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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$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 Bay Views Street View Easy Gulf and Ocean Access Lot Lines Approximate Dining and Kitchen Custom Renovation and New Flooring 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 Newly Redone Observation Deck Observation Deck with Ladder Access Back View Backyard Perfect Entertainment Area Covered Area Poolside Newly Renovated Pool Pool with Heater and Chiller Newly Built Tiki Bar Newly Built Tiki Bar Poolside Backyard Views Deeded Boat Slip Boat Lift D-41 New 15K Boat Lift Newly Added Concrete Walk Out Addition 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 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.

Details
Maps
Contract Information
Current Price: $3,300,000
Listing Date: 2026-09-17
Listing Board: Marathon/Lower Keys
Monthly Rent: $3,300,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
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
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 1994
Lot Size: X
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: 1
Total Baths: 4
Rentals Allowed: With Restrictions
Min Rental Days: 365
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 1200
Building Style
Above Flood: Yes
# Stories: 3 Stories
Vehicle Storage
Car(s): 2
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: October - 07 - 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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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)