133 Seashore Dr, Islamorada, FL 33036
Property image
Second floor bedroom with King bed
OFF MARKET

133 Seashore Dr
Islamorada, FL 33036

  • 3 Beds
  • 3 Baths
  • 1,660 sqft

$1,421,100

Trulia Estimate
as of Aug 23, 2026

$1,421,100

Trulia Estimate
as of Aug 23, 2026
  • 3 Beds
  • 3 Baths
  • 1,660 sqft

Home Highlights

Property Type
Single-Family Home
Living Area
1,660 sqft
Price/Sqft
$856
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 133 Seashore Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

AVAILABLE FOR ONE MONTH OVER CHRISTMAS AND NEW YEARS! DEC 21-JANUARY 21. Rent for a whole month for the cost of 1 week at a hotel! Beautiful updated house on private road with pool and private beach access. Three large bedrooms, each with en suite bath, chef's kitchen with high-end appliances, deck with bbq and ocean views, fully-fenced yard with large pool, tiki hut, and putting green. Large front yard offers plenty of room for your boat trailer and several cars. House is near several boat ramps. Located right in the heart of Islamorada--walk or bike to all the best restaurants, breweries and shops.

AVAILABLE FOR ONE MONTH OVER CHRISTMAS AND NEW YEARS! DEC 21-JANUARY 21. All utilities, yard and pool maintenance covered in rent. Well behaved pets welcome.
Please text with questions.
133 Seashore Dr, Islamorada, FL 33036 is a 3 bedroom, 3 bathroom, 1,660 sqft single-family home. It last sold for $1,475,000 on Sep 23, 2025 (10,826% above the $13,500 asking price). More recently, it was listed as a rental in October 2024 with an asking price of $14,500 per month. That rental listing was removed on November 6, 2024. It is currently off market. The Trulia Estimate is $1,421,100, with a rent estimate of $5,325/month.

Home Details for 133 Seashore Dr

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 MonthAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Room & Shared Space
Shared space is furnished

Exterior Features

Pool
Pool
Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 133 Seashore Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
218 Matecumbe Ave, Islamorada, FL
0.19
Single-Family Home
$1,200,000
11/20/25
3
2.5
1,071 sqft
81250 Overseas Hwy #1, Upper Matecumbe Key, FL
0.22
Single-Family Home
$2,600,000
09/05/25
3
3
2,072 sqft
80909 Old Hwy, Islamorada, FL
0.33
Single-Family Home
$2,800,000
03/03/26
4
3
1,562 sqft
81906 Overseas Highway Upper Matecumbe Ky #3, Islamorada, FL
0.75
Single-Family Home
$2,425,000
08/03/26
3
3.5
1,768 sqft
105 Carroll Street Upper Matecumbe Ky #6, Islamorada, FL
0.76
Single-Family Home
$2,900,000
03/05/26
4
4.5
2,576 sqft
82207 Old Hwy, Islamorada, FL
1.10
Single-Family Home
$775,000
06/18/26
2
2
1,224 sqft
82260 Overseas Hwy, Upper Matecumbe Key, FL
1.40
Single-Family Home
$880,000
04/15/26
3
3
2,314 sqft
81975 Old Hwy, Islamorada, FL
1.07
Single-Family Home
$750,711
08/25/25
2
2
1,000 sqft
100 List St, Islamorada, FL
1.17
Single-Family Home
$5,400,000
05/08/26
3
2.5
3,019 sqft

Nearby homes

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Around this home

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

  • 67 % 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 neighbors are friendly

  • 53 % Say there's wildlife

  • 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
    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
    Flag
  • 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
    Flag
  • 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

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Sep 23, 2025
Source: N/A
Sold
$1,475,000
Nov 6, 2024
Source: Zillow Rentals
ListingRemoved
$13,500
Oct 23, 2024
Source: Zillow Rentals
PriceChange
$13,500
Price decreased by 7%
Oct 6, 2024
Source: Zillow Rentals
Listed For Rent
$14,500
Mar 12, 2024
Source: N/A
Sold
$514,000

Frequently asked questions about 133 Seashore Dr

  • What is 133 Seashore Dr estimated to be worth?
    Trulia's estimated value for 133 Seashore Dr in Islamorada, FL is $1,421,100.
  • What is the price history for 133 Seashore Dr?
    133 Seashore Dr in Islamorada, FL last sold for $1,475,000 in September 2025.
  • Is Islamorada a buyer's or seller's market?
    Islamorada is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Islamorada?
    The median sale price in Islamorada is $1.09M. That is up $8.17K from the prior month.
  • Does 133 Seashore Dr have air conditioning?
    Yes, 133 Seashore Dr in Islamorada, FL has air conditioning.
  • Does 133 Seashore Dr have a pool?
    Yes, 133 Seashore Dr in Islamorada, FL has a pool.

Homes for rent near 133 Seashore Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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