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Longboat Key | Real Estate

The John Ringling Estates home has four bedrooms, five-and-a-half baths, a pool and 4,794 square feet of living area.
    By
  • Adam Hughes
  • April 30, 2025
Top residential real estate sales for April 14-18 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on North Washington Drive tops the week's sales at $9.75 million.

  • Longboat Key
  • Real Estate
The home at 145 N. Washington Drive has three bedrooms, three-and-a-half baths, a pool and 3,559 square feet of living area.
    By
  • Adam Hughes
  • April 23, 2025
Top residential real estate sales for April 7-11 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on North Washington Drive tops the week's sales at $3.62 million.

  • Longboat Key
  • Real Estate
The Regent Place home has three bedrooms, four baths and 3,564 square feet of living area.
    By
  • Adam Hughes
  • April 16, 2025
Top residential real estate sales for March 31-April 4 in Longboat, Lido, St. Armands, Bird Key

A condominium in Regent Place on Longboat Club Road tops the week's sales at $3.9 million.

  • Longboat Key
  • Real Estate
Martin and Diana Rosansky, of Sarasota, sold their home at 495 McKinley Drive to Sea Dancer LLC for $4.83 million. Built in 1993, it has two bedrooms, six baths, a pool and 3,903 square feet of living area. It sold for $1,135,000 in 1998.
    By
  • Adam Hughes
  • April 9, 2025
Top residential real estate sales for March 24-28 in Longboat, Lido, St. Armands, Bird Key

A Lido Beach home on McKinley Drive tops the week’s sales at $4.83 million.

  • Longboat Key
  • Real Estate
The home at 523 N. Spoonbill Drive has three bedrooms, two baths, a pool and 1,932 square feet of living area.
    By
  • Adam Hughes
  • April 2, 2025
Top residential real estate sales for March 17-21 in Longboat, Lido, St. Armands, Bird Key

A condominium in Vizcaya on Gulf of Mexico Drive tops the week's sales at $3 million.

  • Longboat Key
  • Real Estate
The 1988 condo has three bedrooms, three baths, a pool and 2,555 square feet of living area.
    By
  • Adam Hughes
  • March 26, 2025
Top residential real estate sales for March 10-14 in Longboat, Lido, St. Armands, Bird Key

A Winding Oaks condominium tops the week’s sales at $1,195,000.

  • Longboat Key
  • Real Estate
The Residences at The St. Regis Longboat Key is at 1591 Gulf of Mexico Drive.
    By
  • Adam Hughes
  • March 19, 2025
Top residential real estate sales for March 3-7 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 $7,475,000.

  • Longboat Key
  • Real Estate
The Yawl Lane property has five bedrooms, five-and-a-half baths, a pool and 7,374 square feet of living area.
    By
  • Adam Hughes
  • March 12, 2025
Top residential real estate sales for Feb. 24-28 in Longboat, Lido, St. Armands, Bird Key

A Country Club Shores home on Yawl Lane tops the week’s sales at $4.56 million.

  • Longboat Key
  • Real Estate
Barbara May and Fred Sassen sold the Bird Key home at $7.25 million.
    By
  • Adam Hughes
  • March 5, 2025
Top residential real estate sales for Feb. 17-21 in Longboat, Lido, St. Armands, Bird Key

A Bird Key home on West Royal Flamingo Drive tops the week’s sales at $7.25 million.

  • Longboat Key
  • Real Estate
The Bird Key home sold for $5.5 million.
    By
  • Adam Hughes
  • February 26, 2025
Top residential real estate sales for Feb. 10-14 in Longboat, Lido, St. Armands, Bird Key

A Bird Key home on Robin Drive tops the week’s sales at $5.5 million.

  • Longboat Key
  • Real Estate
The condominium has three bedrooms, three-and-a-half baths and 3,685 square feet of living area.
    By
  • Adam Hughes
  • February 19, 2025
Top residential real estate sales for Feb. 3-7 in Longboat, Lido, St. Armands, Bird Key

A condominium in The Pierre on Longboat Club Road tops the week's sales at $4.15 million.

  • Longboat Key
  • Real Estate
The home at 61 S. Washington Drive has seven bedrooms, nine-and-two-half baths, a pool and 8,691 square feet of living area.
    By
  • Adam Hughes
  • February 12, 2025
Top residential real estate sales for Jan. 27-31 in Longboat, Lido, St. Armands, Bird Key

A John Ringling Estates home on South Washington Drive tops the week’s sales at $5.45 million.

  • Longboat Key
  • Real Estate
  • By Michael Saunders & Company
  • February 10, 2025
For Sale: 560 Harbor Point Rd, Longboat Key

Exquisite Palladian-Style waterfront estate located on the serene shores of Sarasota Bay.

  • Longboat Key
  • Real Estate
Sponsored Content
The home at 410 Meadow Lark Drive has three bedrooms, three baths, a pool and 3,257 square feet of living area.
    By
  • Adam Hughes
  • February 5, 2025
Top residential real estate sales for Jan. 20-24 in Longboat Key, Lido, St. Armands, Bird Key

Bird Key homes on Meadow Lark Drive and South Owl Drive top the week's sales at $3.55 million.

  • Longboat Key
  • Real Estate
This Longboat Key estate provides a ready escape to the water.
  • By Robert Plunket
  • January 30, 2025
Longboat Key estate boasts features that make it a boater's dream come true

Set on two acres overlooking peaceful Bishop’s Bayou, this waterfront masterpiece is both eye-catching and private.

  • Longboat Key
  • Neighbors
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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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