Search


$949,000
342 Spanish Main Drive
Cudjoe Key, FL 33042
MLS# 620535
3 beds  |  2 baths  |  1144 sqft


1
  1 / 31  
1 2 3 4 Master bedroom Master bathroom Bedroom 3 Living Room 7 8 9 10 11 12 13 14 Bathroom 2 Bathroom 2 Bedroom 2 Bedroom 2 Bedroom 2 15 16 17 6 7 5 18 19 20 Back

Property 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 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.

Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $949,000
Listing Date: 2026-07-05
List Price: $949,000
Location, Tax & Legal
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
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
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot Size: 60 X 100
Lot SqFt: 6000
Pool: No
Total Units: 0
Acres: 0.14
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Style: Single Family
Year Built: 2003
Living Apx SqFt: 1144
Total Bedrooms: 3
Full Baths: 2
Total Baths: 2
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.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 60
Davits: 1
Seawall: Concrete
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Canal Front: 1
Waterview
Canal View: 1
Floor
Tile: 1
Neighborhood Feature
Bike Paths: 1
Other Area Features: 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Vehicle Storage
Garage: 1
Off Street Parking: 1
Construction
Combo Construction: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
FHA: 1
VA: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Patio: 1
Screened P/B: 1
Roof
Metal Roof: 1
Shutters
Accordion: 1
Status Change Info
Status: Active
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 - 06 - 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.