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 51 single-family homes for sale priced from $549,000 to $4,399,000. 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: 51
Average Price: $1,532,436
Highest Price: $4,399,000
Lowest Price: $549,000
Average Size: 2,865 ft²
Average Price Per Square Foot: $556 per ft²

Explore Other West of the Trail Communities

51 Homes for Sale West of the Trail

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

Residential, Single Family Residence
  • 5 Beds
  • 9 Baths
  • 9,492 SQFT
  • 202 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...

Image 1: A4493094

1610 North Lodge Drive, SARASOTA, FL - $3,500,000

Residential, Single Family Residence
  • 6 Beds
  • 5 Baths
  • 3,057 SQFT
  • 0 DOM
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Cherokee Park Waterfront House. This House Is One Of The Few With Water Access In This Sought After Neighborhood. Located 4 Houses From The Open Bay. House Sits On 1.5 Buildable Lots Totaling 25,394 Sf. There Is An Unique Opportunity To Purcha...

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1620 North Lodge Drive, SARASOTA, FL - $3,500,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,660 SQFT
  • 0 DOM
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Cherokee Park Waterfront House. This House Is One Of The Few With Water Access In This Sought After Neighborhood. Located 5 Houses From The Open Bay. House Sits On 1.5 Buildable Lots Totaling 26,813 Sf. There Is An Unique Opportunity To Purcha...

Image 3: A4490046

2524 Pleasant Place, SARASOTA, FL - $2,850,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,399 SQFT
  • 32 DOM
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Welcome Home To This Spectacular Contemporary/coastal 3 Bedroom, 3.5 Bath Plus Office Home, Designed By Award-winning Dsdg Architects, Masterfully-built With Countless Customizations, And Beautifully Sited On A Picture-perfect Street In Bay View H...

Image 4: T3286735

1707 Caribbean Drive, SARASOTA, FL - $2,795,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,012 SQFT
  • 35 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 ...

1421 North Lake Shore Drive, SARASOTA, FL - $2,595,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,217 SQFT
  • 47 DOM
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Under Construction. Currently Under Construction By Renowned, Award-winning Platinum Coast Construction With Expected Completion Summer 2021, This Modern Masterpiece Has Been Planned With Uncompromising Detail, Meticulous Attention To Architectura...

1518 Eastbrook Drive, SARASOTA, FL - $2,590,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,884 SQFT
  • 26 DOM
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Pre-construction. To Be Built. The Martinique By Heritage Builders Is A Stunning Home Located On One Of The Oyster Bay Area's Most Desirable Streets, Eastbrook Drive. As You Approach The Clean Coastal Cottage Inspired Martinique, You Are Greeted B...

1554 Eastbrook Drive, SARASOTA, FL - $2,297,955

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 2,975 SQFT
  • 52 DOM
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Pre-construction. To Be Built. Another Dazzling Display Of Award-winning Design And Construction To Be Built By The Notable Custom Homebuilding Team At Allegra Homes. Presenting The 2021 “kristi Ann” Model With An Exciting Array Of Amenities Throu...

Image 8: A4486913

1590 Gulfview Drive, SARASOTA, FL - $2,295,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,495 SQFT
  • 63 DOM
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Positioned In The Coveted Neighborhood Of Bay Point Park Where Very Few Homes Come On The Market This Very Desirable West Of Trail Home Is Within Walking Distance Of Downtown, The Bay Front , Southside Village, Sarasota Memorial And All Activities...

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,604 SQFT
  • 140 DOM
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Under Construction. Projected Completion By Summer Of 2021. Location And Luxury Meet On This Coastal Contemporary Home In The Exclusive Oyster Bay Area. This 4 Bedroom ( Could Easily Be A 5 Bedroom) 4.5 Bath Home Being Constructed By The Holli...

Image 10: A4492992

1802 Magnolia Street, SARASOTA, FL - $1,999,900

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,283 SQFT
  • 1 DOM
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One Of A Kind Coastal Farmhouse From One Of Tampa Bay's Premier Boutique Builders,"gray Family Homes". This Home Is Unlike Anything Else In The Area. This West Of Trail Home Is Just A Few Blocks From Southside Elementary And It Includes A Long Li...

Image 11: A4449040

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

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,837 SQFT
  • 501 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...

646 Columbia Court, SARASOTA, FL - $1,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,050 SQFT
  • 11 DOM
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Pre-construction. To Be Built. Pre-construction. Another Amazing Courtyard Modern Design... If Purchased Before Construction Begins, Home Could Be Modified To Fit Your Exact Needs... Call For All Details.

1712 Shoreland Drive, SARASOTA, FL - $1,890,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,839 SQFT
  • 53 DOM
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Pre-construction. To Be Built. Awarding Winning Allegra Homes In The Sought After Area Of West Of Trail. Near The Gateway To World Famous Siesta Key, This One Level Home With 3 Car Garage Is Florida Living At Its Finest. Soaring Ceiling In The Liv...

127 South Pineapple Avenue, SARASOTA, FL - $1,875,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 2,324 SQFT
  • 18 DOM
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A Rare Opportunity To Own One Of Sarasota's Most Unique Properties In An Unparalleled Location In The Heart Of Downtown. This Historic Building With A Mix Of Both Retail And Residential Space Promises A Wealth Of Flexibility For New Companies Look...

2146 Mcclellan Parkway, SARASOTA, FL - $1,850,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,538 SQFT
  • 183 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...

7767 Holiday Drive N, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 616 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...

Image 17: A4485575

1722 Shoreland Drive, SARASOTA, FL - $1,750,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,790 SQFT
  • 85 DOM
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This Stunning, 2017 Built Modern Home Is Located In Sarasota’s Hottest Neighborhood- West Of Trail. Featuring Easy Access To The Legendary Gulf Beaches, The Sophistication Of Downtown Sarasota, And The Coveted Southside School District, You’ll Fal...

Image 18: A4462797

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,460 SQFT
  • 354 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...

1510 Hansen Street, SARASOTA, FL - $1,599,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,809 SQFT
  • 174 DOM
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Pre-construction. To Be Built. Now Available. The Award Winning Eleuthra By Heritage Builders Is Situated In Sarasota's Coveted West Of Trail Area Directly Across From Red Rock Park And Will Be Complete In 2021. The Coastal Contemporary Styling Of...

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 March 2nd, 2021 at 8:51pm 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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