166 Columbus Dr, Islamorada, FL 33036
Property image
Property image
OFF MARKET

$1,312,800

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,200 sqft

166 Columbus Dr, Islamorada, FL 33036

Est. Refi. Payment $7,973/mo*
Refinance Your Home
Currently Off Market - Sold Jun 18, 2004 for $710,000

Home Value

Trulia Estimate
$1.31M
Since last month
Decreased$14K (-1%)
Since last year
Increased$19K (+1.5%)
Since last sale
Increased$591K (+83.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +83% in the last 10 years
MonthEstimated value
2026
September 2026$1.3M
August 2026$1.32M
July 2026$1.31M
June 2026$1.28M
May 2026$1.29M
April 2026$1.3M
March 2026$1.28M
February 2026$1.28M
January 2026$1.25M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
125 Cortez Dr, Islamorada, FL
0.08
Single-Family Home
$1,700,000
12/23/25
2
1.5
1,071
150 Columbus Dr, Islamorada, FL
0.06
Single-Family Home
$1,787,500
10/17/25
3
2
1,802
126 Columbus Dr, Islamorada, FL
0.14
Single-Family Home
$1,450,000
06/26/26
3
3
1,786
137 Cortez Dr, Lower Matecumbe Key, FL
0.03
Single-Family Home
$2,050,000
07/16/26
3
3
2,123
76434 Overseas Hwy, Islamorada, FL
0.25
Single-Family Home
$2,000,000
05/01/26
2
2
1,509
141 Cortez Dr, Lower Matecumbe Key, FL
0.10
Single-Family Home
$16,000,000
09/22/25
10
10
6,302
154 Biscayne Blvd, Islamorada, FL
1.96
Single-Family Home
$2,500,000
08/12/26
3
2
1,368
64 W Plaza Del Sol, Lower Matecumbe Key, FL
2.11
Single-Family Home
$1,960,000
12/08/25
3
2
1,560
75851 Overseas Hwy, Islamorada, FL
0.86
Single-Family Home
$5,475,000
05/05/26
5
6.5
3,978
125 Porto Vista Ct, Islamorada, FL
2.08
Single-Family Home
$3,000,000
07/07/26
3
2
1,562

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
150 Columbus Dr, Islamorada, FL 33036
0.06
$1,815,800
3
2
1,802
Off Market
119 Cortez Dr #F3, Islamorada, FL 33036
0.07
$363,900
1
1
518
Off Market
119 Cortez Dr #2G, Islamorada, FL 33036
0.07
$349,600
1
1
518
Off Market
137 Cortez Dr, Lower Matecumbe Key, FL 33036
0.03
$2,050,000
3
3
2,123
Recently Sold
119 Cortez Dr #F2, Lower Matecumbe Key, FL 33036
0.09
$349,700
1
1
518
Off Market
119 Cortez Dr #1G, Islamorada, FL 33036
0.09
$377,500
1
1
518
Recently Sold
119 Cortez Dr #G5, Lower Matecumbe Key, FL 33036
0.09
$330,000
1
1
518
Recently Sold
119 Cortez Dr #6G, Islamorada, FL 33036
0.09
$389,800
1
1
518
Off Market
119 Cortez Dr #G12, Islamorada, FL 33036
0.09
$325,900
1
1
518
Off Market
119 Cortez Dr #F12, Islamorada, FL 33036
0.09
$330,500
1
1
518
Off Market
119 N Cortez Dr, Islamorada, FL 33036
0.09
$512,100
1
1
-
Off Market
119 Cortez Dr #3G, Islamorada, FL 33036
0.09
$335,000
1
1
518
Recently Sold

Local Information

  • Map ViewExplore the area around 166 Columbus Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1979
1,200 sqft
$1,094/sqft
Garage

About this House

2 bedroom, 2 bath home with solid concrete construction including the roof and the dock. Three car garage to store all your water toys, plus plans to build a master suite to incorporate open water views. Amenities include davits, community boat ramp, and instant Ocean and quick bay access. Wonderful vacation home, weekend getaway, or full time residence. Call me Jamie Engel at 305-394-2500 for more information or to view property.
166 Columbus Dr, Islamorada, FL 33036 is a 2 bedroom, 2 bathroom, 1,200 sqft single-family home built in 1979. It last sold for $710,000 on Jun 18, 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,312,800, with a rent estimate of $4,412/month.

Home Details for 166 Columbus Dr

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: StuccoFoundation Type: Piling
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1979Year Updated: 1989
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 7500 sqft

Price and Tax history

DateEventPrice
Jan 1, 2010
Source: Agent Provided
ListingRemoved
$759,000
Oct 13, 2009
Source: Agent Provided
PriceChange
$759,000
Price decreased by 5%
Mar 22, 2009
Source: Agent Provided
Listed For Sale
$799,000
Jun 18, 2004
Source: N/A
Sold
$710,000
Apr 4, 1994
Source: N/A
Sold
$35,000

Market trends in Islamorada

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
149
11MoM

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

Frequently asked questions about 166 Columbus Dr

  • What is 166 Columbus Dr estimated to be worth?
    Trulia's estimated value for 166 Columbus Dr in Islamorada, FL is $1,312,800.
  • What is the price history for 166 Columbus Dr?
    166 Columbus Dr in Islamorada, FL last sold for $710,000 in June 2004.
  • Is Islamorada a buyer's or seller's market?
    Islamorada is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Islamorada?
    Residents describe Islamorada, FL as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Islamorada, FL.
  • How big is the lot at 166 Columbus Dr?
    The lot at 166 Columbus Dr in Islamorada, FL is about 0.17 acres (7,500 sq ft).
  • Does 166 Columbus Dr have a garage?
    Yes, 166 Columbus Dr in Islamorada, FL has a garage.

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