116 Spanish Main Drive, Cudjoe Key, FL 33042

New Listing

$1,269,000

Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 2,462 Status: Active

Current Price: $1,269,000 List Date: 5/15/2026 Last Modified: 5/15/2026

Overview

Description

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.

Supplements: 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 ... (Read more)

Listing Details MLS# B26029208

General Property Information

Property Sub Type: Single Family Residence
Bedrooms Total: 2
Bathrooms Total: 2
Bathrooms Full: 2
Building Area Main: 2462
Building Area Source: Public Records
Living Area Main: 1100
Living Area Source: Public Records
Accessibility Features YN: No
Year Built: 1990
Garage YN: Yes
Attached Garage YN: Yes
Garage Spaces: Yes
Covered Spaces: Yes
Parking Total: 5
Gated Community YN: No
Lot Size Area: 7300
Lot Size Acres: 0.17
Senior Community YN: No
Waterfront YN: Yes
Water Frontage Feet: 80
Outdoor Living Spaces YN: Yes
Stories Total: 2
Stories: Yes
Direction Faces: East
Fireplace YN: No
Pool Private YN: Yes
Furnished: Negotiable
Year Roof Installed: 2015
LP/Assessed Value: 2.01

Property Features

Flooring: Tile Parking Features: Open; Attached Garage; Garage Property Condition: Resale; Updated/Remodeled Special Listing Conditions: Standard Appliances: Dishwasher; Disposal; Dryer; Microwave; Oven; Refrigerator; Washer; Water Heater Water Heater Details: Water Heater Owned Boat and Dock Features: Lift Construction Materials: Fiber Cement; Wood Frame Cooling: Ceiling Fan(s); Central Air Fencing: Wood Heating: Central Interior Features: Bedroom Layout - Split; French Doors; Kitchen Island; Walk-In Closet(s) Levels: One Listing Terms: 1031 Exchange; Cash; Conventional Lot Features: Corner Lot Pets Allowed YN: Yes Pets Allowed: No Restrictions Pool Features: Heated; In Ground; Salt Water Possession: Close Of Escrow Restrictions: No Restrictions Roof: Metal Security Features: Security System; Smoke Detector(s) Sewer: Public Sewer Structure Type: House Tax Information: No Homestead Utilities: Cable Available; Electricity Connected; Sewer Connected; Water Connected View: Water Water Access: No Fixed Bridge; Ocean Access Water Source: Public Water View: Canal Waterfront Features: Canal Front Canal Width: Canal Width 1-80 Feet Window Features: Storm Window(s) Showing Requirements: 24 Hour Notice; Listing Agent Must Accompany; See Remarks Outdoor Living Spaces: Balcony; Deck Balcony Details: Balcony - Covered Room Types: Bedroom 2; Dining Room; Kitchen; Living Room; Master Bedroom; Other Acreage Description: Less Than 1/4 Acre Lot; Less Than 1 Acre Lot

Contract Information

Comp Sale YN: No
Original List Price: 1269000
Listing Service: Full Service

Location and Legal

Country: United States
County Or Parish: Monroe
Street Number: 116
Street Name: Spanish Main
Street Suffix: Drive
Municipality Type: Unincorporated
State Or Province: FL
Postal Code: 33042
Postal Code +4: 4300
Subdivision Name: CUTTHROAT HARBOR ESTS
Area: 5940 - Other Florida County
Geographic Area: Other
Elementary School: Sugarloaf
Middle Or Junior School: Sugarloaf
High School: Key West
Special Assessment YN: No
Parcel Number: 00180890000000
Zoning: is
Flood Zone: AE
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.

Financial Information

Application Required YN: No
Master Association YN: No
Membership Fee Required YN: No
Tax Annual Amount: 6849
Tax Year: 2025
Tax Assessed/SOH Value: 630240
Tax 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
Assessor Market Value: 807650
Estimated Monthly Assoc Recurring Fee: 0

Status Change Information

Major Change Timestamp: 2026-05-15T23:15:23Z
Major Change Type: New Listing
Status Change Date: 2026-05-15

More Information

Parking Information

Open Parking Spaces: 4

Boat and Dock Information

Dock: Yes

Ceiling Fan Details

Number Of Ceiling Fans: 5

Main Level Rooms

Main Level Bathrooms: 2
Main Level Bedrooms: 2

Pet Details

Pet Fee YN: No

Pool Size Details

Pool Size (WxL): 20' x 20'

Storm Protection

Impact Glass: Complete

Showing Details

Pet(s) on Premises: No
Showing Contact Phone: 3053046141
Showing Instructions: Contact Lissete Cadwell to schedule showing appointment.

Room Types

Bedroom 2 Level: Main
Dining Room Level: Main
Kitchen Level: Main
Living Room Level: Main
Master Bedroom Level: Main
Other Level: Main
Bedroom 2: Yes
Dining Room: Yes
Kitchen: Yes
Living Room: Yes
Master Bedroom: Yes
Other: Yes

Price Calculations

Current Price To SqFt: 1153.63

Originating Details

Originating System Key: 20260515210941453918000000
Originating System ID: M00000170

Office/Member Information

DXORIGMLSID: RML

Flooring

Tile: Yes

Parking Features

Open: Yes
Attached Garage: Yes
Garage: Yes

Property Condition

Resale: Yes
Updated/Remodeled: Yes

Special Listing Conditions

Standard: Yes

Fencing

Wood: Yes

Structure Type

House: Yes

Possession

Close Of Escrow: Yes

Sewer

Public Sewer: Yes

Utilities

Cable Available: Yes
Electricity Connected: Yes
Sewer Connected: Yes
Water Connected: Yes

View

Water: Yes

Heating

Central: Yes

Water Access

No Fixed Bridge: Yes
Ocean Access: Yes

Water View

Canal: Yes

Window Features

Storm Window(s): Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Microwave: Yes
Oven: Yes
Refrigerator: Yes
Washer: Yes
Water Heater: Yes

Construction Materials

Fiber Cement: Yes
Wood Frame: Yes

Interior Features

Bedroom Layout - Split: Yes
French Doors: Yes
Kitchen Island: Yes
Walk-In Closet(s): Yes

Levels

One: Yes

Listing Terms

1031 Exchange: Yes
Cash: Yes
Conventional: Yes

Lot Features

Corner Lot: Yes

Pool Features

Heated: Yes
In Ground: Yes
Salt Water: Yes

Roof

Metal: Yes

Security Features

Security System: Yes
Smoke Detector(s): Yes

Water Source

Public: Yes

Waterfront Features

Canal Front: Yes

Water Heater Details

Water Heater Owned: Yes

Boat and Dock Features

Lift: Yes

Cooling

Ceiling Fan(s): Yes
Central Air: Yes

Showing Requirements

24 Hour Notice: Yes
Listing Agent Must Accompany: Yes
See Remarks: Yes

Master Bedroom/Bath

Bedroom On Entry Level: Yes

Pets Allowed YN

Yes: Yes

Pets Allowed

No Restrictions: Yes

Restrictions

No Restrictions: Yes

Tax Information

No Homestead: Yes

Canal Width

Canal Width 1-80 Feet: Yes

Outdoor Living Spaces

Balcony: Yes
Deck: Yes

Balcony Details

Balcony - Covered: Yes

Acreage Description

Less Than 1/4 Acre Lot: Yes
Less Than 1 Acre Lot: Yes

Room Information

Room Name	Length	Width	Level	Remarks
Kitchen	149.00	116.00	Main
Living Room	1211.00	12.00	Main
Master Bedroom	139.00	1110.00	Main
Dining Room	910.00	1210.00	Main
Bedroom 2	911.00	118.00	Main
Other	1110.00	82.00	Main	Bonus Flex Room

Listing Office: Florida Keys Realty Group

Last Updated: May - 15 - 2026

This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. Copyright 2026 Beaches Multiple Listing Service, Inc. All rights reserved. Information Not Guaranteed and Must Be Confirmed by End User. Site contains live data.

116 Spanish Main Drive, Cudjoe Key, FL 33042 (MLS# B26029208)