About 186 & 165 Bayview Drive
A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over 1/2 acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels included in this sale, opening options in the future for the fortunate owner that resides here. Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone. This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living and enduring appeal in the Florida Keys.Private showings available by appointment.
Features of 186 & 165 Bayview Drive
| MLS® # | 618449 |
|---|---|
| Price | $10,900,000 |
| Bedrooms | 6 |
| Bathrooms | 5.00 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 4,394 |
| Land Size | 24,394 |
| Year Built | 1991 |
| Type | Residential |
| Sub-Type | Single Family |
| Status | Active |
Community Information
| Address | 186 & 165 Bayview Drive |
|---|---|
| Area | 22 - Lower Matecumbe |
| Subdivision | Safety Harbor (74.0) |
| City | ISLAMORADA |
| County | Monroe |
| State | FL |
| Zip Code | 33036 |
Amenities
| Utilities | FKAA, Cable Available |
|---|---|
| Parking | Carport, Covered Parking, RV Parking Open, Guest Parking, Open Parking |
| View | Bay/Gulf View, Open Water View |
| Is Waterfront | Yes |
| Waterfront | Bay Front, Open Water, Gulf Front |
| Has Pool | Yes |
| Pool | In Ground, Salt Water |
Interior
| Interior Features | Drapes/Blinds Incl, Built-in Cabinets, Window Treatments, Smoke Alarms, Elevator, Entrance Foyer, Split Bedroom, Cathedral Ceilings |
|---|---|
| Appliances | Washer, Stainless Steel Appliance(s), Ice Machine, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer |
| Heating | Electric |
| Cooling | Central Air, Ceiling Fans(s) |
| Fireplace | No |
Exterior
| Exterior Features | Bar, Storage, Shed, Outdoor Shower, Gazebo, Fruit Tree(s), Fencing |
|---|---|
| Lot Description | 1/2 - Less Than 1 AC |
| Windows | Impact Rstnce Window, Impact Rstnce Doors |
| Roof | Metal Roof |
| Construction | CBS, Concrete |
Additional Information
| Date Listed | February 2nd, 2026 |
|---|---|
| Days on Market | 31 |
| Zoning | R1 - Residential Single Family |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 0.00 |
Listing Details
| Agent | Sabrina Wampler & Sarah Ewald |
|---|---|
| Office | Ocean Sotheby's International Realty |