Following a monumental $200,000 price drop, this rare waterfront opportunity is available at an unbeatable price point. Launch your boat from your backyard for world-class access to the Atlantic Ocean and Gulf of Mexico. Unlock instant equity with virtual additions in the photos and below-market pricing; there is significant room to secure this property way below market value after completing updates similar to those shown. An update list with estimated pricing is provided upon request. This diamond in the rough is priced for a quick sale, allowing you to build custom equity from day one. With a solid foundation & breathtaking panoramic views, it's the ultimate project for a savvy investor to turn this house into the crown jewel of the shoreline! At this reduced price, it won't last.
For sale
$590,000
22920 Privateer Drive, Cudjoe Key, FL 33042
3beds
1,560sqft
Single Family Residence
Built in 1980
6,000 Square Feet Lot
$575,600 Zestimate®
$378/sqft
$-- HOA
What's special
Waterfront opportunityBreathtaking panoramic viewsSolid foundation
- 74 days |
- 5,165 |
- 371 |
Zillow last checked:
Listing updated:
Listed by:
Jeffrey Shapiro 561-592-1127,
Global Luxury Realty LLC
Source: BeachesMLS,MLS#: B26007553
Originating MLS: BeachesMLS
Originating MLS: BeachesMLSLoading...
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Cooktop, Dryer, Dishwasher, Electric Cooktop, Electric Range, Electric Water Heater, Oven, Range, Refrigerator, Water Heater, Washer
- Laundry: In Unit
Features
- Kitchen Island, Living/Dining Room, Upper Level Primary
- Flooring: Carpet, Concrete, Other, Tile, Wood
- Windows: Other
- Has fireplace: No
Interior area
- Total structure area: 3,392
- Total interior livable area: 1,560 sqft
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Attached Carport, Attached, Carport, Driveway
- Carport spaces: 1
- Uncovered spaces: 2
- Details: CarportSpaces:1.00
Accessibility
- Accessibility features: None
Features
- Levels: Three Or More,Two
- Stories: 2
- Entry location: Front
- Patio & porch: Deck, Open, Patio, Porch, Balcony
- Exterior features: Balcony, Outdoor Living Area, Other
- Fencing: Other
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Other, Seawall
Lot
- Size: 6,000 Square Feet
- Features: None, < 1/4 Acre
Details
- Parcel number: 00180830000000
- Zoning: is
- Special conditions: Standard
- Other equipment: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Pillar/Post/Pier, Raised
- Roof: Metal
Condition
- Resale
- New construction: No
- Year built: 1980
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Security: None
- Subdivision: CUTTHROAT HARBOR ESTS
HOA
- Has HOA: No
Location
- Region: Cudjoe Key
Financial & listing details
- Price per square foot: $378/sqft
- Tax assessed value: $375,671
- Annual tax amount: $3,461
- Date on market: 4/30/2026
- Cumulative days on market: 107 days
- Listing terms: Cash
Estimated market value
$575,600
$547,000 - $604,000
$4,779/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/13/2026 | Listed for sale | $590,000-30.5%$378/sqft |
Source:  BeachesMLS #B26007553 Report a problem | ||
| 3/17/2026 | Listing removed | $849,000$544/sqft |
Source:  Key West AOR #614188 Report a problem | ||
| 3/15/2025 | Listed for sale | $849,000+335.4%$544/sqft |
Source: Key West AOR #614188 Report a problem | ||
| 9/15/2000 | Sold | $195,000+34.5%$125/sqft |
Source: Public Record Report a problem | ||
| 2/26/1998 | Sold | $145,000$93/sqft |
Source:  FLKMLS #408126 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,461 +5.7% | $375,671 +2.9% |
| 2024 | $3,275 +5.5% | $365,084 +3% |
| 2023 | $3,106 +3% | $354,451 +3% |
| 2022 | $3,016 -2.3% | $344,128 +3% |
| 2021 | $3,086 +0.6% | $334,105 +1.4% |
| 2020 | $3,067 | $329,493 +2.3% |
| 2019 | $3,067 +2.1% | $322,086 +1.9% |
| 2018 | $3,005 -0.4% | $316,081 +2.1% |
| 2017 | $3,016 +3.1% | $309,580 +2.1% |
| 2016 | $2,926 -0.6% | $303,213 +0.7% |
| 2015 | $2,943 | $301,105 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 33042
Nearby schools
GreatSchools rating
- 6/10Sugarloaf SchoolGrades: PK-8Distance: 3.3 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 20.3 mi
Schools provided by the listing agent
- Elementary: Sugarloaf
- Middle: Sugarloaf
- High: Key West
Source: BeachesMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
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