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 January 20, 2019
374
Listed
150
Avg. DOM
$409.30
Avg. $ / Sq.Ft.
$652,500
Med. List Price
374 Properties Found. Showing 1-12
Sort By:
929 Alameda Way
Sarasota, FL 34234
929 Alameda Way Sarasota, FL 34234
1 of 24
$6,950,000
Subdivision: Owens
BEDS
5
BATHS
7
SQ.FT.
9,067
BUILT
1998
ON SITE
349Days
MLS
A4209083
Perfectly positioned on the shores of Sarasota Bay, this contemporary home is recognized by any and all who sail the waters between Longboat Key and the mainland. The stunning masterpiece is more...
990 Blvd Of The Arts #1800
Sarasota, FL 34236
990 Blvd Of The Arts #1800 Sarasota, FL 34236
1 of 24
$6,950,000 ( $1,000,000 )
Subdivision: Beau Ciel
BEDS
4
BATHS
6
SQ.FT.
8,111
BUILT
2003
ON SITE
224Days
MLS
A4405592
Soaring above the waterfront and the evolutionary Sarasota skyline, the Penthouse at Beau Ciel takes the city living experience to panoramic new heights - quite literally. Expertly fusing the luxury,...
1433 Bay Point Drive
Sarasota, FL 34236
1433 Bay Point Drive Sarasota, FL 34236
1 of 39
$6,000,000
Subdivision: Bay Point Park 2
BEDS
3
BATHS
3
SQ.FT.
2,915
BUILT
1925
ON SITE
65Days
MLS
A4419283
Incredible opportunity to purchase Bayfront property with Magnificent Views to build your Estate in one of the most exclusive waterfront West of Trail neighborhoods. Bay Point Park is tucked between...
2211 Alameda Avenue
Sarasota, FL 34234
2211 Alameda Avenue Sarasota, FL 34234
1 of 25
$5,750,000 ( $500,000 )
Subdivision: Sarasota Bay Park
BEDS
5
BATHS
6
SQ.FT.
6,822
BUILT
2010
ON SITE
307Days
MLS
A4213954
Casa de Familia, one of Sarasota's most beautiful bay front homes, is offered for purchase for the very first time. This exquisite family residence is masterfully nestled among majestic grand oaks...
100 Ritz-Carlton Circle #1703
Sarasota, FL 34236
100 Ritz-Carlton Circle #1703 Sarasota, FL 34236
1 of 19
$5,550,000
Subdivision: The Ritz-Carlton Residences / Sarasota
BEDS
4
BATHS
5
SQ.FT.
4,855
BUILT
2018
ON SITE
202Days
MLS
A4407492
Under-Construction. Newly Released. This 17th floor Worthington floor plan (see attached) offers 4,855 square feet of living space with 4 bedrooms, 5 baths and a den. Sit back and unwind on your...
100 Ritz-Carlton Circle #1203
Sarasota, FL 34236
100 Ritz-Carlton Circle #1203 Sarasota, FL 34236
1 of 19
$5,025,000
Subdivision: The Ritz-Carlton Residences / Sarasota
BEDS
4
BATHS
5
SQ.FT.
4,855
BUILT
2018
ON SITE
174Days
MLS
A4409473
Under-Construction. This 12th floor Worthington floor plan (see attached) offers 4,855 square feet of living space with 4 bedrooms, 5 baths and a den. Sit back and unwind on your terrace spanning...
1509 S Lodge Drive
Sarasota, FL 34239
1509 S Lodge Drive Sarasota, FL 34239
1 of 35
$4,995,000
Subdivision: Cherokee Park
BEDS
5
BATHS
6
SQ.FT.
5,800
BUILT
2005
ON SITE
76Days
MLS
A4416416
The spectacular location of this waterfront home is quite unique. Resting on nearly 2/3-acre of property at the end of a quiet cul-de-sac, just one parcel in from the point-lot location that...
1435 Hillview Drive
Sarasota, FL 34239
1435 Hillview Drive Sarasota, FL 34239
1 of 50
$4,995,000
Subdivision: Harbor Acres
BEDS
3
BATHS
5
SQ.FT.
4,876
BUILT
1999
ON SITE
13Days
MLS
A4423245
Enter this grand Harbor Acres estate through antique wrought iron gates and proceed down the long winding paver driveway to this very private setting on 115 ft of protected yacht basin. The lushly...
3544 San Remo Terrace
Sarasota, FL 34239
3544 San Remo Terrace Sarasota, FL 34239
1 of 28
$4,990,000
Subdivision: San Remo Estates
BEDS
5
BATHS
7
SQ.FT.
6,710
BUILT
2009
ON SITE
247Days
MLS
A4403580
Lake Tahoe came to Sarasota Bay in 2009and 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 for...
1430 Harbor Drive
Sarasota, FL 34239
1430 Harbor Drive Sarasota, FL 34239
1 of 50
$4,700,000
Subdivision: Harbor Acres
BEDS
4
BATHS
6
SQ.FT.
6,631
BUILT
2002
ON SITE
12Days
MLS
A4423407
Ideally situated on deep boating water in one of Sarasota's most desirable neighborhoods, Harbor Acres, this stunning 4 bedroom, 4 bathroom residence is one to be desired. Positioned for...
3246 Old Oak Drive
Sarasota, FL 34239
3246 Old Oak Drive Sarasota, FL 34239
1 of 19
$4,600,000
Subdivision: Shoreland Woods Sub
BEDS
3
BATHS
4
SQ.FT.
4,037
BUILT
2019
ON SITE
116Days
MLS
A4412754
Pre Construction. To be built. Are you ready to build your dream? Welcome to Le Reve, a tropical bayfront paradise in Sarasota, Florida. With nearly 200' of frontage on Sarasota bay, this beautiful...
1807 Oleander Street
Sarasota, FL 34239
1807 Oleander Street Sarasota, FL 34239
1 of 50
$4,499,000
Subdivision: Poinsettia Park
BEDS
7
BATHS
9
SQ.FT.
9,492
BUILT
2006
ON SITE
98Days
MLS
A4414354
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...

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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