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.

32 luxury homes are for sale in Plantation Key, FL at $2,500,000 and up — median asking $4,600,000, the top listing at $40,000,000. 100% of the luxury inventory is waterfront; 22% is new construction. Median days on market: 114.

Newest luxury listings in Plantation Key

148 Riviera Drive, luxury home for sale in Plantation Key
$3,000,000 New
3 bd · 3 ba · built 2010
148 Riviera Drive, 33070
Listing courtesy of Coldwell Banker Schmitt Islamorada
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
$3,450,000
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 - Pompano Beach
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
127 & 121 Monroe Drive #1-3, luxury home for sale in Plantation Key
$2,899,000
4 bd · 4 ba · built 1972
127 & 121 Monroe Drive #1-3, 33070
Listing courtesy of LoKation Real Estate - Pompano Beach
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
154 Milano Drive, luxury home for sale in Plantation Key
$2,900,000
2 bd · 2 ba · built 1978
154 Milano Drive, 33036
Listing courtesy of Coldwell Banker Schmitt Islamorada
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
87950 Overseas Highway, luxury home for sale in Plantation Key
$3,800,000
5 bd · 3 ba · built 1973
87950 Overseas Highway, 33036
Listing courtesy of Coldwell Banker Schmitt Islamorada
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.
87895 Old Highway, luxury home for sale in Plantation Key
$24,995,000
5 bd · 6.5 ba · built 2025
87895 Old Highway, 33036
Listing courtesy of Coldwell Banker Schmitt Real Estate Co.
136 Giardino Drive, luxury home for sale in Plantation Key
$3,250,000
4 bd · 3 ba · built 1981
136 Giardino Drive, 33036
Listing courtesy of Coldwell Banker Schmitt Islamorada
87429 Old Highway, luxury home for sale in Plantation Key
$18,999,000
6 bd · 8 ba · built 2022
87429 Old Highway, 33036
Listing courtesy of Ocean Sotheby's International Realty

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–$3,000,000619%
$3,000,000–$5,000,0001238%
$5,000,000+1444%

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 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 88 homes for sale in Plantation Key.

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Common questions

How many luxury homes are for sale in Plantation Key?

32 homes are listed at $2,500,000 or more in Plantation Key, FL as of September 18, 2026, with a median asking price of $4,600,000.

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.