Nearly $20 Million on Longboat Key: What Makes This St. Regis Residence Different?

A $19.995 million St. Regis residence is making headlines for its record resale asking price. Here is what makes the property stand out, why the distinction between a listing and a sale matters, and how to explore the residences currently available.

A nearly $20 million condominium on Longboat Key will certainly make you stop scrolling. But when I look at a home like this, my first thought is about the life someone wants to create there.

Morning coffee overlooking the water. Family coming to visit. An evening on the terrace without feeling the need to go anywhere. For the right buyer, those everyday moments are a big part of the appeal.

That is what makes the new $19.995 million listing at The Residences at The St. Regis Longboat Key worth a closer look.

First, what record are we talking about?

Residence 301 in the Armand building is being reported as the highest-priced resale condominium ever offered in Sarasota and Longboat Key, according to the listing brokerage's marketing materials cited in local reporting.

The word “offered” matters. This is an asking price, and the property was active when I checked it on November 10, 2026. It has not established a nearly $20 million closed-sale price.

There is also a separate piece of history: a combined St. Regis residence sold for $21.244 million in 2024. That completed transaction and this new resale listing are different milestones.

I want my clients to understand those distinctions because a headline alone does not tell you what a property is worth or what a buyer will ultimately pay.

A closer look at the residence

Located at 1561 Gulf of Mexico Drive, Residence 301 offers three bedrooms, four full bathrooms and one half bathroom. The current MLS listing reports 5,895 square feet of interior living space.

The direct Gulf views are the focal point. The listing describes terraces reached through retractable doors, a kitchen with Poggenpohl cabinetry and Wolf appliances, a wine cellar, and a primary suite with two bathrooms and custom closets.

For me, the question is how all of that feels in daily life. Does the layout give visiting family privacy? Will you use the outdoor space? Does the residence feel comfortable when it is just you at home, as well as when you are entertaining?

Those questions matter at every price point.

The lifestyle is part of the decision

The St. Regis combines private residences with a beachfront resort setting. Residential offerings include a private clubhouse, fitness facilities, a residents' pool and spa, and butler and concierge services. The broader property also offers dining and spa experiences.

That combination may appeal to someone who wants a coastal home with services close at hand. I would still want us to review exactly what ownership includes, what carries an additional charge, and the ongoing association costs before making a decision.

Beautiful surroundings should come with a clear understanding of ownership.

What does this mean for Sarasota real estate?

My takeaway is that this is a distinctive offering in a very specific part of our market. One ambitious asking price does not establish rising values across Sarasota or tell us how quickly other condos will sell.

If you are selling, we still need to study the properties competing with yours and what buyers have actually purchased. If you are buying, we need to compare the view, floor plan, building, services and total cost of each option.

The headline starts the conversation. The details help us make a good decision.

Explore the available St. Regis residences

The property collection I reviewed includes these four offerings:

Collection reviewed November 10, 2026. Prices and availability can change. Square footage reflects the listings and should be independently verified.

Browse the available St. Regis properties here.

If you are curious about St. Regis living, I would love to help you compare the options and decide whether this lifestyle fits your next chapter. Your home should support the way you want to live, whether that means more space for family, more convenience, or more time enjoying the coast.

Featured residence listed by Kim Ogilvie and Lynn Morris of Michael Saunders & Company. MLS #A4688225.

Research sources and editorial notes

• Your Observer, November 6, 2026: record resale asking-price claim and listing-agent attribution.
• Herald-Tribune syndicated report, November 9, 2026: asking price and record qualification attributed to marketing materials.
• Sarasota Magazine, November 4, 2024: prior $21.244 million combined-residence sale.
• Current listing details, MLS #A4688225: residence features and current listing specifications.
• Official residential community information: residential services and amenities.
• Supplied OneHome collection: all four prices, bedroom counts, areas and availability reviewed directly on November 10, 2026.

The Observer reports 5,787 square feet from county tax records, while the current MLS listing gives 5,895. The article explicitly uses the MLS figure. The record claim is attributed to reporting and brokerage materials; it was not independently certified through a countywide historical listing audit.