West of the Trail

Sarasota Homes for Sale

Waterfront Homes, Luxury Homes and Condos

West of the Trail are the neighborhoods "west" of 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...

Highlighting the area near Morton's Market are waterfront homes on Sarasota Bay in Harbor Acres and Cherokee Park. Magnificent mansions are now on some of the canal and bay lots and have replaced older Florida homes adding exceptional new styling, deep water yacht slips and top of the line amenities.  Show Less...

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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Current Homes and Condos for Sale - West of the Trail

Showing 1-10 of 441  | 
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$8,900,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 7439
1121 Ritz Carlton Drive #PH 1802
Sarasota, FL 34236
MLS #: A4160773
Subdivision: ritz carlton tower residences
Pre-Construction to be built. Now taking reservations. - An exceptionally rare opportunity. Incorporating the 18th and 19th floors of The Grande at The...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$6,975,000
Bedrooms: 5
Baths: 7
Approx Sq Ft: 8505
7922 S Holiday Drive
Sarasota, FL 34231
MLS #: A4114916
Subdivision: sarasota
The Area’s Largest Bayfront Estate. This amazing custom built home rests on over 3.5 acres boasting almost 300 lineal feet along the Sarasota Bayfront....
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$6,495,000
Bedrooms: 4
Baths: 6
Approx Sq Ft: 6000
1372 Harbor Drive (Pending)
Sarasota, FL 34239
MLS #: A4141773
Subdivision: harbor acres
"Lasata", the "Place of Peace", perfectly describes this immaculate estate resting on the tranquil waters of Sarasota Bay. This spacious home with five...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$6,249,000
Bedrooms: 5
Baths: 6
Approx Sq Ft: 5738
1333 Vista Drive
Sarasota, FL 34239
MLS #: O5446820
Subdivision: harbor acres
Under construction. Inspired by the understated luxury of a Caribbean villa, this brand new, two-story home by Modus Custom Residences offers serene water...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$6,185,888
Bedrooms: 5
Baths: 6
Approx Sq Ft: 5926
1001 Tocobaga Lane
Sarasota, FL 34236
MLS #: A4171509
Subdivision: tocobaga bay
Under construction. Savor breathtaking panoramic views of Sarasota Bay from this newly built home set on one of the most cherished waterfront lots behind the...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$5,800,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 5498
1121 Ritz Carlton Drive #PH 1901
Sarasota, FL 34236
MLS #: A4160520
Subdivision: ritz carlton tower residences
Pre-Construction to be built. Now taking reservations. Imagine a penthouse not only defined by sophisticated style and luxurious finishes, but equipped to...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$5,600,000
Bedrooms: 4
Baths: 5
Approx Sq Ft: 5169
1121 Ritz Carlton Drive #PH 1803 (Pending)
Sarasota, FL 34236
MLS #: A4160397
Subdivision: ritz carlton tower residences
Pre-Construction to be built. Now taking reservations. Imagine a penthouse not only defined by sophisticated style and luxurious finishes, but equipped to...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$5,000,000
Bedrooms: 7
Baths: 9
Approx Sq Ft: 10335
1744 N Seminole Drive
Sarasota, FL 34239
MLS #: A4158017
Subdivision: mcclellan park
Exclusive, once-in-a-lifetime opportunity to own a meticulously designed multi-generational home-- a home this market has never seen before. Located West of...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$4,989,000
Bedrooms: 4
Baths: 6
Approx Sq Ft: 6631
1430 Harbor Drive
Sarasota, FL 34239
MLS #: A4170581
Subdivision: harbor acres
Situated in one of Sarasota's most coveted neighborhoods, this harbor front home with deep water dockage exudes style and grace. Built to exacting standards,...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
$4,975,000
Bedrooms: 4
Baths: 9
Approx Sq Ft: 6883
1717 Southpointe Drive
Sarasota, FL 34231
MLS #: A4155867
Subdivision: southpointe shores
Full open bay views are captivating as this inspired custom design presents magnificent water vistas from every room. Boating and car enthusiasts will delight...
Contact Annette Smith at (941) 504-3922 to inquire about this property.
Showing 1-10 of 441  | 
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West of Trail Homes

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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