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West of the Trail Homes for Sale

West of the Trail Homes for Sale in Sarasota, FL

West of the Trail Real Estate

Located in Sarasota, this area is known as “West of the Trail”.   We call this area West of the Trail  to simply refer to any properties that are west of route 41 which is also called Tamiami Trail.
READ MORE about West of the Trail Homes for Sale .... 


"West of the Trail" Homes for Sale by Price

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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1814 Roland Street

SARASOTA, FL - $6,500,000

Residential, Single Family Residence
CEDAR COVE
A4452913
  • 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...

1726 Questar Lane

SARASOTA, FL - $5,250,000

Residential, Single Family Residence
NOT PART OF A SUBDIVISION
A4475807
  • 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
POINSETTIA PARK
A4475067
  • 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...

1373 Harbor Drive

SARASOTA, FL - $3,750,000

Residential, Single Family Residence
HARBOR ACRES
A4477187
  • 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...

1545 Hillview Drive

SARASOTA, FL - $3,350,000

Residential, Single Family Residence
HARBOR ACRES
A4449105
  • 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
MCCLELLAN PARK
A4449326
  • 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
HARBOR ACRES
A4476964
  • 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. ...

6438 Hollywood Boulevard

SARASOTA, FL - $2,840,000

Residential, Single Family Residence
PINE SHORES ESTATE 7TH SEC
A4449895
  • 3 Beds
  • 4 Baths
  • 4,282 SQFT
  • 319 DOM
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For A 3d-360º Virtual Walkthrough Tour, Follow This Link: Https://my.matterport.com/show/?m=xxn2cz43j3u. Styled After The French Residences Of New Orleans, This Magnificent Waterfront Home Aptly Named Coucher Du Soleil Simply Translates As "sunset...

1447 Peregrine Point Drive

SARASOTA, FL - $2,400,000

Residential, Single Family Residence
THE LANDINGS
A4472549
  • 5 Beds
  • 7 Baths
  • 8,153 SQFT
  • 70 DOM
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Perfectly Situated On A Quiet Culdesac, This Exquisite Home Boasts Over 8,000 Square Feet Of Living Area. As You Approach This Custom Traditional Home, The Circular Drive, Lush Landscaping And Grand Entrance Will Take Your Breath Away. As You Ente...

5800 Tidewood Avenue

SARASOTA, FL - $2,400,000

Residential, Single Family Residence
BAYWOOD COLONY WESTPORT SEC 2
A4467873
  • 4 Beds
  • 5 Baths
  • 5,167 SQFT
  • 129 DOM
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Amazing Water Front Property

1658 Hawthorne Street

SARASOTA, FL - $2,395,000

Residential, Single Family Residence
LEWIS COMBS SUB
A4451948
  • 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...

3921 Red Rock Way

SARASOTA, FL - $2,349,000

Residential, Single Family Residence
HANSEN
A4212223
  • 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
PARADISE SHORES
A4436047
  • 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...

4805 Riverwood Avenue

SARASOTA, FL - $2,250,000

Residential, Single Family Residence
RIVERWOOD PARK
A4441635
  • 6 Beds
  • 5 Baths
  • 7,900 SQFT
  • 424 DOM
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Singular Opportunity To Own The Largest Residential Estate West Of Phillippi Creek - 3.65 Acres With 226-ft. Frontage On The Creek. Surround Yourself With The Natural Beauty Of Native Florida In A Convenient In-town Location. This 7,900 Sq. Ft. Re...

1753 North Drive

SARASOTA, FL - $2,200,000

Residential, Single Family Residence
CHEROKEE PARK 2
A4477754
  • 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...

N/A

SARASOTA, FL - $2,149,000

Residential, Single Family Residence
A4477606
  • 5 Beds
  • 5 Baths
  • 4,224 SQFT
  • 17 DOM
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The Moment You Step Through The Front Door, You Will Recognize The Resolute Commitment To Quality, Detail And Design. With Multiple Vignette's To Explore, This Home Was Built For The Most Discerning Modern Urban Lifestyle Buyer. Magnolia Is:***mov...

1427 Cedar Bay Lane

SARASOTA, FL - $2,099,999

Residential, Single Family Residence
THE LANDINGS
A4408881
  • 5 Beds
  • 6 Baths
  • 6,083 SQFT
  • 795 DOM
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Set In The Private, Gated Community Of The Landings With Views Over The Bay, This 5-bedroom Plus Den, 5.5-bath Family Home Is Offered To The Market For The First Time. From The Vaulted Entrance Hall, With Wooden Floors Inlaid With Marble, Opening ...

7158 Captain Kidd Avenue

SARASOTA, FL - $2,089,000

Residential, Single Family Residence
PIRATES COVE
A4415103
  • 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....

1826 Clematis Street

SARASOTA, FL - $2,028,000

Residential, Single Family Residence
DESOTA PARK
A4478329
  • 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...

1643 Stanford Lane

SARASOTA, FL - $1,999,999

Residential, Single Family Residence
AQUALANE ESTATES 1ST UNIT
A4435709
  • 4 Beds
  • 3 Baths
  • 3,076 SQFT
  • 489 DOM
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-this Newly Constructed ,contemporary Style House Is Completed. Four Rooms Plus Office/den, Heated Saltwater Pool & Spa High Quality Home Is Presented On The Impressive Intercoastal Water Way Of Gulf Of Mexico, With 3076 Living Sqft, And Total ...

1547 Sandpiper Lane

SARASOTA, FL - $1,950,000

Residential, Single Family Residence
PARADISE SHORES
A4476267
  • 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 ...





West of the Trail Neighborhood List


More About West of the Trail

West of the Trail real estate that is for sale is sometimes referred to as luxury homes, because a home in this area can range from $400,000 to well into the millions with many homes situated on the water with views of Sarasota Bay and the Intracoastal Waterway.
West of the Trail Homes for Sale

This is one of the most prestigious and oldest areas of Sarasota.  Classical Florida charm, large  luxury homes with distinct character.  This area includes the historical neighborhoods of Cherokee ParkHarbor AcresMcClellan ParkDesota Park  and  The Landings among others. 

These areas are typically enjoyed by professionals and families who enjoy the ease and access to downtown living with the old Florida neighborhood flavor.

This tranquil area offers narrow winding streets of older Florida homes with a historical look and feel.  Typically when visitors from the north see the homes that are West of the Trail their first comment is how much it reminds them of homes from the north or New England. 

With its close proximity to Sarasota Memorial Hospital it has made this area a favorite among medical professionals.  Please find above a list of all the current real estate for sale that is West of the Trail in Sarasota.  If you would prefer to view properties by community that is West of the Trail simply click onto a community of your choice.

If you are looking for something specific or have any questions about a home that is West of the Trail please call Sara at (941) 586-4790 or email her directly at Sara@SaraSellsSarasota.com




                                                                                                           
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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 9:47pm EDT.