242 Homes for Sale West of the Trail

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Image 0: A4404953

1332 Quail Dr, Sarasota, FL - $1,675,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 3,464 SQFT
  • 320 DOM
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Some Photos Are Virtually Staged. Calling All Boaters! Deep Water Dock With A 10,000 Lb Boat Lift! Only One Minute To The Open Waters Of The Sarasota Bay. Gorgeous 4 Bedroom, 3 Bath Executive Home In Charming Oyster Bay, West Of Trail! Relax On...

Image 1: A4214573

1427 Pine Bay Dr, Sarasota, FL - $1,675,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 5,325 SQFT
  • 388 DOM
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Sellers Motivated!! Truly One Of The Best Values West Of Trail On The Market Today. Magazine Worthy Home That Was Recently Used For A Catalog Shoot. Great Old Florida Style Home Located In Coveted Oyster Bay Area With Lots Of Kids And Convenience ...

Image 2: A4429669

1725 Baywood Dr, Sarasota, FL - $1,675,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,612 SQFT
  • 42 DOM
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Pursue Nautical Adventures In This Completely Renovated Waterfront Home, Set Just 2 Lots From The Open Bay And Only Moments From Siesta Key. A Circular Paver Drive Leads To The 3-story Façade And Wood Double-door Entryway, Where Whitewashed Oak Wo...

Image 3: A4410493

1886 Prospect St, Sarasota, FL - $1,650,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
  • 240 DOM
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Bring All Offers! West Of The Trail’ Near Downtown Sarasota, Experience The Art Of Living From This Recently Constructed Residence Masterfully Crafted For Indoor/outdoor Enjoyment. This Exquisite Four-bedroom Home Embraces A Coastal Design Aesthet...

4439 Westwood Ln, Sarasota, FL - $1,650,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 75 DOM
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Warm, Inviting And In A Stellar Location! Enter Through The Stunning, Arched Wood Doorway, You Will Be Met With A True Sense Of Serenity. Every Detail Has Been Carefully Thought Of In This Substantial Mediterranean Revival Home. Grand Columns Acce...

1813 Boyce St, Sarasota, FL - $1,649,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,414 SQFT
  • 9 DOM
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Superb West Of Trail Location Within Walking Distance To Popular Southside Village Shops, Restaurants, Sarasota Memorial Hospital And Southside Elementary School. Beautiful Custom Details And Finest Finishes Throughout. Enter Into An Ample Living ...

Image 6: A4410905

950 S Osprey Ave, Sarasota, FL - $1,599,990

Residential, Single Family Home
  • 4 Beds
  • 2 Baths
  • 1,911 SQFT
  • 248 DOM
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West Of Trail, Rare Oversized Lot 0.862 Acres / 37,550 Sf In The Vibrant Heart Of Sarasota’s Sought-after Neighborhoods. This Land Is A Beauty, Imagine A Majestic Home With A Standalone Guest House, Alluring Pool And Gardens Privately Nestled Amon...

Image 7: A4170368

1727 Siesta Dr, Sarasota, FL - $1,599,900

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,464 SQFT
  • 879 DOM
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The Walara, The New Showcase Home By John Cannon Homes Is Now Open. 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 Restaurants And Nightlife. ...

Image 8: A4425360

1580 Hillview Dr, Sarasota, FL - $1,599,000

Residential, Single Family Home
  • 2 Beds
  • 3 Baths
  • 3,213 SQFT
  • 375 DOM
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A Traditional Home With A Contemporary Twist In The Desirable West Of The Trail Neighborhood Of Harbor Acres. Entering The Home You Will Be Taken In By Its Open Floor Plan With Generous Sized Rooms Being Flooded By The Wonderful Florida Sunshine T...

Image 9: A4416751

1778 Hyde Park St, Sarasota, FL - $1,595,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 4,686 SQFT
  • 180 DOM
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A Rare Blend Of Beautifully Crafted New Construction And An Address Perfectly Situated In The Heart Of Town, This Custom-built Five-bedroom Home Is A Testament To The Sarasota Way Of Life. Located In Southside Village, You’ll Delight In Walking To...

1905 Goldenrod St, Sarasota, FL - $1,575,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,048 SQFT
  • 301 DOM
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Pre-construction, To Be Built. 1031 Exchange Builder Leaseback Available, 4-bedroom, Bonus Room 4 Bath 3 Car Garage Outdoor Kitchen, Custom West Indies Inspired Home. Discover Sarasota's West Of Trail In-town Southside Village. Join Your Barrier I...

Image 11: A4180228

1918 Rose St, Sarasota, FL - $1,500,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,204 SQFT
  • 769 DOM
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New Construction. This Home Was Featured In The October Issue Of Sarasota’s Home And Design Magazine. An Urban Contemporary Located “west Of Trail”. This Home Has Been Uniquely Designed With Exceptional Finishes, Custom European Cabinetry And Hig...

Image 12: A4425374

4808 Peregrine Point Cir W, Sarasota, FL - $1,500,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 4,965 SQFT
  • 85 DOM
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Wow, Outstanding $150,000 Price Reduction On This Extensively Remodeled Home In The West Of Trail Landings Community. Just Under 5,000 Sq Ft On One Level With No Steps Up Or Down. 5 Ensuite Bedrooms, An Additional Half Bath, 3 Living Areas, An Upd...

Image 13: A4420145

1570 Hillview Dr, Sarasota, FL - $1,449,900

Residential, Single Family Home
  • 2 Beds
  • 2 Baths
  • 1,215 SQFT
  • 144 DOM
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Great Waterfront Location, West Of Trail, In Harbor Acres, Ideal For A Remodel Or Build New. Home Sits On A 13,207 Sq. Ft. Lot On A Protective Cove, With No Bridges To Sarasota Bay. Close To Sarasota Memorial Hospital, Morton's Market, Restaurants...

1914 Clematis St, Sarasota, FL - $1,425,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,422 SQFT
  • 31 DOM
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Artfully Redesigned And Brilliantly Executed In 2017/2018, This 3 Bedroom + Office, 3 Bath Home Has Been Expertly Renovated With A Keen Eye For Beauty And Functionality. A Refreshing And Vibrant 2,422-square-foot Open Floor Plan Draws You In For M...

1671 North Dr, Sarasota, FL - $1,399,900

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,671 SQFT
  • 143 DOM
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This Is A One-of-a-kind, Two-story Custom Home Nestled On A Beautiful Lot In Sought After West Of The Trail "cherokee Park". This Home Offers A Combination Of Outstanding Craftsmanship And Customized Fine Points. It Is Rich In Refined Details Incl...

1614 Bay Rd, Sarasota, FL - $1,399,900

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,331 SQFT
  • 452 DOM
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Under Construction - Anticipated Completion Spring 2019 - The Bermuda By Heritage Builders Is Ideally Situated On The Largest Home Site In West Bay, A Private Gated Enclave Of Only 4 Luxury Single Family Residences In Sarasota's Most Sought After ...

Image 17: A4401104

1803 Morris St, Sarasota, FL - $1,395,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,367 SQFT
  • 365 DOM
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Located In The Hottest Location, West Of The Trail, Minutes To Southside Village, This Former Model Home Won Numerous Awards In The Parade Of Homes Including Best Kitchen, Master Suite, Floor Plan, Architectural Detail And Category Winner! Beautif...

Image 18: A4417879

1716 Hawthorne St, Sarasota, FL - $1,350,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,050 SQFT
  • 158 DOM
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Old Charm (1925) Meets Contemporary Space (2012) On One Of The Most Popular Streets West Of Trail. Enjoy A One Block Walk To The Shops & Restaurants Of Southside Village & Morton's Market! This Unique Home Was Renovated And Added Onto In 2011-20...

Image 19: A4425734

2202 Mcclellan Pkwy, Sarasota, FL - $1,350,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 3,738 SQFT
  • 65 DOM
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This Is A Shining Example Of Impeccably-restored Colonial Style. This Exquisite Property Spans A 3-bedroom Main Home And 2-bedroom Guest Cottage, All Nestled In One Of Downtown Sarasota’s Most Historic And Sought-after Neighborhoods: Mcclellan Par...

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Listing data comes from My Florida Regional MLS.

Listing information last updated on April 20th, 2019 at 10:15am EDT.