4 Bedroom Homes for Sale in Plantation Key, FL

Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Plantation Key listing whose MLS record reports four or more bedrooms, by community, with live counts and asking prices, and how the price compares with smaller homes in the same city.

38 homes with four or more bedrooms are for sale or pending in Plantation Key, FL today across 16 communities. The median asking price is $4,522,500, from $745,000 to $40,000,000. Listings in Plantation Key without that feature have a median of $999,000. Most listings right now: Venetian Shores (86.0) (11), Indian Waterways (89.0) (4), Pearl City (89.0) (3). Updated October 2, 2026 from the MLS.

Live 4-bedroom homes in Plantation Key: the listings

31 active listings match today (40% of Plantation Key inventory), median asking $4,650,000, median 126 days on market. Photo cards link to the listing; refreshed nightly.

Newest 4-bedroom homes in Plantation Key

115 Villa Bella Drive, 4-bedroom 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, 4-bedroom 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, 4-bedroom 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, 4-bedroom 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
124 Orchid Street, 4-bedroom 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, 4-bedroom 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.
350 Buttonwood Bight Lane, 4-bedroom 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
144 N Rolling Hill Road, 4-bedroom 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, 4-bedroom 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, 4-bedroom 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
149 Pueblo Street, 4-bedroom for sale in Plantation Key
$799,000
4 bd · 2 ba · built 1995
149 Pueblo Street, 33070
Listing courtesy of Real Estate Sales Force, Inc.
202 Plantation Shores Drive, 4-bedroom 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
87851 Old Highway #P3, 4-bedroom for sale in Plantation Key
$1,950,000
4 bd · 3 ba · built 1989
87851 Old Highway #P3, 33036
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
157 Valencia Drive, 4-bedroom 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
109 Giardino Drive, 4-bedroom 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, 4-bedroom 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, 4-bedroom 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, 4-bedroom 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, 4-bedroom 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
148 Iroquois Street, 4-bedroom for sale in Plantation Key
$999,000
4 bd · 3 ba · built 2010
148 Iroquois Street, 33070
Listing courtesy of Coastal Realty of the Florida Keys
169 Venetian Way, 4-bedroom for sale in Plantation Key
$1,550,000
5 bd · 3 ba · built 1995
169 Venetian Way, 33070
Listing courtesy of RE/MAX All Keys Real Estate
106 Gardenia Avenue, 4-bedroom for sale in Plantation Key
$1,095,000
5 bd · 3 ba · built 1987
106 Gardenia Avenue, 33070
Listing courtesy of Coastal Realty of the Florida Keys
178 Coral Avenue, 4-bedroom for sale in Plantation Key
$745,000
4 bd · 3 ba · built 1982
178 Coral Avenue, 33070
Listing courtesy of Ocean Sotheby's International Realty
136 San Remo Drive, 4-bedroom 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.
88351 Old Highway, 4-bedroom 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, 4-bedroom 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
150 Azalea Street, 4-bedroom for sale in Plantation Key
$1,849,000
4 bd · 1.5 ba · built 1961
150 Azalea Street, 33070
Listing courtesy of LoKation Real Estate
117 Leoni Drive, 4-bedroom 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, 4-bedroom 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.
87429 Old Highway, 4-bedroom 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 4-bedroom homes in Plantation Key

ListingAskingSq 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——
88351 Old Highway$14,990,000——
350 Buttonwood Bight Lane$14,000,000——
89401 Old Highway$13,500,000——
228 Tide Avenue$6,500,000——
88547 Old Highway$6,500,000——

4-Bedroom Homes by price

BandFor saleShare
$500K–$750K13%
$750K–$1M26%
$1M+2890%

Plantation Key 4-bedroom homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

Community4-Bedroom HomesNew buildMedian listFrom
Venetian Shores (86.0)111$3,995,000$1,550,000
Indian Waterways (89.0)43$4,725,000$3,425,000
Pearl City (89.0)33$27,000,000$14,990,000
Misc Plantation Key (85.0)31$13,900,000$13,500,000
Plant Beach (87.5)21$11,399,500$3,800,000
Plant Shores (90.0)20$4,749,500$3,499,000
Edenaire (90.5)20$3,622,500$745,000
Plant Tropical Park (91.0)21$1,972,000$1,095,000
Indian Harbor (89.0)20$899,000$799,000
Trop Coral Reef (89.0)10$26,400,000$26,400,000
Lysiloma (89.5)10$14,000,000$14,000,000
Key Heights (88.5)10$6,500,000$6,500,000
High Point (89.0)10$6,195,000$6,195,000
Sunshine Estates (90.5)10$3,750,000$3,750,000
Ocean Harbor (87.5)10$1,950,000$1,950,000
Plant Key Colony (90.0)10$1,849,000$1,849,000

What the fourth bedroom costs

The answer block above compares the median asking price of four-plus-bedroom homes with the median of everything else listed in the city; the gap is what the extra room, and usually the extra square footage and lot, is priced at today. Compare on price per square foot, not price alone: a four-bedroom home at 2,000 square feet and one at 2,800 are different purchases, and the MLS square footage on each listing page makes that comparison in seconds. Newer subdivisions tend to deliver four bedrooms in less square footage than older ones; the community pages show year-built ranges so you can see which is which.

Questions to ask about any four-bedroom listing

Is the fourth bedroom a true bedroom with a closet and window, or a converted den, garage bay or bonus room? Are the bedrooms split (owner’s suite away from the others) or all on one side? Is there a second full bath near the secondary bedrooms? What does the seller pay for insurance and, in an HOA community, what do the dues cover? A local agent who works the area will know which builders’ four-bedroom plans hold their value.

Common questions

How many homes with four or more bedrooms are for sale in Plantation Key?
As of October 2, 2026, 38 Plantation Key, FL listings whose MLS record reports four or more bedrooms are active or pending, across 16 communities. The count updates with every MLS refresh.
What do 4-bedroom homes cost in Plantation Key?
The median asking price today is $4,522,500, with listings from $745,000 to $40,000,000. Plantation Key listings without that feature have a median of $999,000.
Which Plantation Key community has the most 4-bedroom homes for sale?
Venetian Shores (86.0) has the most right now (11), followed by Indian Waterways (89.0) (4), Pearl City (89.0) (3), Misc Plantation Key (85.0) (3).
How much more does a 4-bedroom home cost?
It depends on the city and the age of the housing stock. The answer block on this page states today’s median asking price for four-plus-bedroom homes next to the median for other listings in the same city, and each listing page shows square footage so you can compare on a per-square-foot basis.

Keep exploring Plantation Key

4-Bedroom Homes in nearby Monroe County cities

Live data: floridakeys, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Plantation Key, FL whose MLS record reports four or more bedrooms. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate.

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