West of Trail Real Estate in Sarasota, Florida

West of Trail Home Sarasota

The west of trail neighborhoods are some of the most sought after places to live in Sarasota, Florida. Here, you will find a wide selection of old-Florida style, elegant homes as well as numerous modern estates with all of the amenities. Homes here are conveniently situated slightly south of Downtown Sarasota for easy access to dining, shopping and the nightlife scene.

West of Trail Homes For Sale - Updated Daily!

All Listings $200,000 - $300,000 $300,000 - $400,000
$400,000 - $500,000 $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
104 Properties Found. Showing Page 1 of 9
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Rarely Does A Property Embody The Grandeur To Be One...

$13,800,000
5 br, 7 ba, 10,883 ft² Residential
Price:
$13,800,000
City:
Sarasota
Beds:
5
Baths:
7
Type:
Residential
MLS® #:
A3994000
Provider:
Premier Sotheby's Intl. Realty

Rarely Does A Property Embody The Grandeur To Be One Of The Gulf Coast's Most Amazing Homes For Entertaining...

Photo of Listing #A3994000

Recently Updated The Home Boasts A Quality Of Design...

$9,990,000
6 br, 9 ba, 10,871 ft² Residential
Price:
$9,990,000
City:
Sarasota
Beds:
6
Baths:
9
Type:
Residential
MLS® #:
A3973036
Provider:
Michael Saunders & Company

Recently Updated The Home Boasts A Quality Of Design And Construction Superior To Many Other Residences...

Photo of Listing #A3973036

A Private Island-style Paradise, This Secluded Bayfront...

$8,995,000
4 br, 6 ba, 5,585 ft² Residential
Price:
$8,995,000
City:
Sarasota
Beds:
4
Baths:
6
Type:
Residential
MLS® #:
A3973603
Provider:
Premier Sotheby's Intl. Realty

A Private Island-style Paradise, This Secluded Bayfront Hideaway Is One Of The Most Beautiful And Unique...

Photo of Listing #A3973603

Discover This Remarkable Hidden Sanctuary Nestled Along...

$7,899,000
5 br, 6 ba, 8,734 ft² Residential
Price:
$7,899,000
City:
Sarasota
Beds:
5
Baths:
6
Type:
Residential
MLS® #:
A3998763
Provider:
Premier Sotheby's Intl. Realty

Discover This Remarkable Hidden Sanctuary Nestled Along The Water's Edge. Upon Roads End Awaits A Majestic...

Photo of Listing #A3998763

Outstanding Bay Front Home In One Of The Most Sought...

$5,595,000
5 br, 6 ba, 5,009 ft² Residential
Price:
$5,595,000
City:
Sarasota
Beds:
5
Baths:
6
Type:
Residential
MLS® #:
A4100175
Provider:
Premier Sotheby's Intl. Realty

Outstanding Bay Front Home In One Of The Most Sought After Neighborhoods Of Sarasota, Harbor Acres. Enjoy...

Photo of Listing #A4100175

View The Sunshine Skyway Bridge From This 2.3+ Acre...

$3,995,000
5 br, 7 ba, 9,286 ft² Residential
Price:
$3,995,000
City:
Bradenton
Beds:
5
Baths:
7
Type:
Residential
MLS® #:
A3969899
Provider:
Michael Saunders & Company

View The Sunshine Skyway Bridge From This 2.3+ Acre Property Set On The Natural Sandy Shore Where The...

Photo of Listing #A3969899

Villa Azzura Is A Palatial Three-story "old World"...

$3,740,000
5 br, 4 ba, 7,009 ft² Residential
Price:
$3,740,000
City:
Sarasota
Beds:
5
Baths:
4
Type:
Residential
MLS® #:
A3957539
Provider:
Coldwell Banker Res R E

Villa Azzura Is A Palatial Three-story "old World" Villa Located On Ringling Pointe In Historic Sapphire...

Photo of Listing #A3957539

Authentic Spanish Mission Style Home Lives Like New....

$3,350,000
4 br, 5 ba, 5,480 ft² Residential
Price:
$3,350,000
City:
Sarasota
Beds:
4
Baths:
5
Type:
Residential
MLS® #:
A3995687
Provider:
Michael Saunders & Company

Authentic Spanish Mission Style Home Lives Like New. Solidly Constructed On 54 Concrete Pilings By Respected...

Photo of Listing #A3995687

Contemporary, Luxurious And Sophisticated Best Describes...

$3,125,000
5 br, 6 ba, 4,798 ft² Residential
Price:
$3,125,000
City:
Sarasota
Beds:
5
Baths:
6
Type:
Residential
MLS® #:
A3999415
Provider:
Michael Saunders & Company

Contemporary, Luxurious And Sophisticated Best Describes This Stylish Waterfront Home, Perfectly Situated...

Photo of Listing #A3999415

This Is A Sarasota Hidden Treasure. Formerly The Location...

$2,800,000
3 br, 3 ba, 2,582 ft² Residential
Price:
$2,800,000
City:
Sarasota
Beds:
3
Baths:
3
Type:
Residential
MLS® #:
A3991055
Provider:
Berkshire Hathaway Homeservice

This Is A Sarasota Hidden Treasure. Formerly The Location Of The Oyster Bay Marina, The Community Has...

Photo of Listing #A3991055

Sought After Bayfront Parcel In Harbor Acres Offering...

$2,575,000
3 br, 2 ba, 2,017 ft² Residential
Price:
$2,575,000
City:
Sarasota
Beds:
3
Baths:
2
Type:
Residential
MLS® #:
A3988563
Provider:
Michael Saunders & Company

Sought After Bayfront Parcel In Harbor Acres Offering Stunning Wide Water Views To Bird Key, South Lido...

Photo of Listing #A3988563

This Harbor Acres Home With Deep Water Boating Is Heaven...

$2,399,999
5 br, 5 ba, 5,977 ft² Residential
Price:
$2,399,999
City:
Sarasota
Beds:
5
Baths:
5
Type:
Residential
MLS® #:
A3968714
Provider:
Michael Saunders & Company

This Harbor Acres Home With Deep Water Boating Is Heaven For A Boating Family. One Of Sarasota's Most...

Photo of Listing #A3968714

Reviews for West of Trail

 
4.83 Based on 6 Ratings

Recent Ratings & Reviews

 
Andy G, Resident
2012-10-07
 
Pros:

One of the best neighborhoods in Sarasota, Florida.

Cons:

Traffic can be heavy depending on where you live. Some of the houses need to be blown up.

Summary:

I love living here. Absolutely love it. Some of the houses need to be destroyed but they are slowly being replaced. West of 41 is very close to area beaches and downtown Sarasota. If you don't want to be all of the way out on Siesta Key, Lido Key or Longboat Key yet want a luxury neighborhood look here.


 
D West, Resident
2012-03-28
 
Pros:

Location, location, location

Cons:

Summary:

It is the best location. Plain and simple.


 
Peter Liashek, Resident
2012-03-28
 
Pros:

Everything you need is 5 minutes away. The beach is around the corner. Great schools, great place for families, close to restaurants, night life, downtown. Very charming area with unique architecture and mature landscaping, and friendly neighbors.

Cons:

Seasonal traffic- especially during March.

Summary:

We lived in Lakewood Ranch for 2 years before moving here and love the convenience of everything. We love being able to ride our bikes everywhere. It is a great place for children and young families.


 
John, Resident
2012-03-28
 
Pros:

close to downtown, the fantastic Hillview area, the hospital and the beaches great school district interesting, diverse architecture with mature trees and neighborhoods

Cons:

a little bit of a drive to "big box" shopping - Target, Home Depot, etc.

Summary:

I grew up West of the Trail and have spent most of my adult live living here. working and playing downtown as I do, spending time on Siesta - and not wishing to live in a condo, I can't imagine living anywhere else.


 
A Sommers, Resident
2012-03-28
 
Pros:

Close to everything. 5-10 minutes to Siesta Key beach. Short drive to downtown and St. Armands Circle. Big box stores are 15 minutes away. Large trees. Nice residents. No cookie cutter homes.

Cons:

None in my opinion

Summary:

We have lived here for over 15 years and still love it. Would never go to cookie cutter heaven of Lakewood Ranch or Palmer Ranch. If you want charm this is the place to live.


View all Ratings & Reviews for West of Trail

West of 41 (The Trail)

 

West of Trail Neighborhoods

Cherokee Park and Harbor Acres are lovely, peaceful neighborhoods located West of the Trail and also slightly south of the downtown area. Residents here can enjoy easy access to St. Armand’s Circle with its world-class shopping and dining as well as premier golf at Palmer Ranch. Siesta Key beach also situated within just a short distance.

If you are interested in living on the water, look no further than San Remo Estates. This cozy community features lush, mature landscaping and convenient access to amenities throughout the Sarasota area. Siesta Key Beach is only a short ten minutes away.

The Indian Beach neighborhood is located within the highly desirable and popular Museum District located in North Sarasota. You will find a wide range of different home styles here. Whether you are looking for a quaint cottage or a multi-million dollar showplace, you will be sure to find something that suits your style in the many lovely homes around Indian Beach. Not only is Indian Beach comprised of several home styles, but convenience also abounds here. Residents are only minutes away from an array of restaurants as well as art galleries, theatres and more.

Oyster Bay Estates is also located West of the Trail and is situated directly on Sarasota Bay. Take a drive down streets such as South Lakeshore Drive, Field Road or Camino Real and you will see what makes this exclusive neighborhood so desirable. If you happen to be a boater, you will certainly appreciate living so close to deep water canals and being able to awaken each day to stunning bay views. Oyster Bay is also conveniently located to Siesta Key Beach as well as downtown Sarasota, restaurants, shopping and numerous cultural amenities. The Field Club is also located in Oyster Bay, offering tennis, boating, dining and pool facilities as well as social events.

For maximum security and privacy, consider The Landings. You will find this neighborhood in central Sarasota, complete with a retail shopping center, marina, racquet club and nature preserve. With meandering streets through lush natural tropical landscaping, this neighborhood is one of the most desirable in Sarasota. There are numerous choices for prospective homebuyers here, including waterfront condos estate homes, maintenance-free villas, and exclusive single-family homes.

No matter what type of neighborhood you are seeking, you will be certain to find just the right community for your needs in the many fabulous communities located West of the Trail in Sarasota, Florida.

View Sold West of Trail Homes and Condos



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Listing data comes from My Florida Regional MLS.

Listing information last updated on July 23rd, 2014 at 10:00am.