Penny Lane Properties Focuses Revitalization Efforts on Fort Avenue

By: Emily Mook / Photos Courtesy: Daryl Calfee / Photo Above: Palmera House Photo by Ashlee Glen

Daryl Calfee holds—and has historically held—an impressive number of professional titles, but his self-appointed moniker “Big Believer in Lynchburg” may very well be his most prominent, enduring, and inspiring designation.

You do not need to converse with Calfee for long to become aware of his steadfast passion for and action-backed investment in the Lynchburg community, but you will undoubtedly want to keep the conversation going to see what he has planned next in his ongoing efforts to improve and enrich life in the Hill City.

As the owner of Penny Lane Properties, a Class A Commercial and Residential Construction and Development firm that he (along with his first wife, Johanna, who passed away in 2023 after a courageous battle with cancer) established in 2009, Calfee has spearheaded adaptive reuse projects that now house some of Lynchburg’s most beloved commercial spaces: Casa Nueva Events, Palmera House, Taco Jesús, Golf Park Coffee Co., Farm Basket, Bentley’s on Bedford, Mission Thrift on Bedford Avenue, Marsh Roots Seafood Company, Truss Restaurant, Scratch Pasta Co., Bacon St. Bagels, Teachable Moments Preschool, Benaiah Prints Co., and Super Rad Arcade Bar, among others.

Over time, Calfee and the Penny Lane team—which currently includes COO John Rerick, Jesús Ochoa on project management, Brittany Sydnor on interior design, Brandon Sydnor on budget and finance, and Billy Hansen on commercial real estate—have shifted from an initial focus on rebuilding and restoring residential properties to a focus on commercial projects that more directly impact the community as a whole.

“We started out mostly doing residential flips, and that moved into commercial spaces,” Calfee remarked. “Our first project was a commercial space downtown in 2009, but after that, we couldn’t find anything else downtown, so we ended up doing a couple of residential projects next. Then, we moved on from those back into commercial because I wanted to hold on to everything that we did. I know that fixing and flipping are cool and show-worthy, but for long-term redevelopment and the betterment of our city, I wanted to do bigger projects that we could hold on to.”

When it comes to choosing commercial projects, Penny Lane seeks out spaces that have storied pasts and the potential to tell new—and often very different—stories in the future.

“We love doing the projects that nobody else wants to do,” noted Calfee. “When things have character, patina, and age to them, they create a different nature in your community than new construction does—not that there’s anything wrong with building new construction commercial, because we all need that for development—but old buildings just have so much character of their own, and we love bringing that back to life.”

As indicated by the aforementioned list of the firm’s commercial projects, Penny Lane has effectively breathed new life into Bedford Avenue. Having gained valuable insights from that work, the firm is now focusing its revitalization efforts on a bustling but largely underutilized area in Lynchburg: Fort Avenue.

“Fort Avenue was an untapped space,” Calfee said. “You’ve got a high traffic count and a key location in the middle of the city, but the truth is that it’s been underutilized and forgotten for so long. I had the opportunity to buy five buildings in a row from an old friend, and we were about to finish up Bedford Avenue. Looking at what we learned from Bedford Avenue, we said, ‘If we had acquired all of our Bedford Avenue properties at one time and redeveloped them as we went there, we would have paid less and we would have seen the benefit of increasing the property values around us—which, instead, we just had to pay for.’ I think that what we learned from Bedford Avenue is what we want to take to Fort Avenue.”

After buying those five buildings, Calfee—along with his wife, Erica Kerns-Calfee—discovered a former dry cleaner’s building on Fort Avenue and transformed it into event venue Casa Nueva, which opened last year. They subsequently bought the Bee Line garage building from Kevin Jones, owner and president of Bee Line Transport, Inc., and they plan to bolt Casa Nueva and the garage together and build up on the garage.

“We’re planning to add some rooftop terraces,” Calfee added. “If you can imagine, it’s the Fourth of July at the Hillcats Stadium and there’s a semi-pro soccer game happening over there—it’d be a cool spot to be in to watch fireworks.”

Penny Lane’s work at the other five Fort Avenue buildings has kickstarted with an exciting dual development that marries a fan-favorite sport (soccer) with a fan-favorite cuisine (Mexican): Stadium District Indoor Soccer and a second Taco Jesús location, both of which launched in March.

The project has been one of the most involved that Penny Lane has taken on yet—the Taco Jesús building did not have a roof—but Calfee said that it has also been one of the most rewarding projects yet.

“These buildings, every day, once you rebuild them, move into a state of decay if you’re not constantly maintaining them,” he remarked.

“As people age and end their careers, and as their financial resources change, they just don’t have the ability to maintain these buildings in the same way. That creates opportunities for guys like me to come along and say, ‘Hey, I can look at this with new eyes, and we can put something different in here.’ That place has been auto parts for the last 70 years or more. What we saw was something completely different, and I think that’s part of the ‘American Dream’ story. Not only are these old buildings getting new life, but there’s also this idea that there are people who might have been marginalized before who now have the opportunity to chase down that ‘American Dream’ by being part of these kinds of projects.”

Depending on how the venture goes, Calfee noted that an expansion into the building next door is possible and could allow for the addition of more fields and bigger fields. Redevelopment is also currently ongoing at the former site of The Carpet Shop, and Penny Lane is adding a new building and an infill lot in the middle of the two buildings for a mixed-use commercial, residential, and office space. The firm also recently completed work on the Humbles Building on Fifth Street.

With so many irons in the fire—Calfee is also the director of marketing at Hurt & Proffitt and a father of three children, among other roles—one may wonder how he does it all. While that question seems unanswerable, Calfee credits Kerns-Calfee, his friends and colleagues from both of his occupations, and others for their own tireless work and for their unwavering support of his endeavors.

“For me to have been carrying so much for so long, then for Johanna to pass, then for me to be a single dad, and then to find love and a partner in Erica—that’s an important part of my journey,” he said. “Having friends locally is a big part of my journey, too. When you think about the subcontractors and partners that we have in redevelopment, we’ve got some really great friends who do great work. We couldn’t do what we do without them. And then you think about finances; we couldn’t do what we do without folks like Luke Towles at Pinnacle [Financial Partners], Sherri Sackett at Select [Bank], H.B. Hunter at First Bank [and Trust], and Brent Jenkins at Freedom First [Credit Union].”

No matter what the future holds for Calfee in his many ventures, one thing is for certain: his love for and commitment to the Lynchburg community are for life.

“Being part of our city and improving our city are the most rewarding things about what I do,” he stated. “I love Lynchburg. Yes, my primary residence is across the county line, but that doesn’t change the fact that my entire portfolio of properties is in Lynchburg because I love it! We want to be here. We’re not outsiders—we don’t come in from somewhere else, make our money, and move out. In fact, we’re the opposite: We’ve invested all of our own money into these properties in order to make Lynchburg a better place to be. We’re just big believers in Lynchburg.”  

This article was originally published in the April/May 2026 issue of Lynchburg Business magazine.

According to the 2021-2024 Lynchburg Area Community Health Needs Assessment, high-quality child care is extremely hard to come by for working families and that’s where we come into play. Teachable Moments Preschool, LLC is a year-round community early childhood development program for children six weeks to five years of age. There are many differentiators that set us apart, including a fully experienced and qualified teaching staff; proven nationally recognized curriculum; a structured environment; integrated technology; community partnerships; and the ability to seek accreditation.

Teachable Moments Preschool
1915 Thomson Drive, Lynchburg, VA 24501 
tmpreschool.com

Pictured Above:
Anthony Andrews, Kayla Crance

How Kathleen Olinger and Anthony Andrews are increasing early childhood education in the Hill City

Two new early child care centers are on the horizon in Lynchburg. One opened this past fall and another will open its doors this August, and both have unique ideas for filling the childcare needs for the city.

Earlier this fall, Kathleen Olinger, along with three other Montessorians, started Hill City Montessori School located  at 1301 Rivermont Ave. at the terrace level of Gospel  Community Church.

Olinger said the school offers mutual respect and collaboration between students and adults through guidance, empathy, and preparation of the environment. 

“Four of us who had worked in Montessori communities for 10 years came together to build a local school that we believed in,” she said. “So, we’ve taken all the lovely things that we’ve learned, and we’re putting it into the heart and soul of this whole city.”

Montessori education prepares students for a life of purpose from birth to adulthood. The mission of the school is to cultivate a diverse, inclusive, Montessori community through family partnerships and the preparation of the whole child. They believe in responsive education that supports not only students, but their families as well. 

“As Dr. Montessori has said, ‘establishing lasting peace is the work of education,’” Olinger said. “Through high-quality, comprehensive, and science-based education, we are able to offer appropriate and effective early childhood education—and beyond—that we believe can truly solve so many issues in our local community, and society as a whole.”

Olinger said the further she went to school for education, the more she realized traditional education was not what she wanted to pursue with teaching.

After enrolling her child in a Montessori school, she said she started to fall in love with its style and mission.

Olinger eventually became the head of school and executive director of a Montessori school and has training in Montessori leadership. 

Montessori schools focus on a child-led, comprehensive, whole education for students, Olinger said.

“It’s all about preparing for life beyond school. It’s all about preparing the human—the whole child,” she said. 

Montessori education goes beyond just academics. It’s about providing emotional, social, and basic, everyday life skills. Students don’t sit at desks, do lots of worksheets, or use much plastic. Olinger said the classrooms are cozy and students learn to use everyday items, preparing them for independence.

 “I have an extreme desire to make Montessori accessible to the average family and not just elitist,” she said. “I want to make it a program that actually gives back to the community.”

Olinger is also a certified Positive Discipline Educator and offers courses at a sliding scale for families and adults to also gain the tools and community needed to become equipped to interact in a way that offers mutual respect and collaboration and fosters healthy relationships. 

“Such skills will have a positive impact on not only the children they may have in their households or in their classrooms, but also with adults they meet as well,” she said.

Hill City Montessori School offers additional education opportunities and book clubs that are open to the greater community, often at no cost, that are specific to potty training, independence, inclusivity, and more. 

“We believe in equipping our students, adults, and fellow humans of Lynchburg, so that we can learn from one another, collaborate, and work together to create a more beautiful, healthy, and responsive community,” she said.

Olinger said there has been research to prove that students who attend Montessori schools for early childhood education do significantly better with their social and emotional skills later in life.

“So that foundation is irreplaceable,” she said.

The school offers spots for kids from birth to sixth grade.

With less than 30 subsidy providers in Lynchburg, Olinger said school leaders are also part of the community that believes in offering high-quality education in a way that is accessible and inclusive. 

The child care subsidy program through the state of Virginia subsidizes the cost of child care for qualifying families and allows them to choose education that feels right to them without the cost eliminating their opportunity.

Olinger said the biggest focus is responsive education.

“We want to be evolving and checking in with ourselves and being aware of who we are and making sure that we’re making mission-focused decisions,” she said. “We’re going to put ourselves in the heart of Lynchburg and serve the families as best as we possibly can.”

Later this year, Anthony Andrews will be opening a new preschool near Lynchburg General Hospital at 1915 Thomson Dr. called Teachable Moments Preschool.

The new school will make room for about 70 new students from six weeks to five years old.

Andrews said he has been holding onto this dream for a while—since 2006 in fact.

Andrews said Sackett Wood, president of Moore & Giles, has been an instrumental person who believed in Andrews from the beginning when he decided he had a dream of opening a preschool one day.

“Sackett asked me what my passion was and what I wanted to do with my life, and I told him that I wanted to start a preschool,” Andrews said. “He was the very first person not only to give me advice on the business side of things, but he financially invested in me as a person.”

It all started about 16 years ago with a three-month-old baby girl who died of sudden infant death syndrome (SIDS) and Andrews, a firefighter with the Lynchburg Fire Department, responded to the call. The baby was at a daycare center held at someone’s home.

When he and his wife Stephanie had their daughter, Alaya, they decided to learn more about child care and how they could prevent such a tragic situation from happening to their own baby.

“One thing led to another and we looked for quality child care, and we couldn’t find any that we really enjoyed,” Andrews explained. “It wasn’t until two years later that we found Centra’s child care center and my love for child care started blossoming from there. Everything that my daughter was learning at school, I wanted to add to or supplement that at home.”

From there, Andrews started getting more involved in child care, learning about brain development, and learning how children learn and grow.

Andrews now serves on the Lynchburg School Board, was a teacher for six years at Elizabeth’s Early Learning Center, and was the assistant director of Peakland Preschool for two years.

His upcoming Teachable Moments Preschool will begin taking potential students for a waitlist, and enrollment will begin late spring of 2023. He said onboarding for teachers will also begin around the same time.

“They don’t really tend to get enough credit,” Andrews said of preschool teachers. “We’re still in that whole mindset of ‘we’re babysitting service,’ but we’re not. We’re definitely a validated profession that’s taking care of kids and just trying to help them transition to elementary school.”

Once the 6,400-square-foot preschool opens in August, Andrews said it will meet the needs of parents who are essential workers as well as filling in a crucial hole of the child care desert in that area of the city.

“The other need is the need to fulfill an underprivileged demographic that sometimes gets swept under the rug,” he said. “If a kid comes from Diamond Hill or College Hill, sometimes there’s a stigma that they don’t deserve high quality child care, and that is false.”

He said he wants to fulfill a need of having a true, diverse student population made up of all types of students from different backgrounds.

Unique approaches to meeting needs in the community include being located on a public bus line, matching two percent of student’s tuition each year to go toward a 529 college plan, and wellness checks at the clinic, which allow kids to get ahead of RSV, common colds and seasonal allergies. 

 “We want to help identify some things that may be on the horizon when it comes down to illnesses and injuries for children and for staff but also give parents an opportunity to prevent those things from happening,” Andrews said.

Even though the preschool is private, Andrews hopes to create a nonprofit arm of the organization to tap into funding to help enrich the curriculum, books, and materials, and allow for field trips.

“I’m super excited about all the things that we have to offer now in our little world,” he said. “I’m so excited for what we have to offer Lynchburg.”  

Photos by Ashlee Glen