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.
For sale
$949,000
342 Spanish Main Dr, Cudjoe Key, FL 33042
3beds
1,144sqft
Single Family Residence
Built in 2003
6,098 Square Feet Lot
$909,700 Zestimate®
$830/sqft
$-- HOA
What's special
Two-story residenceCanal-front homeComfortable living spacesPeaceful canal viewsTwo garagesBright open interiorSeamless indoor-outdoor living experience
- 1 day |
- 142 |
- 6 |
Zillow last checked:
Listing updated:
Listed by:
Monika Rydzak 305-395-0250,
eXp Realty LLC KW Branch
Source: FLKMLS,MLS#: 620535
Originating MLS: Key West Association
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Central
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Features
- Flooring: Tile
- Windows: Accordion
Interior area
- Total interior livable area: 1,144 sqft
Property
Parking
- Parking features: Garage, Off Street
- Has garage: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Balcony, Patio, Screened P/B
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Front, Waterfront, Seawall: Concrete, Dock Length: 60, Dockage: Davits
Lot
- Size: 6,098 Square Feet
- Dimensions: 60 x 100
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00182230000000
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Combo Construction
- Roof: Metal
Condition
- Year built: 2003
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA
Community & HOA
Community
- Features: Other, Bike Paths
- Subdivision: Cutthroat Harbor Est (23.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Cudjoe Key
Financial & listing details
- Price per square foot: $830/sqft
- Tax assessed value: $761,467
- Annual tax amount: $6,681
- Date on market: 7/6/2026
- Listing terms: Cash,FHA,VA Loan,Conventional
Estimated market value
$909,700
$864,000 - $955,000
$4,261/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/6/2026 | Listed for sale | $949,000+3063.3%$830/sqft |
Source: | ||
| 6/12/2001 | Sold | $30,000$26/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,681 +8.3% | $624,714 +10% |
| 2024 | $6,170 +3.8% | $567,922 +10% |
| 2023 | $5,943 +18.4% | $516,293 +10% |
| 2022 | $5,018 +8.9% | $469,357 +10% |
| 2021 | $4,607 +0.3% | $426,688 +1.3% |
| 2020 | $4,593 | $421,292 -1% |
| 2019 | $4,593 +3.6% | $425,663 +20.1% |
| 2018 | $4,435 | $354,394 -6.4% |
| 2017 | -- | $378,603 +9.4% |
| 2016 | $4,271 | $346,161 +8.3% |
| 2015 | -- | $319,608 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 33042
Nearby schools
GreatSchools rating
- 6/10Sugarloaf SchoolGrades: PK-8Distance: 3.4 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 20.3 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Summerland Key
- 33042
- 342 Spanish Main Dr






