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166 Bayview Drive

Islamorada, FL 33036
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Bed 4

Bed

Bath 4

Bath

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. Th e 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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Detail Ic Property Details

Property Type : Residential

Price : $4,700,000

AD Id : 70605161

MLS Id : A11927254

Beds : 4

Year Built : 1968

County : Monroe

Subdivision: Jamaica Bay Mobile Home Coop

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 4 Full Baths: 4

    Roofing Information

    Other

    Flooring Information

    CeramicTile, Marble, Terrazzo
  • Interior Features

    BedroomOnMainLevel, MainLevelPrimary, SeparateShower, UpperLevelPrimary
    Roof: Other
    Appliances: Dryer, Dishwasher, ElectricRange, ElectricWaterHeater, GasRange, Microwave, Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Central, Electric, HeatPump Has Cooling: Yes Cooling: CentralAir, CeilingFans Water front: 1

  • Building Information

    Year Built: 1968
    Construction Materials: Block
    Stories: 2
    Frontage Length: 200.00
    Patio And Porch Features: Deck
    Pool Features: Heated, InGround
    Private Pool: Yes
    Water front Features: Bayfront
    View: Bay, Water
  • Exterior Features

    Exterior Features: Barbecue, Lighting, OutdoorLivingArea, OutdoorShower

  • Listing Price Information

    Listing Price: $4700000
    Original Price: $5600000
    Cash, Conventional

  • Tax Information

    Parcel Number: 003919500000 Tax Year: 2025 Annual Tax: $22931 Tax Legal Desc: SAFETY HARBOR SEC-1 PB3-69 LOWER MATECUMBE KEY LOT 6 BK 7 AND ADJ FILLED BAY BTM OR291-526

  • School Information

    Elementary School: Plantation Key Junior High School: Senior High School: Coral Shores
  • Location Information

    WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
1101 Mastic Street, Islamorada, FL, 33036 $6,999,000 8 6 3,649 3,649 SqFt
102 Anglers Way, Islamorada, FL, 33036 $1,150,000 2 3 1,376 1,376 SqFt
88110 Overseas Hwy, Islamorada, FL, 33036 $6,999,000 4 5 2,797 2,797 SqFt
88351 Old Highway HIGHWAY, Islamorada, FL, 33036 $14,990,000 6 9 7,590 7,590 SqFt
87895 Old Highway HIGHWAY, Islamorada, FL, 33036 $24,995,000 5 8 9,011 9,011 SqFt
87950 Overseas Highway .., Islamorada, FL, 33036 $3,800,000 5 3 2,464 2,464 SqFt
87445 Old Highway HIGHWAY, Islamorada, FL, 33036 $3,995,000 5 4 4,014 4,014 SqFt
87429 Old Highway HIGHWAY, Islamorada, FL, 33036 $18,999,000 6 8 6,692 6,692 SqFt
87429 Old Highway, Islamorada, FL, 33036 $18,999,000 6 6 6,054 6,054 SqFt
316 North Drive DRIVE, Islamorada, FL, 33036 $2,400,000 3 4 2,309 2,309 SqFt

The information being provided by Miami Association of REALTORS® is for the consumer's personal, non-commercial use. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Miami Association of REALTORS®. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Miami Association of REALTORS® and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2026 Miami Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 08/18/2026 @ 02:22

MLS: A11927254 LISTED BY: Judy Rossignol, Paradise Florida Keys Real Est 305-393-0523 SOURCE: Beaches MLS

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