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$699,000

  • For Sale
  • Active
  • Condo
  • 1 Bed
  • 1 Full Bath
  • 550 Sq. Ft.
  • Updated 12 days ago
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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.

Full Property Details for 81801 Overseas Hwy # 729

General

  • Price: $699,000
  • HOA FEE: $1,567/month
  • Taxes: $4,797 (2025)
  • Status: Active
  • Type: Condo
  • Source: 927
  • MLS ID: 619668
  • Updated: 5/13/2026
  • Added to Site: 35 day(s) ago

Interior

  • Interior Features: Built-in Cabinets, Drapes/Blinds Incl, Granite Counter Top, Smoke Alarms, Tray Ceilings, Window Treatments
  • Appliances: Other, Stainless Steel Appliance(s), Dishwasher, Microwave, Refrigerator
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1

Additional Information

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

Exterior

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

Parking

  • Parking Features: Open, Guest

Location

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

Community

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

Heating & Cooling

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

Structural Information

  • Architectural Style: Above Flood
  • Construction: CBS
  • Roof: Concrete
  • Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
  • Square Feet: 550
  • Sq. Ft. Source: Property Data Card
  • Year Built: 1988

Unit Information

  • Unit Type: Unit

Lot Features

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

Water Features

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

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $1,567
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $4,797.97
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: Unit 729 Hotel Condominium At Cheeca Lodge Resort Or2184-1289/90 Or2726-45/46C/T Or2789-2177/79
  • Flood Zone: AE
  • APN: 401340000729

Listed by Coldwell Banker Schmitt Key Largo, Ana G. Zalesky, P.A. (305) 394-1404

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Listing agent

— 81801 Overseas Hwy # 729 —

  • Ana G. Zalesky, P.A.

    Coldwell Banker Schmitt Key Largo

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 # 729 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/28/2026
Listed
$699,000
119.81%
MLS
3/04/2016
Sold
$318,000
—
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 # 729

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,528
16%
$568,220
43%
2023
$3,895
15%
$396,356
33%
2021
$3,385
-6%
$298,074
-15%
2022
$3,595
2%
$352,004
15%
2019
$3,531
1%
$305,649
1%
2018
$3,489
2%
$302,406
—
2017
$3,428
-4%
$302,406
2%
2016
$3,557
-8%
$297,284
-11%
2015
$3,855
1%
$332,914
2%
2014
$3,829
5%
$326,264
7%
2013
$3,646
—
$304,920
—
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.

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NMLS#: 1598647

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Listed by Coldwell Banker Schmitt Key Largo, Ana G. Zalesky, P.A. (305) 394-1404

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81801 Overseas Highway # 729, Upper Matecumbe Key Islamorada, FL 33036 (MLS# 619668) is a Condo property with 1 bedroom and 1 full bathroom. 81801 Overseas Highway # 729 is currently listed for $699,000 and was received on April 22, 2026. Want to learn more about 81801 Overseas Highway # 729? Do you have questions about finding other Condo real estate for sale in Upper Matecumbe Key Islamorada? You can browse all Upper Matecumbe Key Islamorada real estate or contact a Coldwell Banker agent to request more information.

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