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 221 single family homes for sale priced from $249,000 to $6,350,000. 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: 221
Average Price: $1,357,654
Highest Price: $6,350,000
Lowest Price: $249,000
Average Size: 2,974 ft²
Average Price Per Square Foot: $431 per ft²

Explore Other West of the Trail Communities

221 Homes for Sale West of the Trail

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Image 0: A4209083

929 Alameda Way, Sarasota, FL - $6,350,000

Residential, Single Family Home
  • 5 Beds
  • 7 Baths
  • 9,067 SQFT
  • 469 DOM
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Perfectly Positioned On The Shores Of Sarasota Bay, This Contemporary Home Is Recognized By Any And All Who Sail The Waters Between Longboat Key And The Mainland. The Stunning Masterpiece Is More Than A House – It’s The Quintessential Florida Life...

Image 1: A4213954

2211 Alameda Ave, Sarasota, FL - $5,750,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,822 SQFT
  • 428 DOM
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Casa De Familia, One Of Sarasota's Most Beautiful Bay Front Homes, Is Offered For Purchase For The Very First Time. This Exquisite Family Residence Is Masterfully Nestled Among Majestic Grand Oaks On A 1.6 Acre Walled And Gated Estate With 140 Ft...

Image 2: A4426157

1333 Vista Dr, Sarasota, FL - $5,749,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 5,768 SQFT
  • 109 DOM
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Of All Sarasota's Great Neighborhoods, Harbor Acres Is Considered The Best — Best Location, Best Waterfront, Best Appreciation, Best Pedigree, Best Neighbors. Residents Love Being Part Of The Close-knit Community & Being So Close To Downtown Saras...

Image 3: A4416416

1509 S Lodge Dr, Sarasota, FL - $4,695,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 5,800 SQFT
  • 197 DOM
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The Spectacular Location Of This Waterfront Home Is Quite Unique. Resting On Nearly 2/3-acre Of Property At The End Of A Quiet Cul-de-sac, Just One Parcel In From The Point-lot Location That Overlooks Sarasota Bay. There Are Aspects At This Custom...

Image 4: A4423245

1435 Hillview Dr, Sarasota, FL - $4,595,000

Residential, Single Family Home
  • 3 Beds
  • 5 Baths
  • 4,876 SQFT
  • 133 DOM
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Enter This Grand Harbor Acres Estate Through Antique Wrought Iron Gates And Proceed Down The Long Winding Paver Driveway To This Very Private Setting On 115 Ft Of Protected Yacht Basin. The Lushly Landscaped And Manicured Grounds Comprise Over Thr...

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

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 218 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 6: A4424301

1404 Kenilworth St, Sarasota, FL - $4,385,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,428 SQFT
  • 102 DOM
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Art You Can Live In! World Renowned And Acclaimed Architect, Guy Peterson, Designed Another Modern Masterpiece Of Remarkable Craftsmanship And Pure Minimalist Aesthetic. It All Began With A Vision, An Ambitious Dream To Imagine And Design The Cons...

Image 7: A4423407

1430 Harbor Dr, Sarasota, FL - $4,300,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,631 SQFT
  • 132 DOM
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Ideally Situated On Deep Boating Water In One Of Sarasota’s Most Desirable Neighborhoods, Harbor Acres, This Stunning 4 Bedroom, 4 Bathroom Residence Is One To Be Desired. Positioned For Awe-inspiring Views Of Sailboats And Sunsets, This Home Span...

Image 8: A4194135

1479 Bay Point Dr, Sarasota, FL - $4,295,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,783 SQFT
  • 643 DOM
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Rare Opportunity To Purchase Land In One Of The Most Exclusive Waterfront Areas West Of Trail Neighborhoods. Breathtaking Views Of Sarasota Bay And Golden Gate Point. Centrally Located Between Lido Key, Siesta Key And Downtown, Our Art Venues, Fin...

Image 9: A4414337

2145 Alameda Ave, Sarasota, FL - $4,280,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,439 SQFT
  • 236 DOM
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This Gated Waterfront Estate Is Situated On An Acre Of Gardens, Ancient Oaks And Walkways Directly On Sarasota Bay. Discover A Rare Combination Of Tranquility And Location Within The Desirable Museum District. The Home Itself Is Architecturally T...

Image 10: A4428428

2043 Alameda Ave, Sarasota, FL - $4,200,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 4,632 SQFT
  • 83 DOM
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Gracious Oak Trees, Panoramic Bay Views And Dramatic Sunsets Are Just The Beginning. This Impressive 1.67-acre Parcel Boasts Over 200 Waterfront Feet Directly On Sarasota Bay. Take The Existing Structures To The Next Level Or Build Your Dream Wate...

1726 Questar Ln, Sarasota, FL - $4,000,000

Residential, Single Family Home
  • 4 Beds
  • 7 Baths
  • 6,719 SQFT
  • 117 DOM
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Short Sale. Short Sale. Built In 2004, Home Has Been Pre-inspected To Confirm Its Top Condition. This Private, Gated, Resort Like Bayfront Property, Close To The City And Very Close To Area’s Most Beautiful Beach On Siesta Key, Offers Everything F...

1744 Seminole Dr, Sarasota, FL - $3,995,000

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 10.3k SQFT
  • 119 DOM
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Overflowing With Charm, This Custom, Family-inspired Home In The Heart Of Sarasota Is A Rare Find. Completed In 2000, The Traditional Yet Whimsical Architecture Perfectly Complements A Modern Farmhouse Interior That Welcomes You Home. Despite Its ...

Image 13: A4425602

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

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,407 SQFT
  • 103 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 14: A4426055

2610 Cardinal Pl, Sarasota, FL - $3,750,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,605 SQFT
  • 109 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 15: A4415503

7350 Captain Kidd Ave, Sarasota, FL - $3,695,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,608 SQFT
  • 211 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 16: A4415376

1545 Mallard Ln, Sarasota, FL - $3,650,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,279 SQFT
  • 228 DOM
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Perfectly Situated On A Corner Waterfront Lot In This Prime West Of Trail Location Sits This 3 Year New "voigt Brothers" Custom Built Home. Entering The Stunning Double Wood & Glass Doors, The Expansive Great Room With Water Views Sets The Tone Fo...

2231 Oriole Dr, Sarasota, FL - $3,495,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 340 DOM
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This Magnificent Estate Sits Gracefully On An Oversized Lot In One Of Sarasota’s Most Sought-after “west Of Trail” Neighborhoods, Mcclellan Park. Impressive From The Moment One Ascends The Limestone Walkway And Staircase To The Front Porch, This R...

Image 18: A4412879

1352 Harbor Dr, Sarasota, FL - $3,495,000

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

Image 19: A4434773

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

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,556 SQFT
  • 21 DOM
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A Spectacular Point On The Bayfront Just 5 Minutes North Of Downtown Sarasota! Wind Through Classic Majestic Old Florida Oak Trees And Mature Landscaping Which Leads To A Very Surprising And Tucked Away Gated Bayfront Community Of Whitakers Landin...

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.

Listing information last updated on May 22nd, 2019 at 12:45am 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 the 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.

Map of West of the Trail

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