169 Sunset Dr, Islamorada, FL 33036
OFF MARKET

169 Sunset Dr
Islamorada, FL 33036

  • 4 Beds
  • 4 Baths
  • 2,254 sqft (on 0.31 acres)

$4,945,000

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $27,427/mo*
Refinance Your Home

$4,945,000

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $27,427/mo*
Refinance Your Home
4 Beds
4 Baths
2,254 sqft
(on 0.31 acres)

Homes for sale near 169 Sunset Dr

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Apartments for Rent

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Local Information

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

Description

Amazing beachfront bungalow with unending ocean views. This ground level CBS home has been refreshed with soft colors and soothing furnishings. Open floor plan with wood beam ceilings, Cuban tiles & terrazzo floors, spacious kitchen and four bedrooms, four baths. Great outdoor living space with screened porch and oceanfront wood decks overlooking the sandy white beach. Offering includes a bonus lot across the house with a 47' concrete protected dock. This property embodies the best of island living.
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
No Info
Outdoor
Porch, Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 169 Sunset Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Interior Details
Types of Rooms: Laundry RoomCeiling Fan
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Cement ConcreteFoundation Type: PilingGardenPatioPorch
Pool
Pool
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1964Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 2

Lot Information

Lot Area: 0.31 acres

Building

Fitness & Sports
Tennis Court

Price History for 169 Sunset Dr

DatePriceEventSource
05/22/2015$1,700,000Sold
FLKMLS #563889
02/27/2015$1,729,000PriceChange
Agent Provided
01/20/2015$1,795,000PriceChange
Agent Provided
03/27/2014$1,895,000Listed For SaleAgent Provided
04/06/2013$1,850,000ListingRemovedAgent Provided
03/16/2013$1,850,000PriceChange
Agent Provided
02/09/2013$1,795,000Listed For SaleAgent Provided
01/31/2013$1,300,000Sold
FLKMLS #556418
11/09/2012$1,695,000PriceChange
Agent Provided
11/20/2011$1,795,000PriceChange
Agent Provided
05/19/2011$1,850,000PriceChange
Agent Provided
07/03/2010$2,495,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$33,374
Assessment$3,562,645
Home facts updated by county records

Comparable Sales for 169 Sunset Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
119 Iroquois Dr, Islamorada, FL
0.16
Single-Family Home
$1,650,000
07/08/25
4
2
1,857
158 Iroquois Dr, Islamorada, FL
0.08
Single-Family Home
$1,375,000
05/30/25
3
3
1,920
100 Iroquois Dr #5, Lower Matecumbe Key, FL
0.20
Single-Family Home
$960,000
04/21/26
4
3
1,710
117 Sandy Cove Ave, Islamorada, FL
0.73
Single-Family Home
$1,900,000
09/15/25
4
3
1,960
190 Gulfview Dr, Islamorada, FL
0.55
Single-Family Home
$1,750,000
06/11/25
4
3
1,629
178 Gulfview Dr, Islamorada, FL
0.52
Single-Family Home
$1,670,000
05/23/25
3
3
1,804
141 El Capitan Dr, Islamorada, FL
0.52
Single-Family Home
$2,500,000
03/13/26
4
3
2,098
169 Venetian Dr, Islamorada, FL
0.50
Single-Family Home
$1,303,500
09/03/25
3
3
2,150
71 W Plaza Del Lago, Islamorada, FL
0.53
Single-Family Home
$2,295,000
06/04/25
4
3
2,082
442 Palm Dr, Islamorada, FL
0.57
Single-Family Home
$3,900,000
09/16/25
4
3
2,058

Assigned Schools

These are the assigned schools for 169 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

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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. "
    0
    Flag
  • 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
    Flag
  • Kathy D.
    "Coral Harbour Club is located in the heart of Islamorada near shopping and dining."
    0
    Flag
  • 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
    Flag

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Homes for rent near 169 Sunset Dr

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Off Market Homes Near 169 Sunset Dr

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Explore by feature

169 Sunset Dr, Islamorada, FL 33036 is a 4 bedroom, 4 bathroom, 2,254 sqft single-family home built in 1964. This property is not currently available for sale. 169 Sunset Dr was last sold on May 22, 2015 for $1,700,000. The current Trulia Estimate for 169 Sunset Dr is $4,945,000.