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 16, 2019
10
Listed
156
Avg. DOM
$432.68
Avg. $ / Sq.Ft.
$1,417,450
Med. List Price
10 Properties
$3,100,000
Subdivision: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,783
Sq.Ft.
2006
Year Built
78
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...
$2,100,000
Subdivision: Oyster Bay Landings
3
Beds
3
Baths
2,582
Sq.Ft.
1984
Year Built
192
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...
$1,995,000
Subdivision: Oyster Bay Estates
4
Beds
3F11/2
Baths
4,407
Sq.Ft.
2006
Year Built
59
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...
$1,895,000
Subdivision: Oyster Bay Estates
5
Beds
4F21/2
Baths
6,963
Sq.Ft.
1968
Year Built
37
Days on Site
A4445676
MLS
Seller has priced aggressively at LAND VALUE for immediate sale. Located in Oyster Bay, one of Sarasota's most revered neighborhoods and close to the Field Club. Located on a quiet cul-de-sac street...
$1,460,000
Subdivision: Oyster Bay Estates
4
Beds
3F11/2
Baths
3,657
Sq.Ft.
1991
Year Built
255
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...
$1,374,900
Subdivision: Oyster Bay Estates
4
Beds
3F11/2
Baths
3,613
Sq.Ft.
1997
Year Built
225
Days on Site
N6104544
MLS
Located in the coveted Oyster Bay neighborhood this Key West style exterior and contemporary interior home sits on a half acre lot. The newly remodeled open floor plan boasts 12 to 29 ft. ceilings...
$1,095,000
Subdivision: Oyster Bay Estates
3
Beds
2F11/2
Baths
2,765
Sq.Ft.
1957
Year Built
268
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
331
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...
$899,950
Subdivision: Oyster Bay Estates
4
Beds
3
Baths
2,821
Sq.Ft.
1959
Year Built
44
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...
$605,000
Subdivision: Oyster Bay Estates
3
Beds
3
Baths
2,503
Sq.Ft.
1972
Year Built
77
Days on Site
A4442428
MLS
One or more photo(s) has been virtually staged. West of the Trail in Oyster Bay. Not in a Flood Zone. Only home in Oyster Bay with a pool under $1,000,000. Location, location and beautiful grounds is...

Contact Us Today