Pinellas Gulf Beaches · STR Market Reports · June 2026

June 2026 Gulf Beach STR Corridor Report: May 2026 Closed Sales Across 5 Cities and 8 Market Segments

The only corridor-wide STR market report covering Indian Rocks Beach, Indian Shores, Madeira Beach, Treasure Island, and Redington Beach in a single monthly publication. Data: StellarMLS, STR-eligible properties only. Compiled and interpreted by Cyndee Haydon, Sandbars to Sunsets Team with Future Home Realty.

38Total closed
327Active listings
47New in May
92%Median SP/OLP

How to Read the June 2026 Corridor Snapshot

Short answer: 38 STR-eligible properties closed across the Pinellas Gulf Beach corridor in May 2026, with Indian Shores gulf-front condos moving the fastest (14-day median DOM) and Redington Beach single-family homes showing the longest price discovery (174-day median DOM). Madeira Beach led by transaction volume with 12 closed condos. The corridor-wide sold-to-list ratio of 92% reflects a buyer-favorable market where correctly priced inventory is still moving.

Each card below links to the full market report for that segment. Every report covers closed transaction detail, active listing inventory, Cyndee's market commentary, the Haydon SHOREâ„¢ STR Investment Framework applied to that market, FAQ with short-answer citability boxes, and a contact form. Source: StellarMLS, STR-eligible properties only, May 2026 closed sales.

Indian Rocks Beach 2 segments
Indian Rocks Beach · SFH
Single-Family STR Homes, May 2026
$1,235,000 median close
62 days DOM 89% SP/OLP
9Closed
33Active
$663per sqft

"Nine single-family closings in May is solid activity for this market. Buyers are negotiating hard, with a median SP/OLP of 89%, and the gap between the median active list price of $1,399,900 and the median close of $1,235,000 tells the story. Pool homes with clean permit histories are still the most competitive properties in this segment."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty
This month: Cyndee represented a seller and a buyer in this segment.

Source: StellarMLS, STR-eligible SFH, IRB, May 2026. Active listings as of June 20, 2026. New listings: 5 added in May.

Full IRB Single-Family Report →
Indian Rocks Beach · Condos
STR Condos, May 2026
$615,000 median close
38 days DOM 92% SP/OLP
3Closed
52Active
$764per sqft

"Three closings in May tells you the STR condo buyer is patient and selective right now. The properties that closed did so in 38 days at 92 cents on the dollar, which means well-priced units are still finding buyers. With 52 active listings and a median ask of $579,000, sellers who price with the buyer in mind are the ones getting to the closing table."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible condos, IRB, May 2026. Active listings as of June 20, 2026. New listings: 11 added in May. Active median list price: $579,000.

Full IRB Condo Report →
Indian Shores 2 segments · gulf-front and intracoastal
Indian Shores · Gulf-Front Condos
Gulf-Front STR Condos, May 2026
$1,035,000 median close
14 days DOM — fastest on corridor 95% SP/OLP
3Closed
39Active
$744per sqft

"Three gulf-front closings in May at a 14-day median DOM is the fastest absorption I have seen on this side of the island in 2026. Seagate at $1,060,000 and Sand Castle II at $1,035,000 both moved quickly and both closed at 95 cents on the dollar. Gulf-front buyers with clear criteria are not waiting. The active inventory median of $759,990 tells me there is still opportunity for buyers who do their homework on building eligibility and declaration terms."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible gulf-front condos (even addresses, Gulf Blvd), Indian Shores, May 2026. Active listings as of June 20, 2026. New listings: 2 added in May. Active median list price: $759,990.

Full IS Gulf-Front Report →
Indian Shores · Intracoastal Condos
Intracoastal STR Condos, May 2026
$505,000 median close
50 days DOM 95% SP/OLP
4Closed
37Active
$453per sqft

"Four intracoastal closings in May with a 95% SP/OLP ratio shows buyers and sellers finding agreement on value in this price range. The 50-day median DOM is healthy, not slow. The active median of $499,900 sitting just below the $505,000 closed median means pricing is relatively tight here, which is a more efficient market than most of the corridor right now."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible intracoastal condos (odd addresses, Gulf Blvd), Indian Shores, May 2026. Active listings as of June 20, 2026. New listings: 7 added in May. Active median list price: $499,900.

Full IS Intracoastal Report →
Madeira Beach 1 segment · highest volume this month
Madeira Beach · Condos
STR Condos, May 2026
$812,500 median close
76 days DOM 93% SP/OLP
12Closed
71Active
$715per sqft

"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."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible condos, Madeira Beach, May 2026. Active listings as of June 20, 2026. New listings: 8 added in May. Active median list price: $700,000.

Full Madeira Beach Condo Report →
Treasure Island 1 segment
Treasure Island · Condos
STR Condos, May 2026
$543,000 median close
73 days DOM 92% SP/OLP
3Closed
56Active
$548per sqft

"Three closings in May with a 73-day median DOM reflects a Treasure Island condo market that is moving carefully. The median close of $543,000 against a $509,500 active median is a healthy sign: the inventory that is closing is the better-positioned product. Buyers have options here and they are using them."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible condos, Treasure Island, May 2026. Active listings as of June 20, 2026. New listings: 9 added in May. Active median list price: $509,500.

Full Treasure Island Condo Report →
Redington Beach 2 segments
Redington Beach · Condos
STR Condos, May 2026
1 closed sale — single data point, not a market trend
$1,100,000 single close
49 days DOM 92% SP/OLP
1Closed
13Active
$667per sqft

Data note: One closed condo transaction is not a trend. The Redington Beach STR condo market is small. Use this data point as a directional signal only, and reference multi-month data before drawing conclusions about pricing or velocity.

"One closed condo transaction in May is not a trend, it is a data point. The Redington Beach condo market is small and a single month's data should be read with that context. What it does confirm is that serious buyers are present, with a 92% SP/OLP and 49-day DOM on the one transaction that closed."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible condos, Redington Beach, May 2026. Active listings as of June 20, 2026. New listings: 2 added in May. Active median list price: $619,000.

Full Redington Beach Condo Report →
Redington Beach · SFH
Single-Family STR Homes, May 2026
$755,000 median close
174 days DOM 89% SP/OLP
3Closed
26Active
$325per sqft

"The 174-day median DOM on May's three Redington Beach single-family closings reflects the extended price discovery that has characterized the post-Helene waterfront market. These properties sold at 89 cents on the dollar, and buyers who did their flood zone and permit homework found real value. Sellers who priced realistically found buyers."

Cyndee Haydon, CRS, Sandbars to Sunsets Team with Future Home Realty

Source: StellarMLS, STR-eligible SFH, Redington Beach, May 2026. Active listings as of June 20, 2026. New listings: 3 added in May. Active median list price: $974,475.

Full Redington Beach SFH Report →

Methodology and Data Sources

Every number in this report comes from StellarMLS closed sale records filtered to STR-eligible properties only, as defined by the applicable city ordinance for each community. Active listing counts and new listing estimates are current as of June 20, 2026. New listing counts are estimated by identifying active listings with a cumulative days on market between 20 and 50, consistent with May 2026 list dates.

Important: STR eligibility is determined by the applicable city ordinance, the property's HOA governing documents, and the current condo declaration. MLS classification does not guarantee STR eligibility. Always verify STR eligibility directly with the relevant city and the current declaration before making any purchase decision. STR rules are subject to change. Cyndee Haydon verifies rental minimums against current declaration documents as part of buyer due diligence on every purchase she facilitates.

"This is the only monthly market report that separates STR-eligible properties from the general inventory across all five Pinellas Gulf Beach cities. The distinction matters because STR-eligible and non-STR properties trade on completely different buyer profiles, income potential, and financing structures. Blending them into one number tells you nothing useful."
Cyndee Haydon, CRS, ABR, SRS, RENE, RSPS, CLHMS, CIPS, SRES · Sandbars to Sunsets Team with Future Home Realty · (727) 710-8035

Questions About Any of These Markets?

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 just tracking the corridor, call or text (727) 710-8035.

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