About 355 Stirrup Key Boulevard
Welcome to Sunset Anchorage, a beautifully renovated open-water home in the exclusive gated community of Stirrup Key. Set on an expansive lot and a half, this three-story CBS turnkey home offers exceptional privacy, protected dockage and sweeping Gulf views with spectacular sunsets. Extensively updated, the home features a brand-new kitchen with custom cabinetry, a custom bar, updated flooring, new impact windows and doors, and new A/C units. New Hardie board siding accents the front exterior, adding texture and architectural character. The main level features the primary suite with a newly expanded and completely renovated bathroom. An additional guest bedroom enjoys marina views with a full bath nearby. A newly extended covered back porch off the living and dining rooms offers outdoor seating and dining overlooking the pool and Gulf. Upstairs, a secondary primary suite features a private full bath and walk-out balcony with stunning bay views, while another guest bedroom and half bath also enjoy expansive open-water views. Downstairs, a spacious covered patio and newly built tiki bar create additional entertaining space poolside. The pool has been beautifully re-tiled and refinished with new equipment, including a heater and chiller. A redone waterfront observation deck provides easy kayak access, views over the sandy bay bottom, and a front-row vantage point for spectacular sunsets. Protected dockage is just across the street in Stirrup Key's private marina. Boat slip D41 includes a new concrete walk-out dock and a 15,000-lb boat lift, with instant bay access and quick ocean access via Vaca Cut or Seven Mile Bridge. Additional features include a metal roof, garage, ground-floor storage, a fenced dog run, and mature tropical landscaping highlighted by a grove of gumbo limbo trees. Sunset Anchorage brings together open-water views, protected boating, privacy, and unforgettable Florida Keys waterfront living-offered turnkey and ready to enjoy from day one.
Features of 355 Stirrup Key Boulevard
| MLS® # | 621321 |
|---|---|
| Price | $3,300,000 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 2,540 |
| Land Size | 19,166 |
| Year Built | 1994 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Status | Active |
Community Information
| Address | 355 Stirrup Key Boulevard |
|---|---|
| Area | 15 - Sombrero Bch Rd to Vaca Cut Gulfside |
| Subdivision | Stirrup Key Sub (52.5) |
| City | Marathon |
| County | Monroe |
| State | FL |
| Zip Code | 33050 |
Amenities
| Amenities | Community Boat Ramp, Bike Paths |
|---|---|
| Utilities | FKAA, Municipal Sewer, Whole House Generatr, Water Separate Meter, Elect Separate Meter |
| Parking Spaces | 2 |
| Parking | Garage |
| View | Bay/Gulf View, Open Water View, Harbor/Marina View |
| Is Waterfront | Yes |
| Waterfront | Bay Front, Gulf Front, Open Water |
| Has Pool | Yes |
| Pool | In Ground |
Interior
| Interior Features | Built-in Cabinets, Storage, Window Treatments, Bar |
|---|---|
| Appliances | Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Freezer, Ice Machine, Stainless Steel Appliance(s) |
| Heating | Electric |
| Cooling | Central Air |
| Fireplace | No |
| Has Basement | No |
Exterior
| Exterior Features | Bar, Chickee Hut, Fencing, Fruit Tree(s), Rain Gutters, Lighting, Sprinkler System, Storage |
|---|---|
| Lot Description | 1/4 - 1/2 Acre |
| Windows | Impact Rstnce Window, Impact Rstnce Doors |
| Roof | Metal Roof |
| Construction | CBS |
Additional Information
| Date Listed | September 17th, 2026 |
|---|---|
| Days on Market | 3 |
| Zoning | RM - Residential Medium |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 1200 |
Listing Details
| Agent | Lisa Wiebe |
|---|---|
| Office | Coldwell Banker Schmitt Real Estate Co. |