Annapolis Overlook Condos for Sale

Annapolis Overlook Condos for Sale

Welcome to Annapolis Overlook, where modern living meets the charm of historic Annapolis! Nestled in the picturesque Anne Arundel County, this stunning subdivision offers an idyllic blend of comfort, convenience, and community, making it the perfect place to call home.

Annapolis Overlook boasts a variety of beautifully designed condos for sale, each thoughtfully crafted to cater to a range of lifestyles. Whether you're a first-time homebuyer, a busy professional, or looking to downsize, these condos provide the ideal sanctuary. With spacious layouts, contemporary finishes, and an abundance of natural light, every unit is a perfect canvas for your personal touch. Imagine sipping your morning coffee on your private balcony while soaking in the serene views of the surrounding landscape!

Living in Annapolis Overlook means you’re just a stone’s throw away from the vibrant life of downtown Annapolis. Explore the rich maritime history, dine at award-winning restaurants, and enjoy boutique shopping—all within minutes of your doorstep. For outdoor enthusiasts, the nearby parks and waterfront offer endless opportunities for recreation, from sailing to hiking.

Community amenities in Annapolis Overlook enhance the lifestyle here, featuring beautifully landscaped grounds, walking trails, and gathering spaces that foster connection among residents. With easy access to major highways and public transportation, commuting to Baltimore or Washington D.C. is a breeze.

Discover the charm of Annapolis Overlook today and find your dream condo where comfort meets convenience in this beautiful part of Maryland!

Newest Annapolis Overlook Condos for Sale

2 Beds ⋅ 2 Baths ⋅ MDAA2152518 MLS

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, Annapolis

2 Beds ⋅ 2 Baths ⋅ MDAA2144856 MLS

Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the living and dining spaces to the covered balcony — protected on three sides for year-round enjoyment — while the incredible cross breeze throughout the home makes temperate months especially enjoyable indoors. Inside, nearly every surface has been updated with brand-new finishes, including luxury vinyl plank flooring, new carpet, new soft-close cabinetry, quartz countertops, stainless steel appliances, fresh paint, and fully renovated bathrooms. The spacious primary suite offers a walk-in closet and private en suite bath for added comfort and convenience. Residents of Greystone Court enjoy secured building entry, beautifully maintained common grounds and green space, a fantastic outdoor pool, fitness center, and abundant guest parking. The unit also includes two parking spaces — one assigned and one permit parking space. Ideally located with easy access to Downtown Annapolis, Washington D.C., and all major commuter routes, this home also places you moments from shopping, dining, and everyday conveniences. Modern, move-in ready, and perfectly located — this is condo living at its best.

40 Greystone Ct Unit #L, Annapolis

2 Beds ⋅ 2 Baths ⋅ MDAA2142750 MLS

Price Reduced! 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

2 Beds ⋅ 2 Baths ⋅ MDAA2142030 MLS

Welcome to this fully renovated, single level condo on the 2nd floor of the building. One of the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor pool, exercise room, and recreational clubroom. Reserved/assigned parking is available for two vehicles.

10 Sandstone Ct, Annapolis

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William Gray

William H. Gray is the Founder and Principal Broker of New Realty, LLC, an elite regional real estate network spanning Washington D.C., Maryland, and Virginia (the DMV), alongside Greater Philadelphia. Over a distinguished 24-year career in the real estate and financing sectors, William has established an unrivaled reputation as a top-producing broker and community advocate, crossing a lifetime milestone of over 120+ closed career sales totaling an estimated $51M+ in volume.William’s approach to real estate is defined by a profound, multi-generational family legacy in the industry, instilling in him sharp negotiation skills and an uncompromising commitment to client wealth building. Beyond standard brokerage operations, William brings massive backend value to his clients via a comprehensive historical background in mortgage underwriting and loan processing (NMLS #75971), previously partnering with top-tier firms like Destiny Mortgage and 1st Financial Inc. This unique intersection of real estate mastery and sharp refinancing strategy allows him to seamlessly demystify the market, eliminate transaction friction, and protect his clients' capital at every turn.Driven by a "Community-First" mission, William is widely recognized across the tri-state area for his active commitment to first-time homebuyer readiness, credit advocacy, and local financial literacy. Whether guiding families through complex residential relocations, structuring high-value portfolio refinancing, or mentoring the next generation of rising real estate professionals, William's guiding principle remains absolute: ensuring every client has the strategy and support to "make the right move."

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