Hometrino is now on iOS & Android — download the app for the best experience.

App StoreGoogle Play
81906 Overseas Highway, Upper Matecumbe Key Islamorada, FL - photo 1

$2,495,000

81906 Overseas Highway

Upper Matecumbe Key Islamorada, FL 33036

Estimated payment $13,191/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

Get Pre-Qualified
3Beds
4Baths
1,829Sq Ft
$1364Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 2020

About This Home

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 5,000 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.

Map

Loading map...

Curious what you can afford?

Get pre-qualified with us in as little as 5 minutes.

Pre-Qualify

Tour with a local agent

Facts & features

Bedrooms & bathrooms

  • •Bedrooms:3
  • •Bathrooms:4 (3 full, 1 half)
  • •Full bathrooms:3
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:1,829 sqft
  • •Total interior livable area:1,829 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:N/A

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2020

Payment calculator

Loading payment calculator…

Contact agent

Price history

DateEventPrice
10/31/2026Listed for sale$2,495,000$1364/sqft

Listing Agent

Pierre Marc Bellion

Ocean Sotheby's International Realty

Brokerage Phone: 305-712-8888

Source: Florida Keys MLS · MLS #617838

Data Powered by Home Junction, Inc.

Nearby

Supermarkets

Florida Keys Farmers Market

1.0 mi

Publix

1.4 mi

Dining

Lorelei Restaurant & Cabana Bar

0.1 mi

Kaiyo Grill & Sushi

0.3 mi

Tuyo Y Mio Thai

0.3 mi

Parks

Green Turtle Hammock Preserve

0.9 mi

Beaches

Anne's Beach

8.3 mi

North Beach

18.8 mi

South Beach

19.1 mi

Nearby amenity locations include data © OpenStreetMap contributors.