Annapolis Overlook Condos for Sale

Annapolis Overlook Condos for Sale

Welcome to Annapolis Overlook, a charming subdivision nestled in the heart of Annapolis, Maryland. This picturesque community offers a perfect blend of serene living and vibrant city life, making it an ideal choice for families, professionals, and retirees alike. With its prime location in Anne Arundel County, residents enjoy easy access to the historic charm of downtown Annapolis, renowned for its waterfront views, boutique shopping, and fine dining.

Annapolis Overlook boasts a collection of stylish condos for sale, each designed with modern amenities and thoughtful layouts. These residences feature open floor plans, spacious living areas, and elegant finishes that cater to today’s discerning buyers. Many condos offer stunning views of the lush surroundings, allowing residents to bask in the beauty of nature right from their own homes.

Living in Annapolis Overlook means embracing a lifestyle rich in community and convenience. The subdivision is surrounded by well-maintained parks, walking trails, and recreational facilities, providing ample opportunities for outdoor activities and social gatherings. Additionally, residents benefit from proximity to top-rated schools, shopping centers, and major transportation routes, ensuring that everything you need is just a stone's throw away.

If you're searching for a place that combines comfort, style, and accessibility, look no further than the condos for sale in Annapolis Overlook. Discover your dream home in this enchanting community, where every day feels like a vacation, and create lasting memories in a setting that truly embodies the essence of Maryland living.

Newest Annapolis Overlook Condos for Sale

20 Amberstone Ct Unit H, Annapolis

20 Amberstone Ct Unit H, Annapolis

3 Beds ⋅ 2 Baths

Mid-Level Condo Available Now in the Sought After Annapolis Overlook Community. This 3 Bedroom 2 Full Bath Condo offers an Open Living Space and Balcony showing a Beautiful Wooded Backdrop to give a sense of Privacy. Features of this Home include Brand New LVP Flooring, Brand New Carpet in Bedrooms, Brand New Renovated Hall Bathroom, Freshly Painted, Stainless Steel Appliances in the Kitchen, Wood Burning Fireplace, and So Much More!!! The Annapolis Overlook Community offers a Community Center, Fitness Center, In-ground Pool, and More. Located Minutes from Downtown Annapolis.

20 Amberstone Ct Unit H, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

30 Hearthstone Ct Unit G, Annapolis

30 Hearthstone Ct Unit G, Annapolis

2 Beds ⋅ 2 Baths

Welcome home to this beautiful 2-bedroom, 2-bath home—the largest model in Annapolis Overlook! This bright spacious residence features an open concept layout, high ceilings, crown molding, abundant natural light, and a cozy two-sided wood-burning fireplace. The show stopping remodeled kitchen is designed for cooking and entertaining, featuring a stunning 6 foot quartz island, open shelving, ample cabinetry and storage, and generous workspace. It flows seamlessly into the oversized dining and living areas, creating the perfect gathering space. The primary suite offers high ceilings, plush carpeting, a walk-in closet with a professional organizer, and an en suite bath with a soaking tub. The second bedroom is filled with natural light and includes its own full en suite bath. Enjoy peaceful wooded views from your private balcony, plus an in-home washer and dryer and ample storage throughout. Community amenities include a pool, fitness center, two assigned parking spaces, exterior maintenance, lawn care, trash, and snow removal. Conveniently located just minutes from Downtown Annapolis, Quiet Waters Park, shopping, and major commuter routes. This is a must see property! Schedule your tour today!

30 Hearthstone Ct Unit G, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

50 Sandstone Ct Unit G, Annapolis

50 Sandstone Ct Unit G, Annapolis

2 Beds ⋅ 2 Baths

Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for relaxing after a long day or gathering with family and friends. Natural light fills the space, while sliding glass doors lead to a private deck overlooking peaceful green space—an ideal spot to enjoy your morning coffee, unwind with a good book, or simply take in the outdoors. The thoughtfully designed kitchen features generous counter space, making meal preparation both convenient and enjoyable. Just off the kitchen, the adjoining dining area provides the perfect setting for everyday meals or entertaining guests. The tranquil primary suite is filled with natural light and offers serene views of the landscaped green space behind the building. An en-suite bath with a tub/shower combination provides both comfort and privacy. The second bedroom is generously sized with wall-to-wall carpeting and a spacious closet, making it ideal for guests, a home office, or additional living space. A second full bathroom with a tub/shower combination is conveniently located nearby. Whether you're a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle, this home offers the perfect combination of space, functionality, and location. Situated just minutes from Historic Downtown Annapolis, you'll enjoy easy access to charming boutiques, waterfront dining, marinas, entertainment, and the U.S. Naval Academy. Major commuter routes, shopping centers, parks, and everyday conveniences are all within close reach, making travel to Baltimore, Washington, D.C., and surrounding areas a breeze. Don't miss the opportunity to own this inviting home in a wonderful community—50-G Sandstone Court is ready to welcome you home.

50 Sandstone Ct Unit G, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

10 Sandstone Ct Unit K, Annapolis

10 Sandstone Ct Unit K, Annapolis

2 Beds ⋅ 2 Baths

PRICE REDUCED FOR QUICK SALE! Please reach out to CO-List Agent with any and all inquires including calls, texts, emails and offers. Back on the market with new photos! Welcome to this beautifully updated terrace-level condo offering the perfect blend of comfort and style. This 2-bedroom unit features fresh paint, brand-new carpet, and an upgraded kitchen complete with new countertops and stainless steel appliances. Enjoy easy single-level living with a spacious, open-concept layout that flows seamlessly to a private setting with peaceful forest views—ideal for relaxing or entertaining. Community amenities include an outdoor pool, fitness center, and clubhouse. Two reserved parking spaces convey. Now vacant, move-in ready, and one of the best updated values in the community—don't miss it! Now offered at a new, improved price, this move-in ready home is one of the best updated values in the community—don't miss it!

10 Sandstone Ct Unit K, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

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Kathleen McMahan

For Kathleen McMahan, real estate has always been about more than buying and selling homes. It’s about people, relationships, and helping clients feel confident during some of the biggest transitions of their lives. With more than a decade of experience in Maryland and Washington, D.C. real estate, Kathleen has built her business around a simple philosophy: stay positive, work hard, communicate honestly, and treat every client’s move as if it were her own. Positivity has long been Kathleen’s “north star,” both personally and professionally. When her oldest son spent time in the NICU, she focused on learning everything she could from his nurses so she would feel prepared when it was finally time to bring him home. That experience reinforced something she carries into her work today: even during stressful and uncertain moments, knowledge, preparation, and the right perspective can make all the difference. That mindset has helped Kathleen build a successful real estate career based largely on relationships, referrals, and clients who return to her as their lives and real estate needs evolve. Now, as the agent behind McMahan Homes at Real Broker, she brings the experience of more than a decade in the industry together with the personal attention and flexibility of an independent real estate business. Originally from New Jersey, Kathleen came to Maryland to attend Salisbury University. Her studies in sociology and marketing helped spark a lasting curiosity about people—what motivates them, what matters to them, and what makes a place truly feel like home. Today, that curiosity is one of her greatest strengths as an agent. Kathleen takes the time to understand not just what her clients are looking for on paper, but what they want their lives to look like. Whether she’s preparing a home for the market, negotiating on behalf of a seller, helping a buyer find the right community, or simply answering the questions that come up along the way, her goal is to make the process feel informed, personal, and manageable. Kathleen lives in Maryland with her husband and two sons. When she isn’t working, you’ll most likely find her spending time with her family, dreaming about her next trip to the Florida Keys, or planning her next home project.

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