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166 Bayview Drive Islamorada, FL $ 5,600,000
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166 Bayview Drive
$ 5,600,000
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166 Bayview Drive

Islamorada, FL, 33036
$ 5,600,000
Bedrooms4 Baths4.0

Monthly Estimate*

$ 34,937

​

Single Family Home for sale in Islamorada, FL

for $5,600,000 with 4 bedrooms and 4 full baths. This home was built in 1995.

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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Single Family Active

Price

$ 5,600,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 22,931

Style

Year Built

1995

Town/City

Islamorada

County/Region

Monroe

MLS | Web ID

A11927254
Features
General
Sewer Public Sewer
Heating Central Electric Heat Pump
Cooling Central Air Ceiling Fan(s)
Possession Closing & Funding
Roof Other
Appliances Dryer Dishwasher Electric Range Electric Water Heater Gas Range Microwave Washer
Garage Spaces 0
Patio/Porch Features Deck
Architectural Style Detached Two Story
Pool Features Heated Infinity In Ground Pool
Restrictions Limited Number Vehicles OK To Lease Subdivision Restrictions
Construction Materials Block
Year Built 1995
View Bay Water
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Bayfront
Community Features Street Lights
County Monroe
Property Type Residential
Subdivision Name Safety Harbor
Facing Direction East
Garage Y/N false
Total Rooms 0
Full Baths 4
Special Listing Conditions Listed As-Is
Status Active
City Islamorada
Senior Community Y/N false
Zoning Description 1465
MLS Area 98 Florida Keys
Lot Size Units Square Feet
Carport Spaces 0
Carport Y/N false
Listing Terms Cash Conventional
Year Built Details Effective Year Built
Tax Annual Amount 22931
MLS Area Minor Other Geographic Area (Out Of Area Only)
Lease Considered Y/N false
Standard Status Active
Occupancy Type Call Agent
Property Sub Type Additional Single Family Residence
Legal Description SAFETY HARBOR SEC-1 PB3-69 LOWER MATECUMBE KEY LOT 6 BK 7 AND ADJ FILLED BAY BTM OR291-526
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Interior
Interior Amenities Bedroom on Main Level Second Floor Entry First Floor Entry Fireplace Upper Level Primary
Flooring Ceramic Tile Marble Terrazzo
Fireplace Features Decorative
Air Conditioning Y/N true
Heating Y/N true
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities Barbecue Deck Fence Security/High Impact Doors Lighting Outdoor Shower Storm/Security Shutters
Parking Features Driveway Guest Other
Lot Features < 1/4 Acre
Water Source Public
Frontage Length 200
Waterfront Y/N true
Covered Spaces 0
Road Frontage Type City Street
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* Excluded Features
List By
Paradise Florida Keys Real Est

Broker

islamoradajudy@gmail.com

Email

Affordability Calculator

$36,848
Per Month
95%
5%
0%
Monthly Principal & Interest
$34,937
Monthly Property Taxes
$1,911
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
See complete school information
Pricing History
Date Price Price Change Description
12/8/2025 $5,600,000 Listed Price

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166 Bayview Drive, Islamorada, FL, 33036 is a Single Family Home for sale at $5,600,000. 166 Bayview Drive has 4 bedrooms, 4.0 baths, and was built in 1995. The property's zip code is 33036 which is in Islamorada, FL

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