Would people walk alone at night in Islamorada, FL?

As of early 2026, 88% of users say people would walk alone at night

Is parking easy in Islamorada, FL?

As of early 2026, 88% of users say parking is easy

Is Islamorada, FL dog-friendly?

As of early 2026, 84% of users say it's dog friendly

Are yards well-kept in Islamorada, FL?

As of early 2026, 83% of users say yards are well-kept

Is a car needed in Islamorada, FL?

As of early 2026, 79% of users say car is needed

Do kids play outside in Islamorada, FL?

As of early 2026, 72% of users say kids play outside

Is Islamorada, FL quiet?

As of early 2026, 70% of users say it's quiet

Is Islamorada, FL walkable to restaurants?

As of early 2026, 67% of users say it's walkable to restaurants

Do residents of Islamorada, FL plan to stay at least 5 years?

As of early 2026, 58% of users say they plan to stay for at least 5 years

Does Islamorada, FL show holiday spirit?

As of early 2026, 56% of users say there's holiday spirit

Are neighbors friendly in Islamorada, FL?

As of early 2026, 54% of users say neighbors are friendly

Is there wildlife in Islamorada, FL?

As of early 2026, 53% of users say there's wildlife

Are there community events in Islamorada, FL?

As of early 2026, 44% of users say there are community events

Is Islamorada, FL walkable to grocery stores?

As of early 2026, 41% of users say it's walkable to grocery stores

Are the streets well-lit in Islamorada, FL?

As of early 2026, 39% of users say streets are well-lit

Does Islamorada, FL have sidewalks?

As of early 2026, 23% of users say there are sidewalks

FOR SALE

FOR SALE BY OWNER

142 Columbus Dr
Islamorada, FL 33036

3 Beds
2 Baths
1,428 sqft

$1,799,000

Est. Mortgage $10,563/mo*

Get Pre-Qualified

$1,799,000

Est. Mortgage $10,563/mo*

Get Pre-Qualified

3 Beds

2 Baths

1,428 sqft

Home Highlights

Outdoor

Patio, Deck

Climate Control

Heating & Cooling

HOA

$20/Monthly

Price/Sqft

$1,260

Listed

51 days ago

Local Information

Map ViewExplore the area around 142 Columbus Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

Beautiful waterfront views 75 duck minutes from Ocean lovely quiet neighborhood

Home Details for 142 Columbus Dr

Interior Features
Heating & Cooling Heating: Forced AirCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood
Appliances & Utilities DryerWasher

Exterior Features
Exterior Home Features Roof: MetalDeckExterior: WoodFoundation Type: PilingPatio
Parking & Garage Parking Spaces: 3Parking: Carport

Days on Market
Days on Market: 51 days on Trulia

Property Information
Year Built Year Built: 1979Year Updated: 1981
Property Type / Style Property Type: Single Family Home

Price & Status
Price Price Per Sqft: $1,260

Community
Units in Building: 1

HOA
HOA Fee: $20/Monthly

Lot Information
Lot Area: 7500 sqft

Market trends in Islamorada

Last updated June 2026

Avg. sale price

$1.08M

$16.67KMoM

Sale-to-List Price

—

Price per sq ft

$710

$35MoM

Available listings

161

14MoM

Price History for 142 Columbus Dr

Date	Price	Event	Source
06/12/2026	$1,799,000	Listed For Sale	N/A

05/03/2026		ListingRemoved	N/A

11/29/2025	$5,000	ListingRemoved	MIAMI #A11555786

03/23/2024	$5,000	Listed For Rent	MIAMI #A11555786

06/16/2022	$1,799,000	Listed For Sale	N/A

06/05/2022		ListingRemoved	N/A

03/07/2022	$1,799,000	Listed For Sale	N/A

03/24/2021		ListingRemoved	N/A

11/16/2020	$3,600	ListingRemoved	N/A

10/21/2020	$3,600	Listed For Rent	N/A

05/11/2020	$749,000	ListingRemoved	N/A

11/12/2019	$749,000	PriceChange	N/A
Price Change $26,000 (-3%)
11/16/2018	$775,000	Listed For Sale	N/A

11/09/2012	$799,000	ListingRemoved	Agent Provided

07/10/2011	$799,000	Listed For Sale	Agent Provided

07/30/2004	$645,000	Sold	FLKMLS #522316
Recording Date 07/30/2004 County Transfer Tax N/A Total Transfer Tax N/A
11/30/1999	$185,000	Sold	N/A
Recording Date 11/30/1999 County Transfer Tax N/A Total Transfer Tax $1,295

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Property Tax and Assessment

Year	2025
Tax	$9,614
Assessment	$1,048,207

Home facts updated by county records

Comparable Sales for 142 Columbus Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
60 Cortez Ln, Islamorada, FL	0.17	Single-Family Home	$710,000	08/01/25	3	2	1,152
150 Columbus Dr, Islamorada, FL	0.03	Single-Family Home	$1,787,500	10/17/25	3	2	1,802
126 Columbus Dr, Islamorada, FL	0.05	Single-Family Home	$1,450,000	06/26/26	3	3	1,786
125 Cortez Dr, Islamorada, FL	0.03	Single-Family Home	$1,700,000	12/23/25	2	1.5	1,071
137 Cortez Dr, Lower Matecumbe Key, FL	0.10	Single-Family Home	$2,050,000	07/16/26	3	3	2,123
76434 Overseas Hwy, Islamorada, FL	0.19	Single-Family Home	$2,000,000	05/01/26	2	2	1,509
64 W Plaza Del Sol, Lower Matecumbe Key, FL	2.03	Single-Family Home	$1,960,000	12/08/25	3	2	1,560
125 Porto Vista Ct, Islamorada, FL	2.00	Single-Family Home	$3,000,000	07/07/26	3	2	1,562
75851 Overseas Hwy, Islamorada, FL	0.77	Single-Family Home	$5,475,000	05/05/26	5	6.5	3,978
141 Cortez Dr, Lower Matecumbe Key, FL	0.18	Single-Family Home	$16,000,000	09/22/25	10	10	6,302

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OFF MARKET
Est. $350,500
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119 Cortez Dr #F2,
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OFF MARKET
Est. $350,100
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RE/MAX All Keys Real Estate
SOLD
MAY 4, 2026
$330,000
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119 Cortez Dr #G5,
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American Caribbean Real Estate, Christie's International Real Estate
OFF MARKET
Est. $385,300
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119 Cortez Dr #6G,
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Realty ONE Group Destination (ISL)
OFF MARKET
Est. $341,800
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Coldwell Banker Schmitt Islamorada
OFF MARKET
Est. $347,000
1 bd
1 ba
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119 Cortez Dr #F12,
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Coldwell Banker Schmitt Islamorada
OFF MARKET
Est. $514,100
1 bd
1 ba
119 N Cortez Dr,
Islamorada, FL 33036
American Caribbean Real Estate, Christie's International Real Estate
SOLD
MAR 23, 2026
$335,000
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SOLD
APR 28, 2026
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OFF MARKET
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Additional Cost

Assigned Schools

These are the assigned schools for 142 Columbus 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
67 % Say it's walkable to restaurants
58 % Say they plan to stay for at least 5 years
56 % Say there's holiday spirit
54 % 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
Resident
8mo ago
"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
Resident
1y ago
"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
Resident
2y ago
"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
Visitor
4y ago
"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
Resident
6y ago
"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
Resident
7y ago
"Beautiful area with friendly people. Clean neighborhood and low crime rate. Very walkable with great galleries and restaurants. "
0
Flag
Jessica G.
Resident
7y ago
"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
Resident
7y ago
"It is near the high school and close to Winn Dixie along with close by gas stations .................."
0
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Amie B.
Resident
8y ago
"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.
11y ago
"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
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Lucytwo259
12y ago
"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.
12y ago
"Coral Harbour Club is located in the heart of Islamorada near shopping and dining."
0
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Interested I. A.
13y ago
"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

This property is for sale by owner and Zillow, Inc. is displaying it at the owner’s request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

142 Columbus Dr, Islamorada, FL 33036 is a 3 bedroom, 2 bathroom, 1,428 sqft single-family home built in 1979. This property is currently available for sale and was listed on Jun 12, 2026.

142 Columbus Dr
Islamorada, FL 33036

$1,799,000