269 Sunset Dr
Islamorada, FL 33036
2 Beds
4 Baths
4,133 sqft
2 Beds
4 Baths
4,133 sqft
Homes for sale near 269 Sunset Dr
0.59 ACRESCoastal Realty of the Florida Keys- Ocean Sotheby's International Realty
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- 0.26 ACRESParadise Florida Keys Real Estate, a Luxury Brand
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- NEW CONSTRUCTIONBerkshire Hathaway HomeServices Keys Real Estate - Islamorada
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Local Information
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Description
This single-family home is located at 269 Sunset Dr, Islamorada, FL. 269 Sunset Dr is in Islamorada, FL and in ZIP code 33036. This property has 2 bedrooms, 4 bathrooms and approximately 4,133 sqft of floor space. This property has a lot size of 9147 sqft and was built in 2001.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 269 Sunset Dr
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Heating & Cooling Heating: Forced AirHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 3ElevatorFloors: Other |
Interior Details Number of Rooms: 6Ceiling Fan |
Appliances & Utilities Cable Ready |
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Exterior Home Features Roof: Built UpDeckExterior: OtherFoundation Type: PilingPatio |
Parking & Garage GarageParking: Garage |
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Year Built Year Built: 2001Year Updated: 2003 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 9147 sqft |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $16,684 |
| Assessment | $2,924,197 |
Home facts updated by county records
Comparable Sales for 269 Sunset Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $1,375,000 | 05/30/25 | 3 | 3 | 1,920 | |
0.15 | Single-Family Home | $1,650,000 | 07/08/25 | 4 | 2 | 1,857 | |
0.57 | Single-Family Home | $3,950,000 | 03/06/26 | 4 | 3 | 3,434 | |
0.30 | Single-Family Home | $1,342,000 | 07/25/25 | 2 | 2 | 960 | |
0.18 | Single-Family Home | $960,000 | 04/21/26 | 4 | 3 | 1,710 | |
0.72 | Single-Family Home | $3,525,000 | 01/28/26 | 5 | 5.5 | 4,131 | |
0.71 | Single-Family Home | $1,303,500 | 09/03/25 | 3 | 3 | 2,150 | |
0.90 | Single-Family Home | $2,989,000 | 09/08/25 | 4 | 3.5 | 3,332 | |
0.68 | Single-Family Home | $3,900,000 | 09/16/25 | 4 | 3 | 2,058 | |
0.84 | Single-Family Home | $2,300,000 | 02/27/26 | 4 | 3.5 | 2,937 |
Assigned Schools
These are the assigned schools for 269 Sunset Dr.
- Treasure Village Montessori Charter School
- PK-8
- Charter
- 164 Students
9/10GreatSchools RatingParent Rating AverageTreasure Village is a very special place. It is a small school with phenomenal teachers who, in addition to promoting academic success, also teach soft social skills such as kindness and independence. The result is that it has been the highest-testing school in the county for at least the past two years, while producing (mostly, at least) pleasant, nice kids who are good leaders. Despite being a free public charter school, the small student to teacher ratio and class sizes feels more like what you would expect from an expensive private school. We feel very lucky to have found this school.Parent Review2mo ago - Upper Keys Academic Connections for Excellence
- 6-12
- Public
- 13 Students
NAGreatSchools RatingParent Rating Average
No reviews available for this school. 
Check out schools near 269 Sunset Dr.
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
Learn more about our methodology.
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Homes for rent near 269 Sunset Dr
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Off Market Homes Near 269 Sunset Dr
- SOLDMAY 5, 2026Ocean Sotheby's International Realty
- SOLDMAR 16, 2026Coldwell Banker Schmitt Islamorada
- SOLDMAR 13, 2026Phantom Real Estate
- SOLDMAR 6, 2026Ocean Sotheby's International Realty
- SOLDFEB 27, 2026Coastal Realty of the Florida Keys
- SOLDJAN 28, 2026Ocean Sotheby's International
- SOLDJAN 22, 2026Realty ONE Group Destination (ISL)
- SOLDJAN 12, 2026Phantom Real Estate
- SOLDDEC 26, 2025Pine River Realty, LLC
- SOLDDEC 22, 2025Coldwell Banker Schmitt Islamorada
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269 Sunset Dr, Islamorada, FL 33036 is a 2 bedroom, 4 bathroom, 4,133 sqft single-family home built in 2001. This property is not currently available for sale. The current Trulia Estimate for 269 Sunset Dr is $4,234,100.