Luxury Homes for Sale in Plantation Key, FL

The luxury market in Plantation Key starts at $2,500,000 — about 1.2× 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 Plantation Key.

33 luxury homes are for sale in Plantation Key, FL at $2,500,000 and up — median asking $4,899,000, the top listing at $40,000,000. 100% of the luxury inventory is waterfront; 33% is new construction. Median days on market: 95.

Newest luxury listings in Plantation Key

107 Azalea Street, luxury home for sale in Plantation Key
$2,800,000 New
5 bd · 3 ba · built 2023
107 Azalea Street, 33070
Listing courtesy of Still Water Properties
115 Villa Bella Drive, luxury home for sale in Plantation Key
$4,899,000
4 bd · 4 ba · built 1974
115 Villa Bella Drive, 33036
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
226 Navajo Street, luxury home for sale in Plantation Key
$4,350,000
4 bd · 3.5 ba · built 2024
226 Navajo Street, 33070
Listing courtesy of Ocean Sotheby's International Realty
265 Pueblo Street, luxury home for sale in Plantation Key
$5,100,000
5 bd · 4 ba · built 2025
265 Pueblo Street, 33070
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
195 Ojibway Avenue, luxury home for sale in Plantation Key
$5,950,000
4 bd · 4 ba · built 2026
195 Ojibway Avenue, 33070
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
148 Riviera Drive, luxury home for sale in Plantation Key
$3,000,000
3 bd · 3 ba · built 2010
148 Riviera Drive, 33070
Listing courtesy of Coldwell Banker Schmitt Islamorada
114 N Coconut Palm Boulevard, luxury home for sale in Plantation Key
$2,995,000
2 bd · 3 ba · built 1980
114 N Coconut Palm Boulevard, 33070
Listing courtesy of LoKation Real Estate
124 Orchid Street, luxury home for sale in Plantation Key
$2,849,000
4 bd · 3.5 ba · built 2024
124 Orchid Street, 33070
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
148 Giardino Drive, luxury home for sale in Plantation Key
$3,952,000
5 bd · 3 ba · built 1987
148 Giardino Drive, 33036
Listing courtesy of The Valencia Group Corp.
107 Valencia Drive, luxury home for sale in Plantation Key
$2,500,000
3 bd · 2.5 ba · built 1994
107 Valencia Drive, 33036
Listing courtesy of Keller Williams Legacy
350 Buttonwood Bight Lane, luxury home for sale in Plantation Key
$14,000,000
5 bd · 3.5 ba · built 1987
350 Buttonwood Bight Lane, 33070
Listing courtesy of Palm House Real Estate
313 North Drive, luxury home for sale in Plantation Key
$3,700,000
3 bd · 3 ba · built 1987
313 North Drive, 33036
Listing courtesy of Sharon J. Kelly Realty, Inc.
144 N Rolling Hill Road, luxury home for sale in Plantation Key
$6,195,000
4 bd · 4.5 ba · built 2008
144 N Rolling Hill Road, 33036
Listing courtesy of Ocean Sotheby's International Realty
109 Valencia Drive, luxury home for sale in Plantation Key
$4,650,000
5 bd · 5.5 ba · built 2016
109 Valencia Drive, 33036
Listing courtesy of Ocean Sotheby's International Realty
168 Indian Mound Trail, luxury home for sale in Plantation Key
$3,425,000
4 bd · 3 ba · built 1992
168 Indian Mound Trail, 33070
Listing courtesy of Coldwell Banker Schmitt Islamorada
202 Plantation Shores Drive, luxury home for sale in Plantation Key
$6,000,000
4 bd · 5 ba · built 2018
202 Plantation Shores Drive, 33070
Listing courtesy of American Caribbean Real Estate, Christie's International Real Estate
157 Valencia Drive, luxury home for sale in Plantation Key
$4,600,000
5 bd · 5.5 ba · built 1988
157 Valencia Drive, 33036
Listing courtesy of Coastal Realty of the Florida Keys
111 Spoonbill Road, luxury home for sale in Plantation Key
$2,999,000
3 bd · 3.5 ba · built 1999
111 Spoonbill Road, 33070
Listing courtesy of LoKation Real Estate
109 Giardino Drive, luxury home for sale in Plantation Key
$3,875,000
4 bd · 3 ba · built 1991
109 Giardino Drive, 33036
Listing courtesy of Coldwell Banker Schmitt Islamorada
89401 Old Highway, luxury home for sale in Plantation Key
$13,500,000
8 bd · 7.5 ba · built 2002
89401 Old Highway, 33070
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
89505 Old Highway, luxury home for sale in Plantation Key
$26,400,000
7 bd · 8 ba · built 2008
89505 Old Highway, 33070
Listing courtesy of Ocean Sotheby's International Realty
88835 & 88845 Old Highway, luxury home for sale in Plantation Key
$40,000,000
8 bd · 9.5 ba · built 2022
88835 & 88845 Old Highway, 33070
Listing courtesy of Serhant Florida LLC - Coconut Grove
88845 Old Highway, luxury home for sale in Plantation Key
$27,000,000
5 bd · 7 ba · built 2025
88845 Old Highway, 33070
Listing courtesy of Serhant Florida LLC - Coconut Grove
88835 Old Highway, luxury home for sale in Plantation Key
$15,000,000
3 bd · 3 ba · built 2022
88835 Old Highway, 33070
Listing courtesy of Serhant Florida LLC - Coconut Grove
88747 Old Highway, luxury home for sale in Plantation Key
$8,000,000
3 bd · 2.5 ba · built 1986
88747 Old Highway, 33070
Listing courtesy of Real Estate Sales Force, Inc.
136 San Remo Drive, luxury home for sale in Plantation Key
$4,445,000
8 bd · 4 ba · built 1992
136 San Remo Drive, 33036
Listing courtesy of Cypress Realty, Inc.
149 Lake Road, luxury home for sale in Plantation Key
$2,750,000
3 bd · 2 ba · built 1993
149 Lake Road, 33070
Listing courtesy of Coldwell Banker Schmitt Islamorada
88351 Old Highway, luxury home for sale in Plantation Key
$14,990,000
6 bd · 9 ba · built 2025
88351 Old Highway, 33036
Listing courtesy of Berkshire Hathaway HomeServices EWM Realty
228 Tide Avenue, luxury home for sale in Plantation Key
$6,500,000
4 bd · 4.5 ba · built 1996
228 Tide Avenue, 33070
Listing courtesy of Palm House Real Estate
117 Leoni Drive, luxury home for sale in Plantation Key
$4,600,000
5 bd · 6 ba · built 2024
117 Leoni Drive, 33036
Listing courtesy of Fairchild Partners, Inc.

The most expensive homes for sale in Plantation Key

ListingAskingSq ft$ / sq ftCommunity
88835 & 88845 Old Highway$40,000,000———
88845 Old Highway$27,000,000———
89505 Old Highway$26,400,000———
87895 Old Highway$24,995,000———
87429 Old Highway$18,999,000———
88835 Old Highway$15,000,000———
88351 Old Highway$14,990,000———
350 Buttonwood Bight Lane$14,000,000———
89401 Old Highway$13,500,000———
88747 Old Highway$8,000,000———

Luxury inventory by price

BandFor saleShare
$2,000,000–$3,000,000618%
$3,000,000–$5,000,0001133%
$5,000,000+1648%

How to read this

Luxury is defined here as asking prices at or above $2,500,000. Counts, medians and closings come from active and closed MLS listings as of October 11, 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 90 homes for sale in Plantation Key.

Hiring an agent in Plantation Key, FL?

Get matched with the right local expert.

Tell us your goal in Plantation Key, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Plantation Key, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many luxury homes are for sale in Plantation Key?

33 homes are listed at $2,500,000 or more in Plantation Key, FL as of October 11, 2026, with a median asking price of $4,899,000.

What is the most expensive home for sale in Plantation Key?

The highest asking price right now is $40,000,000.

Which Plantation Key communities have the most luxury listings?

See the table above.