West of the Trail Real Estate

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.

106 Homes for Sale West of Trail Sarasota FL

All Listings $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
106 Properties Found. Showing Page 1 of 6
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1221 Hillview Dr - $7,500,000
  • 4 Beds
  • 4 Baths
  • 4,187 SqFt
  • 0.50 Acres
  • , Single Family Home
1433 Bay Point Dr - $4,500,000
  • 3 Beds
  • 3 Baths
  • 2,915 SqFt
  • 0.46 Acres
  • , Single Family Home
1807 Oleander St - $4,499,000
  • 7 Beds
  • 9 Baths
  • 9,492 SqFt
  • 0.53 Acres
  • , Single Family Home
2145 Alameda Ave - $4,280,000
  • 5 Beds
  • 6 Baths
  • 6,439 SqFt
  • 1.06 Acres
  • , Single Family Home
1516 Sandpiper Ln - $3,999,999
  • 5 Beds
  • 6 Baths
  • 5,014 SqFt
  • 0.32 Acres
  • , Single Family Home
1744 Seminole Dr - $3,995,000
  • 7 Beds
  • 9 Baths
  • 10,335 SqFt
  • 0.55 Acres
  • , Single Family Home
1575 Bay Point Dr - $3,995,000
  • 4 Beds
  • 4 Baths
  • 3,407 SqFt
  • 0.39 Acres
  • , Single Family Home
2231 Oriole Dr - $3,495,000
  • 5 Beds
  • 8 Baths
  • 8,162 SqFt
  • 0.40 Acres
  • , Single Family Home
910 Whitakers Ln - $3,295,000
  • 3 Beds
  • 4 Baths
  • 4,556 SqFt
  • 0.38 Acres
  • , Single Family Home
1534 Harbor Pl - $2,995,000
  • 4 Beds
  • 6 Baths
  • 4,056 SqFt
  • 0.33 Acres
  • , Single Family Home
1555 Sandpiper Ln - $2,450,000
  • 4 Beds
  • 4 Baths
  • 3,321 SqFt
  • 0.34 Acres
  • , Single Family Home
1585 Bay Point Dr - $2,400,000
  • 3 Beds
  • 2 Baths
  • 2,302 SqFt
  • 0.48 Acres
  • , Single Family Home
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on August 19th, 2019 at 6:00am EDT.