OFF MARKET

Off Market Apr 2019 for $344K

$635,147

Est. refi paymentEst. refi $2,628/mo

•

928

sq ft

144 Lobstertail Rd, Big Pine Key, FL 33043

About this home

Your Charming Keys Cottage AWAITS. .. check out this 3 bedroom single family A-frame ~ situated on a 'plugged' canal. Cooled by central A/C (installed in 2017), Metal roof (2018) & hooked up to the public sewer! You will love the outdoor views from your NEW IMPACT WINDOWS AND DOORS (Brand new~ 2019) endless light coming from the SOARING wood ceilings. From your backyard, relax and float on a raft after a long day or sit out and enjoy a drink on your expansive covered deck. .. The owner used the sliding glass doors on the canal-side as the main entrance. 1st bedroom is in the front with an entry door and the 3rd bedroom is in the carpeted upstairs loft. Close to shops and restaurants and only a short bike ride into deer country! With so many modern updates, when will you call this home?

Single-familyProperty Type

1974Year Built

6,000 sq ftLot Size

$684Est. Price/Sq.Ft.

4 spacesParking

Listed by Rick Servais • Coldwell Banker Schmitt Real Estate Co.

Listed by Monica Barrett • Coldwell Banker Schmitt Real Estate Co.

Bought with William Dover • A Key Real Estate Inc.

Redfin checked: 2 minutes ago

•Source:FLKMLS #584656

Redfin Estimate

$635,147

$291K since sold in April 2019$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.2% higher than the average sale price ($587K) of 5 comparable homes.

SOLD JUL 7, 2026
$575,000
A
2 beds1 bath850 sq ft
29961 Pine Channel Rd, Big Pine Key, FL 33043
SOLD MAY 29, 2026
$592,000
B
2 beds2 baths912 sq ft
29951 Pine Channel Rd, Big Pine Key, FL 33043
SOLD AUG 10, 2026
$625,000
C
3 beds2 baths960 sq ft
31147 Avenue H, Big Pine Key, FL 33043
SOLD AUG 25, 2026
$570,000
D
3 beds2 baths1,056 sq ft
31054 Avenue J, Big Pine Key, FL 33043
SOLD MAY 27, 2026
$572,000
E
2 beds2 baths1,008 sq ft
175 E Cahill Ct, Big Pine Key, FL 33043

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,493/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

95.6%

0.5% MoM

Median sale price

$880K

$81K MoM

Avg. days on market

121d

11 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 13 MINS AGO
$925,000
4 beds2 baths1,536 sq ft
3962-3964 No Name Rd, Big Pine Key, FL 33043
NEW 13 MINS AGO
$1,100,000
3 beds2 baths1,320 sq ft
29486 Ranger Ave, Big Pine Key, FL 33043
$1,150,000
3 beds2 baths1,447 sq ft
29466 Enterprise Ave, Big Pine Key, FL 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
See all

Provided by Redfin

Sale history for 144 Lobstertail Rd

Date

Event

Price

FLKMLS #584656

Apr 19, 2019

Sold

$344,000

$371/sq ft

Mar 7, 2019

Listed

$359,000

$387/sq ft

FLKMLS #580126

Jul 6, 2018

Sold

$305,000

$329/sq ft

May 9, 2018

Listed

$329,000

$355/sq ft

+24

Looking for character? This charming A-frame is situated on a 'plugged' canal offering a waterfront back yard, concrete seawall and swim ladder . .. relax and float on a raft after a long day. .. . Hurricane Irma repairs have been completed and this home is better than ever, waiting for new owners to enjoy the lovingly-renovated space, soaring wood ceiling and the big decks. The owners used the sliding glass doors on the canal-side as the main entrance. 1st bedroom is in the front with an entry door and the 3rd bedroom is in the carpeted upstairs loft. Not far off Overseas Highway, you'll find local shopping, restaurants, banks and much more are easily accessed. Cooled by central A/C (installed in 2017 pre-Irma); already hooked up to the sewer. The updated bath has a new double vanity, new tub/shower and new toilet. Imagine the great times you'll spend on the decks! The covered deck is wood; the open deck and front porch are composite decking. The house had about 11 inches of water inside during Hurricane Irma--owners put in all new subflooring, the new KraftMaid lower kitchen cabinets match the upper cabinets, new stove, microwave, water heater, (dishwasher, refrigerator, washer and dryer are 'gently-used', moved from another location. ) The gorgeous new flooring in main living area is premium-engineered 'Smartcore Ultra' click-lock vinyl from Lowe's. If you're looking for a home that doesn't come with a long to-do list, check this one out!

FLKMLS #573764

Mar 15, 2017

Listing Removed

—

Jan 18, 2017

Listed

$329,000

$355/sq ft

FLKMLS #570518

Jul 8, 2016

Listing Removed

—

Apr 8, 2016

Listed

$329,000

$355/sq ft

Public Records

Jun 1, 1995

Sold

$62,000

$67/sq ft

Public Records

Jan 22, 1988

Sold

$51,500

$55/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$4,563 (+8.5%)

2024

$4,206 (+7.6%)

2023

$3,908 (+11.2%)

2022

$3,515 (+10.2%)

2021

$3,190 (+4.7%)

$157,500 + $146,926

$304,426

2020

$3,047 (+6.0%)

$138,000 + $148,382

$286,382

2019

$2,873 (+6.8%)

$138,000 + $148,382

$286,382

2018

$2,691 (−4.7%)

$102,000 + $106,261

$208,261

2017

$2,824 (+10.9%)

$96,000 + $139,615

$235,615

2015

$2,547 (−4.7%)

$73,500 + $125,555

$199,055

2014

$2,674

Tax history for 144 Lobstertail Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,563 (+8.5%)

2024

$4,206 (+7.6%)

2023

$3,908 (+11.2%)

2022

$3,515 (+10.2%)

2021

$3,190 (+4.7%)

$157,500 + $146,926

$304,426

2020

$3,047 (+6.0%)

$138,000 + $148,382

$286,382

2019

$2,873 (+6.8%)

$138,000 + $148,382

$286,382

2018

$2,691 (−4.7%)

$102,000 + $106,261

$208,261

2017

$2,824 (+10.9%)

$96,000 + $139,615

$235,615

2015

$2,547 (−4.7%)

$73,500 + $125,555

$199,055

2014

$2,674

*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

6,000 Sq. Ft.

Year renovated

2014

Sq. Ft.

928

Year built

1974

Style

Single Family Residential

County

Monroe County

APN

2666 29 00244970000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

III

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

Tier III Overlay District

Permitted uses

Include but are not limited to:

Housing-Multiple units
Infrastructure

Property details

Parking

Parking / Garage Information
Vehicle Storage: Open Parking, Trailer Storage
Vehicle Storage: Car(s): 4+

Interior

Interior Features
Interior Features: Granite Counter Top, Storage
Flooring: Carpet, Vinyl Floor
Windows/Doors: Impact Rstnce Doors, Impact Rstnce Window
Cooling/Heating: Central A/C
Appliances: Dishwasher, Washer, Refrigerator, Range, Oven, Microwave, Dryer
Furnished: Unfurnished

Bathroom Information
# of Full Baths: 1

Exterior

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

Exterior Features
Exterior Features: Shed
Porch/Balcony: Deck, Patio

Security
No Security

Property Features
Accessibility Features: None
On Waterfront
Waterfront Type: Canal Front, Plugged Canal Front
Waterview: Canal View

Property Information
Deed Restrictions: Unknown
Pets: Pets Allowed
Rentals Allowed: Yes
Min Rental Days: 30

Lot Information
Acres: 0.14
Zoning: IS - Improved Subivision District
Land Size: Less Than 1/4 Acre
Flood Zone: AE

Building Information
Year Built: 1,974
Sq. Ft. Source: Property Data Card
Building Style: A-Frame
Building Style: Above Flood: No
Construction: Frame
Roof: Metal Roof

Subdivision/Neighborhood
Subdivision: Cahill Pines & Palms (30.0)
Marathon Neighborhood: N/A

Financial

Tax Information
Taxes: $2,128.04
Tax Year: 2,017
Tax Exemptions: None

Utilities

Utility Information
Utilities: Buyer to Verify, Municipal Sewer, Elect Separate Meter, FKAA
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: Ocean
Mile Marker: 30.00
Directions: From US HWY 1, Turn onto Lobstertail Rd. House will be close to the end of the street on right hand side. Sign on property.

Neighborhood Features
Bike Paths, Tennis Courts, Other Area Features

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 928
Stories: 2.0
Lot Size: 6,000 square feet
Style: Single Family Residential
Year Built: 1974
Year Renovated: 2014
County: Monroe County
APN: 2666 29 00244970000000

Home facts updated by county records on Jul 10, 2026

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 10.2mi

6/10

Key West High School

Public 9-12 • Assigned • 26.9mi

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

$604,000 – $731,000

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

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NEW 13 MINS AGO

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(786) 451-5037

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30374 Oleander Blvd, Big Pine Key, FL 33043

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Home values near 144 Lobstertail Rd

Data from public records.

Address	Redfin Estimate
137 Lobstertail Rd, Big Pine Key, FL 2 Beds \| 1 Baths \| 1032 Sq. Ft.	$546,019
147 Lobstertail Rd, Big Pine Key, FL 3 Beds \| 2 Baths \| 1354 Sq. Ft.	$789,409

Address	Redfin Estimate
154 Lobstertail Rd, Big Pine Key, FL 4 Beds \| 2 Baths \| 1008 Sq. Ft.	$698,233
124 Lobstertail Rd, Big Pine Key, FL 2 Beds \| 2 Baths \| 1056 Sq. Ft.	$582,541

Address	Redfin Estimate
62 Lobstertail Rd, Big Pine Key, FL 3 Beds \| 2 Baths \| 1404 Sq. Ft.	$740,191
167 Lobstertail Rd, Big Pine Key, FL 2 Beds \| 2 Baths \| 960 Sq. Ft.	$684,904

Property information provided by FLKMLS when last listed in 2019. 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 144 Lobstertail Rd

Tax history for 144 Lobstertail 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 144 Lobstertail Rd

More real estate resources