Oyster Bay Estates - West of the Trail

Oyster Bay Estates Homes for Sale West of the Trail

City

Bedrooms

Bathrooms

Price Range

Save Search

Sort by:

Price, high to low

$26,400,000

1310 S Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 4 Beds 6 Baths 10,697 SqFt 96 DOM Residential MLS® # A4673508

New

$8,250,000

1306 S Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 3 Beds 5 Baths 3,105 SqFt 3 DOM Residential MLS® # A4682401

$7,950,000

1401 Kenilworth Street, SARASOTA

OYSTER BAY LANDINGS 4 Beds 4 Baths 4,042 SqFt 53 DOM Residential MLS® # A4676504

$6,695,000

1137 N Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 6 Beds 7 Baths 6,462 SqFt 372 DOM Residential MLS® # A4641614

Open House

$6,290,000

↓ $708,000

1521 S Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 4 Beds 7 Baths 4,866 SqFt 399 DOM Residential

Open House

Mon, Mar 9th, 2026 @ 10am - 4pm

MLS® # A4637673

Open House

$5,950,000

↓ $400,000

1404 Kenilworth Street, SARASOTA

OYSTER BAY LANDINGS 4 Beds 5 Baths 5,428 SqFt 52 DOM Residential MLS® # A4672697

$5,800,000

1804 N Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 4 Beds 5 Baths 6,854 SqFt 45 DOM Residential MLS® # A4679067

$5,695,000

1429 N Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 5 Beds 7 Baths 4,545 SqFt 85 DOM Residential MLS® # A4674740

$4,895,000

1421 N Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 4 Beds 6 Baths 4,217 SqFt 85 DOM Residential MLS® # A4674749

$4,400,000

↓ $500,000

4431 Camino Real, SARASOTA

OYSTER BAY ESTATES 4 Beds 5 Baths 3,787 SqFt 483 DOM Residential MLS® # A4626321

$3,345,000

↓ $150,000

4439 Westwood Lane, SARASOTA

OYSTER BAY ESTATES 4 Beds 4 Baths 3,777 SqFt 143 DOM Residential MLS® # A4664741

$2,939,000

↓ $10,000

1705 Field Road, SARASOTA

OYSTER BAY ESTATES 4 Beds 5 Baths 2,400 SqFt 122 DOM Residential MLS® # A4671008

Open House

$2,349,000

↓ $50,000

1511 N Lake Shore Drive, SARASOTA

OYSTER BAY ESTATES 4 Beds 4 Baths 3,613 SqFt 88 DOM Residential MLS® # A4674572

$2,150,000

1717 Field Road, SARASOTA

OYSTER BAY ESTATES 4 Beds 4 Baths 2,630 SqFt 13 DOM Residential MLS® # A4683507

Oyster Bay Estates

Welcome to the neighborhood of Oyster Bay which is a waterfront neighborhood West of the Trail in Sarasota, FL.  The above list of Oyster Bay Homes for Sale is arranged by price and is updated daily from the MLS system with prices, descriptions, and photos with virtual tours.  Scroll through this page to see the complete list.

Interested in learning more about West of the Trail Real Estate in Sarasota, FL? Contact us online or call 941-586-4790 for more information about buying and selling a home West of the Trail and other communities in the Sarasota area.