Wicomico Homes with Craftsman Style

Wicomico Homes with Craftsman Style

Welcome to Wicomico County, Maryland, a hidden gem nestled on the Eastern Shore, where charming towns and breathtaking landscapes come together to create an inviting community. Known for its rich history, vibrant culture, and stunning natural beauty, Wicomico offers a unique blend of rural charm and urban convenience. With easy access to the picturesque Chesapeake Bay, residents enjoy a lifestyle filled with outdoor adventures, from kayaking and fishing to hiking along scenic trails.

Wicomico County is also home to a diverse array of architectural styles, but none are as captivating as the Craftsman-style homes that dot the landscape. These exquisite residences are characterized by their attention to detail, handcrafted woodwork, and warm, inviting spaces. With low-pitched roofs, wide eaves, and decorative beams, Craftsman homes exude a timeless appeal that resonates with many homebuyers.

Inside, you’ll find open floor plans that promote a cozy atmosphere, perfect for both family gatherings and quiet evenings at home. The use of natural materials, such as stone and wood, creates a harmonious connection with the surrounding environment, allowing you to savor the beauty of Wicomico County right from your doorstep.

Whether you’re a first-time homebuyer or looking to downsize, Wicomico’s Craftsman-style homes offer a perfect blend of comfort and elegance. Experience the warmth and charm of this wonderful county, where your dream home awaits amidst the serene landscapes of Maryland’s Eastern Shore. Embrace the lifestyle you’ve always wanted in Wicomico County!

Newest Wicomico Homes with Craftsman Style

$525,000
4 Beds 4 Baths
Welcome to 115 Autumn Lane, an immaculate custom Colonial tucked at the end of a cul-de-sac in desirable Covered Bridge Estates. Thoughtfully designed by the original owners, this distinctive residence was inspired by the historic Dr. Barraud House in Colonial Williamsburg, Virginia and featured in Metropolitan Magazine in 1993. Curb appeal abounds with a manicured front yard, brick walkway, five dormers, and a welcoming portico accented by distinctive brickwork, Chippendale railings, and a hand-forged boot scraper. Handmade three- panel redwood shutters, wide-muntin Pella windows, and an extra-wide front door further enhance the home’s timeless Colonial character. Inside, a wide foyer offers a gracious layout ideal for everyday living and entertaining. The wide foyer opens to formal living and dining rooms, where hand-crafted woodwork, raised panels, dentil crown molding, and chair railings showcase the craftsmanship of local builder and artisan John Miller. Original character continues with remarkable wide-plank hardwood flooring in the foyer, stairway, living room, and dining room, salvaged from an old Pennsylvania home, refinished by Mr. Miller, and secured with specially made rosehead nails. The rear of the first floor features an expansive kitchen with stainless steel appliances, granite countertops, an island with bar sink, and pantry. The open living area also includes an informal dining area, half bath, and family room with beaned ceiling, fireplace with hand-crafted mantel, and bow window overlooking the backyard. A beautiful, screened porch with brick flooring and ceiling fan extends the living space outdoors, offering a peaceful setting for entertaining or relaxing while overlooking the manicured law, colonial outbuilding for added storage, and perennial and vegetable gardens. A thoughtfully designed “L”-shaped wing adds modern convenience while honoring the home’s Colonial inspiration. This wing includes a laundry room with laundry chute, utility sink, built-in ironing board, cabinetry, and storage, plus a half bath and oversized two-car garage with lighted workbench and vise. Garage stairs provide convenient access to the second floor. The extra-wide foyer staircase leads to four bedrooms, two full baths, and a spacious open landing large enough for additional furnishings. The primary suite features hardwood flooring, a fireplace, walk-in closet, additional closet, and a large bath with linen closet, laundry chute, double-sink corner vanity, whirlpool tub, walk-in shower, bidet, and arched windows. Two additional bedrooms include walk-in closets and share a full bath with tub/shower and double-sink vanity. The oversized fourth bedroom with built-in bookcases offers flexible use as a bonus room, office, exercise room, or playroom. Additional highlights include three wood-burning fireplaces, 9-foot first-floor ceilings, vinyl beaded siding, lighted crawl space with moisture barrier, alarm system, floored attic, abundant storage, irrigation, mature trees, and landscaped grounds. Exceptionally maintained by its original owners, the home features numerous updates, including a new roof in 2019, upstairs HVAC in 2013, downstairs HVAC in 2025, natural gas boiler for heat and hot water in 2022, stainless steel refrigerator, oven and dishwasher in 2020, central vacuum system in 2025, built-in microwave in 2025, hardwood flooring in the master bedroom in 2020, new carpet in the family room and bonus room in 2022, and a security system upgraded to wireless in 2019. Blending historic Colonial inspiration with thoughtful modern conveniences, this exceptional one-owner home offers timeless architectural detail, generous living spaces, beautiful landscaping, and a long list of important updates - all in a desirable cul-de-sac setting that make this one-owner home a standout.

115 Autumn Ln, Fruitland

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$649,900
4 Beds 4 Baths
Welcome to Rewastico Village in Hebron, MD, where quality craftsmanship meets modern design in this exceptional new construction home overlooking the community pond. Offering 4 bedrooms, 3.5 bathrooms, and an impressive list of premium builder upgrades, this home is thoughtfully designed for both everyday living and entertaining. Step inside to a welcoming formal dining room that leads into the spacious living room, featuring coffered ceilings and a cozy propane fireplace. The open-concept layout flows seamlessly into the beautifully appointed kitchen, complete with quartz countertops, stainless steel appliances, wood cabinetry with soft-close drawers, a pantry with wood shelving, and a convenient laundry room just off the kitchen. The first-floor primary suite is a private retreat featuring tray ceilings, a charming window bench, a spacious walk-in closet with wood shelving, and a luxurious en-suite bathroom with dual vanities, a soaking tub, and a walk-in tile shower. Upstairs, you'll find a second primary suite with vaulted ceilings, a private bath with a tile shower and single-sink vanity, and its own walk-in closet with wood shelving. Two additional bedrooms share a full bathroom with a dual vanity and tile tub/shower combination, while a large bonus room offers endless possibilities as a media room, home office, playroom, or additional living space. Step outside and enjoy peaceful pond views from the expansive TimberTech deck, featuring both covered and uncovered areas that provide the perfect setting for entertaining or relaxing outdoors. Additional highlights include a 2-car attached garage and premium exterior finishes, including CertainTeed siding, IKO Cambridge shingles with a manufacturer lifetime limited warranty, MI V3000 series windows by Miter Brands, upgraded exterior lighting, and an enhanced landscape bed package. Combining timeless finishes, quality construction, and a desirable pond-front setting in Rewastico Village, this move-in-ready home is one you won't want to miss. Schedule your private tour today.

26145 Millman Dr, Hebron

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200

$349,900
3 Beds 3 Baths
Welcome to timeless charm reimagined for modern living! Built in 1927 and beautifully remodeled from top to bottom, this stunning home offers classic craftsmanship with the comfort, style, and efficiency of a brand-new home. Completely rebuilt from the inside out! This 2,000 sq. ft. Craftsman features 3 bedrooms and 2.5 bathrooms. From the impressive new 64-foot wraparound front porch and grand brick entry steps to the stunning 10-foot ceilings and high-end finishes throughout, every detail has been thoughtfully designed. Step inside to discover luxury vinyl plank flooring, recessed lighting, oversized 5¼-inch molding, new light fixtures, and a spacious, open feel. The grand kitchen is truly the heart of the home, featuring custom cabinetry, granite countertops, and brand-new energy-efficient LG stainless steel appliances. A walk-in pantry and laundry room combination features a top-of-the-line all-in-one washer and dryer—say goodbye to forgetting wet clothes in the washer! The first-floor owner's suite offers a beautifully designed custom-tiled bath featuring a soaking tub/ shower combo. At the rear entrance, a dedicated mudroom with a convenient half bath provides the perfect everyday drop zone before stepping out onto the brand-new rear deck. The renovation goes far beyond what you can see. Every major component of the home has been replaced. Improvements include a brand-new HVAC system, new roof, all new windows, new water heater, all-new plumbing and electrical throughout, new fixtures, and new Advantech subflooring. The basement offers both interior and exterior access, while the home's brick foundation adds to its classic and enduring construction. The best of both worlds! All the perks and peace of mind of new construction, paired with the timeless character and charm of a 1920s Craftsman. With its expansive wraparound porch, thoughtfully designed floor plan, extensive upgrades, and blend of historic charm and modern luxury, this beautifully restored home is ready for its next chapter, with you!

401 E Pine St, Delmar

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$724,900
1 Beds 1 Baths
Exceptional investment opportunity in the heart of Sharptown, Maryland! 600 Main Street is a fully renovated triplex offering three income-producing residential units and a rare combination of modern updates, strong rental appeal, and future development potential. Noted zoned mixed use - potential for conversion of commercial space. Extensively improved throughout, the property features three updated apartments consisting of two spacious 2-bedroom, 1-bath units and one oversized 1-bedroom, 1-bath unit. Each apartment has been thoughtfully renovated with updated flooring, fresh paint, granite countertops, stainless steel appliances, upgraded fixtures, and modern finishes designed to attract and retain quality tenants. The building has undergone significant exterior improvements, including a newer roof, updated windows and doors, a recently power-washed exterior, and an expanded stone parking area with security lighting. Major system upgrades include plumbing, electrical, drywall, and interior improvements throughout the property, providing investors with a truly turnkey asset. The upper-level apartment offers a spacious floor plan with a large living room, generous bedrooms, and abundant natural light. The additional two-bedroom unit features a private deck, updated kitchen, and comfortable living space. The third apartment includes approximately 1,200 square feet of living area with a large kitchen featuring granite countertops and stainless-steel appliances, expansive living areas, and ample storage. A significant bonus is the additional lot included with the property. The extra parcel offers future possibilities for a garage, workshop, additional storage, or potential future development opportunities, subject to local approvals. The grounds have been professionally cleared and landscaped for easy maintenance while providing ample parking for tenants and guests. Located near the scenic Nanticoke River, Sharptown continues to attract residents seeking small-town charm with convenient access to Salisbury, Seaford, Delmar, Cambridge, and Easton. With limited multifamily inventory available in the area, this property presents a rare opportunity to acquire a fully renovated, income-producing asset with a strong Gross Rent Multiplier (GRM), excellent rental history, and long-term upside potential. Whether you’re looking to expand your investment portfolio or acquire a turnkey multifamily property with additional land and future opportunities, 600 Main Street delivers immediate income, quality renovations, and exceptional value. Owner is a licensed real estate agent.

600 Main Street, Sharptown

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$549,000
2 Beds 2 Baths
Welcome to a truly enchanting waterfront cottage overlooking the Nanticoke River, where timeless Eastern Shore charm meets modern comfort. Originally built in 1930 and extensively rebuilt and renovated in 2017 with exceptional attention to detail and quality craftsmanship, this one-of-a-kind property offers a rare opportunity to own a turnkey waterfront retreat close to the historic Bivalve Wharf. Set on approximately 0.38+/- acres with 100+/- feet of Nanticoke River frontage, this charming 2-bedroom, 2-bath home is filled with character and warmth. From the moment you enter, you’ll appreciate the thoughtful design featuring arched doorways, exposed brick accents, stucco walls, gleaming hardwood floors, skylights, and a cozy brick fireplace that serves as the heart of the home. The open-concept floor plan seamlessly blends historic charm with modern convenience. The spacious kitchen offers stainless steel appliances, including a dishwasher, microwave, refrigerator, electric range, and tankless water heater, while the adjoining living and dining areas provide the perfect setting for entertaining or relaxing after a day on the water. A main-level bedroom and full bath provide flexibility and convenience, while the upper level offers additional private living space and a second full bath. Outside, the waterfront lifestyle truly comes to life. Enjoy your private dock, ideal for fishing, crabbing, kayaking, or simply taking in the breathtaking river views. An existing permit to extend the dock an additional 20 feet creates even greater boating opportunities. The property also features a spacious deck, fire pit area, greenhouse, and storage shed, offering endless possibilities for outdoor enjoyment. Whether you’re seeking a full-time residence, weekend getaway, vacation rental investment, or peaceful retreat, this home delivers. Located just a few doors from the historic Bivalve Wharf and surrounded by some of the Eastern Shore’s most scenic waterways, you’ll experience the perfect balance of privacy, recreation, and small-town charm. This storybook waterfront cottage is more than just a home—it’s a lifestyle. Priced below appraised value and thoughtfully updated throughout, this is a rare opportunity to own a truly special piece of Maryland’s Eastern Shore. Schedule your private showing today and discover everything this remarkable waterfront property has to offer. MORE PHOTOS COMING SOON!

20800 Bivalve Wharf Rd, Bivalve

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$421,900
4 Beds 3 Baths
Introducing the Hamilton, a beautifully designed to-be-built home by Gemcraft Homes in Pittsville, MD, offering the perfect blend of space, comfort, and flexibility. As you enter the home, you're welcomed by a versatile Choice Room off the foyer ideal for a formal living room, home office, playroom, or whatever best fits your lifestyle. Continue down the hall to the spacious Great Room, which flows seamlessly into the classically designed kitchen, creating an open-concept layout perfect for everyday living and entertaining. An optional fireplace can be added to create a warm and inviting gathering space. A convenient mudroom located off the garage entrance completes the thoughtfully designed first floor. Upstairs, the private primary suite serves as a relaxing retreat, featuring a spacious bedroom, large walk-in closet, and an ensuite bath with options including a luxurious Super Bath with soaking tub and separate shower or a Venetian-style bath with a large glass-enclosed shower and built-in seat. Three additional bedrooms, all with ample closet space, share the second floor along with a centrally located laundry room for added convenience. With a variety of available upgrades, extensions, and personalization options, the Hamilton offers the opportunity to create the dream home you've always wanted. Conveniently located in Pittsville with easy access to local shopping and dining.

TBD Main St, Pittsville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200

Start Your Search