237 Tollgate Blvd, Islamorada, FL 33036
Property image
Property image
OFF MARKET

237 Tollgate Blvd
Islamorada, FL 33036

  • 2 Beds
  • 2 Baths
  • 1,406 sqft

$2,464,800

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $14,457/mo*
Refinance Your Home

$2,464,800

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $14,457/mo*
Refinance Your Home
2 Beds
2 Baths
1,406 sqft

Local Information

  • Map ViewExplore the area around 237 Tollgate Blvd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1962
Living Area
1,406 sqft
Price/Sqft
$1,753

About this House

This single-family home is located at 237 Tollgate Blvd, Islamorada, FL. 237 Tollgate Blvd is in Islamorada, FL and in ZIP code 33036. This property has 2 bedrooms, 2 bathrooms and approximately 1,406 sqft of floor space. This property has a lot size of 9720 sqft and was built in 1962.
237 Tollgate Blvd, Islamorada, FL 33036 is a 2 bedroom, 2 bathroom, 1,406 sqft single-family home built in 1962. It last sold for $1,300,000 on Feb 13, 2020. It is currently off market. The Trulia Estimate is $2,464,800, with a rent estimate of $4,690/month.

Home Details for 237 Tollgate Blvd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Other

Exterior Features

Exterior Home Features
Roof: MetalExterior: StuccoFoundation Type: Slab
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1962Year Updated: 1986
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 9990 sqft

Price History for 237 Tollgate Blvd

DatePriceEventSource
02/13/2020$1,300,000Sold
FLKMLS #589758
07/02/2008$775,000Sold
N/A

Market trends in Islamorada

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.08M
$16.67KMoM
Sale-to-List Price
—
Price per sq ft
$710
$35MoM
Available listings
161
14MoM
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Property Tax and Assessment

Year2025
Tax$16,090
Assessment$2,307,208
Home facts updated by county records

Comparable Sales for 237 Tollgate Blvd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
213 Nautilus Dr, Islamorada, FL
0.61
Single-Family Home
$1,300,000
04/01/26
2
2
1,530
157 Venetian Dr, Islamorada, FL
0.52
Single-Family Home
$1,900,000
07/28/25
3
2
1,263
439 Palm Dr, Islamorada, FL
0.29
Single-Family Home
$1,950,000
06/12/26
4
3
2,294
169 Venetian Dr, Islamorada, FL
0.53
Single-Family Home
$1,303,500
09/03/25
3
3
2,150
100 Iroquois Dr #5, Lower Matecumbe Key, FL
0.27
Single-Family Home
$960,000
04/21/26
4
3
1,710
202 Gulfview Dr, Islamorada, FL
0.63
Single-Family Home
$1,200,000
12/01/25
3
3
1,104
182 Bayview Dr, Islamorada, FL
0.16
Single-Family Home
$3,950,000
03/06/26
4
3
3,434
442 Palm Dr, Islamorada, FL
0.32
Single-Family Home
$3,900,000
09/16/25
4
3
2,058
189 Gulfview Dr, Islamorada, FL
0.64
Single-Family Home
$2,200,000
01/12/26
3
2
2,010
193 Nautilus Dr, Islamorada, FL
0.59
Single-Family Home
$2,200,000
03/16/26
3
3
1,911

Nearby homes

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Assigned Schools

These are the assigned schools for 237 Tollgate Blvd.
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

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

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Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

Homes for sale near 237 Tollgate Blvd

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Off Market Homes Near 237 Tollgate Blvd

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