HeyJaredOlive and Pine
A weekly newsletter and community curating beautiful Italian real estate listings, insider living abroad tips, and resources for those looking to buy property or relocate to Italy.
- Indexed issues, last 90 days
- 16
- Latest publication
- Sep 29, 2026
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- Earliest in this view
- Aug 11, 2026
Latest issues
🏡 Bonus Finds: Perugia at Every Price Point (opens the original)
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Buongiorno! 👋 Happy Tuesday! I’ve just wrapped up one retreat last week and kicking off another one this week! I am having the best time showing people Italy (as a local) and meeting so many amazing women! You all are the reason I’m doing what I’m doing. To see others experience Italy and fall in love with it like I did- well, it brings me so much JOY! Side note- it’s mushroom season here in Tuscany and I was given a huge bag of porcini mushrooms by one of my neighbors- and my sweet “nonna” (I’v
🏡 Friday Finds for September 25th, 2026 (opens the original)
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Ciao, y’all! Happy Friday! I don’t know what the weather is like where you’re reading this, but I am in absolute heaven in Tuscany this week. 🍂Fall has officially arrived, and after a very hot summer, the cooler temperatures feel SO good. I was genuinely excited to pull out a turtleneck last night before heading to dinner with friends at a vineyard nearby. Give me a cozy sweater, a glass of Tuscan wine, and dinner overlooking the vines and I am one happy girl. 😂And then I had one of those pinch-
🏡 Bonus Finds: 5 Gems for Sale under €295k (opens the original)
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Buongiorno! 👋 Happy Tuesday! I’m coming off such a full week/weekend after wrapping up another retreat here in Italy, and I’m still thinking about so many of the conversations we had around the table. And while shopping! <source type="image/webp" /
🏡 Friday Finds for September 18th, 2026 (opens the original)
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Buongiorno and happy Friday! ☕️Ciao from Tuscany, where September is already moving faster than I would like!Our September retreat is well underway, and we are having the best time already! We visited some local villages, met with a local artisan, had amazing pizza, laughed a lot and enjoyed the gorgeous fall weather! We also have one guest actively looking at properties while she’s here and I am so excited for her! The next eight weeks are going to be a whirlwind. I’ll be hosting three more ret
🏡 Bonus Finds: The Villa I’m Manifesting (opens the original)
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Ciao, friends! ✨I’m heading into the first retreat of the fall and I couldn’t be more excited!! Getting together with all of you in real life reminds me WHY I’m doing what I’m doing and I just love it so much!This week’s Bonus Finds is a little different. There’s just one home in today’s edition, and it’s well outside the price range I usually share here. But a friend sent it to me who had done a consulting trip with me earlier this year! We talked a lot about my dream for having a place to host
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