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 2, 2022
117
Listed
91
Avg. DOM
$808.08
Avg. $ / Sq.Ft.
$1,975,000
Med. List Price
117 Properties
Page 1 of 10
$25,000,000
Neighborhood: Whitakers
6
Beds
8F11/2
Baths
9,600
Sq.Ft.
2023
Year Built
184
Days on Site
A4537433
MLS
Pre-Construction. To be built. The modern, luxurious bayfront estate, designed by world-renowned, Miami-based architectural firm Cheoff Levy Fischman, will be located at 2043 Alameda Ave. N. in...
$14,000,000
Neighborhood: Harbor Acres
4
Beds
5F31/2
Baths
6,238
Sq.Ft.
2003
Year Built
80
Days on Site
A4546357
MLS
Poised on Sarasota Bay appreciating enchanting azure views, the epitome of a lavish boating lifestyle in unrivaled grandeur is defined throughout this gated palatial estate. Boasting desirable...
$9,575,000
Neighborhood: Harbor Acres
5
Beds
6F11/2
Baths
6,654
Sq.Ft.
2023
Year Built
289
Days on Site
A4515981
MLS
One or more photo(s) has been virtually staged. Under Construction. Crafted by the award-winning Custom Home Builder, Dynan Construction, this captivating West Indies-inspired waterfront residence is...
$8,950,000
Neighborhood: Sapphire Shores
5
Beds
3F21/2
Baths
7,009
Sq.Ft.
1999
Year Built
191
Days on Site
A4535001
MLS
The views don't get any bigger or better! Commanding a superior 270-degree bayfront view, this pristine estate bestows an elegant and sophisticated waterfront lifestyle for a boating and outdoor...
$8,750,000
Neighborhood: Shoreland Woods
4
Beds
4F31/2
Baths
6,428
Sq.Ft.
2023
Year Built
351
Days on Site
A4520464
MLS
Under Construction. Construction has begun... Mark Sultana designed waterfront home on 1.5 acres. Over 6400 square feet with 100 ft on Sarasota Bay. 4/5 bedrooms, 5 bathrooms, 2 half baths, gourmet...
$8,500,000
Neighborhood: San Remo Estates
5
Beds
5F11/2
Baths
5,706
Sq.Ft.
2023
Year Built
208
Days on Site
A4533559
MLS
Under Construction. This coastal residence captivates with its impeccably designed d cor and outdoor living spaces in a scenic waterfront setting only seconds to the open waters of Sarasota Bay....
$8,400,000
Neighborhood: Harbor Acres
4
Beds
4F21/2
Baths
5,424
Sq.Ft.
2023
Year Built
57
Days on Site
A4522100
MLS
Under Construction. Constructiion is underway! Imagine living on one of Sarasota's most desireable streets in a gorgeous, new, waterfront home...Your dreams can come true! Presenting another...
$7,995,000
Neighborhood: San Remo Estates
3
Beds
2
Baths
3,068
Sq.Ft.
2022
Year Built
57
Days on Site
A4549029
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...
$7,899,000
Neighborhood: Bay Point Park 2
4
Beds
4F21/2
Baths
7,350
Sq.Ft.
1999
Year Built
71
Days on Site
A4525595
MLS
Tucked between Harbor Acres & Downtown Sarasota, this exquisite, gated 1-acre property on a DOUBLE LOT features deep sailboat water on 185 ft. of Bay frontage. A Classical Revival style with Coastal...
$6,750,000
Neighborhood: Sapphire Shores Resub Blk M
4
Beds
3F11/2
Baths
3,676
Sq.Ft.
2022
Year Built
22
Days on Site
A4552239
MLS
Now priced below appraisal received on 11/10/22, There are few waterfront neighborhoods as revered as Sapphire Shores. Situated directly on a protected Basin with direct access and views of Sarasota...
$5,950,000
Neighborhood: The Residences
4
Beds
3
Baths
4,943
Sq.Ft.
2001
Year Built
70
Days on Site
A4548641
MLS
Enjoy your perch from this magnificent 17th floor residence located in Sarasota's most elegant crown jewel in luxury living, The Ritz-Carlton Residences. Day or night, you'll enjoy enchanting water...
$4,995,000
Neighborhood: The Residences
3
Beds
3F11/2
Baths
4,276
Sq.Ft.
2001
Year Built
176
Days on Site
A4537226
MLS
Showcasing a captivating panorama of bay, island and Gulf vistas from every room, this expansive northwest-facing Ritz-Carlton penthouse one of only four on the 17th floor has been meticulously...

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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