Chesapeake Heights Real Estate

Chesapeake Heights Real Estate

Welcome to Chesapeake Heights, a hidden gem nestled in the heart of Maryland, where tranquility meets convenience. This charming subdivision offers a unique blend of suburban comfort and natural beauty, making it an ideal place for families, retirees, and anyone looking to embrace a peaceful lifestyle.

Chesapeake Heights is renowned for its picturesque landscapes, characterized by lush greenery and scenic views of the nearby Chesapeake Bay. Residents enjoy access to a variety of outdoor activities, including hiking, biking, and fishing, all just a stone's throw away. The community is thoughtfully designed, featuring well-maintained homes that exude warmth and character, with many properties boasting spacious yards perfect for family gatherings or quiet evenings under the stars.

The location of Chesapeake Heights is truly unbeatable. Situated just a short drive from the vibrant town centers of nearby Annapolis and Easton, residents can easily indulge in shopping, dining, and cultural experiences. The area is also served by excellent schools and community services, creating a nurturing environment for families.

For those who appreciate a strong sense of community, Chesapeake Heights offers numerous opportunities for social engagement, with neighborhood events and gatherings that foster connections among residents. Whether you’re enjoying a leisurely stroll through the tree-lined streets or participating in local activities, you’ll find that Chesapeake Heights is more than just a place to live—it’s a place to call home.

Discover the charm of Chesapeake Heights today and experience the perfect blend of comfort, community, and natural beauty in this delightful Maryland subdivision!

Newest Listings in Chesapeake Heights

360 S Shore Ter Unit #1, Prince Frederick
$549,990
3 Beds ⋅ 4 Baths
Welcome to Chesapeake Heights! Situated on 2.2 acres backing to trees, this beautifully maintained Colonial offers over 3,100 total square feet of living space. Enjoy the privacy of a wooded setting along with community beach access! Abundant wildlife here with deer, turkey, foxes and birds with a creek that runs in the back part of property. Offers plenty of outdoor activities including riding dirt bikes and raising chickens! Inside, you’ll find hardwood floors, comfortable gathering spaces, and a spacious kitchen with upgraded countertops, a center island, and stainless steel appliances. Recent updates include a new double oven (2026), dishwasher (2024), and built-in over-the-range microwave (2025). The kitchen opens to the family room, keeping everyone connected, while the separate dining room offers plenty of room for holiday meals and entertaining. Two fireplaces with marble surrounds and glass doors add warmth and character. Upstairs, the primary bedroom includes a private bath, and two additional generously sized bedrooms provide room for family or guests. The fully finished walkout basement has a full bath and a separate outside entrance—great for a second living area, game room, office, or guest space. Outside, relax on the expansive deck or porch overlooking the peaceful backyard. Landscaping, stone retaining walls, and play equipment complement the spacious lot, with plenty of room to enjoy the outdoors. Additional updates include a new roll-up garage door (2026), a new HVAC system serving the entire upstairs (2024), and an Ecobee thermostat upgrade (2024). Chesapeake Heights offers a community beach, tot lots, and picnic areas, with opportunities to kayak, canoe, and fish along the Chesapeake Bay. A wonderful combination of space, privacy, and Bay living! Located in area of great schools, near shopping and restaurants, movie theatre and hospital. Easy commute to Joint Base Andrews and Washington DC.

360 S Shore Ter Unit #1, Prince Frederick

Listing courtesy of Keller Williams Flagship. Contact:

514 Meadow, Prince Frederick
$413,900
4 Beds ⋅ 3 Baths
Award-winning Huntingtown Schools, bright and spacious sunroom, two car garage, and more to love about this home. Enjoy the spacious sunroom and open layout of this classic split-level. The three-story layout provides flexible living areas, two full bathrooms, and a floor plan that flows naturally from everyday routines to weekend gatherings, and the hardscape patio on the back for peace-privacy that you need at the end of that busy day. Step out to the open front porch, a perfect spot for morning coffee or evening conversation, and enjoy the quiet, tree-lined streets that make this neighborhood so inviting. Or sit back and relax on the back patio, perfect for evenings of relaxation or a Fall fireplace. The built-in garage has plenty of space for both parking and storage. Plus a brand-new roof and a year-old HVAC system take the stress off of home maintenance. Location is where this one truly shines: take advantage of the award-winning Calvert County Public Schools, and you are a short drive from the restaurants, shopping, and services of Prince Frederick's town center, with easy access to Route 4 for commutes toward Washington, DC, Annapolis, or Joint Base Andrews. Beaches, marinas, and waterfront dining along the Bay are all close by. Scenic trail walks and peaceful natural scenery are waiting only 1.7 miles away at American Chestnut Land Trust. Enjoy the outdoors right in your backyard. This home checks a lot of boxes, the location and award winning schools you have been looking for, so schedule your tour today.

514 Meadow, Prince Frederick

Listing courtesy of Home Towne Real Estate. Contact:

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