Bay Isles

Bay Isles Real Estate for Sale – Longboat Key, Sarasota, Florida 34228

Everyday life at Longboat Key teems with blue skies, sunny days, stretches of glorious beaches, a lively community, and the fresh gulf coast breeze. This and more are also what residents get to enjoy every single day here. Life in the Sarasota keys is varied with Longboat Key divided in half between Manatee County in the north and Sarasota County in the south. Boating, golf, and other outdoor activities thrive here, where the temperature is consistently comfortable. Compliment these amenities with fine cuisine, pristine beaches, and the peaceful environment and it’s easy to see why Longboat Key real estate for sale is so popular.

The astounding natural beauty of the Gulf of Mexico and Sarasota Bay has contributed greatly to the beautiful surroundings of Longboat Key. Therefore, it comes as no surprise that it’s one of the most visited places in Florida. Longboat Key also attracts people looking to own valuable real estate in Sarasota and still reside on an idyllic beach that’s mere minutes from world class dining, golf, and numerous water based activities. The list of stellar restaurants is seemingly endless on Longboat Key with Cafe on the Bay, Chart House, Lazy Lobster, Dry Dock Waterfront Grill, and Mar Vista Dockside Restaurant just a few of the fine dining options to be found.

Located at 2111 Gulf of Mexico Dr, and resting just beyond the gates of the prestigious Longboat Key Club with its 27 hole golf course, tennis courts, and marina, is the real estate for sale at Bay Isles. This contemporary community is composed of 209 luxurious bayfront properties including courtyard homes, villas, townhouses, and single family homes. They are all neatly nestled within several individual neighborhoods including Grand Bay, The Bayou, Weston Pointe, Queens Harbor, Harbor Oaks and Fairway Bay. The Bay Isles homes for sale are available in varying architectural designs, with the residences on the north side of the water treated to the magnificent views of the bay and those on the deep canal are afforded exclusive boat berths right in their back yards.

An exclusive community, Bay Isles is key card gated and boasts well manicured grounds, nature trails, street lights, marina, and tropical landscaping. The floor plans for the various residence styles range from 2,200 to over 6,000 square feet and carry price points starting around $500,000 on up to around $3 million.

Bay Isles owners automatically become members of the Bay Isles Beach Club. With this, they get the instant privilege of accessing the renowned Longboat Key Beach. For their shopping, dining, entertainment, and relaxation needs, they can visit the numerous restaurants, spas, and boutiques at Longboat Key or at neighboring St. Armand’s Circle.

Bay Isles Real Estate for Sale

Below are all of the current real estate listings available for sale at Bay Isles.

Please contact us if you would like to schedule a tour of any of the listed properties.

MLS# A4625287 - Status: Active View Property Details Add to Favorites View Map

• 501 HARBOR POINT RD
• Price: $8,500,000
• Zip Code: 34228
• 6125 Square Feet
• Subdivision: BAY ISLES
• Bedrooms: 5 Baths: 5+
• Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota's most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoo ... Read More
• Listing courtesy of: COMPASS FLORIDA LLC

MLS# A4657747 View Property Details Add to Favorites View Map

• 1630 HARBOR CAY LN
• Price: $5,595,000
• Zip Code: 34228
• 0.37 Acres
• Rarely available Bay Isles Harbor bayfront lot. Enjoy incredible sweeping Sarasota Bay views in the prestigious Harbor section of Bay Isles. The property is at the end of a cul-de-sac on an oversized 16,000-square-foot lot with 150 feet of canal fron ... Read More
• Listing courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY

MLS# A4643565 - Status: Active View Property Details Add to Favorites View Map

• 520 HARBOR CAY DR
• Price: $3,995,000
• Zip Code: 34228
• 3828 Square Feet
• Subdivision: BAY ISLES
• Bedrooms: 4 Baths: 4+
• This exquisite two-story waterfront home located in the coveted Harbor section of Bay Isles has been meticulously renovated to embody modern elegance and luxurious coastal living. Surrounded by lush tropical landscaping, the home welcomes you through ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4661261 - Status: Active View Property Details Add to Favorites View Map

• 3310 BAYOU RD
• Price: $2,925,000
• Zip Code: 34228
• 2995 Square Feet
• Subdivision: BAY ISLES
• Bedrooms: 3 Baths: 3
• Artfully Curated, Fully Reimagined Lakefront Estate in Bay IslesThis is not just a home--it's a curated piece of art. Set behind the exclusive 24-hour guarded gates of the Longboat Key Club in the sought-after Bay Isles community; this residence has ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4642260 - Status: Active View Property Details Add to Favorites View Map

• 3421 BAYOU SOUND
• Price: $2,399,500
• Zip Code: 34228
• 3768 Square Feet
• Subdivision: BAY ISLES
• Bedrooms: 3 Baths: 3
• Stunning Bay Isles Estate Home: Discover the epitome of luxury living in this elegant Bay Isles estate home. With a spacious open floor plan, this residence offers a perfect blend of comfort and sophistication. Featuring three generously sized bedroo ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4658086 - Status: Active View Property Details Add to Favorites View Map

• 3210 BAYOU SOUND
• Price: $1,699,999
• Zip Code: 34228
• 3171 Square Feet
• Subdivision: BAY ISLES
• Bedrooms: 2 Baths: 3
• Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles--a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4645585 - Status: Active View Property Details Add to Favorites View Map

• 3111 BAYOU SOUND
• Price: $1,250,000
• Zip Code: 34228
• 2908 Square Feet
• Subdivision: BAY ISLES
• Bedrooms: 3 Baths: 3+
• Price Improvement! Beautiful new tile roof was installed 2025. An attractive garage door, two new HVACs and new Ductwork were also installed. Just repaint for an updated exterior look (rendering is available). In the lovely gated community of Bayou ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY