33042 Homes for Sale — Sugarloaf Key, FL

Every active MLS listing in Sugarloaf Key’s 33042 ZIP code, refreshed nightly, with the price bands, the property mix and the communities that have the most homes for sale. For the whole city see homes for sale in Sugarloaf Key, FL (14 listings); for the ZIP’s values, taxes and growth see the 33042 housing scorecard.

33042 at a glance

ZIP 33042 is Sugarloaf Key, Monroe County, FL. The numbers below are computed from MLS closings and live listings for every community in the ZIP and refresh with each data pull.

Where it isSugarloaf Key, Monroe County, FL
Communities38 MLS communities, 19 with 12-month sales data
Median sold price, 12 months$908K (+3.7% year over year)
Days to contract (median)79
New construction share of sales7%
Sale-to-original-list92.2%
Communities with the most salesCutthroat Harbor Estates ($900K), VENTURE OUT ($650K), CUTTHROAT HARBOR ESTATES ($908K), SUMMERLAND KEY COVE ($1.1M), BREEZESWEPT BEACH ESTATES ($986K), JOLLY ROGER ESTATES ($1.2M)

33042 housing market tracker · all homes for sale in Sugarloaf Key, FL · Monroe County property tax

15 homes are for sale in ZIP 33042 (Sugarloaf Key, FL) right now, from $749,900 to $8,995,000 for the middle 80%, at a median asking price of $1,200,000. , built 1981; 1 came on the market in the last 7 days.

Newest homes for sale in 33042

1151 Sugarloaf Boulevard, home for sale in Sugarloaf Key 33042
$1,499,000 New
3 bd · 2 ba · built 1959
1151 Sugarloaf Boulevard
Listing courtesy of Truman & Co. (KW)
19590 Tequesta Street, home for sale in Sugarloaf Key 33042
$739,000
3 bd · 2 ba · built 2019
19590 Tequesta Street
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
19421 Canal Drive, home for sale in Sugarloaf Key 33042
$750,000
3 bd · 2 ba · built 1943
19421 Canal Drive
Listing courtesy of Century 21 Circle- Islamorada
182 Venetian Way, home for sale in Sugarloaf Key 33042
$1,595,000
3 bd · 3 ba · built 1986
182 Venetian Way
Listing courtesy of LoKation Real Estate
19543 Navajo Street, home for sale in Sugarloaf Key 33042
$749,900
3 bd · 2 ba · built 2018
19543 Navajo Street
Listing courtesy of Expert Realty LLC
17286 Jamaica Lane, home for sale in Sugarloaf Key 33042
$1,200,000
2 bd · 2 ba · built 2000
17286 Jamaica Lane
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
123 Venetian Way, home for sale in Sugarloaf Key 33042
$950,000
3 bd · 2 ba · built 1981
123 Venetian Way
Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty
937 Loggerhead Lane, home for sale in Sugarloaf Key 33042
$799,000
3 bd · 2 ba · built 1994
937 Loggerhead Lane
Listing courtesy of Buy The Keys
83 Sugarloaf Drive, home for sale in Sugarloaf Key 33042
$998,000
3 bd · 2 ba · built 1976
83 Sugarloaf Drive
Listing courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)
19267 Hansen Trail, home for sale in Sugarloaf Key 33042
$899,000
3 bd · 2 ba · built 1978
19267 Hansen Trail
Listing courtesy of Expert Realty LLC (HQ)
17183 Coral Drive, home for sale in Sugarloaf Key 33042
$3,199,000
4 bd · 3.5 ba · built 1997
17183 Coral Drive
Listing courtesy of Coldwell Banker Schmitt RE Co.
17013 Coral Drive, home for sale in Sugarloaf Key 33042
$5,200,000
4 bd · 3.5 ba · built 1981
17013 Coral Drive
Listing courtesy of Coldwell Banker Schmitt Real Estate Co
205 S Point Drive, home for sale in Sugarloaf Key 33042
$2,375,000
5 bd · 4 ba · built 1985
205 S Point Drive
Listing courtesy of LPT Realty, LLC
15760 Old State Road 4A, home for sale in Sugarloaf Key 33042
$19,750,000
6 bd · 6.5 ba · built 1976
15760 Old State Road 4A
Listing courtesy of The Agency Florida Keys
16750 Old State Road 4A, home for sale in Sugarloaf Key 33042
$8,995,000
6 bd · 4.5 ba · built 1959
16750 Old State Road 4A
Listing courtesy of The Agency Florida Keys

Every home for sale in 33042 right now (15)

All 15 active listings in ZIP 33042 with a detail page, newest first, refreshed twice a day from the MLS.

Homes for sale in 33042 by price

Price bandFor saleShare
$500K–$750K213%
$750K+1387%

How to read this

Counts and medians are from active MLS listings with a 33042 mailing ZIP as of October 9, 2026; property mix Single-family 93%. Prices are asking prices. Listings are shown with the courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also homes for sale in Monroe County.

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