About This Home

This 3-bedroom, 4-bathroom single family at 81906 Overseas Highway #2 in Upper Matecumbe Key Islamorada, FL is listed for $2,495,000 ($1,364 per sqft). Built in 2020, the home offers 1,829 sqft of living space on a 0.06 acres lot.

Key Features

  • Built in 2020
  • 0.06 acre lot
  • Private pool
  • Waterfront

Property Details

3 full, 1 half
#2
2020

Amenities

PoolWaterfrontViewA/C
Listing Description

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 ex

clusive 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 5,000 lbs. 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.

Monthly Cost Estimate

$16,332/mo

20% down · 6.5% · 30 years

Principal$1,804
Interest$10,812
Insurance$728
HOA$2,988

Estimates only. Actual payments may vary.

Location

81906 Overseas Highway #2

Upper Matecumbe Key Islamorada, FL 33036

Strattons (82.5)

Features & Amenities

Interior Features

Built-in CabinetsQuartz Countertops

Exterior Features

Built-in GrillOutdoor Kitchen

Property Details

Flooring

Vinyl

Construction

CBS

Views

Water

Pool Features

Pool

Outdoor Features

PorchDeckPatio

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorOvenFreezerStainless Steel Appliance(s)

Questions & Answers

This 3-bedroom, 4-bathroom single family at 81906 Overseas Highway is listed at $2,495,000 ($1,364/sqft). The estimated monthly payment is $16,332 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance, HOA fees.

HOA fees are $2988/month.

Key features include: Built in 2020, 0.06 acre lot, Private pool, Waterfront. Interior Features: Built-in Cabinets, Quartz Countertops. Exterior Features: Built-in Grill, Outdoor Kitchen.

This property is listed by Pierre Marc Bellion.

PB

Pierre Marc Bellion

License 3301978

Agent at Ocean Sotheby's International Realty

Listed by Ocean Sotheby's International Realty · Broker phone: 3057128888 · View on Broker Site · Broker website

MLS# 617838· Source: Florida Keys Board of REALTORS®· 309 days on PropertySimple

Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

81906 Overseas Highway #2, Upper Matecumbe Key Islamorada, FL 33036

Open this listing in: