenage years and ready to meet its next chapter. Lovingly cared for by the original owner since completion in 2008, this 2,400-sq-ft home blends comfort, privacy, and value rarely found in this setting. Tucked into its own private pocket of mature trees and marsh, the property spans just over 2 acres—perfectly balanced with usable yard space and low-maintenance natural beauty. Spend less time on upkeep and more time enjoying small beaches, boat launches, fishing, bird-watching, and peaceful scenic walks just moments away. Inside, the first floor offers three bedrooms—including a primary suite with en-suite bath and walk-in closet—plus a full hall bath and a bonus room for flexible use. A generous laundry/utility room provides side entry and flows into an efficient kitchen with heat-resistant Corian countertops and dining space. Off the dining area, a screened-in porch overlooks the serene backyard, while the spacious living room welcomes you from the extended covered front porch poised for daytime sunshine. Upstairs offers two oversized bedrooms and a convenient half bath. Hard flooring throughout the main level, thoughtful design, and natural light elevate everyday living, all wrapped in a home under 20 years old. The potential here is exceptional—ample indoor space, a private outdoor setting, minimal-traffic street, and sweeping views where the Nanticoke, Wicomico, and Manokin Rivers meet the Chesapeake Bay and Tangier Sound. Though tucked away, you're minutes from Deal Island Harbor Beach and its westerly sunsets, and surrounded by 13,000+ acres of protected natural land within the Deal Island Wildlife Management Area—perfect for paddling, birding, and exploring. While it feels like a getaway, you're just 20 minutes from Princess Anne and under an hour to Salisbury and Pocomoke for healthcare, schools, dining, and shopping. Maryland, Delaware, and Chincoteague beaches are a little over an hour away—close enough for weekend escapes, far enough to savor quiet coastal life. Don’t miss this rare opportunity to claim your own peaceful slice of the Shore. Call today to schedule your private tour!

23290 Custom House Rd, Deal Island

Listing courtesy of EXP Realty, LLC. Contact: 8888607369