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Longboat Key | Real Estate

1247 Westway Drive sold March 1 for $7.48 million.
    By
  • Observer Staff
  • March 3, 2023
Waterfront Lido Shores home sells for $7.5 million

The modern home on Westway Drive was designed by an acclaimed local architect.

  • Longboat Key
  • Real Estate
314 Bird Key Drive
    By
  • Adam Hughes
  • March 1, 2023
Top residential real estate sales for Feb. 13-17 in Longboat Key, Lido Key, St. Armands Key, Bird Key

A Bird Key home tops the week's sales at $4.6 million.

  • Longboat Key
  • Real Estate
2050 Benjamin Franklin Drive, Unit A702
    By
  • Adam Hughes
  • February 22, 2023
Top residential real estate sales for Feb. 6-10 in Longboat Key, Lido Key, St. Armands Key, Bird Key

A condominium in Orchid Beach Club Residences tops the week's sales at $3.35 million.

  • Longboat Key
  • Real Estate
408 Jackson Drive
    By
  • Adam Hughes
  • February 15, 2023
Top residential real estate sales for Jan. 30 to Feb. 3 for Longboat Key, Lido Key, St. Armands Key, Bird Key.

A St. Armands home in John Ringling Estates tops the week's sales at $2.8 million.

  • Longboat Key
  • Real Estate
159 Taft Drive, Unit E105 sells for $2.63 million.
    By
  • Adam Hughes
  • February 8, 2023
Top residential real estate sales for Jan. 23-27 for Longboat Key, Lido Key, St. Armands Key, Bird Key

A Lido Key condominium on Taft Drive tops the week's sales at $2.63 million.

  • Longboat Key
  • Real Estate
350 Morningside Drive sold for $1.95 million.
    By
  • Adam Hughes
  • February 1, 2023
Top residential real estate sales for Jan. 16-20 for Longboat Key, Lido Key, St. Armands Key, Bird Key

A Lido Key home on Morningside Drive tops the week's sales at $1.95 million.

  • Longboat Key
  • Real Estate
An elevator and custom staircase both lead to a rooftop deck on the fourth level complete with a jacuzzi.
    By
  • Adam Hughes
  • January 25, 2023
Top residential real estate sales for Jan. 9-13 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A Lido Key home on North Polk Drive tops this week's sales at $5.73 million.

  • Longboat Key
  • Real Estate
Living spaces include ceilings up to 17 feet high with floor to ceiling windows.
    By
  • Eric Garwood
  • January 24, 2023
One-of-a-kind Lido Shores home on the market at $10 million

The post-modern Sarasota school of architecture residence on Morningside Drive overlooks Pansy Bayou.

  • Sarasota
  • Real Estate
The property at 453 Royal Flamingo Drive on Bird Key overlooks a canal with direct access to Sarasota Bay.
    By
  • Adam Hughes
  • January 18, 2023
Top residential real estate sales for Jan. 2-6 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A Lido Key property on John Ringling Parkway tops the week's sales at $5.67 million.

  • Longboat Key
  • Real Estate
Views across New Pass to the south end of Longboat Key.
    By
  • Adam Hughes
  • January 11, 2023
Top residential real estate sales for Dec. 26-30 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A Lido Shores home on John Ringling Parkway tops the week's sales at $6.6 million.

  • Longboat Key
  • Real Estate
The home at 639 Mourning Dove Drive was built in 1967, it has five bedrooms, five-and-a-half baths, a pool and 5,172 square feet of living area.
    By
  • Adam Hughes
  • January 4, 2023
Top residential real estate sales for Dec. 12-23 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A Bird Key property on Mourning Dove Drive topped the week's sales at $5.30 million.

  • Longboat Key
  • Real Estate
3303 Gulf of Mexico Drive
    By
  • Adam Hughes
  • December 29, 2022
2022's top 10 real estate transactions on Longboat Key, Lido Key, St. Armands Key, Bird Key

Six property sales topped the $10 million mark.

  • Longboat Key
  • Real Estate
The Sanctuary is a gated community within the boundaries of the Longboat Key Club.
    By
  • Adam Hughes
  • December 21, 2022
Top residential real estate sales for Dec. 5-9 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A Sanctuary condominium tops the week's sales at $4.4 million.

  • Longboat Key
  • Real Estate
Sanctuary was built in 1991 at 545 Sanctuary Drive within the gates of the Longboat Key Club.
    By
  • Adam Hughes
  • December 14, 2022
Top residential real estate sales for Nov. 28 to Dec. 2 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A Sanctuary condominium topped the week's sales at $3.45 million.

  • Longboat Key
  • Real Estate
Built in 1995, Unit 26A has three bedrooms, three-and-a-half baths and 3,564 square feet of living area.
    By
  • Adam Hughes
  • December 7, 2022
Top residential real estate sales for Nov. 21-25 on Longboat Key, Lido Key, St. Armands Key, Bird Key

A unit at Regent Place was the top seller of the week at $4.55 million.

  • Longboat Key
  • Real Estate
« 9 10 11 12 13 14 15 16 17 18 »
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Latest in Longboat Key

1
Kiwanis Club of Longboat Key Past President Michael Garey said he heard of the Miracle League of Manasota when his daughter, Amelia, volunteered as a buddy to the athletes. Garey suggested the 501(c)(3) as the club's new charitable partner, which board members recently accepted.
  • June 22, 2026
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2
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Property tax overhaul may put Longboat Key library in jeopardy
3
Palmetto community leaders showed up strong at Longboat Island Chapel's latest charity drive to support Mt. Carmel Resource Center on June 16. From left, Deputy Ken Jewett, Sgt. Joy Jewett, Chief of Police Scott Tyler, City of Palmetto Mayor Daniel West, Shirley Pearson, executive director of Strength in Action, Inc., Rev. Brock Patterson, Pearson's sister Laura Wallace, and Town of Longboat Key Town Manager Howard Tipton.
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From food to furniture, chapel's programs continue to make an impact
4
St. Lucie County Administrator George Landry has been recommended by Howard Tipton to replace him as town manager as Tipton prepares to retire.
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New town manager recommended for Longboat Key
5
Attendees were impressed by the fireworks across Sarasota Bay.
  • June 19, 2026
Fourth of July 2026 events in Sarasota, Longboat Key and Lakewood Ranch

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