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$3,300,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,540 Sq. Ft.
  • Updated 5 days ago
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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.

Full Property Details for 355 Stirrup Key Blvd

General

  • Price: $3,300,000
  • HOA FEE: $100/month
  • HOA FEE FREQ.: Annually
  • Taxes: $21,035 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Greater_Miami
  • MLS ID: A12092952
  • Updated: 10/7/2026
  • Added to Site: 25 day(s) ago

Interior

  • Interior Features: Second Floor Entry, Storage
  • Appliances: Dishwasher, Dryer, Electric Range, Ice Maker, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Primary Bathroom: 2 Primary Bathrooms, Dual Sinks

Bedrooms

  • Total Bedrooms: 4
  • Bedroom Features: Entry Level, Primary Bedroom Upstairs

Other Rooms

  • Living Room: Storage Room Sq. Ft.

Additional Information

  • Pool: Yes
  • Pool Description: In Ground, tbd
  • Equipment: Automatic Garage Door Opener

Exterior

  • Exterior Features: Lighting, Open Balcony
  • Deck/Patio: Open Balcony, Patio, Wrap Around

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Additional Spaces Available, Driveway, Guest

Location

  • Area: Stirrup Key Subd
  • County: Monroe County
  • Subdivision: STIRRUP KEY SUBD
  • Building Name: STIRRUP KEY SUBD
  • Direction Faces: Southeast

Community

  • Community Name: Stirrup Key Subd
  • Gated community: Yes
  • Association: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Electric, Other, Zoned
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Municipal Water

Structural Information

  • Architectural Style: Detached, Three Or More Stories
  • Structure Type: House
  • Detached/Attached: Detached
  • Construction: CBS Construction
  • Roof: Metal Roof
  • Windows: Clear Impact Glass, Blinds, High Impact Windows
  • Doors: High Impact Doors
  • Building Size: 6072
  • Square Feet: 2,540
  • Living Area: 2,540 Sq. Ft.
  • Year Built: 1994

Lot Features

  • Property View: Bay, Water
  • Lot Size (Sq. Ft.): 19,274
  • Frontage: Bay
  • Frontage Feet: 99
  • Lot Features: 1/4 To Less Than 1/2 Acre Lot
  • Zoning: Residential Medium

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Ocean Access

Financial Considerations

  • Price Per Sq. Ft.: $1,299.21
  • Association Fee: $1,200
  • Assoc Fee Freq.: Annually
  • Tax Amount: $21,035
  • Tax Year: 2025
  • Terms: All Cash, Conventional

Disclosures and Reports

  • Legal Description: PT LT 70 AND ALL LT 71 STIRRUP KEY SUBDIVISION PB7-4 STIRRUP KEY Dock Area B Parcel D-41 Stirrup Key
  • Restrictions: Ok To Lease With Res
  • Inclusions: Boatlift, Community Boat Ramp, Deeded Dock, Private Dock, Community Marina, Dock Owned/Included, Ramp
  • Property ID: 00333641-007100

Listed by Coldwell Banker Schmitt Real E

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Listing agent

— 355 Stirrup Key Blvd —

  • Coldwell Banker Schmitt Real E

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 355 Stirrup Key Blvd

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Stanley Switlik Elementary School
3400 Overseas Highway, Marathon, FL 33050
PK-53.8 mi
Marathon School
350 Sombrero Beach Road, Marathon, FL 33050
6-123.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 355 Stirrup Key Blvd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/17/2026
Listed
$3,300,000
32%
MLS
5/17/2022
Sold
$2,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 355 Stirrup Key Blvd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$21,035
-1%
$2,408,088
4%
2024
$21,314
6%
$2,308,062
9%
2023
$20,144
156%
$2,120,522
171%
2021
$7,857
2%
$782,649
-3%
2022
$7,736
-2%
$806,128
4%
2021
$7,857
5%
$771,844
2%
2019
$7,470
6%
$754,491
2%
2018
$7,078
2%
$740,423
2%
2017
$6,943
-1%
$725,194
2%
2016
$7,011
1%
$710,279
1%
2015
$6,953
-2%
$705,342
1%
2014
$7,075
1%
$699,744
1%
2013
$7,027
—
$689,403
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Coldwell Banker Schmitt Real E

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355 Stirrup Key Blvd, Marathon, FL 33050 (MLS# A12092952) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 355 Stirrup Key Blvd is currently listed for $3,300,000 and was received on September 17, 2026. Want to learn more about 355 Stirrup Key Blvd? Do you have questions about finding other Single Family real estate for sale in Marathon? You can browse all Marathon real estate or contact a Coldwell Banker agent to request more information.

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