047: Celina Gregory of Buying Highlands | Southern Highlands

“It's not just about buying a property or a house—it's about helping people create the lifestyle they want.” — Celina GregoryThe NSW South Coast and Southern Highlands have long attracted buyers looking for more space, a slower pace, and a better quality of life. But purchasing in these lifestyle markets comes with its own set of challenges—and local knowledge can make all the difference.In this episode, Chris Bates is joined by Celina Gregory, founder of Buying Highlands and Buying Highlands. With almost 20 years in real estate across both sales and buyer's advocacy, Celina shares how regional markets have changed since COVID and why understanding local nuances is essential when buying outside the city.Together, they unpack the realities of holiday homes, tree changes, hidden growth pockets, buyer psychology, and the practical considerations many purchasers don't think about until it's too late—from road access and community fit to bushfire risk, flood zones, and future resale appeal.If you're considering a move to regional NSW, searching for the perfect weekender, or simply want to make smarter property decisions, this episode is packed with practical advice that could save you time, money, and costly mistakes.Episode Highlights02:17 – From Film Producer to Buyer's Agent05:55 – The Truth About Holiday Rental Income11:22 – Why Buyers Freeze in Today's Regional Market16:00 – The Rural Property Mistakes Buyers Overlook20:15 – Why Local Agents Give Buyers a Real Advantage25:19 – Flood, Fire & Transport: Risks Buyers Must Know29:39 – Choosing Properties That Stand the Test of Time33:50 – How Local Knowledge Saves Buyers Thousands36:03 – Final Advice for South Coast & Highlands BuyersAbout the GuestCelina Gregory is the founder of Buying South Coast and Buying Highlands, where she helps buyers secure lifestyle properties across the NSW South Coast and Southern Highlands. With nearly 20 years of experience in real estate, she has worked across residential sales, holiday rentals, and buyer's advocacy, giving her a comprehensive understanding of regional property markets.After beginning her career in real estate in 2007, Celina built extensive local knowledge through roles with leading agencies across the Northern Beaches, Southern Highlands, and South Coast. Her experience spans communities including Berry, Kiama, Wollongong, Kangaroo Valley and beyond, allowing her to guide buyers with insights that go far beyond online listings.Today, Celina specialises in helping lifestyle buyers, tree changers, and holiday home purchasers navigate regional markets with confidence. She is passionate about matching clients with not only the right property, but the right community and lifestyle, while helping them avoid the common pitfalls that come with buying in rural and coastal areas.Connect with CelinaWebsite | Buying HighlandsInstagram | Celina GregoryLinkedIn | The Savvy BiddersFacebook Page | The Savvy BiddersInstagram | The Savvy BiddersYouTube | The Savvy BiddersWebsite | The Savvy BiddersLinkedIn | Celina GregoryYouTube | Buying HighlandsFacebook Page | Buying HighlandsInstagram | Buying HighlandsWork with Chris (Alcove)Business Webpage Link - https://alcove.com.auEmail - [email protected] Alcove at: (1300 252683)Socials:LinkedIn (Alcove) - https://www.linkedin.com/company/alcovembLinkedIn (Chris) - https://www.linkedin.com/in/christopherbates/Instagram (Chris) - https://www.instagram.com/chrisbates_alcove/🗓️Book a chat with us!🗓️Follow us on our socials!YouTubeLinkedInInstagramTikTokEnjoyed the podcast? Don't miss out on what's yet to come! Hit that subscription button, spread the word, and join us for more insightful discussions in real estate. Your journey starts now!Subscribe on YouTube: https://www.youtube.com/@street-secretsSubscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/street-secrets/id1837331268Subscribe on Spotify: https://open.spotify.com/show/7sBYmpcuxCYwceQiHdBnaq?si=2Gdl60HRRWCBoUlcBHB0nAThe information provided in this podcast is for general informational purposes only and should not be relied upon as financial, investment, or credit advice. It does not take into account your personal objectives, financial situation, or needs. You should consider the appropriateness of the information to your circumstances and seek advice from a licensed financial adviser, mortgage broker, or other qualified professional before making any decision. Canopy Private Pty Ltd holds Australian Credit Licence 558709.