OFF MARKET

Off market sep 2025 for $565K

$585,591

Est. refi paymentEst. refi $5,208/mo

•

1,055

sq ft

2421 Pensacola Rd, Big Pine Key, FL 33043

About this home

LOWEST PRICED 3-BEDROOM STILT HOME IN THE KEYS! At 15-ft elevation, this home stands out for affordability and resilience, especially given the recent upgrades. * NEW Mitsubishi mini splits (2025) efficiently cool and heat the 1,055 sq. ft. living area * NEW Cali Bamboo Flooring (2025) * NEW tile floors in the Entry, Kitchen and Bath (2025) * NEW Bath Remodel (2025) * NEW energy-efficient GE Profile washer/dryer combo is a space-saver (2025) * NEW range/oven Sept. 2025 * Two large Decks - Sunrises and Sunsets! * Covered parking. * Bordered on the north and east sides by protected US Fish and Wildlife lands. * Room in front to park a boat/trailer. * There are several boat ramps in the Lower Keys, including the neighborhood boat ramp in nearby Eden Pines Colony. * Nature abounds in this Pine Heights/Pine Ridge neighborhood where the Key Deer roam. * Motivated Seller - offers considered. .

Single-familyProperty Type

1988Year Built

6,192 sq ftLot Size

$555Est. Price/Sq.Ft.

Listed by Patti Nickless • Coldwell Banker Schmitt Lower Keys (KW)

Bought with Michelle Howerton • Brenda Donnelly Real Estate LLC

Redfin checked: a few seconds ago

•Source:FLKMLS #615471

Redfin Estimate

$585,591

$21K since sold in September 2025$9,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.3% lower than the average sale price ($744K) of 6 comparable homes.

SOLD JUL 16, 2026
$693,800
A
3 beds2 baths1,039 sq ft
29048 Iris Dr, Big Pine Key, FL 33043
SOLD SEP 30, 2026
$746,000
B
3 beds2 baths1,148 sq ft
4016 Dorn Rd, Summerland Key, FL 33042
SOLD SEP 9, 2026
$789,000
C
2 beds2 baths1,040 sq ft
3922 Gordon Rd, Big Pine Key, FL 33043
SOLD JAN 20, 2026
$864,000
D
3 beds2 baths1,008 sq ft
3987 Gordon Rd, Big Pine Key, FL 33043
SOLD JUN 8, 2026
$935,000
E
3 beds2 baths1,152 sq ft
29175 Aster Ln, Big Pine Key, FL 33043
SOLD SEP 16, 2026
$438,000
F
2 beds1 bath944 sq ft
29146 Hibiscus Ln, Big Pine Key, FL 33043

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Earn from this home

Refinance

Est. cash available

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Rent

$2,613/mo

Redfin rental estimate

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Market trends in 33043, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

95.6%

0.5% MoM

Median sale price

$880K

$81K MoM

Avg. days on market

121d

11 days MoM

Recently sold homes

4 MoM

New listings for sale

$2,750,000
4 beds3.5 baths2,100 sq ft
2131 Coral Way, Big Pine Key, FL 33043
$1,100,000
3 beds2 baths1,020 sq ft
173 W Cahill Ct, Big Pine Key, FL 33043
3D WALKTHROUGH
$2,450,000
3 beds4 baths2,087 sq ft
31473 Warner St, Big Pine Key, FL 33043
(305) 664-4444
See all

Provided by Redfin

Sale history for 2421 Pensacola Rd

Date

Event

Price

FLKMLS #615471

Sep 29, 2025

Sold

$565,000

$536/sq ft

Sep 9, 2025

Contingent

—

Jul 7, 2025

Price Changed

$565,000

$536/sq ft

Jun 17, 2025

Listed

$595,000

$564/sq ft

MARMLS #A11823925

Jul 8, 2025

Price Changed

$565,000

$536/sq ft

Jun 17, 2025

Listed

$595,000

$564/sq ft

FLKMLS #550537

Jul 27, 2011

Sold

$135,000

$128/sq ft

Dec 11, 2009

Listed

$145,000

$137/sq ft

FLKMLS #525834

May 19, 2005

Sold

$375,000

$355/sq ft

Jan 17, 2005

Listed

$385,000

$365/sq ft

FLKMLS #413401

Oct 19, 1999

Sold

$129,000

$122/sq ft

Feb 1, 1999

Listed

$138,000

$131/sq ft

Public Records

Aug 19, 1996

Sold

$119,800

$114/sq ft

Tax history for 2421 Pensacola 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

6,192 Sq. Ft.

Year renovated

2005

Sq. Ft.

1,055

Year built

1988

Style

Single Family Residential

County

Monroe County

APN

1666 29 00262060000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 9, 2026.

Property details

Parking

Parking / Garage Information
Vehicle Storage: Off Street Parking, Trailer Storage, Covered Parking

Interior

Virtual Tour

Interior Features
Interior Features: Pantry
Green Features: Interior: Dual Flush, LED Lighting
Flooring: Tile Floor, Wood Floor
Windows/Doors: Sliding Glass Doors, Awning Windows
Heating: Ductless
Cooling/Heating: Ceiling Fans, Ductless A/C
Appliances: Washer, Microwave, Oven, Refrigerator, Dryer
Furnished: Unfurnished

Bathroom Information
# of Full Baths: 1

Exterior

Boat Slip/Dock Information
Dockage: None

Exterior Features
Porch/Balcony: Open Porch/Balcony
Shutters: Bahama, Panel

Property Features
Waterfront Type: None
Waterview: No Waterview

Property Information
Deed Restrictions: Unknown
Pets: Pets Allowed
Rentals Allowed: With Restrictions
Min Rental Days: 28

Lot Information
Acres: 0.14
Zoning: SS - Sparsely Settled Residential District
Land Size: Less Than 1/4 Acre
Flood Zone: AE

Building Information
Year Built: 1,988
Sq. Ft. Source: Property Data Card
Building Style: Above Flood: Yes
Construction: Frame
Roof: Metal Roof

Subdivision/Neighborhood
Subdivision: Pine Heights Sub (30.5)
Marathon Neighborhood: N/A

Financial

Tax Information
Taxes: $3,169.75
Tax Year: 2,024
Tax Exemptions: None

Financial Information
Terms: No Seller Finance

Utilities

Utility Information
Utilities: FKAA, Other - See Remarks, Buyer to Verify, Municipal Sewer
Has Public Sewer Hook-up

Location

Homeowners Association Information
Association Info: 1st Right of Refusal: No
Association Info: Association Fee $: 0.00
Fee Includes: None

Location Information
Side: Bay/Gulf
Mile Marker: 30.50
Directions: MM 30.5 on US1 turn north onto Key Deer Blvd. , left on Higgs Ln. (just before the Blue Hole) Left on Pensacola Rd. First home on your left.

Neighborhood Features
Other Area Features

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,055
Stories: 2.0
Lot Size: 6,192 square feet
Style: Single Family Residential
Year Built: 1988
Year Renovated: 2005
County: Monroe County
APN: 1666 29 00262060000000

Home facts updated by county records on Oct 9, 2026

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 9.9mi

6/10

Key West High School

Public 9-12 • Assigned • 27.0mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.77% chance of being 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

Big Pine Key, FL • 33043

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

$557,000 – $674,000

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

Nearby similar homes

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New listings for sale in 33043

$2,750,000

4 beds3.5 baths2,100 sq ft

2131 Coral Way, Big Pine Key, FL 33043

$1,100,000

3 beds2 baths1,020 sq ft

173 W Cahill Ct, Big Pine Key, FL 33043

3D WALKTHROUGH

$2,450,000

3 beds4 baths2,087 sq ft

31473 Warner St, Big Pine Key, FL 33043

(305) 664-4444

Home values near 2421 Pensacola Rd

Data from public records.

Address	Redfin Estimate
2331 Pensacola Road, Big Pine Key, FL 2 Beds \| 2.5 Baths \| 1120 Sq. Ft.	$619,909
2349 Pensacola Road, Big Pine Key, FL 2 Beds \| 1 Baths \| 864 Sq. Ft.	$453,684

Address	Redfin Estimate
2343 Pensacola Road, Big Pine Key, FL 3 Beds \| 2 Baths \| 1653 Sq. Ft.	$646,923
2379 Pensacola Road, Big Pine Key, FL 2 Beds \| 1 Baths \| 758 Sq. Ft.	$346,171

Address	Redfin Estimate
2355 Pensacola Road, Big Pine Key, FL 2 Beds \| 2 Baths \| 992 Sq. Ft.	$544,291
2424 Pensacola Road, Big Pine Key, FL 2 Beds \| 2 Baths \| 750 Sq. Ft.	$587,890

Property information provided by FLKMLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 33043, FL

Sale history for 2421 Pensacola Rd

Tax history for 2421 Pensacola Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33043

Home values near 2421 Pensacola Rd

More real estate resources