Jake Gunther

Global Real Estate Advisor
DRE#

Blog

Saturday Night On The Miracle Mile For Beach Club Regulars

By Jake Gunther - January 05, 2026
Dinner on site, a sunset ritual, and a short walk home to your own front door There’s a certain Naples Saturday night that never needed hype. You’d drift toward the old Naples Beach Hotel lawn, catch live music on the breeze, run into three people you actually wanted to talk to, and end up at the beach bar for that laid-back, “of course we’re here” golden hour. Th

Old Naples For Food And Wine People Who Entertain At Home

By Jake Gunther - December 22, 2025
Larger kitchens, open living, and courtyards that turn a Tuesday into a dinner party A quick lifestyle vignette In Old Naples, entertaining is not a production. It is a rhythm. You pick up something special, stroll home under the palms, open the sliders, and suddenly the courtyard is glowing and the whole house feels like it was designed for one perfect long meal. Big-Picture Appeal Wal

Brunchable Blocks: Choosing A Home Around Your Weekend Ritual

By Jake Gunther - December 15, 2025
How Naples’ best brunch tables quietly map your real estate search You wake up to filtered sunlight, toss on linen, and wander out the door with no real rush. Ten minutes later, you are at Sails on Fifth, leaning into their all you can eat Champagne brunch, phones out as the pastry tower lands at your table. It is expensive, unapologetically extra, and completely worth it when the pancake

Coffee, Croissants, And Condos: Morning Routines In Old Naples

By Jake Gunther - December 14, 2025
How your ideal latte run can quietly dictate which building you choose You wake up, slide open the balcony doors, and let that soft Gulf air drift in while the espresso machine warms up. Shoes optional. In ten minutes you can be wandering under banyan trees toward Tony’s Off Third for a croissant, or tucked into the leafy courtyard at Jane’s Café with a second cappuccino and

Old Naples For Food Lovers: Living Within A Ten Minute Walk Of Your Favorite Table

By Jake Gunther - December 10, 2025
How to pick a home that puts Third Street, Fifth Avenue, and your favorite reservation right into your daily routine Picture this: you finish a perfect night at Campiello or Sea Salt, say goodbye to friends under the twinkling lights, and instead of waiting for a car, you stroll home under the banyan canopy. No parking garage shuffle. No traffic. Just a quiet ten minute walk back to your condo

Why 101 Amblewood Lane Might Be the Most Fun You Can Have in a Country Club Without Playing Golf

By Jake Gunther - December 09, 2025
Pickleball stadiums, poolside lunches, holiday 5Ks — Wyndemere brings serious energy, no golf membership required. Not Your Parents’ Country Club Let’s clear something up: Wyndemere isn’t a “see and be seen” kind of place. It’s not flashy. It’s not gated-off glitz. It’s low-key luxury with real energy,  the kind you feel when you walk

Life On Naples’ Miracle Mile: From Sunrise Walks To Four Seasons Sunsets

By Jake Gunther - December 08, 2025
What it really feels like to live in the new wave of ultra-luxury condos along Gulf Shore Boulevard You wake up to that soft Gulf light, sliding across the terrace and into your kitchen. Coffee in hand, you ride the elevator down, cross the dune walkover, and your “morning commute” is a barefoot stroll along the sand. By late afternoon you are back upstairs, showered and dressed, wa

What it really feels like to live walking distance to Fifth Avenue South

By Jake Gunther - December 08, 2025
Morning coffee in flip flops, sunset cocktails at Bar Tulia, and a two-song stroll home under the lights of Old Naples. You step out of your low-rise condo, still barefoot from slipping on sandals at the door. The air smells like jasmine and espresso. In five minutes you are at Fifth Avenue South, grabbing a cappuccino and a croissant, watching the morning dog-walk crowd drift by under the pal

Old Naples For Foodies: Building Your Life Around A Restaurant Row

By Jake Gunther - December 04, 2025
Why serious eaters end up buying within walking distance of their favorite table Picture this. You step out of your villa or condo, the air is warm, the sky is turning that soft Gulf pink, and you can actually smell dinner in the distance. Sails for a long, languid dinner and the best caviar service in town, Le Colonial for something sultry and romantic, Tulia Steakhouse for that perfect char,

Boat-Day Essentials: Launches, Rentals, and Waterside Eats

By Jake Gunther - December 02, 2025
How to do a Naples boat day like a local who loves comfort, views, and good food Picture this: the sun is barely up, the bay is glassy, and you are loading a cooler and a big sunhat onto the boat while pelicans glide past the docks. A slow cruise through Port Royal to admire the homes, a few hours anchored off Keewaydin, then a lazy ride back toward town for a dockside late lunch and a sunset t

Beach Clubs vs Private Clubs: How Social Life Works in Naples

By Jake Gunther - December 02, 2025
Decoding Naples’ two big social ecosystems so you can choose your crowd, your calendar, and your view. You wake up to a soft Gulf breeze, wander downstairs in sandals, and a club attendant is already setting up your chaise on the sand. That afternoon, you are across town under royal palms, playing nine holes, then joining friends on a terrace that overlooks the course as the sky turns pin

Waterside Shops and Artis-Naples: Culture Days Done Right

By Jake Gunther - December 02, 2025
How Naples does luxury shopping, symphony nights, and gallery afternoons in one effortless loop Imagine a sunny afternoon that drifts from a Dior fitting room to a pre-concert dinner on the water, then ends with the Naples Philharmonic and a glass of wine under the palms. That Waterside Shops–to–Artis-Naples circuit is where Naples really shows off: high fashion, serious art, and wo

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