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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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1400 Harbor Drive

SARASOTA, FL - $8,900,000

Residential, Single Family Residence
HARBOR ACRES
A4483394
  • 5 Beds
  • 6 Baths
  • 5,402 SQFT
  • 10 DOM
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Virtual Tour Available At The Following Link: Http://www.harboracresforsale.com Unique Opportunity To Own One Sarasota’s Most Contemporary Waterfront Mansions In The Highly Sought-after Neighborhood Of Harbor Acres! Designed In 2016 By The W...

1814 Roland Street

SARASOTA, FL - $6,500,000

Residential, Single Family Residence
CEDAR COVE
A4452913
  • 6 Beds
  • 9 Baths
  • 10.6k SQFT
  • 361 DOM
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Truly A Unique Estate On Sarasota's Intracoastal Waterway. Perfect For An Extended Family Or For Those Who Love To Host Overnight Guests! Just Paces From The South Bridge To Siesta Key, The #1 Beach In Usa And #11 In The World, This Inviting Ret...

1604 Baywinds Lane

SARASOTA, FL - $6,490,000

Residential, Single Family Residence
BAYWINDS ESTATES
A4482748
  • 4 Beds
  • 7 Baths
  • 5,110 SQFT
  • 32 DOM
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This Magnificent Waterfront Estate Sits On Over 300 Feet Of Shoreline On Little Sarasota Bay And Offers Sweeping Views From Nearly Every Room. This Custom Home Was Built In 2018 And Offers Unparalleled Privacy, Views Over The Open Water, And Your ...

1807 Oleander Street

SARASOTA, FL - $4,399,000

Residential, Single Family Residence
POINSETTIA PARK
A4475067
  • 5 Beds
  • 9 Baths
  • 9,492 SQFT
  • 115 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 - $3,600,000

Residential, Single Family Residence
HARBOR ACRES
A4477187
  • 4 Beds
  • 5 Baths
  • 5,950 SQFT
  • 93 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
  • 414 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 ...

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
  • 387 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...

2200 Oriole Drive

SARASOTA, FL - $2,585,000

Residential, Single Family Residence
PARADISE SHORES
A4483149
  • 4 Beds
  • 4 Baths
  • 3,753 SQFT
  • 18 DOM
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Welcome To Paradise Shores! The Property Sits Just 4 Houses Away From The Open Bay. This Is An Amazing Opportunity To Live On The Water And Be Within Walking Distance To Southside Village, Home Of Morton’s, Libby’s, Veronica’s, Pazzo, Coffee Shop...

4805 Riverwood Avenue

SARASOTA, FL - $2,400,000

Residential, Single Family Residence
RIVERWOOD PARK AMD
A4478926
  • 6 Beds
  • 5 Baths
  • 7,900 SQFT
  • 58 DOM
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Welcome To The Largest Residential Estate West Of Phillippi Creek! This 7,900 Sq. Ft. Home Boasts An Impressive 3.65 Acres With 226-ft Water Frontage. An Astonishing 6 Bedrooms And 5 Baths With Additional Gathering Rooms Including A Media Room, Fo...

1447 Peregrine Point Drive

SARASOTA, FL - $2,400,000

Residential, Single Family Residence
THE LANDINGS
A4472549
  • 5 Beds
  • 7 Baths
  • 8,153 SQFT
  • 141 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
  • 197 DOM
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Amazing Water Front Property

8700 Dunmore Drive

SARASOTA, FL - $2,350,000

Residential, Single Family Residence
TROPICAL SHORES
G5035933
  • 4 Beds
  • 5 Baths
  • 4,391 SQFT
  • 15 DOM
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Over 4,000 Sq. Ft. Of Indoor And Over 3,600 Sq. Ft. Of Sheltered Outdoor Living Space Built For Family And Entertaining. Equipped With Two Offices Perfect For Working Remotely. Brilliantly Designed Parallel To Little Sarasota Bay Allowing For Exp...

1555 Sandpiper Lane

SARASOTA, FL - $2,249,000

Residential, Single Family Residence
PARADISE SHORES
A4436047
  • 4 Beds
  • 4 Baths
  • 3,498 SQFT
  • 562 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...

4110 Camino Real Drive

SARASOTA, FL - $2,199,000

Residential, Single Family Residence
WESTBROOK
A4480796
  • 4 Beds
  • 5 Baths
  • 3,604 SQFT
  • 53 DOM
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Under Construction. To Be Built. Location And Luxury Meet On This Coastal Contemporary Home In The Oyster Bay Area. This 4 Bedroom 4.5 Bath Home Being Constructed By The Holliday Group Sits On An Over 18,000 Sq Ft Lot In One Of The Best Neighbo...

7158 Captain Kidd Avenue

SARASOTA, FL - $2,089,000

Residential, Single Family Residence
PIRATES COVE
A4415103
  • 4 Beds
  • 4 Baths
  • 3,949 SQFT
  • 792 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....

1427 Cedar Bay Lane

SARASOTA, FL - $2,075,000

Residential, Single Family Residence
THE LANDINGS
A4408881
  • 5 Beds
  • 6 Baths
  • 6,083 SQFT
  • 865 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 ...

1826 Clematis Street

SARASOTA, FL - $2,028,000

Residential, Single Family Residence
DESOTA PARK
A4478329
  • 3 Beds
  • 5 Baths
  • 3,093 SQFT
  • 80 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...

1810 Grove Street

SARASOTA, FL - $1,950,000

Residential, Single Family Residence
GROVE HEIGHTS
A4482563
  • 4 Beds
  • 4 Baths
  • 3,281 SQFT
  • 33 DOM
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Desirable West Of The Trail Location. Exceptional Opportunity For A Like New, Furnished, Award Winning Former Miah Model Home By Sarasota's Best Custom Builder, John Cannon Homes. A Remarkable Reflection Of "in-town" Luxury, This Award Winning Fo...

2146 Mcclellan Parkway

SARASOTA, FL - $1,800,000

Residential, Single Family Residence
MCCLELLAN PARK RESUB
A4476936
  • 3 Beds
  • 4 Baths
  • 2,538 SQFT
  • 96 DOM
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Under Construction. Another Courtyard Simply Modern Design. West Of The Trail Address. Southside School. Walking Distance To Everything! Sarasota School Of Architecture Inspired Simply Modern Home... Concrete Tiled Flooring Throughout, Gorgeous Li...

1738 Southpointe Drive

SARASOTA, FL - $1,770,000

Residential, Single Family Residence
SOUTHPOINTE SHORES
A4478782
  • 5 Beds
  • 4 Baths
  • 4,196 SQFT
  • 75 DOM
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Lovely Mainland Southpointe Shores Bayfront Home Within Minutes Of Siesta Key Beach, Major Shopping Malls, And Excellent Schools;90 Linear Feet Of Seawall, Perfect For Dock And Boat Lift;2 Master Suites With Separate Entry To Central Pool;master B...

1430 Kimlira Lane

SARASOTA, FL - $1,675,000

Residential, Single Family Residence
OYSTER BAY ESTATES
A4462797
  • 5 Beds
  • 5 Baths
  • 4,460 SQFT
  • 267 DOM
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Stunning Oyster Bay 4460 Sq.ft. Estate Has Been Carefully Designed To Blend Into The Natural Setting Of This Secluded ½ Acre Property. Beautifully Imagined And Masterfully Constructed Home Features 5 Bedrooms And 5 Baths. A Mix Of Hand Scraped Woo...





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 December 5th, 2020 at 10:37am EST.