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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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1221 Hillview Dr

Sarasota, FL - $7,500,000

Residential, Single Family Home
Harbor Acres
A4434317
  • 4 Beds
  • 4 Baths
  • 4,187 SQFT
  • 173 DOM
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On Sarasota’s Shoreline And Most Desired Address Within Harbor Acres, Discover Unequivocal Excellence – Whether Building New Or Enjoying The Current And Impeccably Updated Residence. Surrounded By Undeniably The Area’s Most Luxurious Homes And As...

3544 San Remo Ter

Sarasota, FL - $4,750,000

Residential, Single Family Home
San Remo Estates
A4403580
  • 5 Beds
  • 7 Baths
  • 6,710 SQFT
  • 995 DOM
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Lake Tahoe Came To Sarasota Bay In 2009…and They Built A House Together. This Spectacular, Custom-designed Home Offers 2 Full Master Suites, Each With Their Own Private Terrace, And 3 Guest Suites For Visiting Family Or Friends. Pulling In To Your...

1807 Oleander St

Sarasota, FL - $4,499,000

Residential, Single Family Home
0364 Poinsettia Park 2
A4414354
  • 7 Beds
  • 9 Baths
  • 9,492 SQFT
  • 365 DOM
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Prepare To Be Enchanted. Imagine Being Swept Away To A Vine-covered French Chateau Nestled On A Hillside In The Wine Country Of France. Open Your Eyes And Realize You Are In This Walled, Gated Estate In The Coveted West Of Trail Neighborhood Just ...

1525 Mallard Ln

Sarasota, FL - $4,100,000

Residential, Single Family Home
Paradise Shores
A4443475
  • 5 Beds
  • 6 Baths
  • 4,781 SQFT
  • 63 DOM
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Under Construction. Under Construction And Perfectly Sited On 123 Feet Of Protected Yacht Basin And The 3rd House In From The Open Bay Is Another Vision Of Beauty And Functionality From Notable Luxury Builder, Allegra Homes. This Stunning 2-story ...

1516 Sandpiper Ln

Sarasota, FL - $3,999,999

Residential, Single Family Home
Paradise Shores
A4442067
  • 5 Beds
  • 6 Baths
  • 5,014 SQFT
  • 81 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...

2610 Cardinal Pl

Sarasota, FL - $3,650,000

Residential, Single Family Home
Bay View Heights Add
A4426055
  • 5 Beds
  • 6 Baths
  • 4,605 SQFT
  • 216 DOM
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We Introduce An Exquisite Waterfront Tropical Paradise, Where Panoramic Water Views Surround You. As A Bonus You Will Have No Bridge Traffic To Your New Home Which Makes For Best Location. Upon Entering This Home You Will Be Captivated From The V...

1640 Bay Harbor Ln

Sarasota, FL - $3,499,500

Residential, Single Family Home
Stillwater On The Bay
C7410015
  • 4 Beds
  • 6 Baths
  • 5,093 SQFT
  • 281 DOM
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Refined Elegance Meets Luxurious Quality In This One Of A Kind Mediterranean Home, Located In The Heart Of Sarasota’s Prestigious Intracoastal Waterway. Approaching Through The Iron Gates Towards The Private Culdesac, The Prodigious 25’ Entrance G...

1352 Harbor Dr

Sarasota, FL - $3,449,000

Residential, Single Family Home
Harbor Acres
A4447026
  • 4 Beds
  • 4 Baths
  • 4,373 SQFT
  • 11 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...

7350 Captain Kidd Ave

Sarasota, FL - $3,390,000

Residential, Single Family Home
Buccaneer Bay
A4415503
  • 3 Beds
  • 4 Baths
  • 4,608 SQFT
  • 337 DOM
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Why Wait For New Construction When You Can Have It All Right Now! Built In 2016, This Magnificent Gated Bayfront Estate With Over 160 Feet Of Frontage Is Idyllically Set At The End Of A Cul-de-sac To Deliver Panoramic Bay Views And Stunning Sunset...

1522 N Lake Shore Dr

Sarasota, FL - $3,100,000

Residential, Single Family Home
Oyster Bay Estates
A4442286
  • 4 Beds
  • 5 Baths
  • 4,783 SQFT
  • 76 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...

1534 Harbor Pl

Sarasota, FL - $2,995,000

Residential, Single Family Home
Harbor Acres
A4424649
  • 4 Beds
  • 6 Baths
  • 3,652 SQFT
  • 270 DOM
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Under Construction. Under Construction - Another Exceptionally Crafted Home By Coastal Luxury In Collaboration With Jonas Yoder Custom Homes. The Modern Farmhouse Design Will Be On An Oversized Lot In The Exclusive Neighborhood Of Harbor Acres. C...

4805 Riverwood Ave

Sarasota, FL - $2,650,000

Residential, Single Family Home
Riverwood Park
A4441635
  • 6 Beds
  • 5 Baths
  • 7,900 SQFT
  • 81 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...

1581 Hillview Dr

Sarasota, FL - $2,595,000

Residential, Single Family Home
Harbor Acres
A4183577
  • 4 Beds
  • 5 Baths
  • 4,508 SQFT
  • 915 DOM
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Construction Complete On This Warm Contemporary Home Built By Greenlife Luxury Homes, Offering An Exceptional Level Of Finishes And Attention To Detail. The Dramatic 22’ High Ceiling Allows A Perfect Canvas For Art. The Kitchen Boasts State Of The...

1502 Blue Heron Dr

Sarasota, FL - $2,499,000

Residential, Single Family Home
Paradise Shores
A4446276
  • 3 Beds
  • 2 Baths
  • 2,338 SQFT
  • 160 DOM
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Welcome To One Of The Best Locations In Sarasota With Astounding Unobstructed Views, Situated On A Quarter Acre Lot On The Sarasota Bay. Experience This One-of-a-kind Residence, Only A Few Minutes Away From Southside Village And Located In The Top...

8700 Dunmore Dr

Sarasota, FL - $2,495,000

Residential, Single Family Home
Tropical Shores
A4444260
  • 4 Beds
  • 5 Baths
  • 4,193 SQFT
  • 41 DOM
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Welcome To Heaven On Earth Where The Panoramic Sunset Views Will Leave You In Awe. This Spectacular Residence With Over 4,000 Sq. Ft. Of Indoor And Over 3,600 Sq. Ft. Of Sheltered Outdoor Living Space Is Built For Family And Entertaining. Brillian...

1555 Sandpiper Ln

Sarasota, FL - $2,450,000

Residential, Single Family Home
Paradise Shores
A4436047
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 152 DOM
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Pre-construction. To Be Built. Master Builder Allegra Homes Expanded Two-story “gloria” Plan Infused With An Atmosphere Of Sophistication And Refinement. This 3,321-square-foot Residence Is Irresistible With 4 Bedrooms, 4 Baths, 4-car Garage, Bonu...

1447 Peregrine Point Dr

Sarasota, FL - $2,395,000

Residential, Single Family Home
The Landings
A4447378
  • 5 Beds
  • 7 Baths
  • 8,153 SQFT
  • 12 DOM
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Grand Yet Intimate. This Aspirational .58 Acre, 8100 Sq. Ft. Custom Built 5 Bedroom, 6 1/2 Bath Home Only Comes Along Once In A Lifetime. Perfect For The Fledgling Family, Multi-generational Family Or The Couple Who Expect Their Home To Reflect Th...

3921 Red Rock Way

Sarasota, FL - $2,390,000

Residential, Single Family Home
Hansen
A4212223
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 592 DOM
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Under Construction - Anticipated Completion Summer 2019 - 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 Ex...

1515 Hillview Dr

Sarasota, FL - $2,300,000

Residential, Single Family Home
Harbor Acres Sec 2
A4436565
  • 3 Beds
  • 2 Baths
  • 1,672 SQFT
  • 147 DOM
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One Or More Photo(s) Has Been Virtually Staged. One Or More Photo(s) Was Virtually Staged. On One-half Of An Acre Of Boating Water Nestled In The Private Setting Of Harbor Acres Lies This Mid-century Home, Originally Built For Ken Thompson, Saraso...

7158 Captain Kidd Ave

Sarasota, FL - $2,295,000

Residential, Single Family Home
Pirates Cove
A4415103
  • 4 Beds
  • 4 Baths
  • 4,822 SQFT
  • 375 DOM
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With A Private Gate And Sunset Views Over The Bay, This 4-bedroom, 4-bath Family Home Offers You Your Own Tropical Oasis. From The High Ceilings To The Open Floor Plans, This Home Is Spacious While Still Maintaining A Homey-feel. When You Walk...

1643 Stanford Ln

Sarasota, FL - $2,295,000

Residential, Single Family Home
Aqualane Estates 1st Unit
A4435709
  • 4 Beds
  • 3 Baths
  • 3,076 SQFT
  • 155 DOM
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This Newly Constructed ,contemporary Style House Is Completed In 2019/may. 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, ...





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 October 15th, 2019 at 8:15pm EDT.