166 Bayview Drive, Lower Matecumbe, FL 33036

$5,600,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,478 Lot Size (sq. ft.): 11,275 Status: Active
Current Price: $5,600,000 List Date: 11/29/2025 Last Modified: 2/15/2026

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.

More Information MLS# 617501

Contract Information

Current Price: $5,600,000 Listing Date: 2025-11-29 Listing Board: Florida Keys List Price: $5,600,000 As is Rght to Inspct: Yes Species List: No

Location Tax Legal

Street #: 166 Street Name: Bayview Street Suffix: Drive Key/Island: Lower Matecumbe State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Safety Harbor (74.0) Area: 22 - Lower Matecumbe

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: Yes Control Depth: 4 Pool: Yes Year Built: 1968 Lot SqFt: 11275 Lot Sqft Source: Tax Records Acres: 0.26 Living Apx SqFt: 2478 SqFt Source: Tax Records Total Bedrooms: 4 Full Baths: 4 Total Baths: 4 Rentals Allowed: With Restrictions

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No Voluntary Home Owners Asc: Yes 1st Right of Refusal: No Assoc Approval Req: No Association Fee $: 250 Assoc/Mnt Fee Per: Yearly

Dockage

Dock Length: 40

Building Style

Above Flood: Unknown Stories: 2 Stories

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front Waterview: Bay/Gulf View; Open Water View Dockage: Davits Property Condition: Updated/Remodeled Vehicle Storage: Off Street Parking Furnished: Furnished Cooling: Central Air Utilities: Buyer to Verify; FKAA; Municipal Sewer Pre-Wired: Cable Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Chickee Hut; Fencing; Outdoor Shower; Privacy Wall/Fence Pool Info: In Ground; Concrete Construction: CBS Shutters: Clam Shell Floor: Marble; Terrazzo; Tile Pets: Pets Allowed Neighborhood Feature: Bike Paths Land Size: Less Than 1/4 Acre Terms: Cash; Conventional
Listing Office: Paradise Florida Keys Real Estate, a Luxury Brand
Last Updated: February - 15 - 2026
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