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 90 single-family homes for sale priced from $399,000 to $14,000,000. 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: 90
Average Price: $2,846,946
Highest Price: $14,000,000
Lowest Price: $399,000
Average Size: 3,099 ft²
Average Price Per Square Foot: $835 per ft²

Explore Other West of the Trail Communities

90 Homes for Sale West of the Trail

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Image 0: A4546357

1378 Harbor Drive, SARASOTA, FL - $14,000,000

Residential, Single Family Residence
  • 4 Beds
  • 8 Baths
  • 6,238 SQFT
  • 136 DOM
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Poised On Sarasota Bay Appreciating Enchanting Azure Views, The Epitome Of A Lavish Boating Lifestyle In Unrivaled Grandeur Is Defined Throughout This Gated Palatial Estate. Boasting Desirable Exclusivity In The Harbor Acres Community With Prestig...

Image 1: U8188295

900 Alameda Lane, SARASOTA, FL - $11,900,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,799 SQFT
  • 4 DOM
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Fall Under The Spell Of Ventana, Named After The Owner’s Idyllic Visit To The Ventana Inn On Big Sur, In California. Located In The Oldest Settlement In Sarasota, On 210 Feet Of Indian Beach. This Is Your Private Window To Peace And Tranquility; N...

Image 2: A4558525

1610 North Lodge Drive, SARASOTA, FL - $11,700,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,800 SQFT
  • 1 DOM
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Under Construction. Waterfront. Under Construction. 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 Which The House Is Loc...

Image 3: A4515981

1465 Hillview Drive, SARASOTA, FL - $9,575,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,654 SQFT
  • 349 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: A4554056

3740 Tangier Terrace, SARASOTA, FL - $8,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 5,277 SQFT
  • 52 DOM
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The Very Epitome Of Modernity And Elegance, This Waterfront Residence Blends State-of-the-art Living With The Ultimate Sarasota Address. Designed By Distinguished Sarasota Architect Dsdg And Built By Premiere Builder, Nc Ferguson Construction, The...

Image 5: A4522100

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

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,424 SQFT
  • 281 DOM
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Under Construction. Constructiion Is Underway! Imagine Living On One Of Sarasota's Most Desireable Streets In A Gorgeous, New, Waterfront Home...your Dreams Can Come True! Presenting Another Stunning Design By Coastal Luxury Homes. Located On Th...

Image 6: A4556222

315 South Shore Drive, SARASOTA, FL - $6,480,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,826 SQFT
  • 23 DOM
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Owner Financing As Low As 3.5% Up To 70% Ltv. Tuscany Meets Florida, The Dolce Vita In Sunny Sarasota! Simply Pull Into The Driveway To Arrive In Beautiful Italy! Everything About This 2016 Home Was Designed To Mirror 17th Century Italian Luxury. ...

Image 7: A4555954

2168 Sparrow Court, SARASOTA, FL - $6,300,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,643 SQFT
  • 25 DOM
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Unrivaled Location, Breathtaking Views, And Ideal Water Access Combine With An Impeccably Constructed And Maintained Home To Offer One Of The Finest Bayfront Opportunities In Sarasota Today. This Clean-lined Coastal Style Home Is Ideally Situated ...

Image 8: A4551985

4526 Bay Shore Road, SARASOTA, FL - $4,877,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,838 SQFT
  • 2 DOM
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Under Construction. This Stunning Contemporary Home With Guest House, Designed By Award-winning Dsdg Architects, Combines Convenient Secure Living In A Home Built To The Latest Building Codes With Living In The Sought After Historic Community Of I...

1727 Bahia Vista Street, SARASOTA, FL - $4,750,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,829 SQFT
  • 153 DOM
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New Roof Credit And Sold With Furniture, This Highly Coveted “west Of Trail” Custom Home With Two Story Guest-house, Designed By A Phipps Design Llc And Built By Colton Construction, Is Ready For Immediate Occupancy! Opportunity Knocks With This T...

Image 10: A4541554

1393 Harbor Drive, SARASOTA, FL - $4,699,999

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,316 SQFT
  • 189 DOM
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One Or More Photo(s) Has Been Virtually Staged. Recently Completed True Custom-built Home In Harbor Acres With Incredible Finishes. If You Are An Art Lover, You Will Appreciate This Home. Built On Over A Third Of An Acre Of Land In A Lush, Tropica...

2704 Bay Shore Road, SARASOTA, FL - $4,490,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,900 SQFT
  • 52 DOM
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A Brilliant Fusion Of Historical Beauty And Modern Luxuries Is Epitomized Throughout This Private Home That Soaks In Bygone Era Architecture, Regal Comforts, And Breathtaking Bay Views. In A Park-like Setting Behind A Stone Wall And Iron Gates, “s...

1543 Eastbrook Drive, SARASOTA, FL - $4,390,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,668 SQFT
  • 89 DOM
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Located “west Of Trail,” In One Of The Most Sought-after Neighborhoods In Sarasota, This Amazing Residence Is Idyllically Positioned On A Large Lot To Deliver Privacy And Serene Water Views. A Long Front Porch Highlighted By A Gazebo Welcomes Gues...

Image 13: A4540234

337 North Shore Drive, SARASOTA, FL - $4,200,000

Residential, Single Family Residence
  • 6 Beds
  • 3 Baths
  • 4,839 SQFT
  • 207 DOM
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Sarasota School Of Architecture. This 6 Bedroom, 3 Bath Home Sits Directly On The Sarasota Bay, And Intracoastal Waterway Offering Crystal Clear Views To The World-famous Ca D’zan. This Multi-level Home Sits On A Huge Double Lot Allowing For Deve...

Image 14: A4547713

1785 Bayview Drive, SARASOTA, FL - $4,199,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,613 SQFT
  • 115 DOM
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One Or More Photo(s) Has Been Virtually Staged. Under Construction. Your Dreams Can Come True! Welcome To The Veduta On Bayview. M&j Pham Development Brings You 3613 Square Feet Of Modern Farmhouse Luxury Living Using The Highest Quality Materials...

Image 15: A4556921

314 Ringling Point Drive, SARASOTA, FL - $3,999,999

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,200 SQFT
  • 16 DOM
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This Contemporary Four-bed, Fourth Bath Home Is Made Of Steel Beam Construction And Located In The Private Enclave Of Ringling Point. Ringling Point, With Only 10 Waterfront Homes Is Directly On Sarasota Bay. 360-degree Views From This Property...

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,674 SQFT
  • 414 DOM
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Pre-construction. To Be Built. Construction Is Progressing On 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 Del Vescov...

Image 17: A4557943

1640 Hudson Pointe Drive, SARASOTA, FL - $3,855,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,361 SQFT
  • 1 DOM
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With Its Close Proximity To Downtown And Quick Access To The Sarasota Bay And Gulf Waters, This Waterfront Property On The Hudson Bayou Offers Something Unique. Privately Situated At The End Of A Cul-de-sac On A Large Corner Lot, This Impeccable H...

420 Sapphire Drive, SARASOTA, FL - $3,800,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,854 SQFT
  • 99 DOM
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Pre-construction. To Be Built. This New Construction Home Sits Just A Couple Houses Off The Yacht Basin In The Historic Neighborhood Of Sapphire Shores. A Short Drive To Sarasota's Downtown District, The Pleasures Of Sarasota’s Famed Cultural Cent...

1537 Siesta Drive, SARASOTA, FL - $3,799,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,739 SQFT
  • 115 DOM
View details More Photos Save

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. M&j ...

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, 2023 at 8:04am 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.

Map of West of the Trail

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