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$5,600,000
63 Days On Site

166 Bayview Drive
Islamorada, FL 33036

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
4
Full Baths
1968
Built
Subdivision:
Safety Harbor
County:
Monroe
Call Now: 561-351-5096
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561-351-5096
166 Bayview Drive166 Bayview Drive166 Bayview Drive166 Bayview Drive
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Monthly Payment (Est.)

$25,549
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$5,600,000
Days On Site 
63 Days
Bedrooms 
4
Inside Area (SqFt) 
N/A
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1968
MLS® Number 
A11927254
Status 
Active
Property Tax 
$22,931
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 months agoStatus changed to Active
2 months agoPrice changed to $5,600,000
2 months agoListing updated with changes from the MLS®
2 months agoListing first seen on site
General Features
Direction Faces 
East
Levels 
Two
Number Of Stories 
2
Parking 
DrivewayGuestOther
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Style 
DetachedTwoStory
Water Source 
Public
Zoning 
1465
Interior Features
Appliances 
DryerDishwasherElectric RangeElectric Water HeaterGas RangeMicrowaveWasher
Cooling 
Central AirCeiling Fan(s)
Fireplace 
Yes
Fireplace Features 
Decorative
Flooring 
Ceramic TileMarbleTerrazzo
Heating 
CentralElectricHeat Pump
Interior 
Master Downstairs
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Exterior Features
Construction Details 
Block
Exterior 
BarbecueLightingOutdoor Shower
Fencing 
Fenced
Frontage 
200
Lot Features 
Waterfront
Patio And Porch 
Deck
Pool Features 
HeatedInfinityIn Ground
Road Frontage 
City Street
Roof 
Other
View 
BayWater
Waterfront 
Yes
Waterview 
BayWater
Community Features
Community Features 
Street Lights
Financing Terms Available 
CashConventional
MLS Area 
98 Florida Keys
Listing courtesy of Paradise Florida Keys Real Est

The data relating to real estate for sale on this web site comes in part from the Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. Information is deemed reliable but not guaranteed. Copyright © 2026, Miami Association of Realtors, Realtor Association of Greater Ft. Lauderdale, and the South Broward Board of Realtors. All rights reserved. The information being 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. The use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

Neighborhood & Commute
Source: Walkscore
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