Can This 100-Year-Old Home Become a Profitable Investment? | A Day in the Deal, Episode 1 | The Gallo Company
A Day in the Deal — Episode 01 of 5 West Park Avenue, Greenville SC Featuring Anthony F. Gallo III & Anna D. Gallo

Can This 100-Year-Old Home Become a Profitable Investment?

Inside an off-market real estate investing decision: the Gallos walk a century-old house on West Park Avenue, weigh single-family against duplex, and start running the numbers before someone else makes an offer.

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Key Takeaways

  • This is an off-market investment property on West Park Avenue in Greenville, SC — no public listing, so the Gallos had to move fast.
  • The home was originally built as a duplex, but an awkward floor plan made single-family the stronger investment than converting it back to two units.
  • The renovation scope includes relocating the kitchen, adding a second bathroom, a full replumb, and an electrical rewire.
  • A comparable home on the same street received multiple offers in a single day and sold significantly over the asking price — a live ARV data point for this deal.
  • Episode 1 ends with the Gallos ready to move forward on an offer; Episode 2 picks up with financing and underwriting.

The Series

A Day in the Deal

"While some investors chase the quick flip, we play the long game."

Anthony F. Gallo III and Anna D. Gallo buy, renovate, and manage homes across Greenville, South Carolina — and in this series they open up a deal in real time. Episode 1 follows the first look at an off-market investment property just off West Park Avenue: a hundred-year-old single-family home with good bones, a short list of serious problems, and a neighbor's house that received multiple offers in a single day and sold significantly over the asking price. Off-market real estate investing rewards people who can read a property fast — this episode is that read, start to finish.

Address / AreaWest Park Avenue, Greenville SC
Year Built~1925
Deal SourceOff-Market
Original ConfigurationDuplex
Proposed UseSingle-Family
InvestorsAnthony F. Gallo III & Anna D. Gallo
Key MetricARV vs. Comps
Episode01 of 5
Chapter 01

The Walkthrough

The house sits on West Park Avenue, in one of the more walkable pockets near downtown Greenville — a hundred years old, with original windows Anthony doesn't think they'll even need to replace, mature trees out back, and a small creek running along the property line. "This would be an awesome amenity to have near downtown," Anthony notes, and Anna agrees the setting is the easy part of this deal.

"Home sweet home... this is really cozy."

The kitchen is the first real problem: too small to work as-is, with no obvious way to expand it in place. Deeper into the house, the layout gets stranger — a second exterior entrance, an oddly placed sitting area, and a fireplace tucked next to what used to be a second unit's private space. It becomes clear fast: this home wasn't always a single-family house.

Explore the East Park Avenue neighborhood, or read why invest in downtown Greenville.

Anthony and Anna inspect an original fireplace and room layout during the West Park Avenue walkthrough.
Anthony and Anna walking the property, assessing the original fireplace and room layout.
Chapter 02

Single-Family or Duplex?

Every clue in the floor plan points to a property that was originally configured as a duplex: a second fireplace, an awkward vanity space added after the fact, and a bedroom with "a lot of windows — great for natural light, not great for wall space." The single-family vs. duplex investment decision comes down to one question: can two units actually fit in this footprint?

Anthony and Anna walk it through together and land on the same read — the layout doesn't cooperate. Fitting two kitchens and two full bathrooms into the existing shape would mean a significant redesign, moving walls, and losing the parts of the house that make it charming in the first place. A single-family renovation keeps the character intact and avoids paying twice for the same problem areas.

"I don't know if I can foresee us being able to fit two units in here... I just don't think the layout's going to work."

Chapter 03

The Renovation Scope

Once single-family is the plan, the to-do list gets specific fast. The kitchen needs to move to the side of the house with better natural light, with the dishwasher built into a new island and the refrigerator relocated to make room for a full run of appliances. The single bathroom in the house today isn't close to enough — the plan calls for at least two, which means replumbing on top of a full kitchen relocation.

  • Kitchen relocation
  • Add a second bathroom
  • Full replumb
  • Electrical rewire
  • Yard + creek cleanup

Three-prong outlets throughout the house are a tell that the wiring hasn't been touched in decades, so the budget assumes a full rewire rather than a patch job. It's a long list — but as Anthony points out, most of it (replumbing the kitchen, upgrading the panel) was already unavoidable once the kitchen had to move.

For a look at another renovation on the same street, read the 114 W Park Ave story.

Construction crew arriving at the West Park Avenue property to begin renovation work.
The renovation crew arriving on site to begin work on the property.
Chapter 04

The Numbers

Because this is an off-market investment property, the Gallos don't have the luxury of a slow decision. A comparable house on the same street received multiple offers in a single day and sold significantly over the asking price — a strong, current data point for the ARV (after-repair value) on this deal. Rather than guessing, Anthony leans on recent same-street sales as his own version of an ARV calculator: what similar renovated homes on this exact block are actually closing for, right now.

With a purchase price in mind and ARV holding up against the comps, the math points toward moving quickly on an offer — before the window on an off-market deal like this one closes. The next step is turning that instinct into a real budget with a lender, which is exactly where Episode 2 picks up.

Curious how ARV and other investing terms work? See our glossary of common real estate terms.

Questions from this episode

Should an off-market investment property stay single-family or become a duplex?

It depends on the existing floor plan more than the label on the deed. On this West Park Avenue property, the home was originally configured as a duplex, but an awkward layout, limited wall space, and the cost of duplicating a kitchen and bathrooms made a single-family conversion the more advantageous single-family vs. duplex investment relative to the renovation cost.

What is ARV (after-repair value) in real estate investing?

ARV, or after-repair value, is the estimated market value of a property once renovations are complete. Investors weigh it against purchase price and renovation budget to decide whether a deal pencils out — comparing ARV to nearby comparable sales, like a recently sold home on the same street, is one of the fastest real-world ARV calculator checks before making an offer.

Why move quickly on an off-market real estate investing opportunity?

Off-market properties don't have public listing data driving competing offers — but the neighborhood still does. When a comparable home on the same street receives multiple offers in a single day and sells significantly over the asking price, it's a signal that demand is strong and that hesitating on a well-priced off-market deal can mean losing it to a buyer who moves first.

Full Transcript & Episode Chapters

Jump to any moment in the video, or read along below. Chapters and timestamps match the full transcript published on Investology.

Anthony and Anna introduce themselves as the Gallos: "We buy, renovate, and manage homes in Greenville, South Carolina. While some investors chase the quick flip, we play the long game." They describe building their portfolio for the future, running toward opportunities others avoid, and the reality that flipping homes takes a great team, trusted partners, and a lot of hard work — from choosing the right property to securing financing to seeing the vision through.
Anthony and Anna talk about why Greenville drew them in — the sense of community and the chance to leave a legacy. The Gallo Company is a vertically integrated boutique real estate firm with 12 employees, operating in Greenville for nearly a decade. Anna shares how she never expected to be in real estate until she and Anthony started working together, beginning with their own personal residence; Anthony credits Anna's support as the foundation of his confidence running the business.
A morning-routine look at the Gallos' day: making tea, catching up, and getting ready to go see a house near the park. Ronnie, their contact at Finance of America Commercial, is scheduled to come by at 1 p.m.
The plan for the day: get over to the park-area property that morning, take a look, and if it checks out, put together a contract before Ronnie arrives that afternoon — a quick turnaround for an off-market deal.
Anthony and Anna weigh the neighborhood against their existing portfolio — they already have projects nearby and in Sans Souci, so they talk through portfolio concentration and mix. They also debate multifamily versus single-family, landing on single-family based on what they're seeing from an absorption perspective.
First look at the house: "It looks great. Move-in ready." They try out the porch swing and step inside — "Home sweet home" — for a property built about a hundred years ago.
Anthony notes it would make sense to keep the home single-family given their portfolio, and that the original windows probably won't need replacing. The kitchen opens to a backyard with a creek and mature trees — "This kitchen is not going to work."
They walk through where a relocated kitchen could go for better natural light, how to fit the appliances and island, and whether to keep or cover an existing fireplace. Anthony says he's comfortable relocating the kitchen, but wants to see the rest of the floor plan first.
Further into the house: a resident stink bug, confirmation the home is vacant, the only bathroom, a second exterior entrance, and an oddly placed sitting area — all signs the home was originally configured as a duplex.
In the second bedroom, they note a lot of windows — good for natural light, not great for wall space. "I would agree that it'd be advantageous for a multifamily, but I think the floor plan is a challenge." They talk through whether walls could move to make two units work, and conclude it would require significant redesign.
They tally the scope: at least two bathrooms, a full kitchen replumb, and an electrical rewire — three-prong outlets throughout are a sign the wiring hasn't been updated in decades.
"This is off-market. We're going to have to move relatively quickly." Anthony references ARVs on the street and a comp next door that received multiple offers in a single day and sold significantly over the asking price.
A teaser for Episode 2: "I think I'm ready to move forward — that is, if they can get it funded. One deal, one lender... have we looked at numbers at all yet? One make-or-break phone call."

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Anna D. Gallo

The Gallo Company

Up Next — Episode 02

Making the Offer, Budget Review & Project Funding

Anthony and Anna take the West Park Avenue numbers to Finance of America Commercial, finalize the single-family renovation budget, and find out whether the deal clears underwriting.

Have an Off-Market Deal in Mind?

The Gallo Company works with investors and homeowners across Greenville on exactly this kind of project, from first walkthrough to final draw.