Welcome to 166 Bayview Drive, a rare bayfront estate in the prestigious Safety Harbor neighborhood of Lower Matecumbe Key. Located at Mile Marker 74, this property offers direct access to Florida Bay and the Atlantic Ocean, placing you in the heart of Islamorada’s world-class boating and sportfishing scene. The home enjoys unobstructed water views and nightly sunsets that paint the sky in brilliant hues. A Tiki at the water’s edge provides a perfect perch for morning coffee or evening cocktails, while mature landscaping adds privacy and tropical charm. Boaters will appreciate the deep-water dockage with davits, ideal for quick access to open water. The 2,478-square-foot residence features 4 bedrooms and 4 bathrooms, with tile flooring throughout and expansive windows that frame the bay. The open-concept living and dining areas flow into a well-appointed kitchen. The primary suite offers direct water views and private outdoor access. Outdoor living is elevated with a spacious pool and deck area, balcony, and brick paver walkways. The white picket fencing and lush landscaping complete the coastal aesthetic. Additional features include CBS construction, off-street parking, FKAA water service, septic system, and low HOA fees. Pets are welcome. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity, 166 Bayview Drive delivers unmatched location, views, and lifestyle in the Florida Keys.
Property Details
Price:
$4,700,000
MLS #:
A11927254
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Safety Harbor
Neighborhood:
safetyharbor
Listed Date:
Nov 29, 2025
Year Built:
1968
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Electric Range, Gas Range, Washer
Bathrooms
4 Full Bathrooms
Cooling
Ceiling Fan(s), Central Air
Flooring
Ceramic Floor, Marble, Terrazzo
Heating
Central, Electric, Heat Pump/Reverse Cycle
Interior Features
First Floor Entry, Second Floor Entry, Other, Utility Room/Laundry
Laundry Features
Utility Room/Laundry
Exterior
Architectural Style
Detached, Two Story
Community Features
Public Road, Street Lights, Subdivision Restrictions
Construction Materials
Concrete Block Construction, CBS Construction
Direction Faces
East
Exterior Features
Barbeque, Lighting, Outdoor Shower
Fencing
Fenced
Lot Features
Less Than 1/4 Acre Lot
Open Parking YN
1
Parking Features
Driveway, Guest, Other, Limited # Of Vehicle
Patio And Porch Features
Deck
Roof
Other
View
Bay, Water
Waterfront Features
Ocean Access
Window Features
Hurricane Shutters
Financial
Tax Year
2025
Taxes
$22,931
Map
Community
- Address166 Bayview Drive Islamorada FL
- SubdivisionSafety Harbor
- CityIslamorada
- CountyMonroe County
- Zip Code33036
Subdivisions in Islamorada
- Anglers Reef
- BAY HARBOUR CONDOMINIUM
- EXECUTIVE BAY CLUB
- INDIAN WATERWAYS
- KAHIKI HARBOR
- MATACUMBE OCEAN CIEW
- MATE OCEAN BAY SUBD SEC 1
- MATECUMBE BAYSIDE MM 77
- MATECUMBE OCEAN VIEW
- MATECUMBE SANDY BEACH
- PLANTATION BY THE SEA
- Plantation Lake Estates
- PORT ANTIGUA PLAT NO 1
- PORT ANTIGUA PLAT NO 2
- PORT ANTIGUA PLAT NO 5 &,Port Antigua
- SAFETY HARBOR SEC 1
- STRATTONS SUBD
- Venetian Shores
- VENETIAN SHORES NO 2
- White Marlin Bch
- WHITE MARLIN BEACH SEC 1
- WINDLEY KEY MOBILE HOME P
- Windy Cove
Market Summary
Current real estate data for Single Family in Islamorada as of Jun 15, 2026
25
Single Family Listed
164
Avg DOM
1,657
Avg $ / SqFt
$8,626,236
Avg List Price
Property Summary
- Located in the Safety Harbor subdivision, 166 Bayview Drive Islamorada FL is a Single Family for sale in Islamorada, FL, 33036. It is listed for $4,700,000 and features 4 beds, 4 baths, and has approximately 0 square feet of living space, and was originally constructed in 1968. The average price per square foot for Single Family listings in Islamorada is $1,657. The average listing price for Single Family in Islamorada is $8,626,236. To schedule a showing of MLS#a11927254 at 166 Bayview Drive in Islamorada, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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