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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
The home at 598 Lyons Lane sold for $2,700,400.
    By
  • Adam Hughes
  • January 28, 2026
Top residential real estate sales for Jan. 12-16 in Longboat, Lido, St. Armands, Bird Key

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

  • Longboat Key
  • Real Estate
The home at 604 Mourning Dove Drive sold for $5.1 million.
    By
  • Adam Hughes
  • January 21, 2026
Top residential real estate sales for Jan. 5-9 in Longboat, Lido, St. Armands, Bird Key

A Bird Key home on Mourning Dove Drive tops the week's sales at $5.1 million.

  • Longboat Key
  • Real Estate
The home at 355 W. Royal Flamingo Drive was built in 1964 and has three bedrooms, three baths, a pool and 3,273 square feet of living area.
    By
  • Adam Hughes
  • January 14, 2026
Top residential real estate sales for Dec. 22 to Jan. 2 in Longboat, Lido, St. Armands, Bird Key

A condominium in Condominium Residences at Longboat Key tops the week's sales at $6.4 million.

  • Longboat Key
  • Real Estate
The home at 118 N. Warbler Lane sold for $6,345,000.
    By
  • Adam Hughes
  • January 7, 2026
Top residential real estate sales for Dec. 15-19 in Longboat, Lido, St. Armands, Bird Key

A home on Bird Key on North Warbler Lane tops the week’s sales at $6.35 million.

  • Longboat Key
  • Real Estate
Views from 1418 John Ringling Parkway include the city skyline, Sarasota Bay and John Ringling Bridge.
    By
  • Eric Garwood
  • January 4, 2026
Home within walking distance of St. Armands lists for $9 million

With five bedrooms and eight baths, the John Ringling Parkway home overlooks Sarasota Bay.

  • Sarasota
  • News
845 Longboat Club Road has more than 19,000 square feet of interior living space.
    By
  • Adam Hughes
  • December 30, 2025
Top residential real estate sales for 2025 in Longboat, Lido, St. Armands, Bird Key

The record-breaking sale of a Regent Court home leads the year's top sales at $30.3 million.

  • Longboat Key
  • Real Estate
The home at 560 Cedar St. sold for $655,000.
    By
  • Adam Hughes
  • December 24, 2025
Top residential real estate sales for Dec. 8-12 in Longboat, Lido, St. Armands, Bird Key

A home in Sleepy Lagoon Park on Lyons Lane tops the week’s sales at $1.1 million.

  • Longboat Key
  • Real Estate
1 2 3 4 5 »
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Latest in Longboat Key

1
Deborah DiCarlo and approximately 150 fellow celebrants raise a glass to toast Longboat Island Chapel's 70th anniversary. Attendees shared memories and cake at the festivities March 22 at Shook Hall.
  • March 23, 2026
Longboat Island Chapel celebrates 70 years
2
Tasha Robinson has played the harp for 35 years. On St. Patrick's Day, she performed with two of her instruments at All Angels by the Sea Episcopal Church before attendees enjoyed an Irish-themed holiday dinner.
  • March 23, 2026
Tunes of the highlands come to Longboat Key
3
The Longboat Key Planning and Zoning Board at a November meeting. Nick Gladding, third from the right, is stepping down as he prepares to take his oath of office for Town Commission on March 23.
  • March 23, 2026
Town to host meet and greet with board applicants
4
Mary Schultz shows off the latest Lilly Pulitzer style on the St. Mary, Star of the Sea, Women's Guild spring fashion show March 16 at the Sarasota Yacht Club.
  • March 20, 2026
Spring fashion comes to life on Women's Guild runway
5
  • March 20, 2026
Longboat Key's Cops, Cars & Coffee rescheduled

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