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 210 single family homes for sale priced from $225,000 to $4,499,000. 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: 210
Average Price: $1,177,452
Highest Price: $4,499,000
Lowest Price: $225,000
Average Size: 2,820 ft²
Average Price Per Square Foot: $406 per ft²

Explore Other West of the Trail Communities

210 Homes for Sale West of the Trail

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

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 277 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 ...

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

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,428 SQFT
  • 161 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 2: A4423407

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,631 SQFT
  • 191 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 3: A4414337

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

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 6,439 SQFT
  • 295 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...

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

Residential, Single Family Home
  • 7 Beds
  • 9 Baths
  • 10.3k SQFT
  • 178 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 ...

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

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,407 SQFT
  • 162 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 6: A4415503

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

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,608 SQFT
  • 270 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...

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

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 399 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...

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

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 4,373 SQFT
  • 291 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 9: A4434773

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

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,556 SQFT
  • 80 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...

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,056 SQFT
  • 182 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...

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1726 Questar Ln, Sarasota, FL - $2,900,000

Residential, Single Family Home
  • 4 Beds
  • 7 Baths
  • 6,719 SQFT
  • 49 DOM
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Enjoy Peaceful And Sweeping Views Of Sarasota Bay From This Incredible 4 Bedroom, 6.5 Bath Bayfront Estate. Built In 2004 And Located On 1.44 Acres, This Is Truly A Once In A Lifetime Opportunity. The Entire Home Is Upgraded And Has A Library, Med...

Image 12: A4183577

1581 Hillview Dr, Sarasota, FL - $2,695,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,508 SQFT
  • 827 DOM
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Construction Complete On This Warm Contemporary Home Built By Greenlife Luxury Homes, Offering An Exceptional Level Of Finishes And Attention To Detail. The Dramatic 22’ High Ceiling Allows A Perfect Canvas For Art. The Kitchen Boasts State Of The...

1621 N Lake Shore Dr, Sarasota, FL - $2,695,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,688 SQFT
  • 22 DOM
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The Pearl Of Oyster Bay Is A Brand New 4,688 Square Feet, Four-bedroom, Four-and-a-half Bath With Office Contemporary Home Built For Those Wanting Premier Function And Luxury. Highlights Include Custom European Richelieu Cabinetry, A Dramatic Floa...

Image 14: A4420884

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

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,997 SQFT
  • 212 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...

Image 15: A4407215

1449 Hillview Dr, Sarasota, FL - $2,550,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,982 SQFT
  • 731 DOM
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You Will Love The Stunning Coastal Contemporary Updates (completed In 2015) Offered From Every Room Of This Harbor Acres Waterfront Home. Set Back Far From The Road And Surrounded By Privacy Walls Of Lush Manicured Vegetation. The Sprawling Interi...

Image 16: A4429273

1502 Blue Heron Dr, Sarasota, FL - $2,499,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,338 SQFT
  • 117 DOM
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Welcome To One Of The Best Locations In Sarasota With Astounding Unobstructed Views, Situated On A Quarter Acre Lot On The Sarasota Bay. Experience This One-of-a-kind Residence, Only A Few Minutes Away From Southside Village And Located In The Top...

1555 Sandpiper Ln, Sarasota, FL - $2,450,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 64 DOM
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Pre-construction. To Be Built. Master Builder Allegra Homes Expanded Two-story “gloria” Plan Infused With An Atmosphere Of Sophistication And Refinement. This 3,321-square-foot Residence Is Irresistible With 4 Bedrooms, 4 Baths, 4-car Garage, Bonu...

Image 18: A4440585

1585 Bay Point Dr, Sarasota, FL - $2,400,000

Residential, Single Family Home
  • 3 Beds
  • 2 Baths
  • 2,302 SQFT
  • 8 DOM
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Very Best Price In Sarasota's Prime Waterfront Neighborhood Featuring .51 Acre Of Land With 108 Feet Of Waterfront And Lot Depth Of 260 Feet. The 1937 Charming Home Has Solid Wood Floors And Generous Rooms Featuring Higher Ceilings. Spacious For A...

Image 19: A4401935

7692 Cove Ter, Sarasota, FL - $2,395,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,640 SQFT
  • 445 DOM
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A Rarely Available Point Property With An Astounding 210 Feet Of Mainland Bayfront Located On A Cul-de-sac In Coveted Southpointe Shores. This Is An Opportunity To Moor A 50 ‘ Yacht, In Protected Deep Water Without Disturbing The Remarkable View! ...

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 July 19th, 2019 at 4:31pm 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.

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