Annapolis Overlook Townhomes for Sale

Annapolis Overlook Townhomes for Sale

Welcome to Annapolis Overlook, a stunning subdivision nestled in the heart of Annapolis, Maryland. This charming community is perfect for those seeking a blend of modern living and the historic charm that Annapolis is renowned for. With its picturesque tree-lined streets and beautifully designed townhomes, Annapolis Overlook offers a serene and inviting atmosphere for families, professionals, and retirees alike.

The townhomes for sale in Annapolis Overlook are a true gem, featuring contemporary architecture and high-quality finishes that cater to today’s discerning homebuyer. Ranging from spacious layouts to cozy nooks, these homes are designed to maximize comfort and functionality. Imagine entertaining friends and family in your open-concept living areas, or enjoying quiet evenings on your private patio overlooking lush green spaces.

Residents of Annapolis Overlook enjoy easy access to a wealth of amenities, including shopping, dining, and recreational activities. Just a short drive away, the vibrant downtown area of Annapolis boasts a rich history, with its charming waterfront, historic sites, and a variety of restaurants that cater to every palate. For outdoor enthusiasts, the nearby parks and trails offer endless opportunities for hiking, biking, and enjoying the natural beauty of the region.

With its unbeatable location, modern townhomes, and welcoming community spirit, Annapolis Overlook is the ideal place to call home. Don’t miss your chance to be part of this delightful neighborhood—explore the townhomes for sale today and discover the perfect blend of comfort and convenience in Annapolis!

Newest Annapolis Overlook Townhomes for Sale

50-H Hearthstone Ct Unit H, Annapolis

50-H Hearthstone Ct Unit H, Annapolis

3 Beds ⋅ 3 Baths

SPACIOUS THREE-LEVEL LIVING JUST MINUTES FROM DOWNTOWN ANNAPOLIS! Discover exceptional value over 1600 sq. ft. in this refreshed townhome-style condo, offering the space of a traditional townhome with the convenience of condo living. Freshly painted and finished with stylish luxury vinyl plank flooring on all three levels, this home has a cohesive, modern look that is easy to maintain. The roomy main level offers an eat-in kitchen, a great room for everyday living and entertaining, a convenient powder room, and access to a brick patio overlooking tranquil open green space. The second level features two generously sized bedrooms and a full bath, offering flexibility for guests or a home office. The entire top level is dedicated to an expansive Owner’s Suite, creating a private retreat complete with an oversized walk-in closet and a spacious ensuite bath featuring a soaking tub, separate shower, and double vanity. Enjoy the benefits of low-maintenance living with condo fees covering roof maintenance, fencing, lawn care, and access to the community pool and fitness center. Additional highlights include an HVAC system replaced in 2022, one reserved parking space, and an additional parking permit. LOCATION, SPACE, AND VALUE! Just minutes from the restaurants, shopping, waterfront attractions, and vibrant lifestyle of Historic Downtown Annapolis, this home offers an outstanding opportunity to enjoy generous living space without the upkeep of a traditional single-family home.

50-H Hearthstone Ct Unit H, Annapolis

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

40 Ironstone Ct Unit B, Annapolis

40 Ironstone Ct Unit B, Annapolis

3 Beds ⋅ 3 Baths

Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm, welcoming interior with an open floor plan that seamlessly connects the kitchen and dining areas. Brand-new luxury vinyl plank flooring highlights the combined living, kitchen, and dining spaces, making it perfect for entertaining with a touch of modern elegance. The kitchen also offers ample table space, making it a cozy spot for casual meals. The home features three spacious bedrooms, including a primary suite that encompasses the entire third floor, with a luxurious walk-in closet and an en-suite bathroom. Additional highlights include a laundry room, a second-floor bathroom, updated lighting, ceiling fans for added comfort, and plush carpeting that enhances the inviting atmosphere throughout. The stainless steel refrigerator and gas range, washer, dryer, carpet, and heat pump have all been updated within the past 5 years. The home has a brand-new storm door and bay window at the front of the house). Homeowners and investors will appreciate the low-maintenance lifestyle this property offers, with an association fee that includes lawn maintenance and snow removal. The community amenities include outdoor common grounds, a refreshing pool, and a fitness center. Parking is hassle-free with two parking permits included -one parking place is assigned and located directly in front of the townhome. An additional car can be parked (with permit), in the "Permit Required" spaces. The community's prime location (close proximity to Quiet Waters Park, Downtown Annapolis, the US Naval Academy, and shopping) ensures easy access to local amenities and attractions. Whether you're looking to buy or invest, this Annapolis Overlook property is a fantastic opportunity. With its blend of modern features, community amenities, and strategic location, it stands ready to deliver both comfort and value for years to come. Don't miss your chance to purchase this delightful home!

40 Ironstone Ct Unit B, Annapolis

Listing courtesy of RE/MAX One. Contact:

Start Your Search

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.

Learn More

How much is your home worth?

Get instant property value now!