West of the Trail Sarasota Real Estate

  • Description
  • Listings
  • Map
  • Contact

Overview

Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 54 single-family homes for sale priced from $268,000 to $22,000,000. Our database is updated throughout the day from the Multiple Listing Service (MLS). BuySarasota.com is committed to providing you with the most up-to-date and freshest local listings on the Internet.

Allen Real Estate Services, Inc. is a full service, boutique real estate brokerage offering specialized service and expertise to customers selling and buying real estate in Sarasota. To learn more about any of these properties or receive email updates when new listings hit the market, simply give us a call at 941-544-6467 or send us an email. We are here to help!

… Read More

MLS® Listing Statistics

Total Listings: 54
Average Price: $2,260,777
Highest Price: $22,000,000
Lowest Price: $268,000
Average Size: 2,802 ft²
Average Price Per Square Foot: $676 per ft²

Explore Other West of the Trail Communities

53 Homes for Sale West of the Trail

Map Save this Search
Sort listings by:Price, High to Low
Image 0: A4514309

4645 Ainsley Place, SARASOTA, FL - $22,000,000

Residential, Single Family Residence
  • 7 Beds
  • 6 Baths
  • 4,272 SQFT
  • 13 DOM
View details More Photos Save

Signifying A Landmark Sarasota Bay Waterfront Estate Bestowing Idyllic Proximity To Downtown, This 7.5 +/- Acre Property Is Extraordinary In Beauty, Location, Lifestyle, And Possibility. Unique And Monumental, This Is The Largest Property Availabl...

Image 1: A4514185

1486 Hillview Drive, SARASOTA, FL - $10,800,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,433 SQFT
  • 13 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Amid A Canopied Oasis, Resort-like Bliss Awaits You On Sarasota Bay, Surrounded By Magnificent Works Of Nature. Constructed In 2008, The Exquisitely Crafted Estate Pays The Utmost Attention To Elegan...

Image 2: A4509990

404 South Shore Drive, SARASOTA, FL - $5,450,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,270 SQFT
  • 38 DOM
View details More Photos Save

Waterfront Luxury At Its Finest! Watch Scenic Sunsets Every Day Right From The Comfort Of Your Own Home, Pool, Or Private Sand Area!!! Located In The Highly Sought After Indian Beach Sapphire Shore Neighborhood Amongst Large Mansions. Enjoy Unobst...

1506 Mallard Lane, SARASOTA, FL - $4,100,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,777 SQFT
  • 75 DOM
View details More Photos Save

Mediterranean Masterpiece With Attention To Every Detail Is Located On A Quiet Street West Of The Trail Surrounded By Executive Caliber Estates Was Totally Rebuilt In 2011. Located Across The Street From Sarasota Bay This Home Has Water Views Tha...

1460 Rebecca Lane, SARASOTA, FL - $3,985,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,030 SQFT
  • 138 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Summer Price! Exceptional And Unique Custom Contemporary West Indies Courtyard Style Residence Built In 2016 (never Lived-in) With Luxury, Quality And Style. Located In The Exclusive Gated Community ...

Image 5: T3294850

1558 Sandpiper Lane, SARASOTA, FL - $3,695,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,942 SQFT
  • 221 DOM
View details More Photos Save

Brand New Barrel Tile Roof Completed 6/2021. This Is A Rare Opportunity For Waterfront Living In Highly Sought Paradise Shores. For The Boating And Watersports Enthusiast, There Is 190 Feet Of Waterfront With A Newer ('19) Seawall, 20,000 Lb. Rem...

1765 Floyd Street, SARASOTA, FL - $3,600,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,067 SQFT
  • 158 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Under Construction. Introducing The Coastal Craftsman Rejuvenation At Southside Village. Constructed By The Award-winning Custom Home Builder, Dynan Construction, This Brand New Residence Will Be Tim...

1701 Hashay Drive, SARASOTA, FL - $3,499,900

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,894 SQFT
  • 80 DOM
View details More Photos Save

Pre-construction. To Be Built. Under Construction. Introducing This Bespoke Custom Home In Mcclellan Park. This Brand-new Residence Will Be Timeless And Functional, And Its West Of Trail Location Simply Cannot Be Rivaled. Nestled In One Of The Mos...

1519 North Lake Shore Drive, SARASOTA, FL - $3,497,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,294 SQFT
  • 165 DOM
View details More Photos Save

Pre-construction. To Be Built. Another Dazzling Display Of Award-winning Design And Construction To Be Built By The Notable Custom Homebuilding Team At Allegra Homes. This Contemporary Oyster Bay Beauty Will Have An Exciting Array Of Amenities Thr...

Image 9: A4515035

1871 Loma Linda Street, SARASOTA, FL - $3,250,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,253 SQFT
  • 4 DOM
View details More Photos Save

Simply Stunning In Sought After Southside!....ultimate Indoor/outdoor Living Combined With Grandeur Of Bright Expansive Spaces In This Single Floor Contemporary. You Will Be Wowed Upon Walking Thru The Mahogany Estate-sized Front Door Of This Impr...

4414 Westwood Lane, SARASOTA, FL - $3,249,800

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,531 SQFT
  • 203 DOM
View details More Photos Save

Under Construction. This Expansive Lakefront Custom Home Is Situated On An Estate Home Site In Sarasota's Coveted West Of Trail Area. Through A Striking Entry Courtyard, Owners Are Greeted By A Wide Great Room With Side Vistas Of The Ample Outdoor...

Image 11: T3286735

1707 Caribbean Drive, SARASOTA, FL - $3,195,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,012 SQFT
  • 256 DOM
View details More Photos Save

A Property Such As This Does Not Come Onto The Market Often. A Jewel, Perfectly Located In One Of Sarasota's Most Sought After “west Of The Trail” Waterfront Communities, Coral Cove. Elegant Custom Waterfront Home, With Over 5,000 Square Feet Of ...

1709 North Lake Shore Drive, SARASOTA, FL - $3,126,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,775 SQFT
  • 73 DOM
View details More Photos Save

Pre-construction. To Be Built. Consistent With The Residential Creations By Award-winning Master Builder Allegra Homes, This Absolutely Stunning 2-story “st. Joseph Iii” Is No Exception With Its Sophisticated Style, Incredible Amenities And Wonder...

Image 13: A4512234

1971 Datura Street, SARASOTA, FL - $2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,389 SQFT
  • 34 DOM
View details More Photos Save

This Custom Designed Contemporary Home Is Located "west Of The Trail" In One Of The Most Sought After Areas In Sarasota. Within One Block Of Southside Village & Sarasota Memorial Hospital, A Short Distance To Southside Elementary And Just Minutes ...

1865 Clematis Street, SARASOTA, FL - $2,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,990 SQFT
  • 214 DOM
View details More Photos Save

Another Dazzling Display Of Award-winning Design And Construction To Be Built By The Notable Custom Homebuilding Team At Allegra Homes. Presenting The 2021 “kristi Ann” Model With An Exciting Array Of Amenities Throughout The Open 2,975-square-foo...

1429 Westbrook Drive, SARASOTA, FL - $2,895,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,580 SQFT
  • 27 DOM
View details More Photos Save

Under Construction. Stunning Custom Contemporary Home In The Exclusive West Of Trail Neighborhood "westbrook". This Desirable Oyster Bay Area Home Is Very Close To Siesta Key And Downtown Without The Traffic. The Home Sits On Over A Half Acre Lot...

2174 Mcclellan Parkway, SARASOTA, FL - $2,695,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 3,478 SQFT
  • 18 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Under Construction. Prime West Of The Trail, Custom-built, New Construction, Coastal Contemporary, Modern Home By M&j Pham Homes. Spanning 3,478 Square Feet And Ideally Situated In Highly-esteemed Mc...

1739 South Orange Avenue, SARASOTA, FL - $2,695,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,270 SQFT
  • 13 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Under Construction. Prime West Of The Trail, Custom-built, New Construction Currently Under Construction. Welcome To The Colina On Orange, A Picture-perfect, Coastal Contemporary Modern Masterpiece W...

1610 Quail Drive, SARASOTA, FL - $2,695,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,502 SQFT
  • 11 DOM
View details More Photos Save

Pre-construction. To Be Built. Prime Building Opportunity West Of The Trail. Location And Luxury Meet On This Coastal Contemporary Home Design In The Exclusive Oyster Bay Area. This 4 Bedroom ( Could Easily Be A 5 Bedroom) 4.5 Bath Home Will Be C...

2330 Mietaw Drive, SARASOTA, FL - $2,495,000

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 3,267 SQFT
  • 53 DOM
View details More Photos Save

One Or More Photo(s) Has Been Virtually Staged. Under Construction. Prime West Of The Trail, Custom-built, New-construction Coastal Contemporary Modern Home By "m&j Pham Homes." Located In Highly-esteemed Mcclellan Park Spanning 3,267 Square Feet,...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 18th, 2021 at 7:23pm EDT.

West of the Trail Description (continued)

Sarasota's "West of the Trail" neighborhoods are all established communities west of US 41. Many of the homes in these highly desirable areas have been completely remodeled or torn down and rebuilt. This area offers an ideal location for jogging and biking. Many of Sarasota's best amenities are within walking distance including restaurants, shopping, Southside Elementary School and the Sarasota Memorial Hospital.

There are a wide range of architectural styles including Spanish Mediterranean, contemporary, and old-Florida. West of the Trail real estate prices range from the $400,000 to the millions.

West of the Trail Home

Popular Neighborhoods West of US 41

Cherokee Park

Cherokee Park

Established neighborhood with homes from the $500,000s to over $5,000,000.

Coral Cove

Coral Cove

Located south of Stickney Point, Coral Cove is a favorite among many avid boaters.

Harbor Acres

Harbor Acres

This prestigious west of the trail waterfront neighborhood is a favorite of many physicians and downtown Sarasota professionals.

No image

The Landings

Gated community located just south of proctor and west of 41.

No image

Oyster Bay Estates

This Mature neighborhood features tropical vegetation and homes into the millions.

Southpointe Shores

Southpointe Shores

This south Sarasota boating community features 112 homes with about half directly on the water.

Do you have any questions or need more information on West of the Trail real estate in Sarasota? Contact me today so we can talk about your real estate needs.

Map of West of the Trail

Save this Search
Sort listings by:Price, High to Low
Sort listings by: Price

Ask a Question. We are here to help!

Please provide a valid email address.