Annapolis Overlook Townhomes for Sale

Annapolis Overlook Townhomes for Sale

Welcome to Annapolis Overlook, a picturesque subdivision nestled in the heart of Annapolis, Maryland. This charming community offers the perfect blend of modern living and serene surroundings, making it an ideal place for families, young professionals, and retirees alike. With its beautifully designed townhomes, Annapolis Overlook provides a unique opportunity to embrace a lifestyle that is both vibrant and tranquil.

The townhomes for sale in Annapolis Overlook boast contemporary architecture and spacious layouts, ensuring that every resident feels right at home. Featuring open floor plans, gourmet kitchens, and luxurious master suites, these properties are designed for comfort and convenience. Many of the homes come with private outdoor spaces, perfect for enjoying the scenic views that the area has to offer.

Living in Annapolis Overlook means you’re just a stone's throw away from the rich history and culture of downtown Annapolis. Enjoy leisurely strolls along the waterfront, explore the quaint shops and restaurants, or immerse yourself in the local arts scene. For outdoor enthusiasts, the nearby parks and recreational areas provide ample opportunities for hiking, biking, and water activities.

Additionally, the community is conveniently located near major highways, making commuting a breeze. With excellent schools and a strong sense of community, Annapolis Overlook is not just a place to live, but a place to thrive. Discover your dream townhome in this enchanting subdivision and experience the best of Annapolis living today!

Newest Annapolis Overlook Townhomes for Sale

3 Beds ⋅ 3 Baths ⋅ MDAA2156932 MLS ⋅ Annapolis Overlook BLDG.

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

2 Beds ⋅ 2 Baths ⋅ MDAA2152754 MLS

Tucked on a quiet court in The Landings, this move-in-ready 2-bedroom, 1.5-bath Annapolis townhome pairs easy living with rare, wooded privacy. It's about a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp and pool along Spa Creek, with Historic Downtown Annapolis, City Dock and the U.S. Naval Academy about 10 minutes away and Quiet Waters Park a short drive south. Inside, a bright white kitchen offers a butcher-block island, generous cabinetry, recessed lighting and a sunny window over the sink, flowing to a hardwood-floored living and dining area with a sliding door to the patio. Upstairs, two bedrooms showcase vaulted wood-plank ceilings, ceiling fans and ample closets. Out back, a covered paver patio, fully fenced yard and lush shade gardens create a private outdoor escape. Built in 1980 with community pool and tennis and quick access to Bay Ridge Ave, Forest Dr and Rt 50. Commute times are as follows (estimated): Minutes from the water in the Annapolis Neck/Eastport area of Anne Arundel County. About a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp, pool and Spa Creek access; roughly 10 minutes to Historic Downtown Annapolis, City Dock and the U.S. Naval Academy; about 7 minutes to Anne Arundel Medical Center; shopping within 1.3 miles; Quiet Waters Park and the Chesapeake Bay a short drive; fast Route 50, Bay Ridge Ave and Forest Dr access to Annapolis, Baltimore and D.C. Schedule a tour today!

11 Winslow Ct, Annapolis

3 Beds ⋅ 3 Baths ⋅ MDAA2145606 MLS

IGNORE DAYS ON MARKET BUYER FAILED TO PERFORM**FHA APPROVED!** This is **NOT a condominium**—it's a townhome with the convenience of condo-style exterior maintenance. The HOA takes care of **the roof, siding, gutters, shutters, pressure washing, and other exterior maintenance**, giving you more time to enjoy homeownership and less time worrying about upkeep. Can we say, BONUS?! Welcome to 10A Ironstone Court, one of the best values in Annapolis. Offering 3 bedrooms, 2.5 bathrooms, and a spacious, functional layout, this home presents an incredible opportunity to own in a highly desirable location while adding your own personal touches. The standout feature is the entire top-level primary suite, a private retreat complete with a cozy fireplace, soaking tub, separate shower, walk-in closet, and the convenience of bedroom-level laundry. The home has been priced with future updates in mind, giving the next owner the opportunity to refresh the paint and flooring to match their own style while building instant equity. With solid bones, generous living space, and an attractive price point, this is the perfect opportunity for buyers who recognize value. Enjoy community amenities including a **pool and clubhouse**, all while being just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, shopping, parks, and major commuter routes to Washington, DC and Baltimore. Finding a 3-bedroom townhome in Annapolis at this price point is becoming increasingly rare, especially one that is **FHA approved** and offers the peace of mind of comprehensive exterior maintenance through the HOA. Whether you're a first-time buyer, downsizing, or investing in your future, this home offers exceptional value and endless potential. Schedule your private showing today!

10 Ironstone Ct, Annapolis

3 Beds ⋅ 3 Baths ⋅ MDAA2140034 MLS

Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll find generously sized bedrooms including a primary suite with private bath and great closet space. Enjoy low-maintenance living in a well-established community conveniently located near downtown Annapolis, the Naval Academy, shopping, restaurants, and major commuter routes. The 21403 area is known for its coastal lifestyle, outdoor recreation, and close proximity to the Chesapeake Bay. Perfect for first-time buyers, investors, or anyone looking for easy living in a prime Annapolis location!

40 Ironstone Ct Unit #J, 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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