Browse All Cambridge MD 5 Bedroom Properties for Sale

This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

309 Glenburn Ave, Cambridge

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

$345,000

5 Beds ⋅ 3 Baths

Move-In Ready! Spacious & Well-Maintained Home in Blackwater Landing offers an assumable VA loan. Beautifully maintained, move-in ready home located in the desirable Blackwater Landing subdivision. This spacious property features 5 bedrooms and 3 full bathrooms—perfect for growing households or flexible living needs. Enjoy multiple living spaces including a flexible den and a family/game room, ideal for entertaining, relaxing, or easily transforming into an additional 6th bedroom. The kitchen is designed for both function and style with granite countertops, a pantry closet, and a dedicated coffee bar area. Additional highlights include a 2-car garage and a desirable serene rear yard view of the community pond, providing a peaceful backdrop. The home’s inviting front porch, tasteful landscaping adding to its curb appeal and as a final touch security - home comes with a built in Alarm System. This home truly offers space, versatility, and comfort in a great location close to shopping, fine dining, entertainment and Public Boat Ramp. A Rare price for 2,591 +/- sq! This is a Must see - Schedule your showing today and ask about the VA assumable loan!

303 Terrapin Cir, Cambridge

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265

$455,000

5 Beds ⋅ 3 Baths

***Sellers have found home of choice and are ready to entertain your offer!***Grand and beautifully updated, this circa‑1900 residence offers timeless architectural charm on 1.67 acres of land just moments from downtown and the waterfront. A welcoming wrap‑around porch with ceiling fans, sets the tone, perfect for relaxing and entertaining. The expansive grounds-fenced on three sides-include a spacious three story barn/garage, offering exceptional versatility and opportunity. Enjoy the lovely flagstone patio with fire pit and charming gazebo—ideal for outdoor gatherings and peaceful retreats. Step inside where historic character blends seamlessly with thoughtful updates, preserving the elegance of a bygone era while offering modern comfort and functionality. Generous living spaces, high ceilings, and period details reflect the home’s original craftsmanship, enhanced by tasteful improvements throughout. The generously sized first floor primary suite includes the ideal space for adding an en suite bath, offering flexibility to tailor the home to modern living. Climb the grand staircase to the second level with four spacious bedrooms and a full bath. The third level of the home includes a full bath, with space that could accommodate a sixth bedroom with minimal work. Rarely does a property of this size, stature, and amenity become available so close to shops, dining, and waterfront attractions. A truly special opportunity to own a distinctive piece of history in a prime location.

1311 Race St, Cambridge

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

$599,900

5 Beds ⋅ 3 Baths

Completely renovated from top to bottom, this exceptional property offers a rare opportunity to enjoy the Eastern Shore lifestyle with the privacy, acreage, and storage many waterfront buyers are seeking—without the waterfront maintenance. Situated on nearly 7 secluded acres in the highly sought-after Neck District of Dorchester County, this property is just minutes from both the public boat ramp in Cambridge and Ragged Point Marina, providing convenient access to some of the region's best boating, fishing, crabbing, and watersports opportunities. A brand-new architectural shingle roof and thoughtfully redesigned open floor plan create a stunning great room where the kitchen, living, and dining areas flow seamlessly together—ideal for everyday living and entertaining. The beautifully updated kitchen features new countertops, ceramic tile backsplash, and all-new appliances, while updated bathrooms, flooring, wiring, lighting fixtures, and fresh landscaping ensure a truly move-in ready experience. The first floor offers two bedrooms and one full bath. Upstairs, the spacious primary suite includes a private bath and walk-in closet, along with two additional bedrooms and another full bathroom. Outside, the property transforms into a private retreat. Enjoy peaceful views of the pond from the expansive rear deck, gather with friends and family under the stars, or simply relax and take in the sights and sounds of nature. Surrounded by mature woods and abundant wildlife, including deer and turkey, the setting offers exceptional privacy and tranquility. For boating enthusiasts, the impressive 45' x 30' metal outbuilding with concrete floor provides ample room for boats, jet skis, trailers, recreational equipment, workshop space, or a home-based business. Whether you're returning from a day on the water or enjoying the serenity of your own acreage, this property delivers the best of both worlds. Located less than 10 minutes from Cambridge, this is a rare opportunity to own a fully renovated home that combines modern comfort, exceptional privacy, abundant storage, and easy access to the waterways that make the Eastern Shore such a special place to call home.

5951 Ross Neck Rd, Cambridge

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

$260,000

5 Beds ⋅ 2 Baths

Looking for more space without sacrificing comfort or convenience? Welcome to 406 High Street - a move-in ready home offering over 2,700 square feet of living space, 5 bedrooms, and 2 full bathrooms, giving you the flexibility and room today’s buyers are searching for! Whether you need extra bedrooms, dedicated work-from-home space, room for guests, or simply more space to spread out, this home offers endless possibilities for everyday living. Inside, you’ll find generous living areas filled with natural light, a functional layout, and an updated kitchen featuring granite countertops and stainless-steel appliances. Enjoy relaxing mornings on the brand-new front porch or take advantage of being just minutes from Cambridge’s charming downtown, waterfront, shops, restaurants, and local attractions. This home comes with a ONE-YEAR HOME WARRANTY so you can move in with peace of mind! With NO HOA and a combination of size, strong value, and location that’s hard to find in today’s market, this property is ideal for a primary residence, multi-generational living, short term rental, or even a second home getaway. If you’ve been searching for a home that offers space, flexibility, and strong value - this is THE ONE for you! Schedule your private showing today!

406 High St, Cambridge

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

$1,035,000

5 Beds ⋅ 5 Baths

MAJOR PRICE IMPROVEMENT of $165K since first listed- HURRY to claim this unmatched waterfront oasis- Set on just shy of 4.5 private acres at the end of a quiet dead-end road, this stunning property boasts over 2,700 square feet, five bedrooms, and an incredible 1,000 feet of water frontage—creating a rare combination of space, privacy, and panoramic views of coveted Little Choptank River. Designed and built by an architect for their own personal retreat, this one-of-a-kind coastal waterfront sanctuary blends thoughtful design with the natural beauty distinct to the Eastern Shore. Enjoy effortless waterfront living with your own private pier featuring 3’ mean low water, a protected lagoon, and endless opportunities for boating, jet ski'ing, crabbing/fishing, kayaking, and exploring nature abound. Surrounded by wildlife and untouched beauty, this is the kind of setting that feels worlds away—yet you’re just minutes from the charm, dining, and shops of downtown Cambridge. And the opportunities don’t stop there!!--NO HOA and strong Airbnb potential make this not only a dream retreat, but a smart investment just in time for summer.

1307 Broadview Dr, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242

$429,000

5 Beds ⋅ 3 Baths

Welcome to your dream home! This beautifully updated property offers 5 spacious bedrooms and 3 full bathrooms, perfect for comfortable living and entertaining. Hot Features You’ll Love: Brand new modern kitchen with all new appliances , Gorgeous new flooring throughout, Completely renovated bathrooms, Fresh new paint inside and out, Large backyard- perfect for family gatherings, gardening, or relaxing. Bonus attic loft with 2 additional rooms- ideal for office space, guest rooms, or future expansion. Recent improvements include new roof and gutters/downspouts in 2021. 3 - level brand new split system air conditioning system for year-round comfort. The split air condition have 12 years all part warranty and 10 years labor.

705 Church St, Cambridge

Listing courtesy of Blufin Realty, LLC.. Contact: 2406886645

$1,250,000

5 Beds ⋅ 4 Baths

🔥 Eastern Shore Waterfront Estate 🔥 Welcome to a true sportsman’s paradise tucked along the shores of the Chesapeake Bay—where space, privacy, and waterfront living come together in a BIG way. Built in 1988 and spanning nearly 5,000+/- square feet, this one checks boxes most properties can’t even reach… 🏡 5 Bedrooms | 3.5 Baths | 4,933+/- Sq Ft Step inside and you’ll find: • A massive eat-in country kitchen (with heated floors 👀) • Formal dining for hosting the big nights • TWO oversized family rooms for spreading out • Space for everyone… and then some But here’s where it gets wild 👇 🎯 Next-Level Extras: • Huge workshop + multiple garage spaces • Dedicated entertainment hall with FULL kitchen, bar & pool table • Built for hosting, holidays, and unforgettable weekends 🌅 Waterfront Lifestyle: • Private pier on Brooks Creek • TWO boat lifts + electric lift • Westerly sunset views over the Bay (the kind people chase 🌅) • Expansive deck for relaxing or entertaining • Private pond adding to the already unreal setting ⚙️ Major Upgrades: • Geothermal system (efficient + smart) • New roof (Oct 2024) • Expanded shop addition This isn’t just a home… it’s a compound. A retreat. A place people don’t want to leave once they get here. 💬 If you’ve been waiting for something special on the Eastern Shore… this is it.

5253 Ragged Point Rd, Cambridge

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

$390,000

5 Beds ⋅ 3 Baths

Welcome to 112 Mariners Way, a stunning 5-bedroom, 2.5-bath home in the desirable Waterford Estates community. Built in 2022, this residence feels like new and offers modern living with thoughtful design. Inside, you’ll find a spacious layout that’s perfect for both everyday living and entertaining. The attached garage adds convenience, while the large primary suite and four additional bedrooms provide plenty of space for family or guests.Enjoy the outdoors on this .23-acre lot backing to trees for added privacy. The fully fenced backyard with a vinyl privacy fence is ideal for children, pets, and gatherings. With its prime location in a sought-after neighborhood, just minutes from Cambridge amenities and water access, this home is a must-see!

112 Mariners Way, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

Start Your Search

5 Bedroom Cambridge Real Estate

Our website features the best real estate search for 5 bedroom properties available in Cambridge and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!