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81801 Old Highway, Upper Matecumbe Key Islamorada, FL - photo 1

$649,000

81801 Old Highway

Upper Matecumbe Key Islamorada, FL 33036

Estimated payment $3,894/month

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1Beds
1Baths
550Sq Ft
$1180Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Built in 1988

About This Home

Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of beach frontage and a 525' fishing pier. This beautiful one-bedroom King suite, with additional sleeper sofa in the living room and private screened balcony, overlooks the garden and waterfall. This is a luxury, income-producing property. Nightly rentals are allowed, with onsite management, an owner's closet, and owner's use of up to 28 days. The resort offers a 24-hour shuttle, valet parking, concierge service, 5-star fine dining, ballroom, conference room, a spa, fitness center, beach, pools, dock, tiki bars, 9-hole par 3 golf course, Pickle Ball courts, lighted tennis courts, lush gardens, bike path, fishing, diving, snorkeling, water sports and Camp Cheeca for children.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:1
  • •Bathrooms:1
  • •Full bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:550 sqft
  • •Total interior livable area:550 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:Condo/Townhouse
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1988

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Price history

DateEventPrice
10/10/2026Listed for sale$649,000$1180/sqft

Listing Agent

KELLY K SHAW PA

American Caribbean Real Estate, Christie's International Real Estate

Brokerage Phone: 305-664-4966

Source: Florida Keys MLS · MLS #620677

Data Powered by Home Junction, Inc.

Nearby

Supermarkets

Florida Keys Farmers Market

0.8 mi

Publix

1.7 mi

Dining

Kaiyo Grill & Sushi

0.0 mi

Morada Bay

0.2 mi

Cheeca Lodge Coffee Stand

0.2 mi

Parks

Green Turtle Hammock Preserve

0.7 mi

Beaches

Anne's Beach

8.1 mi

North Beach

19.1 mi

South Beach

19.3 mi

Nearby amenity locations include data © OpenStreetMap contributors.