MAJOR PRICE IMPROVEMENT -- AN EXCEPTIONAL VALUE FOR A BEAUTIFULLY UPDATED CUDJOE KEY CANAL-FRONT HOME! This updated 3-bedroom, 2-bath canal-front home on Cudjoe Key offers approximately 60 feet of concrete dockage directly behind the property, with plenty of room for your boat and convenient access to Gulf and Atlantic waters for fishing, diving, sandbar trips, and cruising the Lower Keys.The bright, move-in-ready interior features an updated kitchen with quartz countertops, stainless-steel appliances, abundant cabinet space, and an oversized 8-foot island that opens to the main living area. Both bathrooms have been updated with attractive tile finishes, giving the home a clean and modern feel throughout.Additional features include a 2018 metal roof, newer high-efficiency windows, updated HVAC, main-level laundry, and 30-amp RV service for added flexibility. The elevated design provides covered parking and useful downstairs storage, while the covered outdoor areas offer space to relax and enjoy the Keys lifestyle.This home is well-suited for a primary residence, second home, or waterfront getaway. Insurance information and elevation documentation can be provided for buyer review. A VA loan assumption may be available to qualified buyers, subject to lender and VA approval.Seller welcomes serious offers and will consider reasonable terms with an acceptable contract. Bring your offer and your boat!
For sale
Price cut: $36K (6/26)
$899,000
288 Spanish Main Dr, Cudjoe Key, FL 33042
3beds
1,144sqft
Single Family Residence
Built in 1984
5,662 Square Feet Lot
$875,100 Zestimate®
$786/sqft
$-- HOA
What's special
Multiple lounging areasQuartz countertopsLight-filled interiorSpacious covered decksStylish updated kitchenStainless steel appliancesLush low-maintenance tropical landscaping
- 112 days |
- 1,193 |
- 86 |
Zillow last checked:
Listing updated:
Listed by:
Richard Haskins 305-916-9020,
Buy The Keys,
Parker C Simpson 305-766-8503,
Buy The Keys
Source: FLKMLS,MLS#: 619124
Originating MLS: Marathon/Lower Keys
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Cooling
- Central Air
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Refrigerator, Dishwasher, Dryer
Interior area
- Total interior livable area: 1,144 sqft
Property
Features
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal Front, Waterfront, Seawall: Concrete
Lot
- Size: 5,662 Square Feet
- Dimensions: 60 x 100
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00182180000000
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal
Condition
- Year built: 1984
Utilities & green energy
- Electric: Elect Separate Meter
- Sewer: Municipal Sewer, Public Sewer
- Water: Water Separate Meter
- Utilities for property: FKAA, Buyer to Verify
Community & HOA
Community
- Subdivision: Cutthroat Harbor Est (23.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Cudjoe Key
Financial & listing details
- Price per square foot: $786/sqft
- Tax assessed value: $721,909
- Annual tax amount: $7,118
- Date on market: 3/18/2026
Estimated market value
$875,100
$831,000 - $919,000
$5,189/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2026 | Price change | $899,000-3.9%$786/sqft |
Source: | ||
| 6/1/2026 | Price change | $935,000-3.1%$817/sqft |
Source: | ||
| 4/29/2026 | Price change | $965,000-3.4%$844/sqft |
Source: | ||
| 4/10/2026 | Price change | $999,000-2.4%$873/sqft |
Source: | ||
| 4/7/2026 | Price change | $1,024,000-2.4%$895/sqft |
Source: | ||
| 3/18/2026 | Listed for sale | $1,049,000+49.9%$917/sqft |
Source: | ||
| 6/18/2024 | Sold | $700,000+65.1%$612/sqft |
Source: Public Record Report a problem | ||
| 10/19/2017 | Sold | $424,000-1.4%$371/sqft |
Source: | ||
| 7/13/2017 | Listed for sale | $430,000$376/sqft |
Source: Truman & Co. (KW) #576251 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,118 +27.1% | $721,909 +49.6% |
| 2024 | $5,602 +3.1% | $482,428 +10% |
| 2023 | $5,432 +18.8% | $438,571 +10% |
| 2022 | $4,571 +13.7% | $398,701 +10% |
| 2021 | $4,021 +0.6% | $362,455 +1.6% |
| 2020 | $3,999 | $356,808 0% |
| 2019 | $3,999 +2.5% | $356,963 +16% |
| 2018 | $3,901 +7.4% | $307,609 +28.6% |
| 2017 | $3,631 +41.7% | $239,177 +2.1% |
| 2016 | $2,563 -0.4% | $234,258 +0.7% |
| 2015 | $2,573 | $232,630 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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.
A local lender can help you make sure your offer is ready when you are.
- Florida
- Monroe County
- Summerland Key
- 33042
- 288 Spanish Main Dr






