Aerial view of an Islamorada waterfront home with a pool, private docks and boats at sunset.

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186 & 165 Bayview Drive

186 & 165 Bayview Drive, Lower Matecumbe, FL 33036

$10,000,000

A refined expression of waterfront living, this six-bedroom, four-bath residence is set on a desirable over 1/2 acre lot with panoramic water views from every room. Offering 220+ linear feet of concrete dockage with three boat lifts, the property is exceptionally suited for large vessels with effortless access to the open Florida Bay/Gulf or Ocean via Channel 5 bridge. Two separate parcels included in this sale, opening options in the future for the fortunate owner that resides here.
Completely renovated in 2020, the home presents a clean, contemporary aesthetic with Viking appliances, bespoke finishes, and a subtle, neutral palette inspired by the flowing surrounding turquoise waters. A custom saltwater pool equipped with both heater and chiller provides year-round enjoyment for everyone.
This Safety Harbor residence delivers both elegance and function for the discerning boater or sunset lover. Impeccably maintained and move-in ready, it offers a rare combination of low-maintenance living, thoughtful design, quiet living and enduring appeal in the Florida Keys.
Private showings available by appointment.

6
beds

5
baths

4,394 Sq.Ft. LIVING AREA

0.56 Acres lot

Sabrina Wampler

title Real Estate Advisor
PHONE 305.393.2766
EMAIL sabrina.sarah@oceansir.com

Sarah Ewald

title Real Estate Advisor
PHONE 305.393.0585
EMAIL sabrina.sarah@oceansir.com

Features & Amenities

Interior

total bedrooms6
Total bathrooms5
full bathrooms4
half bathroom1
Flooring Tile, Marble
APPLIANCES Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Ice Machine, Microwave, Oven, Range, Refrigerator, Washer
other interior Features Utility Room, Entrance Foyer, Built-in Cabinets, Cathedral Ceilings, Drapes/Blinds Incl, Elevator, Smoke Alarms, Split Bedroom, Window Treatments, Gym

Area & Lot

Status Sold
Date Sold October 20, 2026
Living Area4,394 Sq.Ft.
Total Area4,394 Sq.Ft.
Lot Area0.56 Acres
MLS® ID618449
TypeResidential
YEAR BUILT1991
NeighborhoodIslamorada
Architecture StylesAbove Flood
View DescriptionOpen Water View, Bay

Exterior

PoolHeated, Salt Water, In Ground
roofMetal
parkingOpen, Guest, Covered, Carport
HEAT TYPEElectric
AIR CONDITIONINGCentral Air, Ceiling Fans(s)
other exterior FeaturesBar, Fencing, Fruit Tree(s), Gazebo, Outdoor Shower, Shed, Storage

Financial

Sales Price$10,000,000
Real Estate Tax $28,959/yr
Zoning R1 - Residential Single Family

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