West of the Trail Sarasota Real Estate

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Overview

Below are the current West of the Trail Sarasota real estate listings. Our website allows you to easily search through the 44 single-family homes for sale priced from $575,000 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!

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MLS® Listing Statistics

Total Listings: 44
Average Price: $3,639,916
Highest Price: $22,000,000
Lowest Price: $575,000
Average Size: 3,634 ft²
Average Price Per Square Foot: $891 per ft²

Explore Other West of the Trail Communities

44 Homes for Sale West of the Trail

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Image 0: A4514309

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

Residential, Single Family Residence
  • 7 Beds
  • 6 Baths
  • 4,272 SQFT
  • 115 DOM
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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
  • 114 DOM
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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: A4520219

1610 North Lodge Drive, SARASOTA, FL - $9,874,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,800 SQFT
  • 37 DOM
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Pre-construction. To Be Built. Waterfront Pre-construction. To-be-built. Encapsulating A Perfect Combination Of Comfort And Luxury This Spectacular Two Story Coastal Modern Single Family Home Is Situated In Cherokee Park. This Secluded Street In W...

Image 3: A4515981

1465 Hillview Drive, SARASOTA, FL - $8,650,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,654 SQFT
  • 4 DOM
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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 Located In One Of The Most Sought-after Locatio...

Image 4: A4520464

3300 Old Oak Drive, SARASOTA, FL - $8,495,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 6,428 SQFT
  • 42 DOM
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Pre-construction. To Be Built. ... 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 Kitchen, 4 Car Garage, Elevator, Salt Water Pool And Spa. Nu...

Image 5: A4522100

1515 Hillview Drive, SARASOTA, FL - $8,400,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,424 SQFT
  • 16 DOM
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Under Construction. Another Stunning Design By Coastal Luxury Homes! Located On The Western Portion Of Hillview Drive In Exclusive Harbor Acres, The Half-acre Lot Offers Privacy And Water Access. Gorgeous Contemporary Architecture, An Open Floor P...

Image 6: A4516688

1726 Questar Lane, SARASOTA, FL - $6,950,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,718 SQFT
  • 87 DOM
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A Secluded Drive Shaded By Regal Palms Leads You Toward The Water. Fervent Anticipation Builds As The Private Gate Deliberately Opens On Approach. Welcome To 'casa Del Parasol', A Breathtaking Bayfront Estate In Sarasota, Florida. Twice Featured O...

Image 7: A4513715

3731 Indian Beach Place, SARASOTA, FL - $6,495,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,172 SQFT
  • 86 DOM
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The Gorgeous, Lush Landscaping Welcoming You To This Five-bedroom, Direct Bayfront Estate Is Tied To Its Sought-after Indian Beach Locale With A Winding Curved Driveway And Private Gated Entry. Built In 2006 With The Exceptionally High Standards ...

Image 8: A4509990

404 South Shore Drive, SARASOTA, FL - $4,849,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,270 SQFT
  • 140 DOM
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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
  • 177 DOM
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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...

Image 10: T3294850

1558 Sandpiper Lane, SARASOTA, FL - $3,995,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,942 SQFT
  • 323 DOM
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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...

1960 Boyce Street, SARASOTA, FL - $3,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,674 SQFT
  • 49 DOM
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Pre-construction. To Be Built. Construction Will Be Under Way Soon For This Spectacular Home Featuring 4 Bedrooms, 4 1/2 Bathrooms, And A 3 Car Garage In The Highly Sought After Prime "west Of The Trail" Neighborhood. Ks Contracting Services And D...

1709 North Lake Shore Drive, SARASOTA, FL - $3,297,500

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,875 SQFT
  • 175 DOM
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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...

2141 Mcclellan Parkway, SARASOTA, FL - $3,199,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,253 SQFT
  • 13 DOM
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This Coveted West Of Trail Address In Desirable Mcclellan Park Is Better Than New! This 4200+ Sq Ft, John Cannon Built Home, Has An Open Floorplan With Modern Updates! The Home Has A New Metal Roof, And New Paver Driveway To Compliment The Freshl...

Image 14: T3286735

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,012 SQFT
  • 358 DOM
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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 ...

1615 North Lake Shore Drive, SARASOTA, FL - $3,195,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,383 SQFT
  • 56 DOM
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Under Construction. Luxurious Amenities Define This Fabulous New Residence In Oyster Bay Estates That’s Been Masterfully Planned And Executed With Attention To Detail That’s Second To None. The Enticing “kristi Ann Modern” Plan Is An Artful Creati...

Image 16: A4522690

1653 Prospect Street, SARASOTA, FL - $2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,142 SQFT
  • 7 DOM
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Southern Exposure West Of The Trail! Swaths Of Glazing Sunlight And Lush Greenery Frame This Newer Built, Designer Home In The Sought-after Neighborhood Of Hudson Bayou, Offering A Beautiful Family Lifestyle Just Minutes From Downtown Sarasota. Co...

1929 Morris Street, SARASOTA, FL - $2,850,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,035 SQFT
  • 22 DOM
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Pre-construction. To Be Built. From The Creative Minds Of The Award-winning Allegra Homes Team Of Professionals Is This Incredible 3,0355-square-foot “kristi Ann Modern” Floor Plan To Be Built In One Of Sarasota’s Most Prized School Districts And ...

1537 Siesta Drive, SARASOTA, FL - $2,795,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,739 SQFT
  • 80 DOM
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One Or More Photo(s) Has Been Virtually Staged. Under Construction. Come Experience The Best Of Sarasota At This Spectacular West Of The Trail, Custom-built, New Construction Home Currently Under Construction. Welcome To The Riposa On Siesta, A Pi...

2171 Mcclellan Parkway, SARASOTA, FL - $2,795,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,358 SQFT
  • 65 DOM
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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 3,358 Square Feet And Ideally Situated In Highly-esteemed Mc...

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 January 28th, 2022 at 12:06am EST.

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.

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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.

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