Jake Gunther

Global Real Estate Advisor
DRE#

Blog

How Condo Rules Shape Rentals and Flexibility

By Jake Gunther - January 26, 2026
The fine print is where the lifestyle lives, especially if you want options A quick “day in the life” vignette You wake up to that clean, bright Naples light and a quiet building that feels well-run. Your coffee is on the lanai, the Gulf is doing its thing, and your only real plan is a beach walk and lunch on Fifth. Then you remember why you chose this building in the first place: you can actual

Renovation vs Resale on the Coast in 2026

By Jake Gunther - January 26, 2026
Why “done and delightful” is winning, and when a smart renovation still makes sense A quick scene to set the tone You walk in from the beach with sandy feet and salty hair. The place feels calm, bright, and effortless. No contractor calendars, no design decisions at midnight, no boxes living in the hallway for six months. Just a clean, finished home that lets you start your Naples routine right

Buy With Your Parents, Use It Like a Pro

By Jake Gunther - January 25, 2026
A Smart Second-Home Strategy in Old Naples A lot of Old Naples purchases are not just about real estate. They’re about rhythm. Where your family gathers. How often you actually use the home. Whether it feels effortless or complicated. And whether the next generation will love it as much as you do. That’s why more families are leaning into a smarter second-home strategy: buying together. Someti

411 6th Street S #202 Boutique Condo, Big Lifestyle

By Jake Gunther - January 25, 2026
The Under-40 Case for La Majorca Near Fifth Avenue There’s a certain moment that happens in Old Naples when you realize you’ve outgrown the “big building” vibe. You still want a pool. You still want the ease. You still want the walkability. But you also want privacy, a little breathing room, and the feeling that you live in a place that’s quietly special, not just popular. That’s the lane La Ma

Old Naples Basecamp for Families

By Jake Gunther - January 25, 2026
Why 411 Sixth Street #202 Makes Vacations Effortless Some family vacations feel like a second job. Who’s driving, who’s walking, who’s carrying beach chairs, where are we eating, who forgot the stroller, and why does everything require a plan? Old Naples is the rare place where the best days happen when you stop planning. Picture this: you wake up at 411 Sixth Street #202, coffee in hand, and t

Pool Courtyard vs Gulf View

By Jake Gunther - January 24, 2026
Two very different kinds of “wow” and how to choose the one you’ll love on an ordinary Tuesday Picture this. One option opens with a private gate, a hush of palms, and your own sunlit courtyard where the pool sparkles like a boutique resort. The other starts with an elevator ride and ends with a balcony that turns every sunset into a daily ritual, the Gulf stretching out like a living painting.

Refinishing, Rebuilding, Or Replacing: The Life Cycle Of An Old Naples House

By Jake Gunther - January 21, 2026
How to decide between a thoughtful renovation, a major rework, or a clean-slate new build without losing the charm that makes Old Naples feel like Old Naples. You buy an Old Naples house for the way it feels: the canopy streets, the short bike ride to the beach, the quiet confidence of a neighborhood that never tries too hard. Then you open a closet, peek behind a soffit, or start pricing windows

How Old Naples Homeowners Think About Long-Term Value

By Jake Gunther - January 21, 2026
It’s not just a charming address. It’s a portfolio of future options. You can feel it on an early-morning walk when the light hits the palms just right. In Old Naples, the “home” is the lifestyle, but the value story is often underneath your feet. The homeowners who do best long-term tend to think less like shoppers and more like stewards of a scarce, tightly governed coastal grid where land, rul

Preconstruction vs. Resale on the Miracle Mile

By Jake Gunther - January 19, 2026
Timing, deposits, customization, and the difference between “future perfect” and “perfect right now” in Naples Picture this: you’re driving Gulf Shore Boulevard North at golden hour, the Gulf is glassy, and you can feel that familiar pull toward the Miracle Mile. You want the beach lifestyle, the views, the walkability, the energy, and that feeling of arriving. The only question is how you buy it

Buying A Second Condo In Naples: One For You, One To Rent

By Jake Gunther - January 17, 2026
A “lifestyle-first” retreat plus an income-producing place that helps carry the overhead Picture this: you fly in, your personal condo feels exactly the way you like it, stocked, calm, and never “rented hard.” Meanwhile, a few miles away, your other residence is doing its job quietly, generating income during peak season while you’re not even in town. This is the Naples version of having your cak

From Condo To Cottage: How To Step Up Into A Single Family Home In Old Naples

By Jake Gunther - January 17, 2026
A smart two-step move that protects your timing, your leverage, and your lifestyle A quick lifestyle vignette You start the morning on Fifth with coffee in hand, strolling home past courtyards and boutiques, and it hits you: the condo was the perfect chapter, but you’re ready for something that feels more like a private retreat. A garden gate. A pool you don’t share. A garage for bikes and beach

Trading From Naples Beaches To A Golf Community

By Jake Gunther - January 07, 2026
When storm seasons feel louder, some buyers are choosing “inland ease” without giving up a polished Naples lifestyle. A quick lifestyle vignette Picture a Sunday that starts with a quiet walk under mature trees, coffee on the lanai, and a quick nine where your “exercise” is built into your social life. No elevator, no parking garage, no salt mist on the sliders. Later, you still make it to the b

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