4 Bedroom Homes for Sale in Madeira Beach, FL

Four bedrooms is the most-searched size in most Florida and Georgia markets. This page tracks every Madeira Beach 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.

16 homes with four or more bedrooms are for sale or pending in Madeira Beach, FL today across 11 communities. The median asking price is $2,647,000, from $585,000 to $5,900,000. Listings in Madeira Beach without that feature have a median of $692,000. Most listings right now: Williams Bill Madeira Harbor Sub 3Rd Add (2), Crystal Island (2), Crystal Island 2Nd Add (2). Updated October 2, 2026 from the MLS.

Live 4-bedroom homes in Madeira Beach: the listings

13 active listings match today (12% of Madeira Beach inventory), median asking $3,000,000, $824/sq ft, median 22 days on market. Photo cards link to the listing; refreshed nightly.

Newest 4-bedroom homes in Madeira Beach

445 129Th Avenue, 4-bedroom 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
325 140Th Avenue, 4-bedroom 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, 4-bedroom 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
506 Crystal Drive, 4-bedroom 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, 4-bedroom 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
14184 W Parsley Drive, 4-bedroom 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, 4-bedroom 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
10132 Grand Oak Circle, 4-bedroom for sale in Madeira Beach
$585,000
4 bd · 3 ba · 2,217 sq ft · built 2016
10132 Grand Oak Circle, 33708
Cove At Bay Pines
Listing courtesy of BRIGHT REALTY GROUP LLC
503 Johns Pass Avenue, 4-bedroom 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
13290 3Rd Street, 4-bedroom for sale in Madeira Beach
$799,000
4 bd · 3.5 ba · 2,340 sq ft · built 1948
13290 3Rd Street, 33708
Pages Rep Of Mitchells Beach
Listing courtesy of DALTON WADE INC
352 145Th Avenue, 4-bedroom 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, 4-bedroom 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
582 Johns Pass Avenue, 4-bedroom 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

The most expensive 4-bedroom homes in Madeira Beach

ListingAskingSq ftCommunity
445 129Th Avenue$5,900,0005,677—
325 140Th Avenue$3,500,0003,996Gulf Shores
817 Bay Point Drive$3,490,0003,927Bay Point Estates St Petersburg
506 Crystal Drive$3,395,0004,118crystal island
352 145Th Avenue$3,299,0003,722Madeira Shores
582 Johns Pass Avenue$3,199,0004,255crystal island
15208 Gulf Boulevard #601$3,000,0003,400Sereno Condo
583 Crystal Drive$2,695,0003,614crystal island
503 Johns Pass Avenue$2,599,0003,072crystal island
14184 W Parsley Drive$2,500,0003,239Gulf Shores

4-Bedroom Homes by price

BandFor saleShare
$500K–$750K18%
$750K–$1M18%
$1M+1185%

Madeira Beach 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
Williams Bill Madeira Harbor Sub 3Rd Add21$3,550,000$1,200,000
Crystal Island21$3,045,000$2,695,000
Crystal Island 2Nd Add20$2,899,000$2,599,000
Bay Point Estates 2Nd Add21$2,640,000$1,790,000
Cove At Bay Pines20$682,500$585,000
Gulf Shores 3Rd Add Rep10$3,500,000$3,500,000
Madeira Shores 1St Add10$3,299,000$3,299,000
Sereno Condo10$3,000,000$3,000,000
Gulf Shores 6Th Add10$2,500,000$2,500,000
Azul Twnhms Condo10$1,150,000$1,150,000
Pages Rep Of Mitchells Beach10$799,000$799,000

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 Madeira Beach?
As of October 2, 2026, 16 Madeira Beach, FL listings whose MLS record reports four or more bedrooms are active or pending, across 11 communities. The count updates with every MLS refresh.
What do 4-bedroom homes cost in Madeira Beach?
The median asking price today is $2,647,000, with listings from $585,000 to $5,900,000. Madeira Beach listings without that feature have a median of $692,000.
Which Madeira Beach community has the most 4-bedroom homes for sale?
Williams Bill Madeira Harbor Sub 3Rd Add has the most right now (2), followed by Crystal Island (2), Crystal Island 2Nd Add (2), Bay Point Estates 2Nd Add (2).
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 Madeira Beach

4-Bedroom Homes in nearby Pinellas County cities

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Madeira Beach, 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.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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