OFF MARKET

Off Market Aug 2022 for $9.2M

$10,090,262

Est. refi paymentEst. refi $68,454/mo

•

5,659

sq ft

144 Madeira Rd, Islamorada, FL 33036

About this home

Single-familyProperty Type

2001Year Built

0.64 acresLot Size

$1,783Est. Price/Sq.Ft.

Listed by Morgan Fox • Coastal Realty of the Florida Keys

Listed by Derek Rodberg • Coastal Realty of the Florida Keys

Bought with Morgan Fox • Coastal Realty of the Florida Keys

Bought with Derek Rodberg • Coastal Realty of the Florida Keys

Redfin checked: a minute ago

•Source:FLKMLS #602210

Redfin Estimate

$10,090,262

$840K since sold in August 2022$162K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 75.1% higher than the average sale price ($5.76M) of 6 comparable homes.

SOLD JUN 12, 2026
$4,250,000
A
6 beds5 baths4,964 sq ft
153 Stromboli Dr, Islamorada, FL 33036
SOLD JUN 30, 2026
$5,300,000
B
5 beds5 baths4,951 sq ft
376 S Coconut Palm Blvd, Tavernier, FL 33070
SOLD OCT 17, 2025
$8,300,000
C
6 beds6 baths6,866 sq ft
82238 Overseas Hwy, Islamorada, FL 33036
SOLD MAY 5, 2026
$5,475,000
D
5 beds6.5 baths3,978 sq ft
75851 Overseas Hwy, Islamorada, FL 33036
SOLD NOV 21, 2025
$7,750,000
E
6 beds5 baths4,688 sq ft
1112 Venetian Blvd, Islamorada, FL 33036
SOLD AUG 21, 2026
$3,510,000
F
3 beds3 baths2,148 sq ft
131 Bayview Isle Dr, Islamorada, FL 33036

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Refinance

Est. cash available

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Rent

$4,794/mo

Redfin rental estimate

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Market trends in 33036, FL

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

93.9%

+0.7% MoM

Median sale price

$1.3M

$317K MoM

Avg. days on market

190d

1 days MoM

Recently sold homes

2 MoM

New listings for sale

$625,000
2 beds2 baths1,357 sq ft
87200 Overseas Hwy Unit O10, Islamorada, FL 33036
(954) 450-2000
$999,999
3 beds3 baths1,710 sq ft
100 Iroquois Dr #5, Islamorada, FL 33036
$1,600,000
3 beds2 baths1,380 sq ft
102 Venetian Dr, Islamorada, FL 33036
(305) 595-2844
$3,700,000
3 beds3 baths1,729 sq ft
313 North Dr, Islamorada, FL 33036
See all

Provided by Redfin

Sale history for 144 Madeira Rd

Tax history for 144 Madeira Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1.2 Acres

Year renovated

2016

Sq. Ft.

5,985

Year built

2001

Style

Single Family Residential

County

Monroe County

APN

2863 37 00399530000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

Property details

Interior

Interior Features
Interior Features: Bar, Built-in Cabinets
Flooring: Combo
Cooling/Heating: Ceiling Fans, Central A/C
Appliances: Dishwasher, Dryer

Bathroom Information
# of Full Baths: 4
# of Half Baths: 1

Specialty Room Information
Specialty Rooms: Laundry Room, Media Room

Exterior

Boat Slip/Dock Information
Dockage: Dock: Wood

Exterior Features
Has Pool
Pool Information: In Ground

Property Features
On Waterfront
Waterfront Type: Bay Front
Waterview: Bay/Gulf View

Property Information
Deed Restrictions: No
Pets: Pets Allowed
Rentals Allowed: Yes

Lot Information
Acres: 0.61
Zoning: R1 - Residential Single Family
Land Size: 1/4 - 1/2 Acre
Flood Zone: VE, AE, AE

Building Information
Year Built: 2,001
Sq. Ft. Source: Property Data Card
Building Style: Above Flood: Unknown
Construction: CBS

Subdivision/Neighborhood
Subdivision: Strattons (82.5)
Marathon Neighborhood: N/A

Financial

Tax Information
Taxes: $20,981.38
Tax Year: 2,021
Tax Exemptions: None

Financial Information
Terms: Cash

Utilities

Utility Information
Utilities: FKAA, Municipal Sewer

Location

Homeowners Association Information
Association Info: 1st Right of Refusal: No
Association Info: Association Fee $: 0.00
Fee Includes: Sewer

Location Information
Side: Bay/Gulf
Mile Marker: 82.50

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 5,985
Stories: 2.0
Lot Size: 1.2 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: 2016
County: Monroe County
APN: 2863 37 00399530000000

Home facts updated by county records on Jul 10, 2026

Around this home

Schools

Plantation Key School

Public PreK-8 • Assigned • 7.3mi

10/10

Coral Shores High School

Public 9-12 • Assigned • 7.5mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

10/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

Heat Factor

We're working on getting current and accurate heat risk information for this home.

10/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Islamorada, FL • 33036

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.5 hours in June and 7 hours in December, placing it above the U.S. average for solar exposure.

9.5 hrs

7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$9.59M – $11.60M

Sell confidently with a local market expert in Islamorada. 3 minutes to get started.

Nearby similar homes

3D WALKTHROUGH

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New listings for sale in 33036

$625,000

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87200 Overseas Hwy Unit O10, Islamorada, FL 33036

(954) 450-2000

$999,999

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Home values near 144 Madeira Rd

Data from public records.

Address	Redfin Estimate
118 Madeira Road, Islamorada, FL 2 Beds \| 2 Baths \| 1328 Sq. Ft.	$2,687,275
116 Madeira Road, Islamorada, FL 6 Beds \| 4 Baths \| 3120 Sq. Ft.	—

Address	Redfin Estimate
128 Madeira Road, Islamorada, FL 4 Beds \| 4.5 Baths \| 3389 Sq. Ft.	$8,307,216
127 Madeira Road, Islamorada, FL 2 Beds \| 1.5 Baths \| 1064 Sq. Ft.	$462,667

Address	Redfin Estimate
122 Madeira Road, Islamorada, FL 5 Beds \| 5 Baths \| - Sq. Ft.	$7,034,418
140 Madeira Road, Islamorada, FL 5 Beds \| 3.5 Baths \| 3230 Sq. Ft.	$7,234,373

Property information provided by FLKMLS when last listed in 2022. This data may not match . Learn more.

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