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 23, 2019
9
Listed
119
Avg. DOM
$488.02
Avg. $ / Sq.Ft.
$1,650,000
Med. List Price
9 Properties
$3,100,000
Subdivision: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,783
Sq.Ft.
2006
Year Built
24
Days on Site
A4442286
MLS
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...
$2,695,000
Subdivision: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,688
Sq.Ft.
2019
Year Built
57
Days on Site
A4439843
MLS
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...
$2,100,000
Subdivision: Oyster Bay Landings
3
Beds
3
Baths
2,582
Sq.Ft.
1984
Year Built
138
Days on Site
A4432539
MLS
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...
$2,100,000
Subdivision: Oyster Bay Estates
3
Beds
3F11/2
Baths
4,407
Sq.Ft.
2006
Year Built
5
Days on Site
A4443962
MLS
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...
$1,650,000
Subdivision: Oyster Bay Estates
4
Beds
3F11/2
Baths
3,657
Sq.Ft.
1991
Year Built
201
Days on Site
A4425835
MLS
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...
Open 8/25
4487 Camino Real Sarasota, FL 34231
$1,125,000
Subdivision: Oyster Bay Estates
3
Beds
2F11/2
Baths
2,765
Sq.Ft.
1957
Year Built
214
Days on Site
A4424993
MLS
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...
$965,000
Subdivision: Oyster Bay Estates
3
Beds
3
Baths
2,389
Sq.Ft.
1954
Year Built
277
Days on Site
A4419648
MLS
Nearly ½ acre lake front lot in coveted Oyster Bay Estates! This is the perfect west of the trail location to build your dream home. Or, for those that love the mid-century style, work to revive this...
$699,000
Subdivision: Oyster Bay
4
Beds
2
Baths
1,889
Sq.Ft.
1969
Year Built
137
Days on Site
A4432827
MLS
Begin your dream home West of the Trail. This charming four-bedroom pool home is situated on a corner parcel spanning nearly a quarter-acre of lush, manicured property. Waiting for you to renovate or...
$619,000
Subdivision: Oyster Bay Estates
3
Beds
3
Baths
2,503
Sq.Ft.
1972
Year Built
23
Days on Site
A4442428
MLS
One or more photo(s) has been virtually staged. West of the Trail in Oyster Bay. Location, location and beautiful grounds is the hallmark of this home. 3 bedrooms, 2 of which are on suites with...

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