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Keyscations Realty
Gracie DorrBrokered by Keyscations Realty
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Florida Keys real estate FAQ — searchable.

15 answers from Gracie across buying, selling, waterfront, insurance, VR, financing, and neighborhood choice.
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How long does a Florida Keys home purchase typically take?
Buying
Budget 35–45 days from executed contract to closing when a mortgage is involved. Cash closings can move faster. In the Keys, insurance binding is often the schedule-critical item — start that during the diligence period, not at the end.
Is a cash offer that much stronger in the Keys?
Buying
Meaningfully stronger on insurance-uncertain or condition-concern properties, where lender appraisal and insurance-binding are real risks. On clean inventory, a well-structured financed offer with a Keys-savvy lender often competes just fine.
Why use a Keys-savvy lender instead of my usual mainland bank?
Financing
Mainland lenders consistently underprice Keys flood and wind insurance on the Loan Estimate, then surprise you with higher monthly escrow at closing. Keys-savvy lenders price insurance correctly the first time and know which insurers are actively writing.
How much more does second-home financing cost vs. primary?
Financing
Typically 0.125–0.50% higher rate than primary, with tighter down-payment requirements (10-20% vs 3-5%). Investor loans run 0.50–1.50% above primary with 25%+ down.
Is canal-front or open-water better?
Waterfront
Canal-front gives you protected dockage, easier docking, and typically lower maintenance. Open-water gives you views, sunrise/sunset orientation matters, and less boat-traffic noise — but more exposure in storms and usually a higher insurance load.
Can I build a new dock on a Keys waterfront property?
Waterfront
Sometimes. Dockage is constrained by Army Corps, FL DEP, and Monroe County permitting. What's grandfathered can often be repaired, but rebuilding to the same dimensions frequently isn't automatic. Diligence this pre-offer, not post-offer.
Do I have to carry flood insurance in the Keys?
Insurance
With a mortgage, essentially yes — lenders require it in almost every Keys flood zone. Even cash buyers typically carry flood. Self-insuring a Keys property is almost always a bad bet.
What is Citizens Property Insurance and when do I use it?
Insurance
Citizens is Florida's insurer of last resort for wind/homeowners coverage. Many Keys homes end up on Citizens for wind because private carriers pull out of the market. It's not inherently bad — it's just where a lot of Keys properties land.
What's a BFE and why does it matter?
Insurance
Base Flood Elevation — the FEMA-defined height a property needs to be built above to minimize flood risk. Your property's elevation vs. BFE (from the elevation certificate) is one of the biggest drivers of your flood premium.
Where in the Keys can I actually vacation-rent?
Vacation Rental
Depends entirely on jurisdiction and subdivision. Marathon has specific VR-permitted subdivisions. Key Colony Beach has its own rental-minimum rules. Key West is very restricted — most non-transient-licensed homes require 28+ day minimums. Always confirm in writing with the specific jurisdiction before assuming income.
Should I self-manage or use a property manager?
Vacation Rental
Self-management maximizes net income if you have capacity, live nearby, and want control. Professional management is 20–30% of gross but handles turnover, maintenance, and guest issues — critical for owners 1,000+ miles away. Test the math in the VR estimator.
When is the best time to list a Keys home?
Selling
Traditionally October–March when snowbird buyers are active. That said, well-priced, well-presented Keys homes sell year-round. Timing matters less than pricing strategy, marketing quality, and inspection/disclosure readiness.
What commission should I expect?
Selling
Florida market is typically 5–6% total (split between listing and buyer side), but it's fully negotiable. Gracie's listing consultation includes transparent commission discussion and comparable marketing-plan detail.
What are the best neighborhoods for a primary residence?
Neighborhoods
Depends on commute + schools + lifestyle. Marathon has the fullest primary-residence infrastructure (hospital, schools, retail). Key West New Town and Key Haven are strong for primary. Lower Keys (Ramrod, Cudjoe, Big Pine) skew to primary-residence locals commuting to Key West.
Where should I look for a vacation home?
Neighborhoods
Islamorada, Key Colony Beach, and parts of Marathon are traditional second-home markets. Ocean Reef Club (Key Largo) is the top-tier gated pick. Depends on boat needs, walkability preference, and budget.

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