Master-Planned and Gated Communities in Maryland
Welcome to Maryland. Or, better yet, welcome home. You might be here for the blue crabs or the intriguing, historical port city of Baltimore. Or it may be something else. But whatever the reason you’re here, we’re glad. We’re excited for you to make your favorite aspects of Maryland part of your everyday life—while you discover new things to love about this state.
Why Choose a Maryland Community?
There are lots of great places to settle in Maryland, but what makes some of them stand out? We’ll start with the communities on Maryland’s Eastern Shore. If you’re looking for waterfront retirement living, consider the area near the Chesapeake Bay. One of the biggest draws is, of course, the access to water sports and activities. Paddle out on the water in a kayak or a canoe, or just take in the gorgeous views. Not to mention it offers a prime location for sailing and fishing. But you’ll also find active retirement communities and 55+ communities packed full of amenities—including pools, clubhouses, and fitness centers—that will keep you busy and entertained.
This area is also home to some of Maryland’s long-rooted history. Kent Island, the country’s third oldest English settlement, is a great place to explore. You can wander the charming historic districts and enjoy delicious seafood. Another advantage to living in this area? You’re not far from big-city conveniences. Whether you want to head into Washington D.C., Annapolis, or Baltimore, these cities are all close by and ready for you to enjoy their entertainment, dining, and shopping attractions.
Living in MD
Maryland’s options for communities are a great reason to make the move here, but there are other perks that make this state a good contender for the next phase of your life:
- Weather – If you love distinct seasons, you’ll get all four here. Winters are still cold and summers are still hot, but neither are extreme. On average, you can expect a comfortable year-round climate.
- Taxes – The good news is that Social Security benefits are not taxed at the state level. But it’s important to note that other forms of retirement incomes, like 401(k)s, IRAs, and private pensions are taxable. You’ll also find that there are estate and inheritance taxes. As you plan your finances for this part of your life, keep these things in mind.
- Cost of Living – With a lower-than-average state sales tax and no city or county sales taxes, your wallet can breathe a little easier. Plus, property taxes hover around average, adding another positive to the “financial” column.
- Healthcare – Your health and well-being is a top priority. Maryland is full of top healthcare facilities to ensure you get the best treatment if a need arises.
Research and Explore the Best Communities in Maryland
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Click to explore the following Maryland communities. Request information from multiple communities by selecting the checkboxes to the right and completing the form below.
K. Hovnanian’s Four Seasons at Kent Island
K. Hovnanian’s® Four Seasons at Kent Island is a resort-style active adult 55+ community offering waterfront, Chesapeake Bay living with new single-family homes and luxury elevator condominiums. After decades of anticipation, this community is finally open—and homes are selling fast.
Ten versatile single-family home designs offer from 2 beds, 2 baths, 1,693 square feet and a 2-car garage to 4 beds, 3.5 baths, 3,601 square feet and a 3-car garage, so you can find your perfect fit, whether you’re looking to downsize or keep plenty of space for family and friends to visit. Each of our single- family homes are finished in one of our designer-curated interior Looks, so your home is cohesive, stylish and fits your taste: Loft, Farmhouse, Classic or Elements. Three luxury condo designs offer elegance, spaciousness and a low-maintenance lifestyle with up to 3 beds, 2.5 baths, 2,602 square feet and a 1-car garage.
Set along the banks of Maryland’s Chester River and Macum Creek, K. Hovnanian’s Four Seasons at Kent Island offers stunning views and a wealth of outdoor recreation, including a canoe and kayak launch, a 450-foot in-community pier overlooking the Chester River and an in-community trail system, connected to the popular Cross Island Trail. From the game room and grand ballroom to the fitness center, yoga studio and sports courts to the resort-inspired indoor and outdoor pools, fire pit and waterside bar, you’ll find endless opportunities to socialize, exercise and relax at the 24,000 square foot Chester House clubhouse.
There’s even more shopping, dining and recreation to explore in nearby Washington DC, Baltimore and Annapolis—all just a short drive (or sail) away. Or, boat over to Maryland’s Eastern Shore to explore picturesque towns like Saint Michaels. With proximity to Route 50, excursions and commutes are a breeze!
Lakeside at Trappe by Brookfield Residential
Lakeside at Trappe is your everyday getaway with resort-style amenities including an outdoor swimming pool, bathhouse, playground, and sports court.
Brookfield Residential offers a variety of homes so you are sure to find the perfect one that fits your needs. Our main-level living homes offer everything you want and need on one convenient level, including spacious primary suites. Traditional single-family homes offer room to grow and space for the entire family. Or choose a spacious townhome with a two-car garage. Enhance your living space by blending the beauty of the outdoors with the comfort of your home by adding an optional screened porch, patio, or deck, depending on the plan chosen. You’ll love the convenience of our myCommand Smart Homes.
Plan your very own everyday getaway with a Stay & Play visit! Come stay in an on-site guest house and experience everything this vibrant community and the Eastern Shore offers!
Lakeside Run at Trappe
Lakeside Run at Trappe is a new, multi-generational community on Maryland’s Eastern Shore of the Chesapeake Bay that offers 1 and 2 level homes and 14 beautiful models for lease! Our luxury homes have an open-plan coastal style that is perfect for modern family living. Our homes include:
- Entertainment-sized screened porches & patios
- Beautifully designed kitchens with upscale, energy-efficient appliances
- Wider hallways and doorways to effortlessly move through your home
- Luxurious finishes such as spa-style bathrooms
- Fireplaces
- Ceiling fans and on-trend lighting
- Lofts with ensuite baths in select models
- 2 Car garages with driveways
- Irrigated Lawns
- Window Coverings
Flexible lease options offer you many choices to tailor your move to Lakeside Run at Trappe.
Comfort Guarantee
Lakeside Run is owned and professionally managed by award-winning Allen & Rocks, Inc., a family-owned and operated corporation founded in 1948. We understand that it is our residents who give life to our communities, and therefore, it is our desire to create an exceptional living experience that our residents will embrace and be proud to call home. Our company motto is “We Put Our Hearts In Your Home,” and we back this promise with outstanding property management to ensure that all of our resident's needs are professionally and thoughtfully met.
Ninety-five percent of our residents recommend our communities to their friends, co-workers, and family members as a great place to live. Satisfacts Inc., a national company that surveys multifamily resident satisfaction, has recognized Allen & Rocks, Inc. as the top-performing property management organization each year for the past decade.
Our residents love the carefree lifestyle that leasing provides. All the day-to-day chores of maintaining a home are taken care of by our dedicated maintenance team, including lawn care, landscaping, appliance repair/maintenance, air conditioning/heating, snow removal, and so much more. This leaves our residents time to enjoy family and friends, engage in clubs and hobbies, explore the area, and have the quality time we all seek.
The Lakeside Run community is beautifully landscaped with walking paths, parks, and a swimming pool and a bathhouse. New community amenities are coming soon.
The Woodlands of Urbana 55+
Introducing The Woodlands of Urbana, a unique opportunity for main-level living in an amenity rich setting where every day is simply extraordinary. Developed by Natelli Communities.
Ideally located in the mid-Atlantic between Washington, DC and Baltimore, life at The Woodlands of Urbana is the perfect blend of serenity and convenience. Nestled amidst mature trees and nature preserves, you’ll be within just moments of Frederick County’s best shopping, dining, and amenities – not to mention the boutiques and entertainment of historic downtown Frederick!
Here, spacious detached homes offer plenty of space and style, plus the privacy you crave for downsizing without compromise. Sizes range from 1,766 sq. ft. up to 4,271 sq. ft. with flex options for anywhere between 2-6 bedrooms. Designs have been updated with a variety of smart features, such as LED lighting, curbless entry owner’s shower, NEST Learning Thermostats, and Wi-Fi-enabled garage doors.
Come discover this resort-style community where meeting up with friends and neighbors will be the highlight of your day!
Taking the Next Steps
Some of the best places to retire are right here. After browsing the communities below, you’ll be one step closer to knowing for sure which one is right for you. If the option is available, consider exploring the community in person for a weekend. After a first-hand look, the decision to call Maryland home will be an easy one.