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 December 7, 2021
71
Listed
82
Avg. DOM
$818.22
Avg. $ / Sq.Ft.
$2,100,000
Med. List Price
71 Properties
Page 1 of 6
$22,000,000
Subdivision: Indian Beach Map Of
7
Beds
6
Baths
4,272
Sq.Ft.
1935
Year Built
64
Days on Site
A4514309
MLS
Signifying a landmark Sarasota Bay waterfront estate bestowing idyllic proximity to downtown, this 7.5 +/- acre property is extraordinary in beauty, location, lifestyle, and possibility. Unique and...
$10,800,000
Subdivision: Harbor Acres Sec 2
4
Beds
4F21/2
Baths
8,433
Sq.Ft.
2008
Year Built
64
Days on Site
A4514185
MLS
One or more photo(s) has been virtually staged. Amid a canopied oasis, resort-like bliss awaits you on Sarasota Bay, surrounded by magnificent works of nature. Constructed in 2008, the exquisitely...
$10,250,000
Subdivision: Block 6 Condominium
4
Beds
4F11/2
Baths
6,131
Sq.Ft.
2018
Year Built
223
Days on Site
A4499051
MLS
Rare opportunity! Brand new, stunning penthouse in the recently completed Ritz Carlton Residence Sarasota. Gorgeous views of Sarasota Bay, the Key islands as well as city views from many windows and...
$9,995,000
Subdivision: San Remo Estates
3
Beds
2
Baths
2,123
Sq.Ft.
2022
Year Built
29
Days on Site
A4517354
MLS
One or more photo(s) has been virtually staged. Under Construction. Waterfront bliss on the Gulf of Mexico with awe-inspiring views of the Gulf, Sarasota Bay, the number one beach in America, Siesta...
$7,200,000
Subdivision: San Remo Estates Unit 3
4
Beds
4
Baths
3,506
Sq.Ft.
1979
Year Built
15
Days on Site
A4518379
MLS
This custom remodeled home is located on more then a hundred feet of beautiful Sarasota Bay with wide open Bay views. Deep sailboat water with new dock and boatlift. This 4 bedroom, 4 bath home is...
$6,950,000
Subdivision: Not Part Of A Subdivision
5
Beds
6F11/2
Baths
6,718
Sq.Ft.
2004
Year Built
36
Days on Site
A4516688
MLS
A secluded drive shaded by regal palms leads you toward the water. Fervent anticipation builds as the private gate deliberately opens on approach. Welcome to 'Casa Del Parasol', a breathtaking...
$6,495,000
Subdivision: Indian Beach-Sapphire Shores
5
Beds
4F11/2
Baths
6,172
Sq.Ft.
2006
Year Built
35
Days on Site
A4513715
MLS
The gorgeous, lush landscaping welcoming you to this five-bedroom, direct bayfront estate is tied to its sought-after Indian Beach locale with a winding curved driveway and private gated entry....
$5,795,000
Subdivision: The Residences
3
Beds
3F11/2
Baths
4,951
Sq.Ft.
2001
Year Built
219
Days on Site
A4499645
MLS
Enter this stylish Ritz-Carlton Penthouse through an elegant gallery foyer. Step into this bright, southwest-facing refined home with captivating views at every turn overlooking Sarasota Bay and...
$5,690,000
Subdivision: The Tower Residences
4
Beds
4F11/2
Baths
5,251
Sq.Ft.
2003
Year Built
215
Days on Site
A4500204
MLS
Known worldwide for its excellence and style, The Ritz-Carlton delivers the ultimate in privacy, luxury, and five-star service at The Ritz-Carlton Tower Residences. Located on the Bay and in...
$4,849,000
Subdivision: Sapphire Shores
5
Beds
6F11/2
Baths
5,270
Sq.Ft.
2002
Year Built
89
Days on Site
A4509990
MLS
Virtual tour available at the following link: https://my.matterport.com/show/?m=KAoFCumL9vf&mls=1 Waterfront luxury at its finest! Watch scenic sunsets every day right from the comfort of your own...
$4,100,000
Subdivision: Paradise Shores
4
Beds
4F11/2
Baths
5,777
Sq.Ft.
1958
Year Built
126
Days on Site
A4508637
MLS
Mediterranean masterpiece with attention to every detail is located on a quiet street west of the Trail surrounded by executive caliber estates was totally rebuilt in 2011. Located across the street...
$3,985,000
Subdivision: Oyster Bay Landings
4
Beds
4F11/2
Baths
4,030
Sq.Ft.
2015
Year Built
189
Days on Site
N6115705
MLS
One or more photo(s) has been virtually staged. Exceptional and Unique Custom Contemporary West Indies Courtyard style residence built in 2016 (Never Lived-In) with luxury, quality and style. Located...

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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