342 Spanish Main Drive, Cudjoe Key, FL 33042 (MLS# 620535)

342 Spanish Main Drive, Cudjoe Key, FL 33042

$949,000
Property Type: Residential Bedrooms: 3 Baths: 2 Square Footage: 1,144 Lot Size (sq. ft.): 6,000 Status: Active
Current Price: $949,000 List Date: 7/06/2026 Last Modified: 7/07/2026

Overview

Description

Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a stylish eat-in kitchen with stainless-steel appliances, comfortable living spaces, and plenty of natural light throughout. Enjoy the Florida Keys lifestyle from the spacious covered porches on both levels, where you can sip your morning coffee, unwind with an evening cocktail, or simply take in the peaceful canal views. Large sliding glass doors open to the upper porch, creating a seamless indoor-outdoor living experience that's perfect for entertaining family and friends. Boaters will appreciate the canal-front location with dockage directly behind the home, offering plenty of space for your ...

Listing Details MLS# 620535

Location, Tax & Legal

Street #
342
Street Name
Spanish Main
Street Suffix
Drive
Key/Island
Cudjoe Key
State/Province
FL
Zip Code
33042
County
Monroe
Subdivision
Cutthroat Harbor Est (23.0)
Area
07 - Cudjoe Key
City
Cudjoe
Mile Marker
23
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE
Alternate Key #
1234222
Parcel #
00182230-000000
Zoning
IS - Improved Subivision District
Deed Restrictions
Unknown
Legal
BK 25 LT 18 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR257-116 OR817-2024 OR920-586 OR1091-267 OR1702-1077/93AFF OR17
Taxes
6681.42
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
3
Pool
No
Year Built
2003
Lot SqFt
6000
Acres
0.14
Living Apx SqFt
1144
SqFt Source
Property Data Card
Total Bedrooms
3
Full Baths
2
Total Baths
2
Rentals Allowed
With Restrictions
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Dock Length
60
Seawall
Concrete
Davits
Yes

More Information

Building Style

Above Flood
Yes
Stories
2 Stories

Remarks & Misc

Remarks – Consumer
Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and laid-back Florida Keys charm. This two-story residence features 3 bedrooms and 2 full bathrooms, thoughtfully designed for both everyday living and relaxing island escapes. The bright, open interior is move-in ready and includes a stylish eat-in kitchen with stainless-steel appliances, comfortable living spaces, and plenty of natural light throughout. Enjoy the Florida Keys lifestyle from the spacious covered porches on both levels, where you can sip your morning coffee, unwind with an evening cocktail, or simply take in the peaceful canal views. Large sliding glass doors open to the upper porch, creating a seamless indoor-outdoor living experience that's perfect for entertaining family and friends. Boaters will appreciate the canal-front location with dockage directly behind the home, offering plenty of space for your boat and easy access to both the Gulf and Atlantic. Spend your days fishing, diving, exploring sandbars, or cruising the beautiful Lower Keys waters right from your backyard. Additional features include two garages--a rare find in the Keys--along with ample parking for vehicles, trailers, and guests. Conveniently located just 30 minutes from Key West and within walking distance of the iconic Square Grouper Bar & Grill, this property offers the ideal balance of tranquility and accessibility. 342 Spanish Main Drive is an exceptional opportunity as a full-time residence, vacation home, or waterfront investment property. Come experience the boating lifestyle and island living you've been dreaming about.
Directions
From the Overseas Highway, turn Oceanside onto Spanish Man Dr.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes

Waterfront

Canal Front
Yes

Waterview

Canal View
Yes

Floor

Tile
Yes

Neighborhood Feature

Bike Paths
Yes
Other Area Features
Yes

Vehicle Storage

Garage
Yes
Off Street Parking
Yes

Construction

Combo Construction
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
VA
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Patio
Yes
Screened P/B
Yes

Roof

Metal Roof
Yes

Shutters

Accordion
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Canal Front Waterview: Canal View Dockage: Davits Vehicle Storage: Garage; Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: FKAA; Municipal Sewer Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Construction: Combo Construction Shutters: Accordion Floor: Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Bike Paths; Other Area Features Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; VA
Listing Office: eXp Realty LLC KW Branch
Last Updated: July - 07 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.