355 Stirrup Key Boulevard, Marathon, FL 33050

$3,300,000 — Active

Property Features

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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 home offers exceptional privacy, protected dockage, a private pool, and sweeping Gulf views with spectacular sunsets. Thoughtfully updated throughout, the home features a brand-new kitchen with custom cabinetry, custom bar, updated flooring, new impact windows and doors, new A/C units, and Hardie board siding accents. The main level features the primary suite with a newly expanded and completely renovated bath, plus a guest bedroom with marina views and a full bath nearby. An extended covered porch off the living and dining areas overlooks the pool and Gulf. Upstairs, a secondary primary suite offers a private bath and walk-out balcony with stunning open-water views, while an additional guest bedroom and half bath complete the level. Outdoor living includes a spacious covered patio, newly built tiki bar, and beautifully refinished and re-tiled pool with new equipment, heater, and chiller. A redone waterfront observation deck provides easy kayak access and an ideal place to enjoy the sunset. Across the street, protected dockage in Stirrup Key's private marina includes concrete boat slip D41 with a walk-out dock and new 15,000-lb Hurricane Hoist boat lift. Mature tropical landscaping and towering gumbo limbo trees complete this exceptional Florida Keys property.

Property Details

  • Listing ID: A12092952
  • Status: Active
  • Listing Date: 2026-09-17
  • Property Type: Single Family Residence
  • Subdivision: STIRRUP KEY SUBD
  • County: Monroe
  • MLS Area: 5940 - Other Florida County
  • Bedrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Living Area Sq Ft: 2,540
  • Year Built: 1994

Financial

  • List Price: $3,300,000
  • HOA Fee: $1,200/mo
  • Taxes: $21,035/yr

Features & Amenities

  • View: Water, Bay
  • 55+ Community (HOPA): Yes
  • Pets Allowed: Yes
  • Parking: Driveway, Garage Door Opener, Guest, Garage, Attached Garage, Attached
  • Cooling: Ceiling Fan(s), Electric, Other, Zoned
  • Heating: Electric
  • Flooring: Laminate, Tile
  • Construction: CBS
  • Roof: Metal
  • Interior Features: Storage
  • Exterior Features: Lighting, Balcony
  • Community Amenities: Gated

Courtesy of Coldwell Banker Schmitt Real E
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© 2026 Starfish Real Estate. Listings updated Nov 6, 2026 5:00 am. Listing data is derived from the Broker Reciprocity Program of the Realtor Association of Indian River County (RAIRC) and BeachsMLS. Properties listed by brokers other than Starfish Real Estate are identified with the applicable MLS logo and include the listing broker's name. Not all properties available through either MLS may be displayed. All MLS data is the copyrighted property of the respective MLS and its participants. Data is deemed reliable but is not guaranteed accurate and should be independently verified prior to entering into any transaction.