Luxury Homes for Sale in Madeira Beach, FL

The luxury market in Madeira Beach starts at $1,230,000 — 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.

34 luxury homes are for sale in Madeira Beach, FL at $1,230,000 and up — median asking $1,948,594, the top listing at $5,900,000, $974 per square foot. 18 homes closed above $1,230,000 in the last 12 months at a median of $2,799,000. 71% of the luxury inventory is waterfront; 53% is new construction. Median days on market: 126.

Newest luxury listings in Madeira Beach

556 Johns Pass Avenue, luxury home for sale in Madeira Beach
$1,490,000 New
3 bd · 3.5 ba · 2,020 sq ft · built 1963
556 Johns Pass Avenue, 33708
crystal island
Listing courtesy of CENTURY 21 BEGGINS
15462 Gulf Boulevard #1006, luxury home for sale in Madeira Beach
$1,849,000
3 bd · 2 ba · 1,725 sq ft · built 1978
15462 Gulf Boulevard #1006, 33708
Surfside Tower Condo
Listing courtesy of CENTURY 21 BEGGINS
836 Bay Point Drive, luxury home for sale in Madeira Beach
$4,750,000
5 bd · 5 ba · 4,711 sq ft · built 2025
836 Bay Point Drive, 33708
Bay Point Estates St Petersburg
Listing courtesy of THE TONI EVERETT COMPANY
544 Lillian Drive, luxury home for sale in Madeira Beach
$1,400,000
3 bd · 2 ba · 2,194 sq ft · built 1961
544 Lillian Drive, 33708
Crystal Island
Listing courtesy of CHARLES RUTENBERG REALTY INC
15394 2Nd Street, luxury home for sale in Madeira Beach
$1,300,000
3 bd · 3 ba · 2,074 sq ft · built 1989
15394 2Nd Street, 33708
Lone Palm Beach
Listing courtesy of PRISTINE FLORIDA PROPERTIES LLC
445 129Th Avenue, luxury home for sale in Madeira Beach
$5,900,000
5 bd · 5.5 ba · 5,677 sq ft · built 2026
445 129Th Avenue, 33708
Listing courtesy of COLDWELL BANKER REALTY
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
13655 Gulf Boulevard #401, luxury home for sale in Madeira Beach
$3,075,000
3 bd · 3.5 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
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
3 bd · 2 ba · 1,512 sq ft · built 2026
13655 Gulf Boulevard #302, 33708
Listing courtesy of CENTURY 21 BE3
817 Bay Point Drive, luxury home for sale in Madeira Beach
$3,490,000
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
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
325 140Th Avenue, luxury home for sale in Madeira Beach
$3,500,000
4 bd · 4.5 ba · 3,996 sq ft · built 2027
325 140Th Avenue, 33708
Gulf Shores
Listing courtesy of SHORE PROPERTY GROUP
14184 W Parsley Drive, luxury home for sale in Madeira Beach
$2,500,000
4 bd · 4.5 ba · 3,239 sq ft · built 2027
14184 W Parsley Drive, 33708
Gulf Shores
Listing courtesy of SHORE PROPERTY GROUP
14085 W Parsley, luxury home for sale in Madeira Beach
$1,350,000
4 bd · 4 ba · 2,628 sq ft · built 2026
14085 W Parsley, 33708
Listing courtesy of GULFSIDE REALTY SALES
14048 Gulf Boulevard #201, luxury home for sale in Madeira Beach
$2,729,000
2 bd · 3 ba · 2,330 sq ft · built 2026
14048 Gulf Boulevard #201, 33708
Gulf Shores
Listing courtesy of SMITH & ASSOCIATES REAL ESTATE
14048 Gulf Boulevard #302, luxury home for sale in Madeira Beach
$2,725,000
2 bd · 3 ba · 1,791 sq ft · built 2026
14048 Gulf Boulevard #302, 33708
Gulf Shores
Listing courtesy of SMITH & ASSOCIATES REAL ESTATE
503 Johns Pass Avenue, luxury home for sale in Madeira Beach
$2,549,999
4 bd · 3 ba · 3,072 sq ft · built 1984
503 Johns Pass Avenue, 33708
crystal island
Listing courtesy of REALTY EXPERTS
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
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
400 150Th Avenue #504, luxury home for sale in Madeira Beach
$1,230,000
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
583 Crystal Drive, luxury home for sale in Madeira Beach
$2,550,000
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

The most expensive homes for sale in Madeira Beach

ListingAskingSq ft$ / sq ftCommunity
445 129Th Avenue$5,900,0005,677$1,039—
836 Bay Point Drive$4,750,0004,711$1,008Bay Point Estates St Petersburg
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
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
14048 Gulf Boulevard #402$2,779,0001,791$1,552Gulf Shores
14048 Gulf Boulevard #201$2,729,0002,330$1,171Gulf Shores

Where the luxury inventory is

CommunityLuxury listingsMedian asking
crystal island6$2,550,000
Gulf Shores3$2,729,000
Sereno Condo2$2,675,000
Bay Point Estates St Petersburg2$4,120,000
Gulf Shores2$2,895,000
Residences At Town Center Condo1$1,230,000
Lone Palm Beach1$1,300,000
Crystal Island1$1,400,000
Surfside Tower Condo1$1,849,000
Madeira Towers Condo1$1,460,300
Gulf Shores1$2,500,000

Luxury inventory by price

BandFor saleShare
$1,230,000–$1,500,000721%
$1,500,000–$2,000,0001132%
$2,000,000–$3,000,000824%
$3,000,000–$5,000,000721%
$5,000,000+13%

How to read this

Luxury is defined here as asking prices at or above $1,230,000. Counts, medians and closings come from active and closed MLS listings as of October 24, 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?

34 homes are listed at $1,230,000 or more in Madeira Beach, FL as of October 24, 2026, with a median asking price of $1,948,594.

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 $2,799,000.

Which Madeira Beach communities have the most luxury listings?

crystal island (6), Gulf Shores (3), Sereno Condo (2), Bay Point Estates St Petersburg (2), Gulf Shores (2), Residences At Town Center Condo (1).