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 September 24, 2018
313
Listed
139
Avg. DOM
$419.39
Avg. $ / Sq.Ft.
$775,000
Med. List Price
313 Properties Found. Showing 1-12
Sort By:
990 Blvd Of The Arts #1800
Sarasota, FL 34236
990 Blvd Of The Arts #1800 Sarasota, FL 34236
1 of 24
$7,950,000
Subdivision: Beau Ciel
BEDS
4
BATHS
6
SQ.FT.
8,111
BUILT
2003
ON SITE
106Days
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,...
100 Ritz-Carlton Circle #PH-1803
Sarasota, FL 34236
100 Ritz-Carlton Circle #PH-1803 Sarasota, FL 34236
1 of 11
$7,750,000
Subdivision: The Ritz-Carlton Residences / Sarasota
BEDS
4
BATHS
5
SQ.FT.
6,181
BUILT
2018
ON SITE
55Days
MLS
A4409256
Under-Construction on the last premier waterfront site in downtown Sarasota, the Ritz-Carlton Residences, Sarasota is designed with the most discerning luxury buyer in mind. If you demand the best...
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
231Days
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...
2211 Alameda Avenue
Sarasota, FL 34234
2211 Alameda Avenue Sarasota, FL 34234
1 of 25
$6,250,000
Subdivision: Sarasota Bay Park
BEDS
5
BATHS
6
SQ.FT.
6,822
BUILT
2010
ON SITE
189Days
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...
35 Watergate Drive #PH-1802
Sarasota, FL 34236
35 Watergate Drive #PH-1802 Sarasota, FL 34236
1 of 44
$6,100,000
Subdivision: The Tower Residences
BEDS
3
BATHS
5
SQ.FT.
5,275
BUILT
2003
ON SITE
125Days
MLS
A4404035
Rarely available, this stunning Ritz-Carlton Tower Penthouse, in a most desirable corner, is one of four grand Penthouse Residences on the top floor boasting spectacular views. The Tower Residences...
100 Ritz-Carlton Circle #1703
Sarasota, FL 34236
100 Ritz-Carlton Circle #1703 Sarasota, FL 34236
1 of 11
$5,550,000
Subdivision: The Ritz-Carlton Residences / Sarasota
BEDS
4
BATHS
5
SQ.FT.
4,855
BUILT
2018
ON SITE
84Days
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 12
$5,025,000
Subdivision: The Ritz-Carlton Residences / Sarasota
BEDS
4
BATHS
5
SQ.FT.
4,855
BUILT
2018
ON SITE
56Days
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...
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
129Days
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...
1409 S Lake Shore Drive
Sarasota, FL 34231
1409 S Lake Shore Drive Sarasota, FL 34231
1 of 23
$4,950,000
Subdivision: Oyster Bay Estates
BEDS
4
BATHS
4
SQ.FT.
5,193
BUILT
2018
ON SITE
103Days
MLS
A4405978
Pre-construction: TO BE BUILT. This incredibly beautiful home will be built on prestigious South Lake Shore Drive- a long-established, highly-regarded Oyster Bay Estates neighborhood. Tucked away on...
1540 Hillview Drive
Sarasota, FL 34239
1540 Hillview Drive Sarasota, FL 34239
1 of 24
$4,500,000 ( $1,095,000 )
Subdivision: Harbor Acres
BEDS
5
BATHS
7
SQ.FT.
7,074
BUILT
2000
ON SITE
357Days
MLS
A4197272
Set in a commanding waterfront location on Hillview Drive, one of the most prized addresses in Sarasota, this simply sublime home is bestowed with scenic southern exposure, vast yet comfortable...
3850 Tangier Terrace
Sarasota, FL 34239
3850 Tangier Terrace Sarasota, FL 34239
1 of 25
$4,500,000
Subdivision: San Remo Estates
BEDS
4
BATHS
5
SQ.FT.
3,984
BUILT
2019
ON SITE
26Days
MLS
A4412183
Pre-Construction. To be built. Imagine. Yes, close yourself from distractions and imagine the next great waterfront estate proposed to be built on the deepest protected yacht basin in Sarasota....
1479 Bay Point Drive
Sarasota, FL 34236
1479 Bay Point Drive Sarasota, FL 34236
1 of 4
$4,295,000 ( $205,000 )
Subdivision: Bay Point Park 2
BEDS
4
BATHS
3
SQ.FT.
3,783
BUILT
1949
ON SITE
405Days
MLS
A4194135
Rare opportunity to purchase LAND in one of the most exclusive waterfront areas west of trail neighborhoods. Breathtaking views of Sarasota Bay and Golden Gate Point. Centrally located between Lido...

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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