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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: 3/29/2026

Overview

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 ...

Listing Details MLS# 617501

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
City
ISLAMORADA
Mile Marker
74
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
AE,VE,AE,VE
Alternate Key #
1480282
Handicap Access
No
Parcel #
00391950-000000
Zoning
R1 - Residential Single Family
Deed Restrictions
Unknown
Legal
SAFETY HARBOR SEC-1 PB3-69 LOWER MATECUMBE KEY LOT 6 BK 7 AND ADJ FILLED BAY BTM OR291-526 OR873-1920DC OR1233-1397 OR13
Taxes
22353.13
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Species List
No

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
Total Units
0

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
Davits
Yes

More Information

Building Style

Above Flood
Unknown
Stories
2 Stories

Remarks & Misc

Remarks – Consumer
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.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Central Air
Yes

Waterfront

Bay Front
Yes

Waterview

Bay/Gulf View
Yes
Open Water View
Yes

Floor

Marble
Yes
Terrazzo
Yes
Tile
Yes

Neighborhood Feature

Bike Paths
Yes

Property Condition

Updated/Remodeled
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Sliding Glass Doors
Yes

Vehicle Storage

Off Street Parking
Yes

Construction

CBS
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Exterior Features

Chickee Hut
Yes
Fencing
Yes
Outdoor Shower
Yes
Privacy Wall/Fence
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Pre-Wired

Cable
Yes

Shutters

Clam Shell
Yes

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: March - 29 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.