Gated Communities in Madeira Beach, FL: Homes for Sale

This page tracks every Madeira Beach listing whose MLS record reports a gated community (manned gate, unmanned gate or security gate), by community, with live counts and asking prices, and the fee questions that come with the gate.

26 homes in gated communities are for sale or pending in Madeira Beach, FL today across 7 communities. The median asking price is $398,950, from $274,500 to $5,900,000. Listings in Madeira Beach without that feature have a median of $815,000. Most listings right now: Madeira Beach Yacht Club Condo (19), Kapok Grand (2), Williams Bill Madeira Harbor Sub 3Rd Add (1). Updated September 28, 2026 from the MLS.

Live gated community homes in Madeira Beach: the listings

21 active listings carry the flag today (19% of Madeira Beach inventory), median asking $399,000, $528/sq ft, median 88 days on market. Photo cards link to the listing; refreshed nightly.

Newest gated community homes in Madeira Beach

179 Medallion Boulevard #H, gated community for sale in Madeira Beach
$369,000 New
1 bd · 1.5 ba · 755 sq ft · built 1973
179 Medallion Boulevard #H, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of WATERFRONT REALTY TAMPABAY
159 Medallion Boulevard #F, gated community for sale in Madeira Beach
$325,000 New
1 bd · 1 ba · 430 sq ft · built 1973
159 Medallion Boulevard #F, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION
230 Medallion Boulevard #F, gated community for sale in Madeira Beach
$359,000
2 bd · 1 ba · 825 sq ft · built 1973
230 Medallion Boulevard #F, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of RE/MAX PREFERRED
179 Medallion Boulevard #D, gated community for sale in Madeira Beach
$317,900
1 bd · 1 ba · 430 sq ft · built 1973
179 Medallion Boulevard #D, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of SUN BEACH PROPERTIES
15208 Gulf Boulevard #404, gated community 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
320 Medallion Boulevard #H, gated community for sale in Madeira Beach
$349,000
2 bd · 1 ba · 915 sq ft · built 1973
320 Medallion Boulevard #H, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of CENTURY 21 RE CHAMPIONS
175 Medallion Boulevard #F, gated community for sale in Madeira Beach
$324,900
1 bd · 1.5 ba · 755 sq ft · built 1973
175 Medallion Boulevard #F, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of THE SEASIDE REAL ESTATE STORE
315 Medallion Boulevard #H, gated community for sale in Madeira Beach
$585,000
2 bd · 1.5 ba · 1,040 sq ft · built 1973
315 Medallion Boulevard #H, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of SUN BEACH PROPERTIES
10132 Grand Oak Circle, gated community 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
230 Medallion Boulevard #D, gated community for sale in Madeira Beach
$448,000
2 bd · 1 ba · 750 sq ft · built 1973
230 Medallion Boulevard #D, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of NORTHGROUP REAL ESTATE, INC
155 Medallion Boulevard #E, gated community for sale in Madeira Beach
$300,000
1 bd · 1 ba · 430 sq ft · built 1973
155 Medallion Boulevard #E, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of FOREVER FLORIDA REAL ESTATE
400 150Th Avenue #504, gated community 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
215 Medallion Boulevard #G, gated community for sale in Madeira Beach
$470,000
1 bd · 1.5 ba · 755 sq ft · built 1973
215 Medallion Boulevard #G, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of HONEST REAL ESTATE COMPANY
179 Medallion Boulevard #E, gated community for sale in Madeira Beach
$399,000
1 bd · 1.5 ba · 755 sq ft · built 1973
179 Medallion Boulevard #E, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of COLDWELL BANKER REALTY
169 Medallion Boulevard #E, gated community for sale in Madeira Beach
$319,900
1 bd · 1.5 ba · 755 sq ft · built 1973
169 Medallion Boulevard #E, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of COASTAL PROPERTIES GROUP INTERNATIONAL
337 Rex Place #A, gated community for sale in Madeira Beach
$389,900
2 bd · 2 ba · 1,090 sq ft · built 1973
337 Rex Place #A, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of LPT REALTY, LLC
315 Medallion Boulevard #F, gated community for sale in Madeira Beach
$565,000
2 bd · 1.5 ba · 1,040 sq ft · built 1973
315 Medallion Boulevard #F, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of HONEST REAL ESTATE COMPANY
11273 Kapok Grand Circle, gated community for sale in Madeira Beach
$399,900
3 bd · 2.5 ba · 1,524 sq ft · built 2002
11273 Kapok Grand Circle, 33708
Kapok Grand
Listing courtesy of CENTURY 21 RE CHAMPIONS
315 Medallion Boulevard #E, gated community for sale in Madeira Beach
$549,000
2 bd · 2 ba · 1,040 sq ft · built 1973
315 Medallion Boulevard #E, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of PINEYWOODS REALTY LLC
337 Rex Place #G, gated community for sale in Madeira Beach
$597,000
2 bd · 2 ba · 1,040 sq ft · built 1973
337 Rex Place #G, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of PRISTINE FLORIDA PROPERTIES LLC
317 Rex Place #G, gated community for sale in Madeira Beach
$395,000
2 bd · 1.5 ba · 1,040 sq ft · built 1973
317 Rex Place #G, 33708
Madeira Beach Yacht Club Condo
Listing courtesy of CENTURY 21 EXECUTIVE TEAM

The most expensive gated community homes in Madeira Beach

ListingAskingSq ftCommunity
15208 Gulf Boulevard #404$2,350,0002,760Sereno Condo
400 150Th Avenue #504$1,270,0001,978Residences At Town Center Condo
337 Rex Place #G$597,0001,040Madeira Beach Yacht Club Condo
315 Medallion Boulevard #H$585,0001,040Madeira Beach Yacht Club Condo
10132 Grand Oak Circle$585,0002,217Cove At Bay Pines
315 Medallion Boulevard #F$565,0001,040Madeira Beach Yacht Club Condo
315 Medallion Boulevard #E$549,0001,040Madeira Beach Yacht Club Condo
215 Medallion Boulevard #G$470,000755Madeira Beach Yacht Club Condo
230 Medallion Boulevard #D$448,000750Madeira Beach Yacht Club Condo
11273 Kapok Grand Circle$399,9001,524Kapok Grand

Gated Community Homes by price

BandFor saleShare
$300K–$500K1467%
$500K–$750K524%
$1M+210%

Madeira Beach gated community homes by community

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

CommunityGated Community HomesNew buildMedian listFrom
Madeira Beach Yacht Club Condo190$369,000$274,500
Kapok Grand20$399,400$398,900
Williams Bill Madeira Harbor Sub 3Rd Add11$5,900,000$5,900,000
Sereno Condo10$2,350,000$2,350,000
Residences At Town Center Condo10$1,270,000$1,270,000
Cove At Bay Pines10$585,000$585,000
Boca Ciega Point East10$462,000$462,000

What the gate costs and what it actually does

A gate is an HOA amenity, so it shows up in dues: an unmanned keypad or transponder gate adds little; a 24-hour manned gate is a six-figure annual staffing line shared by the homeowners, and the roads behind it are usually private, which means the association, not the county, pays to repave them. Ask for the current HOA budget and reserve study, whether the roads are private, and whether a gate or road assessment is pending. The MLS field records the gate, not its staffing, so confirm which kind it is before you value it. Our true cost of ownership calculator puts HOA dues, taxes and insurance into one monthly number.

Questions to ask about any gated-community listing

Is the gate manned, and during what hours? Are the roads private, and what do the reserves look like for repaving? What are the HOA dues today and what did they run three years ago? Is there a CDD or a special assessment on the books? What are the guest-access and delivery rules? A local agent who works the community will know which gates are staffed and which associations are underfunded.

Common questions

How many homes in gated communities are for sale in Madeira Beach?
As of September 28, 2026, 26 Madeira Beach, FL listings whose MLS record reports a gated community are active or pending, across 7 communities. The count updates with every MLS refresh.
What do gated community homes cost in Madeira Beach?
The median asking price today is $398,950, with listings from $274,500 to $5,900,000. Madeira Beach listings without that feature have a median of $815,000.
Which Madeira Beach community has the most gated community homes for sale?
Madeira Beach Yacht Club Condo has the most right now (19), followed by Kapok Grand (2), Williams Bill Madeira Harbor Sub 3Rd Add (1), Sereno Condo (1).
Are gated communities more expensive to own?
Usually the HOA dues are higher, because the gate, any guard staffing and the private roads behind it are paid for by the homeowners. Home prices vary by community; the table above shows the asking prices in each gated community with listings today, and the HOA figure on each community's own guide shows what the dues actually run.

Keep exploring Madeira Beach

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 a gated community. 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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