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 beachfront living
  • Longboat Key:
    • North Longboat Key - Quiet, laid back, older and newer 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 Armands 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 more 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

2305 Casey Key Road, Nokomis image
2305 Casey Key Road, Nokomis $18,000,000 ▼

Nestled on 149 ft. of private sandy walking beach, this six-bedroom estate has been masterfully crafted by the discerning owners to create an unparalleled Gulf-front livi...

  • 6 Beds
  • 5.5 Baths
  • Casey Key SubDv.
  • 34275 Zip Code
1604 Casey Key Road, Nokomis image
1604 Casey Key Road, Nokomis $3,500,000

A charming beach cottage offers a rare opportunity to own a slice of paradise on Casey Key. Breathtaking views of the turquoise blue waters of the Gulf of Mexico, relaxi...

  • 2 Beds
  • 2 Baths
  • Casey Key SubDv.
  • 34275 Zip Code
329 Sunrise Drive, Nokomis image
329 Sunrise Drive, Nokomis $2,500,000

AMAZING Direct Waterfront KeyWest style property! **These million dollar un-obstructive views of Roberts Bay are un-matched**. As you walk in you are immediately welcome...

  • 3 Beds
  • 2.5 Baths
  • Enchanted Isles SubDv.
  • 34275 Zip Code
743 N Manasota Key Road, Englewood image
743 N Manasota Key Road, Englewood $5,349,000

Mid-Century Modern residence! A gulf front oasis that can only be described as a home that represents the classic sought-after Old Florida beach residence. This sand cast...

  • 3 Beds
  • 4.5 Baths
  • Manasota Key SubDv.
  • 34223 Zip Code
1172 Horizon View Drive, Sarasota image
1172 Horizon View Drive, Sarasota $6,995,000

Gulf beachfront homes are a rarity on Siesta Key, and this one is very special! Located on Turtle Beach, this Casual Coastal designed home offers naturalists the opportun...

  • 4 Beds
  • 3.5 Baths
  • Tortoise Estates SubDv.
  • 34242 Zip Code
6142 Midnight Pass Road Unit 17N, Sarasota image
6142 Midnight Pass Road Unit 17N, Sarasota — Ne $6,799,000

Welcome to the RAREST of them all right on SIESTA KEY!! MOVE-IN READY!! This one of a kind Penthouse is now ready to sell where every element inside is brand new and unli...

  • 5 Beds
  • 4.5 Baths
  • Island House SubDv.
  • 34242 Zip Code
2555 Casey Key Rd, Nokomis image
2555 Casey Key Rd, Nokomis $12,000,000

Pre-Construction. To be built. Stunning modern bayfront estate is situated on 1.4 acres with 250FT of bay frontage and a dock on boatable water. The residence will featur...

  • 5 Beds
  • 5.5 Baths
  • Casey Key SubDv.
  • 34275 Zip Code
116 Sand Dollar Lane, Sarasota image
116 Sand Dollar Lane, Sarasota $3,200,000

This absolutely breathtaking view from Siesta Key can be yours all day every day! A single family home that overlooks the spectacular Gulf of Mexico on the north end of S...

  • 4 Beds
  • 3.5 Baths
  • Bayonne - Add To Vamo SubDv.
  • 34242 Zip Code
2101 Gulf Of Mexico Drive Unit 2501, Longboat Key image
2101 Gulf Of Mexico Drive Unit 2501, Longboat Key — 2 $1,399,000 ▼

Enjoy the sparkling turquoise waters of the Gulf of Mexico as your backyard from this top floor, updated - 2 bedroom - 2 bathroom - TURNKEY, penthouse residence at Sunset...

  • 2 Beds
  • 2 Baths
  • Sunset Beach SubDv.
  • 34228 Zip Code
2425 Gulf Of Mexico Drive Unit 2E, Longboat Key image
2425 Gulf Of Mexico Drive Unit 2E, Longboat Key — Sea Gate Club $1,395,000

Savor spectacular water views from every room in this second-floor turnkey Sea Gate Club residence overlooking the tranquil white-sand beach, Gulf of Mexico and pool. The...

  • 2 Beds
  • 2 Baths
  • Sea Gate Club 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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Sarasota, FL 34236

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