Date
Details
Price
Change
Source
2/03/2026
Listed
$10,900,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/102
$10,900,000
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Property Description
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.
Full Property Details
Full Property Details for 186 & 165 Bayview Dr
General
- Price: $10,900,000
- Taxes: $28,959 (2025)
- Status: Active
- Type: Single Family
- Source: 927
- MLS ID: 618449
- Updated: 2/3/2026
- Added to Site: 21 day(s) ago
Interior
- Rooms/Areas: Gym, Utility Room
- 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
- Furnishings: Unfurnished
- Flooring: Tile, Marble
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 6
Additional Information
- Pool: Yes
- Pool Description: In Ground, Salt Water
Exterior
- Exterior Features: Bar, Storage, Shed, Outdoor Shower, Gazebo, Fruit Tree(s), Fencing
- Deck/Patio: Open Porch/Balcony, Screened P/B
Parking
- Carports: Yes
- Parking: Carport, Covered Parking, RV Parking Open, Guest Parking, Open Parking
Location
- Area: 22 - Lower Matecumbe
- County: Monroe
- Subdivision: Safety Harbor (74.0)
- Driving Directions: GPS
Community
- Assoc. Fees Include: None
- Pets Allowed: Yes
Heating & Cooling
- Cooling Type: Central Air, Ceiling Fans(s)
- Heating Type: Electric
Utilities
- Water: Bay/Gulf View, Open Water View
- Utility Description: FKAA, Cable Available
Structural Information
- Architectural Style: Single Family
- Construction Status: Updated/Remodeled
- Construction: CBS, Concrete
- Roof: Metal Roof
- Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
- Wiring: Cable
- Square Feet: 4,394
- Sq. Ft. Source: Tax Records
- Year Built: 1991
- Property Condition: Updated/Remodeled
Lot Features
- Lot Size (Sq. Ft.): 24,570
- Lot Dimensions: 105 x 114 and 105 x 120
- Zoning: R1 - Residential Single Family
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Type: Bay Front, Open Water, Gulf Front
- Dock Description: Boat Lift
Financial Considerations
- Tax Amount: $28,959
- Tax Year: 2025
Disclosures and Reports
- Legal Description: BK 7 LT 1 SAFETY HARBOR PB 3-69 SEC-1 LOWER MATECUMBE KEY OR31-170 OR47-181/183 OR557-953 OR801-1849 OR1198-1125 OR1198-
- Flood Zone: AE, VE
Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald (305) 393-0585
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Listing agent
— 186 & 165 Bayview Dr —
Sabrina Wampler & Sarah Ewald
Ocean Sotheby's International Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 186 & 165 Bayview Dr
School District:Monroe County School District, Middle Torch Key, FL
| Name | Grades | Distance |
|---|---|---|
Plantation Key School 100 Lake Road, Tavernier, FL 33070 | PK-8 | 15.5 mi |
Coral Shores High School 89901 Old Highway, Tavernier, FL 33070 | 9-12 | 15.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 186 & 165 Bayview Dr
Estimate the Cost
Estimate the Cost for 186 & 165 Bayview Dr
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- Single Family
- Active
- Updated 9 days ago
- 7Beds
- 9Total Baths
- 6,585Sq. Ft.
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- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 4Total Baths
- 4,144Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,080Sq. Ft.
- Condo
- Active
- Updated 6 days ago
- 2Beds
- 2Total Baths
- 841Sq. Ft.
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- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,010Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 4Total Baths
- 3,140Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,176Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 1,280Sq. Ft.
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- Single Family
- Closed
- Updated 10 days ago
- 5Beds
- 7Total Baths
- 5,489Sq. Ft.
186 & 165 Bayview Drive, Islamorada, FL 33036 (MLS# 618449) is a Single Family property with 6 bedrooms, 4 full bathrooms and 1 partial bathroom. 186 & 165 Bayview Drive is currently listed for $10,900,000 and was received on February 03, 2026. Want to learn more about 186 & 165 Bayview Drive? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.