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 108 single-family homes for sale priced from $400,000 to $17,500,000. 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: 108
Average Price: $2,550,355
Highest Price: $17,500,000
Lowest Price: $400,000
Average Size: 2,836 ft²
Average Price Per Square Foot: $809 per ft²

Explore Other West of the Trail Communities

108 Homes for Sale West of the Trail

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Image 0: A4588632

3000 Southwest Drive, SARASOTA, FL - $17,500,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 8,125 SQFT
  • 18 DOM
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Discover The Perfect Blend Of Elegance And Privacy On This 1.6-acre Estate Nestled Within Cherokee Park, One Of The Most Sought-after Mainland Neighborhoods In Sarasota. Tucked Away On A Small Street At The End Of Southwest Drive, This Estate Is I...

Image 1: A4588439

1610 North Lodge Drive, SARASOTA, FL - $12,799,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 7,000 SQFT
  • 24 DOM
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Under Construction. Waterfront. New Construction. With A Perfect Combination Of Comfort And Luxury This Spectacular Two Story Coastal Modern Single Family Home Is Situated In Cherokee Park. The Street In Which The House Is Located, Is Lined With B...

Image 2: A4580231

4223 Bay Shore Road, SARASOTA, FL - $10,000,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,701 SQFT
  • 94 DOM
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Situated On A Superbly Landscaped 1.58-acre Lot With Over 200 Feet Of Bay Frontage, This 5,700-square-foot Home In Sought-after Indian Beach/sapphire Shores Was Meticulously Reimagined While Retaining Its Historic Charm During A Three-year Renovat...

Image 3: A4588590

1384 Harbor Drive, SARASOTA, FL - $7,250,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,027 SQFT
  • 16 DOM
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One Or More Photo(s) Has Been Virtually Staged. Welcome To 1384 Harbor Drive, An Exquisite Waterfront Residence Nestled In The Prestigious Harbor Acres Neighborhood Located Just Minutes From Downtown Sarasota. Situated On An Impressive 150 Feet Of...

Image 4: A4561284

1479 Bay Point Drive, SARASOTA, FL - $6,295,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 3,783 SQFT
  • 287 DOM
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Rare Opportunity To Build Your "dream Home" In One Of The Most Exclusive Waterfront Areas West Of Trail Neighborhoods. The Property Offers Breathtaking Views Of Sarasota Bay And Golden Gate Point. Centrally Located Between Lido Key, Siesta Key, An...

Image 5: A4584482

1655 South Drive, SARASOTA, FL - $5,985,000

Residential, Single Family Residence
  • 5 Beds
  • 9 Baths
  • 6,355 SQFT
  • 22 DOM
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Located In One Of The Most Sought-after West Of Trail Neighborhoods In Sarasota, Cherokee Park, Encounter A Testament To A Bespoke Luxury Lifestyle, With Every Detail Considered For An Exceptional Living Experience In This Extraordinary 5br/5 Full...

Image 6: O6085004

7697 Cove Terrace, SARASOTA, FL - $5,600,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,797 SQFT
  • 141 DOM
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Exceptional Waterfront Property Offering The Best Of Everything - Spectacular Views Of Sarasota Bay From Almost Every Room. Located On A Quiet Cul-de-sac In A Convenient Mainland Community. Southern Exposure Affords Beautiful Waterfront Views Both...

Image 7: A4585210

1522 North Lake Shore Drive, SARASOTA, FL - $5,300,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 52 DOM
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Situated In A Tranquil, Picturesque Lakefront Setting In Sarasota’s Coveted Oyster Bay Neighborhood, This Thoughtfully Designed 4-bedroom, 4.5-bathroom Home Showcases Exceptional Workmanship, Luxurious Appointments And Elegant Indoor-outdoor Livin...

1630 South Orange Avenue, SARASOTA, FL - $5,000,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,692 SQFT
  • 255 DOM
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One Or More Photo(s) Has Been Virtually Staged. Welcome To Tdi Coastal Homes’ Newly Constructed Masterpiece Perfectly Situated In The Heart Of Mainland Sarasota, Highly Sought After For Its Proximity To Top Rated Schools, The Vibrant Southside Vil...

4431 Camino Real, SARASOTA, FL - $5,000,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 5,000 SQFT
  • 70 DOM
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Pre-construction. To Be Built. Welcome To 4431 Camino Real, An Architectural Masterpiece To Be Built In The Upscale Oyster Bay Estates, Sarasota, Florida. This Luxurious, Lakefront Property Offers Unparalleled Elegance, Boasting Five Spacious Bedr...

Image 10: A4586511

1718 Bay Street, SARASOTA, FL - $4,925,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,015 SQFT
  • 42 DOM
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One Or More Photo(s) Has Been Virtually Staged. The Downtown Sarasota Waterfront Setting Doesn’t Get Any Better. Located In A Federally Qualified Opportunity Zone, The Investment Opportunity For This Property Offers Significant Tax Benefits. This ...

1705 Wisconsin Lane, SARASOTA, FL - $4,650,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,871 SQFT
  • 25 DOM
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Welcome To 1705 Wisconsin Lane - A Truly Luxurious Estate Located In The Coveted Crossroads Of West Of Trail And The North Siesta Key Bridge In Sarasota. This Stunning Property Sits On Over Half An Acre Of Land, Encompassed By Lush Florida Land...

1550 South Orange Avenue, SARASOTA, FL - $4,438,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,189 SQFT
  • 227 DOM
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Under Construction. Available Luxury Custom Home With Leaseback.welcome To The Epitome Of Luxury Living In The Coveted Harbor Acres Community! This Magnificent 2-story Custom Home Boasts Over 4,000 Square Feet Of Living Space, Featuring 4 Bedrooms...

1081 Tocobaga Lane, SARASOTA, FL - $4,399,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,527 SQFT
  • 61 DOM
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Under Construction. New Construction, Estimated Completion Date 12/15/2023! Welcome To Tocobaga Lane, A Private, West Of The Trail Gated Enclave Of Just 9 Homes Just North Of Downtown Sarasota. This Incredible Home, Built By Local Custom Home Bu...

2540 S Osprey Avenue, SARASOTA, FL - $4,200,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,613 SQFT
  • 98 DOM
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Under Construction. Welcome To An Exquisite 3,613 Sqft New Construction Home Nestled Near A Highly Coveted And Sought After Location In Sarasota. Built By M&j Pham Development, This Residence Offers Unparalleled Combination Of Complete Sophistica...

1631 Hawthorne Street, SARASOTA, FL - $4,200,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,430 SQFT
  • 15 DOM
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Step Into A Piece Of Sarasota's History – 1631 Hawthorne Street. Nestled In The Heart Of The Historic Hudson Bayou Neighborhood, On One Of The Most Enchanting Streets In The Neighborhood, This Home Is A Gem, Steeped In History And Timeless Charm. ...

Image 16: A4570095

1924 Lincoln Drive, SARASOTA, FL - $4,125,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 5,434 SQFT
  • 189 DOM
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Price Has Been Reduced To Well Below A Recent Appraisal. A Marvelous Renovation That You Will Have To See To Believe. Character, Location And Privacy Are But A Few Superlatives That Define The Many Features Of This Walled Compound. The Trifecta Of...

Image 17: A4575859

1543 Eastbrook Drive, SARASOTA, FL - $3,995,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,788 SQFT
  • 147 DOM
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Nestled In One Of Sarasota's Most Desirable West Of The Trail Neighborhoods Near To Oyster Bay And The Field Club, This Exquisite Custom-built Residence Is Situated On A ½ Acre Lot, Offering Both Tranquility And Picturesque Lake Views. Welcoming G...

1547 Sandpiper Lane, SARASOTA, FL - $3,995,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,136 SQFT
  • 141 DOM
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Introducing A West Of Trail Home Of Unparalleled Beauty And Refined Elegance. Step Inside And Experience A World Of Exquisite Interiors, Where Every Detail Has Been Thoughtfully Curated To Create A Space That Is Both Visually Stunning And Effortle...

Image 19: A4577777

337 North Shore Drive, SARASOTA, FL - $3,975,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,839 SQFT
  • 128 DOM
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Build Your Dream Home On Beautiful Sarasota Bay. Views Of The Bay And Ringling Mansion. 6 Bedrooms And 5 Bathrooms With A Pool. The House Needs Work. Lot Is Oversized And Can Comfortably Fit A 10000 Sqft Estate Home.

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 December 1st, 2023 at 4:33am 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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