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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$2,750,000
101 Ocean Shores Drive
Key Largo, FL 33037
MLS# 619905
4 beds  |  4 baths  |  3957 sqft


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Property Description
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.

Details
Maps
Contract Information
Current Price: $2,750,000
Listing Date: 2026-05-14
Listing Board: Florida Keys
Monthly Rent: $2,750,000
Location, Tax & Legal
Street #: 101
Street Name: Ocean Shores
Street Suffix: Drive
Key/Island: Key Largo
State/Province: FL
Zip Code: 33037
County: Monroe
Subdivision: Key Largo Ocn Shores (100.0)
Area: 27 - Key Largo MM 97-107
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 2006
Lot Size: X
Lot SqFt: 19130
Acres: 0.43
Living Apx SqFt: 3957
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 3
Half Baths: 1
Total Baths: 4
Rentals Allowed: Yes
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock: Concrete
Building Style
Above Flood: Unknown
Pool Info
Heated: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Canal Front
Waterview: Canal View
Furnished: Negotiable
Utilities: Buyer to Verify; Elect Separate Meter; FKAA; Municipal Sewer
Interior Features: Elevator
Specialty Rooms: Laundry Room
Appliances: Dishwasher; Dryer; Oven; Refrigerator; Washer
Accessibility Feat: Accessible Elevator Installed
Pool Info: In Ground; Salt Water; Concrete
Construction: CBS
Floor: Tile
Roof: Metal Roof
Pets: Pets Allowed
Land Size: 1/4 - 1/2 Acre

Listing Office: Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Last Updated: September - 28 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)