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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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7689 Cove Ter

Sarasota, FL - $1,895,000

Residential, Single Family Home
Southpointe Shores
A4417242
  • 4 Beds
  • 4 Baths
  • 4,564 SQFT
  • 189 DOM
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This Is An Enchanting Waterfront Residence, With Nearly Full Bay Views And A Major Renovation In 1992, Then Topped Off With Many Upgrades In 2018. Amazing New Kitchen, New Appliances, New Laundry, Interior & Exterior Paint, Carpet. Tile Roof Was R...

1536 Sandpiper Ln

Sarasota, FL - $1,895,000

Residential, Single Family Home
Paradise Shores
A4417167
  • 4 Beds
  • 5 Baths
  • 3,844 SQFT
  • 212 DOM
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$100,000. Price Reduction By Motivated Seller! Quietly Tucked Away In The Paradise Shores Area Of Southside Village, This Canal Front Home Has Been Tastefully Upgraded And Offers Waterfront Living In One Of Sarasota's Most Desirable Neighborhoods...

1938 Hibiscus St

Sarasota, FL - $1,799,000

Residential, Single Family Home
Desota Park
A4423480
  • 4 Beds
  • 4 Baths
  • 3,639 SQFT
  • 593 DOM
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Built By Classic Homes By Clayton, 2017 Parade Of Homes 1st Place Winner, This Stunning West Indies Contemporary Custom Home Uses Energy Efficient Materials And Finishes Including Metal Roof, Spray Foam Insulation, Solid Core Doors And Low "e" Imp...

1706 Spring Creek Dr

Sarasota, FL - $1,795,000

Residential, Single Family Home
Lake Park
A4205385
  • 3 Beds
  • 4 Baths
  • 3,353 SQFT
  • 715 DOM
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Exquisite Craftsmanship Is Evident Throughout This Newly Built 3 Or 4 Bedroom, 4 Bath Custom Home By Award-winning Builder, Dan Najjar. Positioned With A Southern Exposure On A Spring Fed Lake In A Premier West Of The Trail Location. Close To Sies...

1351 Harbor Dr

Sarasota, FL - $1,795,000

Residential, Single Family Home
Harbor Acres
A4423098
  • 4 Beds
  • 4 Baths
  • 4,206 SQFT
  • 139 DOM
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One Of The Prettiest Homes In Harbor Acres, This Elegant Four Bedroom Custom Home Sits Beautifully Behind Graceful Gates On A Large Parcel Of Land. Warm & Inviting The Exterior May Remind You Of A French Manor House. As You Enter Through Stately C...

1971 Datura St

Sarasota, FL - $1,750,000

Residential, Single Family Home
Desota Park
A4432063
  • 4 Beds
  • 5 Baths
  • 4,035 SQFT
  • 53 DOM
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This Custom Designed Contemporary Home Is Located One Of The Most Sought After Areas In Sarasota. Within One Block Of Southside Village And Just Minutes From Siesta Key And Downtown Sarasota, This Residence Has Been Constructed By Green Life Luxur...

2416 Adagio Way

Sarasota, FL - $1,725,000

Residential, Single Family Home
Shadycreek
A4416611
  • 4 Beds
  • 3 Baths
  • 3,788 SQFT
  • 109 DOM
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Luxury Waterfront Living Tucked Away In The Heart Of Sarasota! The Perfect Family Dream Home, Situated On 215 Feet Of Private Shoreline On Philippi Creek With Access To The Intracoastal Waterway Set In A Lush, Pristine Park-like Setting. This Cust...

2004 S Osprey Ave

Sarasota, FL - $1,687,000

Residential, Single Family Home
Mcclellan Park
A4433464
  • 3 Beds
  • 3 Baths
  • 2,670 SQFT
  • 37 DOM
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This Custom Built And Meticulously Cared For Home Sits West Of The Trail, Just Steps From Morton’s Market And Libby’s Restaurant, Plus More Than A Dozen More Restaurants And Retail Shops. A Wall Of Floor To Ceiling Windows Collapses To Create Indo...

2514 Marblehead Dr

Sarasota, FL - $1,685,000

Residential, Single Family Home
Marblehead
A4415695
  • 4 Beds
  • 4 Baths
  • 4,144 SQFT
  • 229 DOM
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In Harmony With Nature, Sitting On 0.48 Acres Of Land And A Cul De Sac, This Unique And Grand Key West Style Home Brings Alive The Charm Of Modern Coastal Living And The Enjoyment Of Your Own Private Resort. The Beautifully Landscaped Grounds Offe...

1675 Fortuna St

Sarasota, FL - $1,679,000

Residential, Single Family Home
Granada
A4425853
  • 3 Beds
  • 3 Baths
  • 2,801 SQFT
  • 116 DOM
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New Construction – Choose From 2 Options West Of Trail In Historic Granada. Choose From Two Custom Home Designs For This Extraordinary Lot. The Options Available Offer The Best In Modern Home Livability While Reflecting The Valued Architecture Of...

1427 Pine Bay Dr

Sarasota, FL - $1,675,000

Residential, Single Family Home
Pine Bay
A4214573
  • 5 Beds
  • 5 Baths
  • 5,325 SQFT
  • 424 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 ...

4439 Westwood Ln

Sarasota, FL - $1,650,000

Residential, Single Family Home
Oyster Bay Estates
A4425835
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 111 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...

1886 Prospect St

Sarasota, FL - $1,630,000

Residential, Single Family Home
Floyd & Cameron Sub
A4410493
  • 4 Beds
  • 4 Baths
  • 3,444 SQFT
  • 276 DOM
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Looking For Newer Construction West Of Trail? Lock & Leave With Ease Of Living? Low Maintenance Luxury Chic Living. Sun Seekers? Private Walled Pool/ Spa Solar Tiles Is Designed To Maximize The Southern Exposures. Western Light Pours Into The Soa...

1725 Baywood Dr

Sarasota, FL - $1,625,000

Residential, Single Family Home
Bay View Acres
A4429669
  • 4 Beds
  • 4 Baths
  • 3,612 SQFT
  • 78 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...

1727 Siesta Dr

Sarasota, FL - $1,599,900

Residential, Single Family Home
Bayview
A4170368
  • 3 Beds
  • 4 Baths
  • 3,464 SQFT
  • 915 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. ...

1332 Quail Dr

Sarasota, FL - $1,595,000

Residential, Single Family Home
Hansen
A4404953
  • 4 Beds
  • 3 Baths
  • 3,464 SQFT
  • 356 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...

1484 Peregrine Point Dr

Sarasota, FL - $1,589,000

Residential, Single Family Home
The Landings
A4419034
  • 3 Beds
  • 3 Baths
  • 2,998 SQFT
  • 192 DOM
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Pre-construction. To Be Built. Rare Opportunity To Build On This 1/2 Acre + Lot In The Gated Community Of The Landings. Located At The Western End Of Peregrine Point Drive. This Lot Enjoys Southern Exposure And A Peaceful View Overlooking A Lake W...

1905 Goldenrod St

Sarasota, FL - $1,575,000

Residential, Single Family Home
Poinsettia Park 2
A4403697
  • 4 Beds
  • 4 Baths
  • 3,048 SQFT
  • 337 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...

1580 Hillview Dr

Sarasota, FL - $1,569,000

Residential, Single Family Home
Harbor Acres Sec 2
A4425360
  • 2 Beds
  • 3 Baths
  • 3,213 SQFT
  • 411 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...

1959 Hibiscus St

Sarasota, FL - $1,517,250

Residential, Single Family Home
Desota Park
A4434816
  • 3 Beds
  • 3 Baths
  • 2,706 SQFT
  • 20 DOM
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Under Construction. From Noted Luxury Home Builder Allegra Homes Is The Ever Popular “kristi Ann” Plan, An Irresistible West Of Trail Haven Of Uncompromised Construction Standards, Fabulous Architectural Details And Stunning Design Elements. Refle...

1918 Rose St

Sarasota, FL - $1,500,000

Residential, Single Family Home
Poinsettia Park 2
A4180228
  • 4 Beds
  • 5 Baths
  • 3,204 SQFT
  • 805 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...

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 May 26th, 2019 at 5:30am EDT.