Bay Isles

In This Community

51 homes for sale

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Nestled on the beautiful barrier island of Longboat Key, Florida, the community of Bay Isles is a hidden gem that offers a luxurious coastal lifestyle like no other. With its prime location, upscale amenities, and stunning waterfront properties, Bay Isles has become a sought-after destination for those seeking an exceptional living experience.

Bay Isles is a private, gated community that encompasses a diverse range of real estate options, including exquisite homes, condos, and townhomes. The community is known for its meticulously landscaped grounds, pristine beaches, and access to the renowned Longboat Key Club, where residents can enjoy world-class golf courses, tennis facilities, a marina, and a variety of dining options.

Bay Isles offers a captivating mix of residential properties, each designed to cater to different lifestyles and preferences. From expansive waterfront estates with private boat docks and panoramic views of the bay, to elegant condominiums and townhomes offering maintenance-free living, there is a home for every discerning buyer in Bay Isles. The properties within Bay Isles are known for their exceptional quality, architectural styles, and attention to detail, making them highly coveted in the local real estate market.

Bay Isles Homes For Sale

Reduced

$8.5 Million

$11,500,000

MLS#MFRA4625287

501 Harbor Point Rd
Longboat Key, FL 34228

5

6

3

8,422 SqFt

Pool

Water Front

0.56 Acres

362 Days

Reduced

$4,250,000

$4,495,000

MLS#MFRA4643565

520 Harbor Cay Dr
Longboat Key, FL 34228

4

5

2

6,095 SqFt

Pool

Water Front

0.4 Acres

201 Days

$3,495,000

MLS#MFRA4658145

3576 Fair Oaks Way
Longboat Key, FL 34228

3

6

2

4,300 SqFt

Pool

Water Front

0.34 Acres

67 Days

Reduced

$2,999,000

$3,200,000

MLS#MFRA4650363

3302 Sabal Cove Ln
Longboat Key, FL 34228

5

4

3

5,420 SqFt

Pool

Water Front

0.41 Acres

158 Days

Reduced

$2.995 Million

$3,250,000

MLS#MFRTB8364411

2410 Harbourside Dr #142
Longboat Key, FL 34228

3

4

1

4,067 Sq Ft

Pool

Water Front

7.4 Acres

193 Days

$2,925,000

MLS#MFRA4661261

3310 Bayou Rd
Longboat Key, FL 34228

3

3

2

3,906 SqFt

Pool

Water Front

0.37 Acres

53 Days

Reduced

$2,495,000

$2,695,000

MLS#MFRA4641064

2410 Harbourside Dr #121
Longboat Key, FL 34228

3

4

2

4,210 Sq Ft

Water Front

7.4 Acres

211 Days

$2,399,500

MLS#MFRA4642260

3421 Bayou Sound
Longboat Key, FL 34228

3

3

2

6,059 SqFt

Pool

Water Front

0.26 Acres

215 Days

Under Contract

$2,345,000

MLS#MFRA4651424

3521 Fair Oaks Ln
Longboat Key, FL 34228

4

5

2

4,592 SqFt

Pool

0.22 Acres

145 Days

$2,159,000

MLS#MFRA4663935

3617 Fair Oaks Pl
Longboat Key, FL 34228

3

4

2

3,957 SqFt

Pool

Water Front

0.28 Acres

23 Days

Reduced

$1,899,000

$2,295,000

MLS#MFRA4637471

2550 Harbourside Dr #322
Longboat Key, FL 34228

3

3

1

3,150 Sq Ft

Water Front

7.4 Acres

231 Days

Reduced

$1,850,000

$2,000,000

MLS#MFRA4647043

3030 Grand Bay Blvd #323
Longboat Key, FL 34228

3

4

1

3,148 Sq Ft

Water Front

1.21 Acres

174 Days

51 Active Listings in Bay Isles

Living in Bay Isles provides residents with a vibrant and active community atmosphere. The neighborhood boasts a strong sense of community spirit, with various social events, clubs, and activities organized throughout the year. Residents can gather at the community clubhouse, enjoy a refreshing swim in the pool, or engage in friendly matches on the tennis courts. Additionally, Bay Isles offers convenient access to a range of shopping, dining, and entertainment options on Longboat Key, as well as nearby St. Armands Circle and downtown Sarasota.

For those interested in purchasing a property in Bay Isles, the real estate market offers a diverse selection of options. Bay Isles homes for sale range from elegant single-family residences with spacious floor plans to luxurious waterfront condos with resort-style amenities. With the assistance of experienced real estate agents familiar with the Bay Isles community, prospective buyers can explore the available properties and find their dream home or investment opportunity.

Bay Isles is more than just a place to live; it's a lifestyle defined by luxury, natural beauty, and a strong sense of community. Whether you're seeking a tranquil retreat or an active coastal living experience, Bay Isles on Longboat Key delivers. Immerse yourself in the stunning surroundings, enjoy the upscale amenities, and discover the exceptional real estate opportunities that await in Bay Isles. Experience the allure of Bay Isles and unlock the gateway to a truly extraordinary coastal living experience.

Bay Isles Community Summary

Bay Isles is a luxury waterfront community of single family homes, condos, and townhomes in Longboat Key, Florida, with a range of options priced between $517,000 and $8,500,000. There are currently a total of 51 homes for sale in Bay Isles. The smallest Bay Isles home presently available is a two bedroom three bathroom residence that is 1,312 square feet (1,192SF Under Air living space), and the largest of the Bay Isles homes currently on the market has five beds and five baths and is a 8,422 square foot (6,125SF Under Air) residence.

Bay Isles amenities include a clubhouse, swimming pool, spa / hot tub, a state-of-the-art fitness center, sauna, and laundry facilities. Sports facilities include a championship golf course, tennis courts, pickleball courts, racquetball, basketball court, and shuffleboard. There is also a community park, walking or jogging trails, as well as private beach access.

The Bay Isles HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are three commercial airports that serve Bay Isles - Sarasota Bradenton International (SRQ), which is four miles away; Tampa International (TPA), which is 42 miles away, and Punta Gorda (PGD), which is 50 miles away.

Bay Isles real estate activity on the Longboat Key MLS during the past year (as of September 2025) reflects 79 homes changing hands, with an average asking price of $1,987,193 and an average selling price of $1,839,380. This represents a healthy list-to-sell price ratio of 93% and $313 per square foot. During this period, Bay Isles homes for sale have taken an average of 90 days to sell.

In addition, there are numerous other communities in Longboat Key to choose from, or you may browse all available Longboat Key Real Estate, including some new construction opportunities. Homes for sale in Bay Isles are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Bay Isles hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.