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.
Single-familyProperty Type
1994Year Built
0.44 acresLot Size
$1,299Price/Sq.Ft.
$100/moHOA Dues
2 car garageParking
Listed by Lisa Wiebe• Coldwell Banker Schmitt Real E
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.
MARMLS #A12092952
Sep 17, 2026
Listed
$3,300,000
$1,299/sq ft
Public Records
Dec 10, 2025
Sold
$2,950,000
$1,161/sq ft
FLKMLS #599538
May 17, 2022
Sold
$2,500,000
$984/sq ft
Mar 30, 2022
Contingent
—
Mar 14, 2022
Price Changed
$2,870,000
$1,130/sq ft
Feb 7, 2022
Listed
$2,900,000
$1,142/sq ft
+36
The Home with Everything that you have been waiting for. Stunning sunset views & privacy in a Gated Community with Dockage. 3 story open water 3 bedroom/3.5 bath CBS home with 2541 sq ft air conditioned space built in 1994 on large 19,275 sq ft lot in private Stirrup Key. Observation deck overlooks sandy bottom on open Gulf. There is a protected boat dock with 4 point lift in private neighborhood marina that is across the street from the home. The beautifully landscaped property does have an extra half lot with huge gumbo limbo trees. Solid CBS construction, metal roof, full accordion shutters with walk around deck access on all levels, Anderson thermopane windows, aluminum gutters and facia , stuccoed soffits, heated fenced in pool, fenced dog run area, 2 car garage & legally conforming separate storage room on ground floor. 2nd floor with 2 bedrooms & 2 baths, open kitchen with stainless steel appliances & spacious living room overlooking the Gulf. Living room has untested ceiling speakers. Separate laundry room with double sink. 3rd floor master with ensuite bath, office with 1/2 bath & open water views all around. Deck is plug in ready for a 4 person hot tub. No vacation rentals allowed in Stirrup Key but 1 year minimum lease is allowed. Property is being sold fully furnished with some exceptions.
Public Records
May 13, 1988
Sold
$85,000
$33/sq ft
Public Records
Nov 1, 1980
Sold
$33,400
$13/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$21,035 (−1.3%)
$1,662,190 + $745,898
$2,408,088
2024
$21,314 (+5.8%)
$1,558,303 + $749,759
$2,308,062
2023
$20,144 (+160.4%)
$1,406,183 + $714,339
$2,120,522
2022
$7,736 (−1.5%)
2021
$7,857 (+2.9%)
2020
$7,636 (+2.2%)
2019
$7,470 (+5.5%)
2018
$7,078 (+1.9%)
2017
$6,943 (−0.1%)
2015
$6,953 (−1.7%)
2014
$7,074
Public record
Public record
Zoning
Beds
3
Baths
3.5
Stories
3
Lot width
—
Lot depth
—
Lot size
0.44 Acres
Year renovated
2014
Finished Sq. Ft.
2,540
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,540
Year built
1994
Style
Single Family Residential
County
Monroe County
APN
3165 33 00333641007100
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 9, 2026.
RM
Residential Medium District
The RM District is intended to establish areas of low-to medium-density residential uses characterized principally by single-family detached and two-family dwellings, designated within the Residential Medium RM future land use category on the Future Land Use Map FLUM.
Permitted uses
Include but are not limited to:
Housing-Group
Housing-Single unit
Housing-Other
Infrastructure
Housing-Mobile home park
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
2/10 Fire Factor
0.00% chance of being in a wildfire in next 30 years
Heat Factor
We're working on getting current and accurate heat risk information for this home.
10/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Marathon, FL • 33050
Average low and high temperatures (°F)
72
64
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68
79
71
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89
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87
79
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79
73
76
70
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 26% for direct sun exposure in Marathon. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.1 hrs
7.4 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 355 Stirrup Key Blvd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $1,400,000 and $3,250,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $3.3M.