Luxury Living in Sarasota — September Market & Lifestyle Update from Longboat Key

October 4, 2026

Dear Friends, Neighbors, and Clients~

September is a beautiful time to reconnect with the rhythm of Sarasota and Longboat Key. As the season begins to shift, our islands continue to offer what so many buyers are drawn to — peaceful beaches, elegant waterfront living, and a lifestyle shaped by natural beauty, privacy, and ease.

For those watching the market, this is also a meaningful time of year. Buyers are often refining their search as they look ahead to season, while sellers are preparing their residences with greater intention. In the luxury market, thoughtful presentation, strategic pricing, and strong local expertise remain essential.

Market Update

The latest RASM report provides helpful perspective on the broader Sarasota and Manatee real estate market. While these numbers reflect countywide activity across many property types and price points, Longboat Key’s luxury and waterfront segment continues to be guided by its own unique lifestyle appeal. Read more here.

Residences with exceptional views, beach access, boating opportunities, golf proximity, and updated interiors continue to stand out to discerning buyers. In today’s market, success depends on more than availability — it depends on presenting each property with clarity, beauty, and the right strategy.

As we move into the fall season, our team remains committed to helping clients make thoughtful, informed decisions. Whether you are considering selling, searching for your next residence, or simply staying connected to the value of your coastal property, we are always here as your trusted local resource.

Globally yours,

Judy Kepecz-Hays & Team

Featured Properties:

Country Club Shores

✨ 657 Halyard Lane

✨ 4 Beds | 5 Baths | 4,364 sq. ft.

✨ Offered for $4,300,000

✨ 657HalyardLn.com

Hideaway Bay

✨ 757 Hideaway Bay Drive

✨ 4 Beds | 5 Baths | 4,507 sq. ft.

✨ Offered for $6,295,000

✨ 757HideawayBayDr.com

Promenade

✨ 1211 Gulf of Mexico Drive #105

✨ 2 Beds | 2 Baths | 1,598 sq. ft.

✨ Offered for $1,648,000

✨ Promenade105.com

Click Here for ALL Featured Properties

Fall Along Longboat Key

Fall brings a renewed energy to Longboat Key and Sarasota. As the season begins to shift, the island offers a wonderful opportunity to enjoy its quieter beaches, glowing sunsets, waterfront dining, boating, golf, and the relaxed elegance that defines life along Florida’s Gulf Coast.

For buyers, this is an ideal time to explore communities with intention before the height of season. From Gulf-front residences and bayfront views to boating neighborhoods and resort-style amenities, fall offers a chance to better understand which setting truly fits your lifestyle.

For sellers, the season ahead is a valuable time to prepare strategically. Thoughtful pricing, elevated presentation, strong photography, and refined marketing all play an important role in helping a residence stand out in today’s luxury market.

Community Spotlight: Country Club Shores

Located on the southern end of Longboat Key, Country Club Shores is a beloved waterfront community known for its deep-water canals, boating access, and proximity to the Longboat Key Club, St. Armands Circle, and downtown Sarasota.

With its relaxed island setting and easy access to golf, dining, beaches, and the bay, Country Club Shores offers a beautiful blend of coastal convenience and refined Longboat Key living. Read more here.

Timeless Design Tips for Your Longboat Key Home

Thoughtful design plays an important role in how a Longboat Key residence lives, feels, and presents to today’s luxury buyer. From warm natural materials and refined coastal palettes to open sightlines, Gulf light, and seamless indoor-outdoor living, timeless design choices can help a home feel both current and enduring. Read more here.