Dorchester Homes with Colonial Style

Welcome to this recently built home in lovely Heron Point, where comfort and convenience unite! Step in to the wide open floor plan where gathering with friends and family comes easy. Whether hosting game night or preparing your fave dish in the bright, airy kitchen. Need some quiet time/work space, private OFFICE conveniently located on the main level. Upper level features spacious primary suite with walk in closets and 3 additional bedrooms where the walk ins continue. Plenty of natural light and comfortable design gives one a warm and welcome experience. Ready to head out? Enjoy morning coffee to evenings out, being just a few minutes from all the shops and eateries in charming downtown Cambridge. All this, and several waterfront parks surround the town for swimming, boating or just taking in the natural beauty and wildlife. Happiness is just around the corner!

11 Saddle Bill Cir, Cambridge

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

$165,000

3 Beds ⋅ 1 Baths

Discover a rare opportunity in Toddville, MD, just south of Blackwater National Wildlife Refuge. Situated on 3.64 acres, this elevated home (approximately 5.5 feet above grade) offers expansive marsh views and an exceptional setting where wildlife abounds, including the area's renowned Sika deer. Featuring 3 bedrooms and 1 full bath, the home has solid bones and includes central air conditioning, a private well, and septic system. Whether you're looking for a hunting retreat, weekend getaway, or a property to renovate and make your own, the possibilities are plentiful. Bring your vision—this handyman special is ready for updates, including paint and general TLC. Enjoy the peace, privacy, and natural beauty of Maryland's Eastern Shore while creating your ideal escape from the everyday. Property is being sold strictly As Is.

2624 Toddville Rd, Toddville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$425,000

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

$295,000

4 Beds ⋅ 2 Baths

Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms and two full bathrooms, the property blends distinctive Victorian details with substantial modern improvements. Relax on the covered front porch, complete with a classic porch swing, or enjoy the neighborhood views from either of the home’s two upper-level balconies. Located just blocks from the Choptank River, Cambridge Yacht Club, restaurants, coffee shops and local boutiques, this home places some of the city’s best amenities within an easy walk. Major capital improvements include a new roof, new kitchen appliances, upgraded electrical and plumbing, new sewer connections, storm windows, a Rinnai tankless gas water heater and high-end, two-zone low-profile radiators. Inside, refinished hardwood floors and original architectural details create a warm and inviting atmosphere. The living room features built-in bookcases and a fireplace and opens to a formal dining room with bay windows and an elegant chandelier. The kitchen offers stainless steel appliances, quality countertops and a charming breakfast nook. Two additional flexible rooms provide excellent options for home offices, a nursery, hobby space or additional storage. The main level includes a bedroom and full bathroom, offering flexibility for guests or one-level living. Upstairs, the spacious primary bedroom features a dedicated wardrobe room and convenient access to a full bathroom with a classic clawfoot tub. Two additional bedrooms open to an adjoining balcony. Across the street, the community garden provides an opportunity to grow flowers, herbs and fresh produce while enjoying the convenience of downtown living. Additional highlights include a private driveway, covered carport, rear accessibility ramp, backyard storage shed, no HOA and not located in a flood zone. With generous living space, valuable updates, off-street parking and an exceptional historic-district location, this distinctive Cambridge home is ready for its next chapter.

817 Locust St, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800

$799,900

4 Beds ⋅ 3 Baths

Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a private street on Brooks Creek, this remarkable property boasts over 180 degrees of breathtaking water views from its spectacular lot. Designed for boating enthusiasts, the waterfront features approximately 120 feet of pier with multiple boat lifts, a bulk headed shoreline, a private boat ramp, a small sandy beach, and expansive lawn surrounded by mature landscaping. This charming 4-bedroom, 2½-bath home has been thoughtfully designed to capture panoramic water views from virtually every room. The updated kitchen features granite countertops, stainless steel appliances, and ample workspace, while hardwood flooring flows throughout the main living areas. The open floor plan seamlessly connects the spacious dining area and living room, creating an inviting setting for everyday living and entertaining. Three generously sized bedrooms are located on the main level. The impressive family room is the heart of the home, showcasing a gas fireplace, built-in bar, and walls of windows that frame the ever-changing waterfront scenery. Upstairs, the private primary suite is a true sanctuary, featuring soaring cathedral ceilings and dramatic floor-to-ceiling windows that provide sweeping panoramic water views from both the sleeping and sitting areas. A second gas fireplace creates a cozy atmosphere, while the luxurious en-suite bath offers a garden tub, walk-in shower, and spacious walk-in closet. Outdoor living is equally exceptional. Relax on the expansive screened porch while enjoying spectacular sunsets and the abundant wildlife and waterfowl that call Brooks Creek home. An oversized concrete patio provides additional space for entertaining, and two storage sheds—including one equipped with two refrigerators—offer excellent convenience for boating, fishing, and gatherings. Dual driveways provide ample parking for multiple vehicles, boats, and trailers. From your private pier, enjoy easy access by boat to Tilghman Island, St. Michaels, and many of the Mid-Shore's most charming waterfront towns, where you'll find renowned restaurants, marinas, boutique shopping, and endless opportunities to experience the best of Eastern Shore living. Whether you're seeking a full-time residence, weekend escape, or the ultimate waterfront lifestyle, this rare Brooks Creek property offers an extraordinary combination of privacy, recreation, and unforgettable views.

803 Seabreeze Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707

$325,000

4 Beds ⋅ 3 Baths

Secure a high potential residence in the heart of the sought after Blackwater Landing community. This 2,340 square foot home is priced to offer immediate value, making it an ideal choice for buyers who want to build equity through their own custom updates. The property features a transferable solar panel system, which serves as a major benefit for the next owner by lowering monthly energy costs from day one. The interior layout is open and airy, featuring a large great room that flows toward the back of the home. Upstairs, you will find an expansive primary suite and well proportioned bedrooms. One of the home's most impressive assets is the massive rear deck, providing a vast space for outdoor dining and seasonal gatherings. Located near the Choptank River and local amenities, this property offers the perfect foundation for a modern coastal lifestyle.

1627 Osprey Cir, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$624,000

4 Beds ⋅ 3 Baths

Discover the perfect blend of privacy, comfort, and waterfront living with this exceptional move-in-ready Colonial, nestled on 6.01 scenic acres. Offering 4 bedrooms, 3 full baths, and an abundance of versatile living space, this property is ideal as a full-time residence, weekend retreat, or multigenerational home. Wake up to peaceful water views and enjoy your morning coffee on the expansive rear deck overlooking the tranquil setting. Inside, you'll find a spacious country kitchen, a flexible first-floor bedroom or home office, and inviting living areas designed for both everyday living and entertaining. The property is loaded with sought-after amenities, including a private floating dock for boating, fishing, or kayaking, a detached workshop with electricity, heating, and air conditioning perfect for hobbies or storage, and a separate in-law suite complete with its own sauna, providing an ideal space for guests, extended family, or potential rental opportunities. Additional features include a two-car attached garage, an attractive stone walkway with brick front steps, and the peace and privacy that only a rural waterfront setting can provide. Conveniently located just minutes from Cambridge's shopping, restaurants, and schools, while also offering easy access to nearby beaches and major metropolitan areas, this is a rare opportunity to own an affordable waterfront property with acreage, privacy, and exceptional versatility.

5214 David Greene Rd, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$185,500

Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental income. Conveniently located just minutes from restaurants, waterfront, parks, and all that downtown Cambridge has to offer, this property is an excellent opportunity for buyers looking to build equity and add value through improvements. Bring your vision to life and capitalize on the potential this downtown duplex has to offer! Property is being sold strictly as-is.

313 Washington St, Cambridge

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$310,000

4 Beds ⋅ 3 Baths

Welcome to 201 Oak Street, a beautifully updated four-bedroom, three full bath home that perfectly blends timeless character with modern convenience. This charming home features hardwood flooring throughout, a spacious updated kitchen with granite countertops, stainless steel appliances, and abundant cabinet space, plus a separate dining room. The large sunroom with tile flooring offers additional living space filled with natural light, making it perfect as a family room, playroom, or home office. Thoughtful updates include a newer roof, dual-zone HVAC system, tankless water heater, and a wood stove. With the character of an older home and the modern upgrades this property offers the best of both worlds. Outside, you'll find ample off-street driveway parking and a convenient location close to local schools, parks, shopping, and commuter routes. Move-in ready and full of charm, this home is a wonderful opportunity for buyers seeking space, comfort, and lasting value in Hurlock.

201 Oak St, Hurlock

Listing courtesy of Keller Williams Flagship. Contact:

$375,000

4 Beds ⋅ 2 Baths

Welcome to this charming 4-bedroom, 2-bathroom home nestled in a sought-after water-privileged community with stunning water views. Residents enjoy exclusive access to a private beach, waterfront gazebo, and all the benefits of coastal living. This well-maintained home offers an open and inviting interior featuring beautiful cherry cabinetry, stainless steel appliances, and granite countertops in the kitchen. A brand-new HVAC system provides year-round comfort and peace of mind. Outside, you'll find a spacious yard, a storage shed for all your outdoor gear, and a dedicated crab deck—perfect for enjoying the waterfront lifestyle. With a proven short-term rental history and excellent income potential, this property is an outstanding opportunity as a primary residence, vacation home, or investment property. Don't miss your chance to own a home that combines comfort, convenience, and the best of waterfront community living.

911 Susquehanna Rd, Madison

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

$325,000

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave, Cambridge

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

$325,000

4 Beds ⋅ 2 Baths

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave Unit #A & B, Cambridge

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

Dorchester Homes with Colonial Style

Newest Dorchester Homes with Colonial Style