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  • 355 Stirrup Key Boulevard, Marathon, FL 33050 (MLS# 621321)

355 Stirrup Key Boulevard, Marathon, FL 33050

New Listing
$3,300,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,540 Lot Size (sq. ft.): 19,274 Status: Active
Current Price: $3,300,000 List Date: 9/17/2026 Last Modified: 9/20/2026

Overview

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 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 ba ...

Listing Details MLS# 621321

Location, Tax & Legal

Street #
355
Street Name
Stirrup Key
Street Suffix
Boulevard
Key/Island
Marathon
State/Province
FL
Zip Code
33050
County
Monroe
Subdivision
Stirrup Key Sub (52.5)
Area
15 - Sombrero Bch Rd to Vaca Cut Gulfside
City
MARATHON
Off Shore Island
No
Mile Marker
52.5
Marathon Neighborhood
Behind the Airport
Senior Community YN
No
Side
Bay/Gulf
Flood Zone
VE,AE
Alternate Key #
1410411
Handicap Access
No
Add'l Parcel #1
00333641-014600
Parcel #
00333641-007100
Zoning
RM - Residential Medium
Deed Restrictions
Unknown
Legal
PT LT 70 AND ALL LT 71 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY Dock Area B Parcel D-41 Stirrup Key
Taxes
21034.61
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Marathon/Lower Keys
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
4
Pool
Yes
Year Built
1994
Lot SqFt
19274
Lot Sqft Source
Tax Records
Acres
0.44
Living Apx SqFt
2540
SqFt Source
Tax Records
Total Bedrooms
4
Full Baths
3
Half Baths
Yes
Total Baths
4
Rentals Allowed
With Restrictions
Min Rental Days
365
Total Units
0

Association Info

Mandatory Home Owners Asc
Yes
1st Right of Refusal
No
Association Fee $
1200

Building Style

Above Flood
Yes
Stories
3 Stories

More Information

Vehicle Storage

Car(s)
2
Garage
Yes

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
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.

Fee Includes

Common Area Mnt
Yes
Security
Yes

Dockage

Boat Lift
Yes
Boat Ramp
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Freezer
Yes
Ice Machine
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Central Air
Yes

Heating

Electric
Yes

Waterfront

Bay Front
Yes
Gulf Front
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Harbor/Marina View
Yes
Open Water View
Yes

Floor

Laminate
Yes
Tile
Yes

Neighborhood Feature

Airstrip
Yes
Bike Paths
Yes
Community Boat Ramp
Yes

Interior Features

Bar
Yes
Built-in Cabinets
Yes
Storage
Yes
Window Treatments
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Utility Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Security

Electric Gate
Yes

Construction

CBS
Yes

Land Size

1/4 - 1/2 Acre
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

Elect Separate Meter
Yes
FKAA
Yes
Municipal Sewer
Yes
Water Separate Meter
Yes
Whole House Generatr
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes

Title

Title Ins - Buyer
Yes

Exterior Features

Bar
Yes
Chickee Hut
Yes
Fencing
Yes
Fruit Tree(s)
Yes
Lighting
Yes
Rain Gutters
Yes
Sprinkler System
Yes
Storage
Yes

Pool Info

In Ground
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: Common Area Mnt; Security Tax Exemptions: None Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Harbor/Marina View; Open Water View Dockage: Boat Lift; Boat Ramp Property Condition: Updated/Remodeled Vehicle Storage: Garage Furnished: Furnished Cooling: Central Air Heating: Electric Utilities: Elect Separate Meter; FKAA; Municipal Sewer; Water Separate Meter; Whole House Generatr Interior Features: Bar; Built-in Cabinets; Storage; Window Treatments Specialty Rooms: Utility Room Appliances: Dishwasher; Dryer; Freezer; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Bar; Chickee Hut; Fencing; Fruit Tree(s); Lighting; Rain Gutters; Sprinkler System; Storage Pool Info: In Ground Construction: CBS Floor: Laminate; Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Airstrip; Bike Paths; Community Boat Ramp Security: Electric Gate Land Size: 1/4 - 1/2 Acre Terms: Cash; Conventional Title: Title Ins - Buyer
Listing Office: Coldwell Banker Schmitt Real Estate Co.
Last Updated: September - 20 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.

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