$3,999,999
Active
32d
$3,999,999
74049 Overseas
Islamorada, FL 33036
4 bd4 ba0 sqft
Lower Matecumbe
$4,700,000186 days on marketActive
166 Bayview Drive, Islamorada, FL 33036
Islamorada, FL 33036
4
Beds
4
Baths
0
Sq Ft
1968
Year Built
Listing Snapshot
| List Price | $4,700,000 |
| Beds | 4 |
| Baths | 4 |
| Living Area | 0 sqft |
| Year Built | 1968 |
| Property Tax | $22,931/yr |
| MLS # | 1147637660 |
| Status | Active |
| Days on Market | 186 |
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.
General Features
- Property Type
- Residential
- Sub-type
- SingleFamilyResidence
- Stories
- 2
- Direction Faces
- East
- Parking
- Driveway,Guest
- Zoning
- 1465
- Subdivision
- Safety Harbor
Interior Features
- Appliances
- Dryer,Dishwasher,ElectricRange,ElectricWaterHeater,GasRange,Microwave,Washer
- Flooring
- CeramicTile,Marble,Terrazzo
- Heating
- Central,Electric,HeatPump
- Cooling
- CentralAir,CeilingFans
- Interior Features
- BedroomOnMainLevel,MainLevelPrimary,SeparateShower,UpperLevelPrimary
Exterior Features
- Construction
- Block
- Exterior Features
- Barbecue,Lighting,OutdoorLivingArea,OutdoorShower
- Roof
- Other
- Patio / Porch
- Deck
- Fencing
- Fenced
- Pool
- Yes
- Pool Features
- Heated,InGround
- View
- Bay,Water
- Waterfront
- Yes
- Waterfront Features
- Bayfront
Community Features
- Community Features
- StreetLights
- MLS Area
- 5940 - Other Florida County
Schools
ElementaryPlantation Key
HighCoral Shores
Map
Virtual Tour
View Virtual TourListed by Judy Rossignol · Paradise Florida Keys Real Est
MLS# 1147637660 · BEACH
Information deemed reliable but not guaranteed. © 2026 BEACH.
MLS# 1147637660 · BEACH
Information deemed reliable but not guaranteed. © 2026 BEACH.
Interested in this home?
Schedule a showing or ask a question — buyer representation is free.
Estimate Your Payment
$
20% down · Loan: $3,760,000
%
Est. Monthly$27,561
Principal & Interest$25,650
Property Tax$1,911
Estimate only. Does not include insurance or PMI. Rate is illustrative — contact us for current rates.
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