Home in 166 Bayview Drive, Islamorada, FL 33036 for sale with MLS# A11927254

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.

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166 Bayview Drive, Islamorada, FL 33036

Price
Price:
$4,700,000.00
Original List Price:
$5,600,000.00
Property Status and Type
Listing Type:
For Sale
Status:
Pending (An offer has been accepted)
Listing Category:
Residential
Property Type:
Single Family House
Description of Last Important Update:
Status Change
Last Major Update on:
July 16, 2026 8:31 pm
Other Special Conditions:
Sold As-is, Subdivision Restrictions
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
4
Full Bath:
4
Room Type:
Laundry, Other
Master Bedroom Bath:
Master Bdrm - Upstairs, Separate Shower, Master Bdrm - Ground, Bedroom On Entry Level
Property Features
View from the Property:
Water, Bay
Waterfront:
Yes
Waterfront Features:
Bayfront
Frontage Length:
200
Private Pool
Swimming Pool Features:
Heated, In Ground
Appliances:
Dryer, Dishwasher, Microwave, Washer, Gas Range, Electric Range, Electric Water Heater
Exterior:
Barbecue, Lighting, Outdoor Shower
Patio and Porch:
Deck
Fireplace:
Decorative
Air Conditioning
Air Conditioning System:
Central Air, Ceiling Fan(s)
Heating
Heating System:
Central, Electric, Heat Pump
Fence:
Fenced
Boat and Dock Features:
Private Dock, Deeded Dock
Property Entrance Faces:
East
Storm Protection Impact Glass:
Partial
Construction
Year Built:
1968
Roof:
Other
Levels:
Two
Construction Materials:
Block, CBS
Flooring:
Marble, Ceramic Tile, Terrazzo
Number of stories:
2
Road Frontage Type:
Public Road
Taxes and Expenses
Tax Annual Amount:
$22,931.00
Tax Year:
2025
Property Tax Details:
Tax Reflects No Exemptions
Parking
Garage Spaces:
0
Covered Spaces:
0
Parking Features:
Driveway, Guest
Utilities
Sewer:
Public Sewer
Electric:
Circuit Breakers
Water Source:
Public
Community
Amenities Provided by the Homeowner's Association (HOA):
Street Lights
Subdivision Name:
Safety Harbor
Senior Community:
Yes
Restrictions:
Limited # Vehicles
Community Dock
Leasing Permitted
Leasing Permitted Details:
Okay To Lease
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Buyer Possession:
Negotiable
Zoning and Legal
Tax Legal Description:
SAFETY HARBOR SEC-1 PB3-69 LOWER MATECUMBE KEY LOT 6 BK 7 AND ADJ FILLED BAY BTM OR291-526
Real Estate Folio Number (Parcel Number):
003919500000
Zoning:
1465
Public Schools Assigned
Elementary School:
Combee Elem
High School:
Coral Shores
Listing History
Active on the market since:
November 29, 2025
Listing Agreement executed on:
November 29, 2025
Purchase Contract Date:
July 14, 2026
Price change occurred on:
May 18, 2026 5:22 pm
Listing Status Last Changed On:
July 16, 2026 8:31 pm
Photos updated on:
July 16, 2026 8:33 pm
Last Modified:
July 16, 2026 8:34 pm
Additional Information
Courtesy of:
Paradise Florida Keys Real Est
Attribution:
Not provided
Location
Street Name:
Bayview
Street Number:
166
City:
Islamorada
State:
Florida
Zip Code:
33036
County:
Monroe
Latitude:
N24° 51' 16''
Longitude:
W81° 15' 33.6''
Street Suffix:
Drive
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $88,214
Median Home Value $995,600
Median Rent $1,846/mo
Median Age 56
Population 3,632
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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. The information provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by the MLS or the real estate broker. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available.