OFF MARKET

Off Market May 2006 for $1.2M

$1,864,517

Est. refi paymentEst. refi $5,993/mo

•

2,390

sq ft

16760 Cypress Dr, Sugarloaf Key, FL 33042

About this home

LOOK NO FURTHER!! This is the waterfront home you've been waiting for. It has it all, situated on 1/2 acre Canal Front property with dock, electric gated entry, fully fenced, offering total privacy in a lush tropical setting. 3 Bedrooms, 3 1/2 Baths. Like new quality concrete construction. Property features a gourmet kitchen with granite counter tops and all brand new stainless appliances , large spacious rooms, pool, spa, huge 2 car garage, storage galore, children's play-yard, and much more. 16760 Cypress Drive- PARADISE FOUND!!!!

Single-familyProperty Type

1996Year Built

0.53 acresLot Size

$780Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Kelly Holroyd • Another Real Estate Company

Bought with Wil Lassel • Century 21 Circle - Key West

Redfin checked: 2 minutes ago

•Source:FLKMLS #530619

Redfin Estimate

$1,864,517

$615K since sold in May 2006$58K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.6% lower than the average sale price ($1.93M) of 6 comparable homes.

SOLD JUL 24, 2026
$1,595,000
A
3 beds2 baths1,764 sq ft
16640 Cypress Rd, Sugarloaf Key, FL 33042
SOLD AUG 28, 2026
$2,400,000
B
3 beds2 baths2,224 sq ft
16843 E Point Dr, Sugarloaf Key, FL 33042
SOLD APR 30, 2026
$1,800,000
C
3 beds3.5 baths2,100 sq ft
23087 Sailfish Ln, Cudjoe Key, FL 33042
SOLD JUN 15, 2026
$2,500,000
D
3 beds2 baths1,714 sq ft
653 Sawyer Dr, Cudjoe Key, FL 33042
SOLD JUN 5, 2026
$1,937,500
E
3 beds2 baths1,767 sq ft
1058 E Buttonwood Dr, Sugarloaf Key, FL 33042
SOLD MAY 20, 2026
$1,375,000
F
3 beds2.5 baths1,740 sq ft
16823 E Point Dr, Summerland Key, FL 33042

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,172/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

95.2%

0.7% MoM

Median sale price

$1.1M

$10K MoM

Avg. days on market

136d

16 days MoM

Recently sold homes

4 MoM

New listings for sale

FOR SALE BY OWNER
$2,000,000
4 beds2 baths2,412 sq ft
20843 2nd Ave W, Cudjoe Key, FL 33042
$745,000
2 beds2 baths1,024 sq ft
28441 Meyer Ave, Little Torch Key, FL 33042
$819,500
3 beds2 baths960 sq ft
22968 Drake Ln, Cudjoe Key, FL 33042
3D WALKTHROUGH
$2,099,000
4 beds3.5 baths2,548 sq ft
1106 Thatch Ln, Cudjoe Key, FL 33042
See all

Provided by Redfin

Sale history for 16760 Cypress Dr

Date

Event

Price

FLKMLS #502056

Nov 6, 2018

Listing Removed

—

Mar 29, 2000

Listed

$579,000

$242/sq ft

FLKMLS #530619

May 24, 2006

Sold

$1,250,000

$523/sq ft

Aug 30, 2005

Listed

$1,375,000

$575/sq ft

FLKMLS #521532

Aug 20, 2004

Sold

$1,000,000

$418/sq ft

Apr 16, 2004

Listed

$1,100,000

$460/sq ft

Like new quality concrete construction on large 1/2 acre canal front lot with distant open water view. fenced, gated entry, paved drive, pool, children's play yard, dock and lush tropical landscaping. Spacious floorplan with enclossed ground level entry, oversized 2-car garage, gourmet kitchen, each bedroom has its own private bath, tile floors, high ceilings, wet bar, French doors, open porc hes and large ground level screened pool front patio. One of sugarloaaf's finest!

FLKMLS #511250

Aug 8, 2002

Sold

$540,000

$226/sq ft

Apr 19, 2002

Listed

$599,000

$251/sq ft

Public Records

Jun 4, 2002

Sold

$540,000

$226/sq ft

FLKMLS #508163

Aug 22, 2001

Listing Removed

—

Aug 12, 2001

Listed

$599,000

$251/sq ft

FLKMLS #504792

May 17, 2001

Sold

$499,000

$209/sq ft

Nov 16, 2000

Listed

$579,000

$242/sq ft

Public Records

Aug 19, 1997

Sold

$339,000

$142/sq ft

Public Records

Aug 22, 1989

Sold

$83,000

$35/sq ft

Public Records

Apr 26, 1989

Sold

$70,000

$29/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$10,401 (+4.3%)

2024

$9,973 (+6.8%)

2023

$9,337 (+15.3%)

2022

$8,097 (+13.4%)

2021

$7,142 (+6.6%)

$302,724 + $401,021

$703,745

2020

$6,702

$306,871 + $342,307

$649,178

2019

$6,702 (−3.7%)

$306,871 + $342,307

$649,178

2018

$6,956 (−4.5%)

$298,697 + $356,647

$655,344

2017

$7,284 (+5.2%)

$332,353 + $363,784

$696,137

2015

$6,924 (+1.8%)

$496,186 + $329,744

$825,930

2014

$6,800

Tax history for 16760 Cypress Dr

Year

Property tax

Land + Additions

Assessment*

2025

$10,401 (+4.3%)

2024

$9,973 (+6.8%)

2023

$9,337 (+15.3%)

2022

$8,097 (+13.4%)

2021

$7,142 (+6.6%)

$302,724 + $401,021

$703,745

2020

$6,702

$306,871 + $342,307

$649,178

2019

$6,702 (−3.7%)

$306,871 + $342,307

$649,178

2018

$6,956 (−4.5%)

$298,697 + $356,647

$655,344

2017

$7,284 (+5.2%)

$332,353 + $363,784

$696,137

2015

$6,924 (+1.8%)

$496,186 + $329,744

$825,930

2014

$6,800

*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

0.55 Acres

Year renovated

2010

Sq. Ft.

2,250

Year built

1996

Style

Single Family Residential

County

Monroe County

APN

0367 27 00166976000700

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: Attached, Garage, Auto Door Opener
Vehicle Storage: Car(s): 4+

Interior

Interior Features
Interior Features: Cathedral Ceilings, Smoke Alarms, Wet Bar, Storage, Split Bedroom, Pantry, Drapes/Blinds Incl
Flooring: Tile Floor
Windows/Doors: Aluminum Windows, French Doors
Cooling/Heating: Ceiling Fans, Combination A/C, Heat, Central A/C
Appliances: Dishwasher, Washer, Refrigerator, Range, Microwave, Dryer
Furnished: Furnished

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

Room 1 Information
Type: Living Room
Area: 420.00
Area: 14 X 30
Dimensions: 14 x 30
Length: 14.00
Length: 14
Width: 30.00
Width: 30

Room 2 Information
Type: Dining Room
Area: 196.00
Area: 14 X14
Dimensions: 14 x 14
Length: 14.00
Length: 14
Width: 14.00
Width: 14

Room 3 Information
Type: Kitchen
Area: 196.00
Area: 14 X 14
Dimensions: 14 x 14
Length: 14.00
Length: 14
Width: 14.00
Width: 14

Room 4 Information
Type: Bedroom 1
Area: 288.00
Area: 16 X 18
Dimensions: 16 x 18
Length: 16.00
Length: 16
Width: 18.00
Width: 18

Room 5 Information
Type: Bedroom 2
Area: 64.00
Area: 8 X 8
Dimensions: 8 x 8
Length: 8.00
Length: 8
Width: 8.00
Width: 8

Room 6 Information
Type: Bedroom 3
Area: 48.00
Area: 6 X 8
Dimensions: 6 x 8
Length: 6.00
Length: 6
Width: 8.00
Width: 8

Room 7 Information
Type: Full Bathroom
Area: 48.00
Area: 8 X 10
Dimensions: 6 x 8
Length: 6.00
Length: 6
Width: 8.00
Width: 8
Listing ID: 20060624071038589435000000
Modification Timestamp: 2006-07-13T11:35:39
Room ID: 20060624073435816990000000

Room 8 Information
Room Type: Full Bathroom
Area: 48.00
Area: 8 X 8
Dimensions: 6 x 8
Length: 6.00
Length: 6
Width: 8.00
Width: 8

Room 9 Information
Type: Full Bathroom
Area: 48.00
Area: 6 X 8
Dimensions: 6 x 8
Length: 6.00
Length: 6
Width: 8.00
Width: 8
Listing ID: 20060624071038589435000000
Modification Timestamp: 2006-07-13T11:35:39
Room ID: 20060624073435870023000000

Specialty Room Information
Specialty Rooms: Laundry Room

Exterior

Boat Slip/Dock Information
Dockage: Boat Ramp

Exterior Features
Has Pool
Porch/Balcony: Open Porch/Balcony, Screened P/B

Security
Electric Gate

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

Property Information
Deed Restrictions: Unknown

Lot Information
Acres: 0.53
Zoning: IS - Improved Subivision District
Land Size: 1/4 - 1/2 Acre
Control Depth: 3
Flood Zone: AE

Building Information
Year Built: 1,996
Construction: Concrete
Roof: Metal Roof, Shingle Roof

Subdivision/Neighborhood
Subdivision: Sugarloaf Shores (17.0)

Financial

Tax Information
Taxes: $7,067
Tax Year: 2,004
Tax Exemptions: None

Financial Information
Terms: Buyer Obtain Finance

Utilities

Utility Information
Utilities: FKAA, Septic Tank

Location

Multi-Unit Information
# of Total Units: 1

Homeowners Association Information
Fee Includes: None

Location Information
Side: Ocean
Mile Marker: 17.00
Directions: Mile Marker 16.5 on Sugarloaf Key, Oceanside, turn at South Point, take your first left which is Cypress Drive. Follow to 16760 Cypress Drive, house is on the right, look for sign.

Neighborhood Features
Spa

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 2,250
Stories: 2.0
Lot Size: 0.55 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: 2010
County: Monroe County
APN: 0367 27 00166976000700

Home facts updated by county records on Jul 10, 2026

Around this home

Schools

Sugarloaf School

Public PreK-8 • Assigned • 2.7mi

6/10

Key West High School

Public 9-12 • Assigned • 14.5mi

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

$1.77M – $2.15M

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

Nearby similar homes

$799,000

3 beds2 baths1,152 sq ft

29207 Cypress Dr, Big Pine Key, FL 33043

$1,695,000

3 beds2 baths1,516 sq ft

29162 Bougainvillea Ln, Big Pine Key, FL 33043

3D WALKTHROUGH

$16,900,000

5 beds4 baths3,352 sq ft

0 Howell Ky, Summerland Key, FL 33042

FOR SALE BY OWNER

$2,075,000

4 beds3 baths3,057 sq ft

359 La Fitte Rd, Little Torch Key, FL 33042

NEW CONSTRUCTION

$1,549,000

3 beds3 baths1,500 sq ft

27374 Guadaloupe Ln, Ramrod Key, FL 33042

$1,250,000

2 beds2 baths1,364 sq ft

466 W Shore Dr, Summerland Key, FL 33042

New listings for sale in 33042

FOR SALE BY OWNER

$2,000,000

4 beds2 baths2,412 sq ft

20843 2nd Ave W, Cudjoe Key, FL 33042

$745,000

2 beds2 baths1,024 sq ft

28441 Meyer Ave, Little Torch Key, FL 33042

$819,500

3 beds2 baths960 sq ft

22968 Drake Ln, Cudjoe Key, FL 33042

3D WALKTHROUGH

$2,099,000

4 beds3.5 baths2,548 sq ft

1106 Thatch Ln, Cudjoe Key, FL 33042

Home values near 16760 Cypress Dr

Data from public records.

Address	Redfin Estimate
16750 Cypress Road, Sugarloaf Key, FL 4 Beds \| 2 Baths \| 1866 Sq. Ft.	$1,478,985
16710 Cypress Road, Sugarloaf Key, FL 3 Beds \| 3 Baths \| 1300 Sq. Ft.	$1,197,761

Address	Redfin Estimate
16781 Cypress Road, Sugarloaf Key, FL 3 Beds \| 2 Baths \| 2712 Sq. Ft.	$3,255,232
16790 Cypress Road, Sugarloaf Key, FL 2 Beds \| 2 Baths \| 1152 Sq. Ft.	$2,107,580

Address	Redfin Estimate
16780 Cypress Road, Sugarloaf Key, FL 3 Beds \| 2.5 Baths \| 3176 Sq. Ft.	$3,311,405
16761 Cypress Road, Sugarloaf Key, FL 2 Beds \| 2.5 Baths \| 1491 Sq. Ft.	$1,277,375

Property information provided by FLKMLS when last listed in 2005. 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 16760 Cypress Dr

Tax history for 16760 Cypress Dr

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 16760 Cypress Dr

More real estate resources