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Longboat Key | Real Estate

The home at 5910 Gulf of Mexico Drive sold for $4.9 million. Built in 2023, it has four bedrooms, four-and-a-half baths, a pool and 4,272 square feet of living area.
    By
  • Adam Hughes
  • May 6, 2026
Top residential real estate sales for April 20-24 in Longboat, Lido, St. Armands, Bird Key

A Longboat Key home on Gulf of Mexico Drive tops the week’s sales at $4.9 million.

  • Longboat Key
  • Real Estate
The home at 171 Whittier Drive sold for $15.8 million. Built in 2023, it has five bedrooms, five-and-a-half baths, a pool and 6,367 square feet of living area.
    By
  • Adam Hughes
  • April 29, 2026
Top residential real estate sales for April 13-17 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on Whittier Drive tops the week’s sales at $15.8 million.

  • Longboat Key
  • Real Estate
Built in 2000, the home at 70 Lighthouse Point Drive three bedrooms, five-and-two-half baths, a pool and 4,979 square feet of living area.
    By
  • Adam Hughes
  • April 22, 2026
Top residential real estate sales for April 6-10 in Longboat, Lido, St. Armands, Bird Key

A Lighthouse Point home on Lighthouse Point Drive tops the week’s sales at $13,505,000.

  • Longboat Key
  • Real Estate
The Unit A801 condominium at 415 L’Ambiance Drive sold for $6.7 million. Built in 1992, it has three bedrooms, three-and-a-half baths and 3,220 square feet of living area.
    By
  • Adam Hughes
  • April 15, 2026
Top residential real estate sales for March 30 to April 3 in Longboat, Lido, St. Armands, Bird Key

An Aria condominium on Gulf of Mexico Drive tops the week's sales at $7.65 million.

  • Longboat Key
  • Real Estate
The Unit 12-F condominium at 2525 Gulf of Mexico Drive sold for $2.1 million. Built in 1972, it has two bedrooms, two baths and 1,651 square feet of living area.
    By
  • Adam Hughes
  • April 8, 2026
Top residential real estate sales for March 23-27 in Longboat, Lido, St. Armands, Bird Key

An Islands West condominium on Gulf of Mexico Drive tops the week's sales at $2.1 million.

  • Longboat Key
  • Real Estate
The home at 590 Birdie Lane sold for $5.5 million. Built in 2017, it has four bedrooms, four-and-a-half baths, a pool and 4,297 square feet of living area.
    By
  • Adam Hughes
  • April 1, 2026
Top residential real estate sales for March 16-20 in Longboat, Lido, St. Armands, Bird Key

A The Condominium Residences at Longboat Key condominium on Gulf of Mexico Drive tops the week’s sales at $6.2 million.

  • Longboat Key
  • Real Estate
The home at 601 Triton Bend sold for $3 million. Built in 2017, it has four bedrooms, three-and-two-half baths, a pool and 3,313 square feet of living area.
    By
  • Adam Hughes
  • March 25, 2026
Top residential real estate sales for March 9-13 in Longboat, Lido, St. Armands, Bird Key

A Bird Key home on Bobwhite Drive tops the week’s sales at $4.9 million.

  • Longboat Key
  • Real Estate
Two properties at 369 S. and 369 N. Polk Drive sold for $3.65 million. The property at 369 S. was built in 1948, and it has three bedrooms, three baths, a pool and 1,703 square feet of living
area. The property at 369 N. was built in 1948, and it has one bedroom, one bath and 728 square feet of living area.
    By
  • Adam Hughes
  • March 17, 2026
Top residential real estate sales for March 2-6 in Longboat, Lido, St. Armands, Bird Key

A two-property sale in John Ringling Estates on Polk Drive tops the week’s sales at $3.65 million.

  • Longboat Key
  • Real Estate
The home at 600 Wedge Lane sold for $8,625,000. Built in 2016, it has four bedrooms, four-and-a-half baths, a pool and 4,338 square feet of living area.
    By
  • Adam Hughes
  • March 11, 2026
Top residential real estate sales for Feb. 23-27 in Longboat, Lido, St. Armands, Bird Key

A Country Club Shores home on Wedge Lane tops the week’s sales at $8.63 million.

  • Longboat Key
  • Real Estate
The Infinity on Longboat Key condominium Unit B202 sold for $5.3 million.
    By
  • Adam Hughes
  • March 4, 2026
Top residential real estate sales for Feb. 16-20 in Longboat, Lido, St. Armands, Bird Key

An Infinity condominium on Gulf of Mexico Drive tops the week’s sales at $5.3 million.

  • Longboat Key
  • Real Estate
  • By Observer Advertising Content Staff
  • February 26, 2026
Beyond the Listing: Finding the Perfect Place on Longboat Key

In a real estate landscape dominated by listing sites offering little context or connection (think “Sales” or “Realtor” .com), finding the perfect place on Longboat Key requires something more nuanced: local knowledge. That’s where The Bruce Myer Group stands apart.

  • Longboat Key
  • Real Estate
Sponsored Content
The home at 5919 Gulf of Mexico Drive sold for $9.5 million. Built in 1998, it has four bedrooms, six baths, a pool and 5,596 square feet of living area. It sold for $4.29 million in 2002.
    By
  • Adam Hughes
  • February 25, 2026
Top residential real estate sales for Feb. 9-13 in Longboat, Lido, St. Armands, Bird Key

A Longboat Key home on Gulf of Mexico Drive tops the week's sales at $9.5 million.

  • Longboat Key
  • Real Estate
The home at 144 Harrison Drive sold for $2.15 million. Built in 1933, it has four bedrooms, three-and-a-half baths, a pool and 2,743 square feet of living area.
    By
  • Adam Hughes
  • February 18, 2026
Top residential real estate sales for Feb. 2-6 in Longboat, Lido, St. Armands, Bird Key

A Tencon Beach condominium on Gulf of Mexico Drive tops the week’s sales at $3.6 million.

  • Longboat Key
  • Real Estate
The home at 642 S. Owl Drive sold for $3.22 million. Built in 1968, it has three bedrooms, two baths, a pool and 2,128 square feet of living area.
    By
  • Adam Hughes
  • February 11, 2026
Top residential real estate sales for Jan. 26-30 in Longboat, Lido, St. Armands, Bird Key

A home on Bird Key on South Owl Drive tops the week’s sales at $3.22 million.

  • Longboat Key
  • Real Estate
The home at 148 Coolidge Drive sold for $4,175,000. Built in 2025, it has six bedrooms, six-and-a-half baths, a pool and 3,982 square feet of living area.
    By
  • Adam Hughes
  • February 4, 2026
Top residential real estate sales for Jan. 19-23 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on Coolidge Drive tops the week's sales at $4.18 million.

  • Longboat Key
  • Real Estate
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Latest in Longboat Key

1
A single-family residence at 3515 Gulf of Mexico Drive has been under construction for years and is nearing completion.
  • May 6, 2026
Application tweaks aim to streamline permitting process
2
The home at 5910 Gulf of Mexico Drive sold for $4.9 million. Built in 2023, it has four bedrooms, four-and-a-half baths, a pool and 4,272 square feet of living area.
  • May 6, 2026
Top residential real estate sales for April 20-24 in Longboat, Lido, St. Armands, Bird Key
3
Multimedia artist Peg Green explains how stories of creation inspired this particular quilt. A collection of her works centered on ancient goddesses and muses is now on display at All Angels Episcopal Church.
  • May 6, 2026
Longboat gallery spotlights local quilting artist
4
The St. Regis Longboat Key Resort installed a stainless steel arch on a private groin, leading to a lengthy dispute with the town of Longboat Key, with leaders claiming it violate’s the town’s sign code.
  • May 6, 2026
Friday deadline set for St. Regis arch removal
5
The John Ringling Causeway connects Sarasota to Bird Key.
  • May 6, 2026
Recent projects show the new era of Sarasota-area bridges

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