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 June 17, 2021
71
Listed
79
Avg. DOM
$642.32
Avg. $ / Sq.Ft.
$1,385,000
Med. List Price
71 Properties
Page 1 of 6
$18,000,000
Subdivision: Harbor Acres Sec 2
3
Beds
4F21/2
Baths
8,452
Sq.Ft.
2010
Year Built
116
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...
$13,950,000
Subdivision: Harbor Acres Sec 2
4
Beds
4F21/2
Baths
8,433
Sq.Ft.
2008
Year Built
44
Days on Site
A4499907
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...
$10,500,000
Subdivision: Block 6 Condominium
4
Beds
4F11/2
Baths
6,131
Sq.Ft.
2018
Year Built
50
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...
$6,650,000
Subdivision: Not Part Of A Subdivision
6
Beds
6F21/2
Baths
9,052
Sq.Ft.
1983
Year Built
123
Days on Site
A4491567
MLS
Herein lies the best waterfront opportunity that you will find in Sarasota. The seller is offering a flexible sales structure to include subdividing the parcel with the waterfront lot/home priced at...
$6,495,000
Subdivision: Indian Beach-Sapphire Shores
5
Beds
4F11/2
Baths
6,172
Sq.Ft.
2006
Year Built
66
Days on Site
A4497369
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...
$5,950,000
Subdivision: The Tower Residences
4
Beds
4F11/2
Baths
5,251
Sq.Ft.
2003
Year Built
42
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...
$5,795,000
Subdivision: The Residences
3
Beds
3F11/2
Baths
4,951
Sq.Ft.
2001
Year Built
46
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...
$5,775,000
Subdivision: The Tower Residences
4
Beds
4F11/2
Baths
4,668
Sq.Ft.
2003
Year Built
296
Days on Site
A4476458
MLS
Luxury. Incredible Views. Impeccable Service. Privacy. This stunning Ritz-Carlton Penthouse with exceptional appointments sits high above Sarasota Bay, offering sparkling water views from every major...
$5,495,000
Subdivision: Stillwater On The Bay
4
Beds
5F11/2
Baths
5,093
Sq.Ft.
2004
Year Built
137
Days on Site
A4490114
MLS
ATTENTION VALUE MINDED HOMEOWNERS AND INVESTORS !!! THIS PROPERTY HAS JUST BEEN REPACKAGED AND REPRICED!!! IT NOW INCLUDES THE ADJACENT EMPTY WATERFRONT, 0.4 ACRE LOT TO THE NORTH OF THE PROPERTY!...
$3,985,000
Subdivision: Oyster Bay Landings
4
Beds
4F11/2
Baths
4,030
Sq.Ft.
2015
Year Built
16
Days on Site
N6115705
MLS
One or more photo(s) has been virtually staged. SUMMER PRICE! Exceptional and Unique Custom Contemporary West Indies Courtyard style residence built in 2016 (Never Lived-In) with luxury, quality and...
$3,695,000
Subdivision: Paradise Shores
4
Beds
4
Baths
4,942
Sq.Ft.
1956
Year Built
99
Days on Site
T3294850
MLS
Brand New Barrel Tile Roof completed 6/2021. This is a rare opportunity for waterfront living in highly sought Paradise Shores. For the boating and watersports enthusiast, there is 190 feet of...
$3,650,000
Subdivision: The Tower Residences
3
Beds
3
Baths
3,751
Sq.Ft.
2003
Year Built
501
Days on Site
A4458742
MLS
The most sought-after luxury condominium in Sarasota, this inspiring residence at The Ritz-Carlton guarantees world-class signature service and amenities overlooking Sarasota Bay in culturally-rich...

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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