Connect

Find us on...

Dashboard

Login using...

Oyster Bay Homes For Sale

West of the Trail Real Estate

Welcome to the neighborhood of Oyster Bay which is a waterfront neighborhood West of the Trail in Sarasota, FL.  The following 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.

If you are looking for something specific or have any questions about a Oyster Bay home please feel comfortable in calling Sara at (941) 586-4790 or Email her directly at Sara@SaraSellsSarasota.com


Oyster Bay Estates Real Estate Listings

All Listings $600,000 - $700,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
Map Save this Search
Sort listings by:Price, Highest First

1522 N Lake Shore Dr

Sarasota, FL - $3,100,000

Residential, Single Family Home
Oyster Bay Estates
A4442286
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 49 DOM
View details More Photos Save

Tucked Away On Lakeshore Drive In A Storybook Lakefront Setting, This Exquisite Estate Embodies Tropical Elegance And Style. Luxurious Appointments, State-of-the-art Amenities, And A Romantic Water View Present An Artful Backdrop For Living. Beaut...

1621 N Lake Shore Dr

Sarasota, FL - $2,695,000

Residential, Single Family Home
Oyster Bay Estates
A4439843
  • 4 Beds
  • 5 Baths
  • 4,688 SQFT
  • 83 DOM
View details More Photos Save

The Pearl Of Oyster Bay Is A Brand New 4,688 Square Feet, Four-bedroom, Four-and-a-half Bath With Office Contemporary Home Built For Those Wanting Premier Function And Luxury. Highlights Include Custom European Richelieu Cabinetry, A Dramatic Floa...

1409 S Lake Shore Dr

Sarasota, FL - $2,375,000

Land, Residential
Oyster Bay Estates
A4436668
  • 120 DOM
View details More Photos Save

Build Your Dream Property On Prominent South Lake Shore Drive– A Long-established, Highly-regarded Oyster Bay Estates Neighborhood. Tucked Away On Sarasota’s Mainland, This Private Waterside Oasis Spans Almost An Acre Of Beautifully Treed Landscap...

1400 Kenilworth St

Sarasota, FL - $2,100,000

Residential, Single Family Home
Oyster Bay Landings
A4432539
  • 3 Beds
  • 3 Baths
  • 2,582 SQFT
  • 163 DOM
View details More Photos Save

This Bayfront Cottage, West Of Trail, In-town Location Of Distinction Seems Worlds Away Yet Enjoys Easy Accessibility To The Very Best Sarasota Has To Offer. Hidden Behind The Gates Of Oyster Bay Landings Is A Winding Tree-canopied Brick Lane That...

1400 Kenilworth St

Sarasota, FL - $2,100,000

Land, Residential
Oyster Bay Landings
A4432440
  • 166 DOM
View details More Photos Save

This Bayfront, West Of Trail, In-town Location Of Distinction Seems Worlds Away Yet Enjoys Easy Accessibility To The Very Best Sarasota Has To Offer. Hidden Behind The Gates Of Oyster Bay Landings Is A Winding Tree-canopied Brick Lane That Leads T...

1145 N Lake Shore Dr

Sarasota, FL - $2,000,000

Residential, Single Family Home
Oyster Bay Estates
A4445676
  • 5 Beds
  • 6 Baths
  • 6,963 SQFT
  • 8 DOM
View details More Photos Save

Priced Below Market For Immediate Sale. Located In One Of Sarasota’s Most Revered Neighborhoods And Tucked In On A Quiet Cul-de-sac Street, This Waterfront Gem Has A Boat Dock And Lift, Good Boating Water And Views Overlooking The Basin. The Home ...

1525 N Lake Shore Dr

Sarasota, FL - $1,995,000

Residential, Single Family Home
Oyster Bay Estates
A4443962
  • 4 Beds
  • 4 Baths
  • 4,407 SQFT
  • 30 DOM
View details More Photos Save

Spectacular Tuscan Masterpiece In Oyster Bay Estates, Sarasota's Most Coveted West-of-the-trail Neighborhood. This Spanish-italian Design Home Was Built In 2006 By Custom-builder Bruce Saba With Impeccable Finishes And The Utmost Attention To Deta...

4439 Westwood Ln

Sarasota, FL - $1,650,000

Residential, Single Family Home
Oyster Bay Estates
A4425835
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 226 DOM
View details More Photos Save

Warm, Inviting And In A Stellar Location! Enter Through The Stunning, Arched Wood Doorway, You Will Be Met With A True Sense Of Serenity. Every Detail Has Been Carefully Thought Of In This Substantial Mediterranean Revival Home. Grand Columns Acce...

1511 N Lake Shore Dr

Sarasota, FL - $1,374,900

Residential, Single Family Home
Oyster Bay Estates
N6104544
  • 4 Beds
  • 4 Baths
  • 3,613 SQFT
  • 196 DOM
View details More Photos Save

Located In The Coveted Oyster Bay Neighborhood This Key West Style Exterior And Contemporary Interior Home Sits On A Half Acre Lot. The Newly Remodeled Open Floor Plan Boasts 12 To 29 Ft. Ceilings And Spacious Well Maintained Rooms. The Home Offer...

1431 Rebecca Lane, Lot #4

Sarasota, FL - $1,250,000

Land, Residential
Oyster Bay Landings
A4439369
  • 82 DOM
View details More Photos Save

Oyster Bay Landings Where Your Coastal Dream Home Can Come Alive. Tell Your Own Story In This Rare To Find Mainland, Gated, And Waterfront Enclave Just Off Roberts Bay Near The Coveted Field Club Area. On Protected Boating Water, This Beautiful Ne...

1421 Rebecca Lane, Lot #3

Sarasota, FL - $1,250,000

Land, Residential
Oyster Bay Landings
A4439368
  • 82 DOM
View details More Photos Save

Oyster Bay Landings Where Your Coastal Dream Home Can Come Alive. Rare To Find Mainland, Gated, And Waterfront That Is Just Off Roberts Bay Near The Coveted Field Club Area. On Protected Boating Water, This Beautiful Neighborhood Features Buried U...

1401 Kenilworth St

Sarasota, FL - $1,200,000

Land, Unimproved Land
Oyster Bay Landings
A4431395
  • 166 DOM
View details More Photos Save

This West Of Trail In-town Location Of Distinction Seems Worlds Away Yet Enjoys Easy Accessibility To The Very Best Sarasota Has To Offer. Hidden Behind The Gates Of Oyster Bay Landings Is A Winding Tree-canopied Brick Lane Leads Through A Small S...

4487 Camino Real

Sarasota, FL - $1,125,000

Residential, Single Family Home
Oyster Bay Estates
A4424993
  • 3 Beds
  • 3 Baths
  • 2,765 SQFT
  • 239 DOM
View details More Photos Save

Beautiful West Of The Trail Contemporary Home In The Sought-after Oyster Bay Area And Walking Distance To The Field Club. It’s Situated On ½ Acre With Beautiful Gardens Surrounding The Home Featuring Exotic And Lush Tropical Landscaping With A La...

1511 S Lake Shore Dr

Sarasota, FL - $1,100,000

Land, Unimproved Land
Oyster Bay Estates
A4422136
  • 271 DOM
View details More Photos Save

Located In One Of The Most Sought-after Neighborhoods In Sarasota, Oyster Bay Estates, This Lake Front Lot Features Nearly 30,000 Square Feet Of Cleared, Buildable Land. The Perfect Site To Build Your Dream Home Awaits You And Includes A Complete ...

Kenilworth Lot 14 St

Sarasota, FL - $1,000,000

Land, Unimproved Land
Oyster Bay Landings
A4431400
  • 166 DOM
View details More Photos Save

Tucked Away In The Exclusive West Of Trail Area Of Sarasota, Oyster Bay Landings Is A Secluded Waterfront Enclave Of 14 Homesites. Bring Your Own Builder To This Waterfront Property And Make Your Dreams Come Alive! Level Lot, Set On Protected Boat...


                                                                Back to the Top of This Page

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on September 18th, 2019 at 10:15pm EDT.