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 201 single-family homes for sale priced from $237,000 to $6,995,000. 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: 201
Average Price: $1,321,696
Highest Price: $6,995,000
Lowest Price: $237,000
Average Size: 2,780 ft²
Average Price Per Square Foot: $433 per ft²

Explore Other West of the Trail Communities

201 Homes for Sale West of the Trail

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Image 0: A4450162

1364 Harbor Dr, Sarasota, FL - $6,995,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,244 SQFT
  • 13 DOM
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Hailed As One Of The Best Lots In Harbor Acres, Spectacular Direct Views Of Sarasota Bay, John Ringling Bridge, Downtown’s Cityscape And Sights Of Sailboats Abound Around Every Corner Of This Five-bedroom Estate. Chic Upgrades, High-end Finishes A...

Image 1: U8063396

929 Alameda Way, Sarasota, FL - $5,750,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 7,108 SQFT
  • 3 DOM
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Paradise On Sarasota Bay! This Trophy Waterfront Estate Property Is Perfectly Positioned To Draw The Sparkling Bay Into The Heart Of The Property, Through Three Levels Of Floor-to-ceiling Windows. This 5 Bedroom, 6 And 1/2-bathroom, 7,108 Square F...

Image 2: A4442885

1433 Bay Point Dr, Sarasota, FL - $4,500,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,915 SQFT
  • 105 DOM
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With Romantic Waterfront Views Of Downtown Sarasota, This Property Is One Of The Best Available Addresses In The City. Envision An Estate Beyond Compare Accompanied By Poetic Views That Blend The Spectacle Of The City Juxtaposed By The Untouched S...

Image 3: A4442925

1433 Bay Point Dr, Sarasota, FL - $4,500,000

Land, Single Family Home
  • 104 DOM
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With Romantic Waterfront Views Of Downtown Sarasota, This Property Is One Of The Best Available Addresses In The City. Envision An Estate Beyond Compare Accompanied By Poetic Views That Blend The Spectacle Of The City Juxtaposed By The Untouched S...

1807 Oleander St, Sarasota, FL - $4,499,000

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 399 DOM
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Prepare To Be Enchanted. Imagine Being Swept Away To A Vine-covered French Chateau Nestled On A Hillside In The Wine Country Of France. Open Your Eyes And Realize You Are In This Walled, Gated Estate In The Coveted West Of Trail Neighborhood Just ...

Image 5: A4449047

2043 Alameda Ave, Sarasota, FL - $4,225,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,632 SQFT
  • 32 DOM
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Experience Seaside Whimsey Along Sarasota Bay Where Over 200’ Of Waterfront Splendor, Majestic Oak Trees, And Unforgettable Sunsets Evoke Daily Inspiration And Wonder. Envision A Custom Estate, Completely Suited To Your Family’s Taste And Lifestyl...

Image 6: A4443475

1525 Mallard Ln, Sarasota, FL - $4,100,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,781 SQFT
  • 97 DOM
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Under Construction. Perfectly Sited On 123 Feet Of Protected Yacht Basin And The 3rd House In From The Open Bay Is Another Vision Of Beauty And Functionality From Notable Luxury Builder, Allegra Homes. This Stunning 2-story Residence Will Feature ...

Image 7: A4442067

1516 Sandpiper Ln, Sarasota, FL - $3,999,999

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,014 SQFT
  • 115 DOM
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Newly Built. This Coastal Residence Captivates With Its Impeccably Designed Décor And Outdoor Living Spaces In A Scenic Waterfront Setting Only Seconds To The Open Waters Of Sarasota Bay. Located West Of Trail, Sandpiper Is A Quiet Street Situated...

Image 8: A4425602

1575 Bay Point Dr, Sarasota, FL - $3,995,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,407 SQFT
  • 284 DOM
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Tranquil, Private And In The Heart Of It All! Situated On The Widest Banks Of The Hudson Bayou In Downtown Sarasota This Remarkable Custom Home Will Simply Take Your Breath Away. Through The Beautiful Wood & Glass Double Door Entry You’re Immediat...

Image 9: A4450740

315 S Shore Dr, Sarasota, FL - $3,890,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 5,099 SQFT
  • 11 DOM
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Lavishly Embellished With Old-world Authenticity, This Waterfront Estate Replicates The Grandeur Of A 17th Century Tuscan Farmhouse. Artistic Beauty Blends With Panoramic Water Views In A Custom Home Built By John Cannon. From The Moment Of Arriva...

Image 10: A4426055

2610 Cardinal Pl, Sarasota, FL - $3,650,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,605 SQFT
  • 250 DOM
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We Introduce An Exquisite Waterfront Tropical Paradise, Where Panoramic Water Views Surround You. As A Bonus You Will Have No Bridge Traffic To Your New Home Which Makes For Best Location. Upon Entering This Home You Will Be Captivated From The V...

Image 11: A4449105

1545 Hillview Dr, Sarasota, FL - $3,650,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,625 SQFT
  • 31 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 12: A4447026

1352 Harbor Dr, Sarasota, FL - $3,449,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,373 SQFT
  • 42 DOM
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The Best Of Luxurious Waterfront Living At This Stunning, Newer Harbor Acres Home! Perfectly Positioned Just A Few Lots In From The Open Bayfront, Abounding In Impeccable Views Of Sarasota Bay And John Ringling Bridge From Nearly Every Room Of Thi...

Image 13: A4415503

7350 Captain Kidd Ave, Sarasota, FL - $3,390,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,608 SQFT
  • 371 DOM
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Why Wait For New Construction When You Can Have It All Right Now! Built In 2016, This Magnificent Gated Bayfront Estate With Over 160 Feet Of Frontage Is Idyllically Set At The End Of A Cul-de-sac To Deliver Panoramic Bay Views And Stunning Sunset...

Image 14: A4434773

910 Whitakers Ln, Sarasota, FL - $3,295,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,556 SQFT
  • 202 DOM
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A Spectacular Point On The Sarasota Bayfront Just A Few Minutes Into The Downtown Corridor. Wind Through Classic Majestic Old Florida Oak Trees And Mature Landscaping Which Leads To A Very Surprising And Tucked Away Gated Luxury Bayfront Community...

2231 Oriole Dr, Sarasota, FL - $3,295,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 21 DOM
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Price Based On Appraised Value. Enjoy Comfort, Style, And Functional Design In This Impressive “west Of Trail” Home. Sited On An Oversized Lot In Mcclellan Park, One Of The Area’s Most Sought After Neighborhoods, This Residence Offers A Little Som...

1522 N Lake Shore Dr, Sarasota, FL - $3,100,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 110 DOM
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Tucked Away On Lakeshore Drive In A Storybook Lakefront Setting, This Exquisite Estate Embodies Tropical Elegance And Style. Luxurious Appointments, State-of-the-art Amenities, And A Romantic Water View Present An Artful Backdrop For Living. Beaut...

1534 Harbor Pl, Sarasota, FL - $2,995,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 3,652 SQFT
  • 304 DOM
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Under Construction. Under Construction - Another Exceptionally Crafted Home By Coastal Luxury In Collaboration With Jonas Yoder Custom Homes. The Modern Farmhouse Design Will Be On An Oversized Lot In The Exclusive Neighborhood Of Harbor Acres. C...

Image 18: A4449717

7903 Longbay Blvd, Sarasota, FL - $2,975,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,530 SQFT
  • 24 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 19: A4420884

305 Ringling Point Dr, Sarasota, FL - $2,595,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,997 SQFT
  • 334 DOM
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There Is Only One "ringling Point" And Only One Residence There, That Offers... An Infinite Horizon Of Open Water Views And Endless Skies That Capture Glories Sunsets Over Sarasota Bay. A Residence Designed With A Spacious And Open Floor Plan That...

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 November 19th, 2019 at 9:46am 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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