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81801 Overseas Highway # 729, Upper Matecumbe Key Islamorada, FL 33036

New Listing
$699,000
Property Type: Residential Bedrooms: 1 Baths: 1 Square Footage: 550 Status: Active
Current Price: $699,000 List Date: 4/28/2026 Last Modified: 4/28/2026

Overview

Description

Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one king-bedded room with kitchen, private screened in balcony, with owners closet, offers the ideal blend of personal retreat and investment potential. Set within one of the Florida Keys' most celebrated resorts, owners and guests enjoy a true luxury experience, featuring exceptional dining, new ballroom, two tiki bars, a full-service spa, fitness center, and multiple resort-style pools, 9 hole, Par 3 golf course, The property boasts direct beach and dock access, along with lighted tennis courts, pickleball courts and a wide array of water sports, all surrounded by lush tropical landscaping. Nightly rentals are permitted, creating strong income potential, while professional onsite management provides seamless maintenance and guest services. Ideally located just moments from Islamorada's renowned restaurants, galleri ...

Listing Details MLS# 619668

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 #
# 729
City
ISLAMORADA
Off Shore Island
No
Mile Marker
82.5
Marathon Neighborhood
N/A
Senior Community YN
No
Side
Ocean
Flood Zone
AE
Alternate Key #
9079666
Parcel #
00401340000729
Zoning
TC - Tourist Commercial
Deed Restrictions
Yes
Legal
Unit 729 Hotel Condominium At Cheeca Lodge Resort Or2184-1289/90 Or2726-45/46C/T Or2789-2177/79
Taxes
4797.97
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Florida Keys
As is Rght to Inspct
Yes
Species List
No

General Property Description

Realtor.COM Type
Residential - Condo/Townhouse
Style
Condotel
Waterfront
Yes
Control Depth
3
Unit/Complex
Unit
Pool
Yes
Year Built
1988
Living Apx SqFt
550
SqFt Source
Property Data Card
Total Bedrooms
Yes
Full Baths
Yes
Total Baths
Yes
Rentals Allowed
With Restrictions
Lot SqFt
0
Acres
0

Association Info

Mandatory Home Owners Asc
Yes
Condo Doc's
Yes
1st Right of Refusal
Yes
Assoc Approval Req
Yes
Association Fee $
1566.86
Assoc/Mnt Fee Per
Monthly

License Info

Transient Rntl Licns
Yes

More Information

Building Style

Above Flood
Unknown

Appliances

Other
Cook top
Dishwasher
Yes
Microwave
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes

Pool Info

Heated
Yes
In Ground
Yes
Lap
Yes
Concrete
Yes
Decked
Yes

Remarks & Misc

Remarks – Consumer
Welcome to the iconic Cheeca Lodge & Spa Resort--a rare opportunity to own a premier, income-producing property in the heart of Islamorada. This beautifully appointed one king-bedded room with kitchen, private screened in balcony, with owners closet, offers the ideal blend of personal retreat and investment potential. Set within one of the Florida Keys' most celebrated resorts, owners and guests enjoy a true luxury experience, featuring exceptional dining, new ballroom, two tiki bars, a full-service spa, fitness center, and multiple resort-style pools, 9 hole, Par 3 golf course, The property boasts direct beach and dock access, along with lighted tennis courts, pickleball courts and a wide array of water sports, all surrounded by lush tropical landscaping. Nightly rentals are permitted, creating strong income potential, while professional onsite management provides seamless maintenance and guest services. Ideally located just moments from Islamorada's renowned restaurants, galleries, breweries, shopping, and vibrant art district, this is a unique chance to own within one of the Keys' most historic and sought-after destinations.
Directions
GPS

Fee Includes

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

Dockage

Dock Privileges
Yes

Tax Exemptions

None
Yes

Cooling

Central Air
Yes

Heating

Central
Yes

Waterfront

Oceanfront
Yes

Waterview

No Waterview
Yes

Floor

Tile
Yes

Neighborhood Feature

Beach
Yes
Bike Paths
Yes
Community Boat Ramp
Yes
Community Pool
Yes
Fire Hydrant
Yes
Manager on Premises
Yes
Spa
Yes
Tennis Courts
Yes

Interior Features

Built-in Cabinets
Yes
Drapes/Blinds Incl
Yes
Granite Counter Top
Yes
Smoke Alarms
Yes
Tray Ceilings
Yes
Window Treatments
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Guest Parking
Yes
Open Parking
Yes

Security

Electric Gate
Yes
Manned Gate
Yes

Construction

CBS
Yes

Land Size

10 or more Acres
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Buyer to Verify
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
Sprinkler System
Yes
Tennis Court(s)
Yes
Water Display
Yes

Pre-Wired

Cable
Yes

Roof

Concrete Roof
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 Vehicle Storage: Guest Parking; Open Parking Furnished: Furnished Cooling: Central Air Heating: Central Utilities: Buyer to Verify Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Granite Counter Top; Smoke Alarms; Tray Ceilings; Window Treatments Pre-Wired: Cable Appliances: Dishwasher; Microwave; Refrigerator; Stainless Steel Appliance(s) Exterior Features: Bar; Chickee Hut; Fencing; Hot Tub; Lighting; Outdoor Shower; Sandy Beach; Sprinkler System; Tennis Court(s); Water Display Pool Info: In Ground; Lap; Concrete; Decked Construction: CBS Floor: Tile Roof: Concrete Roof Neighborhood Feature: Beach; Bike Paths; Community Boat Ramp; Community Pool; Fire Hydrant; Manager on Premises; Spa; Tennis Courts Security: Electric Gate; Manned Gate Land Size: 10 or more Acres Terms: Cash; Conventional Title: Title Ins - Buyer
Listing Office: Coldwell Banker Schmitt Key Largo
Last Updated: April - 28 - 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.