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$1,100,000
5 Beds ⋅ 3 Baths
Situated on one of the best lots in Homewood, seconds from downtown Annapolis, this charming home must be seen to appreciate it. With 5 bedrooms, 3 full bathrooms, and over 3,700 finished sq feet 211 McKendree is much bigger than it appears! The upper level features a primary suite, equipped with large en-suite bathroom, walk in closet and convenient laundry. In the basement you will be amazed at the space with tons of storage, 5th bedroom with full bathroom, kitchenette, and large recreation room. Not to be outdone by the cozy interior, the fully fenced in yard has a playground, fire-pit, stone patio and storage shed. The added convenience of a screened in porch is perfect for enjoying fall evenings, summer storms, or just experiencing outdoor living. Schedule your tour today to see what life could be like in sought after Homewood!

211 Mckendree Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$649,000
3 Beds ⋅ 3 Baths
PLEASE FEEL FREE TO SHOW FOR BACK -UPS! Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed. Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms with a beamed ceiling and cozy woodstove. Multiple fireplaces throughout boast dramatic floor-to-ceiling brick fronts and hearths, adding warmth and character to every gathering. The 2024-renovated kitchen is a true centerpiece, featuring stainless steel appliances, quartz countertops, a tile backsplash, high cabinetry, recessed lighting, and a center island with seating. A sunny Florida room and a great room with built-in bar extend the home's effortless flow. Retreat to the primary bedroom, complete with refinished hardwood floors, a walk-in closet, sitting area, and en-suite bath. Downstairs, an expansive finished lower level features a den and bonus room —each with its own wood-burning fireplace and a game room. Recent upgrades include new windows in 2023, a fence in 2024, a French drainage system, an EV charger, Ubiquiti WiFi, and fully rebuilt chimneys. A two-car garage and spacious paver driveway complete the package. The location shines: close to Navy Stadium, downtown Annapolis, City Dock, the State House, and the Arts District. Boutiques and fine dining moments from your door. In close proximity to Washington, DC and Baltimore. This is Annapolis living at its best!

211 N Pindell Ave, Annapolis

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

$600,000
3 Beds ⋅ 2 Baths
Discover the opportunity to create your dream home in one of Annapolis’ most desirable waterfront communities. Nestled on nearly half an acre, this charming property offers privacy, mature surroundings, and endless potential just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, shopping, dining, and commuter routes. With approximately 1,872 square feet of living space, 3 bedrooms, two full bathrooms, this home provides a solid foundation for renovation, expansion, or personalization to suit your lifestyle. Whether you’re searching for a primary residence, a weekend retreat, or an investment opportunity, this property offers the rare combination of a generous homesite and an exceptional location. Enjoy the peaceful setting of Luce Creek while remaining close to marinas, parks, waterfront recreation, and all that Annapolis has to offer. Opportunities like this don’t come along often—bring your vision and make this property your own. Established neighborhood in Annapolis. Minutes to downtown, shopping, restaurants, and waterfront attractions Excellent opportunity to renovate or customize

1871 Luce Creek Dr, Annapolis

Listing courtesy of Real Broker, LLC. Contact:

$475,000
45 Randall Street is the kind of opportunity that almost never comes available in Downtown Annapolis—a charming boutique storefront positioned directly in the heartbeat of one of Maryland’s most visited waterfront destinations. Perfectly situated between the U.S. Naval Academy and the Annapolis waterfront, this high-visibility commercial property captures constant pedestrian traffic from tourists, locals, midshipmen, and boaters alike. The building’s prominent street presence and classic downtown character create the ideal setting for a boutique retail concept, coffee bar, specialty shop, studio, or investment hold in an irreplaceable location. Surrounded by established national and local retailers, restaurants, and year-round activity, this property offers the rare chance to own a piece of Randall Street in the center of Annapolis’ thriving historic district. Seller financing may be available.

45 Randall St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: