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

$549,500

81801 Overseas Highway

Upper Matecumbe Key Islamorada, FL 33036

Estimated payment $3,354/month

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

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1Beds
1Baths
358Sq Ft
$1535Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1988

About This Home

Exquisite Oceanfront Historic Cheeca Lodge Resort and Spa in Islamorada! Welcome to your unparalleled opportunity to own an exceptional income-producing property in the heart of Islamorada, the Sportfishing Capital of the World. This king bed condotel, situated in the renowned Cheeca Lodge Resort and Spa, offers the perfect blend of luxury, convenience, and investment potential. Beautiful turn-key suite provides you with resort style living. Experience the epitome of luxury with 5-star dining options. Immerse yourself in the tropical paradise with 2 tiki bars, spa and fitness facility, and three heated swimming pools. Enjoy direct access to the beach and dock. Stay active with 6 lighted courts offering tennis, pickleball and basketball. Indulge in various water sports amidst lush tropical gardens. Nightly rentals allowed, providing a lucrative income stream. Onsite management ensures hassle-free property maintenance and guest services. Walking distance to outstanding restaurants, galleries, breweries, and boutiques. Proximity to Islamorada's famous art district adds cultural charm to the surroundings. Seize this rare opportunity to own a piece of paradise in one of Islamorada's most iconic and historic destinations.

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Facts & features

Bedrooms & bathrooms

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

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:358 sqft
  • •Total interior livable area:358 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
10/31/2026Listed for sale$549,500$1535/sqft

Listing Agent

Lisa Frins P.A.

Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

Brokerage Phone: 305-664-4444

Source: Florida Keys MLS · MLS #620633

Data Powered by Home Junction, Inc.

Nearby

Supermarkets

Florida Keys Farmers Market

0.9 mi

Publix

1.6 mi

Dining

Cheeca Lodge Coffee Stand

0.0 mi

Kaiyo Grill & Sushi

0.2 mi

Drift

0.3 mi

Parks

Green Turtle Hammock Preserve

0.8 mi

Beaches

Anne's Beach

8.2 mi

North Beach

19.0 mi

South Beach

19.2 mi

Nearby amenity locations include data © OpenStreetMap contributors.