Dorchester County Real Estate Search

Dorchester County Properties between $250,000 and $500,000 for Sale

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Newest Dorchester County Properties between $250,000 and $500,000 for Sale

$324,900
2 Beds 3 Baths
Welcome to 812 Pinehurst Drive. Located in the water privileged community of "Seabreeze" on Brooks Creek. Enjoy all the wonders of boating, crabbing, fishing without the expense of direct waterfront. This Coastal style home is tastefully done with many recent updates boasting a large deck for entertaining. Escape a hectic day to day world and rest and relax where you can truly see the stars at night. This home is turnkey. This style of construction is truly a lock it and leave it 2nd home. The cathedral ceiling living/dining room gives an airy open feel that blends seamlessly into the large deck. Primary bedrooom on main floor as well as full guest bath. Upstairs offers a 2nd bedroom and half bath. Outside amenities include 1/9th interest in the sand beach, pier and dockage, just down the street from your home. Slips are not numbered and accommodate various boat drafts. Bring kayaks and spend time fully immersed in nature. Abundant closets inside and great storage under the house. The HVAC was installed this year. Between 2019 and 2024 many renovations, including, windows, doors, electric were completed. New HVAC in 2024 and washer/dryer replaced 2023. Just under a half acre with graveled parking area - you won't have to worry about weekly lawn maintenance either. Auto/boat covered parking. Cambridge offers exceptional downtown dining, Ava's, RAR, Vintage 414, Portside, Blue Ruin ...so many choices. Cambridge Main Street has seasonal activities to enjoy and shopping. There is so much to love in our downtown. With wonderfully flat topography, bring your bikes enjoy hours of riding in one of the most scenic areas of Maryland. There is a demand for weekly rentals, this may make a great addition to your current Air B & B portfolio.

812 Pinehurst Dr, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 221-8000

$350,000
4 Beds 2 Baths
Nestled in the Historic West End District of Cambridge, this charming home is within walking distance to the Cambridge Yacht Club, the Municipal Yacht Basin, Long Wharf Park, and downtown Cambridge. The property boasts a delightful wraparound front porch offering picturesque views of the Choptank River. Inside, a beautiful foyer welcomes you with its original staircase and pocket doors leading to the living room, which features a stunning decorative mirrored mantle. The bright and spacious dining room is perfect for entertaining and hosting holiday gatherings. The remodeled kitchen is expansive and offers ample cabinet space. Adjacent to the kitchen, a side screened-in porch provides an ideal spot for al fresco dining. The second floor houses two bedrooms, a small office, and a versatile den/study/family room, conveniently accessed via a rear staircase from the kitchen. This floor also includes a full bathroom with a full-sized bathtub. The third floor offers two additional well-sized bedrooms that can be used for various purposes. Modern ductless mini-split systems service the third-floor and second-floor bedrooms, complemented by additional gas forced air and central air units for efficient heating and cooling. A rear storage shed, equipped with electric service, is perfect for storage and hobbies. The crawlspace has been encapsulated, featuring a 10 mil vapor barrier and a French drain with a sump pump. Lovingly maintained and updated over the past 12 years, this home offers a wonderful living experience in a prime location, surrounded by properties with excellent value.

104 Choptank Ave, Cambridge

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

$499,900
3 Beds 2 Baths
Discover the potential of this cape cod home situated on a stunning 1.5 acre waterfront lot with an impressive 502 feet of shoreline. Nestled in the quaint community of Fishing Creek, this 1968 built, single story home offers endless possibilities for customization and personalization and features 3 bedroom, 1.5 baths and 4 car detached garage and workshop and offers unobstructed and breathtaking views of the Chesapeake Bay and Barren Island. Step inside and enter into the warm and inviting living and dining room featuring a brick fireplace, making it the perfect setting for both relaxation and entertainment. The kitchen includes updated appliances providing a good starting point for additional renovations. Travel down the hallway where you will find bedrooms with generous closet space that share spacious hall bath. Despite the home’s intimate size, you'll be pleasantly surprised by the abundance storage space throughout, including a boarded attic, ensuring a clutter-free living environment. This home offers breathtaking outdoor views that can be fully appreciated from the spacious deck, built over a sturdy block foundation offering potential to become enclosed for additional living space. Whether you're enjoying a quiet morning coffee or hosting an evening gathering, the deck provides the perfect spot to relax and take in the stunning scenery This meticulously landscaped property includes level grassy yard that leads to the water's edge, with bulk head in need of repair and stone. The impressive detached four-car garage building is a versatile space, perfect for multiple vehicle storage and more. Inside, you'll find ample room for a well-equipped workshop, with a second floor that has been boarded for additional storage needs. The expansive parking area in front of the building provides plenty of space for storing a boat, RV, or other large vehicles, making this property ideal for anyone in need of extensive storage and workspace options. This home's stunning waterfront setting is not just a backdrop but an integral part of its charm and appeal. It offers an oasis of peace and tranquility, where you can escape the hustle and bustle of everyday life and immerse yourself in the beauty of nature. This is a place where memories are made, amazing sunsets can be enjoyed and moments become treasured experiences, making it the perfect haven for those seeking a truly unique waterfront lifestyle. This home is waiting for its new owner to add personal touches and take it to the next chapter of its life. Whether you’re looking to maintain its current charm or infuse it with modern design, the choice is yours! This home’s location in Fishing Creek MD provides the perfect balance of peaceful living and is conveniently located by Old Salty’s Restaurant which serves amazing food, drinks and entertainment and is a gathering spot to unwind, socialize, and enjoy the vibrant community spirit. Conveniently located nearby, Hooper Island General Store is your go-to spot for groceries, beverages, fishing supplies, and gas, making everyday essentials easily accessible. Although this home is nestled in a quiet and quaint community, it is just a quick 35-minute drive to Cambridge, MD, where you can enjoy a variety of shopping, entertainment, the arts, fine dining and access to Rt 50 for traveling to the Maryland and Delaware Beaches and the Bay Bridge. Nearby Blackwater Wildlife Refuge has over 20,000 acres for outdoor enthusiasts! Enjoy the benefits of living near key travel routes without sacrificing the charm of small-town life. Don’t miss out on this unique waterfront opportunity that can serve as a primary residence or vacation home. This home is being sold in strictly AS IS condition and the Seller will make no repairs.

2556 Hoopers Island Rd, Fishing Creek

Listing courtesy of Redfin Corp. Contact: 301-658-6186

$269,990
3 Beds 4 Baths
Located in the beautiful city of Cambridge, Maryland, the vibrant and growing community of Southside Crossing offers an array of benefits for potential homeowners looking for a comfortable and convenient lifestyle—all within easy reach of the city’s most popular attractions. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the water’s edge, you’ll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. If you’re looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. This Mariner townhome is like new with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that is finished as a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet, and a full bath. 2 additional bedrooms with reach-in closets, and a hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. GEMCRAFT HOMES, QUICK MOVE IN HOME!

2530 Boeing Way, Cambridge

Listing courtesy of Mary Ann Hammel. Contact: (410) 705-2565

$268,990
3 Beds 4 Baths
This Mariner townhome is like new with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that is finished as a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet and attached, private bath , 2 additional bedrooms with reach-in closets, and a hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the water’s edge, you’ll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. If you’re looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. GEMCRAFT HOMES, QUICK MOVE IN HOME!

2532 Boeing Way, Cambridge

Listing courtesy of Mary Ann Hammel. Contact: (410) 705-2565

$329,900
3 Beds 3 Baths
Nestled within a secure, gated community, this stunning three-story townhome offers a lifestyle of convenience and luxury, just a short stroll from the vibrant heart of downtown Cambridge. Deep Harbor, known for its community amenities, boasts an inviting inground pool and scenic waterfront walking trails that meander along the serene Cambridge Creek. This nearly new, meticulously maintained home features 3 bedrooms and 2.5 bathrooms, showcasing a gourmet kitchen with a central island, breakfast bar, sleek stainless steel appliances, and elegant quartz countertops. The open floor plan seamlessly integrates a dedicated dining area and a spacious living room, making it perfect for both entertaining and everyday living. The third floor houses the primary bedroom, complete with an ensuite bathroom and a generous walk-in closet, along with two additional well-appointed bedrooms. The entry-level features a versatile family room that can effortlessly transform into a den, study, or playroom, tailored to fit your lifestyle needs. Cambridge, a charming waterfront town on Maryland's Eastern Shore, epitomizes a laid-back, simpler way of life. The downtown area is dotted with a local brewery, diverse restaurants, and unique shops, and hosts events such as the Eagleman and Chesapeake Man triathlons, powerboat races, and skipjack races, among others. Rich in maritime history and cultural heritage, this waterman’s paradise offers the freshest crabs, fish, and oysters, along with exceptional boating opportunities on the Choptank River and Chesapeake Bay. As the birthplace of Harriet Tubman, visitors can explore the Harriet Tubman Visitor's Center and scenic byways. The nearby Blackwater National Wildlife Refuge provides opportunities for wildlife observation. Conveniently located in the Mid Shore region, this vibrant community is approximately 1.5 hours from Baltimore and 2 hours from Washington, DC, with Ocean City just 60 miles away. It is the ideal location to escape the hustle and bustle of city life and embrace the tranquil Shore Life. **For those interested in the rental potential for this home, please inquire for details**

516 Marshy Cv Unit #152, Cambridge

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

$309,000
3 Beds 2 Baths
Welcome to 101 W End, a Victorian-style gem nestled in the heart of downtown Cambridge, Maryland just 1 block from the water. For Sale or Trade This charming home exudes historical elegance, boasting intricate architectural details that are characteristic of the Victorian era combined with modern renovations and updates. From the moment you step onto the wrap-around porch, you’ll be transported back in time, all while enjoying the conveniences of modern living. Inside, you’ll find spacious rooms filled with natural light, highlighting the home’s original hardwood floors, stunning moldings and finishes. The living room, with its cozy fireplace, provides the perfect setting for relaxation or entertaining guests. The kitchen is a chef’s dream, equipped with updated appliances and ample counter space. Adjacent to the kitchen is a formal dining room, ready to host your next dinner party. Upstairs, the primary suite offers a private retreat, Two additional bedrooms provide plenty of space for family or guests. Outside, a beautifully landscaped yard awaits, offering the perfect blend of sun and shade. This home has been completely renovated including a new kitchen, new appliances, new electric, new plumbing, new HVAC and much more! Whether you’re sipping your morning coffee on the porch or hosting a summer barbecue in the backyard, this home offers endless possibilities for outdoor enjoyment. Located just steps away from local shops, restaurants, and parks, 101 W End offers the best of Cambridge living. Don’t miss out on the opportunity to call this Victorian beauty your new home. The current owner is not required to have flood insurance on the home. This home would make a great primary home, vacation home or Short Term Rental Schedule a viewing today! This home has a great history of occupancy rate and gross income as a short term rental.

101 W End Ave, Cambridge

Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250

$294,990
3 Beds 4 Baths
Highly-desired townhome in a waterfront community. Ready for a summer 2024 move-in. Nestled along the Cambridge Creek, this home is located in the highly-desired Deep Harbour, gated community, offering stunning water views, a private marina, a community pool with a bathhouse, a riverwalk throughout, and the convenience of low-maintenance living. The home boasts 1,796 square feet of living space spread across three levels. With three bedrooms and a one-car attached garage, this new construction townhome has plenty of room for all your needs. On the first floor, you'll find a finished rec room, perfect for a home office or additional entertaining space. The second floor features a spacious kitchen with a large island, upgraded countertops, backsplash, pendant lights, and hard surface floors. Adjacent to the kitchen is a dining area, open great room, and rear deck, ideal for entertaining. Upstairs, you'll discover three well-sized bedrooms, including the primary suite. The primary bathroom features two vanities, a spacious shower, and a walk-in closet. Centrally located in Cambridge, this townhome offers easy access to Route 50, making it convenient for commuting or traveling to nearby areas. Additionally, you'll be able to enjoy the charm of downtown Cambridge, with its diverse selection of restaurants and boutiques. Whether you're looking for a cozy dining experience, or unique shopping opportunities, the downtown area has it all. Explore the local shops, dine at delicious eateries, and immerse yourself in the vibrant atmosphere of Cambridge. Don't miss out on the opportunity to explore all that Deep Harbour has to offer. Schedule a viewing today and make this beautiful townhome your new home! On-site Sales Office Hrs: 10 AM-5 PM, Everyday! Model Address: 527 Seaway Ln, Cambridge, MD 21613. Photos are of a similar home not the subject home. Pricing, features, and availability is subject to change without notice. See a New Home Counselor at Deep Harbour for details. Beazer Homes - MHBR No. 93.

306 Riverside Ln, Cambridge

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000

$379,900
4 Beds 3 Baths
Two years young and move-in ready 4BR/2.5BA Colonial located in the desirable community of Longboat Estates. Park just outside the attached two car garage, make your way past lush landscaping, and step up to the covered front entry into your forever home. Step into a home filled with tons of natural light, a two story entry hall, luxury flooring, and an open floor plan. The main floor offers a large dining room that opens to the kitchen, breakfast area, and family room. The family room boasts vaulted ceilings with a view of the second floor landing, and a gas fireplace surrounded by a stone facade. The kitchen is amazing, offering plenty of cabinets, a separate pantry closet, stainless steel appliances, and sleek quartz countertops. This home offers a main floor primary suite featuring a large walk-in closet, and private ensuite boasting a double sink vanity and walk-in shower. In addition to all this is a half bath, access to the two car garage, and laundry room. On the second floor are three large bedrooms and a full bath. From the breakfast room step through sliding doors onto a large wood deck that overlooks a yard filled with tons of green space and room for entertaining family and friends. This home is ideal for any new homeowner and offers an interior sprinkler system throughout, and is located in a community offering a community dock and inground pool. Imagine all this and in close proximity to shopping, restaurants, and commuter routes.

168 Regulator Dr N, Cambridge

Listing courtesy of VYBE Realty. Contact: 4102204648

$477,777
5 Beds 3 Baths
Discover the tranquility of Chesapeake Bay living on picturesque Hoopers Island! This fully furnished spacious home offers an immersive experience with priceless sunset views from every angle, providing a glimpse into the serene Eastern Shore lifestyle. Step into the inviting residence, featuring a covered porch—a perfect spot to entertain, relax, or simply enjoy breathtaking bay views. The first floor welcomes you with a spacious family room, boasting wood floors and bay views, flowing seamlessly into the dining area and kitchen with a center island, stainless steel appliances, and a breakfast bar. The first floor is further enhanced by the Primary bedroom, offering a large walk-in closet, an en-suite bathroom with a double vanity, tub/shower, and water views from every window. Another bedroom, full bathroom, laundry room with storage, and a door to the yard complete the first floor. The second floor features a versatile bonus space suitable for another family room, game room, or a kids' space. Three additional bedrooms (including a bunk room with sleeping space for six!) and a full bathroom complete the second floor, all with captivating views of the surrounding water. Sitting on an acre of land and conveniently located out of the flood zone, the yard provides ample space for outdoor activities. The property features a custom fire pit area with Adirondack chairs, perfect for year-round entertaining. A shed, picnic tables, hammocks, and a grilling area further enhance the outdoor experience. Hoopers Island, just a scenic 30-minute drive from Cambridge, guides you through the renowned Blackwater National Wildlife Refuge. Indulge in some of the region's best seafood steps away from this home at the neighboring 'Old Salty's Restaurant.' Whether you're seeking a second home, vacation rental, or a primary residence, seize the opportunity to make this island haven your own!

2550 Hoopers Island Rd, Fishing Creek

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

$449,000
3 Beds 1 Baths
PRICE REDUCED! Fantastic opportunity to own a fine-tuned hunting camp with an updated lodge house that can sleep up to 8 hunters. The property has frontage on two different paved county roads, which maximizes entrance points to hunting stand locations. Great care has been taken with the house and trail access improvements for the challenges of the marsh. There are multiple treated wood ramps across the road tax ditches, which are built wide enough to cross with ATVs. The house foundation, crawlspace, and attic are fanatically maintained and very impressive. The seller has taken serious steps to control the house crawlspace and attic for moisture through ventilation fans, dehumidifiers and regulated airflow. The roof and attic are nicely updated, with access to the attic storage. The HVAC unit was replaced in 2022. The spacious screened porch on the back of the house is perfect for grilling and evening activities. There is a tool shed perfect for ATVs, decoys, and gear storage, which features a raised floor and metal ramps. This property is set up for extremely low maintenance with extensive upgrades. Four (4) property parcels are on both sides of the county road, which makes for quick, silent access to various hunting stands at either end of the farm. The seller has installed ladder stands at key points for the Sika deer travel patterns. One stand is an elevated blind with a wide view of the marsh and there are feeders in place throughout the stands. Launching a boat is only ¼ mile away with a deep water launch off of Crocheron Road. This property checks every box for a sportsman or group looking to hunt and fish on the Honga River and Tedious Creek. Two large ponds could have huge potential for waterfowl hunting and there are three blind platforms along Tedious Creek, which borders the tract. Additional trail camera photos of Sika deer can be furnished upon request. Another interesting detail, FEMA lowered the annual taxes to $886.20 due to a lower-risk flood plain. Remarkably high and dry land for this area.

1807 Crocheron Rd, Toddville

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$459,900
3 Beds 3 Baths
Welcome to 700 Church Street, located in the sought-after West End Historic District - just 2 blocks from the mighty Choptank River, and super convenient walking distance to downtown. This unique home Circa 1900, has been lovingly renovated. You can’t help but admire the classic exterior colors, the decorative gable façade and inviting front porch; such character-defining features! As you enter the spacious foyer you will notice the owners were careful to leave some of the original lovely characteristics of the home, such as the beautiful ornate newel and staircase, the rounded walls, the gleaming wood floors, the fanlight above the LR french doors, two decorative marble fireplace mantels, ornamental rosette trim, and the cool stairway access to the attic. The large kitchen is crisp and fresh with new cabinets, counters, flooring and SS appliances. On the 2nd level there are 3 nice-sized bedrooms with attention given to the oversized primary closet and private bathroom…again, keeping the period claw foot tub w/ a shower head. There is also a 3rd unfinished level/attic - for storage or could possibly be finished for a home office etc. There are two brand new heat pumps, and the radiators are still connected, if you prefer oil heat. The entire home, inside and outside, has been painted, and a new roof has been installed. If you are looking for the character and charm of a period historic home, but appreciate some modern cosmetic changes, this is the home for you! All the hard work, dust and debris has been completed. Ready to move in.... and start creating your own memories?!! This is truly a remarkable home with convenience to downtown restaurants, RAR Brewery, Blackwater Bakery, Boutique Shops, Dorchester Center for the Arts, and a short drive to the beautiful Blackwater National Wildlife Refuge & the Harriett Tubman Museum. You will love everything about this home and the area!

700 Church St, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 221-8000

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