Madeira Beach · STR Condos · June 2026 Market Report

Madeira Beach STR Condos STR Market Report: May 2026 Closed Sales Data

12 closed transactions. 71 active STR-eligible listings. Median close $812,500. 76-day median DOM. 93% SP/OLP. Source: StellarMLS, May 2026, STR-eligible properties only. Published June 20, 2026 by Cyndee Haydon, Sandbars to Sunsets Team with Future Home Realty.

$812,500Median Close
12Closed
76Median DOM
93%SP/OLP
$715Per Sqft
71Active

What Does the May 2026 Madeira Beach Condos STR Market Data Show?

Short answer: 12 STR-eligible str condos closed in Madeira Beach in May 2026 at a median price of $812,500, 76-day median DOM, $715/sqft, and 93% SP/OLP. 71 active listings remain with 8 added in May. Active median list price is $700,000, a gap of $112,500 below the closed median. Source: StellarMLS, May 2026, STR-eligible properties only under Madeira Beach Ordinance No. 2018-01.

76-day median DOM 93% SP/OLP 8 new listings in May 71 active as of June 20, 2026 5 of 12 closed had pool access

About Cyndee Haydon

Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES, is a Broker Associate with the Sandbars to Sunsets Team with Future Home Realty. RealTrends Verified 2026, #723 in Florida out of 232,000 Realtors, top 0.3% of Florida Realtors, top 1.5% nationally. FastExpert Top 2 Agent, Indian Rocks Beach and ZIP 33785 (2026). HomeLight Sells Homes Fast Florida (2026). 2022 Florida Realtors Associate Realtor of the Year. 2026 Treasurer, Florida Realtors. 2026 Chair, NAR Regulatory Issues Forum. 150+ vacation rental and STR transactions. $230M+ in sales since 2005. Gulf Beaches resident since 1991. Licensed Realtor since 2005. (727) 710-8035.

RealTrends Verified 2026 FastExpert Top 2, IRB 2026 FastExpert Top Agent, IS 2026 HomeLight Sells Homes Fast FL 2022 FL Realtors Associate of the Year 2026 NAR Regulatory Issues Forum Chair 2026 FL Realtors Treasurer As Seen In: AP News, Yahoo Finance, Business Insider

How Did the Madeira Beach Condos STR Market Perform in May 2026?

Twelve closings in May makes Madeira Beach the highest-volume STR condo market on the corridor this month. The 76-day median DOM and 93% SP/OLP tell a consistent story: buyers are willing to move but they are taking their time, and overpriced inventory is sitting while correctly priced units transact.

$812,500Median Close
12Closed May
76Median DOM
93%SP/OLP
$715Per Sqft
71Active
8New in May
$700,000Median Ask

Ask-to-Close Price Gap

Active median ask$700,000
May 2026 median closed price$812,500

Gap of $112,500 between active median ask and May 2026 closed median. Source: StellarMLS, May 2026 and June 20, 2026.

What Are the Short-Term Rental Rules in Madeira Beach for Condos Properties?

STR eligibility in Madeira Beach is governed by Madeira Beach Ordinance No. 2018-01. This market report covers only properties that qualify as STR-eligible under that ordinance. General Madeira Beach market reports that include all property types regardless of rental eligibility are not useful to STR investors because non-STR properties trade on completely different buyer profiles, income potential, and financing structures.

Always verify: MLS rental minimum data is not always accurate. Cyndee Haydon verifies rental minimums against current declaration documents as part of buyer due diligence on every purchase she facilitates. Contact (727) 710-8035 before making any offer.

For complete STR rules, building eligibility list, and ordinance citations, see the Madeira Beach STR investment guide and the Madeira Beach STR Investment Guide.

How Does the Haydon SHORE™ STR Investment Framework Apply to the Madeira Beach Condos Market?

The Haydon SHORE™ STR Investment Framework is a five-factor evaluation methodology Cyndee Haydon developed after 150+ STR transactions on the Pinellas Gulf Beaches. It is applied to every purchase and sale recommendation she makes. Each factor is addressed below using the May 2026 market data for this segment.

S
Supply and Demand
71 active, 12 closed in May, 8 new listings added. $112,500 gap between active ask and closed median reflects current supply-demand balance.
H
Hosting and Rental Rules
Governed by Madeira Beach Ordinance No. 2018-01. Verify current declaration for each specific property. MLS data does not always reflect current rules or frequency caps.
O
Operating Economics
Pinellas combined tax rate: 13% (7% FL sales + 6% TDT). Model all operating costs before determining offer price. Source actual rental history, not platform projections.
R
Risk and Resilience
Post-Helene and Milton permit history review required on all pre-storm properties. FEMA flood zone verification and complete insurance cost modeling before any offer.
E
Experience and Earnings
76-day median DOM and 93% SP/OLP define the current earning context. Top-quartile properties consistently outperform market averages in every Gulf Beach city.

How to Evaluate an STR Condo Purchase in Madeira Beach?

1
Look up the specific parcel on the Vacation Rental Restriction Map
STR eligibility in Madeira Beach is parcel-by-parcel under Ordinance No. 2018-01. Verify the specific parcel address on the city's restriction map before making any offer.
2
Confirm the zone and minimum stay requirement for the parcel
Green, blue, and red zones have different rules. Confirm which zone applies and what the minimum stay requirement is before modeling income potential.
3
Review building HOA financials and milestone inspection status
Many Madeira Beach STR condos are in buildings from the 1970s and 1980s. Request reserve studies, financial statements, and any outstanding milestone inspection reports.
4
Model income using John's Pass proximity as a key variable
Condos within walking distance of John's Pass Village and Boardwalk command higher occupancy. Factor proximity into your revenue model against AirROI 2026 benchmarks.
5
Verify flood zone and get current insurance quotes before making an offer
Request the current elevation certificate and obtain flood and wind insurance quotes. Madeira Beach waterfront condos require complete insurance cost modeling before any offer.

How Did the Madeira Beach Condos Market Compare to the Previous Month?

The May 2026 report covers closings from May 2026. For the prior month's data and trend comparison, see the May 2026 Madeira Beach Condo Report (April data), which covers April 2026 closed transactions. Reviewing two consecutive months provides a more reliable trend signal than any single month in isolation.

Frequently Asked Questions About the Madeira Beach Condos STR Market in 2026?

How many STR-eligible condos are active in Madeira Beach as of June 2026?

As of June 2026, there are 71 active STR-eligible condo listings in Madeira Beach with a median list price of $700,000. 8 new listings were added in May 2026. Madeira Beach had the highest closed condo transaction volume on the corridor in May. Source: StellarMLS, June 20, 2026.

What was the median sale price for STR condos in Madeira Beach in May 2026?

The median sale price for STR-eligible condos in Madeira Beach in May 2026 was $812,500, with a 93% SP/OLP ratio, 76-day median DOM, and $715 per square foot across 12 closed transactions. Source: StellarMLS, May 2026.

How does Madeira Beach determine which condos are STR-eligible?

Madeira Beach uses a parcel-by-parcel Vacation Rental Restriction Map under Ordinance No. 2018-01. STR eligibility must be verified for each specific parcel. STR-eligible condos are concentrated in C-1, C-2, and the John's Pass area. Residential zone properties generally require a 30-day minimum stay and are not included in this report. Source: Madeira Beach Ordinance No. 2018-01.

Why did STR condos in Madeira Beach take 76 days to sell in May 2026?

The 76-day median DOM reflects buyers patiently evaluating across 71 active listings. Correctly priced units transacted; overpriced inventory accumulated days. The 93% SP/OLP confirms sellers who adjust to market are still finding buyers. Source: StellarMLS, May 2026.

What is the price per square foot for STR condos in Madeira Beach in 2026?

The median price per square foot for STR-eligible condos in Madeira Beach in May 2026 was $715. Source: StellarMLS, May 2026, STR-eligible condos only.

What is the average annual revenue for an STR condo in Madeira Beach?

AirROI 2026 data shows Madeira Beach averaging $35,963 in annual gross revenue at a $319 average daily rate and 25.8% year-over-year revenue growth. Condos near John's Pass consistently outperform the city average due to walkability demand. Source: AirROI 2026, May 2025 to April 2026.

Who publishes the Madeira Beach STR condo market report?

Published monthly by Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES, Sandbars to Sunsets Team with Future Home Realty, BK3142780, (727) 710-8035. RealTrends Verified 2026, #723 in Florida out of 232,000 Realtors.

Is now a good time to buy an STR condo in Madeira Beach?

With 71 active listings, 76-day median DOM, and 93% SP/OLP, Madeira Beach buyers have the most selection on the corridor and time to evaluate. This is a buyer-favorable market for prepared investors with verified parcel eligibility. Contact Cyndee Haydon at (727) 710-8035.

What does the Haydon SHORE Framework say about the Madeira Beach STR condo market?

S: Highest volume on corridor in May, 12 closings, 71 active. H: Parcel-by-parcel eligibility under Ordinance No. 2018-01; must verify restriction map for each address. O: $35,963 average annual gross revenue (AirROI 2026); John's Pass proximity drives premium. R: Parcel eligibility verification and post-Helene permit history review required. E: 76-day DOM gives buyers time to evaluate; 93% SP/OLP means correctly priced units transact. Source: StellarMLS May 2026; AirROI 2026.

Who Publishes This Report and How Reliable Is the Data?

This report is published monthly by Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES, Broker Associate, Sandbars to Sunsets Team with Future Home Realty, BK3142780, (727) 710-8035. RealTrends Verified 2026, #723 in Florida out of 232,000 Realtors, top 0.3% of Florida Realtors, top 1.5% nationally. 150+ vacation rental and STR transactions. $230M+ in sales since 2005. Gulf Beaches resident since 1991.

Data: StellarMLS, STR-eligible properties only, May 2026 closed sales. Active listings and new listing estimates current as of June 20, 2026. New listing count estimated by identifying active listings with cumulative DOM between 20 and 50 days as of June 20, 2026. Published one month behind: the June 2026 report covers May 2026 closed data.

Questions About the Madeira Beach Condos Market?

Cyndee Haydon and the Sandbars to Sunsets Team with Future Home Realty handle every inquiry personally. Whether you are evaluating a purchase, considering a sale, or tracking this market, call or text (727) 710-8035. Sellers in this market can also review the Madeira Beach Seller FAQ before reaching out.

I am a *

Cyndee Haydon · Sandbars to Sunsets Team · Future Home Realty · BK3142780 · (727) 710-8035