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4 Bedroom Homes for Sale in Anne Arundel, MD

Welcome to your dedicated resource for 4 bedroom homes for sale in Anne Arundel, MD. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Anne Arundel, MD agent, Ryan Breeden specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 4 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 4 Bedroom Homes for Sale in Anne Arundel, MD

$1,950,000
4 Beds 2 Baths MDAA2134056 MLS
*huge price adjustment* Some properties come along once in a generation. This is one of them. Tucked within the coveted Holland Point community of North Beach, Maryland, this rare and expansive waterfront compound offers something the Chesapeake Bay area simply does not produce anymore — significant water frontage, a grandfathered private dock that is the longest in North Beach, and the kind of breathing room and flexibility that coastal dreamers spend a lifetime searching for. From sunrise to sunset, the views across the bay are nothing short of extraordinary. Whether you’re casting a line off the dock, pulling in with your boat after a day on the water, or simply sitting on the porch watching the last light melt into the Chesapeake, this property delivers the full Bay experience in a way few others can. The main waterfront residence has been thoughtfully updated where it counts — featuring a refreshed kitchen, dining area, and bath — and opens into a generously scaled living area designed for effortless entertaining. Multiple bedrooms, each with its own in-room sink, offer a charming nod to a bygone era of gracious hosting, while a spacious family room positioned closest to the water keeps you connected to the views at every turn. Step outside to a lovely enclosed wraparound patio that flows naturally to the oversized dock — the perfect perch for avid boaters and sunset watchers alike. What truly sets this compound apart is what’s included beyond the main house. A second improved waterfront property, directly adjacent, comes with the sale — featuring a substantial garage base suitable for boats and vehicles, and an upper level that opens into a bright, airy great room with a full bath and flexible space ideal for guests, a studio, or a private home office. Completely self-contained, it functions as its own retreat while remaining part of your larger compound. Together, these two properties create something genuinely rare on the Chesapeake — a compound with room to spread out, house your toys, welcome your people, and savor coastal living exactly on your own terms. Whether your vision is multigenerational living, a boater’s paradise, a creative haven, or simply an extraordinary primary or vacation retreat, this Holland Point compound has the bones, the footprint, and the waterfront to make it all possible. Opportunities like this do not come twice.

852 Bay Front Ave, North Beach

$1,295,000
4 Beds 4 Baths MDAA2133626 MLS
Welcome to 175 Tucker Court—an exceptional opportunity to build your dream home on over 2 acres of level, open farmland in the heart of Southern Anne Arundel County. This peaceful homesite offers the perfect blend of country charm and refined living, just minutes from commuter routes, marinas, and all the small-town conveniences of Lothian, Harwood, and Davidsonville. The proposed Tilghman Model by Whitehall Building & Company (please visit their site at WhitehallBuilding for more info) is a thoughtfully designed classic colonial that blends timeless architecture with modern functionality. The main level features a light-filled, open-concept floor plan anchored by a gourmet kitchen with an oversized island, a spacious dining area, and a welcoming family room that flows seamlessly to a covered back porch—ideal for relaxing or entertaining while taking in the wide-open views. Additional main-level highlights include a walk-in pantry, private home office, mudroom, and powder room. Upstairs, the luxurious primary suite includes a spa-inspired ensuite bath and a large walk-in closet. Three additional bedrooms (one with a private bath) and a convenient bedroom-level laundry room complete the upper level. The lower level offers a large recreation space with options to add a fifth bedroom, full bath, and wet bar, giving you even more flexibility. Durable HardiePlank siding and other premium finishes come standard. Buyers who use the builder’s preferred lender and title company will receive $10,000 toward options or upgrades. Financing Notes: Co-perm financing is required, with 100% VA co-perm and a 5% down, no PMI option available for qualified buyers in select professional and medical fields. Please note: All photos are examples of the builder’s previous work and may include optional upgrades. Pre-approval for construction-to-permanent financing is required before scheduling a builder meeting or touring the property. Appointments are required—please do not visit the property without one.

175 Tucker Ct, Friendship

$1,200,000
4 Beds 3 Baths MDAA2132242 MLS
Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this rare 3-unit asset seamlessly blends timeless 18th-century architectural character with strong, recurring cash flow. The property features independent, distinct rental units with updated kitchens, modern utilities, and separate entrances, ensuring maximum privacy for both the owner and tenants. For an owner-occupant, renting out the remaining two units provides a robust revenue stream capable of covering major carrying costs, allowing you to build equity rapidly while enjoying a premier walkable lifestyle. Investors will appreciate the historically low vacancy rates of the downtown market, driven by stable demand from maritime professionals, state government staff, and USNA tourism. Complete with original hardwood floors, historic brick accents, and premium rental appeal, this triplex is a high-utility asset built for wealth generation. Schedule your private tour today to secure a premier piece of Annapolis history that pays for itself. There are very few multifamily dwelling units in the City of Annapolis. This creates a rare and amazing opportunity for buyers to own one of the few existing multifamily dwelling units that’s a triplex. There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while renting 1) or all 3. There are so many possibilities to enjoy this amazing property. This is 3 fully finished levels and units above grade. The basement level houses the storage area, HVAC and shared laundry area. All of the units are fully furnished with kitchen appliances, items, dishware, glassware, beds, linens, furniture, you name it, it is there and conveys. This is steps away from the Naval Academy. The main level entry has a hallway with stairwell to the upper level units and access to the man level unit Apt 1 and the basement. Apt 1 offers a foyer, eat-in kitchen, full bath, living room, bedroom and access to the rear patio fenced in area. The 2nd level has Apt 2 with a living room, kitchen, bath, 2 bedrooms and access to the rear patio area. The third upper level offers a full bath, galley kitchen, bedroom and large living area with space for a table, couch and mor furnishings. All units have the old time charm with modern components. All three units offer high ceilings. This is a very popular property so bear with us as we want to accommodate all showing requests. The most advance notice you can give the better. There may be times when all 3 may not be able to be seen on the same day. There is a virtual tour where you can walk through the entire property, zoom in and out and see the whole house from your phone or computer. This is also listed as Multi-Family MLS# MDAA2132270. Parking info is loaded in the documents section. Unit schedule: Unit 1 is lived in and can be seen normally with one days notice. Unit 2 and Unit 3 have various bookings and more notice is required.

165 King George St, Annapolis

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