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 October 23, 2021
5
Listed
119
Avg. DOM
$764.92
Avg. $ / Sq.Ft.
$3,249,800
Med. List Price
5 Properties
$3,985,000
Subdivision: Oyster Bay Landings
4
Beds
4F11/2
Baths
4,030
Sq.Ft.
2015
Year Built
144
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
144
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...
$3,249,800
Subdivision: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,531
Sq.Ft.
2021
Year Built
209
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...
$3,126,000
Subdivision: Oyster Bay Estates
4
Beds
4
Baths
3,775
Sq.Ft.
2022
Year Built
79
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...
$945,000
Subdivision: Oyster Bay Estates
3
Beds
2
Baths
1,985
Sq.Ft.
1975
Year Built
25
Days on Site
A4513707
MLS
Stunning, spacious, airy, light-filled, wood-beamed contemporary house solidly constructed by notable neighborhood builder for his personal family! This lovely home is lushly landscaped with more...

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