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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 St

Sarasota, FL - $6,500,000

Residential, Single Family Residence
Cedar Cove
A4452913
  • 6 Beds
  • 9 Baths
  • 10.6k SQFT
  • 215 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...

3850 Tangier Ter

Sarasota, FL - $5,750,000

Residential, Single Family Residence
San Remo Estates
A4468636
  • 5 Beds
  • 8 Baths
  • 6,084 SQFT
  • 31 DOM
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Under Construction. Designed By One Of Sarasota’s Most Prominent Architects, Clifford Scholz Of Cmsa, And Constructed By The Award-winning Custom Home Builder, Dynan Construction, This New West Indies-style Residence Is Beautiful, Functional, And ...

1441 Rebecca Ln

Sarasota, FL - $4,650,000

Residential, Single Family Residence
Oyster Bay Landings
A4455314
  • 4 Beds
  • 6 Baths
  • 5,889 SQFT
  • 179 DOM
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Inspired Coastal Design. Located In The Private Gated Enclave Of Oyster Bay Landings, This Amazing Waterfront Residence Combines Unique Architecture And Incredible Interior Design To Create A Stunning Yet Comfortable And Functional Home. Set On A ...

3544 San Remo Ter

Sarasota, FL - $4,590,000

Residential, Single Family Residence
San Remo Estates
W7819412
  • 5 Beds
  • 7 Baths
  • 6,710 SQFT
  • 1,212 DOM
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Stunning Sarasota Waterfront Property. Prime Location In Desirable West-of-trail San Remo Estates, With Spectacular Bay/inter-coastal Views, This Custom Built 6,700 Sq Ft Home Offers 2 Master Suites With Private Terraces, Plus 3 Guest Suites, 2 Ad...

1516 Sandpiper Ln

Sarasota, FL - $3,999,999

Residential, Single Family Residence
Paradise Shores
A4442067
  • 5 Beds
  • 6 Baths
  • 5,014 SQFT
  • 352 DOM
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Newly Built. This Coastal Residence Captivates With Its Impeccably Designed Décor And Outdoor Living Spaces In A Scenic Waterfront Setting Only Seconds To The Open Waters Of Sarasota Bay. Located West Of Trail, Sandpiper Is A Quiet Street Situated...

6420 Hollywood Blvd

Sarasota, FL - $3,590,000

Residential, Single Family Residence
Pine Shores Estates
A4449708
  • 5 Beds
  • 6 Baths
  • 6,878 SQFT
  • 235 DOM
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Unobstructed Bay Views And Endless Sunsets Are Just The Beginning For This Incredible Custom Estate. Completely Walled And Gated, This Bayfront Home Is Sited At The End Of A Quiet Tree-lined Street With Just Over 300 Feet Of Water Frontage. Its Ne...

1545 Hillview Dr

Sarasota, FL - $3,499,000

Residential, Single Family Residence
Harbor Acres
A4449105
  • 4 Beds
  • 5 Baths
  • 4,625 SQFT
  • 268 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 ...

1352 Harbor Dr

Sarasota, FL - $3,295,000

Residential, Single Family Residence
Harbor Acres
A4447026
  • 4 Beds
  • 4 Baths
  • 4,373 SQFT
  • 233 DOM
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The Best Of Luxurious Waterfront Living At This Stunning, Newer Harbor Acres Home! Perfectly Positioned Just A Few Lots In From The Open Bayfront, Abounding In Impeccable Views Of Sarasota Bay And John Ringling Bridge From Nearly Every Room Of Thi...

2231 Oriole Dr

Sarasota, FL - $3,295,000

Residential, Single Family Residence
Mcclellan Park
A4449326
  • 5 Beds
  • 8 Baths
  • 8,162 SQFT
  • 258 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...

1522 N Lake Shore Dr

Sarasota, FL - $2,895,000

Residential, Single Family Residence
Oyster Bay Estates
A4442286
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 347 DOM
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Tucked Away On Lakeshore Drive In A Storybook Lakefront Setting, This Exquisite Estate Embodies Tropical Elegance And Style. Luxurious Appointments, State-of-the-art Amenities, And A Romantic Water View Present An Artful Backdrop For Living. Beaut...

6438 Hollywood Blvd

Sarasota, FL - $2,840,000

Residential, Single Family Residence
Pine Shores Estate 7th Sec
A4449895
  • 3 Beds
  • 4 Baths
  • 4,282 SQFT
  • 241 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...

1405 Flower Dr

Sarasota, FL - $2,795,000

Residential, Single Family Residence
Harbor Acres
A4471079
  • 4 Beds
  • 5 Baths
  • 3,960 SQFT
  • 3 DOM
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One Or More Photo(s) Has Been Virtually Staged. Sitting Atop One Of Sarasota's Most Sought After Neighborhoods Sits A Stunning Contemporary Home, On An Oversized Lot. The Thoughtful Updated Floor Plan Features Two Main Floor Suites Along With A De...

1754 Sandalwood Dr

Sarasota, FL - $2,750,000

Residential, Single Family Residence
Southpointe Shores
A4465292
  • 5 Beds
  • 6 Baths
  • 4,027 SQFT
  • 86 DOM
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Big Bay Views On The Mainland! Island Classic With Open Plan, Design And Finishes For Today's Sophisticated Buyer. Almost Every Room Opens To Wonderful Bay And Sunset Views. The Beautifully Equipped Kitchen Is Open To Living And Dining Areas. Main...

1718 Prospect St

Sarasota, FL - $2,600,000

Residential, Single Family Residence
Matheneys Sub
A4464923
  • 4 Beds
  • 5 Baths
  • 4,224 SQFT
  • 88 DOM
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3d And Highlight Video Attached. Virtual Tours Available. Enviably Situated In One Of The Most Coveted Areas Of Sarasota, This Newly Built West Of The Trail Home Blends High Quality Design With Superb Finishes And Poetic Spaces For Living. The Nat...

1658 Hawthorne St

Sarasota, FL - $2,495,000

Residential, Single Family Residence
Lewis Combs Sub
A4451948
  • 3 Beds
  • 4 Baths
  • 2,939 SQFT
  • 237 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...

7692 Cove Ter

Sarasota, FL - $2,450,000

Residential, Single Family Residence
Southpointe Shores
A4468445
  • 3 Beds
  • 3 Baths
  • 2,640 SQFT
  • 43 DOM
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This Is A Rare Opportunity To Own One Of Sarasota's Premier Waterfront Properties On A Point Lot Named Dolphin Cove. This Spectacular Point Property On Sarasota Bay Features 210' Feet Of Deep Water For Large Boat/sailboat With Unobstructed Breatht...

5800 Tidewood Ave

Sarasota, FL - $2,400,000

Residential, Single Family Residence
Baywood Colony Westport Sec 2
A4467873
  • 4 Beds
  • 5 Baths
  • 5,167 SQFT
  • 51 DOM
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Amazing Water Front Property, Interior Pictures Coming Soon

3921 Red Rock Way

Sarasota, FL - $2,390,000

Residential, Single Family Residence
Hansen
A4212223
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 863 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 Ln

Sarasota, FL - $2,374,000

Residential, Single Family Residence
Paradise Shores
A4436047
  • 4 Beds
  • 4 Baths
  • 3,498 SQFT
  • 416 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 Ave

Sarasota, FL - $2,250,000

Residential, Single Family Residence
Riverwood Park
A4441635
  • 6 Beds
  • 5 Baths
  • 7,900 SQFT
  • 352 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...

1509 Quail Dr

Sarasota, FL - $2,150,000

Residential, Single Family Residence
Hansen Oyster Bay
A4471235
  • 3 Beds
  • 4 Baths
  • 3,259 SQFT
  • 10 DOM
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Under Construction. New Construction. Situated On A Beautifully Landscaped Parcel In The Desirable Oyster Bay Area, This Brand-new Home Grants Casual Grandeur And The Exquisite Florida Way Of Life. A Breathtaking Vantage Point Through The Home Fro...





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 July 12th, 2020 at 10:15pm EDT.