Winston Waterways, located between Card Sound Road and the Overseas Highway, is a canal-front and low-rise Key Largo neighborhood with private docks and mangrove-lined edges. The neighborhood’s character concentrates around the stretch of Overseas Highway near Caribbean Drive, where marinas, bait-and-tackle counters, and open-air seafood patios set a salt-air rhythm. Homes lean coastal-contemporary and Keys cottage styles, with screened porches and boat-ready driveways shaping the streetscape. Water views and short canal runs frame daily routines around paddling, fishing, and sunset cruising. Community touchstones include the Florida Keys Wild Bird Rehabilitation Center, the breezy waterfront tables at The Fish House, and the storied Caribbean Club.
Provided by Walk Score and Local Logic
Market insights
233 La Paloma Rd · $1,625,000
DAYS ON MARKET
1 days
The average home goes pending in 145 days.
SALE-TO-LIST
94.4%
Most homes are selling 6% below list price.
LIST PRICE
$1,625,000
Median sale price in this area is $1,262,390. (22% lower than this home)
PRICE DROP
0 price drops
14% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Interior features
Impact glass windows
Bedroom on the main level
Dual sinks
Second-floor entry
Shower-only bathroom
Guest quarters
In-law suite
Storage room
Bathrooms
3 full bathrooms
Kitchen
Dishwasher
Electric range
Microwave
Refrigerator
Laundry & utility
Washer
Dryer
Heating & cooling
Central heating
Central air conditioning
Exterior features
Canal-front waterfront
Water view
Balcony
Open patio
Fence
Home design
Two stories
East-facing
Parking
Driveway
1-car garage
1 covered parking space
Security
Security/high-impact doors
Construction
Block construction
Metal roof
Utilities
Public water
Public sewer
Electricity and solar
View estimated energy costs and solar savings for this home
Welcome to 233 LaPaloma Dr. The seller of this fully updated ocean side keys home has left nothing for its new owner to do but to enjoy their dream keys lifestyle. All beds and baths are on one level plus it has a large enclosed garage great for storage and bonus space. The serene setting of this home enjoys privacy provided by a lush mangrove forest canal side. Plenty of room for water toys the 60 ft dock has a newer 14k boat-lift . Many many upgrades , newer roof newer AC , impact windows and doors, kitchen , baths and flooring. Upgraded lighting and ring alarm security system. Come enjoy all the keys has to offer! Hazard Wind and Flood all Under 6K.
MARMLS #A11762149
Jul 28, 2025
Sold
$1,200,000
$980/sq ft
Jul 14, 2025
Pending
—
Jun 3, 2025
Price Changed
$1,375,000
$1,123/sq ft
May 16, 2025
Price Changed
$1,399,500
$1,143/sq ft
May 5, 2025
Price Changed
$1,449,000
$1,184/sq ft
Apr 24, 2025
Price Changed
$1,450,000
$1,185/sq ft
Apr 17, 2025
Price Changed
$1,475,000
$1,205/sq ft
Mar 20, 2025
Price Changed
$1,495,000
$1,221/sq ft
Mar 12, 2025
Listed
$1,550,000
$1,266/sq ft
Welcome to your dream Florida Keys retreat! This fully updated ocean-side home is move-in ready, so all that’s left to do is soak up the Keys lifestyle. With all bedrooms and bathrooms on one level, plus a spacious enclosed garage for storage and extra space, convenience is key. Tucked along a serene canal, the lush mangrove forest offers natural privacy. Water lovers will appreciate the 60-ft dock with a newer boat lift, perfect for all your toys. Countless upgrades include a newer roof, AC, impact windows and doors, a modern kitchen, updated baths, stylish flooring, upgraded lighting, and a Ring alarm system. Come live the Keys life! Hazard Wind and Flood All Under 6k.
FLKMLS #596802
Nov 5, 2021
Sold
$925,000
$756/sq ft
Sep 30, 2021
Contingent
—
Sep 27, 2021
Relisted
—
Sep 23, 2021
Contingent
—
Sep 21, 2021
Price Changed
$990,000
$809/sq ft
Jul 8, 2021
Listed
$1,199,999
$980/sq ft
MARMLS #A11068600
Nov 5, 2021
Sold
$925,000
$756/sq ft
Oct 1, 2021
Pending
—
Sep 27, 2021
Relisted
—
Sep 24, 2021
Pending
—
Sep 21, 2021
Price Changed
$990,000
$809/sq ft
Jul 8, 2021
Listed
$1,199,999
$980/sq ft
Public Records
Sep 8, 1994
Sold
$35,000
$29/sq ft
Public Records
Jul 13, 1988
Sold
$28,000
$23/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$8,671 (+11.3%)
2024
$7,789 (+1.6%)
$584,123 + $299,703
$883,826
2023
$7,667 (+13.0%)
2022
$6,784 (+36.9%)
$503,768 + $287,024
$790,792
2021
$4,955 (−1.5%)
$290,516 + $232,997
$523,513
2020
$5,029 (−3.0%)
$290,516 + $238,200
$528,716
2019
$5,183 (+5.8%)
$290,516 + $238,200
$528,716
2018
$4,898 (+7.2%)
2017
$4,570 (+7.9%)
$278,154 + $204,936
$483,090
2015
$4,233 (+11.2%)
$255,790 + $176,408
$432,198
2014
$3,807
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
6,060 Sq. Ft.
Year renovated
2018
Finished Sq. Ft.
1,224
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,224
Year built
2002
Style
Single Family Residential
County
Monroe County
APN
2261 39 00546760000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 9, 2026.
IS
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
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
10/10 Heat Factor
7 days above 107° expected this year, 32 days in 30 years
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
Key Largo, FL • 33037
Average low and high temperatures (°F)
73
62
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66
78
70
80
74
85
79
86
81
87
82
88
81
86
79
83
77
79
72
77
68
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.4 hours in
June and 7 hours in December, placing it above the
U.S. average for solar exposure.
9.4 hrs
7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 233 La Paloma Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $715,000 and $2,150,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $715K to $2.1M.