The Legit Real Estate Podcast

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Join TJ Ciolfi & Holly Regoli as they share fun and crazy real estate stories from their own encounters and those of their colleagues. They'll talk about the craziest buyers and sellers, weirdest things they've found at houses, flips gone wrong, nightmare co-brokes and all sorts of quirky crazy things that real estate professionals encounter on a daily basis.

  1. 3d ago

    Episode 60 Hidden Homeownership Costs Every Buyer Needs to Know | Property Taxes & Insurance

    Thinking about buying or owning a home in Connecticut, Rhode Island, or Massachusetts? In Episode 60 of The Legit Real Estate Podcast, Holly Regoli and T.J. discuss hidden homeownership costs that many buyers overlook before closing.In this episode, you'll learn:How Homestead Exemptions can lower your property taxesWhy lenders calculate escrow differently than your actual future paymentCommon homeowner insurance mistakes that can cost thousandsWhy reviewing your insurance annually can save moneyHidden costs every first-time and repeat home buyer should understandWhether you're purchasing your first home, moving up, or investing in New England real estate, these practical tips can help you make smarter financial decisions.Serving Home Buyers & Sellers in:📍 Connecticut (CT)📍 Rhode Island (RI)📍 Massachusetts (MA)Need help buying or selling?🌐 https://thelegitrealestate.com📧 thelegitrealestate@gmail.com👍 Like • Subscribe • ShareNew episodes every week featuring real estate tips, market updates, home buying strategies, and seller advice.

  2. Jul 17

    Episode 59 New Construction Delays, Home Inspections & House Flipping Tips | RI, CT & MA Real Estate

    Thinking about buying or selling a home in Rhode Island, Connecticut, or Massachusetts? Episode 59 of The Legit Real Estate Podcast covers real-world experiences that every homeowner, buyer, seller, and real estate investor should hear.This week, TJ and Holly discuss the challenges of buying new construction homes, why builder delays can create major problems for buyers, and what really happens during home inspections. They also dive into septic system surprises, house flipping in today's market, wholesaling, contractor permits, and why finding profitable investment properties has become more difficult.Whether you're purchasing your first home, selling your current property, or investing in real estate throughout Rhode Island, Massachusetts, or Connecticut, this episode is packed with practical advice from experienced real estate professionals.In this episode:New construction delays and closing extensionsPros and cons of buying a newly built homeHome inspection surprises every buyer should expectSeptic system repairs and replacement costsHouse flipping in today's housing marketWholesaling myths and investment opportunitiesContractor permits and renovation considerationsCurrent real estate market insights for RI, CT, and MAIf you're looking to buy, sell, or invest in Southern New England real estate, subscribe for weekly discussions covering market trends, homeownership tips, investing strategies, and local real estate news.📍 Serving buyers and sellers throughout:Rhode IslandConnecticutMassachusettsLike this video, subscribe, and turn on notifications for new episodes every week.Got a story to share? Contact us at thelegitrealestatepodcast.com

  3. Jul 11

    Episode 58 Home Electrical Inspections: What RI, MA & CT Buyers Need to Know

    Buying or selling a home in Rhode Island, Massachusetts, or Connecticut? In Episode 58 of The Legit Real Estate Podcast, TJ and Holly sit down with electrician Alan St. Pierre to discuss electrical inspections, breaker panels, double taps, knob-and-tube wiring, repair costs, and issues that could affect a real estate transaction.The conversation also explores a creative approach to selling homes: combining open houses with local art, staging, and community events to create a memorable buyer experience.Whether you’re buying your first home, preparing to sell, or investing in real estate across RI, MA, or CT, this episode offers practical insights to help you make informed decisions.Serving home buyers and sellers throughout Rhode Island, Massachusetts, and Connecticut.#RhodeIslandRealEstate #MassachusettsRealEstate #ConnecticutRealEstate #HomeBuyers #HomeSellers #HomeInspection #ElectricalInspection #RIRealEstate #MARealEstate #CTRealEstate

  4. Jun 19

    Episode 32: From Homes to Commercial Deals | Real Estate

    Welcome to another episode of The Legit Real Estate Podcast! Host TJ Chofi sits down with Holly Regoli to explore the world of real estate—from residential listings to exciting opportunities in commercial properties.Key Highlights from this episode:Transitioning from residential to commercial real estateWhat buyers and sellers should know in today’s market trendsStories of helping clients get their offers acceptedHow to navigate listings, negotiations, and contracts with confidenceTips on building trust and long-term client relationshipsInsights on local neighborhoods and where opportunities are growingWhether you’re buying your first home, investing in commercial property, or just want to understand the real estate market in RI, MA, and CT, Holly brings real-world experience and professional advice.Don’t forget to like, share, and subscribe for more expert real estate insights!#RealEstatePodcast #CommercialRealEstate #HollyRegoli #HomeBuying #RhodeIslandRealEstate

  5. Jun 19

    Episode 33: Driving at 80 MPH & Real Estate Lessons on the Go!

    In Episode 33 of The Legit Real Estate Podcast, TJ and Holly Regoli kick things off in an unconventional way — with TJ joining the show while driving 80 mph to his next meeting! Between laughs and safety debates (seatbelts included!), the duo dives into stories from the road, lessons from the real estate trenches, and what it really takes to stay productive when life gets hectic.Listen the conversation for:Solar Homes & Sustainability: The hosts dive into how solar power and green energy are changing the real estate landscape — from property values to buyer incentives and government rebates.Modern Homeownership Mindset: Why homeowners today care more about energy efficiency, location, and long-term equity — not just aesthetics.Lessons from the Field: TJ and Holly share client stories that reveal how attitude and adaptability make or break real-estate success.Real-Estate Hustle & Balance: How agents juggle personal lives, long drives, and unpredictable schedules while still delivering top-notch service.Whether you’re a real-estate pro, a homebuyer, or just love candid, relatable conversations — this episode is for you. Expect laughter, learning, and a few “did-they-just-say-that?” moments along the way.

  6. Jun 13

    Episode 57 BAD CONTRACTOR? Cheap Repairs, Big Problems & Housing Headaches

    A cheap driveway quote sounded like a great deal—until the work was done. In Episode 57, T.J. and Holly discuss contractor expectations, home warranties, plumbing leaks, AC repairs, pool maintenance, affordable housing challenges, and unusual homeownership arrangements where buyers own the house but not the land. If you've ever dealt with unexpected repair costs or questionable workmanship, this episode is for you.Have you ever hired a contractor and felt the work didn't match what was promised? Let us know your story below—we may feature it in a future episode!👍 Like the video🔔 Subscribe for weekly real estate discussions📧 Send your stories to: legitrealestatepodcast@gmail.com

  7. Jun 6

    Episode 56 A Tiny Leak Turned Into a Real Estate Nightmare

    This week on The Legit Real Estate Podcast, TJ is dealing with every landlord's worst nightmare—a hidden water leak that turned into a major repair project. From damaged walls and aging plumbing to contractor coordination and unexpected expenses, we break down what really happens when property ownership goes sideways.We also discuss real estate lead programs, the importance of reading the fine print, agent safety when meeting new clients, and lessons every investor should know before buying rental properties.If you've ever owned real estate, managed tenants, or worked in the industry, this episode will feel all too familiar.

  8. May 30

    The Weirdest Real Estate Facts We Could Find | Episode 55

    On this episode of the Legit Real Estate Podcast, Holly is joined by Jennifer Dandridge and Erica Fluevog for a hilarious game of TWO TRUTHS & A LIE — Real Estate Edition!From bat houses in Florida and golf cart neighborhoods in Arizona to spite houses, coffin corners, billion-dollar mansions, and bizarre real estate laws… things get weird FAST.Plus:Crazy property storiesHistoric home factsWeird zoning lawsReal estate horror storiesA sheep found during listing photos 😳A cat trapped in HVAC vents for 10 HOURS 🐱You’ll never look at houses the same way again.🎙 Legit Real Estate Podcast📍Real stories. Real estate. Real chaos. Got a story to tell? Email us at thelegitrealestatepodcast@gmail.com#RealEstate #Podcast #RealtorLife #HousingMarket #FunnyPodcast #RealEstatePodcast #HomeBuying #CrazyHomes #RealEstateFacts #LegitRealEstatePodcast

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About

Join TJ Ciolfi & Holly Regoli as they share fun and crazy real estate stories from their own encounters and those of their colleagues. They'll talk about the craziest buyers and sellers, weirdest things they've found at houses, flips gone wrong, nightmare co-brokes and all sorts of quirky crazy things that real estate professionals encounter on a daily basis.

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  • Creator
    Thelegitrealestatepodcast
  • Years Active
    2026
  • Episodes
    59
  • Rating
    Explicit
  • Copyright
    © Thelegitrealestatepodcast
  • Show Website
    The Legit Real Estate Podcast