166 Bayview Drive, ISLAMORADA, FL

$5,600,000

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4

Beds

4

Baths

2,478

Square feet

11,326

Land Size

About 166 Bayview Drive

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 Victorian-style gazebo 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.

Features of 166 Bayview Drive

MLS® # 617501
Price $5,600,000
Bedrooms 4
Bathrooms 4.00
Full Baths 4
Square Footage 2,478
Land Size 11,326
Year Built 1968
Type Residential
Sub-Type Single Family
Status Active

Community Information

Address 166 Bayview Drive
Area 22 - Lower Matecumbe
Subdivision Safety Harbor (74.0)
City ISLAMORADA
County Monroe
State FL
Zip Code 33036

Amenities

Amenities Bike Paths
Utilities FKAA, Buyer to Verify, Municipal Sewer
Parking Off Street Parking
View Bay/Gulf View, Open Water View
Is Waterfront Yes
Waterfront Bay Front
Has Pool Yes
Pool In Ground, Concrete

Interior

Appliances Washer, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Cooling Central Air
Fireplace No
Stories 2 Stories

Exterior

Exterior Features Chickee Hut, Privacy Wall/Fence, Outdoor Shower, Fencing
Lot Description Less Than 1/4 Acre
Windows Sliding Glass Doors, Impact Rstnce Window, Impact Rstnce Doors
Construction CBS
Neighborhood Features Bike Paths

Additional Information

Date Listed November 29th, 2025
Days on Market 6
Zoning R1 - Residential Single Family
Short Sale No
RE / Bank Owned No
HOA Fees 250.00
HOA Fees Freq. Yearly

Listing Details

AgentJudy Rossignol
OfficeParadise Florida Keys Real Estate

Listing Map

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