West of the Trail Sarasota

Lifestyle West of the Trail

West of the trail is predominately single family homes. A combination of luxury neighborhoods, waterfront properties, and some older yet charming Florida style homes. Living West of the trail offers quick access to beaches and a coastal lifestyle.

Location West of the Trail

West of the trail, simply stated, is the area West of US 41/Tamiami Trail. This area is alongside the West coast, close to the beaches, which makes it a desirable location.

Area West of the Trail

West of the trail remains close to the sun, sand, and salt. With close access to boating, kayaking, beaches, and more. West of the trail is also a straight shot down US 41 over to downtown Sarasota, filled with dining and a social lifestyle.

Scroll below to see available real estate West of the Trail.

Use the sidebar to see West of the Trail homes by neighborhood.

West of the Trail Real Estate

• All Listings
• $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

Bedrooms

Bathrooms

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$26,400,000

1310 S Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES

4 Beds 6 Baths 10,697 SqFt Residential MLS® # A4673508

$22,000,000

3315 Bay Shore Road, SARASOTA

INDIAN BEACH MAP OF

5 Beds 11 Baths 10,871 SqFt Residential MLS® # A4673690

$18,950,000

388 S Shore Drive, SARASOTA

SAPPHIRE SHORES RESUB BLK M

5 Beds 5 Baths 7,428 SqFt Residential MLS® # A4665863

$16,000,000

1386 Tangier Way, SARASOTA

SAN REMO ESTATES

4 Beds 6 Baths 4,865 SqFt Residential MLS® # A4699485

$14,900,000

1521 Bay Point Drive, SARASOTA

BAY POINT PARK

4 Beds 5 Baths 6,429 SqFt Residential MLS® # A4677001

Open House

$12,750,000

↓ $500,000

3000 Southwest Drive, SARASOTA

CHEROKEE PARK

5 Beds 7 Baths 8,125 SqFt Residential

Open House

Sat, Aug 22nd, 2026 @ 1pm - 4pm

MLS® # A4672971

$10,995,000

1340 Harbor Drive, SARASOTA

HARBOR ACRES

4 Beds 7 Baths 5,157 SqFt Residential MLS® # A4680096

$10,888,000

4123 Bay Shore Road, SARASOTA

INDIAN BEACH MAP OF

5 Beds 7 Baths 5,117 SqFt Residential MLS® # A4688729

$9,500,000

↓ $2,024,800

4035 Bay Shore Road, SARASOTA

INDIAN BEACH MAP OF

8 Beds 9 Baths 8,875 SqFt Residential MLS® # A4667415

$8,750,000

↓ $1,000,000

1500 Bayview Drive, SARASOTA

BAY VIEW HEIGHTS ADD

5 Beds 5 Baths 4,031 SqFt Residential MLS® # A4678945

$7,999,999

3950 Red Rock Way, SARASOTA

RED ROCK TERRACE

5 Beds 9 Baths 6,850 SqFt Residential MLS® # A4669105

$7,995,000

4511 Bay Shore Road, SARASOTA

INDIAN BEACH

6 Beds 8 Baths 5,812 SqFt Residential MLS® # A4678538

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