Local, no-fluff articles on buying, owning, and selling in Naples and Southwest Florida — from storm-season prep to what really moves a sale. Browse by topic below.
New to pickleball? Here's exactly where a beginner should show up in Naples this week, how open play works, plus ratings and gear tips.
Read the latest →An honest, evidence-based look at pickleball's health and social case, its real injury risks, and why walkable Naples court access matters at 55+.
Read →55,000+ fans, 3,750 players, 65 courts: the US Open Pickleball Championships put Naples on the map. Here's the venue, 2027 dates, and how to go.
Read →A Naples pickleball guide to public, open-to-all courts: addresses, court counts, hours, fees, and how drop-in open play actually works.
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Buying Three of the world's great hotel brands are delivering residences in Naples at once — the Ritz-Carlton Residences (from ~$4M, occupancy 2026), Four Seasons at the Naples Beach Club (153 residences, a ~$100M penthouse), and Rosewood (42 gulf-front, late 2026). What the 25–35% brand premium buys, the risks nobody mentions, and why the brands chose Naples now.
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Naples Lifestyle You have money. You don't have Saturdays. The research-backed case for amenity-rich community living in Naples — what buying back your time is actually worth, the gym-proximity effect, the loneliness math, and what's worth paying for vs. doing yourself.
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Naples Lifestyle Southwest Florida's cultural anchor — Artis—Naples, home of the Naples Philharmonic and The Baker Museum. The 2026–27 season highlights, what to see at the museum, the free museum night locals love, and why the campus anchors North Naples living.
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Buying Bundled-golf communities include golf with the home and skip the big initiation fee — the most affordable way into Naples golf living. Here are the standout values in 2026 by annual dues and all-in cost, from under $2K golf dues to premium, with the trade-offs to weigh.
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Buying Two of Naples' most popular new communities compared — STOCK Development's lakefront Caymas vs Taylor Morrison's Esplanade by the Islands: price points, builders, home types, amenities, fees and CDD, location, and who each one fits. Both are all-ages, neither has golf.
Read →An honest look at Del Webb Naples, the Pulte 55+ active-adult community in Ave Maria — the Oasis Club and Grand Hall amenities, optional Panther Run golf (the cheapest club membership in the Naples market), pricing from the $340s, the stewardship district, Ave Maria's boom, and the big trade-off: it's about 45–60 minutes from the coast.
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Buying An honest comparison of three of Naples' most prestigious golf communities — Grey Oaks, Mediterra, and Quail West: courses, membership structure and cost, home prices, recent sales data, location, and who each one actually fits.
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Naples Lifestyle A guide to The Isles of Collier Preserve in Naples — Minto's nature-first, no-golf community wrapped around 1,200+ acres of preserve and the Cypress Waterway: kayaking, the Overlook Bar & Grill, home types and resale pricing, no CDD, all-ages, and what its 2026 sell-out means for buyers.
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Naples Lifestyle The two North Naples destinations for shopping, dining, and nightlife — the lively, mixed-use Mercato (now with Alamo Drafthouse) and the luxury Waterside Shops, mid-$100M redevelopment with Dior and Brunello Cucinelli arriving. What each is like and who they're for.
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Naples Lifestyle Naples Botanical Garden is 170 acres of world-class tropical gardens and wild preserve in the Bayshore Arts District. What to see garden by garden, admission and hours, resident discounts, the Fogg Café, kids' play, and the magical winter Night Lights.
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Naples Lifestyle Want to play golf in Naples without sitting on a membership waitlist? Bundled-golf communities include membership with the home — no initiation, no waitlist — and several private equity clubs currently have immediate availability. Here's the 2026 landscape, club by club.
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Naples Lifestyle The Naples Pier is being rebuilt after Hurricane Ian — demolition began January 2026, with a $26M storm-resilient pier expected around late 2027. Here's the full status, what's changing, and why the beach and Old Naples around it are as good as ever.
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Naples Lifestyle A nationally accredited zoo set in a historic 1919 tropical garden in the heart of Naples — lions, giraffes, the Primate Expedition Cruise, and giraffe feeding. Hours, admission, and what not to miss.
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Naples Lifestyle Naples' historic waterfront marketplace and the boat tours that leave from it — Tin City and the Bayfront. Shopping, casual seafood, and dolphin and sunset cruises on Naples Bay.
Read →Wintering in Naples can accidentally make you a U.S. tax resident. Here's how the IRS Substantial Presence Test really works (with the math), and how Form 8840 — the Closer Connection Exception — keeps your worldwide income out of the U.S. tax system.
Read →Absentee and international owners are prime targets for deed (title) fraud in Florida — vacant homes, no mortgage, out-of-country mailing address. Here's how it works, and the free, five-minute Collier County Property Fraud Alert that warns you the moment anything is recorded against your name.
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Buying Toll Brothers' Seven Shores vs STOCK/Pulte's Caymas — two of Naples' top new-construction communities compared on price, builders, natural gas, amenities, scale, and buyer fit. Both are all-ages; neither has golf.
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Buying Two GL Homes 55+ resort communities in Naples compared — the newer Valencia Sky vs the established Valencia Trails: pricing, clubhouse, location, CDD, resale availability, and who each one fits.
Read →What actually sets your Naples home's value — and why a portal estimate isn't it. How pricing works in a 2026 buyer's market, the cost of overpricing, and how to get a real number.
Read →Most listing pitches sound the same. Here's what actually separates agents who sell your Naples home fast and for top dollar — the questions to ask, and why marketing reach matters more than a logo.
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Relocation What it really costs to live in Naples, FL in 2026 — housing, the no-income-tax advantage, property taxes, the big insurance line, plus utilities, groceries, and healthcare — with what's cheaper and what's pricier than you'd expect.
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Buying Two real 2026 Esplanade by the Islands purchases, broken down: base price, $135K–$150K lot premiums, $166K–$191K in design-center upgrades, builder discounts, and the pool + finishes that push the true cost well past the sticker.
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Relocation An honest look at retiring in Naples, FL in 2026 — the real upsides (no state income tax, weather, healthcare, lifestyle) and the real trade-offs (cost, insurance, summer heat, hurricane season), plus who it fits and who it doesn't.
Read →A practical step-by-step checklist for moving to Naples, FL — from setting a budget and scouting trip to financing, due diligence (flood, insurance, HOA/CDD), inspections, closing, and establishing Florida residency and homestead.
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Buying An honest comparison of three Southwest Florida options — Naples, Bonita Springs, and Marco Island: lifestyle, price, location, who each fits, and the trade-offs, so you can choose the right home base on the Paradise Coast.
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Naples Lifestyle Naples golf communities come in three flavors — bundled, equity, and non-equity — and the difference can mean tens of thousands of dollars a year. A plain-English guide to how each works, what it costs, and who each one fits, with real Naples examples.
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Buying Thinking of buying a lot to build new — or tearing down and rebuilding — in Naples? The honest economics, the FEMA 50% rule, flood elevation, permits and timelines, where it makes sense (Old Naples, Aqualane, Naples Park, Port Royal), and the pitfalls to avoid.
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Relocation A Canadian snowbird's guide to buying in Naples, Florida: the ~182-day rule and Form 8840, staying a Canadian tax resident, FIRPTA withholding when you sell, foreign-national mortgages, the CAD/USD exchange, and nonstop Toronto–RSW flights.
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Buying A guide to Caymas, the new gated lakefront community in Naples by STOCK Development — location off Collier Boulevard, the 30,000 sq ft clubhouse opening in 2026, home builders and prices, the CDD, and who it's for. No golf — a lifestyle-and-racquet community.
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Naples Lifestyle Clam Pass Park is one of Naples' most distinctive beaches — a flat, easy three-quarter-mile boardwalk (or a free tram) through the mangroves to a quiet Gulf beach, with chair rentals, a snack bar, and some of the best birding in town.
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Buying The honest trade-offs between gated and non-gated living in Naples — security, amenities, HOA fees and rules, resale, walkability, and flexibility — with examples of each and who they actually suit.
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Buying A realistic 2026 look at the income needed to buy in Naples — worked examples at $500K, $750K (the median), and $1M with 20% down at current rates, the 28/36 rule, and why insurance is the swing factor in Southwest Florida.
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Relocation A Massachusetts-to-Naples relocation guide: the 5% + 4% 'millionaire surtax' vs. Florida's zero income tax, the MA estate tax, nonstop Boston–RSW flights, the I-95 drive, and the Naples communities New Englanders choose — with honest trade-offs.
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Relocation A Minnesota-to-Naples relocation guide: MN's 9.85% top rate and its taxes on Social Security and retirement income vs. Florida's zero, the MN estate tax, nonstop MSP–RSW flights, the I-35/I-75 drive, and where Minnesotans land in Naples.
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Relocation A Wisconsin-to-Naples relocation guide: WI's graduated tax (top 7.65%) and how Florida's zero changes the math on pensions and 401(k)/IRA income, nonstop Milwaukee–RSW flights, the drive south, and where Wisconsinites land in Naples.
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Relocation A Pennsylvania-to-Naples relocation guide: PA's flat 3.07% (plus local wage tax) and its unusual inheritance tax vs. Florida's zero, nonstop Philadelphia & Pittsburgh flights to RSW, the I-95 drive, and the Naples communities Pennsylvanians choose.
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Buying Not all 'waterfront' in Naples is equal. A boater's guide to the four access types — direct no-bridge Gulf access, bridged canals, Naples Bay, and interior canals — plus bridge clearance, water depth, and Gordon Pass, so you buy the right dock for your boat.
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Buying Florida's post-Surfside condo laws reshaped what to check before buying an older Naples condo. A plain-English 2026 guide to milestone inspections, the Structural Integrity Reserve Study (SIRS), the HB 913 changes, and the documents that reveal special-assessment risk.
Read →A $5 million budget in Naples buys very different lives — a high-floor beachfront condo, the entry tier into Port Royal, a deep-water Aqualane Shores estate, or a large new golf-community estate. Here's the honest trade-off at $5M in 2026.
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Buying A 2026 availability map of Naples new construction — which communities are still selling brand-new homes (Esplanade, Caymas, Seven Shores, Valencia Sky, Naples Reserve, final Lely phases) and which have sold out and gone resale. For which one fits you best, see our by-buyer-type guide.
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Buying Buying in Esplanade by the Islands, Naples? Here's the honest trade-off between a brand-new Taylor Morrison build and a resale home — price, upgrades, build time, the $5,000 working fund, who pays it, mature vs. raw lots, and how to decide.
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Naples Lifestyle A complete guide to Lely Resort, Naples — its three golf courses (Flamingo Island, Mustang, The Classics), the ~30,000 sq ft Players Club & Spa, membership costs, the 40+ neighborhoods and price ranges, and who Lely actually fits.
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Relocation A Chicago-to-Naples relocation guide: the Illinois-vs-Florida tax math, what your housing dollar buys, nonstop flights to RSW, the I-75 drive, and the Naples communities Chicagoans choose — with an honest look at the trade-offs.
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Relocation A Michigan-to-Naples relocation guide: the 4.25%-vs-zero income-tax math, what your housing dollar buys, nonstop flights to RSW, the I-75 drive straight down, and the Naples communities Michiganders choose — with honest trade-offs.
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Relocation A New Jersey-to-Naples relocation guide for the whole state — North Jersey, the Shore, and the Philadelphia/South Jersey metro: the income- and property-tax math, the truth about NJ's 'exit tax,' nonstop flights from EWR/PHL/ACY, and where NJ buyers land.
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Relocation Moving to Naples from NY, NJ, or CT: the state-income-tax savings, the SALT cap and 183-day residency reality, what your housing dollar buys, nonstop flights to RSW, and where tri-state buyers land — with honest trade-offs.
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Relocation An Ohio-to-Naples relocation guide: the Ohio-vs-Florida income-tax math (Ohio is going flat in 2026), what your housing dollar buys, nonstop flights to RSW, the I-75 drive, and the Naples communities Ohioans choose — with honest trade-offs.
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Buying A guide to the ultra-luxury tier of Port Royal, Naples — the $20M+ streets (Admiralty Parade, Spyglass Island, Rum Row), what deep-water Gulf access and the Port Royal Club really mean, why prices reach $85M+, and how to actually buy at this level.
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Buying An honest comparison of Naples' three most prestigious adjacent neighborhoods — Port Royal, Aqualane Shores, and Old Naples: deep-water boating, beach proximity, walkability, HOAs, and price ranges, so you can tell which one actually fits how you want to live.
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Naples Lifestyle A guide to The Classics Plantation Estates at Lely Resort — the gated, private Gary Player equity country club inside Lely: how it differs from the Players Club & Spa, the membership costs (initiation, dues, F&B minimum), the Avonlea/Covington/Martinique villages, home prices, and who it fits.
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Buying The real annual cost of owning in Esplanade by the Islands, Naples — HOA dues, the CDD on your tax bill, the $800 food-and-beverage minimum, the $5,000 resale working fund, property taxes, and insurance — itemized, with what's fixed vs. what varies by home.
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Naples Lifestyle BALEEN at LaPlaya Beach & Golf Resort is one of the only true toes-in-the-sand dining rooms in Naples — Gulf Coast seafood, a raw bar, and front-row sunsets on Vanderbilt Beach. What to know before you go.
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Naples Lifestyle When the boating is best in Naples — why dry season wins, how to read the summer sea-breeze storms, what winter cold fronts do, and why you plan your run around the tide.
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Naples Lifestyle Naples has two seasons — a near-perfect dry season and a warm, stormy wet season. Here's the month-by-month breakdown of temperatures, humidity, and rain, and the best time to visit or live here.
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Naples Lifestyle A 2.25-mile boardwalk through the largest old-growth bald cypress forest in North America, 30 minutes from Naples. What to see at Audubon's Corkscrew Swamp Sanctuary, admission, hours, and the best time to visit.
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Naples Lifestyle Twenty minutes from North Naples, CREW Bird Rookery Swamp is real Florida swamp — a boardwalk and miles of old tram-road trail through cypress, with alligators and wading birds at close range. What to expect, plus the current closure status.
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Naples Lifestyle The two districts that make downtown Naples one of Florida's best walkable scenes — Fifth Avenue South and Third Street South. What each is like, where to eat and shop, parking, and the after-dinner beach sunset.
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Storm & Insurance How the El Niño/La Niña cycle shifts Naples winters and hurricane seasons — cooler-and-wetter vs. warmer-and-drier — and what the current phase means for owners and snowbirds.
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Naples Lifestyle Naples sits right on the edge of the Western Everglades. A local's guide to airboat tours, the Ten Thousand Islands, and the wild day trips just east and south of the city — plus the best time to go.
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Naples Lifestyle A 140-acre ecological corridor with 2.5 miles of paved and boardwalk trails, a kayak launch, and a heron rookery — free, in the heart of Naples. A local's guide to the Gordon River Greenway.
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Storm & Insurance When hurricane season runs, what the risk in Naples really is, the 2026 outlook, and the insurance, flood, and construction facts every Southwest Florida buyer and owner should know — without the hype.
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Naples Lifestyle From Delnor-Wiggins to the Naples Pier — a local's guide to Naples and Collier County's public beaches: what each is best for, where to park, and the resident permit that makes it all easier.
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Naples Lifestyle Beyond the beaches, Collier County's public parks are a huge part of life here — freshwater lakes, water parks, sports complexes, dog parks, trails, and boat ramps. A local's guide to the best of them.
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Buying Three of Naples' best-known beach communities sit side by side along Gulf Shore Boulevard — but they're surprisingly different on beach access, boating, price of entry, and fees. An honest comparison to help you choose.
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Naples Lifestyle Naples calls itself the pickleball capital of the world, and the numbers back it up. Where to play public courts, the US Open, indoor options, and the communities built around the game.
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Naples Lifestyle What it actually means to belong to a private beach and golf club in Naples — the rhythm of beach, golf, dining, and spa life — using LaPlaya Beach and Golf Club as the flagship example. An honest look at the lifestyle, the tiers, and the trade-offs.
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Selling Naples is a buyer's market in 2026. The 5 decisions — pricing, concessions, prep, timing, and your next move — that sell your home fast and for top dollar.
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Buying An honest, side-by-side comparison of two Naples communities where golf is optional — The Vineyards (North Naples, non-equity club, no CDD) and Fiddler's Creek (South Naples, mandatory Club & Spa, CDD bond). Home types, the real membership math, and cost of ownership.
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Buying Two North Naples golf communities where membership is optional — but the club models are opposite. The Vineyards (non-equity, family-owned, attainable) vs. Mediterra (equity, member-owned, two Tom Fazio courses and a private beach club). An honest comparison.
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Buying Want a 55+ active-adult community in Naples with no CDD bond on the tax bill? The honest list is shorter than you'd think. Here's why, the standout option (Valencia Trails), and how to verify any community's CDD status before you buy.
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Buying Buying a new-construction home in Naples? Here's how buyer's-agent representation and commissions actually work in 2026 after the NAR settlement — whether the builder pays your agent, the registration mistake that can cost you representation, and what a buyer's agent really does on a new build.
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Buying An honest, side-by-side comparison of two of Naples' most popular resort communities — Valencia Trails (GL Homes, 55+, no CDD) and Esplanade by the Islands (Taylor Morrison, all ages). Amenities, home types, location, and the real cost of ownership.
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Market & Trends In Naples, the same $2 million is a 1,500 sq ft beach condo, a brand-new 4,000 sq ft estate, or a huge home in a golf community — it all depends where you point it. Here's exactly what $2M buys across Naples in 2026, and how to choose.
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Naples Lifestyle A real, first-hand review of living in Valencia Trails, the 55+ GL Homes community in North Naples — what I genuinely love, what I'd want you to know before you buy, who it fits, and what homes actually cost in 2026. From an agent who lives here.
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Buying Is The Quarry in Naples worth it? An honest, no-spin review of the lakefront community built on a former limestone quarry — the boating and Beach Club, the optional golf, the real costs (CDD, dues, docks), and who it actually fits.
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Selling The costly mistakes Naples sellers make — mispricing, skipping prep, ignoring insurance and roof red flags that scare buyers — and how to avoid each one.
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Naples Lifestyle Why boating is the heart of the Southwest Florida lifestyle — the Keys, the Bahamas, fishing, diving, dolphins, sunset cruises — and the yacht broker I personally bought and sold a boat with: Ted Gates of Yachts360.
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Buying An honest, agent's-eye review of Greyhawk in Naples — the newer Pulte community at the Golf Club of the Everglades. Modern homes, optional Rees Jones golf, no CDD, and the real fees (HOA, capital contribution, F&B minimum) you need to budget for.
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Selling Which remodeling projects pay off at resale in Southwest Florida — impact windows, kitchens, outdoor living — and which over-improvements rarely return.
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Owning What a Florida home warranty covers, how Chapter 634 protects you, typical costs, the common traps, builder 1-2-10 warranties on new builds, and who should buy one.
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Buying Buying a Naples home on septic? How to confirm it, why Florida bans point-of-sale septic mandates, inspection and replacement costs, and the 75-ft well rule.
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Buying Why 1 in 5 Florida homes test high for radon — even slab homes and condos — plus Florida's disclosure law, how to test during a Naples purchase, and mitigation costs.
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Market & Trends Years after Hurricane Ian, here's what lastingly changed for Southwest Florida buyers — insurance, building codes, flood maps, and why resilience now drives value.
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Naples Lifestyle I took my fiancée on a private sunset yacht charter aboard the 70-foot Athena out of Marco Island — the route, the cost, what's included, and why it's the quintessential Southwest Florida evening.
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Buying Real-estate wire fraud cost victims $275M in 2025. How Naples buyers and sellers verify wiring instructions, spot the scam, and act fast if it happens.
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Owning How to extend a SWFL roof's life, Florida's roof-age insurance rules, the 25% roof rule, wind-mitigation credits, and when replacing pays off at resale.
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Selling Why right-sizing to a Naples condo or villa simplifies life and unlocks equity — plus homestead portability, lock-and-leave living, and how to make the move easy.
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Market & Trends How Naples' snowbird seasonality shapes the best time to buy or sell — peak season vs. summer, buyer leverage vs. seller demand, and why prep beats the calendar.
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Selling High-impact staging steps that help a Naples home photograph beautifully and sell faster — declutter, light, curb appeal, and the outdoor-living edge buyers want.
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Owning How to safely close up a Naples seasonal home for the summer and hurricane season — AC and humidity, water, pests, storm prep, insurance, and home-watch.
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Buying What a home inspection covers in Naples, what it costs, the specialized inspections it leaves out — 4-point, wind-mit, septic, seawall — and how to use the report.
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Market & Trends Naples sellers should plan on roughly 80–100 days to attract a buyer in 2026, plus closing time. See the latest Naples market data, what drives the timeline, and how to sell faster.
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Storm & Insurance How Southwest Florida homes are engineered to survive hurricanes — building codes, the continuous load path, impact openings, roof systems, and flood elevation — plus what to verify before you buy.
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Buying New homes aren't flawless. Learn why Naples buyers inspect after closing, how the builder's 1-2-10 warranty really works, the Florida laws that protect you, and why the 11-month inspection can save thousands.
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Owning A clogged AC condensate drain is the #1 AC issue in Naples. Here's how to spot it, clear it in about 15 minutes with a wet/dry vac and vinegar, and prevent it — with a video and diagram.
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Storm & Insurance The complete 2026 Florida hurricane prep guide — your plan, emergency kit, water and supplies, home protection, insurance, evacuation, and what to do after the storm. Built for Naples & SWFL homeowners.
Read →Ask and I’ll answer it personally — and maybe turn it into the next post.