Florida Keys Real Estate · Gracie Dorr
Find your slice of paradise — and get the keys.
Keys-local expertise for buyers, sellers, and vacation-rental owners. Search homes, compare neighborhoods, and run the numbers — then get a human on your side who knows every bridge between Key Largo and Key West.
Quick search
Start with what matters
Start where you're picturing life.
Every Key has a different personality. These are the ones buyers ask about most — plus the pockets of the Lower Keys Gracie calls home.
Key West
Old Town historic, New Town everyday — the end of US-1.
The most storied address in the Keys. Key West splits between the historic Old Town (gingerbread Conch houses, Duval, Truman Annex) and New Town (canal homes, schools, and the practical side of island life).
Marathon
The Keys' most complete small city — everything you need, on-island.
Marathon anchors the Middle Keys — grocery, marine services, schools, the regional hospital, and a full-service airport all on-island. It's a practical pick for primary residents and one of the strongest vacation-rental markets in the chain.
Islamorada
Sport-fishing capital — walkable villages on both sides of US-1.
Six connected islands with the strongest sport-fishing identity in the Keys. Islamorada trades raw acreage for refined waterfront neighborhoods and a more polished restaurant and retail scene.
Key Largo
Gateway to the Keys + the dive capital of the US.
The first Key you hit driving south from the mainland, Key Largo blends waterfront neighborhoods with the largest slice of the National Marine Sanctuary. It's a strong pick for buyers who want Keys lifestyle with an easier commute to Miami and Homestead.
Ramrod Key
Quiet canal neighborhoods + Breezeswept Beach Estates — Gracie's home base.
Ramrod is an under-the-radar Lower Keys pick with a mix of canal homes and the Breezeswept Beach Estates community. Small, tight-knit, and within easy reach of Key West on good traffic days.
Key Colony Beach
A planned, walkable island city just off Marathon.
Key Colony Beach is its own incorporated city on a sub-island off Marathon. Grid streets, sidewalks, a par-3 golf course, and a tight-knit second-home community make it feel different from anywhere else in the Keys.
Tools built for the realities of Keys ownership.
Mortgage + flood + wind + HOA. Seller net proceeds. Cash-to-close. All tuned for Monroe County.
buyer
Mortgage Calculator
Principal, interest, taxes, and Keys-specific flood + wind insurance in one view.
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seller
What's My Home Worth?
Get a Keys-tuned starting estimate, then a real CMA from Gracie.
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seller
Seller Net Proceeds
What actually hits your account after commissions, taxes, and payoffs.
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buyer
Buyer Closing Costs
Estimate cash-to-close on a Florida Keys purchase.
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general
Keys Ownership Cost
Monthly carry: mortgage + flood + wind + HOA + upkeep.
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investor
Vacation Rental Estimator
Back-of-envelope income potential for VR-eligible Keys properties.
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general
Neighborhood Comparison
Side-by-side comparison of Keys neighborhoods on the dimensions that matter.
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buyer
Buyer Readiness Quiz
Five questions to see where you are in your Keys buying journey.
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buyer
Waterfront Buyer Checklist
Everything to verify before writing an offer on a canal or oceanfront property.
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buyer
Insurance Estimator
Flood + wind + homeowners estimate for a Keys address.
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buyer
Can I Afford This Keys Home?
Income-based affordability sized to Keys carrying costs.
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general
Monthly Carrying Cost
Detailed monthly cost breakdown for a specific property profile.
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general
Keys FAQ Search
Search everything Gracie has answered about buying and selling in the Keys.
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Recent in the chain.
Demo listings while live MLS integration is pending. For current inventory, ask Gracie — she hand-curates matches.
Waterfront123 Overseas Ct, Ramrod Key, FL 33042
$1,295,000
3 bd · 2 ba · 1,820 sqft · 40′ dock
Canal-front Ramrod Key home with a 40' concrete dock, open great room, and storm-rated windows throughout.
Waterfront456 Coco Plum Dr, Marathon, FL 33050
$2,195,000
4 bd · 3 ba · 2,650 sqft · 60′ dock
Open-water Coco Plum stilt home with 60' dock, private pool, and VR-permitted rental history.
Waterfront789 W Ocean Dr Unit 3B, Key Colony Beach, FL 33051
$995,000
2 bd · 2 ba · 1,150 sqft
Ocean-view 2BR in walk-everywhere Key Colony Beach. 7-day minimum rentals permitted.
Guides, financing, and a buyer who's on your side.
Keys-specific guides, mortgage realities, and personalized home search — not a generic brokerage funnel.
Explore →For sellersModern marketing. Keys-tuned pricing.
Professional photo and video, real social reach, and a CMA that accounts for flood zones, VR rules, and dockage.
Explore →For vacation-rental investorsReal income math, not wishful thinking.
Back-of-envelope tools plus deep local knowledge on which subdivisions actually permit short-term rental.
Explore →Canals, docks, bridges, basins — the part of Keys real estate most agents get wrong.
Gracie walks you through bridge clearance, canal depth, storm protection, flood and wind insurance, dock permitting, and the trade-offs between ocean-side and bay-side living.
Waterfront hub →- Deepwater vs. protected canalWhich one matches your boat and cruising plans — and which sells better at resale.
- Flood + wind insurance realityWhat lenders actually require and how recent elevations change your premium math.
- Dockage + permittingWhat's grandfathered, what isn't, and what you can actually build new.
Keys prices don't move like the rest of Florida.
The Keys are a tight, bridge-constrained market with its own rhythm. Gracie publishes a monthly snapshot and quarterly neighborhood reports so you're not guessing.
Median (Middle Keys)
~$1.2M
12-mo trailing
Median (Key West)
~$1.4M
12-mo trailing
Waterfront premium
+35–60%
vs. non-waterfront
Illustrative values for Phase 1 demo. Replace with live market data during Phase 2 market-center build.
A local who picks up the phone.
Gracie knew the canals, the flood zones, and the vacation-rental rules before we even asked. Closed smooth — replace this quote with a real client testimonial before launch.
Modern marketing with real social reach. Replace this quote with a real client testimonial before launch.
Walked me through income potential, permitting, and ROI on three different properties before I committed. Replace this quote with a real client testimonial before launch.
Modern media, real reach, hands-on service.
Professional Photo & Video Marketing
High-end media that shows homes the way buyers actually shop — on their phones, at full resolution, with cinematic walk-throughs.
Social Media Exposure
Reels, TikTok, and targeted online reach built around properties — not just passive MLS syndication.
Targeted Marketing for Vacation Rental Buyers
Specific positioning for the investor audience buying into the Keys for short-term rental income.
Personalized, Hands-On Service
You work directly with me from first showing to closing — not handed off to a team member you've never met.
Talk to Gracie
Thinking about buying, selling, or renting in the Keys?
Let's connect — no pressure, just helpful insight. Gracie personally handles every inquiry.