Luxury Homes for Sale in Big Pine Key, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated September 18, 2026

The luxury market in Big Pine Key starts at $1,300,000 — about 1.5× the city’s median asking price. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see all homes for sale in Big Pine Key.

18 luxury homes are for sale in Big Pine Key, FL at $1,300,000 and up — median asking $1,775,000, the top listing at $4,850,000. 100% of the luxury inventory is waterfront; 6% is new construction. Median days on market: 153.

Newest luxury listings in Big Pine Key

$1,300,000 New

3 bd · 2 ba · built 1982

545 Ixora Drive, 33043

Listing courtesy of Coldwell Banker Schmitt RE Co.

$1,750,000

3 bd · 2 ba · built 2023

31450 Avenue G, 33043

Listing courtesy of SEI Brokers Corporation

$1,400,000

3 bd · 2 ba · built 1987

1518 Sunrise Drive, 33043

Listing courtesy of Coldwell Banker Schmitt RE Co.

$1,450,000

3 bd · 2 ba · built 2019

31536 Avenue F, 33043

Listing courtesy of Island Welcome Real Estate LLC

$1,695,000

3 bd · 2 ba · built 1998

29162 Bougainvillea Lane, 33043

Listing courtesy of Coldwell Banker Schmitt Real Estate Co.

$1,550,000

3 bd · 2 ba · built 1989

29424 Forrestal Avenue, 33043

Listing courtesy of Coldwell Banker Schmitt Lower Keys (KW)

$1,695,000

4 bd · 3 ba · built 1993

30363 Flamingo Lane, 33043

Listing courtesy of Taylor & Assoc. RE, Inc.

$4,650,000

3 bd · 3 ba · built 2014

3742 Seagrape Street, 33043

Listing courtesy of Ocean Sotheby's International

$1,450,000

3 bd · 2 ba · built 1994

29635 Saratoga Avenue, 33043

Listing courtesy of Coldwell Banker Schmitt RE Co.

$1,800,000

3 bd · 2 ba · built 2014

29549 Forrestal Avenue, 33043

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$2,499,000

3 bd · 4 ba · built 1977

29581 Richard Road, 33043

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$2,150,000

3 bd · 3 ba · built 1973

30468 Oleander Boulevard, 33043

Listing courtesy of Coldwell Banker Schmitt Lower Keys (KW)

$1,850,000

2 bd · 2 ba · built 1977

1607 Sunrise Drive, 33043

Listing courtesy of Coldwell Banker Schmitt Real Estate Co

$4,850,000

5 bd · 4 ba · built 2025

31449 Avenue I, 33043

Listing courtesy of Flat Fee MLS Realty

$2,450,000

3 bd · 4 ba · built 1978

31473 Warner Road, 33043

Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

$2,300,000

4 bd · 3 ba · built 2025

30995 Watson Boulevard, 33043

Listing courtesy of Coldwell Banker Schmitt RE Co.

$1,999,000

3 bd · 1 ba · built 1992

32029 Marginella Drive, 33043

Listing courtesy of Berkshire Hathaway HomeServices Knight & Gardner Realty

The most expensive homes for sale in Big Pine Key

Luxury inventory by price

How to read this

Luxury is defined here as asking prices at or above $1,300,000. Counts, medians and closings come from active and closed MLS listings as of September 18, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 80 homes for sale in Big Pine Key.