West of Trail Waterfront Homes For Sale

Waterfront homes in the west of trail area of Sarasota is home to some of the most sought after real estate in the area. Don't be surprised to see lavish bay front estates that only the super wealthy can afford. However, there are some very nice canal front homes at the bottom end of the price scale. The west of trail waterfront homes below are updated every 15 minutes to check back often. 

Waterfront Homes & Condos for Sale West of Trail Sarasota

All Listings $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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50 W Bay St, Osprey $3,680,000

  • 7 Beds
  • 7.0 Baths
  • 6,659 SqFt
  • 3.68 Acres

Discover A Once-in-a-lifetime Opportunity To Restore, Build, Or Develop On 3.68 Acres Directly On Sarasota Bay In Scenic, Historic Osprey Just South Of The Oaks. Dating Back To The Late 1800's And Known As One Of The First Properties To Be Settled, This Swe...

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1400 Kenilworth St, Sarasota $2,250,000

  • 3 Beds
  • 3.0 Baths
  • 2,582 SqFt
  • 0.43 Acres

This Is A Rare Opportunity To Live On A Private Peninsula In Oyster Bay Landings, A Gated Community West Of Trail In Sarasota’s Exclusive Oyster Bay. Secluded, Quiet And Surrounded By Water, This One-of-a-kind Property Is A Haven Of Peace And Relaxation. Th...

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95 Osprey Point Dr, Osprey $2,250,000

  • 5 Beds
  • 6.0 Baths
  • 7,500 SqFt
  • 0.74 Acres

French Chateaux With Guest House And 4+ (tandum) Car Garage In The Oaks Bayside. This Incredible Bo Macewen Designed Masterpiece Was Finished In 1997 And Major Renovations Were Done In 2001. As You Enter The Main House You Are Met With A Spectacular Wooden ...

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1449 Hillview Dr, Sarasota $3,985,000

  • 5 Beds
  • 5.0 Baths
  • 4,982 SqFt
  • 0.69 Acres

Exceptional And Incomparable Harbor Acres One Level Residence Was Completely Updated In 2015 For Unsurpassed Luxury. Privately Situated Back From The Street, This Four-bedroom, Three-and-a-half-bath Main Residence Is In The Southside School District And Has...

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412 Bayshore Dr, Osprey $2,195,000

  • 3 Beds
  • 4.0 Baths
  • 3,533 SqFt
  • 0.83 Acres

Paradise Found! This Private Waterfront Estate Built By John Cannon In 2004 Is Situated On Almost An Acre With 162ft Of Waterfront Footage Offering Panoramic Views Of Little Sarasota Bay And Extraordinary Sunsets Over Casey Key. A Private Setting, A Long Pa...

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1344 Harbor Dr, Sarasota $3,993,000

  • 5 Beds
  • 6.0 Baths
  • 6,101 SqFt
  • 0.38 Acres

A Gorgeous Waterfront Estate Located In The Desirable Bayfront Community Of Harbor Acres—sarasota’s Most Coveted Location.originally Constructed In 1949, This Captivating Residence Underwent A Meticulous And Expansive Renovation In 2004. Its Classical Desig...

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1706 Spring Creek Dr, Sarasota $1,949,000

  • 3 Beds
  • 4.0 Baths
  • 3,319 SqFt
  • 0.29 Acres

Under Construction, A Prime Location West Of The Trail And On A Spring Fed Lake, Rear Southern Exposure. Custom Built Coastal Contemporary Residence. You Will Appreciate The Quality Construction Of Dan Najjar. Insulated Impact Doors And Windows. Great Room ...

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7697 Cove Ter, Sarasota $3,399,000

  • 4 Beds
  • 5.0 Baths
  • 4,797 SqFt
  • 0.36 Acres

Possibly One Of The Finest Views Of Sarasota Bay, This Spectacular Gated Boating Estate Offers Stunning Views Of The Intracoastal Waterway From Nearly All Rooms. It Is Located On A Quiet Cul-de-sac In A Convenient Mainland Community. Southern Exposure Affor...

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1850 Roland St N, Sarasota $975,000

  • 4 Beds
  • 3.0 Baths
  • 2,241 SqFt
  • 0.53 Acres

Exquisite 4 Bedroom 3 Bathroom Saltwater Canal Front 1/2 Acre Estate Home Completely Re-built In 2016. This Sprawling Home Features An All New Chef's Gourmet Kitchen Fully Loaded With New Viking Appliances. What A Great Use Of Space With Soaring 14' High Va...

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1627 Shelburne Ln, Sarasota $859,000

  • 3 Beds
  • 3.0 Baths
  • 2,635 SqFt
  • 0.30 Acres

West Of The Trail Boaters Paradise Just A Few Doors Down From The Intracoastal Waterway On Protected Unobstructed Sailboat Water!! Totally Updated With Only The Best!! Quality Throughout Will Not Disappoint. Featuring A Ground Floor Guest Suite With Fully T...

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1885 Southpointe Dr, Sarasota $509,000

  • 5 Beds
  • 3.0 Baths
  • 2,568 SqFt
  • 0.31 Acres

Waterfront Property. Lots Of Flexibility To Do Whatever You Please On This .31 Acre Lot With Access To Sarasota Bay. Currently Used As A Grandfathered Triplex With Tenants In Place For All 3 Units But Vacancy Can Be Had Within 60 Days If So Desired. Great V...

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7216 John Silver Ln, Sarasota $950,000

  • 3 Beds
  • 3.0 Baths
  • 1,949 SqFt
  • 0.68 Acres

A Secluded & Extraordinary Waterfront Location! In A Desirable Mainland, Bay-front Comm. W/ Nearly Three-quarters Of An Acre. Extremely Pvt W/ Lush Landscaping & Mature Oaks. A Diamond In The Rough Waiting To Be Polished Until It Shines. The Floor Plan...

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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.

Listing information last updated on July 24th, 2017 at 12:03am EDT.