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"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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1145 N Lake Shore Dr

Sarasota, FL - $2,100,000

Residential, Single Family Residence
Oyster Bay Estates
A4445676
  • 5 Beds
  • 6 Baths
  • 6,963 SQFT
  • 123 DOM
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Priced At Land Value, The Seller Has Positioned This Waterfront Property For An Immediate Sale. Situated In Oyster Bay, One Of Sarasota’s Most Revered Neighborhoods, And Close To The Field Club, The Central Location And Tropical Setting Along The ...

7158 Captain Kidd Ave

Sarasota, FL - $2,089,000

Residential, Single Family Residence
Pirates Cove
A4415103
  • 4 Beds
  • 4 Baths
  • 4,822 SQFT
  • 648 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....

1734 S Oval Dr

Sarasota, FL - $2,085,000

Residential, Single Family Residence
Mcclellan Park
A4436221
  • 4 Beds
  • 5 Baths
  • 3,002 SQFT
  • 418 DOM
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Brand New In Mcclellan Park By Notable Luxury Home Builder Allegra Homes, The “kristi Ann” Model Features 4 En-suite Bedrooms, Plus A Half Bath, A 3-car Garage, A Den/office, A Bonus Room (4th Bedroom), And An Amazing Outdoor Living And Entertaini...

1762 Southpointe Dr

Sarasota, FL - $2,014,000

Residential, Single Family Residence
Southpointe Shores
O5876038
  • 4 Beds
  • 5 Baths
  • 5,690 SQFT
  • 7 DOM
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This Spacious Waterfront Home Is Sarasota Offers 4 Bedrooms, 5 Baths, Great Room With Fireplace And Soaring Ceilings, Dining Room With Trey Ceilings, Large Kitchen With Center Island And Breakfast Bar, Large Master And Master Bath With Separ...

1643 Stanford Ln

Sarasota, FL - $1,999,999

Residential, Single Family Residence
Aqualane Estates 1st Unit
A4435709
  • 4 Beds
  • 3 Baths
  • 3,076 SQFT
  • 428 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 ...

2229 Mcclellan Pkwy

Sarasota, FL - $1,995,000

Residential, Single Family Residence
Mcclellan Park
A4463211
  • 5 Beds
  • 6 Baths
  • 4,831 SQFT
  • 105 DOM
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An Enchanting Hideaway In Desirable Mcclellan Park, This 5-bedroom Plus Den Home Surprises And Delights With Rare Architecture, Character-filled Spaces And Sweeping Acreage. Stone Walls Enclose The Over 1-acre Property, Revealing A Compelling Faça...

1934 Clematis St

Sarasota, FL - $1,950,000

Residential, Single Family Residence
Desota Park
A4469554
  • 3 Beds
  • 3 Baths
  • 2,731 SQFT
  • 33 DOM
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A Stunning Reflection Of West Of The Trail Luxury, This Three-bedroom Model Home From Allegra Blends Coastal Glamour With Designer Details And Dreamy Indoor/outdoor Living. This 2018 Residence Is Entirely Like New And Includes All The Model Furnis...

1810 Grove St

Sarasota, FL - $1,950,000

Residential, Single Family Residence
Grove Heights
A4463334
  • 4 Beds
  • 4 Baths
  • 3,281 SQFT
  • 118 DOM
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West Of The Trail! Exceptional Opportunity For A Like New, Furnished, Award Winning Former Miah Model Home By Sarasota's Best Custom Builder, John Cannon Homes. This Spacious Custom Pool Home Is Ready For A Quick Closing And Offers 4br, Or 3br An...

1700 North Dr

Sarasota, FL - $1,900,000

Residential, Single Family Residence
Cherokee Park 2
A4469068
  • 4 Beds
  • 4 Baths
  • 3,382 SQFT
  • 32 DOM
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A Car Collector’s Paradise Located West Of The Trail In Prestigious Cherokee Park! This Fashionable 1936 Art Deco Home Contains A 10 Car Air Conditioned Garage With 2 Lifts (allowing Storage For 12) Along With A Large (23x26) Workshop, And A Paver...

1409 Westbrook Dr

Sarasota, FL - $1,899,000

Residential, Single Family Residence
Westbrook
A4458025
  • 6 Beds
  • 6 Baths
  • 4,921 SQFT
  • 165 DOM
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West Of Trail. Experience The Casual But Elegant Custom Built Home On A Private Tropical Landscaped Lot Over A Half An Acre On A Quiet Cul-de-sac. Location Is Close To All The Wonderful Amenities Of Sarasota In A Small And Friendly Neighborhood. ...

1905 Goldenrod St

Sarasota, FL - $1,875,000

Residential, Single Family Residence
Poinsettia Park 2
A4403697
  • 4 Beds
  • 4 Baths
  • 3,048 SQFT
  • 752 DOM
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Brand New, Ready For Move In Custom Florida Coastal Inspired Design From Classic Homes By Clayton. 4 Bedrooms, Bonus Room, 4 Baths, 3 Car Garage, Pool W/ Spa And Large Covered Lanai W/outdoor Kitchen. Great Room Design With Owner's Retreat And Gue...

7303 Periwinkle Dr

Sarasota, FL - $1,849,900

Residential, Single Family Residence
Coral Cove
A4438156
  • 3 Beds
  • 3 Baths
  • 3,476 SQFT
  • 308 DOM
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This Exquisite Custom-built Waterfront Home With Spectacular Views Awaits You. Sited Perfectly To Take Advantage Of Views From Its Lushly Landscaped, Half-acre Lot W/156 Ft Of Seawall. Water Views From Almost Every Room. Imagine Enjoying The Scree...

1560 Hillview Dr

Sarasota, FL - $1,795,000

Residential, Single Family Residence
Harbor Acres Sec 2
A4470005
  • 3 Beds
  • 4 Baths
  • 3,338 SQFT
  • 25 DOM
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Traditional Florida Charm Abounds From This Lovely Harbor Acres Home, Overlooking Deep Sailboat Waters That Flow Out To Sarasota Bay And Nestled Among Lush Greenery. The Prime Location Puts This Three-bedroom Plus Den And Family Room Home In A Cen...

7755 Holiday Dr N

Sarasota, FL - $1,795,000

Residential, Single Family Residence
Holiday Harbor
A4437174
  • 4 Beds
  • 4 Baths
  • 4,317 SQFT
  • 386 DOM
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For Those Looking To Take Advantage Of A Boater’s Paradise, This Residence Is A Must See. Built-in 2007 And Recently Updated, This Move-in Ready Canal-front Home Is Located Just West Of Trail In Holiday Harbor With Direct Access To The Intracoasta...

1430 Kimlira Ln

Sarasota, FL - $1,700,000

Residential, Single Family Residence
Oyster Bay Estates
A4462797
  • 5 Beds
  • 5 Baths
  • 4,460 SQFT
  • 123 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...

1351 Harbor Dr

Sarasota, FL - $1,695,000

Residential, Single Family Residence
Harbor Acres
A4458735
  • 4 Beds
  • 4 Baths
  • 4,206 SQFT
  • 162 DOM
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One Of The Prettiest Homes In Harbor Acres, This Four Bedroom Custom Home Sits Beautifully Behind Gates On A Large Parcel Of Land. Warm & Inviting The Exterior May Remind You Of A French Manor House. As You Enter Through Tall Mahogany Doors Onto O...

7767 Holiday Dr N

Sarasota, FL - $1,650,000

Residential, Single Family Residence
Holiday Harbor
A4437534
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 405 DOM
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Holiday Harbor New Construction Just Completed! West Indies Ranch Styled Home On Salt Water Canal To Sarasota Bay Leading To The Gulf Of Mexico. Dock Your Boat In Your Backyard Where There Is A Dock To Accommodate Your Boat Lift, Or Keep It At Th...

1727 Siesta Dr

Sarasota, FL - $1,599,900

Residential, Single Family Residence
Bayview
A4170368
  • 3 Beds
  • 4 Baths
  • 3,464 SQFT
  • 1,330 DOM
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The Walara, The New Showcase Home By John Cannon Homes Is Available For Immediate Occupancy. This 2-story, 3 Bedroom / 4 Bath Home Located In Siesta Enclave, Is Just Minutes From Siesta Key Beach, Southside Village And Sarasota's Award-winning Res...

1924 Bougainvillea St

Sarasota, FL - $1,595,000

Residential, Single Family Residence
Poinsettia Park 2
A4452994
  • 5 Beds
  • 4 Baths
  • 3,889 SQFT
  • 225 DOM
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One Of A Kind West Of Trail Home That Is Minutes To Southside Elementary School, Westfield Siesta Key Mall, Downtown Sarasota And Siesta Key Beach. This Modern Home Was Built In 2014 By Ampersand Construction And Designed By Traction Architecture...

1886 Prospect St

Sarasota, FL - $1,594,000

Residential, Single Family Residence
Floyd & Cameron Sub
A4450957
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
  • 171 DOM
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If You Are Looking For A Touch Of Paradise With A Dash Of Serenity Look No Further. This Exquisite Home Is Located In A Highly Desirable Location, West Of The Trail. Upon Entering This Coastal Contemporary Home You Will Be Greeted With An Abundanc...

2514 Marblehead Dr

Sarasota, FL - $1,575,000

Residential, Single Family Residence
Marblehead
A4461908
  • 4 Beds
  • 4 Baths
  • 3,978 SQFT
  • 606 DOM
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Back To School Price Reduction! Magnificent Waterside Home In A-rated School District. A Perfect Melding Of Nature, Technology And Materials From Around The Globe Culminate To Create An Idyllic And Private Paradise. Using A Foundation Of Classic F...

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 14th, 2020 at 7:00pm EDT.