Homes for Sale in Sugarloaf Key, FL

18 homes are for sale in Sugarloaf Key, FL as of 2026-09-06, with 1 more under contract. The median list price is $1,447,000, most homes list between $755K to $5.20M, and the median listing has been on the market 146 days. 0 homes came on the market this week.

Newest homes for sale in Sugarloaf Key

The most recently listed homes in Sugarloaf Key, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$750,000

3 bd · 2 ba

19421 Canal Drive

Sugarloaf Key

Listing courtesy of Century 21 Circle- Islamorada

$1.59M

3 bd · 3 ba

182 Venetian Way

Sugarloaf Key

Listing courtesy of LoKation Real Estate

$1.16M

3 bd · 2 ba

17183 W Green Turtle Lane

Sugarloaf Key

Listing courtesy of Key West Luxury Real Estate Inc (KW)

$755,000

3 bd · 2 ba

19543 Navajo Street

Sugarloaf Key

Listing courtesy of Expert Realty LLC

$1.20M

2 bd · 2 ba

17286 Jamaica Lane

Sugarloaf Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$950,000

3 bd · 2 ba

123 Venetian Way

Sugarloaf Key

Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

$3.75M

4 bd · 3.5 ba

17387 E Dolphin Street

Sugarloaf Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co.

$1.30M

3 bd · 2 ba

885 Hawksbill Lane

Sugarloaf Key

Listing courtesy of Coastal Collection Real Estate Inc.

$799,000

3 bd · 2 ba

937 Loggerhead Lane

Sugarloaf Key

Listing courtesy of Buy The Keys

$2.30M

3 bd · 2.5 ba

17210 Angelfish Lane

Sugarloaf Key

Listing courtesy of Truman & Co. (KW)

$998,000

3 bd · 2 ba

83 Sugarloaf Drive

Sugarloaf Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co. (KW)

$899,000

3 bd · 2 ba

19267 Hansen Trail

Sugarloaf Key

Listing courtesy of Expert Realty LLC (HQ)

$3.90M

4 bd · 3 ba

17015 W Wahoo Lane

Sugarloaf Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$3.20M

4 bd · 3.5 ba

17183 Coral Drive

Sugarloaf Key

Listing courtesy of Coldwell Banker Schmitt RE Co.

$5.20M

4 bd · 3.5 ba

17013 Coral Drive

Sugarloaf Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$2.38M

5 bd · 4 ba

205 S Point Drive

Sugarloaf Key

Listing courtesy of LPT Realty, LLC

$1.71M

4 bd · 2 ba

1481 Sugarloaf Boulevard

Sugarloaf Key

Listing courtesy of Ocean Sotheby's International Realty

$8.99M

6 bd · 4.5 ba

16750 Old State Road 4A

Sugarloaf Key

Listing courtesy of The Agency Florida Keys

Sugarloaf Key homes for sale by price

Every active listing in Sugarloaf Key grouped by price, with the newest listings in each band. The median is $1,447,000; the busiest band is $1M and up.

$750K – $1M: 6 homes

• $750,000 · 3 bd / 2 ba · 19421 Canal Drive
• $755,000 · 3 bd / 2 ba · 19543 Navajo Street
• $950,000 · 3 bd / 2 ba · 123 Venetian Way
• $799,000 · 3 bd / 2 ba · 937 Loggerhead Lane

$1M and up: 12 homes

• $1.59M · 3 bd / 3 ba · 182 Venetian Way
• $1.16M · 3 bd / 2 ba · 17183 W Green Turtle Lane
• $1.20M · 2 bd / 2 ba · 17286 Jamaica Lane
• $3.75M · 4 bd / 3.5 ba · 17387 E Dolphin Street

What is for sale in Sugarloaf Key: property types

• Single-family homes: 18

Another 1 listings in Sugarloaf Key are land, commercial or other non-residential property and are not counted above.

What a home in Sugarloaf Key costs to own

Take the median $1,447,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $7,477/month. All in, plan on roughly $7,477/month plus any HOA or CDD assessment.

Explore Sugarloaf Key

• Search every Sugarloaf Key community
• All Florida cities and counties

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Sugarloaf Key as of 2026-09-06 and refresh as homes list and sell. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.