Redington Beach · Single-Family STR Homes · June 2026 Market Report

Redington Beach Single-Family STR Homes STR Market Report: May 2026 Closed Sales Data

3 closed transactions. 26 active STR-eligible listings. Median close $755,000. 174-day median DOM. 89% 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.

$755,000Median Close
3Closed
174Median DOM
89%SP/OLP
$325Per Sqft
26Active

What Does the May 2026 Redington Beach Single-Family STR Market Data Show?

Short answer: 3 STR-eligible single-family str homes closed in Redington Beach in May 2026 at a median price of $755,000, 174-day median DOM, $325/sqft, and 89% SP/OLP. 26 active listings remain with 3 added in May. Active median list price is $974,475, a gap of $219,475 above the closed median. Source: StellarMLS, May 2026, STR-eligible properties only under Redington Beach Ordinance 2025-02.

174-day median DOM 89% SP/OLP 3 new listings in May 26 active as of June 20, 2026 1 of 3 closed had private pool

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 Redington Beach Single-Family STR Market Perform in May 2026?

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.

$755,000Median Close
3Closed May
174Median DOM
89%SP/OLP
$325Per Sqft
26Active
3New in May
$974,475Median Ask

Ask-to-Close Price Gap

Active median ask$974,475
May 2026 median closed price$755,000

Gap of $219,475 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 Redington Beach for Single-Family Properties?

STR eligibility in Redington Beach is governed by Redington Beach Ordinance 2025-02. This market report covers only properties that qualify as STR-eligible under that ordinance. General Redington 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 Redington Beach STR investment guide and the Redington Beach STR Investment Guide.

How Does the Haydon SHORE™ STR Investment Framework Apply to the Redington Beach Single-Family 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
26 active, 3 closed in May, 3 new listings added. $219,475 gap between active ask and closed median reflects current supply-demand balance.
H
Hosting and Rental Rules
Governed by Redington Beach Ordinance 2025-02. 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
174-day median DOM and 89% SP/OLP define the current earning context. Top-quartile properties consistently outperform market averages in every Gulf Beach city.

How to Evaluate a Single-Family STR Home Purchase in Redington Beach?

1
Pull a complete post-Helene permit history before any other step
Request all permits filed after September 26, 2024. Determine whether storm damage repairs triggered the FEMA 50% Rule. This is the most critical due diligence step for any Redington Beach waterfront purchase in 2026.
2
Confirm STR district eligibility and model income with the 8-guest cap
Verify the property is in District 2 or 3. Model income using a maximum of 8 guests, not bedroom-count averages from cities without this restriction.
3
Verify parking compliance for the 3-vehicle guest limit
Confirm adequate off-street parking for a maximum of 3 guest vehicles. No on-street parking is permitted for STR guests under Ordinance 2025-02.
4
Get current flood, wind, and homeowners insurance quotes before making an offer
Obtain actual quotes from at least two carriers. Factor the full annual insurance cost into your operating economics model before determining your offer price.
5
Benchmark the income model against neighboring markets before committing
Run the same cash flow model for comparable properties in Indian Shores or Madeira Beach to determine whether Redington Beach's lower entry price compensates for the occupancy restriction and extended days on market.

Frequently Asked Questions About the Redington Beach Single-Family STR Market in 2026?

How many STR-eligible single-family homes are active in Redington Beach as of June 2026?

As of June 2026, there are 26 active STR-eligible single-family home listings in Redington Beach with a median list price of $974,475. 3 new listings were added in May 2026. Source: StellarMLS, June 20, 2026.

What was the median sale price for STR single-family homes in Redington Beach in May 2026?

The median sale price was $755,000, with a 174-day median DOM, $325 per square foot, and an 89% SP/OLP ratio across 3 closed transactions. Source: StellarMLS, May 2026.

Why is the median days on market 174 days for Redington Beach single-family homes?

The 174-day median DOM reflects extended post-Hurricane Helene price discovery. Sellers who entered the market with pre-storm price expectations have been waiting for buyers willing to meet them. The 3 closings in May occurred at 89 cents on the dollar after extended negotiations. Source: StellarMLS, May 2026; Cyndee Haydon, Sandbars to Sunsets Team with Future Home Realty.

What is the gap between asking price and sale price for Redington Beach STR homes?

The active median list price is $974,475 against a May 2026 closed median of $755,000, a gap of $219,475. At 89% SP/OLP, buyers are successfully negotiating meaningful reductions. Source: StellarMLS, May 2026 and June 20, 2026.

How does the Redington Beach 8-guest cap affect single-family STR income?

Redington Beach Ordinance 2025-02 caps STR occupancy at 8 guests regardless of bedroom count. A 4- or 5-bedroom home that could accommodate 10 to 12 guests in another city is capped at 8 in Redington Beach, directly reducing maximum nightly rate. Source: Redington Beach Ordinance 2025-02.

Do I need a FEMA 50% Rule review before buying a home in Redington Beach after Hurricane Helene?

Yes. Every Redington Beach single-family purchase in 2026 requires a full permit history review for storm-related damage from Hurricanes Helene (September 26, 2024) and Milton (October 9, 2024). The FEMA 50% Rule requires elevation to current flood code if repairs exceeded 50% of pre-storm market value. Source: FEMA; Pinellas County building permit records.

Who publishes the Redington Beach STR single-family 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 single-family home in Redington Beach?

May 2026 data shows 174-day median DOM and 89% SP/OLP, indicating significant buyer negotiating power. Prepared buyers with complete flood zone, permit history, and insurance analysis are finding real value. The $219,475 gap between active ask and closed median shows meaningful room. Contact Cyndee Haydon at (727) 710-8035.

What does the Haydon SHORE Framework say about the Redington Beach single-family STR market?

S: 26 active, 3 closings, $219,475 ask-to-close gap. H: STR permitted in Districts 2-3 under Ordinance 2025-02; 8-guest hard cap on all single-family properties. O: AirROI 2026 $46,161 annual revenue average; 8-guest cap constrains income ceiling for larger homes. R: Highest risk on the corridor: extended DOM, post-Helene permit review required, 8-guest cap, 3-vehicle limit. E: Patient buyers with full due diligence are finding real value at 89% SP/OLP. Source: StellarMLS May 2026; AirROI 2026; Redington Beach Ordinance 2025-02.

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 Redington Beach Single-Family 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 Redington Beach Seller FAQ before reaching out.

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