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$585,000

  • For Sale
  • Active
  • Condo
  • 1 Bed
  • 1 Full Bath
  • 358 Sq. Ft.
  • Updated 2 hours ago
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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!

Full Property Details for 81801 Overseas Hwy #727

General

  • Price: $585,000
  • HOA FEE: $1,768/month
  • Taxes: $3,848 (2025)
  • Status: Active
  • Type: Condo
  • Source: 927
  • MLS ID: 619365
  • Updated: 5/13/2026
  • Added to Site: 39 day(s) ago

Interior

  • Interior Features: Built-in Cabinets, Drapes/Blinds Incl, Elevator, Granite Counter Top, Lobby, Smoke Alarms, Tray Ceilings, Whirlpool Bath Tub, Window Treatments, Gym, Sauna
  • Appliances: No Appliances
  • Flooring: Carpet, Marble

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1

Additional Information

  • Shared Amenities: Spa, Manager on Premises, Handicap Facilities, Community Boat Ramp, Bike Paths, Beach, Tennis Court(s), Pool
  • Pool: Yes
  • Pool Description: Concrete, In Ground, Lap, Decked
  • Security/Safety: Electric Gate, Manned Gate, Patrolled Area

Exterior

  • Exterior Features: Tennis Court(s), Lighting, Bar, Chickee Hut, Fencing, Hot Tub, Outdoor Shower, Sandy Beach, Storage, Water Display
  • Deck/Patio: Screened
  • Porch/Patio/Deck: Screened

Parking

  • Parking Features: Open, Guest, Carport

Location

  • Area: 23 - Upper Matecumbe
  • County: Monroe
  • Subdivision: Strattons (82.5)
  • Driving Directions: MM 82.5 Gated

Community

  • Association: Yes
  • Assoc. Fees Include: Bldg Exterior Mnt, Building Insurance, Cable TV, Common Area Mnt, Exterminating, Security, Sewer, Water
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS, Concrete
  • Roof: Concrete
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 358
  • Sq. Ft. Source: Tax Records
  • Year Built: 1988

Lot Features

  • Property View: No Waterview
  • Lot Dimensions: x
  • Zoning: TC - Tourist Commercial

Water Features

  • Water View: Yes
  • Water Front Desc.: Oceanfront

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $1,768
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $3,848.76
  • Tax Year: 2025

Disclosures and Reports

  • Legal Description: UNIT 727 & .2433% COMMON ELEMENTS HOTEL CONDOMINIUM AT CHEECA LODGE RESORT OR2184-1242/43
  • Flood Zone: AE
  • APN: 00401340-000727

Listed by Coldwell Banker Schmitt Islamorada, Jan Keller (305) 664-7069 and Coldwell Banker Schmitt Islamorada, CHARLOTTE PORTER (305) 393-2749

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Listing agents

— 81801 Overseas Hwy #727 —

  • Jan Keller

    Coldwell Banker Schmitt Islamorada

  • CHARLOTTE PORTER

    Coldwell Banker Schmitt Islamorada

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 81801 Overseas Hwy #727 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/05/2026
Listed
$585,000
48.1%
MLS
1/27/2006
Sold
$395,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 81801 Overseas Hwy #727

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,809
—
$389,199
-14%
2024
$3,809
9%
$451,853
18%
2023
$3,493
20%
$382,083
53%
2021
$2,921
-8%
$249,859
-23%
2022
$3,185
-5%
$324,892
14%
2019
$3,336
—
$285,903
—
2018
$3,328
6%
$286,040
—
2017
$3,125
1%
$286,040
2%
2016
$3,108
9%
$281,307
29%
2015
$2,842
13%
$217,253
10%
2014
$2,522
5%
$197,503
7%
2013
$2,410
—
$184,582
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 81801 Overseas Hwy #727

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Coldwell Banker Schmitt Islamorada, Jan Keller (305) 664-7069 and Coldwell Banker Schmitt Islamorada, CHARLOTTE PORTER (305) 393-2749

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81801 Overseas Highway #727, Upper Sugarloaf Key, FL 33036 (MLS# 619365) is a Condo property with 1 bedroom and 1 full bathroom. 81801 Overseas Highway #727 is currently listed for $585,000 and was received on April 04, 2026. Want to learn more about 81801 Overseas Highway #727? Do you have questions about finding other Condo real estate for sale in Upper Sugarloaf Key? You can browse all Upper Sugarloaf Key real estate or contact a Coldwell Banker agent to request more information.

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