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 ½ 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: 5/13/2026
- Added to Site: 99 day(s) ago
Interior
- Interior Features: Utility Room, Entrance Foyer, Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Elevator, Smoke Alarms, Split Bedroom, Window Treatments, Gym
- Appliances: Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Ice Machine, Microwave, Oven, Range, Refrigerator, Washer
- Flooring: Tile, Marble
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 6
Additional Information
- Pool: Yes
- Pool Description: Heated, Salt Water, In Ground
Exterior
- Exterior Features: Bar, Fencing, Fruit Tree(s), Gazebo, Outdoor Shower, Shed, Storage
- Deck/Patio: Open Porch/Balcony, Screened
- Porch/Patio/Deck: Open Porch/Balcony, Screened
Parking
- Parking Features: Open, Guest, Covered, Carport
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
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air, Ceiling Fans(s)
- Heating Type: Electric
Structural Information
- Architectural Style: Above Flood
- Construction Status: Updated/Remodeled
- Construction: CBS, Concrete
- Roof: Metal
- Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
- Square Feet: 4,394
- Sq. Ft. Source: Tax Records
- Year Built: 1991
- Property Condition: Updated/Remodeled
Lot Features
- Property View: Open Water View, Bay
- Lot Size (Acres): 0.56
- Lot Size (Sq. Ft.): 24,570
- Lot Size Source: Tax Records
- Lot Dimensions: 105 x 114 and 105 x 120
- Zoning: R1 - Residential Single Family
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Bay Front, Gulf Front, Open Water
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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 186 & 165 Bayview Dr
Estimate the Cost
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- Single Family
- Active
- Updated 6 hours ago
- 5Beds
- 8Total Baths
- 6,367Sq. Ft.
- Single Family
- Active
- Updated 6 hours ago
- 4Beds
- 4Total Baths
- 5,100Sq. Ft.
- Single Family
- Active
- Updated 8 days ago
- 7Beds
- 9Total Baths
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- Single Family
- Active
- Updated 39 minutes ago
- 4Beds
- 5Total Baths
- 4,752Sq. Ft.
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- Single Family
- Active
- Updated 2 hours ago
- 4Beds
- 4Total Baths
- 2,409Sq. Ft.
- Townhouse
- Active
- Updated 6 hours ago
- 2Beds
- 2Total Baths
- 1,200Sq. Ft.
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186 & 165 Bayview Drive, Upper Sugarloaf Key, 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 Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.