• Alternate Text

  • Loading

  • Valentine's Day Gift Guide
  • Health Observed
  • Crossword
  • Contests
  • Newsletters
  • e-Newspaper App
  • Longboat
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Opinion
  • East County
    • News
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
  • Sarasota
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
    • Siesta Key
  • Arts + Entertainment
    • Eat + Drink
    • Arts + Culture
    • Reviews
    • Things To Do
    • Black Tie
    • Spotlight Partners
  • Key Life
  • Galleries
  • More
    • Hurricane Season
    • Red Tide Map
    • Health Observed
    • Sand Bucket List
    • Calendar
    • Celebrations
    • Contests
    • Tributes
    • Submit a Celebration
    • Submit a Tribute
    • Public Notices
    • Classifieds
  • Longboat
    • Longboat
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Opinion
  • East County
    • East County
    • News
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
  • Sarasota
    • Sarasota
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
    • Siesta Key
  • Arts + Entertainment
    • Arts + Entertainment
    • Eat + Drink
    • Arts + Culture
    • Reviews
    • Things To Do
    • Black Tie
    • Spotlight Partners
  • Key Life
  • Galleries
  • More
    • More
    • Hurricane Season
    • Red Tide Map
    • Health Observed
    • Sand Bucket List
    • Calendar
    • Celebrations
    • Contests
    • Tributes
    • Submit a Celebration
    • Submit a Tribute
    • Public Notices
    • Classifieds
  • Valentine's Day Gift Guide
  • Health Observed
  • Crossword
  • Contests
  • Newsletters
  • e-Newspaper App

Longboat Key | Real Estate

The home at 749 Penfield St. was built in 1968 and has three bedrooms, three baths and 2,905 square feet of living area.
    By
  • Adam Hughes
  • November 12, 2025
Top residential real estate sales for Oct. 27-31 in Longboat, Lido, St. Armands, Bird Key

A home in Longboat Shores on Winslow Place tops the week's sales at $2 million.

  • 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
« 1 2 3 4 5 6 »
The best of Your Observer, delivered directly to your inbox

Get the latest in news, sports, schools, arts and things to do in Sarasota, Siesta Key, Longboat Key and East County.

Sign Up

Latest in Longboat Key

1
Longboat Key Police Department Customer Service Specialist Ivan Zunz shakes hands with Police Chief Russ Mager at a Town Commission meeting Monday, Feb. 2. Zunz was recognized for 10 years with LKPD at the meeting.
  • February 5, 2026
Ivan Zunz recognized for a decade with LKPD
2
District 2 Commissioner Penny Gold walks in a parade in 2021.
  • February 5, 2026
Longboat commissioner appointed to National League of Cities committee
3
Philip DiMaria says “there is a great opportunity here for St. Armands to evolve and become incredible again.”
  • February 5, 2026
Urban planner shares bold ideas to solve flooding on St. Armands
4
Lido Island Grill's lobster roll, filled with chilled Maine lobster and served with tortilla chips and lemon.
  • February 5, 2026
Meet the island kitchens setting the standard for a seriously good lobster roll
5
Front: Elliot Salenger, Larry Coleman, Dr. Lee Edstrom; Back: Steve Davidson, Bob Nusbaum, Paul Levenson
  • February 5, 2026
These tennis players unite for the love of the game — and ribbing each other

App

Download the Your Observer app

Stay in the know with the latest local news. Any device, anytime, anywhere.

DOWNLOAD NOW

Contact

  • 1970 Main St.
  • Third Floor
  • Sarasota, FL 34236
  • Phone: 941-366-3468
  • FPN Verified

Extra, Extra!

  • Newsletters
  • App
  • Crossword
  • Contests

more

  • About Us
  • Contact Us
  • Classifieds
  • Advertise
  • Rack Locations
  • Jobs
  • Privacy Policy
  • Accessibility Options

sister sites

  • Business Observer
  • Jax Daily Record
  • Orange Observer
  • Accessibility Options
  • Copyright © 2026 Observer Media Group Inc., All Rights Reserved
Sign Up for Daily Headlines

A daily dose of news from Longboat Key, East County, Sarasota and Siesta Key.

Sign Up for In Case You Missed It

A Saturday dose of the week's top stories from Sarasota, Longboat Key and East County.

The Your Observer App is Here!

Get local news you can trust — now on your phone, tablet or laptop. Fast. Free. Easy to Use.
Stay informed, wherever you are.

Download Now