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 September 21, 2019
328
Listed
197
Avg. DOM
$438.36
Avg. $ / Sq.Ft.
$755,500
Med. List Price
328 Properties
Page 1 of 28
$7,500,000
Subdivision: Harbor Acres
4
Beds
3F11/2
Baths
4,187
Sq.Ft.
1954
Year Built
150
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...
$6,200,000
Subdivision: The Ritz-Carlton Residences / Sarasota
4
Beds
5
Baths
4,855
Sq.Ft.
2018
Year Built
74
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....
$5,995,000
Subdivision: Beau Ciel
4
Beds
5F11/2
Baths
8,111
Sq.Ft.
2003
Year Built
97
Days on Site
A4405592
MLS
Soaring above the waterfront and the evolutionary Sarasota skyline, the Penthouse at Beau Ciel takes the city living experience to panoramic new heights. Expertly fusing the luxury, security and...
$5,495,000
Subdivision: Sarasota Bay Park
5
Beds
5F11/2
Baths
6,822
Sq.Ft.
2010
Year Built
4
Days on Site
A4445600
MLS
Life is good at "Casa di Famiglia" - a Sarasota Bayfront estate on 1.6 acres with 153-ft. waterfront on the bay with western views. Lovingly designed and built by the builder/owner, this Tuscan...
$4,788,000
Subdivision: Auteur Sarasota
3
Beds
3F11/2
Baths
4,219
Sq.Ft.
2020
Year Built
227
Days on Site
A4426669
MLS
Pre-Construction. 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 spacious,...
$4,775,000
Subdivision: The Ritz-Carlton Residences / Sarasota
4
Beds
5
Baths
4,855
Sq.Ft.
2018
Year Built
235
Days on Site
A4425686
MLS
Under Construction. This 10th floor Worthington floor plan offers 4,848 square feet of living space with 4 bedrooms, 5 baths and a den. Sit back and unwind on your terrace spanning 840 feet, glass...
$4,750,000
Subdivision: San Remo Estates
5
Beds
5F21/2
Baths
6,710
Sq.Ft.
2009
Year Built
491
Days on Site
A4403580
MLS
Lake Tahoe came to Sarasota Bay in 2009...and they built a house together. This spectacular, custom-designed home offers 2 full Master Suites, each with their own private terrace, and 3 guest suites...
$4,500,000
Subdivision: Bay Point Park 2
3
Beds
3
Baths
2,915
Sq.Ft.
1925
Year Built
48
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...
Open 9/22
1807 Oleander Street Sarasota, FL 34239
$4,499,000
Subdivision: Poinsettia Park
7
Beds
7F21/2
Baths
9,492
Sq.Ft.
2006
Year Built
342
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...
$4,280,000
Subdivision: Whitakers
5
Beds
4F21/2
Baths
6,439
Sq.Ft.
1992
Year Built
360
Days on Site
A4414337
MLS
This gated waterfront estate is situated on an acre of gardens, ancient oaks and walkways directly on Sarasota Bay. Discover a rare combination of tranquility and location within the desirable Museum...
$4,100,000
Subdivision: Paradise Shores
5
Beds
5F11/2
Baths
4,781
Sq.Ft.
2020
Year Built
39
Days on Site
A4443475
MLS
Under Construction. Under construction and 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...
$4,075,000
Subdivision: The Ritz-Carlton Residences / Sarasota
3
Beds
3F11/2
Baths
3,798
Sq.Ft.
2018
Year Built
130
Days on Site
A4435582
MLS
Under Construction. Newly Released, the "Fairchild" floor plan offers over 3,700 square feet of living space, 3 bedrooms, 3.5 baths and a den overlooking the sparkling waters of Sarasota Bay. The...

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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