PendingMLS® B26007553
$590,000
22920 Privateer Drive, Cudjoe Key, FL 33042
- Beds
- 3
- Baths
- 2
- Sqft
- 1,560
- Home type
- Single Family Residence
- Year built
- 1980
- Lot size
- 6,098 sqft
- Price / sqft
- $378
- HOA
- $0/mo
- Community
- CUTTHROAT HARBOR ESTS
Property description
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.
Listing activity
- Days on market
- 120
- Listed
- Mar 27, 2026
- MLS listing updated
- Sep 20, 2026
- Feed last checked
- 13 minutes ago
Listed by Jeffrey Shapiro · Global Luxury Realty LLC
Map
Map location is based on MLS-supplied coordinates. Verify the location before relying on it.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms
- 3
- Bathrooms
- 2
- Bathrooms (decimal)
- 2
- Full bathrooms
- 2
- Half bathrooms
- 0
- Main-level bedrooms
- 0
- Main-level bathrooms
- 0
Rooms & features
- Rooms
- 3
- Interior features
- Kitchen Island
- Flooring
- Carpet, Concrete, Tile, Wood, Other
- Appliances
- Electric Water Heater, Range, Electric Cooktop, Cooktop, Dishwasher, Dryer, Electric Range, Oven, Refrigerator, Washer, Water Heater
- Laundry
- In Unit
- Fireplace
- No
- Window features
- Other
- Other equipment
- None
Heating & cooling
- Heating
- Central
- Cooling
- Central Air
Property
Parking
- Garage
- No
- Carport spaces
- 1
- Carport
- Yes
- Parking spaces
- 4
- Covered spaces
- 1
- Parking features
- Attached, Attached Carport, Carport, Driveway
- Attached garage
- Yes
Exterior
- Stories
- 3
- Building area
- 3,392 sqft
- Entry level
- 2
- Patio & porch
- Porch - Open, Patio - Open, Porch, Patio, Deck
- Exterior features
- Balcony, Other
- Fencing
- Other
- Pool
- No
- View
- Water
- Waterfront
- Other, Seawall
- Waterfront property
- Yes
Lot
- Lot size
- 6,098 sqft
- Lot size (acres)
- 0.14 acres
- Zoning
- is
Construction
Type & style
- Home type
- Single Family Residence
- Structure type
- House
- Architectural style
- Other
- Year built
- 1980
- New construction
- No
Materials
- Construction
- Aluminum Siding
- Roof
- Metal
- Foundation
- Pillar/Post/Pier, Raised
- Property condition
- Resale
- Levels
- Two, Three Or More
- Faces
- Southwest
Utilities & green energy
Utilities
- Sewer
- Public Sewer
- Water
- Public
- Utilities
- Cable Available
Community & HOA
Community
- Subdivision
- CUTTHROAT HARBOR ESTS
- MLS area
- 5940 - Other Florida County
- MLS subarea
- Other
- Security
- None
- Pets allowed
- No Restrictions, Yes
- 55+ community
- No
Association
- Has association
- No
- Estimated monthly dues
- $0
Lease details
Not reported by the listing source.
Location
Area details
- City
- Cudjoe Key
- County
- Monroe
- ZIP code
- 33042
Manufactured home details
Not reported by the listing source.
Financial & listing details
Listing
- MLS number
- B26007553
- Possession
- Close Of Escrow
- Original list price
- $790,000
- Parcel number
- 00180830000000
- Annual property tax
- $3,461.13
- Tax year
- 2025
- Assessed value
- $375,671
- Tax legal description
- BK 20 LT 15 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR553-884 OR805-508 OR823-2419 OR948-234/235 OR1501-1125/26 OR1653-651 OR1655-2343C
- Special listing conditions
- Standard
Additional MLS details
Reported by the listing source
- Association
- No
- Bathrooms Total Decimal
- 2
- Bathrooms Total Integer
- 2
- Building Area Total
- 3392
- Construction Materials
- Aluminum Siding
- County Or Parish
- Monroe
- Days On Market
- 120
- Direction Faces
- Southwest
- Elementary School
- Sugarloaf
- Foundation Details
- Pillar/Post/Pier, Raised
- High School
- Key West
- Laundry Features
- In Unit
- List Price
- 590000
- Listing Contract Date
- 2026-03-27
- Living Area
- 1560
- Lot Size Acres
- 0.14
- Lot Size Area
- 6000
- MLSArea Major
- 5940 - Other Florida County
- MLSArea Minor
- Other
- Main Level Bathrooms
- 0
- Main Level Bedrooms
- 0
- Middle Or Junior School
- Sugarloaf
- Mls Status
- Pending
- On Market Date
- 2026-04-30
- Parking Total
- 4
- Patio And Porch Features
- Porch - Open, Patio - Open, Porch, Patio, Deck
- Photos Count
- 41
- Postal Code
- 33042
- Price Change Timestamp
- 2026-04-19T22:19:44Z
- Property Sub Type
- Single Family Residence
- Property Type
- Residential
- Rooms Total
- 3
- Security Features
- None
- Senior Community
- No
- Standard Status
- Pending
- State Or Province
- FL
- Status Change Timestamp
- 2026-07-27T14:27:41Z
- Stories Total
- 3
- Subdivision Name
- CUTTHROAT HARBOR ESTS
- Tax Assessed Value
- 375671
- Water Source
- Public
- Waterfront Features
- Other, Seawall
- Tax Annual Amount
- 3461.13
- Bathrooms Full
- 2
- Pool Private
- No
- Bedrooms Total
- 3
- Bathrooms Half
- 0
Market value
Price history
| Date | Event | Price |
|---|---|---|
| Mar 27, 2026 | ListedBeachesMLS | $790,000$506/sqft |
| Apr 19, 2026 | Price reducedBeachesMLS | $590,000$378/sqft |
Public tax history
| Year | Property taxes | Assessment |
|---|---|---|
| 2025 | $3,461 | $375,671 |
Payment calculator
Estimated monthly payment$3,645/moIllustrative estimate, not a loan offer.
- Principal & interest
- $3,061
- Property taxes
- $288
- Insurance
- $295
- Association dues
- $0
Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.
Neighborhood
Area
CUTTHROAT HARBOR ESTSCudjoe Key · Monroe County · 33042
Climate risk
—No licensed climate-risk source is connected.
Nearby schools
SugarloafElementary
—SugarloafMiddle
—Key WestHigh
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