Established around 1800, Waynesboro, Pennsylvania, is halfway between Hagerstown, Maryland and Chambersburg, Pennsylvania. A trip to Waynesboro is a delightful skip back through time into a historic downtown that once claimed more millionaires than any other town east of the Mississippi. Industrialization came and went, taking a toll on its popularity, but in the last 15 years or so, it’s become the undiscovered gem along the Mason-Dixon and home to nearly 11,000 residents. Homes in and around Waynesboro reflect its progress and history in a nice mix of heritage homes, bungalows and cottages, newer residences, and farms.

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greencastle pa photo

Greencastle, Pennsylvania, is a small, historic borough in south-central Pennsylvania. Its vibrant downtown has unique shops and restaurants, and hosts an annual Craft Beer & Wine Festival as well as a Seasonal Marketplace twice a year. Every three years, residents hold “Old Home Week,” a municipal reunion, in which residents and former residents celebrate the town’s history and heritage. The tradition dates back to 1902 when it was called the “Old Boys’ Reunion.” Greencastle was settled by Scots-Irish immigrants who thought the area looked so much like home back in Ireland that they stopped and built their lives here. It truly is a place to live, work, and play. If small town life appeals to you, Greencastle should be on your list.



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Frederick MD photo

Frederick is the second largest incorporated city in the state of Maryland, next to Baltimore. This great American Main Street community has everything you’d expect from an urban setting, along with a rich history. Carroll Creek Park winds through the middle of walkable, dog-friendly downtown Frederick, creating residential and economic expansion, while preserving the unique “Clustered Spires” and historic buildings. Frederick boasts great restaurants, unique shops and boutiques, art galleries, theaters and museums as well as craft breweries and distilleries. Businesses of all sizes and types are attracted to the area, making it a good place for employment opportunities. Top-rated schools, health care and a vibrant arts community, all against the backdrop of the scenic Catoctin Mountains, make Frederick the urban epicenter for sophistication.

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chambersburg pa photo

Approximately 20 minutes north of the Mason-Dixon line is Chambersburg, Pennsylvania. This quintessential small town has rich agricultural roots and is home to many Amish and Mennonite residents who farm the land today. The town was completely rebuilt after being burned in 1864 by the Confederate army during the American Civil War. Today it is a large, diverse community with an active Downtown Business Council, working to improve and promote downtown Chambersburg with festivals, special events and promotions throughout the year. Surrounding colleges and universities offer a plethora of cultural events. While the town retains its historical feel, large farms pepper the countryside along with farm stands and craft shops.


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Middletown MD photo

Historic Middletown, Maryland, is another Frederick County Main Street Community nestled in the scenic valley between Braddock and South Mountains. Historic Victorian homes grace the main thoroughfare, the National Road. It’s no surprise that George Washington passed through this valley and called it one of the most beautiful places he’d ever seen. Who wouldn’t want to find themselves at home in this peaceful rural setting, just a short drive from Frederick? The area has a rich agricultural history that is still apparent today, but with a modern twist. Just at the edge of town, South Mountain Creamery offers farm fresh ice cream and the opportunity to bottle feed baby calves year round.  Jumbo’s Pumpkin Patch is a popular fall destination for family fun with hay rides, corn mazes and of course, pumpking picking. Orchid Cellar Meadery and Winery offers a brand new tasting room and award-winning honey wines as well as red and white varietals. Middletown has something for everyone!

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Mount Airy

Mount Airy MD photo

Mount Airy, Maryland, straddles the Frederick and Carroll County line and inhabits a world of verdant farmland. The town was established in 1830 and its location along the National Road contributed to its rapid growth. Today its population is just short of 10,000, which represents a 50 percent increase in just the last 15 years. It is officially part of both the Washington Metropolitan and Baltimore Metropolitan designations. Mount Airy residents are a mix of farmers and city commuters. It’s a great place to live and play, with wineries, craft breweries, farm to table restaurants, plentiful parks and family-friendly neighborhoods. Isn’t Mount Airy a place you’d like to call “home”?

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New Market

new market MD photo

New Market, the “The Antiques Capital of Maryland,” is an idyllic village convenient to points west on I-70 such as Frederick or east to Columbia and Baltimore. The town’s humble beginnings date back more than 200 years ago. New Market has been on the National Register of Historic Places since 1975 and just recently received its Main Street Maryland designation. Today, historic homes are established in the middle of some of the best Maryland wine country and the sounds of vineyard music fests in the summertime are captivating. Lake Linganore is a nearby large planned community with newer Colonial-style residences and lake homes. Life is graceful and easy in New Market, Maryland. And with less than 700 residents, you’ll know just about everybody.



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Thumont MD photo

Colorfest is a Thurmont, Maryland, autumn tradition that draws 125,000 visitors from all around the region to the arts and crafts festival and their town of just over 6,000 residents. The Catoctin Mountains dominate any view of Thurmont, known as the “Gateway to the Mountains.” Set among some of the largest farms in Frederick County, modest single-family homes attract established individuals and families to the area. The recently-formed Thurmont “Green Team” is working hard to obtain the sustainable Maryland Community certification for their city and partnering with the regional public Thurmont Library to develop a “Think Green, Be Green—a Community Conversation” program.

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Urbana MD photo

Not long ago a wide-spot on the Frederick Road, Urbana, Maryland, has become a thriving, modern community whose schools are earning some of the highest quality ratings in the state. Walking trails, basketball courts, tennis courts, small parks and park benches scattered throughout neighborhoods such as The Villages of Urbana and Urbana Highlands that have given Rt. 270 commuters a closer stop to be home. Urbana was ranked #35 by TIME Magazine’s “Best Places to Live 2015”—shouldn’t you consider living there, too?

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boonsboro MD photoLisa’s hometown of Boonsboro, Maryland is nestled into South Mountain along the National Road, between Hagerstown to the north and Frederick to the South. Boonsboro has approximately 3,400 residents and is just a short distance from a multitude of outdoor recreational opportunities. Nearby state and national parks offer historical interpretation as well as hiking, biking, swimming, and paddling opportunities. The town park, Shafer Memorial Park, hosts family friendly events throughout the year including Boonsboro Green Fest, a large arts and crafts festival called Boonsborough Days and a 4th of July celebration with festive music and fireworks. Historic homes and shops on Main Street, as well as bestselling romance novelist Nora Roberts’ bed and breakfast Inn BoonsBoro, evoke small town charm and blend seamlessly into newer neighborhoods and peaceful country living.


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