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.
Current real estate data for Single Family in Marathon as of Nov 08, 2026
43
Single Family Listed
141
Avg DOM
1,082
Avg $ / SqFt
$3,397,116
Avg List Price
Listing Provided Courtesy of Coldwell Banker Schmitt Real E at 305-743-5181
Property Details
Price:
$3,300,000
MLS #:
A12092952
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
STIRRUP KEY SUBD
Neighborhood:
5940otherfloridacounty
Listed Date:
Sep 16, 2026
Finished Sq Ft:
2,540
Total Sq Ft:
6,072
Lot Size:
839,575,440 sqft / 0.44 acres (approx)
Year Built:
1994
Schools
Elementary School:
Stanley Switlik
Middle School:
Marathon
High School:
Coral Shores
Interior
Appliances
Dishwasher, Dryer, Electric Range, Ice Maker, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Ceiling Fan(s), Electric, Zoned, Other
Flooring
Laminate, Tile
Heating
Electric
Interior Features
Storage
Levels
Three Or More
Exterior
Association Amenities
Gated
Attached Garage YN
1
Community
55+
Construction Materials
CBS
Covered Spaces
2
Direction Faces
Southeast
Exterior Features
Balcony, Lighting
Garage Spaces
2
Parking Features
Attached, Attached Garage, Driveway, Garage, Garage Door Opener, Guest
Patio And Porch Features
Porch – Wrap Around, Porch, Patio
Roof
Metal
Senior Community YN
1
View
Bay, Water
Waterfront Features
Bay
Window Features
Blinds
Financial
HOA Fee
$1,200
HOA Fee Frequency
Annually
Tax Year
2025
Taxes
$21,035
Map
Contact Us
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Community
- Address355 Stirrup Key Boulevard Marathon FL
- SubdivisionSTIRRUP KEY SUBD
- CityMarathon
- CountyMonroe
- Zip Code33050
Property Summary
- Located in the STIRRUP KEY SUBD subdivision, 355 Stirrup Key Boulevard Marathon FL is a Single Family for sale in Marathon, FL, 33050. It is listed for $3,300,000 and features 4 beds, 4 baths, and has approximately 2,540 square feet of living space, and was originally constructed in 1994. The current price per square foot is $1,299. The average price per square foot for Single Family listings in Marathon is $1,082. The average listing price for Single Family in Marathon is $3,397,116. To schedule a showing of MLS#a12092952 at 355 Stirrup Key Boulevard in Marathon, FL, contact your Trust House Realty agent at 9543362003.
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