Luxury Homes for Sale in Madeira Beach, FL

The luxury market in Madeira Beach starts at $1,090,000 — 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 luxury communities in Pinellas County.

31 luxury homes are for sale in Madeira Beach, FL at $1,090,000 and up — median asking $1,898,594, the top listing at $5,900,000, $886 per square foot. 19 homes closed above $1,090,000 in the last 12 months at a median of $1,700,000. 71% of the luxury inventory is waterfront; 42% is new construction. Median days on market: 98.

Newest luxury listings in Madeira Beach

445 129Th Avenue, luxury home for sale in Madeira Beach
$5,900,000 New
5 bd · 5.5 ba · 5,677 sq ft · built 2026
445 129Th Avenue, 33708
Listing courtesy of COLDWELL BANKER REALTY
13655 Gulf Boulevard #401, luxury home for sale in Madeira Beach
$3,075,000 New
3 bd · 2.5 ba · 3,110 sq ft · built 2026
13655 Gulf Boulevard #401, 33708
Listing courtesy of CENTURY 21 BE3
13655 Gulf Boulevard #201, luxury home for sale in Madeira Beach
$1,675,000 New
2 bd · 2 ba · 1,677 sq ft · built 2026
13655 Gulf Boulevard #201, 33708
Listing courtesy of CENTURY 21 BE3
13655 Gulf Boulevard #302, luxury home for sale in Madeira Beach
$1,525,000 New
3 bd · 2 ba · 1,512 sq ft · built 2026
13655 Gulf Boulevard #302, 33708
Listing courtesy of CENTURY 21 BE3
544 Lillian Drive, luxury home for sale in Madeira Beach
$1,400,000 New
3 bd · 2 ba · 2,194 sq ft · built 1961
544 Lillian Drive, 33708
Crystal Island
Listing courtesy of CHARLES RUTENBERG REALTY INC
325 140Th Avenue, luxury home for sale in Madeira Beach
$3,500,000 New
4 bd · 4.5 ba · 3,996 sq ft · built 2016
325 140Th Avenue, 33708
Gulf Shores
Listing courtesy of SHORE PROPERTY GROUP
817 Bay Point Drive, luxury home for sale in Madeira Beach
$3,490,000 New
6 bd · 4 ba · 3,927 sq ft · built 2027
817 Bay Point Drive, 33708
Bay Point Estates St Petersburg
Listing courtesy of PINEYWOODS REALTY LLC
15394 2Nd Street, luxury home for sale in Madeira Beach
$1,300,000 New
3 bd · 3 ba · 2,074 sq ft · built 1989
15394 2Nd Street, 33708
Lone Palm Beach
Listing courtesy of PRISTINE FLORIDA PROPERTIES LLC
506 Crystal Drive, luxury home for sale in Madeira Beach
$3,395,000
5 bd · 4.5 ba · 4,118 sq ft · built 2026
506 Crystal Drive, 33708
crystal island
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
15208 Gulf Boulevard #601, luxury home for sale in Madeira Beach
$3,000,000
4 bd · 3.5 ba · 3,400 sq ft · built 2005
15208 Gulf Boulevard #601, 33708
Sereno Condo
Listing courtesy of DOIRON REALTY INC
15208 Gulf Boulevard #404, luxury home for sale in Madeira Beach
$2,350,000
3 bd · 3.5 ba · 2,760 sq ft · built 2005
15208 Gulf Boulevard #404, 33708
Sereno Condo
Listing courtesy of PREMIER SOTHEBY'S INTL REALTY
14184 W Parsley Drive, luxury home for sale in Madeira Beach
$2,500,000
4 bd · 1.5 ba · 3,239 sq ft · built 2027
14184 W Parsley Drive, 33708
Gulf Shores
Listing courtesy of SHORE PROPERTY GROUP
15405 Gulf Boulevard #B2, luxury home for sale in Madeira Beach
$1,150,000
5 bd · 4 ba · 2,706 sq ft · built 2025
15405 Gulf Boulevard #B2, 33708
Listing courtesy of NEXTHOME LUXE COASTAL
13155 Boca Ciega Avenue, luxury home for sale in Madeira Beach
$1,100,000
3 bd · 2 ba · 1,818 sq ft · built 1973
13155 Boca Ciega Avenue, 33708
Pages Rep Of Mitchells Beach
Listing courtesy of MINARET REALTY
503 Johns Pass Avenue, luxury home for sale in Madeira Beach
$2,599,000
4 bd · 3 ba · 3,072 sq ft · built 1984
503 Johns Pass Avenue, 33708
crystal island
Listing courtesy of REALTY EXPERTS
400 150Th Avenue #504, luxury home for sale in Madeira Beach
$1,270,000
3 bd · 3 ba · 1,978 sq ft · built 2024
400 150Th Avenue #504, 33708
Residences At Town Center Condo
Listing courtesy of COLDWELL BANKER REALTY
562 Johns Pass Avenue, luxury home for sale in Madeira Beach
$1,150,000
3 bd · 2 ba · 1,337 sq ft · built 1976
562 Johns Pass Avenue, 33708
crystal island
Listing courtesy of GORDON REALTY HOUSE
551 Crystal Drive, luxury home for sale in Madeira Beach
$1,299,000
3 bd · 3 ba · 2,436 sq ft · built 1960
551 Crystal Drive, 33708
crystal island
Listing courtesy of ACTION REALTY OF TAMPA BAY INC
14077 N Bayshore Drive, luxury home for sale in Madeira Beach
$2,290,000
3 bd · 2 ba · 2,301 sq ft · built 2019
14077 N Bayshore Drive, 33708
Gulf Shores
Listing courtesy of CENTURY 21 JIM WHITE & ASSOC
352 145Th Avenue, luxury home for sale in Madeira Beach
$3,299,000
4 bd · 4 ba · 3,722 sq ft · built 2024
352 145Th Avenue, 33708
Madeira Shores
Listing courtesy of LISTWITHFREEDOM.COM
583 Crystal Drive, luxury home for sale in Madeira Beach
$2,695,000
4 bd · 4 ba · 3,614 sq ft · built 1959
583 Crystal Drive, 33708
crystal island
Listing courtesy of RE/MAX ACTION FIRST OF FLORIDA
15000 Madeira Way #541, luxury home for sale in Madeira Beach
$1,948,594
1 bd · 1 ba · 804 sq ft · built 2026
15000 Madeira Way #541, 33708
Listing courtesy of CENTURY 21 BEGGINS
15000 Madeira Way #727, luxury home for sale in Madeira Beach
$1,948,594
1 bd · 1 ba · 818 sq ft · built 2026
15000 Madeira Way #727, 33708
Listing courtesy of CENTURY 21 BEGGINS
15000 Madeira Way #643, luxury home for sale in Madeira Beach
$1,898,594
1 bd · 1 ba · 675 sq ft · built 2026
15000 Madeira Way #643, 33708
Listing courtesy of CENTURY 21 BEGGINS
15000 Madeira Way #701, luxury home for sale in Madeira Beach
$1,898,594
1 bd · 1 ba · 814 sq ft · built 2026
15000 Madeira Way #701, 33708
Listing courtesy of CENTURY 21 BEGGINS
15000 Madeira Way #503, luxury home for sale in Madeira Beach
$1,898,594
1 bd · 1 ba · 793 sq ft · built 2026
15000 Madeira Way #503, 33708
Listing courtesy of CENTURY 21 BEGGINS
15000 Madeira Way #705, luxury home for sale in Madeira Beach
$1,898,594
1 bd · 1 ba · 702 sq ft · built 2026
15000 Madeira Way #705, 33708
Listing courtesy of CENTURY 21 BEGGINS
15000 Madeira Way #502, luxury home for sale in Madeira Beach
$1,898,594
1 bd · 1 ba · 755 sq ft · built 2026
15000 Madeira Way #502, 33708
Listing courtesy of CENTURY 21 BEGGINS
582 Johns Pass Avenue, luxury home for sale in Madeira Beach
$3,199,000
6 bd · 5.5 ba · 4,255 sq ft · built 1968
582 Johns Pass Avenue, 33708
crystal island
Listing courtesy of CENTURY 21 BEGGINS
14950 Gulf Boulevard #503, luxury home for sale in Madeira Beach
$1,150,000
2 bd · 2 ba · 1,225 sq ft · built 1980
14950 Gulf Boulevard #503, 33708
Ocean Sands One
Listing courtesy of COASTAL PROPERTIES GROUP

The most expensive homes for sale in Madeira Beach

ListingAskingSq ft$ / sq ftCommunity
445 129Th Avenue$5,900,0005,677$1,039—
325 140Th Avenue$3,500,0003,996$876Gulf Shores
817 Bay Point Drive$3,490,0003,927$889Bay Point Estates St Petersburg
506 Crystal Drive$3,395,0004,118$824crystal island
352 145Th Avenue$3,299,0003,722$886Madeira Shores
582 Johns Pass Avenue$3,199,0004,255$752crystal island
13655 Gulf Boulevard #401$3,075,0003,110$989—
15208 Gulf Boulevard #601$3,000,0003,400$882Sereno Condo
583 Crystal Drive$2,695,0003,614$746crystal island
503 Johns Pass Avenue$2,599,0003,072$846crystal island

Where the luxury inventory is

CommunityLuxury listingsMedian asking
crystal island6$2,647,000
Sereno Condo2$2,675,000
Gulf Shores2$2,895,000
Pages Rep Of Mitchells Beach1$1,100,000
Ocean Sands One1$1,150,000
Residences At Town Center Condo1$1,270,000
Lone Palm Beach1$1,300,000
Madeira Shores1$3,299,000
Crystal Island1$1,400,000
Madeira Towers Condo1$1,460,300
Gulf Shores1$2,500,000
Bay Point Estates St Petersburg1$3,490,000

Luxury inventory by price

BandFor saleShare
$1,090,000–$1,500,000929%
$1,500,000–$2,000,000929%
$2,000,000–$3,000,000516%
$3,000,000–$5,000,000723%
$5,000,000+13%

How to read this

Luxury is defined here as asking prices at or above $1,090,000. Counts, medians and closings come from active and closed MLS listings as of October 5, 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 126 homes for sale in Madeira Beach and what $1M buys across Pinellas County.

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Common questions

How many luxury homes are for sale in Madeira Beach?

31 homes are listed at $1,090,000 or more in Madeira Beach, FL as of October 5, 2026, with a median asking price of $1,898,594.

What is the most expensive home for sale in Madeira Beach?

The highest asking price right now is $5,900,000. The median luxury closing over the last 12 months was $1,700,000.

Which Madeira Beach communities have the most luxury listings?

crystal island (6), Sereno Condo (2), Gulf Shores (2), Pages Rep Of Mitchells Beach (1), Ocean Sands One (1), Residences At Town Center Condo (1).