Levin Investments, Inc · Gabrielle LevinSend Inquiry
Back to Key Biscayne Waterfront Homes For Sale
420 Island Drive, Key Biscayne, FL 33149 - Photo 1
420 Island Drive, Key Biscayne, FL 33149 - Photo 2
420 Island Drive, Key Biscayne, FL 33149 - Photo 3
420 Island Drive, Key Biscayne, FL 33149 - Photo 4
420 Island Drive, Key Biscayne, FL 33149 - Photo 5
See all 83 photos

$12,485,000

Price Reduced

420 Island Drive, Key Biscayne, FL 33149

Cape Florida Sub Sec 1

Beds

6 Beds

Baths

7 Baths

Living Area

6,405 Sq Ft

Lot

0.31 acres

Built

2017

Days Listed

389

Canal FrontPoolPrice Reduced

Original Price

$14,000,000

Price Per Sq Ft

$1,949/sqft

Listed

May 30, 2025

Last Price Change

Jun 12, 2026

Garage

0 spaces

Property Type

Single Family Residence

Property Overview

This 6-bedroom waterfront single family residence at 420 Island Drive, Key Biscayne, FL 33149 in the Cape Florida Sub Sec 1 community on 0.31 acres with 6,405 square feet of living area, built in 2017 is listed for $12,485,000. Notable MLS signals include Canal Front, Pool, Price Reduced.

MLS Public Remarks

Spectacular and impeccably appointed modern residence situated on a 13,651 SF lot on prestigious Island Drive—one of Key Biscayne’s most elevated streets. Boasting a total of 8,011 SF, this 6-bedroom, 6 full bath + 2 half bath home is open, bright, and flooded with natural light throughout. Enjoy breathtaking water views and private access to the water in a setting that blends refined luxury with ultimate privacy. This residence showcases exquisitely curated, high-end designer finishes, a dramatic wine cellar, two expansive family rooms, and a closed 2-car garage. The outdoor living area is equally impressive, featuring a sleek summer kitchen and lush, professionally designed landscaping—ideal for elegant island living and entertaining. Per approved plans 6,405 SF under AC -8,682 SF Total

Key Biscayne Property Snapshot

Property Type

Residential

Sub Type

Single Family Residence

Stories

2

Total Baths

7

Building Area

8,682 sq ft

Lot Size

13,651 sq ft

Lot Profile

1/4 To Less Than 1/2 Acre Lot

Condition

Resale

MLS #

A11812864

Waterfront, Boating & Outdoor

Waterfront

Yes

Waterfront

Canal Front

Private Pool

Yes

Pool Features

In Ground, Child Gate

View

Canal

Interior & Construction

Interior Features

Built-in Features, High Ceilings, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Bedroom Layout - Split, Custom Mirrors

Primary Bedroom

Bidet, Dual Sinks, Master Bdrm - Ground, Master Bdrm - Sitting, Separate Shower, Separate Tub

Rooms

Other

Appliances

Electric Water Heater, Ice Maker, Microwave, Oven, Refrigerator, Washer

Flooring

Marble

Construction

CBS

Heating

Central

Cooling

Central Air

Parking, HOA & Rules

Garage Spaces

0

Parking Features

Covered, Golf Cart Garage, Garage Door Opener

Community / Access

None

Restrictions

Other Restrictions

Taxes, Utilities & MLS

Annual Taxes

$88,746

Tax Year

2024

Parcel Number

2452050100590

Zoning

2000

County

Miami-Dade

MLS Area

2520

Sewer

Public Sewer

Water Source

Public

Photos

83

Listing courtesy of BHHS EWM Realty

Listing Agent: Elena Chacon

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the BeachesMLS. Real estate listings held by brokerage firms other than Levin Investments, Inc are marked with the IDX logo and detailed information about them includes the name of the listing broker. Data provided is deemed reliable but is not guaranteed. All information is subject to change and should be independently verified.

Similar Listings

Nearby matches by subdivision or price tier.

View more
121 Knollwood Drive, Key Biscayne, FL 33149
Price Reduced
46 photos

$13,250,000

121 Knollwood Drive, Key Biscayne, FL 33149

Cape Fla Sub Sec 2

5 Beds/4.5 Baths/4,924 Sq Ft/0.32 acres
Dock / Boat AccessOcean AccessPoolPrice Reduced
$2,691/sqft131 DOMBuilt 1972

Designed for those who value privacy, space, and a true connection to the water, this exceptional waterfront residence offers a rare boater’s retreat and a warm, inviting setting for family living. Tucked away on a quiet street and set on an expansive nearly 14,000-square-foot lot, the home impresses from the moment you arrive with its generous front yard and gated entry, offering both presence and privacy. Inside, a bright two-story layout unfolds with an open, airy feel, thoughtfully designed for both everyday comfort entertaining. The residence features five bedrooms, four full bathrooms, plus a cabana bath, all flowing seamlessly enhanced by abundant natural light and tranquil water views. Renovated in 2019, the home includes impact windows and doors, a beautifully updated kitchen and appliances, lighting throughout, gas generator, and a pool heater and chiller for year-round enjoyment. The outdoor living experience is truly exceptional…enjoy direct water access with a private dock, boat lift, and two dry jet-ski docks, allowing you to step straight from your backyard to open water and fully embrace the waterfront lifestyle. A detached, enclosed two-car garage adds versatility, while the gated property offers abundant parking for up to six vehicles, a rare and valuable amenity in Key Biscayne. Homes of this caliber which offer privacy, boating infrastructure, generous land, and modern upgrades are increasingly rare and best appreciated in person.

221 Knollwood Drive, Key Biscayne, FL 33149
Price Reduced
36 photos

$11,600,000

221 Knollwood Drive, Key Biscayne, FL 33149

Cape Fla Sub Sec 2

5 Beds/5 Baths/3,509 Sq Ft/0.37 acres
Dock / Boat AccessCanal FrontPoolPrice Reduced
$3,306/sqft89 DOMBuilt 1972

Rare opportunity to own a 16,000 sq ft waterfront lot on one of Key Biscayne's most coveted cul-de-sacs. Nestled on a quiet, no-traffic street, this lovingly maintained residence offers an exceptional combination of location, lot size, and livability rarely found on the island. With 100 feet of direct water frontage and no fixed bridges to open water, the property is a boater's dream, simply step onto your private dock and cruise around the corner to Boater's Grill, The Cleat for lunch or sunset cocktails or out to the bay! The home's thoughtful positioning creates a generous setback from the water's edge, yielding a beautifully manicured backyard that is a true rarity on Key Biscayne. A mature mango tree anchors the lush landscaping, while the deep lot provides the kind of outdoor space that simply does not exist on most waterfront properties here. Inside, the home is bathed in natural light and flows effortlessly. The open kitchen connects seamlessly to the family room, creating a warm, inviting gathering space at the heart of the home. The ideal floor plan places the primary suite, with dual his-and-her bathrooms, on one wing alongside three additional bedrooms, while a separate guest suite ensures privacy for visitors. Impact windows and doors throughout. Two-car garage. Offered in excellent condition. 221 Knollwood Drive represents the best waterfront value on Key Biscayne. Opportunities of this caliber are exceptionally rare.