133 Sunset Dr

Islamorada, FL 33036

$3,500,000
Price
4
Beds
2,519 Sq. Ft.
$1,389 / Sq. Ft.
2,519
Sq. Ft.
$1,389
per Sq. Ft.
Get preapproved with Rocket Mortgage1
a view of a building with a street
Sunset Drive Beach
a front view of building with street view
a front view of a house with a yard and garage
Ample parking plus garage
a view of a house with a small yard and plants
Pool
a view of a house with swimming pool
a view of a swimming pool with a lounge chair and palm trees
a front view of a building with many windows
a front view of a house with a yard
a view of a walk in closet
Beach
a view of ocean from a balcony
Entry
133 Sunset Dr_1oakstudios_55
133 Sunset Dr_1oakstudios_56
a view of a deck with chairs a barbeque with wooden floor and fence
a view of a house with a window and sitting area
a view of balcony with ocean view
133 Sunset Dr
a view of a patio with chairs and potted plants
Entryway
33 Sunset Dr
33 Sunset Dr
Neighborhood
a view of a house with a yard and sitting area
Canal lot
Sunrise
a view of an ocean
a view of a chairs and table in patio
133 Sunset Dr_1oakstudios_04
Sunrise
a view of a yard and ocean view
Sunrise
View with back canal
a view of entryway and hall with wooden floor
a view of entryway and stairs
a view of a hallway with front door
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a stove
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
a kitchen with a stove sink and refrigerator
a view of a dining room with furniture window and outside view
a view of a dining room with furniture window and outside view
a view of a dining room with furniture large windows and wooden floor
Stairs up and down
Great room
a living room with furniture and floor to ceiling windows
a living room with furniture and a floor to ceiling window
a dining room with furniture and entryway
a view of an entryway with staircase
133 Sunset Dr_1oakstudios_22
a spacious bedroom with a large bed and a large window
a bedroom with a large bed and a large window
a bedroom with a large bed and wooden floor
Primary bath
Primary shower
Primary bath
a bedroom with two beds and a window
a workspace with furniture and a window
a bathroom with a sink mirror and vanity
Overhead Lot Lines
a bedroom with a bed and cabinets
a bathroom with a granite countertop sink toilet and shower
Bathroom 3
a view of a balcony with outdoor seating
a view of a balcony with potted plants
Primary bedroom views
a view of a balcony with furniture and a kitchen
Canal lot with dock
Garage
a view of a yard with plants and a tree
a view of a storage & utility room with stuff
a view of a dining room with furniture and chandelier
Storage
a living room with furniture and a floor to ceiling window
an aerial view of a house with a lake view
an aerial view of a house with a yard
an aerial view of residential houses with outdoor space and trees
Looking south
an aerial view of a houses with ocean view

Description

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...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
  1. Listed by Sabrina Wampler & Sarah Ewald • Ocean Sotheby's International Realty

Property Details for 133 Sunset Drive

Waterfront
Oceanfront, Open Water, Canal Front
Waterfront
Yes
Zoning
R1 - Residential Single Family
Subdivision
Lower Mat Bch (74.0)
Directions
GPS
Vehicle Storage
Garage, Covered Parking, Open Parking
Pets
Pets Allowed
LISTING UPDATED: 12/27/2025 12:34 AM

Property Details for 133 Sunset Drive

StatusActive
MLS #612438
Days on Market476
Taxes$18,993 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1974
Lot Size0.28 AC / 12,300 SF
CountyMonroe County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Ocean Sotheby's International Realty
Add your commute

Building Information for 133 Sunset Drive

Stories-Year Built1974Building Size-Lot Size0.28 AC / 12,300 SF

Payment Calculator

Get preapproved with Rocket Mortgage1

$18,569 per month

30 year fixed, 6.11% Interest

Principal and Interest

$16,986

Property Taxes

$1,583

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 133 Sunset Drive

Summary
Location and General Information
  • Waterview: Ocean View, Open Water View
  • Area: 22 - Lower Matecumbe
  • Absolute Longitude: 80.731837
  • Control Depth: 5
  • Listing Board: Florida Keys
  • Side: Ocean
  • Mile Marker: 74.0
  • Marathon Neighborhood: N/A
  • Neighborhood Feature: Beach
  • Key/Island: Lower Matecumbe
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: No
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: None
  • Furnished: Negotiable
  • Tax Year: 2023
  • Tax Exemptions: None
Virtual Tour
Property
Lot Information
  • Parcel #: 00389750-000000
  • Land Size: More than 1 Lot
Property and Assessments
  • Legal: 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/
  • MLS Approved: Y
  • SqFt Source: Tax Records
  • Flood Zone: VE,VE,VE,VE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 81
  • Document Count: 0
  • Building Style: Above Flood: Unknown
Utilities
  • Utilities: FKAA, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: In Ground, Salt Water
  • Porch/Balcony: Open Porch/Balcony
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Interior Features: Entrance Foyer, Storage, Granite Counter Top
  • Pre-Wired: Cable
  • Appliances: Refrigerator, Stainless Steel Appliance(s), Oven, Range
Exterior Features
  • Roof: Metal Roof
  • Shutters: Accordion
  • Dockage: Dock: Wood
  • Construction: CBS, Concrete
  • Exterior Features: Sandy Beach, Storage
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors

Property History for 133 Sunset Drive

DateEvent & SourcePriceAppreciation
Nov 27, 2024

Price Change

FKMLS #612438

$4,250,000—
Nov 27, 2024

Price Change

FKMLS #612438

$3,900,000—
Nov 27, 2024

Price Change

FKMLS #612438

$3,800,000—
Nov 27, 2024

Price Change

FKMLS #612438

$3,600,000—
Nov 27, 2024

Listed (Active)

FKMLS #612438

$3,500,000—
Feb 25, 2021

Sold (Public Record)

Public Record #1453390853

$2,100,000—
Nov 30, 2020

Expired

FKMLS #586113

—
May 31, 2020

Expired

MiamiRE #A10834160

—
Mar 14, 2020

Listed (Active)

MiamiRE #A10834160

$2,495,000—
Jun 14, 2019

Temp Off Market

FKMLS #579819

—
Jun 14, 2019

Listed (Active)

FKMLS #586113

$2,495,000—
Apr 20, 2018

Listed (Active)

FKMLS #579819

$2,695,000—
DateEvent & SourcePrice
11/27/2024

Price Change

FKMLS #612438

$4,250,000
11/27/2024

Price Change

FKMLS #612438

$3,900,000
11/27/2024

Price Change

FKMLS #612438

$3,800,000
11/27/2024

Price Change

FKMLS #612438

$3,600,000
11/27/2024

Listed (Active)

FKMLS #612438

$3,500,000
02/25/2021

Sold (Public Record)

Public Record #1453390853

$2,100,000
11/30/2020

Expired

FKMLS #586113

—
05/31/2020

Expired

MiamiRE #A10834160

—
03/14/2020

Listed (Active)

MiamiRE #A10834160

$2,495,000
06/14/2019

Temp Off Market

FKMLS #579819

—
06/14/2019

Listed (Active)

FKMLS #586113

$2,495,000
04/20/2018

Listed (Active)

FKMLS #579819

$2,695,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 133 Sunset Drive

Taxable ValueLand-Additions-Total-
Tax Record2024$19,124 ($1,594 / month)
Home Facts
Beds3Baths3Total Finished SqFt2,519 SqFtAbove Grade Finished SqFt2,519 SqFtStories3Lot Size11,250 SqFtStyleSingle Family ResidenceYear Built1974Year Renovated2012CountyMONROEAPN00389750-000000Fireplace TypeHas Fireplace

Schools near 133 Sunset Drive

This home is within Monroe.
Rating
School
Type
Grades
Distance
Plantation Key School
Public - PK to 8
Coral Shores High School
Public - 9 to 12
Treasure Village Montessori Charter School
Charter - PK to 8
Upper Keys Academic Connections for Excellence
Public - 6 to 12
Rating
School
Distance
Plantation Key School
PublicPK to 8

Coral Shores High School
Public9 to 12

Treasure Village Montessori Charter School
CharterPK to 8

Upper Keys Academic Connections for Excellence
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 133 Sunset Drive, Islamorada, FL 33036

133 Sunset Drive is a single family home for sale in Islamorada, FL 33036. This property was listed for sale on November 27, 2024 by Ocean Sotheby's International Realty, it's currently listed at $3,500,000. It has been on the market for a total of 476 days and was last sold on February 25, 2021. This listing's school district is Monroe. Nearby schools include Plantation Key School, Coral Shores High School and Treasure Village Montessori Charter School. 133 Sunset Drive is a 4-bed, 3-bath, 2,519 sqft single family home built in 1974.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Ocean Sotheby's International Realty

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.