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 117 single-family homes for sale priced from $184,900 to $6,500,000. 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: 117
Average Price: $1,303,649
Highest Price: $6,500,000
Lowest Price: $184,900
Average Size: 2,926 ft²
Average Price Per Square Foot: $416 per ft²

Explore Other West of the Trail Communities

118 Homes for Sale West of the Trail

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Image 0: A4452913

1814 Roland Street, SARASOTA, FL - $6,500,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 10.6k SQFT
  • 291 DOM
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The Ultimate Residence To Shelter In Place. Weave Your Way Up To This Unassumingly Majestic ~2.5 Acre Gated Residence On Wide Water Of Sarasota’s Tranquil Intracoastal Waterway And Discover Easy Elegance And Coastal Comfort. Just Paces From The So...

Image 1: U8063396

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

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 7,108 SQFT
  • 318 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: A4475807

1726 Questar Lane, SARASOTA, FL - $5,250,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,718 SQFT
  • 28 DOM
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Welcome To Casa Del Parasol; A One Of Kind Grande Bay Front Compound. This In-town Estate Is A Splendid Blend Of Mediterranean Revival And Hemingway Bahamanian. It Features Over 162 Feet On The Bay. It Is A Magnificent 1.5 Acre Tropical Retreat Wi...

1807 Oleander Street, SARASOTA, FL - $4,399,000

Residential, Single Family Residence
  • 5 Beds
  • 9 Baths
  • 9,492 SQFT
  • 47 DOM
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Transport Yourself To The Countryside Of France Where You May Ensconce Yourself Behind The Ivy-covered Walls Of This Gated Multi-level French Chateau Amidst The Most Glorious Selection Of Plantings Anywhere. A Graceful Display Of Architectural Det...

Image 4: A4425602

1575 Bay Point Drive, SARASOTA, FL - $3,849,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,407 SQFT
  • 579 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...

1373 Harbor Drive, SARASOTA, FL - $3,750,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 5,950 SQFT
  • 24 DOM
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Located In Sought After Harbor Acres This Magnificent 4/5 Bedroom 5 Bath Home Was Built In 2006 By Bruce Saba. Special Features Of The Home Include 6 Separate Balconies And An Extraordinary Rooftop Deck That Has Panoramic Views Out To The Bay, Dow...

Image 6: A4449105

1545 Hillview Drive, SARASOTA, FL - $3,350,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,625 SQFT
  • 346 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 ...

2231 Oriole Drive, SARASOTA, FL - $3,295,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 336 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...

1534 Harbor Place, SARASOTA, FL - $3,195,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,074 SQFT
  • 27 DOM
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Under Construction. New Construction Modern Farmhouse! Completion Scheduled For Mid November 2020. Situated On A Prime, Over-sized Lot In Harbor Acres. Exceptionally Crafted By Coastal Luxury Homes In Conjunction With Jonas Yoder Custom Homes. ...

Image 9: A4449717

7903 Longbay Boulevard, SARASOTA, FL - $2,775,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,530 SQFT
  • 328 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 10: A4471798

2000 Alameda Avenue, SARASOTA, FL - $2,540,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,910 SQFT
  • 76 DOM
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Pre-construction. To Be Built. Welcome To Whitaker Bayou. Only Three Homes Between This Property And Sarasota Bay Gives You Quick Access For All Your Watersport Activities. Additionally Wonderful Views Of The Bayou And Bay. Bring Your Own Builde...

Image 11: A4451948

1658 Hawthorne Street, SARASOTA, FL - $2,395,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,939 SQFT
  • 315 DOM
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Nestled West Of The Trail In One Of The Most Sought-after Neighborhoods In Sarasota Is A Symphony Of Glass, Steel, And Concrete Woven Together With Light, Water And Natural Elements. This Poetic 3-bedroom Residence Was Designed By Architect Guy Pe...

Image 12: A4212223

3921 Red Rock Way, SARASOTA, FL - $2,349,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 941 DOM
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Move-in Ready! This Expansive Custom Home Is Situated On An Estate Sized Home Site In Sarasota's Coveted West Of Trail Area. Through A Striking Motor Court, Owners Are Greeted By A Wide Great Room With Expansive Views Of Stunning Pool And Spa And ...

1555 Sandpiper Lane, SARASOTA, FL - $2,297,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,498 SQFT
  • 494 DOM
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Brand New From Award Winning Allegra Homes Offers Expanded Two-story “gloria” Model Infused With An Atmosphere Of Sophistication And Refinement. Move In Ready And Construction Complete! This 3,498-square-foot Residence Is Irresistible With 4/5 Be...

1589 Gulfview Drive, SARASOTA, FL - $2,250,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,114 SQFT
  • 32 DOM
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Classic Custom Elegance And A Private Garden Setting Create The Timeless Florida Lifestyle That Many Only Dream Of Living. Situated On A Beautifully Manicured Homesite, Welcome To Experiencing The Meaning Of Home, Within The Waterfront Community O...

1753 North Drive, SARASOTA, FL - $2,200,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,702 SQFT
  • 15 DOM
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Cherokee Park Charm Meets Modern Day Convenience In This Beautiful Home On Selby Garden-like Grounds. Practically Perfection - Live In One Of The Most Desirable Neighborhoods In Sarasota – Close To Downtown, Shopping, Top-notch Schools And The Bea...

Image 16: A4415103

7158 Captain Kidd Avenue, SARASOTA, FL - $2,089,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,822 SQFT
  • 724 DOM
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This Charming Key West Style Home On An Oversized Property Invites You To Move Right In, Expand, Or Even Build New! With A Private Gate And Sunset Views Over The Buccaneer Bay, This 4-bedroom, 4-bath Family Home Offers You Your Own Tropical Oasis....

Image 17: A4478329

1826 Clematis Street, SARASOTA, FL - $2,028,000

Residential, Single Family Residence
  • 3 Beds
  • 5 Baths
  • 3,093 SQFT
  • 7 DOM
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Under Construction. Relaxed Modern In Sarasota's Most Sought After Area, "west Of Trail". The Dominic Is A New Floor Plan By Allegra Homes. All On One Level This South Facing Home Will Be Filled With Natural Light. Open Living Area That Seamlessly...

Image 18: A4449040

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

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,837 SQFT
  • 346 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...

1547 Sandpiper Lane, SARASOTA, FL - $1,950,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,135 SQFT
  • 33 DOM
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This Custom Built Home Is A Masterpiece Designed To Create An Effortless Indoor-outdoor Lifestyle That Marries Lavish Interiors, Sophisticated Tastes, And Cultured Aesthetics With Florida’s Natural Coastal Beauty. From The Circular Drive, Vibrant ...

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 September 23rd, 2020 at 8:48pm 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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