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 August 12, 2022
97
Listed
79
Avg. DOM
$806.27
Avg. $ / Sq.Ft.
$1,898,000
Med. List Price
97 Properties
Page 1 of 9
$25,000,000
Neighborhood: Whitakers
6
Beds
8F11/2
Baths
9,600
Sq.Ft.
2023
Year Built
72
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...
$9,575,000
Neighborhood: Harbor Acres
5
Beds
6F11/2
Baths
6,654
Sq.Ft.
2022
Year Built
177
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...
$9,250,000
Neighborhood: Oyster Bay Estates
4
Beds
4F11/2
Baths
4,111
Sq.Ft.
1958
Year Built
233
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...
$8,950,000
Neighborhood: Sapphire Shores
5
Beds
3F21/2
Baths
7,009
Sq.Ft.
1999
Year Built
79
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...
$8,500,000
Neighborhood: San Remo Estates
5
Beds
5F11/2
Baths
5,706
Sq.Ft.
2023
Year Built
96
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
239
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...
$7,950,000
Neighborhood: Sapphire Shores Resub Blk M
4
Beds
3F11/2
Baths
5,540
Sq.Ft.
2022
Year Built
36
Days on Site
A4541611
MLS
COMPLETED NEW CONSTRUCTION WATERFRONT HOME!! Completed in May 2022, this sophisticated resort style property on over a half acre is located in the much loved historic neighborhood of SAPPHIRE SHORES....
$6,950,000
Neighborhood: Paradise Shores
4
Beds
4
Baths
4,643
Sq.Ft.
2001
Year Built
127
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...
$4,995,000
Neighborhood: The Ritz Carlton Residences
3
Beds
3F11/2
Baths
4,276
Sq.Ft.
2001
Year Built
64
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...
$4,503,000
Neighborhood: One Park
3
Beds
4
Baths
4,288
Sq.Ft.
2022
Year Built
32
Days on Site
A4541946
MLS
Pre-Construction. To be built. With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota's most sought after locations,...
$4,500,000
Neighborhood: Harbor Acres
5
Beds
3F11/2
Baths
3,223
Sq.Ft.
1947
Year Built
80
Days on Site
A4536349
MLS
Beautifully renovated to appreciate contemporary design, lavish comforts, and thoughtful versatility, this home delivers all aspects of family-centric quality. Every lifestyle preference and need are...
$4,300,000
Neighborhood: Whitfield Estates Blks 14-23 & 26
5
Beds
4F21/2
Baths
3,584
Sq.Ft.
1973
Year Built
162
Days on Site
A4526917
MLS
ATTENTION ALL BOATERS!!!!Bring your Ocean Yacht (s) and the family to this fabulous waterfront estate!!!!Perfectly positioned on nearly an acre, with 100' of waterfront, you will experience the...

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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