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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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1502 Blue Heron Dr

Sarasota, FL - $2,499,000

Residential, Single Family Home
Paradise Shores
A4429273
  • 3 Beds
  • 2 Baths
  • 2,338 SQFT
  • 63 DOM
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Welcome To One Of The Best Locations In Sarasota With Astounding Unobstructed Views, Situated On A Quarter Acre Lot On The Sarasota Bay. Experience This One-of-a-kind Residence, Only A Few Minutes Away From Southside Village And Located In The Top...

1329 N Lake Shore Dr

Sarasota, FL - $2,495,000

Residential, Single Family Home
Oyster Bay Estates
A4414590
  • 3 Beds
  • 3 Baths
  • 3,160 SQFT
  • 241 DOM
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Introducing This Private 1-acre Old Florida Style Waterfront Estate Property With Open Views Of Sarasota Bay In One Of Sarasota’s Most Beloved Neighborhoods, Oyster Bay. This Property Enjoys 100 Feet On The Water And Old Oaks And Tropical Flora Se...

1555 Sandpiper Ln

Sarasota, FL - $2,450,000

Residential, Single Family Home
Paradise Shores
A4436047
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 10 DOM
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Pre-construction. To Be Built. Master Builder Allegra Homes Expanded Two-story “gloria” Plan Infused With An Atmosphere Of Sophistication And Refinement. This 3,321-square-foot Residence Is Irresistible With 4 Bedrooms, 4 Baths, 4-car Garage, Bonu...

5848 Tidewood Ave

Sarasota, FL - $2,450,000

Residential, Single Family Home
Baywood Colony Westport Sec 1
A4427959
  • 4 Beds
  • 4 Baths
  • 5,099 SQFT
  • 86 DOM
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Gorgeous Waterfront Views. Boat And Jet Ski Lifts For Your Toys. Built To Last. This Two-story Home Situated On Sarasota Mainland With Views Of The Bay And Siesta Key Is Offered For The First Time Since It Was Built In 1998 By Premier Custom Build...

7692 Cove Ter

Sarasota, FL - $2,395,000

Residential, Single Family Home
Southpointe Shores
A4401935
  • 3 Beds
  • 3 Baths
  • 2,640 SQFT
  • 391 DOM
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A Rarely Available Point Property With An Astounding 210 Feet Of Mainland Bayfront Located On A Cul-de-sac In Coveted Southpointe Shores. This Is An Opportunity To Moor A 50 ‘ Yacht, In Protected Deep Water Without Disturbing The Remarkable View! ...

3921 Red Rock Way

Sarasota, FL - $2,390,000

Residential, Single Family Home
Hansen
A4212223
  • 4 Beds
  • 5 Baths
  • 3,801 SQFT
  • 450 DOM
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Under Construction - Anticipated Completion Summer 2019 - This Expansive Custom Home Is Situated On An Estate Sized Home Site In Sarasota's Coveted West Of Trail Area. Through A Striking Motor Court, Owners Are Greeted By A Wide Great Room With Ex...

1515 Hillview Dr

Sarasota, FL - $2,300,000

Residential, Single Family Home
Harbor Acres Sec 2
A4436565
  • 3 Beds
  • 2 Baths
  • 1,672 SQFT
  • 5 DOM
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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 Wife. William Zimmerman, An Architect Associate...

1427 Cedar Bay Ln

Sarasota, FL - $2,299,000

Residential, Single Family Home
The Landings
A4408881
  • 5 Beds
  • 6 Baths
  • 6,083 SQFT
  • 306 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 ...

1643 Stanford Ln

Sarasota, FL - $2,295,000

Residential, Single Family Home
Aqualane Estates 1st Unit
A4435709
  • 4 Beds
  • 3 Baths
  • 3,076 SQFT
  • 13 DOM
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This Newly Constructed ,contemporary Style House Is Completed In 2019/may. 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, ...

1606 North Dr

Sarasota, FL - $2,295,000

Residential, Single Family Home
Cherokee Park 2
A4433922
  • 6 Beds
  • 6 Baths
  • 5,538 SQFT
  • 317 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 ...

7158 Captain Kidd Ave

Sarasota, FL - $2,295,000

Residential, Single Family Home
Pirates Cove
A4415103
  • 4 Beds
  • 4 Baths
  • 4,822 SQFT
  • 235 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...

4009 Red Rock Ln

Sarasota, FL - $2,249,000

Residential, Single Family Home
Johnson Estates
A4424955
  • 4 Beds
  • 5 Baths
  • 3,773 SQFT
  • 124 DOM
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Under Construction. Under Construction - Now Available. The Captiva By Heritage Builders Is Situated On Nearly 1/2 Acre In Sarasota's Coveted West Of Trail Area Will Be Complete In Late 2019. The West Indies Inspired Styling Of This Home Delivers ...

1564 Eastbrook Dr

Sarasota, FL - $2,190,000

Residential, Single Family Home
Kentwood Estates
A4427516
  • 4 Beds
  • 5 Baths
  • 3,773 SQFT
  • 101 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...

5816 Tidewood Ave

Sarasota, FL - $2,175,000

Residential, Single Family Home
Baywood Colony Westport Sec 2
A4424577
  • 4 Beds
  • 4 Baths
  • 4,195 SQFT
  • 102 DOM
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From Nearly Every Room Of This Mainland 4-bedroom, 3.5-bath Bay Front Residence, One Can Enjoy Exceptional Western Panoramas Of Little Sarasota Bay And Siesta Key Sunsets Without The Hassle Of The Traffic. With Protected Mangrove Preserves, Take I...

1400 Kenilworth St

Sarasota, FL - $2,100,000

Residential, Single Family Home
Oyster Bay Landings
A4432539
  • 3 Beds
  • 3 Baths
  • 2,582 SQFT
  • 48 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
  • 10 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...

1844 Wisteria St

Sarasota, FL - $1,999,000

Residential, Single Family Home
Desota Park
A4425625
  • 4 Beds
  • 4 Baths
  • 3,321 SQFT
  • 101 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...

1818 N Lake Shore Dr

Sarasota, FL - $1,995,000

Residential, Single Family Home
Oyster Bay Estates
A4414868
  • 4 Beds
  • 6 Baths
  • 5,968 SQFT
  • 237 DOM
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This Property Should Be Firmly On The Radar Of The Savvy Buyer Seeking The Utmost In Quality Construction With A Classic Thorning Little Architectural Design. Delivering Not Only In Value, Scale And Style, The Home Is Located In One Of The Area’s ...

1601 Stella Dr

Sarasota, FL - $1,949,000

Residential, Single Family Home
Harms-natherson
A4426048
  • 4 Beds
  • 4 Baths
  • 3,987 SQFT
  • 111 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 Four-bedroom, Four Bath Home On An Oversized, Nearly 20,000 Sf, Lot With Spect...

1911 Morris St

Sarasota, FL - $1,900,000

Residential, Single Family Home
Hartsdale
A4406585
  • 4 Beds
  • 6 Baths
  • 3,639 SQFT
  • 886 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...

4800 Riverwood Ave

Sarasota, FL - $1,895,000

Residential, Single Family Home
Riverwood Park Amd
A4427427
  • 3 Beds
  • 4 Baths
  • 4,368 SQFT
  • 145 DOM
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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 Every Turn And Has Been ...

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 5:45am EDT.