133 Sunset Dr, Islamorada, FL 33036
FOR SALE
3D VIEW
0.28 ACRES

133 Sunset Dr
Islamorada, FL 33036

  • 4 Beds
  • 3 Baths
  • 2,519 sqft (on 0.28 acres)

$3,200,000

Original price: $3,500,000
Est. Mortgage $18,158/mo*
Get Pre-Qualified

$3,200,000

Original price: $3,500,000
Est. Mortgage $18,158/mo*
Get Pre-Qualified
4 Beds
3 Baths
2,519 sqft
(on 0.28 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

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 on Sunset Drive. Listing includes canal parcel with dock across the street RE#00389220-000100

Home Highlights

Parking
Garage
Outdoor
Porch, Pool
View
Ocean, Water
HOA
None
Price/Sqft
$1,270
Listed
180+ days ago

Home Details for 133 Sunset Dr

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2519 Square Feet
Appliances & Utilities
Utilities: FKAA, Cable ConnectedAppliances: Refrigerator, Stainless Steel Appliance(s), Oven, RangeRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Impact Rstnce Window, AccordionDoor: Impact Rstnce DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Floors: Tile
View
Has a ViewView: Ocean, Water

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Open Porch/BalconyExterior: Sandy Beach, StorageHas a Private Pool
Parking & Garage
No CarportHas a GarageNo Attached GarageHas Open ParkingParking: Garage,Covered,Open
Pool
Pool: In Ground, Salt WaterPool
Frontage
WaterfrontWaterfront: Oceanfront, Open Water, Canal Front, Waterfront, Sandy Beach, Dock: WoodOn Waterfront
Water & Sewer
Sewer: Municipal Sewer, Public Sewer

Days on Market

Days on Market: 180+

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBS, Concrete
Property Information
Parcel Number: 00389750000000

Price & Status

Price
List Price: $3,200,000Price Per Sqft: $1,270

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: IslamoradaCommunity: Lower Mat Bch (74.0)

Agent Information

Listing Agent
Listing ID: 612438

Community

Community Features: Beach

HOA

HOA Fee Includes: NoneAssociation for this Listing: Florida KeysNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.28 acres

Offer

Contingencies: NoneListing Terms: Cash, Conventional

Miscellaneous

Mls Number: 612438Water ViewWater View: Ocean, Water

Additional Information

Beach
Last check for updates: about 7 hours ago
Listing courtesy of Sabrina Wampler & Sarah Ewald, (305) 393-0585
Ocean Sotheby's International Realty
Originating MLS: Florida Keys
Source: FLKMLS, MLS#612438
Also Listed on FLKMLS, Key West AOR, Key West AOR.

Market trends in Islamorada

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.09M
$213KMoM
Sale-to-List Price
—
Price per sq ft
$675
$114MoM
Available listings
175
10MoM

Price History for 133 Sunset Dr

DatePriceEventSource
06/16/2026$3,200,000PendingToActiveFLKMLS #612438
04/29/2026$3,200,000ContingentKey West AOR #612438
04/19/2026$3,200,000PriceChange
FLKMLS #612438
11/12/2025$3,500,000PriceChange
FLKMLS #612438
08/22/2025$3,600,000PriceChange
FLKMLS #612438
03/04/2025$3,800,000PriceChange
Key West AOR #612438
01/02/2025$3,900,000PriceChange
FLKMLS #612438
11/27/2024$4,250,000Listed For SaleFLKMLS #612438
02/26/2021$2,100,000Sold
N/A
06/14/2019$2,495,000PriceChange
Agent Provided
10/18/2018$2,695,000PriceChange
Agent Provided
04/20/2018$2,900,000Listed For SaleAgent Provided
11/14/1995$316,428Sold
N/A

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Property Tax and Assessment

Year2025
Tax$19,797
Assessment$2,476,179
Home facts updated by county records

Comparable Sales for 133 Sunset Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
119 Iroquois Dr, Islamorada, FL
0.26
Single-Family Home
$1,650,000
07/08/25
4
2
1,857
141 El Capitan Dr, Islamorada, FL
0.42
Single-Family Home
$2,500,000
03/13/26
4
3
2,098
117 Sandy Cove Ave, Islamorada, FL
0.62
Single-Family Home
$1,900,000
09/15/25
4
3
1,960
193 Nautilus Dr, Islamorada, FL
0.47
Single-Family Home
$2,200,000
03/16/26
3
3
1,911
442 Palm Dr, Islamorada, FL
0.57
Single-Family Home
$3,900,000
09/16/25
4
3
2,058
230 Biscayne Blvd, Islamorada, FL
0.57
Single-Family Home
$3,205,000
01/22/26
5
3
2,425
72 W Plaza Granada, Islamorada, FL
0.50
Single-Family Home
$2,300,000
02/27/26
4
3.5
2,937
182 Bayview Dr, Islamorada, FL
0.56
Single-Family Home
$3,950,000
03/06/26
4
3
3,434
189 Gulfview Dr, Islamorada, FL
0.47
Single-Family Home
$2,200,000
01/12/26
3
2
2,010

Nearby homes

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Assigned Schools

These are the assigned schools for 133 Sunset Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Islamorada

At least 24 Trulia users voted on each feature.

  • 88 % Say people would walk alone at night

  • 88 % Say parking is easy

  • 84 % Say it's dog friendly

  • 83 % Say yards are well-kept

  • 79 % Say car is needed

  • 72 % Say kids play outside

  • 70 % Say it's quiet

  • 66 % Say it's walkable to restaurants

  • 58 % Say they plan to stay for at least 5 years

  • 56 % Say there's holiday spirit

  • 55 % Say there's wildlife

  • 54 % Say neighbors are friendly

  • 44 % Say there are community events

  • 41 % Say it's walkable to grocery stores

  • 39 % Say streets are well-lit

  • 23 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • John Hermansen
    "Fishing tournaments and HOA lunches are nice. The marina is a great community and everyone on the airstrip are very kind. Great place for kids and dogs. "
    1
    Flag
  • Jnmarcil
    "The area is awesome. Safe, clean , everyone knows everyone and keep an eye out for our neighbors best place to live. "
    0
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  • Trulia User
    "Neighborhood feels safe and secure. I love the area. Live right near the Montessori school. Beware because there are sometimes fast drivers. "
    0
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  • Trulia User
    "Lots of grass to play in. Easy living in the Keys. Lots of places to run you dogs. Pebbles & Bambam enjoy it. "
    0
    Flag
  • Fabelomaribel
    "I've lived in this neighborhood for a while and the people are very nice I love my neighbor's the schools are closed by"
    1
    Flag
  • Cinnapep
    "Beautiful area with friendly people. Clean neighborhood and low crime rate. Very walkable with great galleries and restaurants. "
    0
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  • Jessica G.
    "I’ve lived here for almost 2 years now and i live net the boat ramp and everyone is very nice and the schools are close as they can be"
    0
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  • Jessica
    "It is near the high school and close to Winn Dixie along with close by gas stations .................."
    0
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  • Amie B.
    "we've lived her for 1 year and lovve it, beautiful ocean views and multi million dollar homes atl around. "
    0
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  • Lynne G.
    "Love it here in Safety Harbor. Everything about this home and neighborhood is wonderful. Kind neigbors, lovely views, best of Islamorada communities. Plenty to do if you are looking for it and plenty of peace & privacy at the same time. "
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  • Lucytwo259
    "This is one of the best areas in Islamorada, It is a beautiful ocean-side location with easy ocean access. It is far enough away from the hustle and noise of the commercial area but not so far that it is inconvenient."
    0
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  • Kathy D.
    "Coral Harbour Club is located in the heart of Islamorada near shopping and dining."
    0
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  • Interested I. A.
    "Islamorada is a wonderful community with lots of things to do for all ages and lifestyles. Fishing, bird watching, hiking, swimming, snorkeling, kayaking, biking, running, great nightlife and restaurants. All around fun and relaxation!"
    0
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LGBTQ Local Legal Protections

Sabrina Wampler & Sarah Ewald, Ocean Sotheby's International Realty
Agent Phone: (305) 393-0585
MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.
133 Sunset Dr, Islamorada, FL 33036 is a 4 bedroom, 3 bathroom, 2,519 sqft single-family home built in 1974. This property is currently available for sale and was listed by FLKMLS on Nov 27, 2024. The MLS # for this home is MLS# 612438.