Homes for Sale in Summerland Key, FL 33042

Every active MLS listing in Summerland 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 Summerland Key, FL (22 listings); for the ZIP’s values, taxes and growth see the 33042 housing scorecard.

21 homes are for sale in ZIP 33042 (Summerland Key, FL) right now, from $799,000 to $3,500,000 for the middle 80%, at a median asking price of $1,300,000. , built 1999 and 14% are new construction.

Newest homes for sale in 33042

$899,000

2 bd · 1 ba · built 1956

24923 Park Drive

Listing courtesy of Island Real Estate Company Florida Keys

$799,000

3 bd · 1 ba · built 1956

27 N Lake Drive

Listing courtesy of Taylor & Assoc. RE, Inc.

$1,300,000

2 bd · 2 ba · built 1982

486 S Airport Drive

Listing courtesy of Keller Williams Key West Compass Realty

$3,500,000

3 bd · 3 ba · built 1999

25361 1St Street

Listing courtesy of Coastal Collection Real Estate Inc.

$2,999,000

5 bd · 4 ba · built 2026

23950 Overseas Highway

Listing courtesy of Ocean Sotheby's International Realty

$649,000

2 bd · 2 ba · built 1991

24740 Park Drive

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$3,100,000

2 bd · 3 ba · built 2020

361 Avenue D

Listing courtesy of Island Real Estate Company Florida Keys

$899,000

3 bd · 2 ba · built 2022

23940 Overseas Highway

Listing courtesy of Island Real Estate Company Florida Keys

$535,000

3 bd · 2 ba · built 2006

96 John Street

Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

$16,900,000

5 bd · 4 ba · built 2015

0 Howell Key

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$1,250,000

2 bd · 2 ba · built 1970

466 W Shore Drive

Listing courtesy of Keller Williams Key West Compass Realty

$1,185,000

3 bd · 2 ba · built 1999

706 E Caribbean Drive

Listing courtesy of Keller Williams Key West Compass Realty

$2,246,000

3 bd · 1.5 ba · built 1988

848 E Caribbean Drive

Listing courtesy of Homecoin.com

$3,495,000

4 bd · 3.5 ba · built 1970

414 E Caribbean Drive

Listing courtesy of The Agency Florida Keys

$1,200,000

2 bd · 2 ba · built 1993

637 E Caribbean Drive

Listing courtesy of Keller Williams Key West Compass Realty

$1,100,000

2 bd · 2 ba · built 1986

667 E Caribbean Drive

Listing courtesy of Keller Williams Key West Compass Realty

$2,220,000

3 bd · 2 ba · built 2008

937 Gulf Drive

Listing courtesy of Island Welcome Real Estate

$3,295,000

3 bd · 3 ba · built 1996

24348 Caribbean Drive

Listing courtesy of Key West Sales, LLC

$950,000

3 bd · 2 ba · built 2005

24840 Park Drive

Listing courtesy of LAER Realty

$4,400,000

5 bd · 5.5 ba · built 2025

231 E Shore Drive #6

Listing courtesy of Serhant Florida LLC - Delray Beach Office

$1,950,000

3 bd · 3 ba · built 2003

860 Lagoon Drive

Listing courtesy of Action Keys Realty of the Lower FL Keys LLC

Homes for sale in 33042 by price

How to read this

Counts and medians are from active MLS listings with a 33042 mailing ZIP as of September 18, 2026; property mix Single-family 100%. 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. More: luxury homes in Summerland Key.