Downtown Sarasota Neighborhood

Sarasota Bay Front area

Sarasota Historic "West Of Trail"

Sarasota’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.

Real Estate Statistics

Average Price $2.1M
Lowest Price $95K
Highest Price $18M
Total Listings 503
Avg. Days On Market 143
Avg. Price/SQFT $1.5K

Property Types (active listings)

Sarasota West of Trail Homes for Sale

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3336 Old Oak Drive, SARASOTA

$18,000,000

3336 Old Oak Drive, SARASOTA

SHORELAND WOODS SUB
3 Beds 5 Baths 5,932 SqFt Residential MLS® # A4608565
3544 San Remo Terrace, SARASOTA

$14,995,000

3544 San Remo Terrace, SARASOTA

SAN REMO ESTATES
5 Beds 7 Baths 7,960 SqFt Residential MLS® # A4610057
1490 Hillview Drive, SARASOTA

$14,995,000

1490 Hillview Drive, SARASOTA

HARBOR ACRES ESTATE SECTION
5 Beds 7 Baths 6,587 SqFt Residential MLS® # A4611675
1610 North Lodge Drive, SARASOTA

$14,800,000

1610 North Lodge Drive, SARASOTA

CHEROKEE LODGE
5 Beds 8 Baths 7,110 SqFt Residential MLS® # A4615836
3000 Southwest Drive, SARASOTA

$12,950,000

↓ $2,000,000

3000 Southwest Drive, SARASOTA

CHEROKEE PARK 2
5 Beds 7 Baths 8,125 SqFt Residential MLS® # A4588632
555 Quay Common 1802, SARASOTA

$11,499,000

555 Quay Common 1802, SARASOTA

RITZ-CARLTON RESIDENCES, SARASOTA BAY
4 Beds 5 Baths 5,811 SqFt Residential MLS® # A4567023
1500 Bay View Drive, SARASOTA

$11,499,000

↓ $250,000

1500 Bay View Drive, SARASOTA

BAY VIEW HEIGHTS ADD
5 Beds 5 Baths 4,031 SqFt Residential MLS® # A4599458
1378 Harbor Drive, SARASOTA

$11,350,000

↓ $1,050,000

1378 Harbor Drive, SARASOTA

HARBOR ACRES
4 Beds 8 Baths 6,238 SqFt Residential MLS® # A4590940
1136 North Lake Shore Drive, SARASOTA

$10,980,000

↓ $670,000

1136 North Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES
4 Beds 8 Baths 10,234 SqFt Residential MLS® # A4591433
3621 San Remo Terrace, SARASOTA

$9,750,000

3621 San Remo Terrace, SARASOTA

SAN REMO ESTATES
5 Beds 7 Baths 5,328 SqFt Residential MLS® # A4592737
555 Quay Common Ph-2003, SARASOTA

$9,599,000

555 Quay Common Ph-2003, SARASOTA

RITZ-CARLTON RESIDENCES, SARASOTA BAY
3 Beds 4 Baths 4,360 SqFt Residential MLS® # A4601546
3576 San Remo Terrace, SARASOTA

$8,995,000

↓ $1,000,000

3576 San Remo Terrace, SARASOTA

SAN REMO ESTATES
4 Beds 5 Baths 6,091 SqFt Residential MLS® # A4605237