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Longboat Key | Real Estate

The Portobello Unit A-203 condominium at 3235 Gulf of Mexico Drive sold for $1.02 million.
    By
  • Adam Hughes
  • November 5, 2025
Top residential real estate sales for Oct. 20-24 in Longboat, Lido, St. Armands, Bird Key

A home in Bay Isles on Bayou Pointe tops the week’s sales at $3.5 million.

  • Longboat Key
  • Real Estate
This Lido Shores home was once the center of Sarasota's social scene — and scandal
  • By Robert Plunket
  • October 30, 2025
This Lido Shores home was once the center of Sarasota's social scene — and scandal

Once the stage for Sarasota's most dazzling dramas, this spectacular Lido Shores estate is back in the spotlight.

  • Sarasota
  • Neighbors
The home at 178 N. Washington Drive was built in 2021 and has four bedrooms, four-and-a-half baths, a pool and 5,064 square feet of living area.
    By
  • Adam Hughes
  • October 29, 2025
Top residential real estate sales for Oct. 13-17 in Longboat, Lido, St. Armands, Bird Key

A condominium in L'Ambiance at Longboat Key Club tops the week's sales at $10.25 million.

  • Longboat Key
  • Real Estate
Two properties at 601 Tyler Drive sold for a combined $3.5 million.
    By
  • Adam Hughes
  • October 22, 2025
Top residential real estate sales for Oct. 6-10 in Longboat, Lido, St. Armands, Bird Key

A condominium in Residences at Longboat Key on Gulf of Mexico Drive tops the week’s sales at $6 million.

  • Longboat Key
  • Real Estate
The home at 121 N. Boulevard of the Presidents was built in 1998 and has three bedrooms, three-and-a-half baths, a pool and 3,491 square feet of living area.
    By
  • Adam Hughes
  • October 15, 2025
Top residential real estate sales for Sept. 29-Oct. 3 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on North Boulevard of the Presidents tops the week's sales at $2.5 million.

  • Longboat Key
  • Real Estate
The home at 465 E. Royal Flamingo Drive sold for $4.5 million.
    By
  • Adam Hughes
  • October 8, 2025
Top residential real estate sales for September 22-26 in Longboat, Lido, St. Armands, Bird Key

A Bird Key home on East Royal Flamingo Drive tops the week's sales at $4.5 million.

  • Longboat Key
  • Real Estate
The home at 409 N. Washington Drive, built in 1952, sold for $1.4 million.
    By
  • Adam Hughes
  • October 1, 2025
Top residential real estate sales for September 15-19 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on North Washington Drive tops the week's sales at $4 million.

  • Longboat Key
  • Real Estate
The home at 3272 Bayou Road, built in 1990, sold for $2.05 million.
    By
  • Adam Hughes
  • September 24, 2025
Top residential real estate sales for Sept. 8-12 in Longboat, Lido, St. Armands, Bird Key

A Palazzi Al Mare condominium on Benjamin Franklin Drive tops the week's sales at $4.85 million.

  • Longboat Key
  • Real Estate
The condominium at 1445 Gulf of Mexico Drive sold for $1.19 million.
    By
  • Adam Hughes
  • September 17, 2025
Top residential real estate sales for September 1-5 in Longboat, Lido, St. Armands, Bird Key

A Bird Key home on North Owl Drive tops the week's sales at $3.85 million.

  • Longboat Key
  • Real Estate
The home at 3491 Bayou Sound sold for $3.3 million. Built in 1993, it has four bedrooms, four-and-two-half baths, a pool and 5,224 square feet of living area.
    By
  • Adam Hughes
  • September 10, 2025
Top residential real estate sales for August 25-29 in Longboat, Lido, St. Armands, Bird Key

A home in Bay Isles on Bayou Sound tops the week’s sales at $3.3 million.

  • Longboat Key
  • Real Estate
The Unit 233 condominium at 2450 Harbourside Drive was built in 1990 and has three bedrooms, two-and-a-half baths and 2,830 square feet of living area.
    By
  • Adam Hughes
  • September 3, 2025
Top residential real estate sales for August 18-22 in Longboat, Lido, St. Armands, Bird Key

A Seaside of Longboat Key condominium tops the week’s sales at $3.3 million.

  • Longboat Key
  • Real Estate
The sold unit at 455 Longboat Club Road was built in 1990 and has three bedrooms, three baths and 2,410 square feet of living area.
    By
  • Adam Hughes
  • August 27, 2025
Top residential real estate sales for August 11-15 in Longboat, Lido, St. Armands, Bird Key

A home on Longboat Key on Gulf of Mexico Drive tops the week’s sales at $11 million.

  • Longboat Key
  • Real Estate
The Longbeach home was built in 1953 and has three bedrooms, two baths, a pool and 1,723 square feet of living area.
    By
  • Adam Hughes
  • August 20, 2025
Top residential real estate sales for August 4-8 in Longboat, Lido, St. Armands, Bird Key

A home in Regent Court on Longboat Club Road tops the week’s sales at $30.3 million.

  • Longboat Key
  • Real Estate
The property at 663 Penfield St. in the Sleepy Lagoon area recently sold for $975,000.
    By
  • Adam Hughes
  • August 13, 2025
Top residential real estate sales for July 28-Aug. 1 in Longboat, Lido, St. Armands, Bird Key

A condominium in Sanctuary at Longboat Key Club on Sanctuary Drive tops the week’s sales at $2,175,000.

  • Longboat Key
  • Real Estate
The home at 650 Penfield St. was built in 1978 and has two bedrooms, two baths and 1,579 square feet of living area.
    By
  • Adam Hughes
  • August 6, 2025
Top residential real estate sales for July 21-25 in Longboat, Lido, St. Armands, Bird Key

A home in Sleepy Lagoon Park on Penfield St. tops the week’s sales at $1.05 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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