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166 Bayview Drive

Islamorada, FL 33036

$4,700,000 $19,815/Mo

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Overview

Bed

Bath

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. 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.

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

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, SecondFloorEntry, FirstFloorEntry, Fireplace, 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

Patio And Porch Features: Deck

Pool Features: Heated, Infinity, InGround, Pool

Private Pool: No

Water front Features: Bayfront

View: Bay, Water
Exterior Features

Exterior Features: Barbecue, Deck, Fence, SecurityHighImpactDoors, Lighting, OutdoorShower, StormSecurityShutters

Lot Information

Lot Description: LessThanQuarterAcre

Property Information

Subdivision: Safety Harbor Source Property Type: Residential MLS Area Minor: Other Geographic Area (Out Of Area Only) Zoning Description: 1465 Property SubType: Single Family Residence Direction Faces: East Levels: Two Property Age: 58

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

Virtual Tour

Virtual Tour (External Link)

Parking Information

Driveway, Guest, Other

Location Information

WaterSource: Public

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
87465 Old Hwy #102, Islamorada, FL, 33036	$428,000	2	2	1,032	1,032 SqFt
Residential, Islamorada, FL, 33036	$2,649,000	3	4	1,768	1,768 SqFt
164 Venetian Dr, Islamorada, FL, 33036	$1,599,000	4	2	1,680	1,680 SqFt
162 Bayview Dr, Islamorada, FL, 33036	$8,950,000	8	10	5,392	5,392 SqFt
109 Columbus Dr, Islamorada, FL, 33036	$6,700,000	4	5	--
82719 Old Hwy, Islamorada, FL, 33036	$24,995,000	7	11	10,182	10,182 SqFt
75761 Overseas Hwy, Islamorada, FL, 33036	$4,999,900	4	4	3,001	3,001 SqFt
88110 Overseas Hwy, Islamorada, FL, 33036	$6	4	5	2,797	2,797 SqFt
75433 Overseas Hwy, Islamorada, FL, 33036	$3,999,000	4	4	2,624	2,624 SqFt
122 Court Contessa, Islamorada, FL, 33036	$2,795,000	3	3	2,374	2,374 SqFt

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ByOwner last updated this listing 06/06/2026 @ 23:40

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