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 48 single-family homes for sale priced from $299,900 to $13,950,000. 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: 48
Average Price: $2,069,330
Highest Price: $13,950,000
Lowest Price: $299,900
Average Size: 3,097 ft²
Average Price Per Square Foot: $597 per ft²

Explore Other West of the Trail Communities

48 Homes for Sale West of the Trail

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Image 0: A4499907

1486 Hillview Drive, SARASOTA, FL - $13,950,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,433 SQFT
  • 1 DOM
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One Or More Photo(s) Has Been Virtually Staged. Amid A Canopied Oasis, Resort-like Bliss Awaits You On Sarasota Bay, Surrounded By Magnificent Works Of Nature. Constructed In 2008, The Exquisitely Crafted Estate Pays The Utmost Attention To Elegan...

Image 1: A4497369

3731 Indian Beach Place, SARASOTA, FL - $6,795,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,172 SQFT
  • 23 DOM
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The Gorgeous, Lush Landscaping Welcoming You To This Five-bedroom Direct Bayfront Estate Is Tied To Its Sought-after Indian Beach Locale With A Winding Curved Driveway And Private Gated Entry. Built In 2006 With The Exceptionally High Standards O...

Image 2: A4494473

1560 Hillview Drive, SARASOTA, FL - $5,750,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,637 SQFT
  • 8 DOM
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Under Construction. Rare Opportunity To Be On The Ground Floor Of A New Build In Harbor Acres. 100 Ft Of Waterfront Overlooking Deep Sailboat Water And Just 3 Houses From The Open Bay Front. Easy Walk To Southside Village Shops And Restaurants. Be...

Image 3: A4493808

1423 South Lake Shore Drive, SARASOTA, FL - $4,995,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 6,739 SQFT
  • 58 DOM
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One Or More Photo(s) Has Been Virtually Staged. Spectacular One-of-a-kind Location And Privacy Close To Downtown Sarasota And Minutes From The Gorgeous Award-winning Siesta Key Beach. A Truly Custom-designed Waterfront Home Built In 2016. 6,793 Sq...

Image 4: T3294850

1558 Sandpiper Lane, SARASOTA, FL - $4,100,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,942 SQFT
  • 56 DOM
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Listing Update: Brand New Barrel Tile Roof 4/2021. This Is A Rare Opportunity For Waterfront Living In Highly Sought Paradise Shores. For The Boating And Watersports Enthusiast, There Is 190 Feet Of Waterfront With A Newer ('19) Seawall, 20,000 L...

5021 Brywill Circle, SARASOTA, FL - $3,200,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,054 SQFT
  • 10 DOM
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A Ringling Pedigree With A Modern Flair! Prepare To Be Enchanted From The Moment You Step Into This Outrageously Gorgeous Estate Home. Located In The Sapphire Shores Ringling Museum District, This Is Truly One Of The Most Beautiful Homes...

4414 Westwood Lane, SARASOTA, FL - $3,149,800

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,531 SQFT
  • 38 DOM
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Pre-construction. To Be Built. This Expansive Lakefront Custom Home Is Situated On An Estate Sized Home Site In Sarasota's Coveted West Of Trail Area. Through A Striking Entry Courtyard, Owners Are Greeted By A Wide Great Room With Expansive Views...

Image 7: A4499300

7693 Cove Terrace, SARASOTA, FL - $3,100,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 4,636 SQFT
  • 3 DOM
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Sweeping Views Of The Bay And Intercoastal Greet You The Moment You Enter This Beautifully Updated Contemporary Home. Sitting On Almost A Half-acre With 123’ Of Waterfront, Deep Water Dockage, A Brand-new Seawall (2020) And A 16,000lb Lift Plus An...

Image 8: A4499148

1561 Blue Heron Drive, SARASOTA, FL - $2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,118 SQFT
  • 3 DOM
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Delight In A Downtown Family Lifestyle At This Lovely Four-bedroom Waterfront Home In The Heart Of The City’s Center At Mcclellan Park/paradise Shores. A Low Stone Wall And Lush, Manicured Gardens Frame The Property That Spans More Than A Quarter-...

1865 Clematis Street, SARASOTA, FL - $2,900,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 2,990 SQFT
  • 49 DOM
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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 Throughout The Open 2,975-square-foo...

Image 10: T3286735

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

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,012 SQFT
  • 98 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 - $2,750,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,217 SQFT
  • 112 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...

Image 12: A4490046

2524 Pleasant Place, SARASOTA, FL - $2,695,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,399 SQFT
  • 97 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...

1802 Magnolia Street, SARASOTA, FL - $2,241,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,283 SQFT
  • 66 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...

2330 Mietaw Drive, SARASOTA, FL - $2,195,000

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 3,267 SQFT
  • 52 DOM
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Under Construction. Custom New Construction Home West Of The Trail In Mcclellan Park That Will Be Walking Distance To A Rated Southside School, Close To Great Shops And Restaurants In Southside Village And Minutes To Downtown Sarasota, Siesta Key ...

2146 Mcclellan Parkway, SARASOTA, FL - $2,050,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,538 SQFT
  • 248 DOM
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Under Construction. Pre-construction "pricing" Ready For Permitting!!! 7 Month Build Time. With Rising Construction Costs And Demand For Materials And Labor, Lock-in Price Now, As Price Will Increase As Construction Starts! Another Courtyar...

Image 16: A4449040

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

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,837 SQFT
  • 566 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...

Image 17: A4494096

1643 Spring Creek Drive, SARASOTA, FL - $1,850,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,623 SQFT
  • 55 DOM
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A Rare Find. This 4+ Bedroom, 4-bath Home With An Office And Loft Is In The Desirable West Of The Trail Neighborhood. A Short Distance To A-rated Southside Elementary School District, Popular Southside Village And Top-rated Sarasota Memorial Hospi...

1698 Arlington Street, SARASOTA, FL - $1,800,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,915 SQFT
  • 16 DOM
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Under Construction. Brand New Majestik Home. 1698 Arlington Street Brings Modern Style And Luxury To Another Excellent West Of The Trail Location. Come And See The Best Of Sarasota's Work And Play Lifestyle. Located Just Minutes From Downtown And ...

1644 Blue Heron Drive, SARASOTA, FL - $1,800,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 3,300 SQFT
  • 14 DOM
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Pre-construction. To Be Built. Pre-construction Available Now In Mcclellan Park! Wind Your Way Down The Tree-lined Streets Of One Of Sarasota's Most Historic Neighborhoods, Mcclellan Park, And Find Yourself In A Tucked-away Paradise Of Old Florida...

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 May 6th, 2021 at 2:37pm 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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