Annapolis Real Estate

Annapolis Real Estate

Welcome to Annapolis, Maryland, a captivating city that beautifully blends rich history with vibrant modern living. Nestled along the scenic Chesapeake Bay, Annapolis serves as the state capital and boasts a unique charm that draws residents and visitors alike. Known as the "Sailing Capital of the United States," this picturesque city offers a waterfront lifestyle that is hard to resist.

Annapolis is renowned for its historic architecture, with cobblestone streets lined with beautifully preserved 18th-century buildings. The city’s crown jewel, the Maryland State House, is the oldest state capitol still in continuous use and offers a glimpse into the nation’s past. As you stroll through the historic district, you'll discover delightful boutiques, cozy cafes, and exquisite dining options that cater to all tastes.

Beyond its historical allure, Annapolis is a hub for outdoor enthusiasts. The stunning waterfront provides ample opportunities for sailing, kayaking, and fishing, while nearby parks and trails offer perfect spots for hiking and biking. The annual Annapolis Boat Show and other local events celebrate the city’s maritime culture, bringing the community together in fun and festive ways.

Families will appreciate the top-rated schools and a strong sense of community that Annapolis fosters. With a diverse range of neighborhoods, from quaint historic homes to modern waterfront condos, there is something for everyone in this charming city.

Whether you're looking to settle down or simply explore, Annapolis promises a lifestyle that is rich in culture, adventure, and community spirit. Come discover the magic of Annapolis, where history meets the bay!

Newest Listings in Annapolis

no property photo
$234,900
2 Beds ⋅ 2 Baths
Welcome to a home with room for your vision and a lifestyle to enjoy! Located in Fairwinds of Annapolis, this inviting two-bedroom, two-bath condominium offers approximately 956 square feet of comfortable, single-level living, ready for your personal touches. The spacious living and dining areas flow together beautifully, providing a welcoming setting for gathering with friends or enjoying a quiet evening at home. The generous primary suite offers ample closet space, a dressing area, and room for a cozy sitting nook—your own personal retreat. The eat-in kitchen features a new stove (2025), along with a refrigerator, dishwasher, and disposal. An updated HVAC system (2024) adds comfort, while an in-unit stacked washer and dryer brings everyday convenience. Step onto your private balcony to savor your morning coffee or unwind at the end of the day. Enjoy community amenities that include an outdoor swimming pool, tennis courts, a playground, and landscaped common grounds. The association fee covers gas for heating and cooking, water, sewer, lawn maintenance, and snow removal, making it easier to spend time doing what you love. Parking is available in the community lot. Nearby shopping, supermarkets, restaurants, and Quiet Waters Park put everyday essentials and recreation within easy reach. Explore historic downtown Annapolis and the U.S. Naval Academy, with convenient access to major commuter routes, Fort Meade, and the Eastern Shore. With some TLC and creative updates, this condo can become a place that feels distinctly yours. Whether you’re looking to be a first time homeowner, simplify your space or explore an investment opportunity, bring your ideas and discover the possibilities. Sold AS IS.

204 Victor Pkwy Unit H, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

1355 Tydings Rd, Annapolis
$410,000
3 Beds ⋅ 3 Baths
Bring your vision to Podickery Point. Tucked away off the beaten path near the mouth of the Magothy River, 1355 Tydings Road offers a private Annapolis on the Broadneck Pennisula setting with park land across the street, Sandy Point Park down the street, and water access available through membership in the Safe Harbour Podickery Point Swim and Marina. Spend summer days on the water and catch the Gibson Island fireworks on the Fourth. This single-level home needs renovation and TLC, and offers real potential in return: three bedrooms, two full baths, a half bath, and laundry, all on the main level with hardword floors. An unfinished basement adds storage and room to grow. Outside, a concrete patio is ready for seating and entertaining, while a detached garage and driveway provide parking and extra storage. Oil heat, heat pump A/C, electric water heater, and private well and septic. Sold AS IS. Bring your contractor and your imagination. Life on the Magothy starts here.

1355 Tydings Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

113 Mckendree Ave, Annapolis
$885,000
3 Beds ⋅ 2 Baths
Step into this beautiful 1924 cedar shake home in Homewood where original character meets thoughtful modern additions and upgrades. This is not a flipped home – one household has lived here for 30 years. It has been meticulously maintained, updated and restored. Almost 1500 square feet of living on one floor provides unexpected space and flow. This doesn’t include a finished basement. The original part of the home is charming and well preserved. It has beautiful plaster walls and ceilings with no cracks – it has been skillfully skim coated throughout. The original Douglas Fir floors have been recently sanded and refinished. French doors divide the dining room and living room, along with a pocket door. The full bath is a reflection of the timeless style of the era, with pedestal sink, black and white tile floor and floating cabinet with custom walnut top, designed by a master craftsman. The tiled walls align this jack and jill bathroom separating 2 bedrooms. The dining room leads to the heart of the home – a one-of-a-kind, custom modern kitchen with Brazilian quartzite countertops, high gloss cabinetry, custom built ins, hand cut porcelain backsplash, skylight, new stainless steel appliances, and custom hand-built fan hood. Attached to the kitchen is a gorgeous, intimate, boutique bar, which adjoins the family room, offering an open living space. The kitchen, bar and family room have unique short-planked 3/4 tongue and groove maple floors. Off the family room are large glass doors, leading to the deck. Next, the large master suite with its own full bathroom, featuring a soaking tub, tile floors, walls and double vanity. The spacious master bedroom features 3 closets and ¾” tongue and groove oak floors. The finished basement adds flexible space for a media room and office or guest suite. The full bathroom features tile floors, a stand alone shower and vanity. The basement also includes finished laundry area, storage room and pantry. The roof was recently inspected and is in good shape. A large unfinished attic, that spans the entire home, offers endless storage space. The entire home has been updated with dimmable LED recessed lighting, providing multiple lighting options in every room. HVAC consists of Trane A/C until and Carrier gas furnace. The beautiful mature, landscaped double lot adds tremendous value to this homestead. It is a private retreat with a beautiful canopy of well-established trees, a large low maintenance composite deck, and separate flagstone patio. The outdoor space is quiet and serene, offering plenty of room to dine, entertain, garden and gather. A cottage-style cedar shake detached garage completes the package. The highly desired Homewood neighborhood is hard to beat. Lined with trees, it’s a short distance to the historic Annapolis waterfront, Navy stadium, and a wide selection of lively restaurants and bars. This home has easy access to Washington DC or Baltimore or the Bay Bridge. Don’t miss the opportunity to own this rare gem! Note: no photos are taken with a wide angle lens – they accurately represent the space.

113 Mckendree Ave, Annapolis

Listing courtesy of Homecoin.com. Contact:

911 Blue Ridge Dr, Annapolis
$525,000
4 Beds ⋅ 2 Baths
Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer just a short walk to Broadneck High School. At .53 acres, this private, tree-lined lot is far larger than most in the neighborhood, offering space and privacy that are hard to find. The heart of the home is the kitchen, featuring refreshed oak cabinetry, brand-new quartz countertops, new hardware, and like-new stainless steel refrigerator, range, and dishwasher (2025). Just beyond, the light-filled living room offers a cozy fireplace and newer carpet (2024), while three upstairs bedrooms and two full baths include a spacious primary suite. The hall bath offers a clean, modern look with new flooring. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room. Major systems are already handled, with a new roof (2024), new water heater (2025), whole-home water filtration/Reverse Osmosis system (2025), well tank (2024), well pump (2025), and well certification (2026), giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard, with plenty of room to entertain, garden, or let kids and pets roam, and a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you’ll enjoy access to the community’s sought-after amenities, including beaches, boat ramps, a pier, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park. With its oversized lot, generous living space, extensive recent updates, and convenient Cape St. Claire location, 911 Blue Ridge Drive offers the space and flexibility buyers are looking for, both inside and out. Move-in ready and close to schools, community amenities, Annapolis, and major commuter routes, this is a home that is ready to be enjoyed for years to come.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact:

1660 Secretariat Dr, Annapolis
$399,900
4 Beds ⋅ 2 Baths
Welcome to Revell Downs! This charming 4 bed, 1.5 bath duplex home has so much to offer! The upper level features 3 bedrooms, full bath, living room/ dining room with skylights that bring in so much natural light, and an updated kitchen with granite countertops, maple cabinets, and marble tile floor. The lower level offers a huge family room with a fireplace, a door leading to the backyard, a half bath, a 4th bedroom, and a large storage/ laundry room with the potential of making another room. The spacious backyard is fully fenced in with a privacy fence, 3 sheds (one with electricity), a patio and deck. 2 car driveway in the front next to a beautifully landscaped front yard. The community has tree lined sidewalks for those lovely evening walks; tot-lot is just a couple blocks down. Located in the desirable Broadneck High School District. Sandy Point State Park and the Chesapeake Bay Bridge is less than 5 minutes away, perfect for spending the day at the beach, or boating/ fishing... Revell Downs is a small community located right off of Route 50 and only minutes to downtown Annapolis, Cape Saint Claire, shopping centers, restaurants and more. Last exit before the Bay Bridge where you can find everything the Eastern Shore has to offer. Fantastic neighborhood location, walking distance from Bay Head Park and just around the corner from Sandy Point Beach. Schedule your showing today!

1660 Secretariat Dr, Annapolis

Listing courtesy of The KW Collective. Contact:

219 Riverside Dr, Annapolis
$1,795,000
3 Beds ⋅ 3 Baths
EXPANSIVE WATERVIEWS OF THE SEVERN RIVER!!!! Charming home overlooking fantastic waterviews!! Extensive renovation took place in 2019 included second floor Primary suite addition(includes full bath and walkin closet), beautiful new kitchen, Hardwood floors throughout, new windows, new powder room, new main level laundry, renovated main level full bath, new architectual shingle roof, new electric and HVAC heat pump with gas backup. Whole house generator! recent improvement include new patio pavers and walkway,exterior just painted with new composite shutters and garage door. This home has great curb appeal. Once inside the waterviews are fantastic!! Beautiful kitchen with granite counters opens to the sun filled family room. Hardwood floors are stunning. The Primary addition is a private oasis and again you won't take your eyes off of the WATERVIEWS!! The community offer a beach on the Severn River and community docks. Minutes by car or boat to downtown Annapolis. Perfect party house for Blue Angles!! This truely is a MUST SEE!!

219 Riverside Dr, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

1233 Washington Dr, Annapolis
$1,475,000
5 Beds ⋅ 5 Baths
*All professional photos expected by 11/11 or 11/12.* Brand-new construction completed in 2026 by a local custom home builder, this stunning home in Oyster Harbor offers the finishes and attention to detail of a custom-built home, without the time and decisions that come with building one yourself. From the moment you step inside, you'll notice the thoughtful design and craftsmanship, starting with a one-of-a-kind glass-enclosed wine room just off the entry. Wide-plank white oak hardwood flooring, 9-foot ceilings, and 8-foot doors in select areas add to the home's open, upscale feel. The kitchen is an absolute showstopper, featuring custom-painted cabinetry with soft-close doors, crown molding, a custom range hood and shelving, KitchenAid appliances, Kohler fixtures, a Zellige tile backsplash, and beautiful Calacatta Miraggio Cove quartz countertops. An oversized island comfortably seats five or more, while a separate coffee/espresso bar and walk-in pantry provide even more functionality. Just off the kitchen, a main-level bedroom offers the flexibility of a guest suite or second primary suite. Upstairs, the spacious primary suite features Pottery Barn sconce lighting, an oversized walk-in closet, and a spa-like bathroom complete with Kohler fixtures, electronic shower controls, and an illuminated shower niche. The two additional bedrooms share a beautifully finished Jack-and-Jill bathroom with custom tilework, and the laundry room is conveniently located on the upper level. The finished lower level features a custom-built entertainment center with space for a future bar, creating another great area to relax or entertain, as well as another bedroom and access to the backyard. Outdoor living is just as impressive, with multiple front balconies, including a screened balcony off the primary suite, and an expansive rear deck off the kitchen. Enjoy partial views of Oyster Creek from both the primary bedroom and main living area. Located in the highly sought-after Annapolis-community of Oyster Harbor, residents enjoy direct water access, a community beach, boat ramp, boat slips, kayak storage, playground, gazebo, and picnic areas. Oyster Harbor operates as a Special Community Benefit District, with community fees collected through Anne Arundel County property taxes rather than a separate HOA fee. A rare opportunity to own a brand-new, thoughtfully designed home in one of Annapolis's established waterfront communities.

1233 Washington Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

300 Forest Beach Rd, Annapolis
$925,000
4 Beds ⋅ 3 Baths
**COMING SOON – BRAND NEW CONSTRUCTION IN ANNAPOLIS, MD!** Your opportunity to own a stunning new construction home in Annapolis! Thoughtfully designed with modern finishes, spacious living areas, and an open, inviting layout, this beautiful home offers the perfect combination of style, comfort, and functionality. Boasting over 2,500 square feet of above-grade living space, plus an expansive unfinished basement offering the potential for over 3,000 square feet of total space, this home has room to grow! Step inside to discover gorgeous hardwood floors, soaring 9-foot ceilings, and an abundance of living and entertaining space. The main level features both a living room and family room, providing flexibility for everyday living and gatherings. The beautifully designed kitchen features a center island perfect for meal preparation, casual dining, and entertaining. A dedicated dinette and sun-filled morning room with sliding glass doors and a transom window create an inviting space to enjoy your morning coffee or unwind at the end of the day. A convenient main-level bathroom completes this floor. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite featuring a walk-in closet and private ensuite bath with a luxurious shower complete with a rainfall showerhead and handheld wand. Three additional bedrooms, a full hall bath, and convenient upper-level laundry make everyday living a breeze. The unfinished lower level offers endless possibilities for future living space, complete with a bathroom rough-in and exterior stair access. Whether you envision a recreation room, home gym, office, or additional entertaining space, the possibilities are yours! An attached two-car garage adds even more convenience. Enjoy the peace of mind and low-maintenance appeal that comes with brand-new construction, all in the desirable Annapolis area. **Don't miss the opportunity to make this beautiful new construction home your own!**

300 Forest Beach Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

513 First St, Annapolis
$2,100,000
4 Beds ⋅ 3 Baths
Homes this charming and inviting located on Horn Point in Eastport don't come on the market that often! This delightful home exudes classic elegance and modern comfort. Updates are already completed so you don't have to do a thing but move right in. The open floor plan with immaculate hard wood flooring invites you to relax or entertain. The kitchen and family room "great room" and gas fireplace overlook the private patio and gardens. A huge bonus is the large, primary bedroom suite on the main level. Loads of natural light everywhere in this home. Beautiful renovation with four spacious bedrooms and two and a half baths, the layout is designed for both relaxation and entertaining. The heart of the home features a family room that flows seamlessly into the kitchen, complete with an inviting island and upgraded countertops. Enjoy cozy evenings by the fireplace, adorned with glass doors and a classic mantel. The hardwood floors throughout add warmth, while built-ins provide both style and functionality. The unfinished basement offers potential for customization, with walkout stairs leading to the landscaped yard, perfect for outdoor gatherings. This urban gem is just blocks from the Severn River, where you can enjoy leisurely walks or hop on a boat and enjoy the Chesapeake Bay. The community is vibrant, with local parks, shops, and dining options that foster a friendly atmosphere. There's ample space for gardening or play. Parking is a breeze with a driveway and on-street options. This home is not just a property; it's a place where memories are made, surrounded by a welcoming community that truly feels like home.

513 First St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

123 Maple Dr, Annapolis
$725,000
3 Beds ⋅ 3 Baths
Professional photography and more remarks coming soon…

123 Maple Dr, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

611 Harbor Dr, Annapolis
$925,000
6 Beds ⋅ 3 Baths
Imagine ending your day on a wraparound porch, watching the sun set over Hillsmere Lake! Welcome to 611 Harbor Drive, a six-bedroom, three-bath Colonial offering approximately 3,200 square feet of living space, beautiful water views, and the sought-after amenities of Hillsmere Shores. Situated on a generous one-third-acre lot, this home was completely renovated in 2001 and offers an open, inviting floor plan with generously sized living and gathering spaces. The kitchen flows into the dining and living areas and features stainless steel appliances installed in 2025, a gas range, and a vent hood. An electric fireplace, also added in 2025, brings warmth and ambiance, while a separate, spacious family room provides additional room to relax or entertain. A main-level bedroom and full bathroom offer wonderful flexibility for guests, multigenerational living, or a home office. Upstairs, the primary suite overlooks Hillsmere Lake and features a closet with built-in storage and a private bath with a double vanity and bathtub. Several additional bedrooms also enjoy water views, and a dedicated second-floor laundry area adds everyday convenience. Recent improvements include refinished main-level hardwood floors, new carpeting and luxury vinyl plank flooring upstairs, updated kitchen appliances, and the electric fireplace, all completed in 2025. Outdoor living is equally inviting, with multiple seating areas on the wraparound front porch, a new vinyl deck overlooking the fully fenced backyard, and a one-car carport equipped with two Tesla charging stations. As part of the water-privileged Hillsmere Shores community, residents enjoy access to a beach, marina, and boat ramps, with the South River and Chesapeake Bay beyond. There is also a community pool that is home the Hillsmere Hammerhead swim team. Whether you're drawn to the sunset views, flexible living spaces, or the waterfront lifestyle, 611 Harbor Drive offers a wonderful opportunity to enjoy Annapolis living!

611 Harbor Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

2929 Southaven Dr, Annapolis
$2,997,000
4 Beds ⋅ 4 Baths
Rare Opportunity!!! A private retreat on nearly 5 acres of waterfront property minutes from downtown Annapolis! Singularly situated on the peninsula of Porter Point, the home enjoys panoramic views of the South River and Broad Creek from almost every room. This spacious sanctuary has four bedrooms, four full bathrooms, and multiple living spaces perfect for friends and family gatherings. A private office (possible fifth bedroom) is optimal for work-from-home while the covered flagstone patio and lounge with a wet bar are ideal for entertaining. Every bedroom accesses the wrap-around deck and the primary bedroom enjoys an almost 180 degree view of the water. The top floor is a loft with an unbeatable vista out to the Chesapeake Bay. This spacious interior is complemented by the expansive grounds which include a heated in-ground pool, putting green, and deep water pier with a private tidal beach. With an ideal location only ten minutes to downtown Annapolis, thirty minutes to BWI, and forty minutes to Baltimore or Washington, D.C. - this is seclusion without exclusion! Solar recently installed (late 2024), geothermal HVAC ( 2020), well-water, and generator.

2929 Southaven Dr, Annapolis

Listing courtesy of Smart Realty, LLC. Contact:

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