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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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1207 N Lake Shore Dr

Sarasota, FL - $2,250,000

Residential, Single Family Home
Oyster Bay Estates
A4458536
  • 5 Beds
  • 5 Baths
  • 5,043 SQFT
  • 67 DOM
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The Motivated Owner Has Positioned This Property To Be One Of The Best Waterfront Opportunities In The Marketplace Today. Located On A Boat Basin In The Beloved Neighborhood Of Oyster Bay, Its Setting Is Magical W/a Large Backyard And Private Dock...

1818 N Lake Shore Dr

Sarasota, FL - $2,250,000

Residential, Single Family Home
Oyster Bay Estates
A4454495
  • 4 Beds
  • 6 Baths
  • 5,968 SQFT
  • 166 DOM
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*virtual Showing Available* Set In Oyster Bay Estates And Remarkable In Every Way Is Villa Lidia, A Stunning Example Of Architectural Mastery And Creatively Imagined By Acclaimed Architect Thorning Little. Impressive In Both Indoor And Outdoor Liv...

4805 Riverwood Ave

Sarasota, FL - $2,250,000

Residential, Single Family Home
Riverwood Park
A4441635
  • 6 Beds
  • 5 Baths
  • 7,900 SQFT
  • 256 DOM
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Singular Opportunity To Own The Largest Residential Estate West Of Phillippi Creek - 3.65 Acres With 226-ft. Frontage On The Creek. Surround Yourself With The Natural Beauty Of Native Florida In A Convenient In-town Location. This 7,900 Sq. Ft. Re...

1447 Peregrine Point Dr

Sarasota, FL - $2,229,000

Residential, Single Family Home
The Landings
A4447378
  • 5 Beds
  • 7 Baths
  • 8,153 SQFT
  • 187 DOM
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Dramatic Price Adjustment: Grand Yet Intimate. This Aspirational .58 Acre, 8153 Sq. Ft. Custom Built 5 Bedroom, 6 1/2 Bath Home Only Comes Along Once In A Lifetime. Perfect For The Fledgling Family, Multi-generational Family Or The Couple Who Expe...

1436 Ridgewood Ln

Sarasota, FL - $2,225,000

Residential, Single Family Home
Aqualane Estates 3rd
A4460752
  • 5 Beds
  • 6 Baths
  • 3,851 SQFT
  • 46 DOM
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Tour This Home At Https://view.paradym.com/idx/1436-ridgewood-lane-sarasota-fl-34231/4463443 113 Feet Of Water Frontage! Sited On An Oversized Lot With A Brand New Seawall, Dock, & Boat Lift. Enter The 2 Story Great Room To See Expansive Vi...

1564 Eastbrook Dr

Sarasota, FL - $2,215,000

Residential, Single Family Home
Kentwood Estates
A4427516
  • 4 Beds
  • 5 Baths
  • 3,773 SQFT
  • 408 DOM
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Under 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 Lines And The Highest Level Of In...

7158 Captain Kidd Ave

Sarasota, FL - $2,189,000

Residential, Single Family Home
Pirates Cove
A4415103
  • 4 Beds
  • 4 Baths
  • 4,822 SQFT
  • 550 DOM
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With A Private Gate And Sunset Views Over The Bay, This 4-bedroom, 4-bath Family Home Offers You Your Own Tropical Oasis. From The High Ceilings To The Open Floor Plans, This Home Is Spacious While Still Maintaining A Homey-feel. When You Walk...

5816 Tidewood Ave

Sarasota, FL - $2,175,000

Residential, Single Family Home
Baywood Colony Westport Sec 2
A4460494
  • 4 Beds
  • 4 Baths
  • 4,195 SQFT
  • 47 DOM
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This Is An Enchanting Waterfront Residence With 109’ Of Frontage Surrounded In Exotic Tropical Landscaping With Refined Curb Appeal. Stunning Custom Pecky Cypress Double Door Entry Leads To A Breathtaking Bay View. Once Inside You Will Find 12’ Ce...

1757 Oval Dr S

Sarasota, FL - $2,165,550

Residential, Single Family Home
Mcclellan Park Rep
A4438225
  • 4 Beds
  • 5 Baths
  • 3,002 SQFT
  • 296 DOM
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Under Construction. *virtual Showing Available* Move In April 2020! 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 Bon...

1643 Stanford Ln

Sarasota, FL - $2,150,000

Residential, Single Family Home
Aqualane Estates 1st Unit
A4435709
  • 4 Beds
  • 3 Baths
  • 3,076 SQFT
  • 330 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 O...

1427 Cedar Bay Ln

Sarasota, FL - $2,149,000

Residential, Single Family Home
The Landings
A4408881
  • 5 Beds
  • 6 Baths
  • 6,083 SQFT
  • 623 DOM
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Set In The Private, Gated Community Of The Landings With Views Over The Bay, This 5-bedroom Plus Den, 5.5-bath Family Home Is Offered To The Market For The First Time. From The Vaulted Entrance Hall, With Wooden Floors Inlaid With Marble, Opening ...

1734 S Oval Dr

Sarasota, FL - $2,092,550

Residential, Single Family Home
Mcclellan Park
A4436221
  • 4 Beds
  • 5 Baths
  • 3,002 SQFT
  • 320 DOM
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Under Construction. *virtual Showing Available* 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 (...

1810 Grove St

Sarasota, FL - $1,995,000

Residential, Single Family Home
Grove Heights
A4463334
  • 4 Beds
  • 4 Baths
  • 3,281 SQFT
  • 20 DOM
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West Of The Trail! Exceptional Opportunity For A Like New, Furnished Former Miah Model Home By Award Winning Custom Builder, John Cannon Homes. This Spacious Custom Pool Home Offers 4br, Or 3br And A Den, 4ba, And A Bonus Room. The Architectural ...

1515 Hillview Dr

Sarasota, FL - $1,900,000

Residential, Single Family Home
Harbor Acres 2
A4453956
  • 3 Beds
  • 2 Baths
  • 1,672 SQFT
  • 292 DOM
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One Or More Photo(s) Has Been Virtually Staged. On One-half Of An Acre Of Boating Water Nestled In The Private Setting Of Harbor Acres Lies This Mid-century Home, Originally Built For Ken Thompson, Sarasota’s City Manager From 1950 To1988, And His...

1409 Westbrook Dr

Sarasota, FL - $1,899,000

Residential, Single Family Home
Westbrook
A4458025
  • 5 Beds
  • 6 Baths
  • 4,921 SQFT
  • 67 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 Home
Poinsettia Park 2
A4403697
  • 4 Beds
  • 4 Baths
  • 3,048 SQFT
  • 654 DOM
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Under Construction. Brand New Under Construction, Ready By March 2020. Model 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 Vill...

1440 Flower Dr

Sarasota, FL - $1,799,000

Residential, Single Family Home
Harbor Acres Sec 2
A4456425
  • 4 Beds
  • 5 Baths
  • 4,414 SQFT
  • 74 DOM
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Harbor Acres Is A Special Neighborhood All About Location! Just Minutes From Lively Downtown’s City Lifestyle, Sarasota Farmers Market, St. Armands Circle And The Gulf Beaches Of Siesta, Lido, Longboat Keys. The Desirable Locale And High-quality C...

1351 Harbor Dr

Sarasota, FL - $1,795,000

Residential, Single Family Home
Harbor Acres
A4458735
  • 4 Beds
  • 4 Baths
  • 4,206 SQFT
  • 64 DOM
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One Of The Prettiest Homes In Harbor Acres, This 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 Mahogany Carved ...

1924 Bougainvillea St

Sarasota, FL - $1,795,000

Residential, Single Family Home
Poinsettia Park 2
A4452994
  • 5 Beds
  • 4 Baths
  • 3,889 SQFT
  • 127 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...

7755 Holiday Dr N

Sarasota, FL - $1,795,000

Residential, Single Family Home
Holiday Harbor
A4437174
  • 4 Beds
  • 4 Baths
  • 4,317 SQFT
  • 288 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...

1572 Caribbean Dr

Sarasota, FL - $1,725,000

Residential, Single Family Home
Coral Cove
A4463516
  • 4 Beds
  • 3 Baths
  • 3,157 SQFT
  • 18 DOM
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A Fabulous Location On Little Sarasota Bay; With Full 180-degree Views From This Special Home. Over 3,000 Sq. Ft. Under Air Featuring 3 Bedrooms Plus 2nd Level Bonus Room With Closet And 3 Full Baths. This Home Can Be Remodeled Or Live In As-is. T...

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 April 7th, 2020 at 7:30pm EDT.