West of Trail

Historic homes mingle with new modern & coastal manses along winding tree-lined streets in the prestigious neighborhoods collectively known as West of Trail.

Property Listings

Price

Living Area

$18,000,000

3336 OLD OAK DR, SARASOTA, FL 34239

3 Beds 4 Baths 5,932 Sq.Ft.

$15,995,000

3544 SAN REMO TER, SARASOTA, FL 34239

5 Beds 6 Baths 8,006 Sq.Ft.

$12,950,000

3000 SOUTHWEST DR, SARASOTA, FL 34239

5 Beds 6 Baths 8,125 Sq.Ft.

$12,400,000

1378 HARBOR DR, SARASOTA, FL 34239

4 Beds 6.5 Baths 6,238 Sq.Ft.

$11,500,000

3350 OLD OAK DR, SARASOTA, FL 34239

7 Beds 8 Baths 7,181 Sq.Ft.

$11,499,000

1500 BAY VIEW DR, SARASOTA, FL 34239

5 Beds 5 Baths 4,031 Sq.Ft.

$11,499,000

555 QUAY CMN #1802, SARASOTA, FL 34236

4 Beds 4.5 Baths 5,811 Sq.Ft.

$9,995,000

3576 SAN REMO TER, SARASOTA, FL 34239

4 Beds 4.5 Baths 6,091 Sq.Ft.

$9,750,000

3621 SAN REMO TER, SARASOTA, FL 34239

5 Beds 6 Baths 5,328 Sq.Ft.

$9,599,000

555 QUAY CMN #PH-2003, SARASOTA, FL 34236

3 Beds 3.5 Baths 4,360 Sq.Ft.

$9,500,000

280 GOLDEN GATE PT #400, SARASOTA, FL 34236

4 Beds 6 Baths 7,645 Sq.Ft.

$8,888,000

688 GOLDEN GATE POINT #701, SARASOTA, FL 34236

3 Beds 3.5 Baths 4,618 Sq.Ft.

$8,750,000

1479 TANGIER WAY, SARASOTA, FL 34239

5 Beds 5.5 Baths 5,706 Sq.Ft.

$8,499,000

555 QUAY CMN #1803, SARASOTA, FL 34236

3 Beds 3.5 Baths 4,360 Sq.Ft.

$8,499,000

555 QUAY CMN #2004, SARASOTA, FL 34236

3 Beds 3.5 Baths 4,001 Sq.Ft.

$7,900,000

1406 TANGIER WAY, SARASOTA, FL 34239

4 Beds 3 Baths 3,069 Sq.Ft.

$7,500,000

1490 HILLVIEW DR, SARASOTA, FL 34239

$7,250,000

1515 HILLVIEW DR, SARASOTA, FL 34239

4 Beds 5 Baths 5,424 Sq.Ft.

$6,900,000

223 GOLDEN GATE POINT #9C, SARASOTA, FL 34236

3 Beds 3.5 Baths 3,068 Sq.Ft.

$6,799,000

555 QUAY CMN #1401, SARASOTA, FL 34236

4 Beds 4.5 Baths 4,223 Sq.Ft.

$6,750,000

1389 TANGIER WAY, SARASOTA, FL 34239

4 Beds 4.5 Baths 5,310 Sq.Ft.

$6,500,000

401 QUAY #1101, SARASOTA, FL 34236

3 Beds 3.5 Baths 3,798 Sq.Ft.

$6,500,000

1449 HILLVIEW DR, SARASOTA, FL 34239

5 Beds 4.5 Baths 4,982 Sq.Ft.

$6,400,000

223 GOLDEN GATE PT #9A Penthouse, SARASOTA, FL 34236

3 Beds 3.5 Baths 2,832 Sq.Ft.

$6,300,000

668 QUAY COMMONS #1804, SARASOTA, FL 34236

3 Beds 4.5 Baths 3,996 Sq.Ft.

$5,900,000

1111 RITZ CARLTON DR #1603, SARASOTA, FL 34236

3 Beds 3.5 Baths 4,276 Sq.Ft.

$5,875,000

1479 BAY POINT DR, SARASOTA, FL 34236

4 Beds 3 Baths 3,783 Sq.Ft.

$5,800,000

223 GOLDEN GATE PT #8C, SARASOTA, FL 34236

3 Beds 3.5 Baths 3,068 Sq.Ft.

$5,775,000

1640 WALDEMERE ST, SARASOTA, FL 34239

7 Beds 7.5 Baths 5,500 Sq.Ft.

$5,700,000

223 GOLDEN GATE POINT #8A, SARASOTA, FL 34236

3 Beds 3.5 Baths 2,832 Sq.Ft.

$5,695,000

1655 SOUTH DR, SARASOTA, FL 34239

5 Beds 7 Baths 6,355 Sq.Ft.

$5,600,000

188 GOLDEN GATE POINT #101, SARASOTA, FL 34236

3 Beds 3.5 Baths 3,034 Sq.Ft.

$5,590,000

1607 FLOWER DR, SARASOTA, FL 34239

6 Beds 6.5 Baths 4,769 Sq.Ft.

$5,500,000

907 POMELO AVE, SARASOTA, FL 34236

4 Beds 4.5 Baths 4,289 Sq.Ft.

$5,500,000

401 QUAY #1404, SARASOTA, FL 34236

3 Beds 3.5 Baths 2,984 Sq.Ft.

$5,450,000

301 QUAY COMMONS #1904, SARASOTA, FL 34236

3 Beds 3.5 Baths 3,613 Sq.Ft.

West of Trail Listings & Sales

For Sale

Under Contract

Active Under Contract

Coming Soon

View More Homes for Sale

Find Your Dream Home For Sale

Schedule a Showing

Neighborhood Guides

Browse things to do, places to see, and landmarks to explore.

West of Trail

West of Trail

Downtown Sarasota

Downtown Sarasota

Siesta Key

Siesta Key

Work With Allison

Allison brings an unparalleled attention to detail to every transaction, a wealth of knowledge on home staging, deep experience with the Sarasota market, and the tenacity to find what’s fabulous about a home and make others see it too.