166 Bayview Dr Islamorada, FL 33036
Estimated payment $27,323/month
Highlights
- Property Fronts a Bay or Harbor
- Furnished
- Impact Glass
- Plantation Key School Rated A-
- Shutters
- Outdoor Shower
About This Home
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.
Listing Agent
Paradise Florida Keys Real Estate, a Luxury Brand License #705686 Listed on: 11/29/2025
Co-Listing Agent
Paradise Florida Keys Real Estate, a Luxury Brand License #3307938
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $22,353
Year Built
- Built in 1968 | Remodeled
Lot Details
- 11,275 Sq Ft Lot
- Property Fronts a Bay or Harbor
- Privacy Fence
- Fenced
- Property is zoned R1 - Residential Single Family
Parking
- Off-Street Parking
Home Design
- Concrete Block And Stucco Construction
Interior Spaces
- 2,478 Sq Ft Home
- 2-Story Property
- Furnished
- Shutters
- Sliding Doors
- Bay Views
- Impact Glass
Kitchen
- Oven
- Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
- 4 Full Bathrooms
Laundry
- Dryer
- Washer
Outdoor Features
- Outdoor Shower
- Davits
- Tiki or Chickee Hut
Utilities
- Central Air
- Cable TV Available
Community Details
- Voluntary home owners association
- Safety Harbor Subdivision
Listing and Financial Details
- Assessor Parcel Number 00391950-000000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $23,887 | $2,930,729 | $2,559,425 | $371,304 |
| 2024 | $21,417 | $2,911,783 | $2,533,831 | $377,952 |
| 2023 | $21,417 | $2,844,709 | $2,483,601 | $361,108 |
| 2022 | $18,023 | $1,993,008 | $1,626,898 | $366,110 |
| 2021 | $16,617 | $1,623,313 | $1,297,612 | $325,701 |
| 2020 | $16,980 | $1,783,238 | $1,459,464 | $323,774 |
| 2019 | $16,086 | $1,703,429 | $1,374,648 | $328,781 |
| 2018 | $14,805 | $1,596,730 | $1,268,776 | $327,954 |
| 2017 | $13,294 | $1,452,653 | $0 | $0 |
| 2016 | $13,145 | $1,404,450 | $0 | $0 |
| 2015 | $11,488 | $1,172,869 | $0 | $0 |
| 2014 | $10,005 | $894,615 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/18/2026 05/18/26 | Price Changed | $4,700,000 | -16.1% | $1,897 / Sq Ft | |
| 11/29/2025 11/29/25 | For Sale | $5,600,000 | +622.6% | $2,260 / Sq Ft | |
| 08/19/2013 08/19/13 | Sold | $775,000 | -3.1% | $313 / Sq Ft | View Prior Sale |
| 08/04/2013 08/04/13 | Pending | -- | -- | -- | |
| 08/02/2013 08/02/13 | For Sale | $800,000 | -- | $323 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $666,700 | -- | |
| Warranty Deed | $2,225,000 | -- | |
| Interfamily Deed Transfer | -- | -- | |
| Personal Reps Deed | $829,000 | -- | |
| Warranty Deed | -- | -- | |
| Quit Claim Deed | -- | -- | |
| Deed | $1,100 | -- | |
| Warranty Deed | $1,100 | -- | |
| Warranty Deed | $555,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $1,446,250 | New Conventional | |
| Previous Owner | $600,000 | New Conventional | |
| Closed | $333,750 | No Value Available |
Source: Florida Keys Board of REALTORS®
MLS Number: 617501
APN: 00391950-000000
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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