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Home > 355 Stirrup Key Boulevard, Marathon, FL 33050 (MLS# 621321)
$3,300,000
355 Stirrup Key Boulevard
Marathon, FL 33050
MLS# 621321
4 beds  |  4 baths  |  2540 sqft
Sunset Anchorage
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Sunset Anchorage Open Water Bay Views Exclusive Stirrup Key Home Easy Gulf and Ocean Access Lot Lines Approximate Street View Custom Renovation and New Flooring Dining and Kitchen Dining and Living Room Views Living Room Living Room Custom Bar and Kitchen Custom Bar Newly Renovated Kitchen Bright and Airy Kitchen Views from Kitchen Covered Back Porch Second Level Gorgeous Bay Views Main Level Primary Main Level Primary Suite Main Level Primary Suite Main Level Primary Expanded Bathroom Dual Sinks and Expanded Shower Main Level Second Bedroom Main Level Second Bedroom Main Level Second Bedroom Main Level Second Bedroom Closet Main Level Second Bathroom Staircase Third Level Bedroom with Porch Access Third Bedroom Third Bedroom with Bathroom Third Bedroom Third Level Half Bath Third Level Primary Suite Walk Out Balcony Primary Suite En-Suite Bathroom En-Suite Bathroom Walk Out Balcony Bay Views Newly Redone Observation Deck Observation Deck with Ladder Access Back View Backyard Covered Area Poolside Newly Renovated Pool New Heater and Chiller Backyard Views Deeded Boat Slip Boat Lift D-41 New 15K Boat Lift Newly Added Concrete Walk Out Addition Pool Pool and Tiki Bar Newly Built Tiki Bar Newly Built Tiki Bar Poolside Perfect Entertainment Area Storage with Ice Machine Storage and Garage Access Two Car Garage Two Car Garage Gumbo Limbo Grove Impact Windows and Doors Street View Open Water Views and Protected Boat Slip Protected Marina Boat Slip Open Water Views Back of Home View Aerial of House and Boat Slip Walk Out Dock Twilight Twilight Twilight Twilight Exclusive Stirrup Key Back View Twilight Backyard Twilight Backyard Aerial Sunset Views Sunset from Third Level Tiki Bar Sunset Views Sunset Anchorage Beautiful Sunset Location Evening Backdrop Sunset View from Dock Back View of Property Aerial Tiki Bar Back View Back View Observation Deck Lighting Sunset Anchorage

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. 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

Details
Maps
Contract Information
Listing Board: Marathon/Lower Keys
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Current Price: $3,300,000
Listing Date: 2026-09-17
List Price: $3,300,000
Location, Tax & Legal
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
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
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 4
Lot Size: X
Lot SqFt: 19274
Pool: Yes
Lot Sqft Source: Tax Records
Total Units: 0
Acres: 0.44
SqFt Source: Tax Records
Rentals Allowed: With Restrictions
Min Rental Days: 365
Style: Single Family
Year Built: 1994
Living Apx SqFt: 2540
Total Bedrooms: 4
Full Baths: 3
Half Baths: 1
Total Baths: 4
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 home offers exceptional privacy, protected dockage, a private pool, 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
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 1200
Fee Includes
Common Area Mnt: 1
Security: 1
Dockage
Boat Lift: 1
Boat Ramp: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Freezer: 1
Ice Machine: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Central Air: 1
Heating
Electric: 1
Waterfront
Bay Front: 1
Gulf Front: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Harbor/Marina View: 1
Open Water View: 1
Floor
Laminate: 1
Tile: 1
Neighborhood Feature
Airstrip: 1
Bike Paths: 1
Community Boat Ramp: 1
Interior Features
Bar: 1
Built-in Cabinets: 1
Storage: 1
Window Treatments: 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Utility Room: 1
Building Style
Above Flood: Yes
Stories: 3 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 2
Garage: 1
Security
Electric Gate: 1
Construction
CBS: 1
Land Size
1/4 - 1/2 Acre: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
Elect Separate Meter: 1
FKAA: 1
Municipal Sewer: 1
Water Separate Meter: 1
Whole House Generatr: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Title
Title Ins - Buyer: 1
Exterior Features
Bar: 1
Chickee Hut: 1
Fencing: 1
Fruit Tree(s): 1
Lighting: 1
Rain Gutters: 1
Sprinkler System: 1
Storage: 1
Pool Info
In Ground: 1
Roof
Metal Roof: 1
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Status Change Info
Status: Active
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 - 17 - 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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