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4 Beds
4 Baths
3,957 sqft

$2,750,000

101 Ocean Shores Drive, Key Largo FL, 33037

Price per sqft$694.97
Built in2006
Property size3,957 sqft
Property typeResidential

Overview

Active

Listed May 14, 2026

Updated 11 days ago

Welcome to 101 Ocean Shores Drive -- a rare opportunity to own a spacious, concrete-constructed coastal retreat in the heart of the Upper Keys. Situated on an oversized corner lot, this expansive residence offers over 4,000 square feet under air, but true Keys living happens outdoors -- and this home was designed for exactly that. Large terraces on every level create the perfect setting for entertaining, relaxing, and enjoying the island breeze year-round. Thoughtfully designed for large families or multi-generational living, the home features two bedrooms and two bathrooms on each living level, including an oversized primary suite. Laundry rooms on both levels add everyday convenience, while the elevator servicing all three floors makes access effortless throughout the home. The ground level offers even more versatility with a dedicated garage, tackle room, bonus room, and cabana bath -- ideal for boating, guests, hobbies, or additional storage. Built with solid concrete construction and complete impact windows and doors, the home offers both durability and peace of mind. Step outside to your private backyard oasis featuring a heated concrete pool and spa with the perfect blend of sun and shade. Located in a highly desirable neighborhood, you're just a short golf cart ride from local favorites including Pilot House Restaurant & Marina, Sharkey's Pub and Skipper's Dockside, along with nearby parks, pickleball courts, playgrounds, and community amenities. This is the kind of home that truly must be seen in person to appreciate everything it has to offer.

$18,296/mo

Est. mortgage payment based on a $2,750,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
619905

Interior Features

Bedrooms
4
Bathrooms
4
Basement
No

Exterior Features

Lot Size
0.44 Acres

Other Property Details

Taxes
$20,992
Tax Frequency
Annually
View
Yes
Pets Allowed
Yes
Pool
Yes
Waterfront
Yes
MLS provider logo

Listed by The Pinder Team - Jessica & Hank with Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
Listing Contact: 305-465-0447 

The IDX display contains information sourced from the Florida Keys Board of REALTORS® as of 9/29/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Florida Keys Board of REALTORS® all rights reserved.

Data last updated on 9/29/2026 at 3:25 AM UTC

 

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