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 123 single-family homes for sale priced from $295,000 to $18,000,000. 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: 123
Average Price: $2,667,110
Highest Price: $18,000,000
Lowest Price: $295,000
Average Size: 2,818 ft²
Average Price Per Square Foot: $802 per ft²

Explore Other West of the Trail Communities

123 Homes for Sale West of the Trail

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Image 0: A4608565

3336 Old Oak Drive, SARASOTA, FL - $18,000,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 5,932 SQFT
  • 93 DOM
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Nestled Within The Vibrant City Of Sarasota, Florida, This Exquisite Estate Offers An Unparalleled Blend Of Luxury, Privacy, And Natural Beauty. Situated On A Sprawling 2-acre Parcel Of Prime Bayfront Land, This Custom-built Residence Boasts Panor...

Image 1: A4611675

1490 Hillview Drive, SARASOTA, FL - $14,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,587 SQFT
  • 64 DOM
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Pre-construction. To Be Built. New Construction In The Highly Desirable Harbor Acres Estate Section. Situated On A ½ Acre With 100 Ft Of Waterfront And Southern Facing Open Bay Views. Beautifully Designed By Acclaimed Mhk Architects And Built By P...

Image 2: A4615836

1610 North Lodge Drive, SARASOTA, FL - $14,800,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 7,110 SQFT
  • 15 DOM
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This Stunning Three Story, Coastal Modern, Single-family Waterfront Home Is The Perfect Blend Of Comfort And Luxury Located In The Treasured Cherokee Park Neighborhood. Nestled On A Street Adorned With Majestic Oak And Canopy Trees, This Exception...

Image 3: A4588632

3000 Southwest Drive, SARASOTA, FL - $12,950,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 8,125 SQFT
  • 257 DOM
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Owner Has Reduced Price To A Point Creating An Exciting Opportunity To Own One Of Sarasota’s Great Estates. Discover The Perfect Blend Of Elegance And Privacy On This 1.6-acre Estate Nestled Within Cherokee Park, One Of The Most Sought-after Mainl...

Image 4: A4599458

1500 Bay View Drive, SARASOTA, FL - $11,499,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,031 SQFT
  • 162 DOM
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Nestled In The Heart Of Sarasota, Florida, "the Seathrough House" Stands As A Testament To Timeless Elegance And Modern Sophistication. Designed By The Acclaimed Architectural Firm Sweet Sparkman And Meticulously Crafted By Builder Josh Wynne, Thi...

Image 5: A4590940

1378 Harbor Drive, SARASOTA, FL - $11,350,000

Residential, Single Family Residence
  • 4 Beds
  • 8 Baths
  • 6,238 SQFT
  • 232 DOM
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Poised On The Pristine Waters Of Sarasota Bay, This Luxurious Palatial Bayfront Estate Boasts Breathtaking Panoramic Views And A Spectacular Waterfront Lifestyle. Indulge In A Life Of Unrivaled Grandeur In This Gated Architectural Wonder Nestled W...

Image 6: A4593532

309 Ringling Point Drive, SARASOTA, FL - $7,650,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 6,918 SQFT
  • 212 DOM
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Reduced Price ($1,250,000) To A Point Creating An Exciting Opportunity To Own One Of Sarasota’s Great Estate Homes. Location & Value Are What Make Villa Di Amore So Special. Come And See For Yourself How To Escape The Crowds And Traffic On The Bar...

2100 Mcclellan Parkway, SARASOTA, FL - $7,000,000

Residential, Single Family Residence
  • 5 Beds
  • 9 Baths
  • 4,450 SQFT
  • 40 DOM
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Pre-construction. To Be Built. Nestled Within The Heart Of West Of The Trail In Mcclellan Park Lies A World-class Estate Proudly Standing As The Pinnacle Of Future Luxury Homes. Collectively Envisioned By The Esteemed Team Of M&j Pham Development,...

1804 North Lake Shore Drive, SARASOTA, FL - $6,295,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,854 SQFT
  • 103 DOM
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This Unique Home Is Designed To Assemble Your Family And Friends, To Share Good Food, And To Enjoy The Good Life. Esteemed Architect John Potvin Imagined Three Separate Buildings Connected By Covered Lanais To Provide Complete Privacy When Desired...

418 Acacia Drive, SARASOTA, FL - $5,995,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,904 SQFT
  • 222 DOM
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One Or More Photo(s) Has Been Virtually Staged. Pre-construction. To Be Built. Experience The Pinnacle Of Contemporary Luxury In This Meticulously Designed Cantilevered Home By The Globally Renowned Spanish Architect Fran Silvestre. Paired With It...

1429 North Lake Shore Drive, SARASOTA, FL - $5,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,545 SQFT
  • 65 DOM
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One Or More Photo(s) Has Been Virtually Staged. Under Construction. Welcome To A Life Of Unparalleled Luxury In An Unrivaled Location, Where Every Detail Has Been Meticulously Crafted To Create A Haven Of Sophistication And Comfort. Set Within Oys...

1640 Waldemere Street, SARASOTA, FL - $5,775,000

Residential, Single Family Residence
  • 7 Beds
  • 8 Baths
  • 5,500 SQFT
  • 78 DOM
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Pre-construction. To Be Built. Introducing Courtyard Modern's Latest Design! This Brand New Design Boasts Resort-style Living. Relax In Your Private Saltwater Pool And Spa, Surrounded By A Fenced Yard And Lush Landscaping With Beautiful Landscape ...

1607 Flower Drive, SARASOTA, FL - $5,590,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 4,769 SQFT
  • 120 DOM
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This Stunning, Modern Home Is Nearly Completed. Located In A Lush, Mature-treed Lot Of Over A Third Of An Acre, In A Tropical Setting And Also In, Possibly The Best Neighborhood In Sarasota, Harbor Acres. Completely Walled For Privacy And Fronting...

Image 13: A4597533

907 Pomelo Avenue, SARASOTA, FL - $4,995,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,289 SQFT
  • 180 DOM
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West Of The Trail Waterfront… Welcome To This Classic Home With A Coastal Flair, Located Just Minutes From Downtown Sarasota. A Fabulous Location, A Smart Floor Plan, Views Of Hudson Bayou Create A Winning Combination. Over 4,200 Sf Of Beautiful L...

Image 14: A4586511

1718 Bay Street, SARASOTA, FL - $4,735,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,015 SQFT
  • 281 DOM
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The Downtown Sarasota Waterfront Setting Doesn’t Get Any Better. Located In A Federally Qualified Opportunity Zone, The Investment Opportunity For This Property Offers Significant Tax Benefits. This 4016 Square Foot, 2-story Home Is Situated On 22...

3528 Chapel Drive, SARASOTA, FL - $4,500,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 4,706 SQFT
  • 106 DOM
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Under Construction. This Is A Unique Opportunity To Purchase A Custom-designed Home That Allows You To Be Part Of The Creation Process, Offered At $4,500,000 And Scheduled For Completion Near July Of 2024. The Mid-century Modern Home Boasts 4,706 ...

Image 16: A4613341

3301 Bay Shore Road, SARASOTA, FL - $4,500,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,703 SQFT
  • 26 DOM
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Exotic And Extremely Private Bay Front Property On The Market For The First Time In 40 Years. In Fact, This Is Only The Third Time It’s Been Available In 100 Years. Travel Back In Time To Find Ancient Oaks And Large Palms, Banyans, And Cedars. It’...

Image 17: A4611837

4521 Bay Shore Road, SARASOTA, FL - $4,000,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 52 DOM
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This Storied Waterfront Estate Occupies A 1.24-acre Lot Within The Largest Contiguous Parcel On The Gulf Coast, A Magnificent Private Park With A Majestic Landscape And Vistas On Par With Selby Gardens And The Grounds Of The Nearby Ringling Museum...

Image 18: A4610395

1639 South Orange Avenue, SARASOTA, FL - $3,995,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 4,670 SQFT
  • 75 DOM
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Welcome To An Unparalleled Lifestyle Of Luxury And Comfort In This Stunning 5-bedroom, 6.5-bathroom Home Located In The Prestigious West Of Trail Neighborhood Spanning 4,442 Square Feet. Downstairs Offers A Private Primary Bedroom Suite, An Office...

1547 Sandpiper Lane, SARASOTA, FL - $3,995,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,136 SQFT
  • 32 DOM
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This One-of-a-kind Elegant Retreat Is In The Heart Of The Well-established, Historic Neighborhood Of Mcclellan Park And In The Middle Of It All Steps From The Waterfront, Downtown Sarasota And Southside Village. Step Inside And Experience A World ...

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 27th, 2024 at 5:33am 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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