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 89 single-family homes for sale priced from $299,000 to $8,900,000. 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: 89
Average Price: $1,275,154
Highest Price: $8,900,000
Lowest Price: $299,000
Average Size: 2,725 ft²
Average Price Per Square Foot: $451 per ft²

Explore Other West of the Trail Communities

89 Homes for Sale West of the Trail

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1400 Harbor Drive, SARASOTA, FL - $8,900,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,402 SQFT
  • 10 DOM
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Virtual Tour Available At The Following Link: Http://www.harboracresforsale.com Unique Opportunity To Own One Sarasota’s Most Contemporary Waterfront Mansions In The Highly Sought-after Neighborhood Of Harbor Acres! Designed In 2016 By The W...

Image 1: A4452913

1814 Roland Street, SARASOTA, FL - $6,500,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 10.6k SQFT
  • 361 DOM
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Truly A Unique Estate On Sarasota's Intracoastal Waterway. Perfect For An Extended Family Or For Those Who Love To Host Overnight Guests! Just Paces From The South Bridge To Siesta Key, The #1 Beach In Usa And #11 In The World, This Inviting Ret...

1807 Oleander Street, SARASOTA, FL - $4,399,000

Residential, Single Family Residence
  • 5 Beds
  • 9 Baths
  • 9,492 SQFT
  • 115 DOM
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Transport Yourself To The Countryside Of France Where You May Ensconce Yourself Behind The Ivy-covered Walls Of This Gated Multi-level French Chateau Amidst The Most Glorious Selection Of Plantings Anywhere. A Graceful Display Of Architectural Det...

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1373 Harbor Drive, SARASOTA, FL - $3,600,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,950 SQFT
  • 93 DOM
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Located In Sought After Harbor Acres This Magnificent 4/5 Bedroom 5 Bath Home Was Built In 2006 By Bruce Saba. Special Features Of The Home Include 6 Separate Balconies And An Extraordinary Rooftop Deck That Has Panoramic Views Out To The Bay, Dow...

Image 4: A4449105

1545 Hillview Drive, SARASOTA, FL - $3,350,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,625 SQFT
  • 414 DOM
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Extraordinary Estate Located In One Of Sarasota's Most Coveted Neighborhoods… Harbor Acres. This Premier Waterfront Property Features Two Levels Of Luxurious Living Offering Four Bedrooms, Four-and-a-half Baths, Library/den, Formal Dining, Chef’s ...

Image 5: A4449717

7903 Longbay Boulevard, SARASOTA, FL - $2,775,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,530 SQFT
  • 396 DOM
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Set On Over An Acre Of Impeccably Manicured Grounds Along The Beautiful Shores Of Sarasota Bay, This Pristine Estate Built In 2012 By Reputable Lee Wetherington Homes Is Sure To Impress. Entering The Grand Foyer, The Attention To Detail Is Evident...

Image 6: A4483149

2200 Oriole Drive, SARASOTA, FL - $2,585,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,753 SQFT
  • 18 DOM
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Welcome To Paradise Shores! The Property Sits Just 4 Houses Away From The Open Bay. This Is An Amazing Opportunity To Live On The Water And Be Within Walking Distance To Southside Village, Home Of Morton’s, Libby’s, Veronica’s, Pazzo, Coffee Shop...

Image 7: A4471798

2000 Alameda Avenue, SARASOTA, FL - $2,495,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,910 SQFT
  • 145 DOM
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Pre-construction. To Be Built. Welcome To Whitaker Bayou. Only Three Homes Between This Property And Sarasota Bay Gives You Quick Access For All Your Watersport Activities. Additionally Wonderful Views Of The Bayou And Bay. Bring Your Own Builde...

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1595 Bay Point Drive, SARASOTA, FL - $2,490,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 2,749 SQFT
  • 69 DOM
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Built In 1937,and Modernized Over The Years, This Spectacular Home Boasts Waterfront Views Of The Hudson Bayou From Nearly Every Room With Over 130 Feet Of Frontage. Situated On A Half Of An Acre, The Circular Driveway And Lush, Mature Landscaping...

Image 9: A4436047

1555 Sandpiper Lane, SARASOTA, FL - $2,249,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,498 SQFT
  • 562 DOM
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Brand New From Award Winning Allegra Homes Offers Expanded Two-story “gloria” Model Infused With An Atmosphere Of Sophistication And Refinement. Move In Ready And Construction Complete! This 3,498-square-foot Residence Is Irresistible With 4/5 Be...

4110 Camino Real Drive, SARASOTA, FL - $2,199,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,604 SQFT
  • 53 DOM
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Under Construction. To Be Built. Location And Luxury Meet On This Coastal Contemporary Home In The Oyster Bay Area. This 4 Bedroom 4.5 Bath Home Being Constructed By The Holliday Group Sits On An Over 18,000 Sq Ft Lot In One Of The Best Neighbo...

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7158 Captain Kidd Avenue, SARASOTA, FL - $2,089,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,949 SQFT
  • 792 DOM
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This Charming Key West Style Home On An Oversized Property Invites You To Move Right In, Expand, Or Even Build New! With A Private Gate And Sunset Views Over The Buccaneer Bay, This 4-bedroom, 4-bath Family Home Offers You Your Own Tropical Oasis....

1826 Clematis Street, SARASOTA, FL - $2,028,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,093 SQFT
  • 80 DOM
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Under Construction. Relaxed Modern In Sarasota's Most Sought After Area, "west Of Trail". The Dominic Is A New Floor Plan By Allegra Homes. All On One Level This South Facing Home Will Be Filled With Natural Light. Open Living Area That Seamlessly...

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7861 Longbay Boulevard, SARASOTA, FL - $1,999,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,837 SQFT
  • 414 DOM
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“every Sunset Brings The Promise Of A New Dawn” Ralph Waldo Emerson. Situated On Over One Half Acre, This Direct Sarasota Bayfront Estate Will Bring You Endless Painted Sunsets To Delight In. The Private Boat Dock Will Afford You Immediate Acces...

1810 Grove Street, SARASOTA, FL - $1,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,281 SQFT
  • 33 DOM
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Desirable West Of The Trail Location. Exceptional Opportunity For A Like New, Furnished, Award Winning Former Miah Model Home By Sarasota's Best Custom Builder, John Cannon Homes. A Remarkable Reflection Of "in-town" Luxury, This Award Winning Fo...

2146 Mcclellan Parkway, SARASOTA, FL - $1,800,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,538 SQFT
  • 96 DOM
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Under Construction. Another Courtyard Simply Modern Design. West Of The Trail Address. Southside School. Walking Distance To Everything! Sarasota School Of Architecture Inspired Simply Modern Home... Concrete Tiled Flooring Throughout, Gorgeous Li...

Image 16: A4478782

1738 Southpointe Drive, SARASOTA, FL - $1,770,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,196 SQFT
  • 75 DOM
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Lovely Mainland Southpointe Shores Bayfront Home Within Minutes Of Siesta Key Beach, Major Shopping Malls, And Excellent Schools;90 Linear Feet Of Seawall, Perfect For Dock And Boat Lift;2 Master Suites With Separate Entry To Central Pool;master B...

Image 17: A4462797

1430 Kimlira Lane, SARASOTA, FL - $1,675,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,460 SQFT
  • 267 DOM
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Stunning Oyster Bay 4460 Sq.ft. Estate Has Been Carefully Designed To Blend Into The Natural Setting Of This Secluded ½ Acre Property. Beautifully Imagined And Masterfully Constructed Home Features 5 Bedrooms And 5 Baths. A Mix Of Hand Scraped Woo...

7767 Holiday Drive N, SARASOTA, FL - $1,650,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 549 DOM
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Holiday Harbor New Construction Just Completed! West Indies Ranch Styled Home On Salt Water Canal To Sarasota Bay Leading To The Gulf Of Mexico. Dock Your Boat In Your Backyard Where There Is A Dock To Accommodate Your Boat Lift, Or Keep It At Th...

1767 Arlington Street, SARASOTA, FL - $1,650,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,150 SQFT
  • 57 DOM
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You Will Be Wowed! By This West Of The Trail 2016 Custom Built (4) Bedroom Turnkey Furnished Pool Home Located In One Of Sarasota's Great Residential Neighborhoods---walking Distance To Southside: Sarasota Memorial Hospital; Morton's Gourmet Marke...

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 5th, 2020 at 4:32pm 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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