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 August 4, 2021
5
Listed
89
Avg. DOM
$735.12
Avg. $ / Sq.Ft.
$3,490,000
Med. List Price
5 Properties
$3,985,000
Subdivision: Oyster Bay Landings
4
Beds
4F11/2
Baths
4,030
Sq.Ft.
2015
Year Built
64
Days on Site
N6115705
MLS
One or more photo(s) has been virtually staged. SUMMER PRICE! Exceptional and Unique Custom Contemporary West Indies Courtyard style residence built in 2016 (Never Lived-In) with luxury, quality and...
$3,497,000
Subdivision: Oyster Bay Estates
4
Beds
4F21/2
Baths
4,294
Sq.Ft.
2022
Year Built
64
Days on Site
A4493085
MLS
Pre-Construction. To be built. Another dazzling display of award-winning design and construction to be built by the notable custom homebuilding team at Allegra Homes. This contemporary Oyster Bay...
$3,490,000
Subdivision: Oyster Bay Estates
5
Beds
4F21/2
Baths
5,066
Sq.Ft.
2021
Year Built
86
Days on Site
A4500544
MLS
Pre-Construction. To be built. Heritage Builders proudly unveils their newest luxury custom home, the Windley. This lakefront estate is situated in Sarasota's highly sought after West of Trail...
$3,400,000
Subdivision: Oyster Bay Estates
5
Beds
5F21/2
Baths
6,963
Sq.Ft.
1968
Year Built
107
Days on Site
A4498214
MLS
**ALMOST 1/2 ACRE BAYFRONT ON ROBERTS BAY ADJACENT TO INTERCOASTAL WATERWAY WITH 100 FEET OF SEAWALL, BOAT DOCK, AND BOAT LIFT.** THIS ESTATE SIZE HOME(6963sf) located in the beloved "Oyster Bay"...
$3,149,800
Subdivision: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,531
Sq.Ft.
2021
Year Built
129
Days on Site
A4495936
MLS
Under Construction. This expansive lakefront custom home is situated on an estate home site in Sarasota's coveted West of Trail area. Through a striking Entry Courtyard, Owners are greeted by a wide...

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