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The 6 Most Expensive Neighborhoods in Sarasota, Florida

When it comes to Sarasota living, luxury is always within reach. Located on Florida’s southwest Gulf coast, Sarasota’s gem of a location provides both unlimited access to perfect coastal living, and a sophisticated countryside lifestyle. Additionally, the rich local culture, with a focus on the arts, world-class dining and entertainment, attracts residents with an eye for the finer things in life, and undoubtedly, they find it right here in Sarasota, Florida.

Any drive through Sarasota, Florida will leave you jaw dropped as you pass through prominent neighborhoods featuring sprawling estates and stunning single-family homes. It’s important to note though that bigger is not always better here. Some of Sarasota’s most highly regarded neighborhoods feature quaint craftsman style homes along artsy streets, located just steps from a thriving downtown.

Here’s a look at the most recognized neighborhoods in Sarasota, Florida based on price point. 

  1. Siesta Key
    • Siesta Key is one of the area’s most famous hotspots, not only does it have a world-famous beach, but it also has its own television show. Siesta Key runs north to south, and features an array of neighborhoods perfect for families that desire access to a truly beachy lifestyle. On the east side of the island, you’ll have access to a boater’s dream, and on the west side, you can step out your door onto powdery sand, pick your paradise! Top neighborhoods here include The Sanderling Club on the south end of the island, where beautiful beachside estates sit directly on the sand, and Riegels Landing, a favorite among boaters and fishermen. This small, gated community features waterfront, Key West-style homes with large boat slips.
  2. Harbor Acres
    • Back on main land, Harbor Acres is one of Sarasota’s most coveted neighborhoods located just between Sarasota Bay and downtown Sarasota. A mix of new construction and historic homes, many of which are on the water, grace this community that appeals largely to families and executives. While Harbor Acres is known for its large family homes, the area maintains a charming ambiance that is friendly and welcoming. Additionally, it’s easy to walk to local eateries and entertainment from this area, and on any given day, you’ll find your neighbors out and about biking, jogging or walking.
  3. McClellan Park
    • Located close to downtown, between Orange and Osprey Avenues, McClellan Park is home to some of Sarasota’s most historic properties. With quaint streets lined with traditional Florida craftsman homes and cottage-style houses, the neighborhood is an ideal area for walking. The laid back style here is friendly and welcoming, offering very easy access to Sarasota’s downtown. When we say “West of the Trail,” McClellan Park is the ultimate definition.
  4. Cherokee Park
    • One of Sarasota’s most historic neighborhoods, Cherokee Park may be the pinnacle of desire neighborhoods on the Gulf Coast. A “West of the Trail” gem, this delightful neighborhood is convenient to both Siesta Key and to walkable entertainment zones like Hillview and downtown Sarasota. With homes dating back to the 20s, the home styles here are eclectic with traditional and Spanish style architecture. The homes all sit along beautiful, tree-lined paved streets. While the homes here are not on the waterfront, the perfectly manicured area is the ultimate abode for Sarasota’s most elegant residents.
  5. St. Armands
    • Over the John Ringling Bridge, catch a view of the glistening bay, then land on the bustling St. Armands Circle. Here, you’ll find ample local boutiques and shops, plus delicious dining at iconic Sarasota restaurants. Along the streets that leg off of the circle, you’ll find a mixture of modern contemporary homes and Old Florida architecture. While this area is becoming more developed with new construction, the surrounding area around St. Armands is legendary in the Sarasota area. Charming winding streets link up with tree-lined parks that eventually give way to Lido Key Beach. It’s a perfect blend of true Florida lifestyle and high-end luxury living.
  6. Longboat Key
    • Although Longboat Key is not technically a part of Sarasota, Longboat Key is one of the area’s most sought after locations, appealing mostly to retirees and residents seeking a second home. Meander down the pristine Gulf of Mexico Drive, and you’ll pass by the island’s most luxe neighborhoods including Bay Harbour and Bay Isles. Additionally, this manicured Florida key offers a blend of luxe lifestyles with stunning, award-winning courses like The Longboat Key Club, and waterfront living perfect for boating, fishing and beaching. Follow Gulf of Mexico Drive north, and you’ll reach Anna Maria Island, a much more rustic version of the Florida lifestyle.

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