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Ad #7524203
MLS #619365
Listing photo

Attention Investors! Own a piece of the legendary Cheeca Lodge

81801 Overseas Hwy 727, Upper Matecumbe Key, Florida, 33036
$585,000
1Beds
1Baths
358Sqft
0Acres

About this property

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 spacious beautiful bathroom featuring a 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!

Property Features

1 Beds
1 Baths
358 Sqft
Built in 1988
0 Acres
Open
Siding: CBS, Concrete
Concrete Roof
Has Swimming Pool
$3,849 / yr property tax
Monroe County
Strattons (825) Community

Additional Photos

Additional listing photo 1
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Additional listing photo 4

Contact Information

Jan Keller

Coldwell Banker Schmitt Islamorada

305-664-7069

Location

Map
Listing Agent: Jan Keller (License #: 0670883) 305-664-7069
Broker: Coldwell Banker Schmitt Islamorada 305-664-4470 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Jun 8, 2026

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$585,000

1
Beds
1
Baths
358
Sqft

81801 Overseas Hwy 727, Upper Matecumbe Key, Florida, 33036

By contacting this agent you agree to these Terms and Conditions.
Home Florida Upper Matecumbe Key
Attention Investors! Own a piece of the legendary Cheeca Lodge
Attention Investors! Own a piece of the legendary Cheeca Lodge
Attention Investors! Own a piece of the legendary Cheeca Lodge
Attention Investors! Own a piece of the legendary Cheeca Lodge
Attention Investors! Own a piece of the legendary Cheeca Lodge
MLS# 619365
Home For Sale

Attention Investors! Own a piece of the legendary Cheeca Lodge

$585,000

81801 Overseas Hwy 727, Upper Matecumbe Key, Florida, 33036

1
Beds
1
Baths
358
Sqft
0
Acres
$585,000
81801 Overseas Hwy 727, Upper Matecumbe Key, Florida, 33036
1 Beds
1 Baths
358 Sqft
0 Acres

Accessibility Features

Accessible Elevator Installed
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 spacious beautiful bathroom featuring a 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!
64 days
on BarrierFreeHome.com
30
views
0
saves

Property Details

HOME DETAILS

1 Beds
1 Baths
358 Sqft
Built in 1988
0 Acres

EXTERIOR

Open
Siding: CBS, Concrete
Concrete Roof
Has Swimming Pool

FINANCIAL & COMMUNITY

$3,849 / yr property tax
Monroe County
Strattons (825) Community
See More Details

Location

Map
Open in Google Maps

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Ad Statistics

Ad Number
7524203
Viewed
30 times
Listing Status
Active
Added
Apr 05, 2026
Last Refresh
Jun 08, 2026 09:04:43 PM

Listing Information

Data Source
Florida Keys Board of REALTORS®
Source Property ID
619365
Listing Agent: Jan Keller (License #: 0670883) 305-664-7069
Broker: Coldwell Banker Schmitt Islamorada 305-664-4470 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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$499,000

2 Beds | 2.0 Baths | 981 Sqft

79901 Overseas Hwy 204, Upper Matecumbe Key, FL, 33036

Spectacular Direct Ocean Views! Islamorada's Best-Kept Secret!

Added: 01/19/2026 • Updated: 05/29/2026
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By proceeding you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), and its affiliates, to contact me using the contact details you provided, via phone call or text (SMS) using automated dialing technology for marketing or advertising purposes, including contacting me about my inquiry and other home-related matters. Not a condition for purchase. Message and data rates may apply.
This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com BeachHouse.com GolfHomes.com
SUBSCRIBE
Receive notifications for new listings
Subscribe

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.06.09
Terms & Policy