Dorchester Homes with Other Style

Dorchester Homes with Other Style

Welcome to Dorchester County, Maryland—a hidden gem nestled on the Eastern Shore, where stunning landscapes meet rich history and vibrant communities. This picturesque county is bordered by the Chesapeake Bay and the Choptank River, offering residents breathtaking waterfront views and an abundance of outdoor recreational opportunities. Whether you’re an avid fisherman, a nature lover, or simply someone who enjoys leisurely strolls along serene beaches, Dorchester has something to offer everyone.

Dorchester County is known for its charming small towns, including Cambridge, the county seat, which boasts a delightful blend of historic architecture and modern amenities. Here, you can explore quaint shops, indulge in local cuisine, and immerse yourself in the arts and culture of the region. The county is renowned for its rich agricultural heritage, which is celebrated annually at local festivals and farmers' markets, showcasing the best of Maryland’s bounty.

When it comes to real estate, Dorchester County offers a diverse array of homes that cater to various lifestyles and preferences. From cozy cottages with waterfront access to spacious family homes nestled in friendly neighborhoods, the county’s housing market is as varied as its landscape. You’ll also find unique architectural styles that reflect both the county’s history and its vibrant present. Whether you’re looking for a charming historic home or a modern retreat, Dorchester County has the perfect property waiting for you.

Discover the allure of Dorchester County, where community spirit thrives, nature beckons, and your dream home awaits!

Newest Dorchester Homes with Other Style

6 Beds ⋅ 3 Baths

Welcome to your own private slice of Maryland's Eastern Shore! Nestled on over 8 acres in picturesque East New Market, this one-of-a-kind country estate offers the perfect blend of space, functionality, and rural charm. Originally built in 1974, the home was thoughtfully expanded in 1999 with a spacious Colonial addition, creating an impressive residence featuring 6 generously sized bedrooms and 3 full bathrooms—ideal for large families, multigenerational living, or anyone who appreciates room to spread out. The heart of the home offers multiple living areas, a formal dining room, and abundant natural light, while the attached two-car garage provides everyday convenience. For hobbyists, mechanics, contractors, farmers, or entrepreneurs, the property truly shines with two massive detached workshop/garage buildings. These versatile structures provide exceptional storage, workspace, equipment housing, or the opportunity to operate a home-based business. Step outside and experience everything country living has to offer. More than 7 acres are currently utilized for crop production, making the property ideal for hobby farming, homesteading, horses, or continued agricultural use. Enjoy harvesting fresh peaches, pears, and grapes from your own fruit trees and vines, while the expansive grounds offer endless possibilities for a large vegetable garden, additional orchards, or recreational space. Relax on the welcoming front porch with your morning coffee or entertain family and friends on the rear patio while taking in peaceful views of the surrounding farmland and open skies. Located just minutes from the historic town of East New Market and a short drive to Cambridge, the property provides convenient access to shopping, dining, schools, healthcare, and outdoor recreation, including the Choptank River, Blackwater National Wildlife Refuge, boating, fishing, hunting, and numerous public parks. Commuters will also appreciate easy access to Maryland Routes 14, 16, and 50, connecting you to the Chesapeake Bay, Easton, Salisbury, and Delaware beaches. If you've been searching for acreage, privacy, workshop space, and a spacious home with unlimited potential, 5640 Thompsontown Road delivers a rare opportunity to enjoy the best of Eastern Shore living.

5640 Thompsontown Rd, East New Market

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

2 Beds ⋅ 3 Baths

Nestled in the charming community of Pintail Landing, this exquisite end-of-row townhouse offers a perfect blend of comfort and sophistication. With 1,976 square feet of thoughtfully designed living space, this home is a sanctuary that invites you to unwind and enjoy the finer things in life. Step inside to discover a warm and inviting atmosphere, accentuated by a traditional floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home features a delightful breakfast area and a spacious dining area, perfect for hosting intimate gatherings or enjoying quiet meals with loved ones. The kitchen is equipped with high-end appliances, including a front-loading washer and dryer, a sleek electric oven/range, a modern microwave, and a dishwasher that makes clean-up a breeze. The generous table space in the kitchen allows for casual dining, making it a versatile space for everyday living. The living area is enhanced by a cozy fireplace, complete with elegant mantel and screen, creating a perfect focal point for relaxation during cooler evenings. Large triple-pane windows flood the space with natural light while providing energy efficiency and sound insulation, ensuring a peaceful retreat from the outside world. This home features two spacious bedrooms, each designed to be a personal haven. The two full bathrooms and an additional half bath are tastefully appointed, offering both style and functionality for your daily routines. Step outside to your private patio, an ideal spot for morning coffee or evening relaxation, surrounded by the tranquility of the Pintail Landing community. The low-maintenance exterior, crafted from durable vinyl siding, ensures that you can spend more time enjoying your home and less time on upkeep. With no pool to maintain, you can focus on the lifestyle you desire, whether it's exploring local parks, dining at nearby restaurants, or simply enjoying the comforts of your beautifully appointed home. This property is not just a place to live; it's a lifestyle choice that embodies elegance, comfort, and convenience. Experience the charm and luxury of Pintail Landing, where every detail has been considered to create a welcoming and sophisticated living environment. This is more than just a home; it's a place where memories are made and cherished.

309 Old Squaw Ct Unit #30984582, Cambridge

Listing courtesy of New Realty, LLC. Contact: 4433246001

2 Beds ⋅ 1 Baths

ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/7/2026, 10:00 AM. Bidding ends 8/11/2026, 11:00 AM. The list price is the suggested opening bid. Deposit: $5,000. This two-story detached house is located in Cambridge Historic District within Dorchester County. Residents can enjoy the nearby attractions such as the Generation III Marina, Choptank River Lighthouse, and Cambridge Yacht Club. The property is vacant. Conveniently located in Cambridge with easy access to major commuter routes, local amenities, and nearby destinations, this property offers a desirable location for comfortable living.

614 Douglas St, Cambridge

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124

3 Beds ⋅ 2 Baths

Welcome to an exceptional opportunity in Cambridge! Whether you’re a first-time homebuyer, downsizing, or looking to relocate to the area, this charming property offers affordability, comfort, and convenience in one package. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers a functional layout with comfortable living spaces and plenty of natural light. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for everyday living or entertaining. Outside, you’ll enjoy a manageable yard with room to garden, relax, or personalize to your liking. Conveniently located just minutes from downtown Cambridge, you’ll have easy access to local restaurants, shopping, the waterfront, parks, and the vibrant Chesapeake Bay lifestyle. Commuters will appreciate the quick access to Route 50, making travel to Easton, Salisbury and the Maryland and Delaware beaches a breeze. Don’t miss your chance to own an affordable home on Maryland’s beautiful Eastern Shore—schedule your private showing today! * Buyer must receive approval through Southside Landing office.

2631 Rebecca Ln, Cambridge

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

3 Beds ⋅ 1 Baths

5863 Eldorado Sharptown Rd is a land opportunity in rural Dorchester County. A mobile home is on site that could be updated with some sweat equity, but the real asset is the parcel itself, which may be subdivisible into up to three separate lots. Totaling 4.625 acres, the lot offers flexibility and privacy. Buyers should confirm subdivision potential with the county prior to moving forward. The property sits in a quiet, open stretch of the Eastern Shore near the Nanticoke River, with reasonable access to Rt. 50 and the broader Eastern Shore corridor. It's the kind of ground that's getting harder to find at an accessible price point. Builders, investors, and buyers looking to live on site while they develop or hold will want to take a close look. Run your numbers, confirm with the county, and schedule a showing today.

5863 Sharptown, Rhodesdale

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

24 Beds ⋅ 13 Baths

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

964 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

3 Beds ⋅ 2 Baths

Historic District charm meets everyday convenience at 113 Willis Street. This adorable circa-1916 Victorian sits just down the street from the Choptank River and close to the heart of downtown Cambridge, where you can enjoy local restaurants, shops, parks, marinas, waterfront events, and the character that makes this Eastern Shore town so special. Inside, this three-bedroom home blends classic early 20th-century charm with practical updates, including newer windows, roof, siding, drywall, electrical wiring, and central air, an uncommon and valuable bonus in many historic homes. The welcoming wraparound porch gives the home instant curb appeal, while the fully fenced yard, alley access, off-street parking, and garage/workshop add everyday functionality that is hard to find in this setting. Whether you need storage, hobby space, tools, bikes, or a spot for weekend projects, the garage/workshop gives you flexibility beyond the main house. Cute, comfortable, updated, and full of Cambridge character, this home offers historic charm, modern comfort, and downtown convenience all in one very lovable package.

113 Willis St, Cambridge

Listing courtesy of Keller Williams Flagship. Contact:

2 Beds ⋅ 2 Baths

WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

700 Cattail Cv Unit #104, Cambridge

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

6 Beds ⋅ 4 Baths

Welcome to the home where modern design meets charm- right in the heart of Hurlock. The main floor features a kitchen, dining room, living room, an office and primary bedroom. The top floor features two en-suites and an additional bedroom! The mostly-finished basement features two bedrooms, a full bathroom, living room and kitchen! This is perfect for multi-generational living or maybe, rent out the second half for additional income (buyer to confirm with town/county/state of rental possibilities). The home has been significantly renovated by the owner in the last few years , but there are a few finishes that the new homeowner will have to complete, if they so desire.

307 S Main St, Hurlock

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

3 Beds ⋅ 3 Baths

Nearly one acre of waterfront-adjacent land on the Little Blackwater River — with federally protected land as your permanent rear boundary and Blackwater National Wildlife Refuge just minutes down the road. This is a builder's opportunity. The existing structure is a tear-down, priced accordingly. What you're buying is the lot — a private, river-backing acre in one of the most scenic corridors on Maryland's Eastern Shore, surrounded by open fields and protected land on three sides with one neighboring property to the east. The location speaks for itself. Egypt Road is the primary access route into Blackwater NWR, one of the most visited natural destinations on the East Coast. Serious nature tourism, hunting, fishing, kayaking, and wildlife photography draw visitors to this corridor year-round. For an investor or developer with vision, the demand is already here. Custom retreat. Private residence. Nature-focused short-term rental. The use case is yours to define. Priced at $275,000. Contact us today to schedule a showing.

4731 Egypt Rd, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

2 Beds ⋅ 2 Baths

Experience affordable waterfront living without compromising on lifestyle in this beautifully updated top-floor penthouse. From your private balcony, enjoy peaceful long-water views stretching toward the Choptank River and front-row seats to the Fourth of July fireworks over the water. Offering 1,493 square feet of thoughtfully updated living space, this 2-bedroom, 2-bath residence features new luxury vinyl plank flooring throughout, upgraded lighting, elegant chair rail detailing, and a spacious open layout designed for comfortable everyday living. The modern kitchen has been refreshed with all-new stainless steel appliances, while the full-size stacked washer and dryer add everyday convenience. The generous primary suite includes a spa-inspired bath with dual vanities, a walk-in shower, and timeless white marble flooring. Located within the secure, gated Deep Harbour waterfront community, residents enjoy elevator access, front-door intercom entry, an assigned indoor garage parking space, and the added benefit of a rare private storage unit. Deep Harbour offers an exceptional waterfront lifestyle with a community marina, piers, kayak launch, scenic walking paths, swimming pool, bathhouse, picnic areas, and beautifully maintained grounds along Cambridge Creek. Just moments from historic downtown Cambridge, you'll enjoy locally owned restaurants, shops, marinas, festivals, and the exciting Cambridge Harbor redevelopment on the Choptank River, bringing new waterfront dining, entertainment, and recreational amenities. Perfectly positioned for commuters and weekend travelers alike, Cambridge offers convenient access to Annapolis, Easton, Salisbury, Ocean City, and the broader Chesapeake Bay region—making it easy to enjoy coastal living while staying connected to work and recreation. Whether you're looking for a full-time residence, weekend retreat, or low-maintenance waterfront home, this penthouse delivers exceptional value, security, and an enviable Eastern Shore lifestyle. 𝗣𝗿𝗼𝗽𝗲𝗿𝘁𝘆 𝗛𝗶𝗴𝗵𝗹𝗶𝗴𝗵𝘁𝘀 • Top-floor penthouse with long water views toward the Choptank River • 1,493 sq. ft. | 2 Bedrooms | 2 Full Baths • Private balcony with water views and Fourth of July fireworks • New luxury vinyl plank flooring throughout • All-new stainless steel kitchen appliances • Full-size stacked washer & dryer • Spacious primary suite with dual vanities, walk-in shower & marble flooring • Upgraded lighting fixtures and chair rail detailing • Assigned indoor garage parking space • Rare private storage unit • Secure gated building with front-door intercom • Two elevators serving all residential floors • Waterfront community with marina, piers & kayak launch • Swimming pool, bathhouse, picnic areas & waterfront walking paths • Minutes to historic downtown Cambridge • Near the exciting Choptank Harbor waterfront redevelopment • Easy access to Easton, Annapolis, Salisbury, Ocean City & the Chesapeake Bay • Affordable, low-maintenance waterfront living on Maryland's Eastern Shore

700 Cattail Cv Unit #412, Cambridge

Listing courtesy of Kinetic Realty, Inc.. Contact: (443) 222-0010

8 Beds ⋅ 3 Baths

Large home with renovated first floor on a large lot offers significant flexibility rarely seen. Live on the first floor with 3-4 bedrooms (including a primary ensuite) and 2 additional bathrooms. Large eat-in island kitchen is gorgeous, and you can stack the soiled dishes in the (original) "dirty" kitchen/laundry area! Take advantage of these renovations as you take your time on finishing the 2nd and 3rd floors to your current or future desires. You don't need to be concerned with major systems as they are all new (including plumbing, 2 zoned HVAC and 320 amp electric). Historic charm remains with grand front and rear staircases, built-in cabinetry, millwork, wainscoting, pocket doors, architectural radiators, two original Rumford corner fireplaces, restored leaded glass at front entry, and large front/side porch. Enjoy ample off-street parking from Choptank Avenue where there is also room for a "carriage house"/garage, workshop, boat storage and/or pool. A handicap ramp gives access to the porch and front entrance. There is an existing sprinkler system. Within blocks of historic downtown shopping and dining, water access, the Yacht Club, city marina, and waterfront parks. Also, there are nearby marinas that offer travel lifts, maintenance, and offseason storage. Nearby beaches and commuting distances: Assateague Island (61 miles), Rehoboth (65 miles), Ocean City (69 miles), Lewes with ferry to Cape May, and Cape Henlopen (61 miles). Distances to other areas of interest: Blackwater National Wildlife Refuge and Harriet Tubman Museum (11 miles), Saint Michaels (26 miles), Annapolis (58 miles), Washington DC (86 miles), Newark DE (88 miles), Wilmington (98 miles), NY, NY (414 miles). Airports and distances: BWI (78 miles), Dulles (117 miles), PHL (115 miles).

709 Church St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

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