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$1,269,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 2 Full Baths
  • 1,100 Sq. Ft.
  • Updated 7 hours ago
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Discover your personal island sanctuary in the heart of Cudjoe Key, where every day feels like Margaritaville. This stunning 2-bedroom, 2-bathroom single-family home has been thoughtfully updated to offer the ultimate waterfront lifestyle, featuring a sleek kitchen with a central island, 2025 updated appliances and two beautifully remodeled bathrooms. The interior glows with natural light, highlighted by impact-resistant windows and elegant French doors that lead to an open balcony. The floor plan is designed for effortless living, including a versatile bonus room and a separate dining area that provides a front-row seat to the tranquil canal. For added convenience, the spacious walk-in closet features an integrated 2025 washer and dryer, while a temperature-controlled thermostat and security system ensure year-round comfort and peace of mind. The exterior of the home is just as impressive, boasting brand-new Hardie Board siding updated within the last year and a full privacy fence that creates a secluded tropical retreat. Step outside to find a backyard oasis complete with swaying palm trees and an inground concrete pool featuring decorative tiling and a stylish paver deck. Boaters will fall in love with the concrete dock slip, which comes equipped with a 10,000 lbs elevator boat lift, offering ocean access in just minutes. Beneath the home, you'll find ample garage parking and massive storage space for your kayaks, grill, and water toys, along with a refreshing outdoor shower. Perfectly capturing that sought-after "Keys feel," this home is the ideal blend of relaxation and adventure.

Full Property Details for 116 Spanish Main Dr

General

  • Price: $1,269,000
  • Taxes: $6,849 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Regional
  • MLS ID: B26029208
  • Updated: 5/15/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Bedroom on Main Level, Kitchen Island, Split Bedrooms, Walk-In Closet(s)
  • Appliances: Dryer, Dishwasher, Disposal, Microwave, Oven, Refrigerator, Water Heater, Washer
  • Furnishings: Negotiable
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Floor Baths: 2

Bedrooms

  • Total Bedrooms: 2
  • Bedrooms Main: 2

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Salt Water
  • Security/Safety: Security System, Smoke Detector(s)

Exterior

  • Exterior Features: Balcony, Outdoor Living Area
  • Porch/Patio/Deck: Covered, Deck, Balcony

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Total Spaces: 5
  • Parking Features: Attached, Garage, Open

Location

  • County: Monroe
  • Subdivision: CUTTHROAT HARBOR ESTS
  • Driving Directions: From Key West: Take US1 North to MM 23 Turn Right on Spanish Main Dr. and make a right on Privateer. Home is on your left (Corner of Privateer and Spanish Main) From Miami: Take US1 to MM 23 Turn left on Spanish Main in Cudjoe Key. Right on Privateer.
  • Direction Faces: East

School Information

  • Elementary School: Sugarloaf
  • Middle School: Sugarloaf
  • High School: Key West

Community

  • Community Name: 5940 - Other Florida County
  • Pets Allowed: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Ceiling Fan(s)
  • Heating Type: Central
  • Water Heater: Owned

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Cable Available: Yes
  • Utility Description: Cable Available, Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Structure Type: House
  • Construction: Fiber Cement, Wood Frame
  • Roof: Metal
  • Windows: Storm Window(s)
  • Doors: French Doors
  • Stories/Levels: 1
  • Building Size: 2462
  • Square Feet: 1,100
  • Sq. Ft. Source: Public Records
  • Living Area: 1,100 Sq. Ft.
  • Year Built: 1990
  • Property Condition: Resale, Updated/Remodeled

Lot Features

  • Property View: Canal, Water
  • Lot Size (Acres): 0.17
  • Lot Features: Corner Lot, 1/4 Acre
  • Zoning: is
  • Fencing (Description): Wood

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Canal Access, Canal Front, No Fixed Bridges, Ocean Access
  • Water Front View: Canal Access, Canal Front, No Fixed Bridges, Ocean Access

Financial Considerations

  • Assessment Amount: $630,240
  • Tax Amount: $6,849
  • Tax Year: 2025
  • Terms: Cash, Conventional, 1031 Exchange

Disclosures and Reports

  • Special Conditions: Standard
  • Legal Description: BK 20 LT 21 CUTTHROAT HARBOR ESTATES PB4-165 CUDJOE KEY OR567-131 OR795-1387/88 OR990-60D/C OR990-58R/S OR1096-754 OR1105-403 OR1289-1600 OR
  • Property ID: 180890000000

Listed by Florida Keys Realty Group and Beaches MLS

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Listing agents

— 116 Spanish Main Dr —

  • Florida Keys Realty Group

  • Beaches MLS

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 116 Spanish Main Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-83.4 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1220.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 116 Spanish Main Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/15/2026
Listed
$1,269,000
177.38%
MLS
9/01/2017
Sold
$457,500
—
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 116 Spanish Main Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,137
—
$807,650
10%
2024
$6,137
9%
$732,657
8%
2023
$5,627
20%
$679,924
51%
2021
$4,708
-9%
$450,750
-25%
2022
$5,152
9%
$603,557
54%
2021
$4,708
1%
$391,329
-7%
2019
$4,647
9%
$421,320
13%
2018
$4,268
24%
$374,382
13%
2017
$3,429
-1%
$330,694
2%
2016
$3,447
-5%
$323,893
12%
2015
$3,623
-5%
$288,585
-1%
2014
$3,795
2%
$292,271
6%
2013
$3,727
—
$276,874
—
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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Listed by Florida Keys Realty Group and Beaches MLS

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116 Spanish Main Drive, Cudjoe Key, FL 33042 (MLS# B26029208) is a Single Family property with 2 bedrooms and 2 full bathrooms. 116 Spanish Main Drive is currently listed for $1,269,000 and was received on May 15, 2026. Want to learn more about 116 Spanish Main Drive? Do you have questions about finding other Single Family real estate for sale in Cudjoe Key? You can browse all Cudjoe Key real estate or contact a Coldwell Banker agent to request more information.

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