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$5,750,000

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 3 Full Baths
  • 2,208 Sq. Ft.
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Set within the private gates of the Key Largo Anglers Club, this beautifully renovated cottage captures the essence of refined Keys living. Sweeping sunset views stretch down the canal toward Card Sound Bay, and a nearby dock accommodates a boat up to 42 feet--perfect for effortless days on the water. The residence features three bedrooms and three baths, anchored by a contemporary kitchen with custom cabinetry, quartz surfaces, Jenn-Air and Bosch appliances, and a dedicated wine cooler. The primary suite is a serene retreat, offering a spa-style bath with double marble vanities, a large walk-in shower, generous closets, and an adjoining study ideal for an office or private lounge. Guest bedrooms each include en-suite baths for comfort and privacy. Soaring ceilings, porcelain tile flooring, and a screened patio with electric roll-down sunshades create seamless indoor-outdoor enjoyment. Below, expansive covered parking provides space for vehicles and golf carts, along with abundant storage and a workshop. Framed by manicured tropical landscaping and vibrant orchids, this fully furnished home is move-in ready--a rare blend of elegance, ease, and true Keys charm.

Full Property Details for 22 S South Island Dr Dr

General

  • Price: $5,750,000
  • HOA FEE: $2,878/month
  • HOA FEE FREQ.: Yearly
  • Taxes: $28,371 (2025)
  • Status: Active
  • Type: Condo
  • Source: 927
  • MLS ID: 617399
  • Updated: 11/21/2025
  • Added to Site: 57 day(s) ago

Interior

  • Rooms/Areas: Laundry Room
  • Interior Features: Storage, Window Treatments, Walk-in Closet(s)
  • Appliances: Dishwasher, Stainless Steel Appliance(s), Wine Cooler, Trash Compactor, Water Softener, Microwave, Refrigerator
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Community Pool, Bike Paths, Fire Hydrant, Manager on Premises, Tennis Courts, Clubhouse, Community Boat Ramp, Community Dockage
  • Pool: Yes
  • Pool Description: In Ground
  • Security/Safety: Manned Gate, Patrolled Area

Exterior

  • Exterior Features: Storage
  • Deck/Patio: Screened Patio

Parking

  • Parking: Auto Door Opener, Covered Parking, Guest Parking

Location

  • Area: 28 - Key Largo N of MM 107 Incl Ocean Reef
  • County: Monroe
  • Subdivision: Anglers Club (905.0)
  • Driving Directions: use GPS to Key Largo Anglers Club.
  • Direction Faces: S

Community

  • Assoc. Fees Include: Cable, Security, Common Area Mnt
  • Pets Allowed: Yes

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Water: Canal View, Open Water View
  • Utility Description: FKAA, Cable Available, Municipal Sewer

Structural Information

  • Architectural Style: Condo
  • Construction: CBS
  • Roof: Metal Roof
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
  • Dock Size: 42
  • Wiring: Cable, Surround Sound
  • Stories/Levels: 2 Stories
  • Square Feet: 2,208
  • Sq. Ft. Source: Builder/Architect
  • Year Built: 1989

Unit Information

  • Unit Type: Unit

Lot Features

  • Zoning: RE - Residential Estate

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Canal Front
  • Dock Description: Assigned Dock

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $34,533
  • Assoc Fee Freq.: Yearly
  • Maint. Fee: $14,455
  • Tax Amount: $28,371
  • Tax Year: 2025
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: UNIT 22 ANGLERS CLUB A CONDO OR1067-1267 OR1257-1459/61 OR1789-2372/73 OR2795-1943/47 OR2988-1652

Listed by Swenson & Ecuyer Realty, Olga Grant (786) 647-8076 and Swenson & Ecuyer Realty, Daniel Guerrieri (305) 798-2257

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Listing agents

— 22 S South Island Dr Dr —

  • Olga Grant

    Swenson & Ecuyer Realty

  • Daniel Guerrieri

    Swenson & Ecuyer Realty

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

Schools serving 22 S South Island Dr Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Key Largo School
104801 Overseas Highway, Key Largo, FL 33037
PK-812 mi
Coral Shores High School
89901 Old Highway, Tavernier, FL 33070
9-1226.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 22 S South Island Dr Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/21/2025
Listed
$5,750,000
94.92%
MLS
10/07/2019
Sold
$2,950,000
—
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 22 S South Island Dr Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$27,555
—
$4,767,941
3%
2024
$27,555
19%
$4,648,756
33%
2023
$23,195
56%
$3,497,072
69%
2021
$14,885
-26%
$2,073,335
-30%
2022
$20,144
35%
$2,960,741
45%
2021
$14,885
10%
$2,044,710
12%
2019
$13,481
3%
$1,820,991
6%
2018
$13,034
10%
$1,718,970
10%
2017
$11,870
13%
$1,564,161
20%
2016
$10,518
72%
$1,306,813
73%
2015
$6,107
-2%
$754,852
1%
2014
$6,250
-1%
$748,861
2%
2013
$6,291
—
$737,794
—
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 22 S South Island Dr Dr

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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 Swenson & Ecuyer Realty, Olga Grant (786) 647-8076 and Swenson & Ecuyer Realty, Daniel Guerrieri (305) 798-2257

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22 S South Island Dr Drive, Key Largo, FL 33037 (MLS# 617399) is a Condo property with 3 bedrooms and 3 full bathrooms. 22 S South Island Dr Drive is currently listed for $5,750,000 and was received on November 21, 2025. Want to learn more about 22 S South Island Dr Drive? Do you have questions about finding other Condo real estate for sale in Key Largo? You can browse all Key Largo real estate or contact a Coldwell Banker agent to request more information.

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