OFF MARKET

Off Market Nov 2020 for $1.2M

$2,018,623

Est. refi paymentEst. refi $6,173/mo

•

1,820

sq ft

2155 Matthews Rd, Big Pine Key, FL 33043

About this home

This custom built home, designed by the current owners, sprawls over a 15,525 sq. ft. Gulf Front lot boasting gorgeous endless views of the open water. Perfect for entertaining with over 2,500 sq. ft. including a colossal Great Room featuring high ceilings, oak hardwood floors and an open chef's Kitchen with center island & stainless appliances. Cocktails or relaxation are a must on the 1,100 sq. ft. wrap-around Porch overlooking the water. The 2nd Story is all Master Suite and includes a large Bath, his/her walk-in closets & Porch for enjoying morning coffee with a view. Room for all of your toys at the concrete Dock w/ Davits or in the large detached 2-Car Garage. Easily maintained pearock yard with lots of tropical landscaping complete this magnificent home.

Single-familyProperty Type

1980Year Built

0.36 acresLot Size

$1,109Est. Price/Sq.Ft.

Listed by Lisa Ferringo • Coldwell Banker Schmitt Lower Keys (KW)

Bought with Ashkarian Ardis Ashkarian Ardis Team • Coldwell Banker Schmitt Real Estate Co.

Redfin checked: 3 minutes ago

•Source:FLKMLS #593444

Redfin Estimate

$2,018,623

$819K since sold in November 2020$32K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 96.3% higher than the average sale price ($1.03M) 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 APR 27, 2026
$1,265,000
C
2 beds2 baths1,596 sq ft
29653 Saratoga Ave, Big Pine Key, FL 33043
SOLD APR 17, 2026
$1,100,000
D
3 beds2 baths1,302 sq ft
30329 Heron Ln, Big Pine Key, FL 33043
SOLD AUG 31, 2026
$880,000
E
2 beds2 baths912 sq ft
29114 Cedar Dr, Big Pine Key, FL 33043
SOLD JUN 8, 2026
$690,000
F
2 beds2 baths1,270 sq ft
30968 Baileys Ln, Big Pine Key, FL 33043

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Earn from this home

Refinance

Est. cash available

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Rent

$3,163/mo

Redfin rental estimate

List your home for rent

Market trends in 33043, FL

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

96.1%

+0.9% MoM

Median sale price

$880K

$81K MoM

Avg. days on market

121d

11 days MoM

Recently sold homes

3 MoM

New listings for sale

$799,000
3 beds2 baths1,152 sq ft
29207 Cypress Dr, Big Pine Key, FL 33043
$1,750,000
3 beds2 baths2,323 sq ft
31450 Avenue G, Big Pine Key, FL 33043
(786) 451-5037
$763,000
4 beds2 baths2,136 sq ft
30374 Oleander Blvd, Big Pine Key, FL 33043
$1,200,000
4 beds3 baths1,896 sq ft
31569 Avenue D, Big Pine Key, FL 33043
(786) 451-5037
$975,000
3 beds2 baths1,458 sq ft
31441 Avenue F, Big Pine Key, FL 33043
(786) 451-5037
$950,000
3 beds2.5 baths1,654 sq ft
31490 Avenue F, Big Pine Key, FL 33043
(786) 451-5037
See all

Provided by Redfin

Sale history for 2155 Matthews Rd

Date

Event

Price

FLKMLS #593444

Nov 23, 2020

Sold

$1,200,000

$659/sq ft

Nov 23, 2020

Listed

$1,225,000

$673/sq ft

FLKMLS #587704

Oct 4, 2020

Listing Removed

—

Oct 10, 2019

Listed

$1,225,000

$673/sq ft

FLKMLS #546853

May 15, 2020

Listing Removed

—

Oct 28, 2008

Listed

$1,299,000

$714/sq ft

FLKMLS #408245

Apr 11, 2016

Listing Removed

—

Nov 17, 1997

Listed

$599,900

$330/sq ft

FLKMLS #549131

Jun 29, 2010

Listing Removed

—

Jul 6, 2009

Listed

$1,299,000

$714/sq ft

Public Records

Mar 22, 1996

Sold

$310,000

$170/sq ft

Tax history for 2155 Matthews 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

0.36 Acres

Year renovated

2014

Sq. Ft.

1,820

Year built

1980

Style

Single Family Residential

County

Monroe County

APN

1466 29 00109350000400

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

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

Permitted uses

Include but are not limited to:

Housing-Multiple units
Infrastructure

Property details

Parking

Parking / Garage Information
Vehicle Storage: Garage, Trailer Storage, RV Parking Open, Off Street Parking, Guest Parking

Interior

Interior Features
Interior Features: Drapes/Blinds Incl, Bar, Walk-in Closet, Storage, Foyer, Wet Bar
Flooring: Tile Floor, Wood Floor
Windows/Doors: Single Hung Windows
Cooling/Heating: Central A/C, Heat, Ceiling Fans
Appliances: Washer, Stainless Steel Appl, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Furnished: Furniture Negotiable

Bathroom Information
# of Full Baths: 2

Specialty Room Information
Specialty Rooms: Laundry Room

Exterior

Boat Slip/Dock Information
Dockage: Davits
Dockage: Dock: Concrete

Exterior Features
Exterior Features: Storage
Porch/Balcony: Open Porch/Balcony
Shutters: Panel

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

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

Lot Information
Acres: 0.36
Zoning: IS - Improved Subivision District
Land Size: 1/4 - 1/2 Acre
Control Depth: 3
Flood Zone: VE, AE

Building Information
Year Built: 1,980
Sq. Ft. Source: Property Data Card
Building Style: Above Flood: Unknown
Construction: Frame
Roof: Metal Roof

Subdivision/Neighborhood
Subdivision: J R Matthews Properties (30.5)
Marathon Neighborhood: N/A

Financial

Tax Information
Taxes: $4,146.04
Tax Year: 2,019
Tax Exemptions: Homestead

Utilities

Utility Information
Utilities: FKAA, 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: Overseas Highway to Key Deer Blvd (MM 30 Oceanside at Traffic Light). Bear left on Key Deer and follow all the way down to Watson Blvd. Make Right onto Watson and follow to Matthews Rd.

Neighborhood Features
Other Area Features

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,820
Stories: 3.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: 2014
County: Monroe County
APN: 1466 29 00109350000400

Home facts updated by county records on Jul 10, 2026

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 11.5mi

6/10

Key West High School

Public 9-12 • Assigned • 28.6mi

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

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

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

$1.92M – $2.32M

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

Nearby similar homes

$899,000

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31247 Avenue J, Big Pine Key, FL 33043

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FOR SALE BY OWNER

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3 beds2 baths1,665 sq ft

27065 Dolphin Rd, Ramrod Key, FL 33042

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NEW CONSTRUCTION

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5 beds4 baths3,886 sq ft

23950 Overseas Hwy, Summerland Key, FL 33042

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2 beds1 bath672 sq ft

30881 Witters Ln, Big Pine Key, FL 33043

New listings for sale in 33043

$799,000

3 beds2 baths1,152 sq ft

29207 Cypress Dr, Big Pine Key, FL 33043

$1,750,000

3 beds2 baths2,323 sq ft

31450 Avenue G, Big Pine Key, FL 33043

(786) 451-5037

$763,000

4 beds2 baths2,136 sq ft

30374 Oleander Blvd, Big Pine Key, FL 33043

$1,200,000

4 beds3 baths1,896 sq ft

31569 Avenue D, Big Pine Key, FL 33043

(786) 451-5037

$975,000

3 beds2 baths1,458 sq ft

31441 Avenue F, Big Pine Key, FL 33043

(786) 451-5037

$950,000

3 beds2.5 baths1,654 sq ft

31490 Avenue F, Big Pine Key, FL 33043

(786) 451-5037

Home values near 2155 Matthews Rd

Data from public records.

Address	Redfin Estimate
2233 Matthews Rd, Big Pine Key, FL 3 Beds \| 2.5 Baths \| 3461 Sq. Ft.	$2,567,756
2162 Matthews Rd, Big Pine Key, FL 2 Beds \| 2 Baths \| 1296 Sq. Ft.	$1,003,232

Address	Redfin Estimate
2147 Matthews Rd, Big Pine Key, FL 2 Beds \| 2 Baths \| 1399 Sq. Ft.	$1,498,650
2256 Matthews Rd, Big Pine Key, FL 4 Beds \| 3 Baths \| 2000 Sq. Ft.	$1,954,500

Address	Redfin Estimate
2225 Matthews Rd, Big Pine Key, FL 3 Beds \| 2 Baths \| 1774 Sq. Ft.	$1,318,267
2138 Matthews Rd, Big Pine Key, FL 3 Beds \| 2 Baths \| 1560 Sq. Ft.	$1,036,008

Property information provided by FLKMLS when last listed in 2020. 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 2155 Matthews Rd

Tax history for 2155 Matthews 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 2155 Matthews Rd

More real estate resources