West of the Trail

Sarasota Homes for Sale

Waterfront Homes, Luxury Homes and Condos

West of the Trail are defined as the neighborhoods "west" of US Hwy 41 or the Tamiami Trail. The most popular West of the Trail neighborhood is the community located centrally around the Plaza anchored by Morton's Gourmet Market. Within walking distances to the market, Sarasota Memorial Hospital and neighborhood restaurants such as Libby's, Hillview Grill and Knick's Tavern, these single-family homes are of mixed architectural styles. Many are old Florida homes and the properties are exquisite. Older homes are being removed or updated in this area and builders are adding all the designer touches in kitchens, bathrooms and fabulous new landscaping to make way for new mini-mansions. Also, close to downtown Sarasota and the beaches of Siesta Key, this beautiful community a is a "must see" for convenience and location, location, location.  Read More...

Included below are West of the Trail homes and condos for sale in the Sarasota, FL area, updated daily from the Sarasota MLS. If you would like more information on any of these Sarasota properties for sale, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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West of the Trail April 1, 2020
311
Listed
152
Avg. DOM
$429.31
Avg. $ / Sq.Ft.
$805,000
Med. List Price
311 Properties
Page 1 of 26
$6,500,000
Subdivision: Cedar Cove
6
Beds
6F31/2
Baths
10,554
Sq.Ft.
1990
Year Built
113
Days on Site
A4452913
MLS
Weave your way up to this unassumingly majestic ~2.5 acre gated residence on wide water of Sarasota's tranquil Intracoastal Waterway and discover easy elegance and coastal comfort. Just paces from...
$6,495,000
Subdivision: Harbor Acres
5
Beds
4F21/2
Baths
5,244
Sq.Ft.
1999
Year Built
148
Days on Site
A4450162
MLS
Hailed as one of the best lots in Harbor Acres, spectacular direct views of Sarasota Bay, John Ringling Bridge, downtown's cityscape and sights of sailboats abound around every corner of this...
$5,750,000
Subdivision: Owens
5
Beds
6F11/2
Baths
7,108
Sq.Ft.
1998
Year Built
137
Days on Site
U8063396
MLS
Paradise on Sarasota Bay! This trophy waterfront estate property is perfectly positioned to draw the sparkling bay into the heart of the property, through three levels of floor-to-ceiling windows....
$4,650,000
Subdivision: Oyster Bay Landings
4
Beds
4F21/2
Baths
5,889
Sq.Ft.
2006
Year Built
78
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...
$4,590,000
Subdivision: San Remo Estates
5
Beds
5F21/2
Baths
6,710
Sq.Ft.
2009
Year Built
85
Days on Site
W7819412
MLS
Stunning Sarasota waterfront property. Prime location in desirable West-of-Trail San Remo Estates, with spectacular bay/inter-coastal views, this custom built 6,700 sq ft home offers 2 Master Suites...
$4,499,000
Subdivision: Poinsettia Park
7
Beds
7F21/2
Baths
9,492
Sq.Ft.
2006
Year Built
535
Days on Site
A4414354
MLS
Prepare to be Enchanted. Imagine being swept away to a vine-covered French Chateau nestled on a hillside in the Wine Country of France. Open your eyes and realize you are in this walled, gated estate...
$4,272,000
Subdivision: Auteur Sarasota
3
Beds
3F11/2
Baths
3,898
Sq.Ft.
2020
Year Built
160
Days on Site
A4449720
MLS
Pre-Construction. To be built. To be built. Now accepting contracts. Auteur Sarasota, our city's next iconic tower residences conceived by local iconic developer, Jay Tallman. It begins with...
$4,225,000
Subdivision: Whitakers W H Prop
3
Beds
3F11/2
Baths
4,632
Sq.Ft.
1951
Year Built
168
Days on Site
A4449047
MLS
Experience seaside whimsey along Sarasota Bay where over 200' of waterfront splendor, majestic Oak trees, and unforgettable sunsets evoke daily inspiration and wonder. Envision a custom estate,...
$4,000,000
Subdivision: The Ritz-Carlton Residences / Sarasota
3
Beds
3F11/2
Baths
3,095
Sq.Ft.
2018
Year Built
59
Days on Site
A4458390
MLS
Under Construction. A once in a lifetime opportunity to own the highest remaining Armand floor plan in the building. Offering expansive floor to ceiling views West, East and South. The Armand floor...
$4,000,000
Subdivision: Cherokee Park
4
Beds
4F11/2
Baths
4,559
Sq.Ft.
2018
Year Built
24
Days on Site
A4461676
MLS
Iconic modern design by world-renowned architect Guy Peterson is combined with the quality of builder Murray Homes and the landscape artistry of Michael Gilkey to create this stunning compound on...
$3,999,999
Subdivision: Paradise Shores
5
Beds
5F11/2
Baths
5,014
Sq.Ft.
2019
Year Built
251
Days on Site
A4442067
MLS
Newly built. This coastal residence captivates with its impeccably designed decor and outdoor living spaces in a scenic waterfront setting only seconds to the open waters of Sarasota Bay. Located...
$3,921,000
Subdivision: Auteur Sarasota
3
Beds
3F11/2
Baths
3,412
Sq.Ft.
2020
Year Built
91
Days on Site
A4455134
MLS
Pre-Construction. To be built. Pre-Construction-To Be Built- Now accepting contracts. Auteur Sarasota, our city's next iconic tower residences conceived by local iconic developer, Jay Tallman. It...

There is quite a variety of home styles in this area. Old Florida, Spanish Mediterranean, ranch homes and a sprinkling of contemporary designs are mixed through the water front, canals and mainland in the West of the Trail stretch from Manatee County to Sarasota County. The neighborhoods are lush with tropical plantings and colorful with blooms year round.

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