5-Bedroom Homes for Sale in Dorchester County MD

Welcome to Captain's Quarters on the Bay, an extraordinary 3+/- Acre waterfront Estate overlooking the Little Choptank River with direct access to the Chesapeake Bay. Just moments to downtown Downtown Cambridge, fine dining, shopping, and entertainment, this stunning waterfront home offers 5780+/- sq. ft. of three-story living designed for endless indoor/outdoor entertainment and sunset/water

Craig Linthicum Benson & Mangold, LLC

Charming and versatile Colonial in a prime Cambridge, MD location! This unique property offers incredible potential with two rental units, making it an excellent investment opportunity. A spacious covered front porch welcomes you, adding to the home's character and providing the perfect spot to relax. With plenty of parking, convenience is built in. Rent out the first-floor unit to a non-retail

Melissa Tippett TTR Sotheby's International Realty

Stunning Classic Greek Revival Architecture Home on Jenkins Creek, just minutes from Downtown Cambridge. Enter the extended blacktop lane off Horns Point Rd until you arrive at the circular drive of this beautifully appointed 5 Bedroom, 4 1/2 Bath, waterfront home with water views from almost every room. The home sits on an elevated 3.3+/- acres with approximately three miles of unobstructed

Craig Linthicum Benson & Mangold, LLC

Welcome to Transquaking Lodge, a truly one-of-a-kind property nestled on the banks of the Transquaking River in Cambridge, Maryland, right next to the iconic Blackwater National Wildlife Refuge. Situated on 4 scenic acres, this fully renovated waterfront lodge offers unobstructed views and direct access to one of the most celebrated wilderness destinations in the United States, as recognized by

Jesse Highling The Land Group

Swan’s Nest: A Premier Waterfront Estate & RetreatDiscover Swan’s Nest, a sprawling 8.310-acre private waterfront estate that seamlessly blends rustic charm with modern luxury. This magnificent property features a beautifully restored, fully furnished farmhouse, complemented by a unique deep-water marina perfect for boating enthusiasts.Nestled just 10 minutes from town and the renowned

Dan Shoemaker Eastern Shore Real Estate, LLC

THE ORIGINAL HOME OF "CAPTAIN JOHNNIE" BUILT IN 1920 AND TOTALLY RESTORED. EXPANSIVE WATER-VIEWS WITH 300 FEET OF RIP RAP/BULK HEADING. PERFECT FOR YEAR ROUND LIVING, WEEKLY VACATION RENTAL OR VACATION HOME . BEAUTIFUL HARDWOOD FLOORS, FULLY EQUIPPED EAT IN KITCHEN, HUGE FAMILY/GREAT ROOM WITH WALL MOUNTED TV . HOME IS FULLY FURNISHED AND EXCEPTIONALLY EQUIPPED - EVERYTHING EXCEPT POOL/CARD

Yona Kelly Douglas Realty LLC

**CLOSING COST INCENTIVES AND SPECIAL INTEREST RATES AVAILABLE WITH USE OF PREFERRED LENDER AND TITLE**SEE ONSITE SALES CONSULTANT FOR MORE DETAILS**Experience luxury living in this beautifully designed 4-bedroom, 3.5-bath home backing up to the scenic Shoal Creek. Step inside to discover a chef-inspired kitchen, thoughtfully designed for culinary enthusiasts and perfect for entertaining. The

Brittany Newman DRB Group Realty, LLC

**CLOSING COST INCENTIVES AND SPECIAL INTEREST RATES AVAILABLE WITH USE OF PREFERRED LENDER AND TITLE**SEE ONSITE SALES CONSULTANT FOR MORE DETAILS**Breathtaking water views, access to boating and outdoor recreation. The Barbados is the perfect combination of elegance and comfort, this home features 5 bedrooms with 3.5 baths, and a loft upstairs that features a covered deck. The primary suite

Brittany Newman DRB Group Realty, LLC

Historic Victorian Duplex - Hurlock's Crown JewelStep into history with this stunning early 1900s Victorian masterpiece on a desirable corner lot in Hurlock, Maryland. This gem has been thoughtfully converted into a duplex, offering the perfect solution for multi-generational living or savvy investors seeking immediate income potential.Experience the charm of original Victorian

Carolyn A. Page Shore Results Realty

Welcome to this beautiful 5-bedroom, 3-bath home offering 2,511 sq ft of living space on a 0.23-acre lot in Cambridge, MD. Built in 2023, this move-in ready home features a bright, open foyer, a first-floor bedroom with a full bath in the hallway, and convenient access to the attached 2-car garage.Upstairs, you’ll find four spacious bedrooms, including a private owner’s suite with an

Dylan Barlow Worthington Realty Group, LLC

“ Attention” Attention” calling all investor!!!!! Welcome to 810 Locust Street!! Where the possibility’s are endless. Located in the Historic District of Cambridge. This property is gleaming with potential. The charming front porch provides the perfect place for entertaining, connecting with neighbors or simply relaxing and enjoying the scenery. Its prime location offers everything at your

Jaye Stanley American Homes Realty Group

Charming 5 bedroom home close to the Choptank River and downtown Cambridge! Discover the potential of this spacious 5 bedroom, 3.5 bath three story home with center stairway wraps your way to the third floor, confirming that you are in a timeless craftsman home, ideally situated just a few blocks from the serene Choptank River, the Riverwalk to be built, fabulous yacht club, the Gerry Boyle park

Denis Gasper Benson & Mangold, LLC

Welcome to 116 Oakley St, a spacious residence situated in the highly sought-after 100's block of the Historic West End. This cherished home exudes a cozy and eclectic charm, seamlessly blending modern amenities with historic appeal. Upon entering, a large foyer greets you, adjacent to an inviting living room perfect for relaxation. The updated kitchen is a chef's dream, featuring ample storage

Sydney Johnson Cohee Sharon Real Estate P.C.

Expansive Waterfront Colonial Retreat on Over 10 Acres near Cambridge, MDExperience the ultimate in waterfront living with this stately colonial home, nestled on more than 10 acres overlooking the serene Chesapeake Bay and boasting direct frontage on Brooks Creek. Built in 1988, this 4,933 sq ft residence offers a harmonious blend of classic design and modern amenities, creating a

Tom Williams TTR Sotheby's International Realty

Nestled in the heart of historic Cambridge, this classic 5 bedroom, 1.5 bathroom Colonial home offers timeless charm and modern potential. Featuring elegant architectural details, spacious living areas, and abundant natural light, this home is perfect for those who appreciate character and history.Enjoy the convenience of being steps away from local shops, dining and waterfront

Amy Betts Coldwell Banker Realty

As the pressure for land use change, and wildlife habitat loss have increased, opportunities to appreciate the wildness of the Chesapeake have become more elusive. The Land Group is pleased to offer the Riverside Lodge together with its storied history, sense of place, high quality wildlife habitats on more than 980 acres of the Hoopers Island complex of islands in Chesapeake Bay. The Lodge and

Benjamin Alder The Land Group

**Newly Built Multi-Use Home in Cambridge With Great Income Making Potential***Welcome to 609 Moores Ave., a spacious and versatile home offering 10 bedrooms and 2.5 bathrooms across three finished levels and over 3,000 sq. ft. of living space. Designed in 2024, this property was originally built for transitional housing, but its flexible layout allows for a variety of residential or

Gerald Shockley Keller Williams Realty