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Sarasota "West of Trail" Homes

west_of_trail_mansion_400Sarasota’s “West of Trail” neighborhoods are comprised of an eclectic mix of Bay Front mansions and older 40s and 50’s style ranches. Because it follows the bay from north to south to the west of Tamiami Trail (US 41), you'll find some of Sarasota’s oldest and most historic neighborhoods. Many of the homes in these highly desirable neighborhoods have been torn down and rebuilt, while others have been substantially remodeled. At it’s center, you’ll find the Southside Village area where homes are within walking distance of Sarasota's best amenities, including Sarasota's Bay Front Park, Downtown Sarasota and village shops. On the north end, Ringling Museum anchors the historic “museum area”. Throughout the “West of Trail” area, you’ll find walkable neighborhoods and parks meant to enhance the urban lifestyle.

If you want more detailed information about a listing, just click on the VIEW DETAILS action button. Here you will find detail information about the property, including additional photos and virtual tours, when available. If you like what you see and want to come back to it easily, just click on the BOOKMARK button to save it to your favorites.

See below to view real estate listings in Sarasota's historic "West of Trail" neighborhoods

West of Trail Homes for sale

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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990 Blvd Of The Arts #1800, Sarasota, FL - $7,950,000

Residential, Condo
  • 4 Beds
  • 6 Baths
  • 8,111 SQFT
  • 38 DOM
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Soaring Above The Waterfront And The Evolutionary Sarasota Skyline, The Penthouse At Beau Ciel Takes The City Living Experience To Panoramic New Heights – Quite Literally. Expertly Fusing The Luxury, Security And Maintenance-free Lifestyle Of Cond...

929 Alameda Way, Sarasota, FL - $6,950,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 9,067 SQFT
  • 163 DOM
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Perfectly Positioned On The Shores Of Sarasota Bay, This Contemporary Home Is Recognized By Any And All Who Sail The Waters Between Longboat Key And The Mainland. The Stunning Masterpiece Is More Than A House – It’s The Quintessential Florida Life...

2211 Alameda Ave, Sarasota, FL - $6,250,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,822 SQFT
  • 122 DOM
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Casa De Familia, One Of Sarasota's Most Beautiful Bay Front Homes, Is Offered For Purchase For The Very First Time. This Exquisite Family Residence Is Masterfully Nestled Among Majestic Grand Oaks On A 1.6 Acre Walled And Gated Estate With 140 Ft...

35 Watergate Dr #ph-1802, Sarasota, FL - $6,100,000

Residential, Condo
  • 3 Beds
  • 5 Baths
  • 5,275 SQFT
  • 57 DOM
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Rarely Available, This Stunning Ritz-carlton Tower Penthouse, In A Most Desirable Corner, Is One Of Four Grand Penthouse Residences On The Top Floor Boasting Spectacular Views. The Tower Residences Is An Oasis Of Luxury And Privacy, Offering Owner...

100 Ritz-carlton Cir #1703, Sarasota, FL - $5,550,000

Residential, Condo
  • 4 Beds
  • 5 Baths
  • 4,855 SQFT
  • 16 DOM
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Pre-construction. To Be Built. Newly Released. This 17th Floor Worthington Floor Plan Offers 4,855 Square Feet Of Living Space With 4 Bedrooms, 5 Baths And A Den. Sit Back And Unwind On Your Terrace Spanning 840 Feet, Glass Railings Allow Unobstr...

Photo of Listing #O5569288

1717 Southpointe Dr, Sarasota, FL - $4,995,000

Residential, Single Family Home
  • 4 Beds
  • 9 Baths
  • 6,883 SQFT
  • 143 DOM
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Full Bay Views & 10+ Car Garage. This House Is Different & Cool. The Owners Originally From La Jolla Wanted To Bring A Touch Of Southern California To South West Florida. The Classic Timeless Exterior Is Paired With A Soft Contemporary Interior. O...

3544 San Remo Ter, Sarasota, FL - $4,990,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 6,710 SQFT
  • 542 DOM
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Lake Tahoe Came To Sarasota Bay In 2009…and They Built A House Together. This Spectacular, Custom-designed Home Offers 2 Full Master Suites, Each With Their Own Private Terrace, And 3 Guest Suites For Visiting Family Or Friends. Pulling In To Your...

1409 S Lake Shore Dr, Sarasota, FL - $4,950,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 5,193 SQFT
  • 35 DOM
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Pre-construction: To Be Built. This Incredibly Beautiful Home Will Be Built On Prestigious South Lake Shore Drive– A Long-established, Highly-regarded Oyster Bay Estates Neighborhood. Tucked Away On Sarasota’s Mainland, This Private Waterside Oas...

Photo of Listing #A4197272

1540 Hillview Dr, Sarasota, FL - $4,500,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 7,074 SQFT
  • 289 DOM
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Set In A Commanding Waterfront Location On Hillview Drive, One Of The Most Prized Addresses In Sarasota, This Simply Sublime Home Is Bestowed With Scenic Southern Exposure, Vast Yet Comfortable Living Spaces And Exceptional Quality. Panoramic Pers...

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on July 19th, 2018 at 1:15pm EDT.