Owner-Occupied vs Investor Neighborhoods in Monroe County
Who owns a neighborhood tells you how it will behave: homesteaded blocks turn over slowly and vote for the HOA budget; investor-heavy ones rent, flip and swing with the market. Florida publishes the answer parcel by parcel on the county property appraiser’s roll, and this page rolls it up for every Monroe County community we track — the homestead share (owner-occupancy), the estimated non-owner-occupied share, out-of-state owners and LLC/trust ownership.
Across 52 Monroe County communities and 10,235 residential parcels on the 2025 Florida DOR roll, 35% of homes are homesteaded — the owner-occupancy proxy — and 65% are not; 19% are owned from out of state and 20% are held by an LLC, corporation or trust. Crane Hammock is the most owner-occupied community in the county at 65%; Anglers Reef the most investor-held at 0% homesteaded.
Most owner-occupied communities in Monroe County
| Community | City | Homesteaded | Non-owner-occupied | Parcels | Built (median) |
|---|---|---|---|---|---|
| Crane Hammock | Marathon | 65% | 35% | 46 | 1977 |
| Bay Manor | Key West | 58% | 42% | 253 | 1958 |
| Ser-Deb Estates | Key West | 57% | 43% | 94 | 1968 |
| Edenaire | Plantation Key | 57% | 43% | 139 | 1984 |
| Seaside Key West Residences | Key West | 55% | 45% | 95 | 2005 |
| Salt Pond | Key West | 55% | 45% | 95 | 2005 |
| Key West Estates | Key West | 54% | 46% | 359 | 1984 |
| Pine Key Acres | Big Pine Key | 54% | 46% | 39 | 1982 |
| Torchwood West | Big Torch Key | 50% | 50% | 52 | 1994 |
| Flamingo Island | Marathon | 50% | 50% | 121 | 1988 |
| Point Pleasant | Key Largo | 48% | 52% | 42 | 1977 |
| Tavernier Park | Key Largo | 44% | 56% | 32 | 1961 |
| Cahill Pines & Palms | Big Pine Key | 44% | 56% | 160 | 1988 |
| Bahia Mar | Key Largo | 43% | 57% | 206 | 1987 |
| Twin Lakes | Key Largo | 42% | 58% | 328 | 1987 |
| Tropical Bay | Big Pine Key | 42% | 58% | 150 | 1984 |
| Lazy Lagoon | Key Largo | 40% | 60% | 228 | 1973 |
| Winston Park | Key Largo | 40% | 60% | 201 | 1987 |
| Silver Shores | Key Largo | 39% | 61% | 376 | 1979 |
| SUMMERLAND KEY Cove | Summerland Key | 39% | 61% | 516 | 1986 |
| Key Largo Mob Homesites | Key Largo | 38% | 62% | 161 | 1980 |
| Bay Haven | Key Largo | 38% | 62% | 249 | 1988 |
| Whispering Pines | Big Pine Key | 38% | 62% | 206 | 1982 |
| Summerland Estates | Summerland Key | 37% | 63% | 188 | 1982 |
| Sunset Waterways | Key Largo | 36% | 64% | 111 | 1995 |
Most investor-held communities
Lowest homestead share — rentals, second homes and flips concentrate here.
| Community | City | Homesteaded | Non-owner-occupied | LLC / trust | Parcels |
|---|---|---|---|---|---|
| Anglers Reef | Windley Key | 0% | 100% | 29% | 52 |
| Village At Hawks Cay | Duck Key | 1% | 99% | 28% | 260 |
| Key Colony Beach | Key Colony | 21% | 79% | 29% | 853 |
| Port Antigua | Lower Matecumbe | 22% | 78% | 34% | 395 |
| Shark Key | Shark Key | 23% | 77% | 32% | 62 |
| Sunset Acres | Key Largo | 23% | 77% | 22% | 160 |
| Sunset Key (Tank) Island Unrcd | Key West | 24% | 76% | 34% | 68 |
| Dolphin Harbor | No Name Key | 26% | 74% | 23% | 35 |
| Coco Plum Terraces | Marathon | 27% | 73% | 32% | 85 |
| Little Venice | Marathon | 27% | 73% | 26% | 96 |
| Harborage | Key Largo | 28% | 72% | 30% | 209 |
| Tamarac Park | Geiger Key | 30% | 70% | 23% | 88 |
| SEXTON Cove | Key Largo | 30% | 70% | 18% | 351 |
| Mates Beach | Little Torch Key | 30% | 70% | 23% | 140 |
| Lime Grove Estates | Key Largo | 31% | 69% | 16% | 121 |
| Coral Shores Estates | Little Torch Key | 31% | 69% | 14% | 218 |
| Conch Key | Conch Key | 31% | 69% | 24% | 224 |
| Center Island (Toms Harbor) | Duck Key | 31% | 69% | 29% | 194 |
| Bermuda Shores | Key Largo | 32% | 68% | 16% | 205 |
| Sombrero Isle | Marathon | 32% | 68% | 42% | 31 |
| SUMMERLAND Cove ISLE | Summerland Key | 33% | 67% | 22% | 214 |
| Long Key Estates | Long Key | 33% | 67% | 20% | 148 |
| Pine Channel Estates | Big Pine Key | 35% | 65% | 20% | 264 |
| Venetian Shores | Plantation Key | 35% | 65% | 26% | 477 |
| Plantation Lake Estates | Plantation Key | 36% | 64% | 22% | 67 |
Most out-of-state owners
| Community | City | Out-of-state | Homesteaded | Parcels |
|---|---|---|---|---|
| Sunset Key (Tank) Island Unrcd | Key West | 71% | 24% | 68 |
| Anglers Reef | Windley Key | 48% | 0% | 52 |
| Shark Key | Shark Key | 47% | 23% | 62 |
| Village At Hawks Cay | Duck Key | 43% | 1% | 260 |
| Coco Plum Terraces | Marathon | 36% | 27% | 85 |
| Key Colony Beach | Key Colony | 36% | 21% | 853 |
| Jolly Roger Estates | Little Torch Key | 28% | 36% | 587 |
| SUMMERLAND Cove ISLE | Summerland Key | 27% | 33% | 214 |
| Pine Channel Estates | Big Pine Key | 26% | 35% | 264 |
| Dolphin Harbor | No Name Key | 26% | 26% | 35 |
| Sunset Waterways | Key Largo | 24% | 36% | 111 |
| Coral Shores Estates | Little Torch Key | 24% | 31% | 218 |
| Tamarac Park | Geiger Key | 23% | 30% | 88 |
| Mates Beach | Little Torch Key | 22% | 30% | 140 |
| Conch Key | Conch Key | 21% | 31% | 224 |
Highest LLC, corporate or trust ownership
| Community | City | LLC / trust | Homesteaded | Parcels |
|---|---|---|---|---|
| Sombrero Isle | Marathon | 42% | 32% | 31 |
| Point Pleasant | Key Largo | 36% | 48% | 42 |
| Port Antigua | Lower Matecumbe | 34% | 22% | 395 |
| Sunset Key (Tank) Island Unrcd | Key West | 34% | 24% | 68 |
| Shark Key | Shark Key | 32% | 23% | 62 |
| Coco Plum Terraces | Marathon | 32% | 27% | 85 |
| Sunset Waterways | Key Largo | 32% | 36% | 111 |
| Harborage | Key Largo | 30% | 28% | 209 |
| Key Colony Beach | Key Colony | 29% | 21% | 853 |
| Center Island (Toms Harbor) | Duck Key | 29% | 31% | 194 |
| Anglers Reef | Windley Key | 29% | 0% | 52 |
| Village At Hawks Cay | Duck Key | 28% | 1% | 260 |
| Little Venice | Marathon | 26% | 27% | 96 |
| Venetian Shores | Plantation Key | 26% | 35% | 477 |
| Buccaneer Point | Key Largo | 26% | 36% | 184 |
How to read this
Homestead exemption is claimed by owners who live in the home as their primary residence, so the homestead share is a close proxy for owner-occupancy; the non-owner-occupied estimate is its complement adjusted for parcels that cannot claim it. Out-of-state and LLC/trust shares come from the owner mailing address and owner name on the roll. Communities are matched to parcels by subdivision and street; figures are for the parcels matched (n shown), not necessarily every home. Source: Florida Department of Revenue NAL assessment roll, 2025, compiled by Momentum Research, October 2026. Back to homes for sale in Monroe County.