Login

Sign in to your account to access all features

Create an account

Welcome Aboard!

For Sale
Listed on November 29, 2025

166 Bayview Drive

$5,600,000
4 Beds
4 Baths
-
0 Parkings
Lot size
-
Annual Tax
$22,931
Occupancy
Contact Agent
Year Built
1968
Property type
House
#MLS
A11927254
Open House
January 25, 20265:00 PM - 10:00 PM

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.
Paradise Florida Keys Real Est

Features & Details

Learn about the features and details of 166 Bayview Drive

Property Details

  • Property Type
    SingleFamilyResidence
  • Living Area
    -
  • Year Built
    1968
  • Lot Size
    -
  • Stories
    -
  • Annual Tax
    $22,931.00
  • List Date
    11/29/2025
  • Updated
    1/28/2026
  • Last Checked
    Recent
  • MLS Number
    #A11927254
  • Brokerage
    Paradise Florida Keys Real Est
  • Postal Code
    33036
  • Area
    Monroe
  • City
    -

Additional Property Features

  • Occupancy
    CallAgent
  • List Price
    $5,600,000.00
  • Unit Number
    -
  • Construction
    Block
  • Heating
    Central,Electric,HeatPump
  • Fireplaces
    -
  • Garage
    -
  • Parking Type
    No
  • Pets Allowed
    No
  • Air Conditioning
    Central Air, Ceiling Fans
  • Elevator
    No
  • Locker
    No
  • Swimming Pool
    Heated,Infinity,InGround,Pool
  • Patio
    Deck
  • Basement
    No
  • Den
    No
  • Central Vacuum
    No
  • Garage Type
    No

Additional Listing Information

  • Walk Score
  • Property Manager
    -
  • Utilities Included
    None
  • Furnished
    No
  • Assessment Year
    2025
  • Assignment
    No
  • Extras Included
    Dryer, Dishwasher, Electric range, Electric water heater, Gas range, Microwave, Washer
  • Virtual Tour
    View virtual tour

Inside

  • Bedrooms & Baths
    4 Bed, 4 Bath
  • Bedrooms
    4
  • Full Bathrooms
    4
  • Ensuite
    Yes
  • Bathrooms
    4
  • Flooring
    Mixed

Price history

Learn about the price history of 166 Bayview Drive

Explore Monroe

Learn about the area around 166 Bayview Drive

Similar listings

Shop homes for sale similar to 166 Bayview Drive, Monroe

Listed 12 days ago
1234 N GREENWAY DR - 1
1234 N GREENWAY DR
$5,995,000
House
4
beds
4
baths
1
parking
3705 sqft
Coldwell Banker Realty
Listed 1 month ago
2809 NE-24 PL - 1
2809 NE-24 PL
$5,999,999
House
4
beds
4
baths
3
parking
4255 sqft
One Sotheby's International Realty
Listed 2 months ago
1680 N TREASURE DR - 1
1680 N TREASURE DR
$5,995,000
House
4
beds
4
baths
0
parking
2821 sqft
One Sotheby's International Realty
Listed 2 months ago
166 Bayview Drive - 1
166 Bayview Drive
$5,600,000
House
4
beds
4
baths
0
parking
0 sqft
Paradise Florida Keys Real Est
Listed 2 months ago
6020 Alton Rd - 1
6020 Alton Rd
$5,800,000
House
4
beds
4
baths
1
parking
0 sqft
GuildStone Group LLC
Listed 2 months ago
1130 Lugo Ave - 1
1130 Lugo Ave
$5,500,000
House
4
beds
4
baths
2
parking
2968 sqft
Douglas Elliman

Similar Sold listings

Shop homes for sale similar to 166 Bayview Drive, Monroe

Sold 3 months ago
1560 Bay Dr - 1
1560 Bay Dr
$6,000,000
$4,600,000
House
4
beds
4
baths
6
parking
4385 sqft
One Sotheby's International Re
Sold 4 months ago
7180 E Lago Dr - 1
7180 E Lago Dr
$5,975,000
$5,800,000
House
4
beds
4
baths
0
parking
5818 sqft
One Sotheby's International Realty
Sold 7 months ago
8290 La Rampa St - 1
8290 La Rampa St
$5,995,000
$5,700,000
House
4
beds
4
baths
2
parking
4035 sqft
One Sotheby's International Realty
Sold 8 months ago
1328 Seminole Dr - 1
1328 Seminole Dr
$5,750,000
$6,700,000
House
4
beds
4
baths
2
parking
6788 sqft
Compass Florida, LLC
Sold 11 months ago
1200 Bay Dr - 1
1200 Bay Dr
$6,000,000
$6,000,000
House
4
beds
4
baths
2
parking
3407 sqft
Coldwell Banker Realty
Sold 10 months ago
4575 N Bay Rd - 1
4575 N Bay Rd
$5,450,000
$5,000,000
House
4
beds
4
baths
0
parking
3454 sqft
Douglas Elliman

FAQs About 166 Bayview Drive

There are 4 bedrooms and 4 bathrooms in this House at 166 Bayview Drive, MLS® A11927254.

Annual taxes for this home are $22,931 based on 2025 tax year reports.
Miami Association of REALTORS®
Based on information from the Miami Association of REALTORS®. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information.
©2025 Miami Association of REALTORS® all rights reserved.
Watch Property
166 Bayview Drive
166 Bayview Drive