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81801 Overseas Highway 727, Upper Matecumbe Key Islamorada, FL 33036

New Listing
$585,000
Property Type: Residential Bedrooms: 1 Baths: 1 Square Footage: 358 Status: Active
Current Price: $585,000 List Date: 4/05/2026 Last Modified: 4/06/2026

Description

Attention Investors! Own a piece of the legendary Cheeca Lodge Resort and Spa. Located in Islamorada, the ''Sportfishing Capital of the World''. This spacious Two Queen bed Suite offers a large living room area with a pull-out queen bed, a spacious bathroom with walk-in shower and soaking tub, a private screened in porch with views of the lush landscaping and large swaying palm trees. This exceptional income-producing property allows nightly rentals. Owners enjoy occupancy of their units up to 28 days a year and receive a monthly check for the remainder of the time. It's a hands-off income generator! Enjoy the 27 acres of Islamorada oceanfront that includes 3 world class restaurants, 2 open-air tiki bars, 1,200' of private beach, 525' fishing pier, 2 family pools, 1 adults only pool by the spa, beautiful sandy beach and pool side cabanas, 9 hole golf course, 6 sports courts, 15,000 sq. ft of event space, valet parking, 24 hour shuttle service, concierge service, on site boat trailer parking, watersports activities, fitness center and Camp Cheeca, for the children's entertainment, when only the best will do!

More Information MLS# 619365

Contract Information

Current Price: $585,000 Listing Date: 2026-04-04 Listing Board: Florida Keys List Price: $585,000 As is Rght to Inspct: Yes Potential Short Sale: No Bank Owned: No Species List: No

Location Tax Legal

Street #: 81801 Street Name: Overseas Street Suffix: Highway Key/Island: Upper Matecumbe Key Islamorada State/Province: FL Zip Code: 33036 County: Monroe Subdivision: Strattons (82.5) Area: 23 - Upper Matecumbe

General Property Description

Realtor.COM Type: Residential - Condo/Townhouse Style: Condotel Waterfront: No Control Depth: 3 Pool: Yes Year Built: 1988 Lot Size: X Living Apx SqFt: 358 SqFt Source: Tax Records Total Bedrooms: 1 Full Baths: 1 Total Baths: 1 Rentals Allowed: Yes Min Rental Days: 1

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: Yes Condo Doc's: Yes 1st Right of Refusal: Yes Assoc Approval Req: No Association Fee $: 1768.02 Assoc/Mnt Fee Per: Monthly

License Info

Transient Rntl Licns: Yes

Dockage

Dock: Wood

Building Style

Above Flood: Unknown Stories: 3 Stories

Financial Status

Bank Owned: No Potential Short Sale: No

Property Features

Fee Includes: Bldg Exterior Mnt; Building Insurance; Cable; Common Area Mnt; Exterminating; Security; Sewer; Water Tax Exemptions: None Waterfront: Oceanfront Waterview: No Waterview Dockage: Dock Privileges; First Come Dock Vehicle Storage: Carport; Guest Parking; Open Parking Furnished: Furnished Cooling: Central Air Utilities: Cable Available; FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Elevator; Granite Counter Top; Lobby; Smoke Alarms; Tray Ceilings; Whirlpool Bath Tub; Window Treatments Pre-Wired: Cable Specialty Rooms: Gym; Sauna/Steam Room Appliances: No Appliances Exterior Features: Bar; Chickee Hut; Fencing; Hot Tub; Lighting; Outdoor Shower; Sandy Beach; Storage; Tennis Court(s); Water Display Accessibility Feat: Accessible Elevator Installed; Parking Pool Info: In Ground; Lap; Concrete; Decked Construction: CBS; Concrete Floor: Carpet; Marble Roof: Concrete Roof Pets: Pets Allowed Neighborhood Feature: Beach; Bike Paths; Community Boat Ramp; Community Pool; Handicap Facilities; Manager on Premises; Spa; Tennis Courts Security: Electric Gate; Manned Gate; Patrolled Area Land Size: 10 or more Acres Terms: Cash; Conventional; No Seller Finance Title: Title Ins - Buyer
Listing Office: Coldwell Banker Schmitt Islamorada
Last Updated: April - 06 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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