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ActiveMLS listing sourceMIAMI REALTORS® MLS
ActiveMLS® A12092952
$3,300,000

355 Stirrup Key Boulevard, Marathon, FL 33050

Beds
4
Baths
4
Sqft
2,540
Est. payment$20,626/mo
Home type
Single Family Residence
Year built
1994
Lot size
19,166 sqft
Price / sqft
$1,299
HOA
$100/mo
Community
STIRRUP KEY SUBD

Property description

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.

Listing activity

Days on market
37
Listed
Sep 17, 2026
MLS listing updated
Oct 7, 2026
Feed last checked
7 minutes ago

Listed by Lisa Wiebe · Coldwell Banker Schmitt Real E

Map

Map location is based on MLS-supplied coordinates. Verify the location before relying on it.

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms
4
Bathrooms
4
Bathrooms (decimal)
3.5
Full bathrooms
3
Half bathrooms
1

Rooms & features

Rooms
0
Interior features
Storage
Flooring
Laminate, Tile
Appliances
Dishwasher, Dryer, Electric Range, Ice Maker, Refrigerator, Washer
Window features
Blinds

Heating & cooling

Heating
Electric
Cooling
Ceiling Fan(s), Electric, Zoned, Other
Property

Parking

Garage spaces
2
Garage
Yes
Covered spaces
2
Parking features
Attached, Attached Garage, Driveway, Garage, Garage Door Opener, Guest
Attached garage
Yes

Exterior

Stories
3
Building area
6,072 sqft
Entry level
2
Patio & porch
Porch - Wrap Around, Porch, Patio
Exterior features
Balcony, Lighting
Pool
Yes
Pool features
In Ground
View
Bay, Water
Waterfront
Bay
Waterfront property
Yes

Lot

Lot size
19,166 sqft
Lot size (acres)
0.44 acres
Zoning
Residential Medium
Construction

Type & style

Home type
Single Family Residence
Year built
1994

Materials

Construction
CBS
Roof
Metal
Levels
Three Or More
Faces
Southeast
Utilities & green energy

Utilities

Sewer
Public Sewer
Water
Public
Community & HOA

Community

Subdivision
STIRRUP KEY SUBD
MLS area
5940 - Other Florida County
MLS subarea
Other
Pets allowed
Yes
55+ community
Yes

Association

Has association
Yes
Association fee
$1,200 annually
Estimated monthly dues
$100
Amenities
Gated
Lease details

Not reported by the listing source.

Location

Area details

City
Marathon
County
Monroe
ZIP code
33050
Manufactured home details

Not reported by the listing source.

Financial & listing details

Listing

MLS number
A12092952
Possession
Close Of Escrow
Original list price
$3,300,000
Parcel number
00333641007100
Annual property tax
$21,035
Tax year
2025
Tax legal description
PT LT 70 AND ALL LT 71 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY Dock Area B Parcel D-41 Stirrup Key
Additional MLS details

Reported by the listing source

Association Amenities
Gated
Association Fee Frequency
Annually
Association
Yes
Bathrooms Total Decimal
3.5
Bathrooms Total Integer
4
Building Area Total
6072
Construction Materials
CBS
County Or Parish
Monroe
Days On Market
37
Direction Faces
Southeast
Elementary School
Stanley Switlik
High School
Coral Shores
List Price
3300000
Listing Contract Date
2026-09-17
Living Area
2540
Lot Size Acres
0.44
Lot Size Area
19274
MLSArea Major
5940 - Other Florida County
MLSArea Minor
Other
Middle Or Junior School
Marathon
Mls Status
Active
On Market Date
2026-09-17
Patio And Porch Features
Porch - Wrap Around, Porch, Patio
Photos Count
83
Postal Code
33050
Property Sub Type
Single Family Residence
Property Type
Residential
Rooms Total
0
Senior Community
Yes
Standard Status
Active
State Or Province
FL
Status Change Timestamp
2026-09-17T04:00:00Z
Stories Total
3
Subdivision Name
STIRRUP KEY SUBD
Water Source
Public
Waterfront Features
Bay
Tax Annual Amount
21035
Bathrooms Full
3
Pool Private
Yes
Bedrooms Total
4
Bathrooms Half
1
General Property Information: Senior Community
Yes
Financial Information: Estimated Monthly Assoc Recurring Fee
100

Market value

Automated estimate—No licensed valuation source connected
Estimated sales range—Ask Karim for a local market analysis
Estimated rent—No licensed rental valuation source connected

Price history

DateEventPrice
Sep 17, 2026ListedMIAMI REALTORS® MLS$3,300,000$1,299/sqft

Public tax history

YearProperty taxesAssessment
2025$21,035—

Payment calculator

Estimated monthly payment$20,626/moIllustrative estimate, not a loan offer.
Principal & interest
$17,123
Property taxes
$1,753
Insurance
$1,650
Association dues
$100

Live national rate context is displayed below through Mortgage News Daily’s official widget. The calculator rate remains a separate assumption until licensed machine-readable access is connected. This is not a loan offer.

Neighborhood

Area

STIRRUP KEY SUBD

Marathon · Monroe County · 33050

Climate risk

—

No licensed climate-risk source is connected.

Nearby schools

Stanley SwitlikElementary
—
MarathonMiddle
—
Coral ShoresHigh
—
School names and districts are MLS-reported when available. Verify attendance boundaries with the school district. Ratings require a licensed ratings provider.

Nearby homes

12 homes

Similar homes

12 homes
MLS listing source

MIAMI REALTORS® MLS · Listing courtesy of Coldwell Banker Schmitt Real E. All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright ©2026 BeachesMLS, Inc. IDX information is provided exclusively for consumers’ personal, non-commercial use and may be used only to identify prospective properties they may be interested in purchasing or leasing. Terms of use · Equal Housing Opportunity.