Jon Swift, Realtor at RE/MAX Alliance Group
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Living the Island Life

The Island Life Comes in Many Styles - 

  • Anna Maria Island - Laid back, old Florida, affordable beachfront living
  • Longboat Key:
    • North Longboat Key - Quiet, laid back, older developments.
    • South Longboat Key - Upscale, exclusive, boasts golf courses, tennis, and yacht clubs.
  • Lido Key - Beach community that is most convenient to downtown Sarasota and St. Armands Circle
  • St Armand's Circle - Known for its shopping and restaurants is the jewel of the barrier islands
  • Coon Key - Home to the Sarasota Yacht Club and a number of older and affordable 55+ condo communities.
  • Bird Key - One of the most loved communities in Sarasota with over 500 homes, 250 on the water and sits squarely between downtown Sarasota and St Armand's Circle.
  • Siesta Key - With its world renowned powdery sand beaches, Siesta is one of the most famous keys in Florida.
  • Casey Key - Off the beaten path, Casey Key offers Gulf to Bay estates and beachfront homes in a quiet yet convenient location.
  • Venice Island - This older master planned community offers beaches, boating, fishing, and shopping all within a few blocks of downtown Venice.

 See the sidebar for additional pre-configured searches.

10 Most Recent Sarasota Island Homes & Condos for Sale

6342 Midnight Pass Road Unit 330, Sarasota image
6342 Midnight Pass Road Unit 330, Sarasota — Midnight Cove $2,195,000

BEST GULF VIEW AND LOCATION on Siesta Key! UNOBSTRUCTED 270 Degree Gulf View with nearly 100K in DOCUMENTED rental revenue. One of the highest rental revenue condo's by s...

  • 2 Beds
  • 2 Baths
  • Midnight Cove Ph 1 & 2 SubDv.
  • 34242 Zip Code
1750 Benjamin Franklin Drive Unit 8E, Sarasota image
1750 Benjamin Franklin Drive Unit 8E, Sarasota — Key Tower South $1,375,000

8th floor condo on Lido Beach with year-round sunrise and sunset views, plus views of Lido Beach, Sarasota Bay and Downtown Sarasota. Nestled between the Gulf of Mexico a...

  • 2 Beds
  • 2 Baths
  • Key Tower South SubDv.
  • 34236 Zip Code
2045 Gulf Of Mexico Drive Unit M1-614, Longboat Key image
2045 Gulf Of Mexico Drive Unit M1-614, Longboat Key — M1 $699,900

This gorgeous 2-bedroom, 1-bath is located on the sixth floor of the desirable M-1 building with breathtaking, unobstructed sunset and gulf views. The unit is being offer...

  • 2 Beds
  • 1 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
1255 Tarpon Center Drive Unit 708, Venice image
1255 Tarpon Center Drive Unit 708, Venice — San Marco $450,000

LIVE AND PLAY RIGHT ON VENICE BEACH AND THE POWDERY SANDS OF THE GULF OF MEXICO!! This BEACHFRONT, TOP FLOOR, FULLY TURNKEY FURNISHED beautiful 1 bedroom / 1 bathroom VEN...

  • 1 Beds
  • 1 Baths
  • San Marco SubDv.
  • 34285 Zip Code
3060 Grand Bay Boulevard Unit 1101, Longboat Key image
3060 Grand Bay Boulevard Unit 1101, Longboat Key — 3060 $5,250,000

Boasting an astounding 5,300 square feet of wraparound terrace space and floor-to-ceiling walls of glass throughout, this extraordinary Grand Bay penthouse showcases a da...

  • 4 Beds
  • 5.5 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
5400 Ocean Boulevard Unit 14-3, Sarasota image
5400 Ocean Boulevard Unit 14-3, Sarasota — The Terrace $3,499,000

Magnificent views go on forever from this luxury double unit at the highly desirable and well-run building by Frank Folson Smith, called the Terrace. The 14th floor offer...

  • 3 Beds
  • 4 Baths
  • Terrace SubDv.
  • 34242 Zip Code
6140 Manasota Key Road, Englewood image
6140 Manasota Key Road, Englewood $4,990,000

A place where magical memories can be made, this islandside Manasota Key beachfront oasis exudes the perfect balance between absolute privacy, picturesque views and a res...

  • 5 Beds
  • 4.5 Baths
  • Manasota Acres SubDv.
  • 34223 Zip Code
700 Golden Beach Boulevard Unit 131, Venice image
700 Golden Beach Boulevard Unit 131, Venice — Macarthur/131 $719,900

The Sought after MacArthur Beach and Racquet Club which is situated directly on the Gulf Of Mexico with Tropical Gulf Breezes, Spectacular Waterviews and Sunsets! This sp...

  • 2 Beds
  • 2 Baths
  • Macarthur Beach SubDv.
  • 34285 Zip Code
603 Longboat Club Road Unit 604N, Longboat Key image
603 Longboat Club Road Unit 604N, Longboat Key — Longboat Key Towers $1,798,000

CHOICE SUNNY SOUTHWEST CORNER Residence behind the gates of the Longboat Key Club Islandside. This Enclave with a backdrop of phenomenal views of the Gulf of Mexico, Sara...

  • 2 Beds
  • 2 Baths
  • Longboat Key Towers SubDv.
  • 34228 Zip Code
435 L Ambiance Drive Unit G601, Longboat Key image
435 L Ambiance Drive Unit G601, Longboat Key — 000 $6,880,000

It’s all about the view and unparalleled location! Choice Southwest Corner residence @ 435 L’Ambiance Dr. Experience this sanctuary on the 6th floor with exceptional and ...

  • 3 Beds
  • 3 Baths
  • L'Ambiance SubDv.
  • 34228 Zip Code
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Quick Links to Real Estate for Sale

Central Florida Island Real Estate for Sale

  • Sarasota County Island Real Estate
  • Manatee County Island Real Estate
  • Charlotte County Island Real Estate
  • Hernando County Island Real Estate
  • Pasco County Island Real Estate
  • Pinellas County Island Real Estate

Quick Links to Island Real Estate for Sale

  • Island Homes
  • Island Condos and Townhomes
  • Island New Construction Homes
  • Island New Construction Condos
  • Island Pet Friendly Homes and Condos
  • 55+ Island Communities
  • Island Homes over $1M
  • Island Homes $600,000 - $1M
  • Island Homes $400,000 - $600,000
  • Island Homes $250,000 - $400,000
  • Island Homes under $250,000
  • Island Condos over $1M
  • Island Condos $600,000 - $1M
  • Island Condos $400,000 - $600,000
  • Island Condos $250,000 - $400,000
  • Island Condos $150,000 - $250,000
  • Island Condos under $150,000
  • 1 Bedroom Island Homes & Condos
  • 2 Bedroom Island Homes & Condos
  • 3 Bedroom Island Homes & Condos
  • 4 Bedroom Island Homes & Condos
  • 5+ Bedroom Island Homes & Condos

Island Boating Communities

Island Real Estate for Sale

  • Anna Maria Island
  • Bradenton Beach
  • Holmes Beach
  • Longboat Key (North)
  • Longboat Key (South)
  • Lido and St Armands Key
  • Bird Key
  • Siesta Key
  • Casey Key
  • Venice Island
  • Manasota Key
  • ________________________
  • Crystal Beach
  • Clearwater Beach
  • Indian Rocks Beach
  • Treasure Island
  • North Redington Beach
  • Redington Beach
  • Madeira Beach
  • St Pete Beach

Island Golf Course Real Estate

  • Pete Dye Golf Course
  • Longboat Key Club Golf Club
  • Longboat Key Club Harbourside
  • Key Royale Club
  • Isla Del Sol Yacht and Country Club
  • Treasure Bay Golf and Tennis

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Jon Swift Realtor w REMAX Alliance Group

RE/MAX Alliance Group
2000 Webber St
Sarasota, FL 34239

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