OFF MARKET

Off Market Sep 2012 for $728K

$1,909,933

Est. refi paymentEst. refi $5,049/mo

•

3,000

sq ft

16771 Cypress Rd, Sugarloaf Key, FL 33042

About this home

RARE find in Sugarloaf Shores is this meticulously maintained huge 3000 sq. ft. home on oversized 21,600 sq. ft. gated lot which includes 160'of waterfront! The bonus is it has been updated with impact windows. It has bamboo floors, newer A/C, hardy board siding and davits, dock and steps have been redone with composition materials. High ceilings in most rooms make it even more voluminous. Large concrete floor storage, garage or shop area underneath the home. Gorgeous grounds complete with planting beds for your vegetable garden. Relaxing sun deck with large tiki hut by the water tops this fabulous property off! Home sold beautifully furnished and ready for you. Lots of room for a pool. A must see for the discriminating buyer.

Single-familyProperty Type

1985Year Built

0.5 acresLot Size

$637Est. Price/Sq.Ft.

4 spacesParking

Listed by Marie Howe • Mia Howe Realty LLC (KW)

Bought with Thomas Willi • Coldwell Banker Schmitt RE Co. Lower Keys Office (KW)

Redfin checked: a minute ago

•Source:FLKMLS #115961

Redfin Estimate

$1,909,933

$1.2M since sold in September 2012$80K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.4% higher than the average sale price ($1.67M) of 6 comparable homes.

SOLD AUG 10, 2026
$1,500,000
A
2 beds2 baths1,587 sq ft
22410 Jolly Roger Dr, Cudjoe Key, FL 33042
SOLD JUL 24, 2026
$1,595,000
B
3 beds2 baths1,764 sq ft
16640 Cypress Rd, Sugarloaf Key, FL 33042
SOLD AUG 28, 2026
$2,400,000
C
3 beds2 baths2,224 sq ft
16843 E Point Dr, Sugarloaf Key, FL 33042
SOLD APR 9, 2026
$1,600,000
D
3 beds2 baths1,648 sq ft
17125 Wahoo Ln, Sugarloaf Key, FL 33042
SOLD MAY 28, 2026
$1,400,000
E
3 beds2 baths1,296 sq ft
17195 Hibiscus Ln, Sugarloaf Key, FL 33042
SOLD MAR 6, 2026
$1,525,000
F
3 beds2 baths1,788 sq ft
17227 Allamanda Dr, Summerland Key, FL 33042

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Earn from this home

Refinance

Est. cash available

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Rent

$5,768/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 16771 Cypress Rd

Date

Event

Price

FLKMLS #502010

May 15, 2020

Listing Removed

—

Mar 7, 2000

Listed

$775,000

$258/sq ft

Public Records

Sep 13, 2012

Sold

$678,000

$226/sq ft

FLKMLS #115961

Sep 4, 2012

Sold

$728,000

$243/sq ft

Jan 21, 2012

Listed

$769,000

$256/sq ft

FLKMLS #511251

Feb 20, 2003

Sold

$640,000

$213/sq ft

Apr 19, 2002

Listed

$680,000

$227/sq ft

FLKMLS #90527

May 18, 2001

Sold

$599,000

$200/sq ft

Oct 2, 2000

Listed

$645,000

$215/sq ft

Public Records

Aug 1, 1982

Sold

$46,500

$16/sq ft

Public Records

Dec 1, 1979

Sold

$31,000

$10/sq ft

Tax history for 16771 Cypress Rd

*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

0.49 Acres

Year renovated

2011

Sq. Ft.

3,000

Year built

1985

Style

Single Family Residential

County

Monroe County

APN

0367 27 00166976000200

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: Car(s): 4+

Interior

Virtual Tour

Interior Features
Interior Features: Built-in Cabinets, Storage, Walk-in Closet, Pull Down Stairs, Cathedral Ceilings
Flooring: Tile Floor, Wood Floor
Windows/Doors: Impact Rstnce Window, Jalousie Windows
Cooling/Heating: Central A/C, Heat
Appliances: Dishwasher, Washer, Microwave, Refrigerator, Range, Oven, Dryer
Furnished: Furnished

Bathroom Information
# of Full Baths: 2

Specialty Room Information
Specialty Rooms: Laundry Room, Workshop, Utility Room

Exterior

Boat Slip/Dock Information
Dockage: Davits
Dockage: Dock: Other

Exterior Features
Exterior Features: Chickee Hut, Storage, Fencing
Pool Information: Dimensions: 0.00 x 0.00
Porch/Balcony: Patio, Screened P/B
Shutters: Roll Down Manual

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: 0.50
Zoning: IS - Improved Subivision District
Land Size: 1/4 - 1/2 Acre
Control Depth: 3
Flood Zone: AE

Building Information
Year Built: 1,985
Construction: Frame
Roof: Metal Roof
Building Number: 0

Subdivision/Neighborhood
Subdivision: Sugarloaf Shores (17.0)
Key West Neighborhood: Outside of Key West

Financial

Tax Information
Taxes: $6,284.66
Tax Year: 2,011
Tax Exemptions: Homestead

Utilities

Utility Information
Utilities: FKAA, Septic Tank

Location

Homeowners Association Information
Association Info: 1st Right of Refusal: No

Location Information
Side: Ocean
Mile Marker: 17.00
Directions: Turn on to south point drive and take a left on cypress, go almost to end.

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 3,000
Stories: 2.0
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1985
Year Renovated: 2011
County: Monroe County
APN: 0367 27 00166976000200

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 • 14.5mi

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

$1.82M – $2.20M

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 16771 Cypress Rd

Data from public records.

Address	Redfin Estimate
16750 Cypress Rd, Sugarloaf Key, FL 4 Beds \| 2 Baths \| 1866 Sq. Ft.	$1,478,985
16760 Cypress Rd, Sugarloaf Key, FL 3 Beds \| 3.5 Baths \| 2390 Sq. Ft.	$1,864,517

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

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

Property information provided by FLKMLS when last listed in 2012. 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 16771 Cypress Rd

Tax history for 16771 Cypress 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 16771 Cypress Rd

More real estate resources