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 November 18, 2019
341
Listed
193
Avg. DOM
$444.85
Avg. $ / Sq.Ft.
$799,000
Med. List Price
341 Properties
Page 1 of 29
$7,500,000
Subdivision: Harbor Acres
4
Beds
3F11/2
Baths
4,187
Sq.Ft.
1954
Year Built
208
Days on Site
A4434317
MLS
On Sarasota's shoreline and most desired address within Harbor Acres, discover unequivocal excellence - whether building new or enjoying the current and impeccably updated residence. Surrounded by...
$6,995,000
Subdivision: Harbor Acres
5
Beds
4F21/2
Baths
5,244
Sq.Ft.
1999
Year Built
13
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...
$6,200,000
Subdivision: The Ritz-Carlton Residences / Sarasota
4
Beds
5
Baths
4,855
Sq.Ft.
2018
Year Built
132
Days on Site
A4440727
MLS
Under Construction. One of only two remaining PH floorplans. Recently released this 18th floor Penthouse offers 4,855 square feet of living space, 4BR/5Baths, 12- foot ceilings and private elevator....
$5,750,000
Subdivision: Owens
5
Beds
6F11/2
Baths
7,108
Sq.Ft.
1998
Year Built
2
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....
$4,500,000
Subdivision: Bay Point Park 2
3
Beds
3
Baths
2,915
Sq.Ft.
1925
Year Built
106
Days on Site
A4442885
MLS
With romantic waterfront views of downtown Sarasota, this property is one of the best available addresses in the city. Envision an estate beyond compare accompanied by poetic views that blend the...
$4,499,000
Subdivision: Poinsettia Park
7
Beds
7F21/2
Baths
9,492
Sq.Ft.
2006
Year Built
400
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
25
Days on Site
A4449720
MLS
Pre-Construction. To be built. To be built. Now Taking Reservations. 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
33
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,...
$4,100,000
Subdivision: Paradise Shores
5
Beds
5F11/2
Baths
4,781
Sq.Ft.
2020
Year Built
97
Days on Site
A4443475
MLS
Under Construction. Perfectly sited on 123 feet of protected yacht basin and the 3rd house in from the open bay is another vision of beauty and functionality from notable luxury builder, Allegra...
$3,999,999
Subdivision: Paradise Shores
5
Beds
5F11/2
Baths
5,014
Sq.Ft.
2019
Year Built
116
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...
$3,995,000
Subdivision: Bay Point Park 2
4
Beds
3F11/2
Baths
3,407
Sq.Ft.
2013
Year Built
285
Days on Site
A4425602
MLS
Tranquil, private and in the heart of it all! Situated on the widest banks of the Hudson Bayou in Downtown Sarasota this remarkable custom home will simply take your breath away. Through the...
$3,890,000
Subdivision: Sapphire Shores
3
Beds
3F11/2
Baths
5,099
Sq.Ft.
2016
Year Built
12
Days on Site
A4450740
MLS
Lavishly embellished with Old-World authenticity, this Waterfront estate replicates the grandeur of a 17th century Tuscan farmhouse. Artistic beauty blends with panoramic water views in a custom home...

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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