Experience the best of Florida Keys waterfront living in this exceptional home, offering the perfect blend of tropical charm, spacious living, and outdoor entertaining. The backyard is a true tropical retreat, featuring a large heated pool with water features, an oversized chickee hut with TV, outdoor kitchen, BBQ and frying area, and plenty of space to relax or entertain. The upper level boasts an open-concept living and kitchen area with breakfast nook, formal dining space, half bath, two guest bedrooms, full guest bathroom, and a spacious primary suite. High ceilings and an airy layout create a welcoming atmosphere throughout. The lower level offers a private guest apartment with a separate entrance, featuring a large bedroom, full bathroom, and additional living area currently utilized as a fifth bedroom, ideal for extended family or visiting guests. Boating enthusiasts will appreciate 65 ft of concrete dockage, a 33,000lb boat lift, a 15,000 lb boat lift, and a dual jetski lift and fish cleaning station, with quick access through Tavernier Creek to the open Atlantic Ocean or Florida Bay. Conveniently located near restaurants, grocery stores, and fuel docks, this property offers the ultimate opportunity to enjoy the relaxed waterfront lifestyle the Florida Keys are known for. Call Today as this Home will not Last!
Single-familyProperty Type
2010Year Built
7,990 sq ftLot Size
$1,166Price/Sq.Ft.
4 spacesParking
Listed by Robert Valenzuela, PA• Century 21 Circle- Islamorada
Spectacular Waterfront home with a large pool offering amazing tropical living with a perfect setting to enjoy or entertain. This home offers every possible outdoor amenity anyone could ever want, from outdoor kitchen, BBQ and frying area, oversize chichee hut with TV and music throughout. Large heated pool with water features that gives is a wow factor. Plenty of room around the pool for sun bathing, or simply relaxing and reading in the shade. First floor carport offers high ceilings which gives you amazing cross breeze, plenty of parking and additional entertainment area. This home offers on the top floor an open living area, kitchen, breakfast area concept with a formal dining area, and half bath of the living area. Separate from this area you have two guest bedrooms, a guest bathroom and a master suite. On the first floor you have a guest quarters apartment with a separate entrance with a large one bedroom and one bathroom, with living area that is being used as a 5th bedroom. From the concrete dock you have 65' of prime dockage with a 33,000lbs boatlift, fish cleaning table and a short direct shot to Tavernier Creek putting you in seconds in open ocean or you could take a left and go to the gulf/bay side. This property is completely fenced in and very private. This home is only 1 hour and 15 minutes from Miami International Airport or Marathon Airport. Lots of great restaurants close by, supermarket is also close by and fuel dock as well. Call today for an appointment as this home will not last!
FLKMLS #564289
May 20, 2015
Sold
$899,000
$476/sq ft
May 12, 2014
Listed
$949,000
$503/sq ft
+34
AMAZING 4/3.5 CANAL HOME WITH A POOL IN ISLAMORADA!. This gorgeous home offers 3 bedrooms & 2.5 bathrooms upstairs & above flood legal quarters with 1 bedroom & 1 bath downstairs, plus living area. Upstairs you have an Open & spacious floor plan, with formal dining room, beautiful kitchen with granite counter tops & stainless appliances, vaulted ceilings, crown molding & tiled floors throughout. Enjoy the spacious heated pool overlooking the canal. Impact resistant windows & doors. Waterfront terrace, paved entrance w/ electric gate. Generator ready, high carport for boat & RV storage. 2500 gal cistern, 65 foot concrete dock w/ davits. Deep & Direct ocean access from this wide canal with large turning basin for larger yachts/boats. You also have quick & easy access to the bay side as well. Great set up for the whole family. Call today! SELLER MOTIVATED, BRING OFFERS!
MARMLS #A1954273
Oct 7, 2014
Listing Removed
—
May 12, 2014
Listed
$949,000
$503/sq ft
FLKMLS #553259
Apr 2, 2012
Listing Removed
—
Oct 14, 2010
Listed
$985,000
$522/sq ft
Public Records
May 4, 2004
Sold
$130,000
$69/sq ft
Public Records
Nov 1, 1982
Sold
$75,000
$40/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$15,502 (+19.8%)
$1,186,515 + $490,631
$1,677,146
2024
$12,941 (+9.1%)
2023
$11,858 (+12.7%)
2022
$10,521 (+13.7%)
2021
$9,253 (+1.9%)
$443,445 + $467,663
$911,108
2020
$9,077 (−2.9%)
$415,480 + $473,399
$888,879
2019
$9,349 (+8.6%)
$415,480 + $473,399
$888,879
2018
$8,610 (+1.5%)
$347,565 + $481,963
$829,528
2017
$8,481 (+1.3%)
$347,565 + $487,698
$835,263
2015
$8,374 (+1.1%)
$347,947 + $414,070
$762,017
2014
$8,286
Public record
Public record
Zoning
Beds
3
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
7,995 Sq. Ft.
Year renovated
—
Finished Sq. Ft.
1,887
Unfinished Sq. Ft.
—
Total Sq. Ft.
1,887
Year built
2010
Style
Single Family Residential
County
Monroe County
APN
0463 38 00435970000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Apr 21, 2026.
R1
Residential Single-Family District
The purpose of the residential single-family R1 zoning district is to accommodate homes, homeowners parks, and open space in single-family residential neighborhoods located in subdivisions and on streets where the primary land use is single-family residential. On lots fronting U.S. 1, this zoning district shall also accommodate deed restricted affordable housing of up to four units. All lots within this zoning district are platted or legally recorded; This zoning district is established within the Residential Medium RM FLUM category.
Permitted uses
Include but are not limited to:
Housing-Single unit
Housing-Multiple units
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
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
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Tavernier, FL • 33070
Average low and high temperatures (°F)
73
63
75
67
78
71
80
75
85
79
86
81
88
83
88
81
87
80
84
77
80
72
77
69
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
88/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.5 hrs
6.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 114 Bessie Rd
$2,149,904
$50K under list price of $2.20M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $695K to $2.6M.