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 68 single-family homes for sale priced from $469,000 to $25,000,000. 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: 68
Average Price: $3,262,154
Highest Price: $25,000,000
Lowest Price: $469,000
Average Size: 3,341 ft²
Average Price Per Square Foot: $869 per ft²

Explore Other West of the Trail Communities

68 Homes for Sale West of the Trail

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Image 0: A4537433

2043 North Alameda Avenue, SARASOTA, FL - $25,000,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 9,600 SQFT
  • 24 DOM
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Pre-construction. To Be Built. The Modern, Luxurious Bayfront Estate, Designed By World-renowned, Miami-based Architectural Firm Cheoff Levy Fischman, Will Be Located At 2043 Alameda Ave. N. In Sarasota, Florida. Cheoff Levy Fischman Is Renowned F...

Image 1: A4520219

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

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,800 SQFT
  • 186 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 2: A4515981

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

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,654 SQFT
  • 133 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 3: A4525595

1507 Bay Point Drive, SARASOTA, FL - $9,499,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 7,350 SQFT
  • 122 DOM
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Tucked Between Harbor Acres & Downtown Sarasota, This Exquisite, Gated 1-acre Property On A Double Lot Features Deep Sailboat Water On 185 Ft. Of Bay Frontage. A Classical Revival Style With Coastal Southern Charm Begins With The Custom Made Mahog...

Image 4: A4535001

309 Ringling Point Drive, SARASOTA, FL - $8,950,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 7,009 SQFT
  • 31 DOM
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The Views Don’t Get Any Bigger Or Better! Commanding A Superior 270-degree Bayfront View, This Pristine Estate Bestows An Elegant And Sophisticated Waterfront Lifestyle For A Boating And Outdoor Aficionado. The Quality Is Obvious Throughout The 7,...

Image 5: A4520464

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

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 6,428 SQFT
  • 191 DOM
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Under Construction. Construction Has Begun... 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 ...

Image 6: A4522100

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

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,424 SQFT
  • 159 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 7: A4531141

2168 Sparrow Court, SARASOTA, FL - $6,950,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,643 SQFT
  • 79 DOM
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Standing Tall On Sarasota Bay Is This Clean-lined Coastal Dream Home, Ideally Situated West Of Trail In One Of Sarasota’s Most Beloved Bayfront Neighborhoods: Paradise Shores. Special Homes Like This One Do Not Change Hands Often; Indeed, This Is ...

Image 8: A4513715

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

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,172 SQFT
  • 230 DOM
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Auction Property. Offered At Auction, Saturday, July 9, 2022, At 11:00 Am. Previews Are Available. The Gorgeous, Lush Landscaping Welcoming You To This Five-bedroom Direct Bayfront Estate Is Tied To Its Sought-after Indian Beach Locale With A Win...

Image 9: A4538030

314 Ringling Point Drive, SARASOTA, FL - $4,750,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,747 SQFT
  • 19 DOM
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Why Build When You Can Have This Meticulously Maintained And Updated Contemporary Masterpiece Today? This Four-bed, Fourth Bath Home Is In The Private Enclave Of Ringling Point. Ringling Point Is A Small Peninsula On Sarasota Bay With Only 10 ...

1359 Harbor Drive, SARASOTA, FL - $4,500,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,223 SQFT
  • 32 DOM
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Beautifully Renovated To Appreciate Contemporary Design, Lavish Comforts, And Thoughtful Versatility, This Home Delivers All Aspects Of Family-centric Quality. Every Lifestyle Preference And Need Are Met With Quiet Privacy, Personal Domains, And A...

1785 Bayview Drive, SARASOTA, FL - $4,495,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,090 SQFT
  • 47 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 Homes Brings You 4090 Square Feet Of Modern Farmhouse Luxury Living Using The Highest Quality Materials And F...

Image 12: A4539672

1419 Pine Bay Drive, SARASOTA, FL - $4,175,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,514 SQFT
  • 2 DOM
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As If Taken Straight From The Pages Of Architectural Digest, Each Room Of This Exquisite Masterpiece Could Be A Stand-alone Piece Of Art. This Is No Ordinary Home But One That Captures The Essence Of Relaxed Florida Living At Its Very Best With St...

Image 13: T3366498

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,942 SQFT
  • 72 DOM
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Location, Location, Location!!! Mainland Waterfront. It Does Not Get Any Better Than This, No Waiting In Traffic To Get On/off The Keys And Very Close To Downtown Sarasota. Move-in Ready!!! Located In A Waterfront Neighborhood Of Homes Valued U...

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

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,674 SQFT
  • 198 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...

Image 15: A4536016

1718 Bay View Drive, SARASOTA, FL - $3,650,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 4,644 SQFT
  • 37 DOM
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Perfectly Located In The Picturesque West Of The Trail Enclave Of Bay View Heights – Between Cherokee Park And Harbor Acres – This Thoughtfully Renovated Traditional Masterpiece Blends Classic Original Details And Charm With Modern Conveniences An...

Image 16: A4523893

1718 Bay Street, SARASOTA, FL - $3,499,900

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,016 SQFT
  • 53 DOM
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Huge $500,00 Price Reduction!! Wanting To Live In A Home With Expansive Views Of The Hudson Bayou, Boating Access, Stunning Sunsets And Walkability To All That Downtown Sarasota Offers? Then Look No Further. Experience Privacy Along The Shores Of ...

1537 Siesta Drive, SARASOTA, FL - $3,475,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,739 SQFT
  • 48 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. M&j ...

1615 North Lake Shore Drive, SARASOTA, FL - $3,295,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 3,383 SQFT
  • 205 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...

749 Indian Beach Circle, SARASOTA, FL - $3,199,001

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,144 SQFT
  • 24 DOM
View details More Photos Save

Virtual Tour Available At This Link: Https://my.matterport.com/show/?m=idfpuoatace&mls=1 Nestled In The Heart Of The Renowned Indian Beach Sapphire Shore Neighborhood, This Exquisite Custom-built, Open Floor Plan Home Is Located Only 2 Miles Aw...

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 June 26th, 2022 at 4:03pm EDT.

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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