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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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1606 North Dr

Sarasota, FL - $2,199,000

Residential, Single Family Home
Cherokee Park 2
A4433922
  • 6 Beds
  • 6 Baths
  • 5,538 SQFT
  • 437 DOM
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Delight In A “west Of The Trail” Lifestyle At This Six-bedroom Home In Cherokee Park! Situated On A Quiet Street Near The End Of A Cul-de-sac, Brick Pavered Walkways, Manicured Landscaping And Double-door Entry Welcome You. The Grand Foyer Entry ...

1564 Eastbrook Dr

Sarasota, FL - $2,190,000

Residential, Single Family Home
Kentwood Estates
A4427516
  • 4 Beds
  • 5 Baths
  • 3,773 SQFT
  • 221 DOM
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Pre-construction. To Be Built. Pre-construction - Now Available. This Luxurious Custom Residence By Heritage Builders In The Exclusive Oyster Bay Area Will Be Complete In Early 2020. The West Indies Inspired Styling Of This Home Delivers Clean Lin...

1757 Oval Dr S

Sarasota, FL - $2,165,550

Residential, Single Family Home
Mcclellan Park Rep
A4438225
  • 4 Beds
  • 5 Baths
  • 3,002 SQFT
  • 101 DOM
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Pre-construction. To Be Built. A Modern Vision To Be Built In Mcclellan Park By Notable Luxury Homebuilder Allegra Homes, The “kristi Ann” Model Features 4 En-suite Bedrooms, A 3-car Garage, A Den/office, A Bonus Room (4th Bedroom), And An Amazing...

1400 Kenilworth St

Sarasota, FL - $2,100,000

Residential, Single Family Home
Oyster Bay Landings
A4432539
  • 3 Beds
  • 3 Baths
  • 2,582 SQFT
  • 168 DOM
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This Bayfront Cottage, West Of Trail, In-town Location Of Distinction Seems Worlds Away Yet Enjoys Easy Accessibility To The Very Best Sarasota Has To Offer. Hidden Behind The Gates Of Oyster Bay Landings Is A Winding Tree-canopied Brick Lane That...

1734 S Oval Dr

Sarasota, FL - $2,092,550

Residential, Single Family Home
Mcclellan Park
A4436221
  • 4 Beds
  • 5 Baths
  • 3,002 SQFT
  • 130 DOM
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Pre-construction. To Be Built. A Vision To Be Built In Mcclellan Park By Notable Luxury Homebuilder 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...

1145 N Lake Shore Dr

Sarasota, FL - $2,000,000

Residential, Single Family Home
Oyster Bay Estates
A4445676
  • 5 Beds
  • 6 Baths
  • 6,963 SQFT
  • 13 DOM
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Priced Below Market For Immediate Sale. Located In One Of Sarasota’s Most Revered Neighborhoods And Tucked In On A Quiet Cul-de-sac Street, This Waterfront Gem Has A Boat Dock And Lift, Good Boating Water And Views Overlooking The Basin. The Home ...

1525 N Lake Shore Dr

Sarasota, FL - $1,995,000

Residential, Single Family Home
Oyster Bay Estates
A4443962
  • 4 Beds
  • 4 Baths
  • 4,407 SQFT
  • 35 DOM
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Spectacular Tuscan Masterpiece In Oyster Bay Estates, Sarasota's Most Coveted West-of-the-trail Neighborhood. This Spanish-italian Design Home Was Built In 2006 By Custom-builder Bruce Saba With Impeccable Finishes And The Utmost Attention To Deta...

1911 Morris St

Sarasota, FL - $1,900,000

Residential, Single Family Home
Hartsdale
A4406585
  • 4 Beds
  • 6 Baths
  • 3,639 SQFT
  • 1,006 DOM
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Pre-construction, To Be Built. Room To Play On A Choice 1/3-acre Site & Premium Street 4-bedroom, Den, 2 Bonus Rooms 4 Full & 2 ½ Baths 3 Car Garage Outdoor Kitchen, Custom West Indies Inspired Home. Discover Sarasota's West Of Trail In-town South...

1844 Wisteria St

Sarasota, FL - $1,897,000

Residential, Single Family Home
Desota Park
A4425625
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 221 DOM
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From Award-winning Allegra Homes, This 2019 Model Home Has A Floor Plan Concept That Showcases A Combination Of Indulgence And Practicality. Landmark Location West Of Trail And Just 3 Blocks South Of Morton’s Market. Entering From The Columned An...

7755 Holiday Dr N

Sarasota, FL - $1,895,000

Residential, Single Family Home
Holiday Harbor
A4437174
  • 4 Beds
  • 4 Baths
  • 4,317 SQFT
  • 91 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...

1601 Stella Dr

Sarasota, FL - $1,895,000

Residential, Single Family Home
Harms-natherson
A4426048
  • 5 Beds
  • 4 Baths
  • 3,987 SQFT
  • 231 DOM
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Amazing West Of The Trail Waterfront Opportunity, Minutes From The #1 Beach In The Usa, Siesta Beach! Turn Your Waterfront Lifestyle Dreams Into Reality With This Large Five-bedroom (5th Is Den), Four Bath Home On An Oversized, Nearly 20,000 Sf, L...

4800 Riverwood Ave

Sarasota, FL - $1,799,000

Residential, Single Family Home
Riverwood Park Amd
A4427427
  • 3 Beds
  • 4 Baths
  • 4,368 SQFT
  • 265 DOM
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Below Replacement Cost - The Master-crafted Personal Residence Of A Noted Luxury Homebuilder, One-acre, In Town, Gated Property Is A Treasured Space Of Passionate Architecture And Unsurpassed Quality. The 3 Br/office, 3.5 Ba Home Will Impress With...

2416 Adagio Way

Sarasota, FL - $1,725,000

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

2514 Marblehead Dr

Sarasota, FL - $1,685,000

Residential, Single Family Home
Marblehead
A4415695
  • 4 Beds
  • 4 Baths
  • 4,144 SQFT
  • 349 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
  • 236 DOM
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New Construction. Pre-construction. Choose From Two Custom Home Designs For This Extraordinary West Of Trail Lot In Historic Granada. The Nutter Custom Construction And Anchor Builders Options Offer Exceptional Quality And The Best In Modern Home ...

7767 Holiday Dr N

Sarasota, FL - $1,650,000

Residential, Single Family Home
Holiday Harbor
A4437534
  • 4 Beds
  • 3 Baths
  • 2,895 SQFT
  • 110 DOM
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Under Construction. Holiday Harbor New Home Under Construction. 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,...

4439 Westwood Ln

Sarasota, FL - $1,650,000

Residential, Single Family Home
Oyster Bay Estates
A4425835
  • 4 Beds
  • 4 Baths
  • 3,657 SQFT
  • 231 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...

1570 Hillview Dr

Sarasota, FL - $1,625,000

Residential, Single Family Home
Harbor Acres Sec 2
A4420145
  • 2 Beds
  • 2 Baths
  • 1,215 SQFT
  • 300 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...

1727 Siesta Dr

Sarasota, FL - $1,599,900

Residential, Single Family Home
Bayview
A4170368
  • 3 Beds
  • 4 Baths
  • 3,464 SQFT
  • 1,035 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. ...

1725 Baywood Dr

Sarasota, FL - $1,599,000

Residential, Single Family Home
Bay View Acres
A4429669
  • 4 Beds
  • 4 Baths
  • 3,612 SQFT
  • 186 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...

1332 Quail Dr

Sarasota, FL - $1,595,000

Residential, Single Family Home
Hansen
A4404953
  • 4 Beds
  • 3 Baths
  • 3,464 SQFT
  • 476 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...

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 September 23rd, 2019 at 2:00pm EDT.