West of the Trail

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Overview

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 the 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.

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MLS® Listing Statistics

Total Listings: 215
Average Price: $1,313,054
Highest Price: $6,975,000
Lowest Price: $169,900
Average Size: 2,968 ft²
Average Price Per Square Foot: $405 per ft²

Explore Other West of the Trail Communities

West of the Trail Real Estate Listings

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Image 0: A4114916

7922 S Holiday Dr, Sarasota, FL - $6,975,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 8,505 SQFT
  • 354 DOM
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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. Discover The Ultimate In Space And Privacy In The Heart Of Everything That Sarasota Has To Of...

Image 1: O5446820

1333 Vista Dr, Sarasota, FL - $6,249,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,738 SQFT
  • 311 DOM
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Under Construction. Inspired By The Understated Luxury Of A Caribbean Villa, This Brand New, Two-story Home By Modus Custom Residences Offers Serene Water Views From Its Prime Location On 100 Ft Of Sarasota Bay. The Approximately 5,800 Sq. Ft. Of ...

Image 2: A4171509

1001 Tocobaga Ln, Sarasota, FL - $6,185,888

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,926 SQFT
  • 136 DOM
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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 Gates Of Beautiful Tocobaga Bay. A Stately Porte-cochére Leads To The Voluminous Three-ca...

1744 N Seminole Dr, Sarasota, FL - $5,000,000

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 10.3k SQFT
  • 295 DOM
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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 Trail In The Historic, Highly Desirable Mcclellan Park Neighborhood Where Uniquely Curved ...

Image 4: A4170581

1430 Harbor Dr, Sarasota, FL - $4,989,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,631 SQFT
  • 145 DOM
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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, With 150mph Rated Windows And Doors And All Concrete Construction And Nothing But Top Of...

Image 5: A4155867

1717 Southpointe Dr, Sarasota, FL - $4,975,000

Residential, Single Family Home
  • 4 Beds
  • 9 Baths
  • 6,883 SQFT
  • 321 DOM
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Full Open Bay Views Are Captivating As This Inspired Custom Design Presents Magnificent Water Vistas From Every Room. Boating And Car Enthusiasts Will Delight In The 170' Of Waterfront, 2 Boat Lifts, And A 10+ Car Garage With Workshop. Active Fami...

Image 6: A4110045

1726 Questar Ln, Sarasota, FL - $4,600,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 6,719 SQFT
  • 1,051 DOM
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Seller Asks For All Offers After He Has Slashed The Price By Over 20%. This Is Now The Lowest Priced Bayfront Estate On Sf Basis. Built In 2004, Home Has Been Pre-inspected To Confirm Its Top Condition. This Private, Gated, Resort Like Bayfront Pr...

Image 7: A4177492

2309 Alameda Ave, Sarasota, FL - $4,490,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 7,434 SQFT
  • 66 DOM
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You'll Feel As Though The Sun Sets Daily Just For You When You Make This Private Gated Paradise Your Own. Set Far From The Road, A Paver Drive Leads Past Indigenous Tropical Foliage With The Waterfall And Koi Pond In The Heart Of The Nearly 2-acre...

Image 8: A4174153

1352 Harbor Dr, Sarasota, FL - $4,350,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,373 SQFT
  • 102 DOM
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Located In Sarasota’s Favorite Mainland Bayside Neighborhood Of Harbor Acres, This Gracious Traditional Home Enjoys The Best Of Both Worlds…bay, City And Bridge Views Along With Protected Deep Water Harborage With Approximately 6-7’ Of Water Depth...

Image 9: A4153493

1394 Harbor Dr, Sarasota, FL - $4,295,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,893 SQFT
  • 353 DOM
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Enter The Grand Foyer Of This Impressive Harbor Acres Home And Be Mesmerized By The Sun Sparkling On The Protected Waters Of Sarasota’s Most Coveted Waterfront Community. The Expansive Floorplan Features A Glass-filled Rear Elevation Where Every M...

Image 10: A4178960

4223 Bay Shore Rd, Sarasota, FL - $3,995,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 5,313 SQFT
  • 57 DOM
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Capture The Magic Of Old World Sarasota That Exudes From Every Inch Of This 1940's Estate Property Located On Sapphire Shores In Historic Indian Beach. Situated Directly On 200 Feet Of Wide Open Bay Front With A Gated Entrance, This Classic 2-sto...

Image 11: A4182276

1535 Bay Point Dr, Sarasota, FL - $3,995,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 4,315 SQFT
  • 24 DOM
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Mere Minutes From Downtown Sarasota And Seconds From The Open Bay, This West-of-trail Waterfront Residence Enchants With A Spectacular Selby Gardens View And Prime Frontage On Hudson Bayou. Meticulously Crafted And Supremely Open, The Infinitely B...

Image 12: A4136111

8011 Longbay Blvd, Sarasota, FL - $3,975,000

Residential, Single Family Home
  • 6 Beds
  • 10 Baths
  • 9,668 SQFT
  • 852 DOM
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Perhaps The Most Brilliant In Design, Multi Award Winning Estate, To Come On The Market In The Favored “ringling Museum Location”, Sarasota, Florida. Impressive Designed Gated Entry Harmonizes Three Salt Water Ponds With Spilling Water Falls And B...

Image 13: A4153390

3250 Old Oak Dr, Sarasota, FL - $3,950,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,832 SQFT
  • 354 DOM
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Remarkably Rare And Incredibly Vast, This Is Truly One Of The Finest Pieces Of Waterfront Property Available In Southwest Florida - Encompassing Almost Three Acres In Sarasota’s Most Sought-after Area, West Of The Trail. Nestled On A Sweeping Stre...

Image 14: A4181201

396 Braden Ave, Sarasota, FL - $3,675,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,169 SQFT
  • 36 DOM
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Pre-construction - To Be Built. This Home Offers Consummate Finishes That Create A Dramatic Tone Unlike Any Other New Home. The Features Throughout This Home Will Exude Finesse And Style, Including Rectified Porcelain And Wood Flooring, Tray/volum...

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.

Listing information last updated on April 23rd, 2017 at 11:34am EDT.

West of the Trail Description (continued)

West of the Trail Home

West of US 41 Neighborhoods

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.

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The Landings

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

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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

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