Gimpy Gulch Dr, Islamorada, FL 33036
OFF MARKET

$3,164,000

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 3,279 sqft

Gimpy Gulch Dr, Islamorada, FL 33036

Est. Refi. Payment $18,941/mo*
Refinance Your Home

Home Value

Trulia Estimate
$3.16M
Since last month
Decreased$108K (-3.3%)
Since last year
Decreased$471K (-13%)
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 +400% in the last 10 years
MonthEstimated value
2026
August 2026$3.16M
August 2026$3.16M
July 2026$3.27M
June 2026$3.23M
May 2026$3.71M
April 2026$3.74M
March 2026$3.59M
February 2026$3.42M
January 2026$3.31M
2025
2024
2023
2020

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
218 Matecumbe Ave, Islamorada, FL
0.16
Single-Family Home
$1,200,000
11/20/25
3
2.5
1,071
81906 Overseas Hwy #3, Islamorada, FL
0.64
Single-Family Home
$2,425,000
08/04/26
3
3.5
1,900
81200 Overseas Hwy #21-22, Islamorada, FL
0.17
Single-Family Home
$1,000,000
09/01/26
2
2
1,066
81906 Overseas Highway Upper Matecumbe Ky #3, Islamorada, FL
0.64
Single-Family Home
$2,425,000
08/03/26
3
3.5
1,768
80909 Old Hwy, Islamorada, FL
0.44
Single-Family Home
$2,800,000
03/03/26
4
3
1,562
105 Carroll Street Upper Matecumbe Ky #6, Islamorada, FL
0.68
Single-Family Home
$2,900,000
03/05/26
4
4.5
2,576
133 Seashore Dr, Islamorada, FL
0.20
Single-Family Home
$1,475,000
09/23/25
3
3
1,660
100 List St, Islamorada, FL
1.06
Single-Family Home
$5,400,000
05/08/26
3
2.5
3,019
129 Bayview Dr, Islamorada, FL
0.94
Single-Family Home
$3,300,000
05/01/26
6
4.5
2,912
82260 Overseas Hwy, Upper Matecumbe Key, FL
1.30
Single-Family Home
$880,000
04/15/26
3
3
2,314

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
87851 Old Hwy #K1, Plantation Key, FL 33036
0.02
$1,242,100
4
2
1,813
Off Market
Columbus Dr, Lower Matecumbe, FL 33036
0.01
-
-
-
-
Off Market
Xxx Leserra Ln, Lower Matecumbe, FL 33036
0.01
$1,312,100
Studio
-
-
Off Market
Gulfview Dr, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
Vacant Aly, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
Overseas Hwy, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
Vacant Land, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
Overseas Hwy, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
San Juan Dr, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
Overseas Hwy, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
Iroquois Dr, Islamorada, FL 33036
0.00
-
-
-
-
Off Market
34 E Coral Harbour Condo, Islamorada, FL 33036
0.00
$1,249,700
3
2
2,000
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 2008
3,279 sqft
$965/sqft

About this House

JUST IMAGINE A BEAUTIFUL BAYFRONT HOME, 2 ACRES OF BAYFRONT PROPERTY, PLUS A SUBSTANTIAL TAX BENEFIT!The Shore Islamorada is the perfect setting for a family compound which includes a professionally furnished & decorated three-story home offering panoramic bay views, 3 bedrooms, 3 1/2 bathrooms and over 3,250 sf of living space.Contact Charlotte Porter @ 305-393-2749 or Jan Keller @ 305-664-7069
Gimpy Gulch Dr, Islamorada, FL 33036 is a 3 bedroom, 4 bathroom, 3,279 sqft single-family home built in 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,164,000, with a rent estimate of $6,784/month.

Home Details for Gimpy Gulch Dr

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Price and Tax history

DateEventPrice
Aug 20, 2013
Source: Agent Provided
ListingRemoved
$3,275,000
Jul 13, 2013
Source: Agent Provided
Listed For Sale
$3,275,000
May 30, 2013
Source: Agent Provided
ListingRemoved
$3,275,000
Apr 3, 2013
Source: Agent Provided
Listed For Sale
$3,275,000
Mar 30, 2012
Source: Agent Provided
ListingRemoved
$3,275,000

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 Gimpy Gulch Dr

  • What is Gimpy Gulch Dr estimated to be worth?
    Trulia's estimated value for Gimpy Gulch Dr in Islamorada, FL is $3,164,000.
  • 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.
  • What are the closest schools to Gimpy Gulch Dr?
    The closest schools to Gimpy Gulch Dr in Islamorada, FL are Coral Shores High School (rated 5/10), Plantation Key School (Pre-K/Elementary/Middle, rated 10/10).

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