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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: 4/05/2026

Overview

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 p ...

Listing Details MLS# 619365

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
Unit #
727
City
ISLAMORADA
Mile Marker
82.5
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE
Alternate Key #
9079658
Parcel #
00401340-000727
Zoning
TC - Tourist Commercial
Deed Restrictions
Unknown
Legal
UNIT 727 & .2433% COMMON ELEMENTS HOTEL CONDOMINIUM AT CHEECA LODGE RESORT OR2184-1242/43
Taxes
3848.76
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
No

General Property Description

Realtor.COM Type
Residential - Condo/Townhouse
Style
Condotel
Waterfront
No
Control Depth
3
Pool
Yes
Year Built
1988
Living Apx SqFt
358
SqFt Source
Tax Records
Total Bedrooms
Yes
Full Baths
Yes
Total Baths
Yes
Rentals Allowed
Yes
Min Rental Days
Yes
Lot SqFt
0
Total Units
0
Acres
0

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

More Information

Dockage

Dock
Wood
Dock Privileges
Yes
First Come Dock
Yes

Building Style

Above Flood
Unknown
Stories
3 Stories

Financial Status

Bank Owned
No
Potential Short Sale
No

Remarks & Misc

Remarks – Consumer
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!
Directions
MM 82.5 Gated

Fee Includes

Bldg Exterior Mnt
Yes
Building Insurance
Yes
Cable
Yes
Common Area Mnt
Yes
Exterminating
Yes
Security
Yes
Sewer
Yes
Water
Yes

Tax Exemptions

None
Yes

Appliances

No Appliances
Yes

Pets

Pets Allowed
Yes

Cooling

Central Air
Yes

Waterfront

Oceanfront
Yes

Waterview

No Waterview
Yes

Floor

Carpet
Yes
Marble
Yes

Neighborhood Feature

Beach
Yes
Bike Paths
Yes
Community Boat Ramp
Yes
Community Pool
Yes
Handicap Facilities
Yes
Manager on Premises
Yes
Spa
Yes
Tennis Courts
Yes

Interior Features

Built-in Cabinets
Yes
Drapes/Blinds Incl
Yes
Elevator
Yes
Granite Counter Top
Yes
Lobby
Yes
Smoke Alarms
Yes
Tray Ceilings
Yes
Whirlpool Bath Tub
Yes
Window Treatments
Yes

Specialty Rooms

Gym
Yes
Sauna/Steam Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Carport
Yes
Guest Parking
Yes
Open Parking
Yes

Security

Electric Gate
Yes
Manned Gate
Yes
Patrolled Area
Yes

Construction

CBS
Yes
Concrete
Yes

Land Size

10 or more Acres
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes
No Seller Finance
Yes

Utilities

Cable Available
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Screened P/B
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

Bar
Yes
Chickee Hut
Yes
Fencing
Yes
Hot Tub
Yes
Lighting
Yes
Outdoor Shower
Yes
Sandy Beach
Yes
Storage
Yes
Tennis Court(s)
Yes
Water Display
Yes

Pool Info

In Ground
Yes
Lap
Yes
Concrete
Yes
Decked
Yes

Pre-Wired

Cable
Yes

Roof

Concrete Roof
Yes

Accessibility Feat

Accessible Elevator Installed
Yes
Parking
Yes

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 - 05 - 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.