Residential

81906 Overseas Highway, Upper Matecumbe Key Islamorada

$2,495,000.00

Bedroom 3 bedrooms
Full Bathroom 3 full baths
Half Baths 1 half baths

  • MLS #: 617838
  • Address: 81906 Overseas Highway, Upper Matecumbe Key Islamorada, FL 33036
  • Date Listed: 12/26/2025
  • Days on Market: 166
  • SQFT: 1829
  • Acres: 0.06
  • Restrictions: Unknown
  • Subdivision: Strattons (82.5)

Location Location

Agent Comments Agent Comments
Perfectly positioned in the heart of Upper Matecumbe Key, this stunning residence places you in downtown Islamorada--just a short stroll to the area's most celebrated restaurants, art galleries, and island attractions. Privately gated and approached by a Chicago paver driveway, this absolutely turn-key 3-bedroom, 3.5-bath residence is part of an exclusive collection of just eight bayfront homes and was completed in 2020 with refined design, upscale finishes, all stainless-steel Bosch appliances, and exceptional craftsmanship throughout. Elegant interiors and thoughtful details create a sophisticated yet relaxed island lifestyle. The home features a private pool with a wood deck at the rear--ideal for entertaining or unwinding in complete privacy--while residents also enjoy access to a community bayfront pool overlooking breathtaking sunset views. An assigned boat slip on the bay provides effortless access to Florida Bay and the Atlantic beyond. Boat lift currently in place can hold boats up to 5,000Lbs. Adding to its appeal, 7-day rentals are permitted, making this property a rare and superior investment opportunity in one of Islamorada's most walkable and desirable locations. Ideal for a full-time residence, island getaway, or income-producing asset, this home offers an exceptional blend of luxury, lifestyle, and flexibility. Coral Cove is located in an X flood zone, providing additional peace of mind.

Amenities Amenities
  • Stainless Steel Appliance(s)
  • Dishwasher
  • Dryer
  • Freezer
  • Oven
  • Refrigerator
  • Washer

Interior Features Interior Features
  • Cool System: Central Air
  • Floors: Vinyl
  • Interior: Entrance Foyer, Built-in Cabinets, Cathedral Ceilings, Quartz Countertops

Exterior Features Exterior Features
  • Parking: Off Street, Assigned
  • Roof: Metal
  • Pool: Yes
  • Exterior: Built-in Grill, Outdoor Kitchen, Boat Slip

Additional Features Additional Features
  • County: Monroe
  • Property Type: Single Family Residence
  • Tax Number: 00399270-000200
  • Waterfront Features: Bay Front
  • Water/Sewer: Cable Available, Elect Separate Meter, FKAA, Municipal Sewer, Water Separate Meter
  • Stories: 2 Stories
  • Year Built: 2020