About 22542 Jolly Roger
Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture -- large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26' ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in -- rustic accents meet open, light-filled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance required. This home needs to be seen to be fully appreciated. Schedule your showing today.
Features of 22542 Jolly Roger
| MLS® # | A12076889 |
|---|---|
| USD | $1,725,000 |
| CAD | $2,412,499 |
| CNY | 元11,568,713 |
| EUR | €1,503,112 |
| GBP | £1,292,249 |
| RUB | ₽145,761,293 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 4 |
| Acres | 0.16 |
| Year Built | 1982 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Restrictions | Other Restrictions |
| Status | Active |
| HOPA | No Hopa |
| Membership Equity | No |
Community Information
| Address | 22542 Jolly Roger |
|---|---|
| Area | 5940 - Other Florida County |
| Subdivision | CUTTHROAT HARBOR ESTS |
| County | Monroe |
| State | FL |
| Zip Code | 33042 |
Amenities
| Amenities | None |
|---|---|
| Parking | Covered |
| View | Direct Ocean |
| Is Waterfront | Yes |
| Waterfront | No Fixed Bridge, Ocean Front |
| Has Pool | No |
| Subdivision Amenities | None |
| Guest House | No |
Interior
| Interior Features | Built-in Features, Entrance Foyer, Vaulted Ceiling(s), Walk-In Closet(s) |
|---|---|
| Appliances | Dryer, Dishwasher, Refrigerator, Washer |
| Heating | Central |
| Cooling | Central Air, Ceiling Fan(s) |
| Fireplace | No |
| # of Stories | 2 |
| Stories | Two |
| Master Bedroom | None |
Exterior
| Exterior Features | Balcony |
|---|---|
| Lot Description | Room for Pool |
| Roof | Metal |
| Construction | Frame |
| Front Exposure | South |
School Information
| Elementary | Sugarloaf |
|---|---|
| Middle | Sugarloaf |
| High | Key West |
Additional Information
| Date Listed | April 13th, 2026 |
|---|---|
| Days on Market | 157 |
| Zoning | is |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
| Parcel ID | 00180480123456 |
Listing Details
| Office | Coldwell Banker Schmitt R.E. |
|---|---|
| hoefertdunnrealestate@gmail.com |
