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 January 27, 2020
10
Listed
200
Avg. DOM
$476.14
Avg. $ / Sq.Ft.
$1,280,000
Med. List Price
10 Properties
$4,650,000
Subdivision: Oyster Bay Landings
4
Beds
4F21/2
Baths
5,889
Sq.Ft.
2006
Year Built
13
Days on Site
A4455314
MLS
Inspired Coastal Design. Located in the private gated enclave of Oyster Bay Landings, this amazing waterfront residence combines unique architecture and incredible interior design to create a...
$2,995,000
Subdivision: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,783
Sq.Ft.
2006
Year Built
181
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...
$2,449,000
Subdivision: Oyster Bay Estates
4
Beds
4F21/2
Baths
5,968
Sq.Ft.
2004
Year Built
39
Days on Site
A4454495
MLS
Set in Oyster Bay Estates and remarkable in every way is Villa Lidia, a stunning example of architectural mastery and creatively imagined by acclaimed architect Thorning Little. Impressive in both...
$1,995,000
Subdivision: Oyster Bay Landings
3
Beds
3
Baths
2,582
Sq.Ft.
1984
Year Built
295
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...
$1,460,000
Subdivision: Oyster Bay Estates
4
Beds
3F11/2
Baths
3,657
Sq.Ft.
1991
Year Built
358
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...
$1,100,000
Subdivision: Oyster Bay Estates
3
Beds
3F21/2
Baths
3,292
Sq.Ft.
1957
Year Built
101
Days on Site
A4449196
MLS
1613 Field Rd. West of the trail in the sought-after Oyster Bay neighborhood. Featuring 3BR/3BA/2HBA, two story pool home with fully private fenced backyard. Perfect for entertaining family and...
$1,085,000
Subdivision: Oyster Bay Estates
3
Beds
2F11/2
Baths
2,765
Sq.Ft.
1957
Year Built
371
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
434
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...
$829,250
Subdivision: Oyster Bay Estates
4
Beds
3
Baths
2,821
Sq.Ft.
1959
Year Built
147
Days on Site
A4444434
MLS
Seldom available and a hidden gem "West of the Trail" and on the lake in Oyster Bay, one of the most sought out areas in Sarasota. The value of this property is in the land. The buyers wishing to...
$525,000
Subdivision: Oyster Bay Estates
3
Beds
2
Baths
1,549
Sq.Ft.
1958
Year Built
74
Days on Site
A4451784
MLS
This mid-century home in Oyster Bay Estates defines Florida living as it used to be. Lushly landscaped with oak trees, bamboo and exotic plants, you'll be living in a tropical wonderland. As you are...

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