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$3,500,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,519 Sq. Ft.
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The Ospreys are back! Welcome to The Osprey's Nest; your perch by the Ocean in one of Islamorada's most coveted locations. Wake up to the sunrise and take a stroll down the turtle nesting beach, while also having the convenience of protected canalside dockage across the street. 20' dock but brought in stern-to, can accommodate larger boats. Spacious floor plan for all to enjoy, third story primary suite and beachside pool with heater and chiller for those hot summer days. True island living is here on Sunset Drive. Listing includes canal parcel with dock across the street RE#00389220-000100

Full Property Details for 133 Sunset Dr

General

  • Price: $3,500,000
  • Taxes: $18,992 (2023)
  • Status: Active
  • Type: Single Family
  • Source: 927
  • MLS ID: 612438
  • Updated: 11/11/2025
  • Added to Site: 415 day(s) ago

Interior

  • Interior Features: Entrance Foyer, Storage, Granite Counter Top
  • Appliances: Refrigerator, Stainless Steel Appliance(s), Oven, Range
  • Furnishings: Negotiable
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Shared Amenities: Beach
  • Pool: Yes
  • Pool Description: In Ground, Salt Water

Exterior

  • Exterior Features: Sandy Beach, Storage
  • Deck/Patio: Open Porch/Balcony

Parking

  • Garage: Yes
  • Parking: Garage, Covered Parking, Open Parking

Location

  • Area: 22 - Lower Matecumbe
  • County: Monroe
  • Subdivision: Lower Mat Bch (74.0)
  • Driving Directions: GPS

Community

  • Assoc. Fees Include: None
  • Pets Allowed: Yes

Heating & Cooling

  • Cooling Type: Central Air, Ceiling Fans(s)
  • Heating Type: Central

Utilities

  • Water: Ocean View, Open Water View
  • Utility Description: FKAA, Municipal Sewer

Structural Information

  • Architectural Style: Single Family
  • Construction: CBS, Concrete
  • Roof: Metal Roof
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
  • Wiring: Cable
  • Square Feet: 2,519
  • Sq. Ft. Source: Tax Records
  • Year Built: 1974

Lot Features

  • Lot Size (Sq. Ft.): 12,300
  • Zoning: R1 - Residential Single Family

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Oceanfront, Open Water, Canal Front

Financial Considerations

  • Tax Amount: $18,992
  • Tax Year: 2023
  • Terms: Cash, Conventional

Disclosures and Reports

  • Legal Description: BK 4 SWLY 30FT LT 10 AND ALL LT 11 LOWER MATECUMBE BEACH PB3-34 LOWER MATECMBE KEY OR475-386 OR1377-1372/73 OR1531-2124/
  • Flood Zone: VE, VE, VE, VE
  • APN: 00389750-000000

Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald (305) 393-0585

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Listing agent

— 133 Sunset Dr —

  • Sabrina Wampler & Sarah Ewald

    Ocean Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 133 Sunset Dr

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Plantation Key School
100 Lake Road, Tavernier, FL 33070
PK-815.2 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1268.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 133 Sunset Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/11/2025
Price Reduced
$3,500,000
-2.78%
MLS
8/21/2025
Price Reduced
$3,600,000
-5.26%
MLS
3/04/2025
Price Reduced
$3,800,000
-2.56%
MLS
1/02/2025
Price Reduced
$3,900,000
-8.24%
MLS
11/27/2024
Listed
$4,250,000
102.38%
MLS
2/25/2021
Sold
$2,100,000
—
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 133 Sunset Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$19,124
—
$2,200,863
3%
2024
$19,124
1%
$2,138,837
3%
2023
$18,993
3%
$2,076,541
11%
2021
$18,526
-1%
$1,874,899
-7%
2022
$18,626
1%
$2,016,060
101%
2021
$18,526
117%
$1,003,378
17%
2019
$8,552
-11%
$859,322
-11%
2018
$9,585
4%
$970,202
2%
2017
$9,190
-4%
$950,247
2%
2016
$9,535
3%
$930,703
1%
2015
$9,293
—
$924,233
1%
2014
$9,302
1%
$916,898
1%
2013
$9,249
—
$903,348
—
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.

Estimate the Cost for 133 Sunset Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Ocean Sotheby's International Realty, Sabrina Wampler & Sarah Ewald (305) 393-0585

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133 Sunset Drive, Islamorada, FL 33036 (MLS# 612438) is a Single Family property with 4 bedrooms and 3 full bathrooms. 133 Sunset Drive is currently listed for $3,500,000 and was received on November 27, 2024. Want to learn more about 133 Sunset Drive? Do you have questions about finding other Single Family real estate for sale in Islamorada? You can browse all Islamorada real estate or contact a Coldwell Banker agent to request more information.

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