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DockOnly™ and Dock Score™ are trademarks of Blue Mar Real Estate Group Inc.

Blue Mar Real Estate Group

Blue Mar Real Estate Group Inc.

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DBPR License CQ1018554

Listing data provided by Miami Realtors MLS via Bridge Data Output. Information deemed reliable but not guaranteed. Dock Score™ is a DockOnly.com rating and is not provided by or affiliated with the MLS or listing broker. NOAA chart data is public domain and for reference only — not for navigation. Full MLS Compliance

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+20

166 Bayview Drive

Islamorada, FL, 33036

Active

$4,700,000

166 Bayview Drive

Islamorada, FL, 33036

Active

$4,700,000

4

Bedrooms

4

Bathrooms

—

Living Area

1968

Year Built

Mortgage Calculator

Estimate your monthly payment for this waterfront property

20%

$940,000 down

%
Principal & Interest$24,387/mo
Property Tax (est. ~1.2%, varies by county)$4,700/mo
Home Insurance (est.)$250/mo
Total Monthly Payment$29,337
Loan Amount: $3,760,000Rate: 6.75%
Get Pre-Qualified

Estimated payments only. Actual rates and terms may vary.

Comparable Sales

$4,700,000Tour the dockSchedule a Showing
Navigation note: Navigation routes show the shortest mapped path to open water. A vessel taller than the binding bridge clearance may still reach open water via a longer alternate route that we don't currently map — verify navigability with a local captain or surveyor before relying on it.

186

Days on Market

Dock Score™

DockOnly
72
Good

What shaped this score

✓Ocean Access
✓Dock present
✓Bridge-free to bay
✓Fits boats up to ~20ft (est.)

DockOnly.com rating — not provided by the MLS or listing broker.

Dock & Water AccessMLS

Ocean Access📝 deep water

AI Aerial Imagery Detection

Dock DetectedSeawall DetectedDeep Water Indicators~17-23 ft dock

Detected by AI from open-source aerial mapping imagery and may not reflect current conditions. This information was not provided by the MLS or listing broker. Always verify dock infrastructure with the listing agent.

Navigation RouteDockOnly

Data sources: SFWMD AHED waterway polygons · FHWA National Bridge Inventory 2024 · Not provided by the MLS or listing broker.

Description

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.

Schedule a Showing

See the property and tour the dock. A licensed waterfront specialist will arrange your private showing.

Select a date

Location

Islamorada, FL, 33036

No price history available for this property.

Listing courtesy of Paradise Florida Keys Real Est

Last updated: 6/19/2026

© 2026 Miami Association of REALTORS®, Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Miami Association of REALTORS®. Information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Dock Score™

DockOnly
72
Good

What shaped this score

✓Ocean Access
✓Dock present
✓Bridge-free to bay
✓Fits boats up to ~20ft (est.)

DockOnly.com rating — not provided by the MLS or listing broker.

Nearest Bridge Clearances

Florida Keys — critical for tall/large vessels

No bridge data available for this location.
FEMA Flood Zone AE
BFE: 9ft

Special Flood Hazard Area

View FEMA Flood Map →
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