OFF MARKET

Off Market Dec 2021 for $2.9M

$3,487,651

Est. refi paymentEst. refi $21,427/mo

•

3,042

sq ft

16845 Tamarind Rd, Sugarloaf Key, FL 33042

About this home

Prime Waterfront Position & The Ultimate in Luxury Living. Spacious 4BR/3.5BA Florida Keys luxury waterfront pool home in Southpoint, Sugarloaf Key only minutes to Key West. Captivating open water views prevail throughout this 2 story elevated residence that has been elegantly refreshed like something out of a magazine. Perfectly laid out for large families with guests, the 1st story greets you with a gorgeous open entertainment & living area boasting a cocktail corner, fireplace, tons of storage space, a private Primary Suite, a laundry room, gym with its own a/c, & a guest half bath. Access the 1st level during inclement weather via the protected stairwell from the covered parking. The 2nd level is the main living level, with a 2nd Primary Suite overlooking the water, 2 guest bedrooms & a guest bathroom. This main level showcases a beautiful gourmet kitchen, stylish living & dining area that lead out to an expansive entertainment deck, all with amazing open water views. The huge 13'x26' concrete pool & 7' spa overlook the turquoise open water & is surrounded by an extensive marble deck with professional landscaping & outdoor lighting. Concrete dock with 10,000lb & 7,500lb boatlifts, outdoor shower & a secure massive storage area under the home. Newly installed Generac PWRcell Battery Wall that during power outage supplies backup power to your home. Luxury Coastal Lifestyle Beckons!

Single-familyProperty Type

1988Year Built

0.29 acresLot Size

$1,146Est. Price/Sq.Ft.

Listed by Lisa Swanson • Berkshire Hathaway HomeServices Knight & Gardner Realty

Bought with Tommy Mack • Coastal Collection Real Estate Inc.

Redfin checked: a few seconds ago

•Source:FLKMLS #597497

Redfin Estimate

$3,487,651

$588K since sold in December 2021$22K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 64.9% higher than the average sale price ($2.11M) of 6 comparable homes.

SOLD AUG 10, 2026
$2,650,000
A
4 beds3 baths2,812 sq ft
16805 Tamarind Rd, Sugarloaf Key, FL 33042
SOLD NOV 6, 2025
$1,900,000
B
4 beds3.5 baths2,400 sq ft
17077 W Bonita Ln, Sugarloaf Key, FL 33042
SOLD MAY 20, 2026
$1,375,000
C
3 beds2.5 baths1,740 sq ft
16823 E Point Dr, Summerland Key, FL 33042
SOLD JUN 1, 2026
$2,675,000
D
4 beds3 baths2,951 sq ft
20844 W 4Th Ave, Cudjoe Key, FL 33042
SOLD MAR 23, 2026
$1,575,000
E
4 beds3 baths2,353 sq ft
17176 W Bonita Ln, Sugarloaf Key, FL 33042
SOLD OCT 31, 2025
$2,512,500
F
4 beds3 baths2,886 sq ft
1260 Sugarloaf Blvd, Sugarloaf Key, FL 33042

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$7,373/mo

Redfin rental estimate

List your home for rent

Market trends in 33042, FL

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

95.8%

+1.2% MoM

Median sale price

$1.1M

$10K MoM

Avg. days on market

121d

11 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 7 HRS AGO
$819,500
3 beds2 baths960 sq ft
22968 Drake Ln, Cudjoe Key, FL 33042
OPEN SAT, 11AM TO 1PM
$2,099,000
4 beds3.5 baths2,548 sq ft
1106 Thatch Ln, Cudjoe Key, FL 33042
3D WALKTHROUGH
$759,000
3 beds2 baths985 sq ft
27937 Coral Shores Rd, Summerland Key, FL 33042
$982,600
2 beds2 baths864 sq ft
701 Spanish Main Dr #198, Cudjoe Key, FL 33042
$950,000
2 beds1 bath902 sq ft
24923 Park Dr, Summerland Key, FL 33042
3D WALKTHROUGH
$1,099,000
3 beds2 baths1,488 sq ft
27334 Guadaloupe Ln, Ramrod Key, FL 33042
See all

Provided by Redfin

Sale history for 16845 Tamarind Rd

Date

Event

Price

FLKMLS #597497

Dec 27, 2021

Sold

$2,900,000

$953/sq ft

Nov 12, 2021

Contingent

—

Oct 31, 2021

Price Changed

$2,999,000

$986/sq ft

Oct 13, 2021

Price Changed

$3,249,000

$1,068/sq ft

Sep 24, 2021

Price Changed

$3,375,000

$1,109/sq ft

Aug 27, 2021

Listed

$3,499,000

$1,150/sq ft

FLKMLS #585303

Aug 7, 2020

Sold

$1,275,000

$419/sq ft

Apr 20, 2019

Listed

$1,379,000

$453/sq ft

+40

Exceptional 4 BR/3.5 BA open water pool home in Sugarloaf Shores, an upscale coastal community of waterfront homes just minutes to Key West. The custom home boasts gorgeous open water views and lots of upgraded finishes including beautiful Mahogany wood floors and a granite Chef's Kitchen offering stainless appliances and a center cooking island. The open floor looks out to water on all sides and leads to an expansive deck where you can enjoy dining under the stars. After a day out on the water lift your boat onto the davits at your concrete dock and relax by the waterfront pool & spa. The 2-story home is ideal for guests or large families with a Master Suite and entertaining area on the 1st floor an a 2nd Master & Guest Bedrooms on the 2nd main living level.

FLKMLS #538820

May 15, 2020

Listing Removed

—

Nov 16, 2006

Listed

$1,495,000

$491/sq ft

FLKMLS #546892

Sep 15, 2010

Sold

$850,000

$279/sq ft

Nov 1, 2008

Listed

$999,000

$328/sq ft

FLKMLS #543572

Oct 28, 2008

Listing Removed

—

Dec 2, 2007

Listed

$1,395,000

$459/sq ft

FLKMLS #541710

Dec 1, 2007

Listing Removed

—

Jun 1, 2007

Listed

$1,600,000

$526/sq ft

FLKMLS #540946

Jun 3, 2007

Listing Removed

—

Mar 28, 2007

Listed

$1,595,000

$524/sq ft

Public Records

Oct 22, 2004

Sold

$1,080,000

$355/sq ft

FLKMLS #521976

Aug 27, 2004

Listing Removed

—

May 14, 2004

Listed

$1,149,000

$378/sq ft

FLKMLS #518895

May 7, 2004

Listing Removed

—

Nov 5, 2003

Listed

$1,195,000

$393/sq ft

FLKMLS #505380

Dec 7, 2001

Sold

$728,000

$239/sq ft

Jan 11, 2001

Listed

$749,000

$246/sq ft

Public Records

Jun 23, 1997

Sold

$435,000

$143/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$24,500 (−3.9%)

$1,149,945 + $1,582,312

$2,732,257

2024

$25,500 (+5.8%)

2023

$24,093 (+13.5%)

2022

$21,233 (+106.1%)

$893,371 + $1,519,629

$2,413,000

2021

$10,300 (−0.3%)

$568,790 + $481,263

$1,050,053

2020

$10,334 (+1.8%)

$500,000 + $543,177

$1,043,177

2019

$10,148 (−3.2%)

$500,000 + $543,177

$1,043,177

2018

$10,478 (−2.7%)

$503,125 + $521,396

$1,024,521

2017

$10,770 (+15.3%)

$593,750 + $528,475

$1,122,225

2015

$9,339 (+0.8%)

$625,000 + $454,660

$1,079,660

2014

$9,263

Tax history for 16845 Tamarind Rd

Year

Property tax

Land + Additions

Assessment*

2025

$24,500 (−3.9%)

$1,149,945 + $1,582,312

$2,732,257

2024

$25,500 (+5.8%)

2023

$24,093 (+13.5%)

2022

$21,233 (+106.1%)

$893,371 + $1,519,629

$2,413,000

2021

$10,300 (−0.3%)

$568,790 + $481,263

$1,050,053

2020

$10,334 (+1.8%)

$500,000 + $543,177

$1,043,177

2019

$10,148 (−3.2%)

$500,000 + $543,177

$1,043,177

2018

$10,478 (−2.7%)

$503,125 + $521,396

$1,024,521

2017

$10,770 (+15.3%)

$593,750 + $528,475

$1,122,225

2015

$9,339 (+0.8%)

$625,000 + $454,660

$1,079,660

2014

$9,263

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

2020

Sq. Ft.

3,042

Year built

1988

Style

Single Family Residential

County

Monroe County

APN

0367 27 00166976004400

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

Property details

Parking

Parking / Garage Information
Vehicle Storage: RV Parking Covered, Trailer Storage, Covered Parking

Interior

Interior Features
Interior Features: Drapes/Blinds Incl, Built-in Cabinets, Quartz Countertops, Bar, Storage, Smoke Alarms, Security System, Granite Counter Top, Pantry, Fireplace(s), Cathedral Ceilings
Green Features: Interior: LED Lighting
Flooring: Tile Floor, Other Floors, Wood Floor
Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Cooling/Heating: Central A/C, Ductless A/C, Heat, Ceiling Fans, Combination A/C
Appliances: Washer, Stainless Steel Appl, Wine Cooler, Ice Machine, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Furnished: Unfurnished

Bathroom Information
# of Full Baths: 3
# of Half Baths: 1

Specialty Room Information
Specialty Rooms: Gym, Media Room, Laundry Room

Exterior

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

Exterior Features
Exterior Features: Fencing, Storage, Sprinkler System, Privacy Wall/Fence, Outdoor Shower, Lanai, Landscape Lighting, Gutters
Has Pool
Pool Is Heated
Pool Information: In Ground, Decked, Concrete
Pool Information: Dimensions: 13 x 26
Porch/Balcony: Open Porch/Balcony, Deck, Patio, Roof Top Deck

Security
Other Security

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

Property Information
Deed Restrictions: No
Pets: Pets Allowed
Rentals Allowed: With Restrictions
Min Rental Days: 28

Lot Information
Acres: 0.29
Zoning: IS - Improved Subivision District
Land Size: 1/4 - 1/2 Acre
Control Depth: 3
Flood Zone: AE, VE

Building Information
Year Built: 1,988
Sq. Ft. Source: Property Data Card
Building Style: Stories: 2
Building Style: Above Flood: Yes
Building Style: Stilt Column Height: Tall - 10Ft & Over
Construction: Frame, Stucco
Roof: Metal Roof

Subdivision/Neighborhood
Subdivision: Sugarloaf Shores (17.0)
Marathon Neighborhood: N/A

Financial

Tax Information
Taxes: $10,333.50
Tax Year: 2,020
Tax Exemptions: None

Financial Information
Terms: Cash, Conventional

Utilities

Utility Information
Utilities: FKAA, Propane, Cable Available, Whole House Generatr, Municipal Sewer
Pre-Wired: Cable
Has Public Sewer Hook-up

Location

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

Location Information
Side: Ocean
Mile Marker: 17.00
Directions: Overseas Highway to South Point (MM 16.5 oceanside). Take South Point Dr. to Tamarind Rd. Make Left. House on Left at end. Sign on property.

Neighborhood Features
Other Area Features, Bike Paths, Airstrip

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,042
Stories: 2.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1988
Year Renovated: 2020
County: Monroe County
APN: 0367 27 00166976004400

Home facts updated by county records on Jul 10, 2026

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 2.6mi

6/10

Key West High School

Public 9-12 • Assigned • 14.6mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Sugarloaf Key, FL • 33042

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 10.1 hours in June and 7.3 hours in December, placing it above the U.S. average for solar exposure.

10.1 hrs

7.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.31M – $4.01M

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

Nearby similar homes

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

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New listings for sale in 33042

NEW 7 HRS AGO

$819,500

3 beds2 baths960 sq ft

22968 Drake Ln, Cudjoe Key, FL 33042

OPEN SAT, 11AM TO 1PM3D WALKTHROUGH

$2,099,000

4 beds3.5 baths2,548 sq ft

1106 Thatch Ln, Cudjoe Key, FL 33042

3D WALKTHROUGH

$759,000

3 beds2 baths985 sq ft

27937 Coral Shores Rd, Summerland Key, FL 33042

$982,600

2 beds2 baths864 sq ft

701 Spanish Main Dr #198, Cudjoe Key, FL 33042

$950,000

2 beds1 bath902 sq ft

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3D WALKTHROUGH

$1,099,000

3 beds2 baths1,488 sq ft

27334 Guadaloupe Ln, Ramrod Key, FL 33042

Home values near 16845 Tamarind Rd

Data from public records.

Address	Redfin Estimate
16740 Tamarind Rd, Sugarloaf Key, FL 3 Beds \| 2.5 Baths \| 2084 Sq. Ft.	$1,701,363
16860 Tamarind Rd, Sugarloaf Key, FL 3 Beds \| 2 Baths \| 1408 Sq. Ft.	$1,102,043

Address	Redfin Estimate
16810 Tamarind Rd, Sugarloaf Key, FL 3 Beds \| 2 Baths \| 1152 Sq. Ft.	$1,185,725
16880 Tamarind Rd, Sugarloaf Key, FL 3 Beds \| 2 Baths \| 1524 Sq. Ft.	$1,804,350

Address	Redfin Estimate
16885 Tamarind Rd, Sugarloaf Key, FL 3 Beds \| 2 Baths \| 2622 Sq. Ft.	$2,702,765
16720 Tamarind Rd, Sugarloaf Key, FL 4 Beds \| 3 Baths \| 2865 Sq. Ft.	$2,622,129

Property information provided by FLKMLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 33042, FL

Sale history for 16845 Tamarind Rd

Tax history for 16845 Tamarind Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33042

Home values near 16845 Tamarind Rd

More real estate resources