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$3,300,000
26 Days On Site

355 Stirrup Key Boulevard
Marathon, FL 33050

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
3
Full Baths
1
Partial Bath
2,540
SqFt
$1,299
/SqFt
1994
Built
Subdivision:
Stirrup Key Sub (52.5)
County:
Monroe
Listing courtesy of Lisa Wiebe of Coldwell Banker Schmitt Real Estate Co.
Call Now: 305-395-3300
Is this the listing for you? We can help make it yours.
305-395-3300
355 Stirrup Key Boulevard355 Stirrup Key Boulevard355 Stirrup Key Boulevard355 Stirrup Key Boulevard
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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 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.

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Listing Snapshot
Price 
$3,300,000
Days On Site 
26 Days
Bedrooms 
4
Inside Area (SqFt) 
2,540 sqft
Total Baths 
4
Full Baths 
3
Partial Baths 
1
Lot Size 
0.44 Acres
Year Built 
1994
MLS® Number 
621321
Status 
Active
Property Tax 
$21,034.61
HOA/Condo/Coop Fees 
$1,200
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 weeks agoListing first seen on site
4 weeks agoListing updated with changes from the MLS®
General Features
Acres 
0.44
Garage 
Yes
Parking 
Garage
Parking Spaces 
2
Pets 
Yes
Property Condition 
Updated/Remodeled
Property Sub Type 
Single Family Residence
Security 
Security Gate
SqFt Total 
2540
Zoning 
RM - Residential Medium
Interior Features
Appliances 
WasherDryerDishwasherRefrigeratorRangeOvenMicrowaveFreezerStainless Steel Appliance(s)Ice Maker
Cooling 
Central Air
Electric 
Generator
Flooring 
TileLaminate
Furnished 
Furnished
Heating 
Electric
Interior 
StorageBarBuilt-in Features
Window Features 
Window Treatments
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Exterior Features
Exterior 
Rain GuttersLightingStorage
Fencing 
Fenced
Patio And Porch 
DeckPorch
Pool Features 
In Ground
Private Pool 
Yes
Roof 
Metal
View 
BayHarborMarina
Waterfront 
Yes
Waterview 
BayHarborMarina
Windows/Doors 
Window Treatments
Community Features
Association Fee 
$1200.0
MLS Area 
15 - Sombrero Bch Rd to Vaca Cut Gulfside
Financing Terms Available 
CashConventional
Listing courtesy of Lisa Wiebe of Coldwell Banker Schmitt Real Estate Co.



Listing information is provided by Participants of the Florida Keys Board of REALTORS MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Florida Keys Board of REALTORS MLS.
Data last updated at: 2026-10-13 05:03 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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