West of the Trail Homes

The area to the west of US 41 (Tamiami Trail) is a prestigious location known as the "West of the Trail." This particular area just south of downtown Sarasota is highly desirable because of the location close to many of the area's top amenities. West of the Trail real estate is in great demand with prices sometimes reaching the multi-million dollar range for homes situated on the waterfront.

Because of its superb location, this is one of Sarasota’s most historic areas. The downtown residential area which is West of the Trail consists of some of the city’s most historical neighborhoods such as Harbor Acres, McClellan Park, Laurel Park and Cherokee Park. These subdivisions are all within easy access of downtown and Sarasota Memorial Hospital making it a great location for medical providers and staff. Families love the old Florida neighborhoods featuring mature landscaping, wide sidewalks and friendly locals.

Everything Sarasota offers is close: the beaches, shopping, Selby Gardens, Ringling Museum, art galleries and theatre. You can be at most of your destinations in just minutes from a West of the Trail home.

84 Homes for Sale

All Listings $300,000 - $400,000 $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
84 Properties Found. Showing Page 1 of 5
Map
Sort by:
1333 Vista Dr - $6,249,000
  • 5 Beds
  • 6 Baths
  • 5,738 SqFt
  • 0.56 Acres
  • , Single Family Home
3544 San Remo Ter - $4,890,000
  • 5 Beds
  • 7 Baths
  • 6,710 SqFt
  • 0.39 Acres
  • , Single Family Home
1479 Bay Point Dr - $4,375,000
  • 4 Beds
  • 3 Baths
  • 3,783 SqFt
  • 0.49 Acres
  • , Single Family Home
1329 Vista Dr - $3,795,000
  • 4 Beds
  • 4 Baths
  • 3,762 SqFt
  • 0.56 Acres
  • , Single Family Home
1500 Cunliff Ln - $2,950,000
  • 4 Beds
  • 3 Baths
  • 2,803 SqFt
  • 0.45 Acres
  • , Single Family Home
1732 North Dr - $2,700,000
  • 5 Beds
  • 5 Baths
  • 4,468 SqFt
  • 0.34 Acres
  • , Single Family Home
1581 Hillview Dr - $2,495,000
  • 4 Beds
  • 4 Baths
  • 4,108 SqFt
  • 0.33 Acres
  • , Single Family Home
995 Whitakers Ln - $2,165,000
  • 5 Beds
  • 5 Baths
  • 5,359 SqFt
  • 0.35 Acres
  • , Single Family Home
975 Whitakers Ln - $2,095,000
  • 5 Beds
  • 5 Baths
  • 5,361 SqFt
  • 0.36 Acres
  • , Single Family Home
Hi There! Is this Your First Time?

Did you know if you Register you have access to free search tools including the ability to save listings and property searches? Did you know that you can bypass the search altogether and have listings sent directly to your email address? Check out our how-to page for more info.

Questions? Request More Information

Please provide a valid email address.

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 October 22nd, 2017 at 1:18pm EDT.