Off Market Apr 1998 for $140K

$754,750

Est. refi paymentEst. refi $1,052/mo

•

2,300

sq ft

19346 Mad Bob Rd, Sugarloaf Key, FL

About this home

* * * * * * * * * * * * * SUGARLOAF MINI FARM * * * * * * * * * * * * * * * 1 ACRE - SECLUDED LOCATION ON UPPER SUGARLOAF KEY ORIGINAL HOME BUILT IN 1970 WITH SUBSTANTIAL ADDITION WHICH NEEDS FINISHING - 32,000 GALLON CISTERN, FKAA WATER AVAILABLE, LARGE SCREEN PORCH, SEVERAL OUTBUILDINGS, HEN HOUSE, ROOSTERS, CHICKENS & PEACOCKS - WALKING DISTANCE TO SUGARLOAF SCHOOL.

Single-familyProperty Type

1970Year Built

1.02 acresLot Size

$328Est. Price/Sq.Ft.

Listed by Kieran Mahoney • Prestige Realty SGL Key

Bought with Kieran Mahoney • Prudential Knight Keyside Pro

Redfin checked: 2 minutes ago

•Source:FLKMLS #409014

Redfin Estimate

$754,750

$615K since sold in April 1998$61K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.2% lower than the average sale price ($1.18M) of 6 comparable homes.

SOLD JUL 22, 2026
$1,275,000
A
3 beds2 baths1,861 sq ft
1709 Sunrise Dr, Big Pine Key, FL 33043
SOLD JUN 26, 2026
$960,000
B
3 beds2 baths1,398 sq ft
30366 Falcon Ln, Big Pine Key, FL 33043
SOLD MAY 12, 2026
$1,735,000
C
3 beds2 baths1,344 sq ft
1232 W Shore Dr, Big Pine Key, FL 33043
SOLD MAY 22, 2026
$790,000
D
3 beds2 baths1,513 sq ft
30471 Coconut Hwy, Big Pine Key, FL 33043
SOLD AUG 17, 2026
$1,000,000
E
3 beds3 baths1,591 sq ft
3759 Seagrape St, Big Pine Key, FL 33043
SOLD JUL 16, 2026
$1,340,000
F
3 beds2 baths2,556 sq ft
30830 Palm Dr, Big Pine Key, FL 33043

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Earn from this home

Refinance

Est. cash available

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Market trends in 33042, FL

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

95.2%

0.7% MoM

Median sale price

$1.1M

$10K MoM

Avg. days on market

136d

16 days MoM

Recently sold homes

4 MoM

New listings for sale

FOR SALE BY OWNER
$2,000,000
4 beds2 baths2,412 sq ft
20843 2nd Ave W, Cudjoe Key, FL 33042
$745,000
2 beds2 baths1,024 sq ft
28441 Meyer Ave, Little Torch Key, FL 33042
$819,500
3 beds2 baths960 sq ft
22968 Drake Ln, Cudjoe Key, FL 33042
3D WALKTHROUGH
$2,099,000
4 beds3.5 baths2,548 sq ft
1106 Thatch Ln, Cudjoe Key, FL 33042

Provided by Redfin

Sale history for 19346 Mad Bob Rd

Tax history for 19346 Mad Bob 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

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

44,298

Year renovated

1969

Sq. Ft.

2,300

Year built

1970

Style

Single Family Residential

County

Monroe County

APN

2566 27 00117510000800

Parking Spaces

—

Basement

Accessible

HOA Dues

—

Garage

Features

—

Last updated by owner on Jul 15, 2024.

Improved Subdivision District

The purpose of the IS district is to accommodate the legally vested residential development rights of the owners of lots in subdivisions that were lawfully established and improved prior to the adoption of this LDC. For the purpose of this section, improved lots are those that are served by a dedicated and accepted existing road of porous or nonporous material, that have an approved potable water supply, and that have sufficient uplands to accommodate the proposed use in accordance with the required setbacks. This district is not intended to be used for new land use districts of this classification within the county.

Zone overlays

Industrial District

Permitted uses

Include but are not limited to:

Housing-Multiple units
Infrastructure

Property details

Interior

Interior Features
Interior Features: Cathedral Ceilings, Storage
Flooring: Other Floors
Windows/Doors: Single Hung Windows
Cooling/Heating: Ceiling Fans, Window/Wall Unit
Appliances: Dishwasher, Washer, Refrigerator, Range, Dryer
Furnished: Unfurnished

Bathroom Information
# of Full Baths: 2

Room 1 Information
Type: Living Room
Area: 324.00
Area: 18X18
Dimensions: 18 x 18
Length: 18.00
Length: 18
Width: 18.00
Width: 18

Room 2 Information
Type: Dining Room
Area: 270.00
Area: 15X18
Dimensions: 15 x 18
Length: 15.00
Length: 15
Width: 18.00
Width: 18

Room 3 Information
Type: Kitchen
Area: 240.00
Area: 12X20
Dimensions: 12 x 20
Length: 12.00
Length: 12
Width: 20.00
Width: 20

Room 4 Information
Type: Family Room
Area: 270.00
Area: 15X18
Dimensions: 15 x 18
Length: 15.00
Length: 15
Width: 18.00
Width: 18

Room 5 Information
Type: Bedroom 1
Area: 324.00
Area: 18X18
Dimensions: 18 x 18
Length: 18.00
Length: 18
Width: 18.00
Width: 18

Room 6 Information
Type: Bedroom 2
Area: 180.00
Area: 12X15
Dimensions: 12 x 15
Length: 12.00
Length: 12
Width: 15.00
Width: 15

Room 7 Information
Type: Bedroom 3
Area: 216.00
Area: 12X18
Dimensions: 12 x 18
Length: 12.00
Length: 12
Width: 18.00
Width: 18
Listing ID: 20060624064342049375000000
Modification Timestamp: 2006-07-13T11:14:30
Room ID: 20060624072334893683000000

Multi-Unit Information
# of Total Units: 1

Exterior

Boat Slip/Dock Information
Dockage: None

Exterior Features
Porch/Balcony: Screened P/B

Property Features
Waterfront Type: None

Property Information
Pets: Pets Allowed

Lot Information
Acres: 1.02
Zoning: IS - Improved Subivision District
Land Size: 1/2 - Less Than 1 AC
Flood Zone: VE-12

Building Information
Year Built: 1,970
Building Style: Ground Level
Construction: Frame
Roof: Metal Roof, Shingle Roof

Subdivision/Neighborhood
Subdivision: Misc Baypoint/Sugarl (17.0)

Financial

Tax Information
Taxes: $675
Tax Year: 96

Utilities

Utility Information
Utilities: Cistern

Location

Homeowners Association Information
Association Info: Association/Maintenance Fee Per: Monthly

Location Information
Side: Ocean
Mile Marker: 17.00

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,300
Stories: 1.0
Parking Spaces: —
Basement: No
Accessible: No
Lot Size: 1.02 acres
Style: Single Family Residential
Year Built: 1970
Year Renovated: 1969
County: Monroe County
APN: 2566 27 00117510000800
HOA Dues: —
Garage: No
Features: —

Home facts updated by owner on Jul 15, 2024

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 0.6mi

6/10

Key West High School

Public 9-12 • Assigned • 17.2mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 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

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Sugarloaf Key, FL • undefined

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 10 hours in June and 7.3 hours in December, placing it above the U.S. average for solar exposure.

10 hrs

7.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$718,000 – $868,000

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

Nearby similar homes

$799,000

3 beds2 baths1,152 sq ft

29207 Cypress Dr, Big Pine Key, FL 33043

$1,049,000

3 beds2.5 baths2,143 sq ft

1615 Fern Ave, Big Pine Key, FL 33043

$749,900

3 beds2 baths1,296 sq ft

19543 Navajo St, Sugarloaf Key, FL 33042

NEW CONSTRUCTION

$6,200,000

5 beds4.5 baths4,624 sq ft

36 Cannon Royal Dr, Key West, FL 33040

$800,000

Land— sq ft

28525 Jolly Roger Dr, Little Torch Key, FL 33042

$1,250,000

2 beds2 baths1,364 sq ft

466 W Shore Dr, Summerland Key, FL 33042

New listings for sale in 33042

FOR SALE BY OWNER

$2,000,000

4 beds2 baths2,412 sq ft

20843 2nd Ave W, Cudjoe Key, FL 33042

$745,000

2 beds2 baths1,024 sq ft

28441 Meyer Ave, Little Torch Key, FL 33042

$819,500

3 beds2 baths960 sq ft

22968 Drake Ln, Cudjoe Key, FL 33042

3D WALKTHROUGH

$2,099,000

4 beds3.5 baths2,548 sq ft

1106 Thatch Ln, Cudjoe Key, FL 33042

Home values near 19346 Mad Bob Rd

Data from public records.

Address	Redfin Estimate
687 Crane Blvd, Sugarloaf Key, FL 3 Beds \| 1.5 Baths \| 2080 Sq. Ft.	$602,434
820 Crane Blvd, Sugarloaf Key, FL 10 Beds \| 8 Baths \| 4224 Sq. Ft.	$1,197,405

Address	Redfin Estimate
675 Crane Blvd, Sugarloaf Key, FL 7 Beds \| 3 Baths \| 1890 Sq. Ft.	$941,822
936 Crane Blvd, Summerland Key, FL - Beds \| 2 Baths \| 2624 Sq. Ft.	$891,016

Address	Redfin Estimate
745 Crane Blvd, Sugarloaf Key, FL 4 Beds \| 2 Baths \| 1300 Sq. Ft.	$650,950
19423 Seminole St, Sugarloaf Key, FL 2 Beds \| 2 Baths \| 1033 Sq. Ft.	$618,749

Property information provided by FLKMLS when last listed in 1998. This data may not show owner updates. Learn more.

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