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 May 23, 2022
90
Listed
64
Avg. DOM
$874.03
Avg. $ / Sq.Ft.
$2,535,000
Med. List Price
90 Properties
Page 1 of 8
$21,600,000
Neighborhood: Harbor Acres
6
Beds
7F21/2
Baths
11,588
Sq.Ft.
2006
Year Built
67
Days on Site
A4525534
MLS
This waterfront estate bestows a commanding presence in Harbor Acres, the #1 most sought-after neighborhood in Sarasota and consists of 2 distinct lots, 2 boat docks with the capacity to harbor 75+ft....
$18,000,000
Neighborhood: Harbor Acres Sec 2
3
Beds
4F21/2
Baths
8,452
Sq.Ft.
2010
Year Built
50
Days on Site
A4491997
MLS
Rarely has such an unprecedented opportunity come available for the most discerning buyer in search of a private waterfront gated estate in Harbor Acres, a premier established neighborhood set on...
$9,874,000
Neighborhood: Cherokee Lodge
6
Beds
6F21/2
Baths
6,800
Sq.Ft.
153
Days on Site
A4520219
MLS
Pre-Construction. To be built. Waterfront Pre-construction. To-be-built. Encapsulating a perfect combination of comfort and luxury this spectacular two story coastal modern single family home is...
$9,575,000
Neighborhood: Harbor Acres
5
Beds
6F11/2
Baths
6,654
Sq.Ft.
2022
Year Built
96
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...
$9,499,000
Neighborhood: Bay Point Park 2
4
Beds
4F21/2
Baths
7,350
Sq.Ft.
1999
Year Built
18
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...
$9,250,000
Neighborhood: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,111
Sq.Ft.
1958
Year Built
152
Days on Site
A4520324
MLS
Are You A Discerning Buyer Who Prefers a Rare and Exclusive Waterfront Opportunity Unparalleled in Southwest Florida?...Welcome to This Exquisite New Offering on Roberts Bay in Sarasota's Prestigious...
$8,500,000
Neighborhood: San Remo Estates
5
Beds
5F11/2
Baths
5,706
Sq.Ft.
2023
Year Built
15
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....
$8,495,000
Neighborhood: Shoreland Woods
4
Beds
4F31/2
Baths
6,428
Sq.Ft.
2023
Year Built
158
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...
$8,400,000
Neighborhood: Harbor Acres
4
Beds
4F21/2
Baths
5,424
Sq.Ft.
2023
Year Built
72
Days on Site
A4522100
MLS
Under Construction. Imagine living on one of Sarasota's most desireable streets in a gorgeous, new, waterfront home...Your dreams can come true! Presenting another stunning design by Coastal Luxury...
$7,490,000
Neighborhood: Paradise Shores
4
Beds
4
Baths
4,643
Sq.Ft.
2001
Year Built
46
Days on Site
A4531141
MLS
Standing tall on Sarasota Bay is this clean-lined coastal dream home, ideally situated West of Trail in one of Sarasota's most beloved bayfront neighborhoods: Paradise Shores. Special homes like this...
$6,900,000
Neighborhood: Pine Shores Estates
5
Beds
6
Baths
6,878
Sq.Ft.
1992
Year Built
25
Days on Site
A4532947
MLS
Escape to paradise in the heart of Sarasota. This private bayfront estate is located just off Siesta Key's south bridge on the mainland in a near-perfect location to take advantage of all that living...
$6,495,000
Neighborhood: Indian Beach-Sapphire Shores
5
Beds
4F11/2
Baths
6,172
Sq.Ft.
2006
Year Built
202
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. Built...

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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