Oyster Bay Estates

West of the Trail Homes for Sale

A wonderful community West of the Trail, Oyster Bay Estates offers affordable family homes or magnificent mansions on the water. Some of the homes were built in the 1950s and architectural home styles are mostly mixed from old Florida to newly built custom waterfront mansions. Older homes can be updated by adding all the designer touches in kitchens, bathrooms and fabulous new landscaping. This beautiful community is a great family neighborhood or retirement community for the luxury real estate buyer.

This waterfront community is a short drive to beaches, downtown Sarasota's cultural amenities, hospitals, restaurants and professional services.

Browse all home listings currently available West of the Trail in Oyster Bay. Check out your options and call or email us if you would like details on any of these properties. You can also click the "Request More Info" button for a quick reply on any property.

We can also provide you with available disclosures, sales history, dates and sale prices of comparable properties. We are here to help!

Oyster Bay Estates May 18, 2022
6
Listed
115
Avg. DOM
$1,094.65
Avg. $ / Sq.Ft.
$3,346,250
Med. List Price
6 Properties
$9,250,000
Neighborhood: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,111
Sq.Ft.
1958
Year Built
147
Days on Site
A4520324
MLS
Are You A Discerning Buyer Who Prefers a Rare and Exclusive Waterfront Opportunity Unparalleled in Southwest Florida?...Welcome to This Exquisite New Offering on Roberts Bay in Sarasota's Prestigious...
$5,999,000
Neighborhood: Oyster Bay Estates
5
Beds
5F11/2
Baths
6,323
Sq.Ft.
2016
Year Built
14
Days on Site
A4533364
MLS
Come view this Custom-Built spectacular home in Beautiful Oyster Bay. This one -of- a- kind home in Oyster Bay neighborhood close to the Field Club, beaches and downtown Sarasota and West of Trail....
$3,397,500
Neighborhood: Oyster Bay Estates
4
Beds
4
Baths
3,875
Sq.Ft.
2022
Year Built
286
Days on Site
A4508450
MLS
Pre-Construction. To be built. Consistent with the residential creations by award-winning master builder Allegra Homes, this absolutely stunning 2-story St. Joseph III is no exception with its...
$3,295,000
Neighborhood: Oyster Bay Estates
4
Beds
5F11/2
Baths
3,383
Sq.Ft.
2023
Year Built
167
Days on Site
A4519095
MLS
Under Construction. Luxurious amenities define this fabulous new residence in Oyster Bay Estates that's been masterfully planned and executed with attention to detail that's second to none. The...
$3,200,000
Neighborhood: Oyster Bay Estates
3
Beds
3F11/2
Baths
4,407
Sq.Ft.
2006
Year Built
42
Days on Site
A4530983
MLS
Beautiful, custom home located in one of Sarasota's most sought-after West-of-the-Trail neighborhoods, Oyster Bay Estates. A Spanish-Italian designed home by custom-builder Bruce Saba. With over...
$1,925,000
Neighborhood: Oyster Bay Estates
3
Beds
3
Baths
2,430
Sq.Ft.
1953
Year Built
42
Days on Site
A4529151
MLS
West of Trail artisan home in Oyster Bay Estates perfectly located to enjoy your Sarasota lifestyle. Surrounded by a well-maintained native privacy landscape, enter a magical place where organic...

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