Dorchester Homes with Bungalow Style

Dorchester Homes with Bungalow Style

Welcome to Dorchester County, Maryland, a hidden gem on the Eastern Shore that perfectly blends picturesque landscapes with rich cultural heritage. Nestled between the tranquil waters of the Choptank River and the scenic marshlands, Dorchester County is renowned for its natural beauty, outdoor recreational opportunities, and charming small towns. From the vibrant streets of Cambridge to the serene shores of Hooper’s Island, this county offers a delightful mix of history, adventure, and community spirit.

One of the standout features of Dorchester County is its unique housing market, particularly the charming bungalow-style homes that grace many neighborhoods. These delightful residences, characterized by their low-pitched roofs, wide porches, and cozy interiors, exude warmth and character. Bungalows are perfect for those seeking a home that feels both intimate and inviting, providing a perfect setting for family gatherings or quiet evenings spent on the porch.

Living in a bungalow in Dorchester County means more than just enjoying a beautiful home; it also offers a lifestyle rich in outdoor activities. Residents can explore the stunning Blackwater National Wildlife Refuge, embark on kayaking adventures, or savor fresh seafood at local eateries. With a strong sense of community and a slower pace of life, Dorchester County is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city living.

Whether you’re drawn to the historical charm of the area or the allure of bungalow-style living, Dorchester County welcomes you with open arms. Discover your dream home here, where every day feels like a getaway!

Newest Dorchester Homes with Bungalow Style

3 Beds ⋅ 2 Baths

Move-In Ready & Move-In Beautiful in the Heart of Cambridge This renovated 3-bedroom home is ready for its next owner — no projects, no punch lists, just move in and enjoy. Recent updates include a new roof, new flooring, new appliances, updated bathrooms, and fresh paint throughout, so the major work is already done for you. The layout is bright and functional, anchored by a charming enclosed front porch and comfortable living spaces that make everyday life easy. Out back, a generous yard offers plenty of room to garden, entertain, or simply unwind. Location adds even more value here — Cambridge's waterfront downtown is just minutes away, with restaurants, marinas, boutique shops, galleries, and the weekly farmers market all part of the daily rhythm. Whether you're searching for a primary residence or a weekend escape from the metro area, this home delivers character, comfort, and convenience in one of the Eastern Shore's most walkable downtowns.

809 Truman St, Cambridge

Listing courtesy of Real Broker, LLC - Chester. Contact: 8554500442

3 Beds ⋅ 1 Baths

Welcome to 603 Roslyn Ave., a charming, tastefully renovated bungalow featuring 3 bedrooms, 1 bath, and a detached 1-car garage. Recent updates include a new roof and windows. The property offers spacious back and side yards and is conveniently located near shopping, restaurants, the boat ramp, and the Choptank River. Make it your weekend getaway, full-time residence, or place of business. Zoned C-2, the property offers many commercial-use possibilities, including retail and service businesses such as general stores, bakeries, pharmacies, clothing shops, and repair services; professional offices for financial, legal, medical, dental, or administrative use; entertainment and recreation uses such as indoor amusement centers, fitness studios, and indoor recreation facilities; food and drink establishments such as restaurants, cafes, and taverns; and limited residential uses, including single-family, multi-family, and mixed-use units, such as apartments a

603 Roslyn Ave, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

2 Beds ⋅ 2 Baths

Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

1003 Roslyn Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425

3 Beds ⋅ 2 Baths

$10,000 Price Reduction – Rare Chesapeake Bay Waterfront Opportunity! Waterfront homes under $325,000 are becoming increasingly difficult to find, making this well-maintained island retreat an exceptional value. Enjoy sweeping western views across the Chesapeake Bay, spectacular sunsets, and the peaceful waterfront lifestyle you've been dreaming of. Ideal as a full-time residence, weekend getaway, or a short-term rental investment. The home features an updated kitchen with a center island, gas range, coffee bar, and luxury vinyl plank flooring. Flexible living spaces include a first-floor bedroom and office/playroom, an updated bath, a spacious family room, and a private second-floor owner's suite. Additional highlights include ductless mini-split heating and cooling, hot water baseboard heat, high-speed internet availability, rip-rapped shoreline, and a BAT septic system installed in 2019. A county-owned public boat ramp is just down the street beside a privately owned marina where slips may be available for rent (buyer to verify). A brand-new survey and legal description are available upon request. With a $10,000 price reduction, this is one of the best opportunities to own Chesapeake Bay waterfront without the premium price tag.

1814 Hoopersville Rd, Fishing Creek

Listing courtesy of Sharon Real Estate P.C.. Contact:

2 Beds ⋅ 1 Baths

Move right into this charming, turn-key bungalow! Freshly painted inside and out with gleaming hardwood floors, this home is completely ready for its next owner. Beyond the beautiful main living area, walk-up stairs lead to a fully floored attic offering incredible potential to add two additional bedrooms and a full bath. Outside, enjoy a massive yard complete with a garden shed and a concrete driveway with ample parking for three cars. This is a rare opportunity to enjoy a move-in-ready home today while easily adding living space and lasting equity tomorrow

406 Shepherd Ave, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

2 Beds ⋅ 1 Baths

Price Improvement!!!! Welcome to 214 East Appleby Avenue. This cute bungalow has quality features and has been recently updated. Perfect porch for summer evenings. Large lot with plenty of room for pool, swing set, gazebo and/or large garden. With this much outdoor space you can have a summer of fun. Inside hardwood floors, large living room windows make a bright light filled space. Kitchen is galley style with real wood cabinetry . Laundry room located off the kitchen. 2 bedrooms and a full bath down . Fixed stairs to attic with new insulation and room for additional bedroom/bath or just great storage. The yard is large with HUGE intown garage with work area and office space. Garage even has loft storage area. Turn key and ready for all types of financing. If you are tired of renting and or need space for your business without HOA restrictions this may be the perfect home for you.

214 E Appleby Ave, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000

4 Beds ⋅ 2 Baths

Just reduced in price! Opportunity awaits in the heart of Cambridge! This partially renovated property offers the chance to complete a project already underway and create a charming primary residence, investment property, or future rental. Recent updates include luxury vinyl plank flooring throughout most of the home and a nearly finished upper level featuring space for two bedrooms, or a single back bedroom and office/entertainment space upon entering the upstairs, a half bath, and additional closet space. The main level offers two bedrooms, a living room, a laundry area, and an existing kitchen space ready for your vision and renovation plans. While the home still requires significant improvements, including a kitchen renovation and installation of a heat source (natural gas is available), the groundwork has been started for the next owner to take it across the finish line. Outside, enjoy a fenced backyard with concrete patio space for grilling and entertaining, storage shed, off-street parking, and a concrete front porch--perfect for relaxing and enjoying peaceful mornings and evenings. Conveniently located just off Race Street and within walking distance to downtown Cambridge, local dining, shops, and the waterfront. **Some photos include virtually staged or virtually enhanced images to help showcase the property’s potential and provide inspiration for future use of the spaces. Being sold strictly AS-IS. Excellent potential for buyers utilizing a renovation loan program, including 203(k) financing. Bring your ideas and unlock the possibilities this property has to offer! Seller is motivated to sell. Make an offer.

904 Central, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

2 Beds ⋅ 1 Baths

2 houses and 1 mobile home on 6 acres with separate septic systems, and shared well. all three units tenant occupied with potential for rent increase. property can be subdivided in 3 , two acre parcels. sewage reserve areas are platted and approved. houses are certified lead free and mobile home was built in 1980's.

5987,5989,5991 Route 14, East New Market

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

3 Beds ⋅ 2 Baths

Welcome to 12 Oak Street, where quality renovations and modern updates come together to create a home that’s ready to enjoy from day one. This beautifully renovated 3-bedroom, 2-bath home offers nearly 1,300 square feet of comfortable living space featuring an open, bright layout with abundant natural light, luxury vinyl plank flooring, fresh paint, and stylish finishes throughout. The completely updated kitchen features new cabinetry, countertops, stainless steel appliances, and a functional layout that flows seamlessly into the living and dining areas—perfect for everyday living or entertaining. Both bathrooms have been tastefully remodeled with clean, timeless finishes, while major improvements throughout the home provide peace of mind for years to come. Outside, you’ll enjoy a brand-new asphalt driveway, a spacious rear deck, and a generously sized backyard with room to entertain, garden, play, or simply relax. Conveniently located near downtown Cambridge, shopping, restaurants, parks, schools, and the waterfront, this home combines modern updates with everyday convenience. Move in, unpack, and start enjoying your new home. Schedule your private showing today.

12 Oak St, Cambridge

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

3 Beds ⋅ 1 Baths

Attention Investors! Don't miss this rare opportunity to acquire four single- family homes being sold as a package. each home features: 3 Bedrooms 1 bathroom with a eat in Kitchen. Approximately 800 Sq ft of living space. currently have all four with tenants. Situated on a combine 17,000 sq ft lot, Listed for 950,000

509 Edgewood Ave, Cambridge

Listing courtesy of New Realty, LLC. Contact: 4433246001

3 Beds ⋅ 1 Baths

Affordable 3 Bedroom, 1 Bathroom home conveniently located in Toddville and includes the vacant land parcel across the street (Parcel 164). Previously rented as a hunting lodge, good for overnights, a casual retreat or full time living. Located across from Elijah’s General Store and near public boat ramps, Blackwater national wildlife refuge and marinas. Enjoy fishing, crabbing, hunting, biking, and boating.

2703 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

3 Beds ⋅ 2 Baths

Welcome to 404 Phillips Avenue! Located just blocks from the water and within walking distance of the downtown shops, and restaurants. Sited on a double lot this house exudes charm, welcoming feel and a modern polished look! Please come take a look, you will not be disappointed!

404 Phillips Ave, Cambridge

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

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