How do I schedule a tour of 355 Stirrup Key Boulevard, Marathon, FL 33050?

Use the Tour button on this listing to request a showing of 355 Stirrup Key Boulevard, Marathon, FL 33050. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.

Is 355 Stirrup Key Boulevard, Marathon, FL 33050 still available?

355 Stirrup Key Boulevard, Marathon, FL 33050 is currently listed as Active, and has been on the market 20 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.

How much is the monthly payment for 355 Stirrup Key Boulevard, Marathon, FL 33050?

With 20% down ($660,000) on the $3,300,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 355 Stirrup Key Boulevard, Marathon, FL 33050 is about $17,343/mo, before property taxes, insurance, and HOA dues. Use the payment estimate on this page to adjust the down payment and rate.

How do I get pre-approved to buy 355 Stirrup Key Boulevard, Marathon, FL 33050?

Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 355 Stirrup Key Boulevard, Marathon, FL 33050. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.

Does 355 Stirrup Key Boulevard, Marathon, FL 33050 have an HOA fee?

Yes: 355 Stirrup Key Boulevard, Marathon, FL 33050 carries an HOA fee of about $1,200 annually. HOA dues usually cover community amenities and shared maintenance; ask us for the current budget, rules, and exactly what's included.

What schools serve 355 Stirrup Key Boulevard, Marathon, FL 33050?

355 Stirrup Key Boulevard, Marathon, FL 33050 is zoned for Stanley Switlik (elementary), Marathon (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.

Can I negotiate the price of 355 Stirrup Key Boulevard, Marathon, FL 33050?

Often, yes. The right offer on 355 Stirrup Key Boulevard, Marathon, FL 33050 depends on how it's priced against comparable single family sales in Marathon, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Active

20 Days on Market

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$3,300,000

355 Stirrup Key Boulevard

Marathon, FL 33050

STIRRUP KEY SUBD

Explore the area: Monroe County real estate

Price Check

How this price compares

List price: $3,300,000
Price per sq ft: $1,299
Original price: Unchanged
Days on market: 20

This 4-bedroom single-family home is listed at $3,300,000, or $1,299 per square foot. It has been on the market for 20 days.

Bedrooms

Bathrooms

2,540

Living Sq Ft

1994

Year Built

Estimated monthly payment

$17,343 /mo

Principal and interest only, based on $660,000 down (20%), a 6.875% 30-year fixed rate. Property taxes, homeowners insurance are not included.

Customize this estimate

Listing Snapshot

Price: $3,300,000
Days on Site: 20 Days
Bedrooms: 4
Total Baths: 4
Full Baths: 3
Partial Baths: 1
Living Area: 2,540 sqft
Total Sq Ft: 6,072 sqft
Lot Size: 0.44 Acres
Year Built: 1994
Property Type: Single Family
MLS #: A12092952
Property Tax: $21,035 (2025)
HOA Fees: $1,200 / Annually
Subdivision: STIRRUP KEY SUBD
County: Monroe
Status: Active
Special Conditions: Listed As Is

About This Property

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.

General Features

Property Type: Single Family
Status: Active
Year Built: 1994
Number of Stories: 3
Levels: Three Or More
Garage Spaces: 2
Attached Garage: Yes
Parking: Attached / Driveway / Garage / Garage Door Opener / Guest
Direction Faces: Southeast
Lot Size (Acres): 0.44
Living Sq Ft: 2,540
Total Sq Ft: 6,072
Sewer: Public Sewer
Water Source: Public
Zoning: Residential Medium

Interior Features

Appliances: Dryer / Dishwasher / Electric Range / Ice Maker / Refrigerator / Washer
Cooling: Ceiling Fans / Electric / Other / Zoned
Heating: Electric
Flooring: Laminate / Tile
Interior Features: Bedroom On Main Level / Dual Sinks / Multiple En Suite Bathrooms / Storage / Upper Level Primary
Windows: Blinds

Exterior Features

Construction: CBS Concrete Block Structure / Block
Roof: Metal
Exterior Features: Balcony / Lighting / Outdoor Living Area
Private Pool: Yes
Pool Features: In Ground
Patio & Porch: Open / Patio / Porch / Wrap Around / Balcony
Lot Features: Quarter To Half Acre Lot / Sprinkler System
Waterfront: Yes
Waterfront Features: Bayfront
Frontage: Waterfront
Frontage Length: 99.00 ft
View: Bay / Water

Community & HOA

HOA Fee: $1,200 / Annually
Association Amenities: Gated
Community Features: Home Owners Association
Pets Allowed: Yes
55+ Community: Yes
Financing Terms: Cash / Conventional
Restrictions: Ok To Lease / Rental Restriction
MLS Area: 5940 - Other Florida County

Schools

Elementary School: Stanley Switlik
Middle School: Marathon
High School: Coral Shores

About the Area

Marathon

View Marathon Real Estate →

Homes for Sale: 89
Median List Price: $891,500
Median $/Sq Ft: $659
Avg Days on Market: 182

View all 89 homes for sale in Marathon →

Frequently Asked Questions

How do I schedule a tour of 355 Stirrup Key Boulevard, Marathon, FL 33050?: Use the Tour button on this listing to request a showing of 355 Stirrup Key Boulevard, Marathon, FL 33050. Pick a day and time and choose an in-person or video-chat tour, and a Pure Equity agent will confirm your visit, often the same day.
Is 355 Stirrup Key Boulevard, Marathon, FL 33050 still available?: 355 Stirrup Key Boulevard, Marathon, FL 33050 is currently listed as Active, and has been on the market 20 days. Status updates directly from the MLS as homes go under contract, so ask us to confirm availability before you plan a visit.
How much is the monthly payment for 355 Stirrup Key Boulevard, Marathon, FL 33050?: With 20% down ($660,000) on the $3,300,000 list price and a 30-year fixed loan at an illustrative 6.875% rate, the estimated principal & interest for 355 Stirrup Key Boulevard, Marathon, FL 33050 is about $17,343/mo, before property taxes, insurance, and HOA dues. Use the payment estimate on this page to adjust the down payment and rate.
How do I get pre-approved to buy 355 Stirrup Key Boulevard, Marathon, FL 33050?: Getting pre-approved shows sellers you're a serious buyer and clarifies your true budget before you offer on 355 Stirrup Key Boulevard, Marathon, FL 33050. Contact Pure Equity and we'll connect you with a trusted local lender to review your financing options, no obligation.
Does 355 Stirrup Key Boulevard, Marathon, FL 33050 have an HOA fee?: Yes: 355 Stirrup Key Boulevard, Marathon, FL 33050 carries an HOA fee of about $1,200 annually. HOA dues usually cover community amenities and shared maintenance; ask us for the current budget, rules, and exactly what's included.
What schools serve 355 Stirrup Key Boulevard, Marathon, FL 33050?: 355 Stirrup Key Boulevard, Marathon, FL 33050 is zoned for Stanley Switlik (elementary), Marathon (middle), Coral Shores (high). School assignments and boundaries can change year to year, so confirm current zoning with the local school district before you buy.
Can I negotiate the price of 355 Stirrup Key Boulevard, Marathon, FL 33050?: Often, yes. The right offer on 355 Stirrup Key Boulevard, Marathon, FL 33050 depends on how it's priced against comparable single family sales in Marathon, how long it's been listed, and how motivated the seller is. Pure Equity will run the comps and help you craft a competitive, well-supported offer.

Listing courtesy of Coldwell Banker Schmitt Real E

Listing information is provided by BeachesMLS, Inc.and is deemed reliable but not guaranteed accurate by the MLS or Pure Equity. Information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. © 2026 BeachesMLS, Inc. Last updated October 8, 2026.

$3,300,000